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Expеriencе thе beѕt οf Ηiltοn Ηead Island waterfrοnt livіng at 5 Sailwing Lane, a spacious harbour-front townhome in the coveted Windmill Harbour community. Offering over 3,700 square feet with four bedrooms - four full baths & 1 half bath, this distinctive residence combines generous living spaces with an enviable Lowcountry setting. The thoughtfully designed floor plan features a beautiful kitchen, dining room, family room, and den (or office or extra BR), providing abundant space for everyday living and entertaining. The curved staircase showcases one of the many exquisite touches throughout the home. The first floor in-law suite offers exceptional flexibility for extended family, guests, a private office, or a separate retreat featuring a spacious BR, full BT, family room (or media room) plus a kitchen area. The elevator services the first, second and top floor. Built with durable Hebel block construction, the home offers the benefits of this energy-efficient, resilient building system while providing the comfort and spaciousness expected in a premier island residence. Need extra storage space? The upper floor (just under 800 sq ft.) is heated and cooled and ready for all your storage needs or future expansion. Positioned directly on the harbour, this home captures the quintessential Hilton Head lifestyle, set within the private and picturesque community of Windmill Harbour. Residents will enjoy a distinctive Lowcountry lifestyle surrounded by water, beautiful landscaping, and a vibrant boating atmosphere. From relaxed mornings overlooking the boats to entertaining family and friends in the expansive living areas, 5 Sailwing Lane offers a rare combination of space, construction quality, flexibility, and prime harbour-front location. A special opportunity to own a substantial four-bedroom, four-bath waterfront townhome in one of Hilton Head Island's most desirable boating communities. The South Carolina Yacht Club is just steps away from your door - It is the perfect club to enjoy a world class meal, vibrant social activities and a competitive fitness environment. Why wait- Your new life awaits!

4 Beds ⋅ 5 Baths ⋅ 3,710 SqFt. ⋅ HILTONHEAD-512736 MLS

Expеriencе thе beѕt οf Ηiltοn Ηead Island waterfrοnt livіng at 5 Sailwing Lane, a spacious harbour-front townhome in the coveted Windmill Harbour community. Offering over 3,700 square feet with four bedrooms - four full baths & 1 half bath, this distinctive residence combines generous living spaces with an enviable Lowcountry setting. The thoughtfully designed floor plan features a beautiful kitchen, dining room, family room, and den (or office or extra BR), providing abundant space for everyday living and entertaining. The curved staircase showcases one of the many exquisite touches throughout the home. The first floor in-law suite offers exceptional flexibility for extended family, guests, a private office, or a separate retreat featuring a spacious BR, full BT, family room (or media room) plus a kitchen area. The elevator services the first, second and top floor. Built with durable Hebel block construction, the home offers the benefits of this energy-efficient, resilient building system while providing the comfort and spaciousness expected in a premier island residence. Need extra storage space? The upper floor (just under 800 sq ft.) is heated and cooled and ready for all your storage needs or future expansion. Positioned directly on the harbour, this home captures the quintessential Hilton Head lifestyle, set within the private and picturesque community of Windmill Harbour. Residents will enjoy a distinctive Lowcountry lifestyle surrounded by water, beautiful landscaping, and a vibrant boating atmosphere. From relaxed mornings overlooking the boats to entertaining family and friends in the expansive living areas, 5 Sailwing Lane offers a rare combination of space, construction quality, flexibility, and prime harbour-front location. A special opportunity to own a substantial four-bedroom, four-bath waterfront townhome in one of Hilton Head Island's most desirable boating communities. The South Carolina Yacht Club is just steps away from your door - It is the perfect club to enjoy a world class meal, vibrant social activities and a competitive fitness environment. Why wait- Your new life awaits!

5 Sailwing Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

178 Mitchellville Road, Hilton Head Island

$975,000

Discover coastal luxury and investment potential in this former model home! With 3 bedrooms, 2.5 baths, and 2,443 sqft of refined living space, plus over 1,200 sqft of unfinished garage space, this home is perfect for entertaining. Highlights include an open-concept kitchen/dining/living, two large screened-in decks, backyard w/ fire pit - ready for a pool. The owner's suite offers a spa-like bath and custom walk-in closet, while the 3-stop elevator adds convenience. Short-term rentals allowed. Just a short walk to Fish Haul Beach! New community boardwalk direct to the beach just opened in July! Don't miss this one! Seller related to SCREA.

3 Beds ⋅ 3 Baths ⋅ 2,443 SqFt. ⋅ HILTONHEAD-512730 MLS

Discover coastal luxury and investment potential in this former model home! With 3 bedrooms, 2.5 baths, and 2,443 sqft of refined living space, plus over 1,200 sqft of unfinished garage space, this home is perfect for entertaining. Highlights include an open-concept kitchen/dining/living, two large screened-in decks, backyard w/ fire pit - ready for a pool. The owner's suite offers a spa-like bath and custom walk-in closet, while the 3-stop elevator adds convenience. Short-term rentals allowed. Just a short walk to Fish Haul Beach! New community boardwalk direct to the beach just opened in July! Don't miss this one! Seller related to SCREA.

178 Mitchellville Road, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$6,795,000

Where Pаlmetto Duneѕ mеetѕ thе ѕeа, уou get the sunrise bеforе anyone else even reaches the beach. 8 Dinghy is true direct oceanfront in Palmetto Dunes, with the timeless coastal style built for the way Lowcountry living is supposed to feel. The Atlantic is already outside your door, no walk required. Fully remodeled top to bottom with new fixtures, appliances, furniture, kitchen and baths with an additional laundry added to the second floor and the expansion of the screen porch are all exceptional features of this 4,000 square foot home. Seven bedrooms and five and a half baths give you room to bring the whole family without anyone getting in anyone else's way. The gourmet kitchen has two refrigerators built for real entertaining, and the oceanfront pool, large deck, and screened porch turn every meal into an event. The owner turned the garage into a game room during rental season for added family fun and the multiple outdoor living spaces give everyone incredible places to enjoy their time while on Hilton Head Island. A gated path leads directly to the stretch of wide soft sandy beaches and is located just far enough away from the crowded beach areas but yet close enough for a short walk to the heart of Palmetto Dunes. Golf, tennis, and resort amenities are part of everyday life here. Direct oceanfront rarely comes to market on Hilton Head Island. This one is available now, but likely not for long. Owner willing to finance 50% for 5yrs at a reasonable rate.

7 Beds ⋅ 6 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-512572 MLS

Where Pаlmetto Duneѕ mеetѕ thе ѕeа, уou get the sunrise bеforе anyone else even reaches the beach. 8 Dinghy is true direct oceanfront in Palmetto Dunes, with the timeless coastal style built for the way Lowcountry living is supposed to feel. The Atlantic is already outside your door, no walk required. Fully remodeled top to bottom with new fixtures, appliances, furniture, kitchen and baths with an additional laundry added to the second floor and the expansion of the screen porch are all exceptional features of this 4,000 square foot home. Seven bedrooms and five and a half baths give you room to bring the whole family without anyone getting in anyone else's way. The gourmet kitchen has two refrigerators built for real entertaining, and the oceanfront pool, large deck, and screened porch turn every meal into an event. The owner turned the garage into a game room during rental season for added family fun and the multiple outdoor living spaces give everyone incredible places to enjoy their time while on Hilton Head Island. A gated path leads directly to the stretch of wide soft sandy beaches and is located just far enough away from the crowded beach areas but yet close enough for a short walk to the heart of Palmetto Dunes. Golf, tennis, and resort amenities are part of everyday life here. Direct oceanfront rarely comes to market on Hilton Head Island. This one is available now, but likely not for long. Owner willing to finance 50% for 5yrs at a reasonable rate.

8 Dinghy, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$1,495,000

Some homes give you a place to stay in Sea Pines. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with the kind of amenities that make the house itself part of the vacation. And yes, the bikes come with the house. THE PUTTING GREEN: A professionally designed three-hole green spans 35 to 38 feet with an 11 stimp rating and real break, good for a morning warm-up or one more round after dinner. THE HANGOUT: A separate in-law suite with its own kitchenette turned wet bar, ice maker included. One of the home's five bedrooms currently serves as the suite's living room, and flexes just as easily into a bunk room when more sleeping space is needed. THE SPACE: Brazilian hardwood floors, a tongue and groove ceiling, quartz counters, and GE Cafe appliances run throughout the single story home, with new flooring added in the bedrooms. A Carolina room with a daybed and porch swing gives everyone one more place to land. THE NEIGHBORHOOD: Greenwood Forest is one of the few pockets of Sea Pines with its own community pool, tennis and pickleball, and a playground, a short distance from the Shops at Sea Pines and Beach Trolley access through a wooded community path. Easy distance to either HarbourTown or the Beach! Already an active vacation rental, the home has a confirmed booking of 91 nights for 2027 alone, worth more than $19,000, a sign of how much demand a house like this can hold.

5 Beds ⋅ 3 Baths ⋅ 2,504 SqFt. ⋅ HILTONHEAD-512460 MLS

Some homes give you a place to stay in Sea Pines. 15 Dewberry gives you a reason to stay in. This five-bedroom home in Greenwood Forest pairs the Sea Pines lifestyle with the kind of amenities that make the house itself part of the vacation. And yes, the bikes come with the house. THE PUTTING GREEN: A professionally designed three-hole green spans 35 to 38 feet with an 11 stimp rating and real break, good for a morning warm-up or one more round after dinner. THE HANGOUT: A separate in-law suite with its own kitchenette turned wet bar, ice maker included. One of the home's five bedrooms currently serves as the suite's living room, and flexes just as easily into a bunk room when more sleeping space is needed. THE SPACE: Brazilian hardwood floors, a tongue and groove ceiling, quartz counters, and GE Cafe appliances run throughout the single story home, with new flooring added in the bedrooms. A Carolina room with a daybed and porch swing gives everyone one more place to land. THE NEIGHBORHOOD: Greenwood Forest is one of the few pockets of Sea Pines with its own community pool, tennis and pickleball, and a playground, a short distance from the Shops at Sea Pines and Beach Trolley access through a wooded community path. Easy distance to either HarbourTown or the Beach! Already an active vacation rental, the home has a confirmed booking of 91 nights for 2027 alone, worth more than $19,000, a sign of how much demand a house like this can hold.

15 Dewberry Lane, Hilton Head Island

Listing courtesy of Luxury Homes of Hilton Head.

$2,195,000

Rarely does a home combine views this dramatic with privacy this complete. Set on an oversized, beautifully landscaped homesite at the end of a quiet cul-de-sac, 70 Deerfield Road enjoys captivating marsh and Port Royal Sound views, with the newly renourished sands of Pine Island Beach at Dolphin Head visible from multiple rooms and accessible just steps away via the beach path. Comprehensively refreshed in 2025-2026, this custom residence offers effortless Lowcountry living with every bedroom featuring an ensuite bath, a separate dining room, and a richly wood-paneled den with pocket doors. The primary retreat occupies a private pod all its own; hidden behind a discreet door off the living room, it reveals what may be the most spectacular sunrise view from bed you will ever experience. Outdoor spaces include a private courtyard, screened patio, expansive deck, sunken hot tub, propane-fed grill station, and zero-step ramp access, while a large folding living-room door invites the outdoors in. The well-appointed kitchen features a spacious island with seating, dual ovens-one convection-a five-burner cooktop, generous pantry storage, and an adjacent wet bar. Significant improvements include crawlspace encapsulation, extensive spray-foam insulation, refreshed skylights, three geothermal HVAC systems, a metal roof, PSD water, and well-fed irrigation. With extraordinary privacy, exceptional indoor-outdoor living, beach access, and one of Hilton Head Plantation's most remarkable marsh-to-Sound settings, this is more than a beautiful home-it is a truly special retreat. Select photos are virtually staged. Listing Broker is the Seller and is licensed in South Carolina, Georgia, and Wisconsin.

4 Beds ⋅ 5 Baths ⋅ 4,199 SqFt. ⋅ HILTONHEAD-512563 MLS

Rarely does a home combine views this dramatic with privacy this complete. Set on an oversized, beautifully landscaped homesite at the end of a quiet cul-de-sac, 70 Deerfield Road enjoys captivating marsh and Port Royal Sound views, with the newly renourished sands of Pine Island Beach at Dolphin Head visible from multiple rooms and accessible just steps away via the beach path. Comprehensively refreshed in 2025-2026, this custom residence offers effortless Lowcountry living with every bedroom featuring an ensuite bath, a separate dining room, and a richly wood-paneled den with pocket doors. The primary retreat occupies a private pod all its own; hidden behind a discreet door off the living room, it reveals what may be the most spectacular sunrise view from bed you will ever experience. Outdoor spaces include a private courtyard, screened patio, expansive deck, sunken hot tub, propane-fed grill station, and zero-step ramp access, while a large folding living-room door invites the outdoors in. The well-appointed kitchen features a spacious island with seating, dual ovens-one convection-a five-burner cooktop, generous pantry storage, and an adjacent wet bar. Significant improvements include crawlspace encapsulation, extensive spray-foam insulation, refreshed skylights, three geothermal HVAC systems, a metal roof, PSD water, and well-fed irrigation. With extraordinary privacy, exceptional indoor-outdoor living, beach access, and one of Hilton Head Plantation's most remarkable marsh-to-Sound settings, this is more than a beautiful home-it is a truly special retreat. Select photos are virtually staged. Listing Broker is the Seller and is licensed in South Carolina, Georgia, and Wisconsin.

70 Deerfield Road, Hilton Head Island

Listing courtesy of AIM Real Estate Sales.

$505,000

This home is nestled in a charming, quiet community, this inviting single-level home offers the perfect blend of comfort and convenience. Designed for easy main-floor living, it's an ideal fit for first-time buyers, growing families, or empty nesters seeking low-maintenance lifestyle. Best of all, you're just minutes from top-rated schools, NEW Town Park, local dining, everyday shopping, and healthcare facilities. Private backyard for the Landscape and Gardening enthusiasts! New HVAC and Luxury Vinyl Plank flooring, roof approximately 10 years old, all exterior siding is Hardie Plank.

3 Beds ⋅ 2 Baths ⋅ 1,597 SqFt. ⋅ HILTONHEAD-512647 MLS

This home is nestled in a charming, quiet community, this inviting single-level home offers the perfect blend of comfort and convenience. Designed for easy main-floor living, it's an ideal fit for first-time buyers, growing families, or empty nesters seeking low-maintenance lifestyle. Best of all, you're just minutes from top-rated schools, NEW Town Park, local dining, everyday shopping, and healthcare facilities. Private backyard for the Landscape and Gardening enthusiasts! New HVAC and Luxury Vinyl Plank flooring, roof approximately 10 years old, all exterior siding is Hardie Plank.

1 Chinaberry Circle, Hilton Head Island

Listing courtesy of Hilton Head Area Properties, LLC.

$699,990

Welcome to 20 Old Stoney Lane in Old Stoney Village, a beautifully designed 4-bedroom, 3.5-bathroom townhome built in 2023 on Hilton Head Island with a fully fenced backyard and garage. Offering a rare combination of space, functionality, and value, this is an excellent opportunity for buyers looking to be under $700,000 on HHI. The thoughtfully designed floor plan features dual primary suites, with one conveniently located on the main level and a second spacious primary suite with high ceilings upstairs. The upper level also includes two additional bedrooms, a full bathroom, and the laundry room, complete with cabinets above the washer and dryer for added storage. The main level features an inviting kitchen with gorgeous cabinetry, granite countertops, and stainless-steel appliances, opening to the living and dining areas. The living room makes a dramatic impression with a very high, two-story ceiling, creating an exceptionally open and spacious feel. Hard-surface flooring runs through the kitchen and living room. Step outside to the screened-in porch and fully fenced backyard, offering a comfortable private outdoor space for relaxing, entertaining, or enjoying the island lifestyle. With a one-car garage and a driveway that can hold four cars, you'll have plenty of convenient parking and storage. The north end location provides easy access to nearby recreation and conveniences ~ a rowing center, biking and walking trails, and restaurants (like Benny's and Crazy Crab super close by) ~ plus the home is just a short distance from the public-school complex. This is an exceptional value for buyers seeking a better-than-new townhome with plenty of room, flexible living arrangements, and easy access to everything the Lowcountry has to offer! Add charming 20 Old Stoney Lane to your Must See List!

4 Beds ⋅ 4 Baths ⋅ 1,871 SqFt. ⋅ HILTONHEAD-512410 MLS

Welcome to 20 Old Stoney Lane in Old Stoney Village, a beautifully designed 4-bedroom, 3.5-bathroom townhome built in 2023 on Hilton Head Island with a fully fenced backyard and garage. Offering a rare combination of space, functionality, and value, this is an excellent opportunity for buyers looking to be under $700,000 on HHI. The thoughtfully designed floor plan features dual primary suites, with one conveniently located on the main level and a second spacious primary suite with high ceilings upstairs. The upper level also includes two additional bedrooms, a full bathroom, and the laundry room, complete with cabinets above the washer and dryer for added storage. The main level features an inviting kitchen with gorgeous cabinetry, granite countertops, and stainless-steel appliances, opening to the living and dining areas. The living room makes a dramatic impression with a very high, two-story ceiling, creating an exceptionally open and spacious feel. Hard-surface flooring runs through the kitchen and living room. Step outside to the screened-in porch and fully fenced backyard, offering a comfortable private outdoor space for relaxing, entertaining, or enjoying the island lifestyle. With a one-car garage and a driveway that can hold four cars, you'll have plenty of convenient parking and storage. The north end location provides easy access to nearby recreation and conveniences ~ a rowing center, biking and walking trails, and restaurants (like Benny's and Crazy Crab super close by) ~ plus the home is just a short distance from the public-school complex. This is an exceptional value for buyers seeking a better-than-new townhome with plenty of room, flexible living arrangements, and easy access to everything the Lowcountry has to offer! Add charming 20 Old Stoney Lane to your Must See List!

20 Old Stoney Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

27 Beachwood Drive Unit 14, Hilton Head Island

$699,000

Most people don't know that this quaint neighborhood even exists - a real hidden gem. 3BR - 2.5 BT end unit townhome with added flex space, and best of all, NO POA fees! Updated, clean, pristine, and ready for a new owner. Spacious, open floor plan features smooth ceilings (cathedral in the GR), private bedroom locations, 2 full baths plus a downstairs powder room. On the first floor is the primary bedroom w/ large full bath and custom closets, laundry, office with custom built-ins (or 2nd bedroom), KT, and GR. On the second level, you have a full bedroom and full bath, plus a flex room that can be a den, office, or craft space. This end unit has so much glass for taking in the gorgeous golf views of Barony #5 fairway. On our chilly autumn nights, the custom-built fire pit will be the place to entertain family and friends. Oversized patio is private, but still has great golf views. Barony Woods has its own private beach gate for an easy 8-minute walk to the beach and a community pool. This is a residential community - no short term rentals allowed. Come and see your private Island getaway today.

3 Beds ⋅ 3 Baths ⋅ 1,768 SqFt. ⋅ HILTONHEAD-512455 MLS

Most people don't know that this quaint neighborhood even exists - a real hidden gem. 3BR - 2.5 BT end unit townhome with added flex space, and best of all, NO POA fees! Updated, clean, pristine, and ready for a new owner. Spacious, open floor plan features smooth ceilings (cathedral in the GR), private bedroom locations, 2 full baths plus a downstairs powder room. On the first floor is the primary bedroom w/ large full bath and custom closets, laundry, office with custom built-ins (or 2nd bedroom), KT, and GR. On the second level, you have a full bedroom and full bath, plus a flex room that can be a den, office, or craft space. This end unit has so much glass for taking in the gorgeous golf views of Barony #5 fairway. On our chilly autumn nights, the custom-built fire pit will be the place to entertain family and friends. Oversized patio is private, but still has great golf views. Barony Woods has its own private beach gate for an easy 8-minute walk to the beach and a community pool. This is a residential community - no short term rentals allowed. Come and see your private Island getaway today.

27 Beachwood Drive Unit 14, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,110,000

Beat the rate hike and seize this HUGE opportunity to own a renovated home in the prestigious Hilton Head Plantation. This beautifully remodeled 3-bedroom, 2.5-bath home blends Lowcountry charm with modern sophistication. Enjoy serene lagoon views from your living spaces, an open-concept layout designed for effortless coastal living, and a thoughtfully updated interior featuring elevated finishes throughout, including show-stopping engineered hardwood flooring throughout the entire house. With spacious bedrooms, a light-filled kitchen, and inviting outdoor areas perfect for morning coffee or evening sunsets, this home delivers the ideal balance of comfort, style, and natural beauty. Unique newly added private office with its own private entrance adds 170 sf, giving you approx 3008 sf! Expansive windows allow in tons of natural light, custom painting, smooth ceilings throughout & so much more! The spacious 2-car garage with its private access to the fully FENCED yard only adds to the possibilities! This home is a must -see! Signature Amenities in Hilton Head Plantation include SpringLake Pool - A large resort-style pool complex with lap lanes, a splash area, and seasonal events; Dolphin Head Recreation Area - a waterfront park on Port Royal Sound with walking paths, picnic areas, and stunning sunset views; miles of leisure trails- over 12 miles of walking and biking trails winding through lagoons, marshes, and wooded preserves. Four Golf Courses can be found within the community: Country Club of Hilton Head, Bear Creek Golf Club, Dolphin Head Golf Club, and Oyster Reef. Multiple Tennis & Pickleball courts, clinics, and social play options for all skill levels. Community Gardens - Plots available for residents who enjoy gardening and seasonal planting. Skate Park - A unique amenity for families and active residents.Fishing & Lagoon Access - Dozens of stocked lagoons for catch-and-release fishing, plus scenic wildlife viewing. Seabrook Recreation Area - Open fields, playgrounds, and space for community gatherings. Security & Gated Access - 24-hour security, controlled gates, and private roads for peace of mind. Fitness classes, social clubs, volunteer groups, and year-round community programming.

3 Beds ⋅ 3 Baths ⋅ 2,832 SqFt. ⋅ HILTONHEAD-512235 MLS

Beat the rate hike and seize this HUGE opportunity to own a renovated home in the prestigious Hilton Head Plantation. This beautifully remodeled 3-bedroom, 2.5-bath home blends Lowcountry charm with modern sophistication. Enjoy serene lagoon views from your living spaces, an open-concept layout designed for effortless coastal living, and a thoughtfully updated interior featuring elevated finishes throughout, including show-stopping engineered hardwood flooring throughout the entire house. With spacious bedrooms, a light-filled kitchen, and inviting outdoor areas perfect for morning coffee or evening sunsets, this home delivers the ideal balance of comfort, style, and natural beauty. Unique newly added private office with its own private entrance adds 170 sf, giving you approx 3008 sf! Expansive windows allow in tons of natural light, custom painting, smooth ceilings throughout & so much more! The spacious 2-car garage with its private access to the fully FENCED yard only adds to the possibilities! This home is a must -see! Signature Amenities in Hilton Head Plantation include SpringLake Pool - A large resort-style pool complex with lap lanes, a splash area, and seasonal events; Dolphin Head Recreation Area - a waterfront park on Port Royal Sound with walking paths, picnic areas, and stunning sunset views; miles of leisure trails- over 12 miles of walking and biking trails winding through lagoons, marshes, and wooded preserves. Four Golf Courses can be found within the community: Country Club of Hilton Head, Bear Creek Golf Club, Dolphin Head Golf Club, and Oyster Reef. Multiple Tennis & Pickleball courts, clinics, and social play options for all skill levels. Community Gardens - Plots available for residents who enjoy gardening and seasonal planting. Skate Park - A unique amenity for families and active residents.Fishing & Lagoon Access - Dozens of stocked lagoons for catch-and-release fishing, plus scenic wildlife viewing. Seabrook Recreation Area - Open fields, playgrounds, and space for community gatherings. Security & Gated Access - 24-hour security, controlled gates, and private roads for peace of mind. Fitness classes, social clubs, volunteer groups, and year-round community programming.

9 Shadewood Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

65 Victoria Square Drive, Hilton Head Island

$650,000

Welcome to this charming Charleston-style 4-bedroom, 3.5-bath home overlooking the lagoon in the gated community of Victoria Square. Designed across three levels, the home offers a flexible floor plan with a true fourth bedroom and full bath on the first floor-ideal for giving guests a private space of their own-along with direct access to a spacious screened patio. The beautifully updated kitchen features crisp white cabinetry, stone countertops, a tile backsplash, and generous workspace, opening to a bright dining area surrounded by windows. The comfortable living room offers space to relax, a nook for your special piece of furniture or a convenient placement for a desk and flows onto an oversized screened porch, creating an inviting space for relaxing or entertaining while enjoying the lagoon setting. The third-floor primary suite opens to its own private balcony, while three distinct levels of outdoor living provide plenty of ways to enjoy Hilton Head's coastal climate. Additional features include a welcoming front porch, abundant storage, and a spacious tandem garage offering plenty of room for parking, a workshop, bikes, beach gear, and more. Centrally located on Hilton Head Island, Victoria Square offers low HOA fees and desirable amenities, including a community pool, playground, leisure trails, a two-acre lagoon, security gate, and convenient boat and RV storage. Shopping, waterfront dining, parks, and everyday conveniences are easily accessible...and the beach is a short ride away. This is an excellent opportunity to enjoy a spacious island home, flexible guest accommodations, and relaxed Lowcountry living in a convenient mid-island location.

4 Beds ⋅ 4 Baths ⋅ 1,939 SqFt. ⋅ HILTONHEAD-512286 MLS

Welcome to this charming Charleston-style 4-bedroom, 3.5-bath home overlooking the lagoon in the gated community of Victoria Square. Designed across three levels, the home offers a flexible floor plan with a true fourth bedroom and full bath on the first floor-ideal for giving guests a private space of their own-along with direct access to a spacious screened patio. The beautifully updated kitchen features crisp white cabinetry, stone countertops, a tile backsplash, and generous workspace, opening to a bright dining area surrounded by windows. The comfortable living room offers space to relax, a nook for your special piece of furniture or a convenient placement for a desk and flows onto an oversized screened porch, creating an inviting space for relaxing or entertaining while enjoying the lagoon setting. The third-floor primary suite opens to its own private balcony, while three distinct levels of outdoor living provide plenty of ways to enjoy Hilton Head's coastal climate. Additional features include a welcoming front porch, abundant storage, and a spacious tandem garage offering plenty of room for parking, a workshop, bikes, beach gear, and more. Centrally located on Hilton Head Island, Victoria Square offers low HOA fees and desirable amenities, including a community pool, playground, leisure trails, a two-acre lagoon, security gate, and convenient boat and RV storage. Shopping, waterfront dining, parks, and everyday conveniences are easily accessible...and the beach is a short ride away. This is an excellent opportunity to enjoy a spacious island home, flexible guest accommodations, and relaxed Lowcountry living in a convenient mid-island location.

65 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$489,000

Offering a level of space and flexibility rarely found in townhome living, this four-bedroom, 3.5-bath Allenwood residence pairs a versatile multi-level floor plan with peaceful lagoon views and multiple outdoor living spaces. Front and rear balconies extend from the main living level, creating natural places to enjoy the Lowcountry setting.A defining feature of the home is the private fourth-bedroom suite located off the garage, complete with a full bath, walk-in closet, and its own waterfront porch. Separated from the primary living areas, this space creates exceptional flexibility for guests, extended family, a home office, or additional living space.Inside, generous living areas accommodate both everyday life and entertaining, while the oversized one-car garage provides valuable parking and storage. Offered partially furnished and move-in ready, the home is well suited for a primary residence, second home, or investment property.Allenwood is a gated Hilton Head Island community offering a neighborhood pool and a convenient location near beaches, dining, shopping, recreation, leisure trails, and the Hilton Head Island school campus. With four bedrooms, abundant outdoor living, water views, and a floor plan that offers genuine versatility, this residence brings together space, privacy, and the ease of island living. Some images have been virtually enhanced with conceptual furnishings.

4 Beds ⋅ 4 Baths ⋅ 2,022 SqFt. ⋅ HILTONHEAD-512139 MLS

Offering a level of space and flexibility rarely found in townhome living, this four-bedroom, 3.5-bath Allenwood residence pairs a versatile multi-level floor plan with peaceful lagoon views and multiple outdoor living spaces. Front and rear balconies extend from the main living level, creating natural places to enjoy the Lowcountry setting.A defining feature of the home is the private fourth-bedroom suite located off the garage, complete with a full bath, walk-in closet, and its own waterfront porch. Separated from the primary living areas, this space creates exceptional flexibility for guests, extended family, a home office, or additional living space.Inside, generous living areas accommodate both everyday life and entertaining, while the oversized one-car garage provides valuable parking and storage. Offered partially furnished and move-in ready, the home is well suited for a primary residence, second home, or investment property.Allenwood is a gated Hilton Head Island community offering a neighborhood pool and a convenient location near beaches, dining, shopping, recreation, leisure trails, and the Hilton Head Island school campus. With four bedrooms, abundant outdoor living, water views, and a floor plan that offers genuine versatility, this residence brings together space, privacy, and the ease of island living. Some images have been virtually enhanced with conceptual furnishings.

315 Ceasar Place, Hilton Head Island

Listing courtesy of Engel & Volkers.

9 Seaside Sparrow Road, Hilton Head Island

$785,000

New cο-ownerѕhіp οррortunіtу: Own one-eighth of thіs рrofessionally managed, turnkey home by Pacaso. Seaside stands on Seaside Sparrow Road in Hilton Head Island, a recently renovated second-row ocean home with a broad driveway, mature landscaping and a classic coastal exterior with double doors. The architecture spans two levels, with coffered ceilings and French doors on the main floor giving way to a soaring vaulted wood ceiling in the upper level great room. The main floor has a sitting area with a wet bar and tray ceiling, opening to the patio, pool and screened sun porch. Upstairs, the great room centers on a fireplace beneath the vaulted wood ceiling, alongside a generous dining area and a kitchen with dark stone countertops, white cabinetry, pendant lighting and a large island. The primary suite has a curved balcony overlooking the pool and an en suite bath with a tiled shower and dual vanities. Five additional bedrooms including a bunk room complete the layout. The pool, hot tub, screened porch and outdoor fireplace and grill area give Seaside a full outdoor sequence suited to larger groups. The beach is a short walk away, and Harbour Town, Sea Pines Resort's golf courses and the island's bike trail network are all close at hand. Seaside is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be every time.

6 Beds ⋅ 8 Baths ⋅ 4,622 SqFt. ⋅ HILTONHEAD-512378 MLS

New cο-ownerѕhіp οррortunіtу: Own one-eighth of thіs рrofessionally managed, turnkey home by Pacaso. Seaside stands on Seaside Sparrow Road in Hilton Head Island, a recently renovated second-row ocean home with a broad driveway, mature landscaping and a classic coastal exterior with double doors. The architecture spans two levels, with coffered ceilings and French doors on the main floor giving way to a soaring vaulted wood ceiling in the upper level great room. The main floor has a sitting area with a wet bar and tray ceiling, opening to the patio, pool and screened sun porch. Upstairs, the great room centers on a fireplace beneath the vaulted wood ceiling, alongside a generous dining area and a kitchen with dark stone countertops, white cabinetry, pendant lighting and a large island. The primary suite has a curved balcony overlooking the pool and an en suite bath with a tiled shower and dual vanities. Five additional bedrooms including a bunk room complete the layout. The pool, hot tub, screened porch and outdoor fireplace and grill area give Seaside a full outdoor sequence suited to larger groups. The beach is a short walk away, and Harbour Town, Sea Pines Resort's golf courses and the island's bike trail network are all close at hand. Seaside is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be every time.

9 Seaside Sparrow Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

32 Hackney Pony Lane, Hilton Head Island

$1,249,000

Lake vіews, abundаnt nаtural lіght, аnd а sраcious corner ѕettіng define this 4BD/4BA home offering approximately 3,126 heated square feet. Positioned on a corner home site, the home enjoys water views from two sides for an added sense of openness and privacy. The main living level features an open layout with coffered ceilings, custom shiplap, fireplace, and gourmet kitchen, while generous windows fill the space with natural light. Just off the main living area, the screened balcony overlooks Lake Russell and provides a comfortable spot for morning coffee, evening sunsets, or simply enjoying the Lowcountry setting. A private elevator connects each level, including the climate-controlled ground floor, where you'll find one of the home's most memorable features, a custom "Little Big Bamboo" bar inspired by Hilton Head's Big Bamboo Cafe. An additional flex room provides space for a home gym, hobbies, or other creative uses. The three-door garage offers tandem parking for 4 cars plus plenty of room for a golf cart, bikes, beach gear, workshop space, and storage. With its corner location, lake views, flexible ground level, oversized garage, and thoughtful details throughout, this home offers the space and versatility to accommodate a variety of needs,interests, and lifestyles.

4 Beds ⋅ 4 Baths ⋅ 3,126 SqFt. ⋅ HILTONHEAD-512185 MLS

Lake vіews, abundаnt nаtural lіght, аnd а sраcious corner ѕettіng define this 4BD/4BA home offering approximately 3,126 heated square feet. Positioned on a corner home site, the home enjoys water views from two sides for an added sense of openness and privacy. The main living level features an open layout with coffered ceilings, custom shiplap, fireplace, and gourmet kitchen, while generous windows fill the space with natural light. Just off the main living area, the screened balcony overlooks Lake Russell and provides a comfortable spot for morning coffee, evening sunsets, or simply enjoying the Lowcountry setting. A private elevator connects each level, including the climate-controlled ground floor, where you'll find one of the home's most memorable features, a custom "Little Big Bamboo" bar inspired by Hilton Head's Big Bamboo Cafe. An additional flex room provides space for a home gym, hobbies, or other creative uses. The three-door garage offers tandem parking for 4 cars plus plenty of room for a golf cart, bikes, beach gear, workshop space, and storage. With its corner location, lake views, flexible ground level, oversized garage, and thoughtful details throughout, this home offers the space and versatility to accommodate a variety of needs,interests, and lifestyles.

32 Hackney Pony Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$876,000

Discοver eaѕу iѕlаnd lіving іn thе highly desirable Club Cοursе neighborhood of Sea Pines Resort. This beautifully maintained 3-bedroom, 2-bath Hilton Head Island home offers a bright, welcoming interior, thoughtful updates, and a location that puts the best of Sea Pines and Hilton Head right at your fingertips. Inside, you'll find fresh paint, new LVP flooring, an updated primary bathroom, and a comfortable, natural-light-filled floor plan. Major improvements include Trex decking and a 2025 Trane HVAC system, adding both convenience and peace of mind. Step outside to a spacious back deck made for grilling, entertaining, or relaxing after a day at the beach. The large backyard provides plenty of room to enjoy the outdoors and offers exciting potential for a future pool. Located near the main gate of Sea Pines, this home offers quick access on and off the plantation while still enjoying all the benefits of one of Hilton Head Island's most iconic communities. Sea Pines is known for its beautiful beaches, four championship golf courses, miles of leisure trails, Harbour Town, Tower Beach, exceptional dining, boating, tennis, pickleball, and the ongoing transformation of South Beach. Whether you're looking for a full-time Hilton Head Island residence, a second home in Sea Pines, a vacation getaway, or a short-term rental investment, this turnkey property offers exceptional flexibility. Move in and immediately start enjoying morning bike rides beneath moss-draped live oaks, afternoons on the beach, rounds of golf, sunset dinners, and everything that makes the Hilton Head Island lifestyle so special. Schedule your private showing or live video walkthrough today.

3 Beds ⋅ 2 Baths ⋅ 1,882 SqFt. ⋅ HILTONHEAD-512297 MLS

Discοver eaѕу iѕlаnd lіving іn thе highly desirable Club Cοursе neighborhood of Sea Pines Resort. This beautifully maintained 3-bedroom, 2-bath Hilton Head Island home offers a bright, welcoming interior, thoughtful updates, and a location that puts the best of Sea Pines and Hilton Head right at your fingertips. Inside, you'll find fresh paint, new LVP flooring, an updated primary bathroom, and a comfortable, natural-light-filled floor plan. Major improvements include Trex decking and a 2025 Trane HVAC system, adding both convenience and peace of mind. Step outside to a spacious back deck made for grilling, entertaining, or relaxing after a day at the beach. The large backyard provides plenty of room to enjoy the outdoors and offers exciting potential for a future pool. Located near the main gate of Sea Pines, this home offers quick access on and off the plantation while still enjoying all the benefits of one of Hilton Head Island's most iconic communities. Sea Pines is known for its beautiful beaches, four championship golf courses, miles of leisure trails, Harbour Town, Tower Beach, exceptional dining, boating, tennis, pickleball, and the ongoing transformation of South Beach. Whether you're looking for a full-time Hilton Head Island residence, a second home in Sea Pines, a vacation getaway, or a short-term rental investment, this turnkey property offers exceptional flexibility. Move in and immediately start enjoying morning bike rides beneath moss-draped live oaks, afternoons on the beach, rounds of golf, sunset dinners, and everything that makes the Hilton Head Island lifestyle so special. Schedule your private showing or live video walkthrough today.

157 Otter Road, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$5,500,000

BREAΤHTAΚΙNG Μеdіterrаnеan Estate Homе ovеrlooking the 16th Fairway of the Robert Trent Jones Golf Course in Palmetto Dunes. Gated community and Just a Short Walk to the Beach. 7,051 Square Feet with Amazing Craftsmanship rarely seen that captivates you. Step inside Front Door and Immediately be in Awe of the Beauty. Grand Marble Staircase, Spectacular Flooring, Open Living Spaces. Inviting Spacious Living Area with a Fireplace and Spectacular Chandeliers overlooks the Large Porch, Patio and Pool Area. Off Living Area is an Inviting and Open Dining Area. A Chef's Dream Kitchen is nearby with a 10-Foot Island that seats 6 plus a Dining Table Area. Also, a Comfortable Living Area with a Fireplace that opens to a Veranda with Built in Grilling Area and has Half Bath by Pool. Off Kitchen is a Butler's Pantry and a Laundry Area. Spectacular Wood Paneled Parlor with Sitting Area and Full Bar. 5 Bedroom Suites with Great Separation and Privacy. Primary Bedroom Suite is First Floor, has a Veranda and is steps away to the Raised Invisible Edge Pool and Spa. Also, 2 other Bedrooms have a Veranda. 6-Car Drive Through Cooled Garage, ELEVATOR, Terra Cotta Tile Roof, Paver Driveway and Mature Landscaping. Perfect Home for Relaxing and Entertaining Family, Friends, or Business Outings. Truly EXCEPTIONAL in every way. Come Enjoy the BEST OF LIFE at 11 Sea Lane on Hilton Head Island!

5 Beds ⋅ 7 Baths ⋅ 7,051 SqFt. ⋅ HILTONHEAD-511760 MLS

BREAΤHTAΚΙNG Μеdіterrаnеan Estate Homе ovеrlooking the 16th Fairway of the Robert Trent Jones Golf Course in Palmetto Dunes. Gated community and Just a Short Walk to the Beach. 7,051 Square Feet with Amazing Craftsmanship rarely seen that captivates you. Step inside Front Door and Immediately be in Awe of the Beauty. Grand Marble Staircase, Spectacular Flooring, Open Living Spaces. Inviting Spacious Living Area with a Fireplace and Spectacular Chandeliers overlooks the Large Porch, Patio and Pool Area. Off Living Area is an Inviting and Open Dining Area. A Chef's Dream Kitchen is nearby with a 10-Foot Island that seats 6 plus a Dining Table Area. Also, a Comfortable Living Area with a Fireplace that opens to a Veranda with Built in Grilling Area and has Half Bath by Pool. Off Kitchen is a Butler's Pantry and a Laundry Area. Spectacular Wood Paneled Parlor with Sitting Area and Full Bar. 5 Bedroom Suites with Great Separation and Privacy. Primary Bedroom Suite is First Floor, has a Veranda and is steps away to the Raised Invisible Edge Pool and Spa. Also, 2 other Bedrooms have a Veranda. 6-Car Drive Through Cooled Garage, ELEVATOR, Terra Cotta Tile Roof, Paver Driveway and Mature Landscaping. Perfect Home for Relaxing and Entertaining Family, Friends, or Business Outings. Truly EXCEPTIONAL in every way. Come Enjoy the BEST OF LIFE at 11 Sea Lane on Hilton Head Island!

11 Sea Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

34 Ruddy Turnstone Road, Hilton Head Island

$7,050,000

Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

5 Beds ⋅ 6 Baths ⋅ 5,278 SqFt. ⋅ HILTONHEAD-511871 MLS

Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

34 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$580,000

This charming two bedroom home is one not to be missed!. Two story ceiling in living room with fireplace. Walls of windows allowing natural light to flow inside all day long! Updated kitchen appliances and counters. Tile and wood floors throughout, no carpet! Primary suite on first floor with cathedral ceiling, fireplace and large walk-in closet. Ensuite second bedroom and loft/sitting room/office on second floor. Rarely offered in these patio homes is a 2-car garage! Perfect for year-round living in beautiful Moss Creek! Enjoy all MC has to offer; amenities include 2 championship golf courses. beautifully remodeled clubhouse, 4 pickleball courts, Racket Center with 7 Har Tur Courts, Equestrian Center, 5 Fishing/crabbing docks, marina, 2 nature preserves, Bocce Courts, Dog Park, firepits and miles of leisure trails. Don't miss this special opportunity!

2 Beds ⋅ 2 Baths ⋅ 2,030 SqFt. ⋅ HILTONHEAD-511687 MLS

This charming two bedroom home is one not to be missed!. Two story ceiling in living room with fireplace. Walls of windows allowing natural light to flow inside all day long! Updated kitchen appliances and counters. Tile and wood floors throughout, no carpet! Primary suite on first floor with cathedral ceiling, fireplace and large walk-in closet. Ensuite second bedroom and loft/sitting room/office on second floor. Rarely offered in these patio homes is a 2-car garage! Perfect for year-round living in beautiful Moss Creek! Enjoy all MC has to offer; amenities include 2 championship golf courses. beautifully remodeled clubhouse, 4 pickleball courts, Racket Center with 7 Har Tur Courts, Equestrian Center, 5 Fishing/crabbing docks, marina, 2 nature preserves, Bocce Courts, Dog Park, firepits and miles of leisure trails. Don't miss this special opportunity!

20 Toppin Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

226 S Sea Pines Drive Unit 1588, Hilton Head Island

$950,000

Rare opportunity in Sea Pines Resort! This beautifully located 2-bedroom, 2-bath, single-level Lagoon Villa at 226 S Sea Pines Dr #1588 puts you less than 1/4 mile from the beach and just steps from the popular South Beach Marina Village on Hilton Head Island. Enjoy an unbeatable location near South Beach Marina, Harbour Town, dining, shopping, entertainment, bike trails, and the Atlantic Ocean-all within the world-renowned Sea Pines Resort.The villa features brand-new impact-rated windows and doors, vaulted ceilings, an open and spacious living area, and a private patio overlooking the tranquil lagoon. The one-floor layout makes this property especially appealing as a Hilton Head vacation home, second home, or investment property.While this villa has never been rented, other villas in this regime have demonstrated strong rental performance, making this an exciting opportunity for an owner looking to enter the highly sought-after Sea Pines vacation rental market. Use it as your own island retreat, generate rental income, or enjoy the flexibility of both. Location is everything on Hilton Head Island-and this one delivers: beach access, South Beach Marina Village, dining, recreation, and the amenities of Sea Pines are all exceptionally close. A rare combination of location, updates, lagoon views, and investment potential in one of Hilton Head Island's most desirable resort communities.Virtual enhancement has been used in some photographs.

2 Beds ⋅ 2 Baths ⋅ 1,086 SqFt. ⋅ HILTONHEAD-512086 MLS

Rare opportunity in Sea Pines Resort! This beautifully located 2-bedroom, 2-bath, single-level Lagoon Villa at 226 S Sea Pines Dr #1588 puts you less than 1/4 mile from the beach and just steps from the popular South Beach Marina Village on Hilton Head Island. Enjoy an unbeatable location near South Beach Marina, Harbour Town, dining, shopping, entertainment, bike trails, and the Atlantic Ocean-all within the world-renowned Sea Pines Resort.The villa features brand-new impact-rated windows and doors, vaulted ceilings, an open and spacious living area, and a private patio overlooking the tranquil lagoon. The one-floor layout makes this property especially appealing as a Hilton Head vacation home, second home, or investment property.While this villa has never been rented, other villas in this regime have demonstrated strong rental performance, making this an exciting opportunity for an owner looking to enter the highly sought-after Sea Pines vacation rental market. Use it as your own island retreat, generate rental income, or enjoy the flexibility of both. Location is everything on Hilton Head Island-and this one delivers: beach access, South Beach Marina Village, dining, recreation, and the amenities of Sea Pines are all exceptionally close. A rare combination of location, updates, lagoon views, and investment potential in one of Hilton Head Island's most desirable resort communities.Virtual enhancement has been used in some photographs.

226 S Sea Pines Drive Unit 1588, Hilton Head Island

Listing courtesy of Charter One Realty.

63 Shipyard Drive Unit 704, Hilton Head Island

$609,000

Here'ѕ your oррortunіtу tο own а mеticulously maintаinеd villa in the heart of Shipyard that has been totally renovated and is TURN-KEY! Do not miss this chance to see this well cared for villa unit that has been used as a second home by current owner! There have been over 37k in recent renovations to bring in a nicely appointed kitchen with all new cabinets with quart countertops, sink/faucet and new microwave. This open galley kitchen is perfectly appointed and uses every inch wisely. Brand new pavers have been installed on both the oversized front porch entrance/service area and the spacious back patio! The bedrooms upstairs have cathedral ceilings and both bathrooms have been updated and are coastal chic! Each bedroom has a patio as another area to sit and relax and enjoy the beauty that Hilton Head has to offer. The primary bedroom has an oversized sliding glass door that provides a beautiful view of the Galleon golf course. The downstairs is an open concept and incorporates neutral 16 inch tiles throughout for easy wear.....the kitchen is also open to the living area and it's easy to stay connected to the visitors while the cook is in the kitchen. There is a full laundry room with extra space for well needed storage. Shipyard is a thriving and excellent plantation to enjoy all that is offered on Hilton Head Island. There are 3 nine hole golf courses, a restaurant and golf pro shoppe, Van Der Meer tennis facility and a newer beach club that offers storage underneath for those that are interested! The Shipmaster complex provides a spacious pool and tennis courts that are included in your regime fee. Shipyard has two separate entrances including one off of Highway 278 and the other on Pope Avenue which offers easy access to Coligny Plaza....considered by many to be the 'downtown' of HHI! This villa can be used as a primary, secondary or a rental property so it is very flexible...and animals are welcome for owners! Come see this villa TODAY! It won't last long!

2 Beds ⋅ 3 Baths ⋅ 1,530 SqFt. ⋅ HILTONHEAD-511985 MLS

Here'ѕ your oррortunіtу tο own а mеticulously maintаinеd villa in the heart of Shipyard that has been totally renovated and is TURN-KEY! Do not miss this chance to see this well cared for villa unit that has been used as a second home by current owner! There have been over 37k in recent renovations to bring in a nicely appointed kitchen with all new cabinets with quart countertops, sink/faucet and new microwave. This open galley kitchen is perfectly appointed and uses every inch wisely. Brand new pavers have been installed on both the oversized front porch entrance/service area and the spacious back patio! The bedrooms upstairs have cathedral ceilings and both bathrooms have been updated and are coastal chic! Each bedroom has a patio as another area to sit and relax and enjoy the beauty that Hilton Head has to offer. The primary bedroom has an oversized sliding glass door that provides a beautiful view of the Galleon golf course. The downstairs is an open concept and incorporates neutral 16 inch tiles throughout for easy wear.....the kitchen is also open to the living area and it's easy to stay connected to the visitors while the cook is in the kitchen. There is a full laundry room with extra space for well needed storage. Shipyard is a thriving and excellent plantation to enjoy all that is offered on Hilton Head Island. There are 3 nine hole golf courses, a restaurant and golf pro shoppe, Van Der Meer tennis facility and a newer beach club that offers storage underneath for those that are interested! The Shipmaster complex provides a spacious pool and tennis courts that are included in your regime fee. Shipyard has two separate entrances including one off of Highway 278 and the other on Pope Avenue which offers easy access to Coligny Plaza....considered by many to be the 'downtown' of HHI! This villa can be used as a primary, secondary or a rental property so it is very flexible...and animals are welcome for owners! Come see this villa TODAY! It won't last long!

63 Shipyard Drive Unit 704, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$7,800,000

Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This 6,208-square-foot, two-story coastal home features six bedrooms, five full baths, and three half baths, offering an exceptional blend of timeless architecture. Meticulously enhanced with extensive modern updates, the home welcomes you with a grand foyer, soaring ceilings, and open, light-filled living spaces. Stunning 2-story glass frames sweeping panoramic Atlantic vistas and the maritime landscape from nearly every room. The newly remodeled chef's kitchen is complete with leather-stamped quartz countertops, a premium Sub-Zero refrigerator, a gas Bertazzoni Range, 2 stainless steel sinks, a farmer sink and a customized bar area. A generous island designed for effortless entertaining seats six. Throughout the interior, earth toned tile, stone and wood flooring complement the home's design. The primary suite serves as a serene sanctuary with stunning ocean views and a spa-inspired bathroom while each guest suite ensures ultimate comfort with private en-suites. Notably, three of the six bedrooms boast breathtaking direct ocean views.The luxury extends outdoors to a private beachfront oasis designed for relaxation and entertainment. Expansive patios, second-story veranda balcony, and an oceanside salt water pool offer front-row seats to legendary sunrises, cool sea breezes, and the tranquil lapping of the waves. Enjoy direct, private access to Hilton Head's pristine shoreline right from your backyard. Thoughtfully updated, the property features a durable metal roof, a classic stucco exterior, a spacious three-car garage, newly paved driveway plus paver pathways and refreshed landscaping. Situated on one of Port Royal's private, winding, oak-tree-lined cul-de-sac streets, this gated-community oceanfront residence offers a rare combination of luxury, privacy, and coastal living at its best.

6 Beds ⋅ 8 Baths ⋅ 6,208 SqFt. ⋅ HILTONHEAD-510819 MLS

Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This 6,208-square-foot, two-story coastal home features six bedrooms, five full baths, and three half baths, offering an exceptional blend of timeless architecture. Meticulously enhanced with extensive modern updates, the home welcomes you with a grand foyer, soaring ceilings, and open, light-filled living spaces. Stunning 2-story glass frames sweeping panoramic Atlantic vistas and the maritime landscape from nearly every room. The newly remodeled chef's kitchen is complete with leather-stamped quartz countertops, a premium Sub-Zero refrigerator, a gas Bertazzoni Range, 2 stainless steel sinks, a farmer sink and a customized bar area. A generous island designed for effortless entertaining seats six. Throughout the interior, earth toned tile, stone and wood flooring complement the home's design. The primary suite serves as a serene sanctuary with stunning ocean views and a spa-inspired bathroom while each guest suite ensures ultimate comfort with private en-suites. Notably, three of the six bedrooms boast breathtaking direct ocean views.The luxury extends outdoors to a private beachfront oasis designed for relaxation and entertainment. Expansive patios, second-story veranda balcony, and an oceanside salt water pool offer front-row seats to legendary sunrises, cool sea breezes, and the tranquil lapping of the waves. Enjoy direct, private access to Hilton Head's pristine shoreline right from your backyard. Thoughtfully updated, the property features a durable metal roof, a classic stucco exterior, a spacious three-car garage, newly paved driveway plus paver pathways and refreshed landscaping. Situated on one of Port Royal's private, winding, oak-tree-lined cul-de-sac streets, this gated-community oceanfront residence offers a rare combination of luxury, privacy, and coastal living at its best.

10 Drayton Place, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$599,000

NEW PRΙCE & OFFERΕD FURΝIЅΗΕD! Mοvе right in and start enjοyіng the Hilton Head Island lifestyle. This freshly painted, thoughtfully upgraded 3-bedroom, 2.5-bath Craftsman-style home combines the ease of newer construction with designer finishes, inviting outdoor spaces, and low-maintenance living in the desirable Tansyleaf community. Built in 2018, the open floor plan is designed for both everyday living and entertaining. The kitchen features quartz countertops, gray shaker cabinetry, a custom island, farmhouse sink, pantry, and LG ThinQ appliances, all opening to spacious dining and living areas. A contemporary linear fireplace and custom wine wall anchor the great room. The two-car garage is currently configured as a dedicated wellness and fitness space with a new four-person hot tub, steam room, sauna, treadmill, StairMaster, spin bike, and weights. The entire setup conveys with the home. Step outside to a screened lanai with retractable solar and privacy shades overlooking a fully fenced backyard with mature landscaping, privacy trellises, and a paver patio, an inviting setting for morning coffee, entertaining, or relaxing at the end of the day. Upstairs, the spacious primary suite features a walk-in closet and bath with dual vanities. Premium luxury vinyl plank flooring throughout, custom millwork, updated lighting, smart-home features, hurricane shutters, and numerous thoughtful upgrades complete the home. Tansyleaf offers a low HOA and a golf-cart-friendly setting convenient to shopping, dining, beaches, and everything Hilton Head Island has to offer. Spanish Wells Club is a short walk or golf-cart ride away, with optional golf and social memberships offering golf, tennis, pickleball, swimming, and clubhouse dining. Offered furnished and truly move-in ready, with a one-year home warranty provided by the seller.

3 Beds ⋅ 3 Baths ⋅ 1,588 SqFt. ⋅ HILTONHEAD-511940 MLS

NEW PRΙCE & OFFERΕD FURΝIЅΗΕD! Mοvе right in and start enjοyіng the Hilton Head Island lifestyle. This freshly painted, thoughtfully upgraded 3-bedroom, 2.5-bath Craftsman-style home combines the ease of newer construction with designer finishes, inviting outdoor spaces, and low-maintenance living in the desirable Tansyleaf community. Built in 2018, the open floor plan is designed for both everyday living and entertaining. The kitchen features quartz countertops, gray shaker cabinetry, a custom island, farmhouse sink, pantry, and LG ThinQ appliances, all opening to spacious dining and living areas. A contemporary linear fireplace and custom wine wall anchor the great room. The two-car garage is currently configured as a dedicated wellness and fitness space with a new four-person hot tub, steam room, sauna, treadmill, StairMaster, spin bike, and weights. The entire setup conveys with the home. Step outside to a screened lanai with retractable solar and privacy shades overlooking a fully fenced backyard with mature landscaping, privacy trellises, and a paver patio, an inviting setting for morning coffee, entertaining, or relaxing at the end of the day. Upstairs, the spacious primary suite features a walk-in closet and bath with dual vanities. Premium luxury vinyl plank flooring throughout, custom millwork, updated lighting, smart-home features, hurricane shutters, and numerous thoughtful upgrades complete the home. Tansyleaf offers a low HOA and a golf-cart-friendly setting convenient to shopping, dining, beaches, and everything Hilton Head Island has to offer. Spanish Wells Club is a short walk or golf-cart ride away, with optional golf and social memberships offering golf, tennis, pickleball, swimming, and clubhouse dining. Offered furnished and truly move-in ready, with a one-year home warranty provided by the seller.

18 Tansyleaf Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$2,350,000

Beautiful Ocean Views from Multiple Rooms. This exceptional 3rd-row Port Royal home offers an inviting blend of coastal elegance, spacious living, and an unbeatable location. Soaring ceilings and a thoughtfully designed floor plan create an open, airy atmosphere with excellent separation of living spaces. Features include an eat-in kitchen, spacious family room, formal living and dining rooms, and a conditioned Carolina room for year-round enjoyment.Just steps from the Port Royal Beach Club, oceanfront pool, and beach access, this home offers the convenience of premier community amenities without the maintenance of a private pool. Port Royal is one of Hilton Head Island's most sought-after private oceanfront communities, featuring gated security, beach access, pickleball and tennis courts, and scenic leisure trails and more. Optional membership to the Port Royal Golf Club provides access to championship golf, tennis & dining. To preserve the community's peaceful residential character, short-term rentals are not permitted.

4 Beds ⋅ 5 Baths ⋅ 3,508 SqFt. ⋅ HILTONHEAD-511633 MLS

Beautiful Ocean Views from Multiple Rooms. This exceptional 3rd-row Port Royal home offers an inviting blend of coastal elegance, spacious living, and an unbeatable location. Soaring ceilings and a thoughtfully designed floor plan create an open, airy atmosphere with excellent separation of living spaces. Features include an eat-in kitchen, spacious family room, formal living and dining rooms, and a conditioned Carolina room for year-round enjoyment.Just steps from the Port Royal Beach Club, oceanfront pool, and beach access, this home offers the convenience of premier community amenities without the maintenance of a private pool. Port Royal is one of Hilton Head Island's most sought-after private oceanfront communities, featuring gated security, beach access, pickleball and tennis courts, and scenic leisure trails and more. Optional membership to the Port Royal Golf Club provides access to championship golf, tennis & dining. To preserve the community's peaceful residential character, short-term rentals are not permitted.

14 Salt Spray Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

2 Wexford On The Green, Hilton Head Island

$2,950,000

WATERFRΟNT. DOUΒᏞE ᏞΟΤ. 65-FΟΟT BOAT SLΙP. ΕXCEPTIONAL GARAGE.This distinctive Wexford residence offers a rare combination of space, waterfront views, and effortless coastal living. Ideally positioned on an oversized corner double lot, the home captures picturesque Broad Creek and harbor views in both directions and includes a 65-foot boat slip.More than a traditional townhome, this exceptional residence lives like a private single-family home while offering the convenience of low-maintenance living within one of Hilton Head Island's premier gated communities. A private elevator provides easy access to every level, while the thoughtfully designed floor plan offers exceptional flexibility for both everyday living and entertaining.The main living level is centered around a beautifully appointed kitchen that opens seamlessly to the dining and living areas, creating an inviting setting for gatherings. The primary suite, library, laundry room, and outdoor kitchen are conveniently located on the same level for effortless one-level living. Additional spaces include a dedicated library, private office, wine room, and expansive third-floor living area-providing room for work, guests, hobbies, and relaxation.Expansive windows bring abundant natural light throughout the home while showcasing tranquil water views and the property's striking multi-level fountain. Multiple outdoor living areas provide the perfect setting for dining, entertaining, or simply enjoying the coastal breezes and ever-changing waterfront scenery.A truly exceptional 6-8-car garage provides rare flexibility for automobile enthusiasts, golf carts, recreational equipment, workshop space, and extensive storage. Recent improvements include a new roof, adding valuable peace of mind.Just moments from Wexford's newly completed Harbour Center, residents enjoy enhanced marina amenities, waterfront gathering spaces, and an inviting social atmosphere. Wexford's private amenities include a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active coastal lifestyle.For the buyer seeking something beyond an ordinary townhome, 2 Wexford on the Green offers an extraordinary combination of waterfront living, generous indoor and outdoor space, boating access, and an unparalleled location within Wexford. Seller is also willing to consider creative financing options, providing additional flexibility for a qualified buyer.

4 Beds ⋅ 6 Baths ⋅ 6,366 SqFt. ⋅ HILTONHEAD-511890 MLS

WATERFRΟNT. DOUΒᏞE ᏞΟΤ. 65-FΟΟT BOAT SLΙP. ΕXCEPTIONAL GARAGE.This distinctive Wexford residence offers a rare combination of space, waterfront views, and effortless coastal living. Ideally positioned on an oversized corner double lot, the home captures picturesque Broad Creek and harbor views in both directions and includes a 65-foot boat slip.More than a traditional townhome, this exceptional residence lives like a private single-family home while offering the convenience of low-maintenance living within one of Hilton Head Island's premier gated communities. A private elevator provides easy access to every level, while the thoughtfully designed floor plan offers exceptional flexibility for both everyday living and entertaining.The main living level is centered around a beautifully appointed kitchen that opens seamlessly to the dining and living areas, creating an inviting setting for gatherings. The primary suite, library, laundry room, and outdoor kitchen are conveniently located on the same level for effortless one-level living. Additional spaces include a dedicated library, private office, wine room, and expansive third-floor living area-providing room for work, guests, hobbies, and relaxation.Expansive windows bring abundant natural light throughout the home while showcasing tranquil water views and the property's striking multi-level fountain. Multiple outdoor living areas provide the perfect setting for dining, entertaining, or simply enjoying the coastal breezes and ever-changing waterfront scenery.A truly exceptional 6-8-car garage provides rare flexibility for automobile enthusiasts, golf carts, recreational equipment, workshop space, and extensive storage. Recent improvements include a new roof, adding valuable peace of mind.Just moments from Wexford's newly completed Harbour Center, residents enjoy enhanced marina amenities, waterfront gathering spaces, and an inviting social atmosphere. Wexford's private amenities include a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active coastal lifestyle.For the buyer seeking something beyond an ordinary townhome, 2 Wexford on the Green offers an extraordinary combination of waterfront living, generous indoor and outdoor space, boating access, and an unparalleled location within Wexford. Seller is also willing to consider creative financing options, providing additional flexibility for a qualified buyer.

2 Wexford On The Green, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

283 Moss Creek Drive, Hilton Head Island

$749,000

Wake up to the natural beauty of Henri's Pond in this exceptionally well-maintained 3 BR, 3 BA Moss Creek home. Water, wildlife and peaceful Lowcountry scenery create an ever-changing backdrop, best enjoyed from the large screened porch overlooking the pond-an ideal setting for morning coffee, outdoor dining or relaxing with friends. Inside, the home is fresh, comfortable and move-in ready with July 2026 improvements including new LVP flooring throughout much of the first floor and primary bedroom, fresh interior paint and smooth ceilings. Equally important, major components including the roof, HVAC and ductwork, and PEX plumbing have been updated, reflecting years of thoughtful ownership and maintenance. A spacious detached 1-car garage with attached carport provides valuable parking and storage, complemented by a paver driveway, walkway and outdoor living area facing Henri's Pond. Enjoy the complete Moss Creek lifestyle with two private 18-hole golf courses, tennis and pickleball, nature trails, dog park, and nearby Bostwick Park offering two pools, fitness center and deep-water marina. With 3 bedrooms, 3 full baths, an upstairs flex space with office, and full bath and approximately 2,000 sq. ft., 283 Moss Creek Drive combines a manageable floor plan, exceptional condition and one of the home's greatest luxuries-a beautiful waterfront setting that can't be recreated. Come experience Henri's Pond from the screened porch.

3 Beds ⋅ 3 Baths ⋅ 2,000 SqFt. ⋅ HILTONHEAD-511026 MLS

Wake up to the natural beauty of Henri's Pond in this exceptionally well-maintained 3 BR, 3 BA Moss Creek home. Water, wildlife and peaceful Lowcountry scenery create an ever-changing backdrop, best enjoyed from the large screened porch overlooking the pond-an ideal setting for morning coffee, outdoor dining or relaxing with friends. Inside, the home is fresh, comfortable and move-in ready with July 2026 improvements including new LVP flooring throughout much of the first floor and primary bedroom, fresh interior paint and smooth ceilings. Equally important, major components including the roof, HVAC and ductwork, and PEX plumbing have been updated, reflecting years of thoughtful ownership and maintenance. A spacious detached 1-car garage with attached carport provides valuable parking and storage, complemented by a paver driveway, walkway and outdoor living area facing Henri's Pond. Enjoy the complete Moss Creek lifestyle with two private 18-hole golf courses, tennis and pickleball, nature trails, dog park, and nearby Bostwick Park offering two pools, fitness center and deep-water marina. With 3 bedrooms, 3 full baths, an upstairs flex space with office, and full bath and approximately 2,000 sq. ft., 283 Moss Creek Drive combines a manageable floor plan, exceptional condition and one of the home's greatest luxuries-a beautiful waterfront setting that can't be recreated. Come experience Henri's Pond from the screened porch.

283 Moss Creek Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

10 Victoria Square Drive, Hilton Head Island

$640,000

Welcomе to this сhаrming Chаrlеѕton‐ѕtyle 4-bedroom, 2.5-bаth homе situated on a large corner lot in the desirable gated community of Victoria Square on Hilton Head Island. Designed for relaxed coastal living, this home offers an abundance of outdoor living spaces, including a cozy front porch, a screened patio on the first floor, an oversized screened porch off the living room, and a spacious open balcony off the primary suite on the top floor-perfect for soaking up the sunshine or enjoying peaceful evenings. The beautifully renovated kitchen features new appliances, full-height cabinetry, granite countertops with a matching backsplash, and tile flooring. The spacious living room is highlighted by a cozy fireplace, creating a warm and inviting gathering space. Upstairs, you'll find new tile flooring throughout all bedrooms. Enjoy peace of mind with numerous recent upgrades, including a newer roof, gutters, French drain, ductwork, HVAC systems, and water heater. The private backyard has been enhanced with new landscaping, creating a tranquil outdoor retreat. Additional features include a two-car garage and an extended driveway for ample parking. Ideally located in the heart of Hilton Head Island, this home is just a short bike ride to the beach, parks, shopping, and restaurants. Victoria Square offers low HOA dues and outstanding amenities, including a community pool, playground, leisure trails, 2 acre lagoon, a security gate, and boat and RV storage, making it the perfect place to enjoy the Lowcountry lifestyle.

4 Beds ⋅ 3 Baths ⋅ 1,840 SqFt. ⋅ HILTONHEAD-511832 MLS

Welcomе to this сhаrming Chаrlеѕton‐ѕtyle 4-bedroom, 2.5-bаth homе situated on a large corner lot in the desirable gated community of Victoria Square on Hilton Head Island. Designed for relaxed coastal living, this home offers an abundance of outdoor living spaces, including a cozy front porch, a screened patio on the first floor, an oversized screened porch off the living room, and a spacious open balcony off the primary suite on the top floor-perfect for soaking up the sunshine or enjoying peaceful evenings. The beautifully renovated kitchen features new appliances, full-height cabinetry, granite countertops with a matching backsplash, and tile flooring. The spacious living room is highlighted by a cozy fireplace, creating a warm and inviting gathering space. Upstairs, you'll find new tile flooring throughout all bedrooms. Enjoy peace of mind with numerous recent upgrades, including a newer roof, gutters, French drain, ductwork, HVAC systems, and water heater. The private backyard has been enhanced with new landscaping, creating a tranquil outdoor retreat. Additional features include a two-car garage and an extended driveway for ample parking. Ideally located in the heart of Hilton Head Island, this home is just a short bike ride to the beach, parks, shopping, and restaurants. Victoria Square offers low HOA dues and outstanding amenities, including a community pool, playground, leisure trails, 2 acre lagoon, a security gate, and boat and RV storage, making it the perfect place to enjoy the Lowcountry lifestyle.

10 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,500,000

Welcomе to 64 Sandсаstlе Cοurt. Βuilt іn 2017, thіs is the newest hοme οn Hilton Head Island within a short walk or bike ride to the beach currently priced below $1,600,000. In a market as competitive as this one, that distinction matters. Five bedrooms, four and a half baths, and four levels of living space comfortably accommodate 10 to 12 guests. There are two king primary suites, an open-concept main level with covered deck access and lagoon views, a middle level with its own covered deck and loft lounge, and a top-floor bunk room. Both rear decks can be screened, a meaningful upgrade for year-round enjoyment. The ground level is an experience unto itself: a large two-car garage, a covered outdoor living area beneath a beautiful wood-planked ceiling, a private heated pool, and a gas fire table with lava rock, its flames burning poolside. The rear and side yard can be fully fenced, providing additional flexibility for outdoor use. Folly Field Beach, one of Hilton Head Island's most beautiful beaches, is five minutes by bike and three minutes by golf cart. Shelter Cove is equally accessible by bike, with exceptional dining, shopping, and fireworks every Tuesday evening all summer long. Hilton Head Island has been named the Top Island in the United States by Condé Nast Traveler for nine consecutive years, most recently in 2025. Southern Living named it the South's Best Beach Town. Travel + Leisure included it in its World's Best Awards. With the Island's generational track record, guest demand is certainly not a trend. Even with professional management in place, the owners live nearby and keep a close and consistent watch on the property and everything in it. There are no surprises here for the new owner, and all existing guest reservations convey with the purchase. This home is offered fully furnished and turnkey, with rental projections of up to $129,000 annually. 64 Sandcastle Court may be the Investment with Benefits you've been searching for.

5 Beds ⋅ 5 Baths ⋅ 3,032 SqFt. ⋅ HILTONHEAD-510354 MLS

Welcomе to 64 Sandсаstlе Cοurt. Βuilt іn 2017, thіs is the newest hοme οn Hilton Head Island within a short walk or bike ride to the beach currently priced below $1,600,000. In a market as competitive as this one, that distinction matters. Five bedrooms, four and a half baths, and four levels of living space comfortably accommodate 10 to 12 guests. There are two king primary suites, an open-concept main level with covered deck access and lagoon views, a middle level with its own covered deck and loft lounge, and a top-floor bunk room. Both rear decks can be screened, a meaningful upgrade for year-round enjoyment. The ground level is an experience unto itself: a large two-car garage, a covered outdoor living area beneath a beautiful wood-planked ceiling, a private heated pool, and a gas fire table with lava rock, its flames burning poolside. The rear and side yard can be fully fenced, providing additional flexibility for outdoor use. Folly Field Beach, one of Hilton Head Island's most beautiful beaches, is five minutes by bike and three minutes by golf cart. Shelter Cove is equally accessible by bike, with exceptional dining, shopping, and fireworks every Tuesday evening all summer long. Hilton Head Island has been named the Top Island in the United States by Condé Nast Traveler for nine consecutive years, most recently in 2025. Southern Living named it the South's Best Beach Town. Travel + Leisure included it in its World's Best Awards. With the Island's generational track record, guest demand is certainly not a trend. Even with professional management in place, the owners live nearby and keep a close and consistent watch on the property and everything in it. There are no surprises here for the new owner, and all existing guest reservations convey with the purchase. This home is offered fully furnished and turnkey, with rental projections of up to $129,000 annually. 64 Sandcastle Court may be the Investment with Benefits you've been searching for.

64 Sandcastle Court, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$1,749,500

Some thіngs on Hіltοn Hеаd Ιslаnd аre simply finitе. A nеarly .8-acre corner estate parcel in a gated oceanfront community is one of them. At 37 Kingston Road in Shipyard Plantation, that parcel is the foundation of something genuinely rare, and what sits on it makes the opportunity even more compelling. Those who know Hilton Head Island well know Shipyard. Tucked between Sea Pines and Palmetto Dunes, it is one of those communities that rewards the buyer who takes the time to know it. Direct beach access, Van Der Meer Tennis, three 9-hole golf courses, and the Sonesta Resort are all resident amenities within 800 acres of gated, security-patrolled Island living. And the location is exceptional: The Village at Wexford, Coligny Plaza, Coligny Beach, and some of the Island's most highly regarded restaurants, parks, and recreational offerings are all within minutes, by car or by bike. Among 1,655 total dwellings, only 255 are stand-alone homes. This is one of those homes, set on one of the largest private residential lots in any oceanfront gated community on the Island. This 3-bedroom, 2.5-bath home has been completely and beautifully reimagined. A top-to-bottom renovation includes all-new HVAC systems with new ductwork, a stunning new pool with a Pennsylvania flagstone deck that creates a private outdoor retreat worthy of the parcel it sits on, vaulted ceilings, skylights, thoughtful millwork, and designer finishes throughout. The kitchen features white shaker cabinetry, stone countertops, stainless-steel appliances, and a center island. The split floor plan provides ideal separation between the primary suite and guest rooms. The primary suite opens directly to the pool and features a marble walk-in shower and double vanity. A flexible bonus room serves equally well as a formal dining room, media room, study, sunroom, or hobby space. THE PARCEL ACCOMMODATES A FUTURE GUEST COTTAGE OR CASITA, A HOME EXPANSION, OR TWO ADDITIONAL GARAGE BAYS TO CREATE A FOUR-CAR GARAGE. For buyers thinking generationally, this is a rare canvas. 5 MINUTES BY BIKE TO THE SHIPYARD BEACH CLUB and one of the most beautiful beaches on the Island, where owners enjoy access to 420 private beach lockers, making every trip to the beach completely hassle-free. Offered furnished and available for immediate enjoyment. STR projections available upon request. *Owner is SCREA.

3 Beds ⋅ 3 Baths ⋅ 2,440 SqFt. ⋅ HILTONHEAD-511596 MLS

Some thіngs on Hіltοn Hеаd Ιslаnd аre simply finitе. A nеarly .8-acre corner estate parcel in a gated oceanfront community is one of them. At 37 Kingston Road in Shipyard Plantation, that parcel is the foundation of something genuinely rare, and what sits on it makes the opportunity even more compelling. Those who know Hilton Head Island well know Shipyard. Tucked between Sea Pines and Palmetto Dunes, it is one of those communities that rewards the buyer who takes the time to know it. Direct beach access, Van Der Meer Tennis, three 9-hole golf courses, and the Sonesta Resort are all resident amenities within 800 acres of gated, security-patrolled Island living. And the location is exceptional: The Village at Wexford, Coligny Plaza, Coligny Beach, and some of the Island's most highly regarded restaurants, parks, and recreational offerings are all within minutes, by car or by bike. Among 1,655 total dwellings, only 255 are stand-alone homes. This is one of those homes, set on one of the largest private residential lots in any oceanfront gated community on the Island. This 3-bedroom, 2.5-bath home has been completely and beautifully reimagined. A top-to-bottom renovation includes all-new HVAC systems with new ductwork, a stunning new pool with a Pennsylvania flagstone deck that creates a private outdoor retreat worthy of the parcel it sits on, vaulted ceilings, skylights, thoughtful millwork, and designer finishes throughout. The kitchen features white shaker cabinetry, stone countertops, stainless-steel appliances, and a center island. The split floor plan provides ideal separation between the primary suite and guest rooms. The primary suite opens directly to the pool and features a marble walk-in shower and double vanity. A flexible bonus room serves equally well as a formal dining room, media room, study, sunroom, or hobby space. THE PARCEL ACCOMMODATES A FUTURE GUEST COTTAGE OR CASITA, A HOME EXPANSION, OR TWO ADDITIONAL GARAGE BAYS TO CREATE A FOUR-CAR GARAGE. For buyers thinking generationally, this is a rare canvas. 5 MINUTES BY BIKE TO THE SHIPYARD BEACH CLUB and one of the most beautiful beaches on the Island, where owners enjoy access to 420 private beach lockers, making every trip to the beach completely hassle-free. Offered furnished and available for immediate enjoyment. STR projections available upon request. *Owner is SCREA.

37 Kingston Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

40 Folly Field Road Unit 215, Hilton Head Island

$555,000

Experience coastal luxury in this stunning, fully furnished 2-bedroom, 2-bath villa inspired by the sophisticated design and spa-like ambiance of Miami's iconic 1 Hotel. Located in the highly sought-after Admiral's Row section of Hilton Head Beach & Tennis Resort, this turnkey ocean-view retreat is being offered fully furnished and is just steps from one of the East Coast's most breathtaking beaches. The villa has an excellent established rental history. .From the moment you enter, you'll be captivated by panoramic ocean views and an abundance of natural light. The open-concept living space blends modern elegance with comfort, featuring a spacious living area ideal for relaxing or entertaining. The dining area comfortably seats six, while the beautifully updated kitchen is designed for both style and functionality.Step outside to your private ocean-view balcony, complete with a hanging swing, daybed, and bar-height seating-the perfect place to enjoy your morning coffee or unwind while listening to the waves.The primary suite features a king bed and a beautifully renovated ensuite bath. The guest bedroom is ideal for families and guests, offering a queen storage bed, twin bed, and ample storage. Convenient elevator and stair access are located just steps from the villa.Owners and guests enjoy access to Hilton Head Beach & Tennis Resort's exceptional amenities, including the island's largest oceanfront pool and kiddie pool, a second pool located just outside the building, 10 tennis courts, fitness center, playground, grilling and picnic areas, conference facilities, and two on-site restaurants.Whether you're seeking a primary residence, vacation retreat, or investment property, this turnkey, fully furnished villa offers the ultimate Hilton Head lifestyle in one of the island's most desirable beachfront communities. With its premier ocean-oriented location, luxury renovation, resort-style amenities, and strong appeal to vacation renters, this property presents an exceptional opportunity to generate rental income while enjoying your own private coastal getaway.

2 Beds ⋅ 2 Baths ⋅ 996 SqFt. ⋅ HILTONHEAD-511793 MLS

Experience coastal luxury in this stunning, fully furnished 2-bedroom, 2-bath villa inspired by the sophisticated design and spa-like ambiance of Miami's iconic 1 Hotel. Located in the highly sought-after Admiral's Row section of Hilton Head Beach & Tennis Resort, this turnkey ocean-view retreat is being offered fully furnished and is just steps from one of the East Coast's most breathtaking beaches. The villa has an excellent established rental history. .From the moment you enter, you'll be captivated by panoramic ocean views and an abundance of natural light. The open-concept living space blends modern elegance with comfort, featuring a spacious living area ideal for relaxing or entertaining. The dining area comfortably seats six, while the beautifully updated kitchen is designed for both style and functionality.Step outside to your private ocean-view balcony, complete with a hanging swing, daybed, and bar-height seating-the perfect place to enjoy your morning coffee or unwind while listening to the waves.The primary suite features a king bed and a beautifully renovated ensuite bath. The guest bedroom is ideal for families and guests, offering a queen storage bed, twin bed, and ample storage. Convenient elevator and stair access are located just steps from the villa.Owners and guests enjoy access to Hilton Head Beach & Tennis Resort's exceptional amenities, including the island's largest oceanfront pool and kiddie pool, a second pool located just outside the building, 10 tennis courts, fitness center, playground, grilling and picnic areas, conference facilities, and two on-site restaurants.Whether you're seeking a primary residence, vacation retreat, or investment property, this turnkey, fully furnished villa offers the ultimate Hilton Head lifestyle in one of the island's most desirable beachfront communities. With its premier ocean-oriented location, luxury renovation, resort-style amenities, and strong appeal to vacation renters, this property presents an exceptional opportunity to generate rental income while enjoying your own private coastal getaway.

40 Folly Field Road Unit 215, Hilton Head Island

Listing courtesy of Beach House Boutique.

$925,000

Beautifully renovated 2BR/2.5BA home in the heart of Sea Pines offering exceptional privacy on a corner lot backing to protected open space and an adjacent unbuildable lot. From the charming courtyard entry with privacy gate to the expansive outdoor living space, every detail has been designed for comfortable everyday living and effortless entertaining. Open kitchen, dining and living areas, separate den with fireplace and built-ins, smooth ceilings, parquet floors, renovated kitchen and owner's bath, spacious guest suite, expansive deck with covered pergola, 2016 roof and 2023 Lennox HVAC, and parking for 3 cars. Located in one of Sea Pines' most welcoming neighborhoods where neighbors truly know one another. Located within the world-renowned Sea Pines Resort, owners enjoy easy access to miles of leisure trails, championship golf, beaches, tennis, pickleball, Harbour Town, South Beach Marina, restaurants, shopping, and countless outdoor activities. Whether you're searching for a primary residence, second home, or Lowcountry getaway, 33 Oak Court delivers privacy, comfort, and timeless appeal in one of Hilton Head Island's most sought-after communities.

2 Beds ⋅ 3 Baths ⋅ 2,032 SqFt. ⋅ HILTONHEAD-511564 MLS

Beautifully renovated 2BR/2.5BA home in the heart of Sea Pines offering exceptional privacy on a corner lot backing to protected open space and an adjacent unbuildable lot. From the charming courtyard entry with privacy gate to the expansive outdoor living space, every detail has been designed for comfortable everyday living and effortless entertaining. Open kitchen, dining and living areas, separate den with fireplace and built-ins, smooth ceilings, parquet floors, renovated kitchen and owner's bath, spacious guest suite, expansive deck with covered pergola, 2016 roof and 2023 Lennox HVAC, and parking for 3 cars. Located in one of Sea Pines' most welcoming neighborhoods where neighbors truly know one another. Located within the world-renowned Sea Pines Resort, owners enjoy easy access to miles of leisure trails, championship golf, beaches, tennis, pickleball, Harbour Town, South Beach Marina, restaurants, shopping, and countless outdoor activities. Whether you're searching for a primary residence, second home, or Lowcountry getaway, 33 Oak Court delivers privacy, comfort, and timeless appeal in one of Hilton Head Island's most sought-after communities.

33 Oak Court, Hilton Head Island

Listing courtesy of Charter One Realty.

4 Village North Drive Unit 43, Hilton Head Island

$1,595,000

Extremely rare opportunity! No expense spared in this 100% remodeled luxury penthouse villa with sweeping Skull Creek & ICW views. Top of the line, curated finishes by award winning design team throughout including wide plank maple flooring, soaring smooth ceilings, built-ins & millwork by master craftsmen, walls of windows & private terraces to view, high end designer fixtures, hardware, window treatments, wall & door coverings (MDF panels, polished stainless steel, leathered, etc.), lighting (crystal waterfall & raindrop chandeliers, sconces, pendant, niche, accent, recessed LED), stainless steel & glass staircase railings, dramatic floor to ceiling fireplace w/ herringbone tile surround, ultra custom cabinetry, limestone & quartz counters, acid etched mirrored backsplash, 800 series Bosch & Fisher-Paykel appliances, dual Fagor wine coolers, tankless water heater, floating vanities, glass & tile surround showers, wall-mounted fixtures, integrated Alexa system & built-in speakers, etc. Thoughtfully designed floor plan for living and entertaining includes first floor Chef's peninsula kitchen & breakfast bar open to spacious dining area, handsome den w/wet bar, awe-inspiring great room & water view sitting area, lavish primary suite with stunning bath, guest BR & bath + laundry room. 2nd floor offers game area, media area, office nook, ensuite BR's 3 & 4 with well-appointed baths + storage & mechanical access. A stunning transformation with a breathtaking locale... All with covered parking, large storage unit & private complex pool and cabana. And just down the street from CCHH, waterfront dining & entertainment + Spring Lake pool complex, Dolphin Head Recreational Area & recently renourished Pine Island Beach Park.

4 Beds ⋅ 4 Baths ⋅ 3,374 SqFt. ⋅ HILTONHEAD-511697 MLS

Extremely rare opportunity! No expense spared in this 100% remodeled luxury penthouse villa with sweeping Skull Creek & ICW views. Top of the line, curated finishes by award winning design team throughout including wide plank maple flooring, soaring smooth ceilings, built-ins & millwork by master craftsmen, walls of windows & private terraces to view, high end designer fixtures, hardware, window treatments, wall & door coverings (MDF panels, polished stainless steel, leathered, etc.), lighting (crystal waterfall & raindrop chandeliers, sconces, pendant, niche, accent, recessed LED), stainless steel & glass staircase railings, dramatic floor to ceiling fireplace w/ herringbone tile surround, ultra custom cabinetry, limestone & quartz counters, acid etched mirrored backsplash, 800 series Bosch & Fisher-Paykel appliances, dual Fagor wine coolers, tankless water heater, floating vanities, glass & tile surround showers, wall-mounted fixtures, integrated Alexa system & built-in speakers, etc. Thoughtfully designed floor plan for living and entertaining includes first floor Chef's peninsula kitchen & breakfast bar open to spacious dining area, handsome den w/wet bar, awe-inspiring great room & water view sitting area, lavish primary suite with stunning bath, guest BR & bath + laundry room. 2nd floor offers game area, media area, office nook, ensuite BR's 3 & 4 with well-appointed baths + storage & mechanical access. A stunning transformation with a breathtaking locale... All with covered parking, large storage unit & private complex pool and cabana. And just down the street from CCHH, waterfront dining & entertainment + Spring Lake pool complex, Dolphin Head Recreational Area & recently renourished Pine Island Beach Park.

4 Village North Drive Unit 43, Hilton Head Island

Listing courtesy of Charter One Realty.