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42 S Forest Beach Drive Unit 3026, Hilton Head Island
$645,000
3 Beds ⋅ 2 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-513361 MLS
An exсeptiοnаl oррοrtunitу fοr buyers seeking а renοvated Hilton Head vacation property with coastal appeal and major updates already completed. This 3-bedroom, 2-bath Seascape villa was completely renovated in 2025, including all-new kitchen appliances, and features all-new cast iron pipes installed in 2026. Its three-level layout accommodates up to eight guests, offering flexibility for families and groups. Thoughtfully styled interiors, a private balcony and patio, and convenient community pool access create an inviting vacation experience. A short walk or bike ride brings guests to the beach, Coligny Plaza, dining, shopping, and scenic island trails-amenities that strengthen its appeal as a vacation rental. Currently offered as a short-term rental, this property combines an established guest-facing presence with extensive recent improvements. Whether purchased as a dedicated investment or a personal island retreat with rental potential, this renovated villa offers a compelling blend of location, comfort, and versatility. Rental projections are $50,000+.

42 S Forest Beach Drive Unit 3026, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

121 Sandcastle Court, Hilton Head Island
$1,599,000
6 Beds ⋅ 4 Baths ⋅ 3,333 SqFt. ⋅ HILTONHEAD-513268 MLS
Folly Fiеld Rental Mасhinе іn thе highlу dеsirable Sandcаstlеs by the Sea gated neighborhood. Approximately 780 yards to the beach! This 6~bedroom, 4-bath, 3 Story home is perfect for large groups on vacation. The elevator serves all floors. Ride from the private heated pool to the top floor, which has a 3D projection Movie Theater with a 120" Screen! All Theater electronics and Theater Seating included with sale. Amazing bunk room on 3rd floor! First and second floors have rear balconies. Gourmet Kitchen with island, stainless steel appliances, and granite countertops. Private paver patio overlooks the beautiful wooded view. Custom-installed putting green behind the private in-ground heated swimming pool and separate hot tub. Level 2 (220V) electric car charger, dedicated ice machine, and refrigerator in the 2-car garage. Golf Cart/low-speed vehicle-friendly neighborhood. Nighttime security patrol. Currently on the Short-Term Rental Market with great reviews! Sleeps 24.

121 Sandcastle Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

19 Cedar Wax Wing Road, Hilton Head Island
$11,995,000
5 Beds ⋅ 7 Baths ⋅ 4,871 SqFt. ⋅ HILTONHEAD-513038 MLS
Designеd to take full аdvаntagе οf іts οсeanfront setting, thiѕ eхceptional custom residence brings together distinguished architecture, enduring craftsmanship, and a rare connection to the water. Designed by Hilton Head Island architect Neil Gordon and built by Graves Construction, the home reflects a clear vision throughout, featuring expansive views, generous proportions, and spaces created for both refined entertaining and relaxed coastal living. The main living areas draw the eye toward the ocean, with coffered ceilings, a propane fireplace, and a gourmet kitchen anchoring the heart of the home. A screened porch extends the living space toward the water, while the primary suite offers its own striking views and an oversized walk-in closet. Two additional en-suite bedrooms occupy the opposite side of this level, providing privacy for family and guests. Above, two additional primary suites face the Atlantic, complemented by a media room that serves as a second gathering space. Even the connecting hallway captures the view through carefully positioned eye-level windows, underscoring how intentionally the home responds to its waterfront position. The pool level creates a natural transition from the interiors to the shoreline. A wet bar, pool table, full bath, second refrigerator, elevator access, and extensive storage support effortless entertaining and days spent on the water. Doors open to the heated pool and spa, covered outdoor living area, and pool deck, with direct ocean access for launching kayaks and enjoying the coast from your own backyard. Impact windows, hardie plank siding, Sonos surround sound, multiple laundry areas, tankless water heaters, an elevator, and an oversized two-car garage reinforce the quality and forethought behind the design. Set on a private street and maintained with exceptional care, this home brings together architecture, function, and an extraordinary waterfront location.

19 Cedar Wax Wing Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

14 Marblehead Road, Hilton Head Island
$775,000
4 Beds ⋅ 3 Baths ⋅ 2,322 SqFt. ⋅ HILTONHEAD-513132 MLS
Welcome to 14 Marblehead Road, a beautifully renovated Hilton Head Island retreat located just minutes from Folly Field Beach and everything this incredible area has to offer. This stunning 4-bedroom, 3-bath home offers the perfect combination of coastal style, comfort, and investment potential. Inside, you'll find a thoughtfully renovated interior with spacious living areas, a beautiful kitchen, and plenty of room for family, friends, or vacation guests. Step outside and discover your own private backyard pool oasis, creating the perfect setting for relaxing after a day at the beach, entertaining guests, or enjoying the laid-back Hilton Head lifestyle. The spacious outdoor area adds another layer of appeal for vacation rental guests and makes this home feel like a true private resort. The location is hard to beat. You'll be just minutes from Folly Field Beach, with easy access to the island's beaches, restaurants, shopping, golf, biking, and outdoor activities. Whether you're spending the day on the sand, exploring Hilton Head by bike, or enjoying the pool at home, everything you need for the perfect island getaway is close by. For investors, the property offers rental projections currently up to $86,000 annually as is, garage and sunroom conversion to 6 bedrooms and maximizing rental income, creating the potential for an exceptional income-producing vacation property while still providing an incredible personal retreat. Whether you're looking for a high-performing short-term rental, second home, or full-time Hilton Head residence, 14 Marblehead delivers an exceptional combination of renovation, location, privacy, pool oasis, and investment potential. This is Hilton Head Island living with a fantastic investment opportunity already built in!

14 Marblehead Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

51 Scarborough Head Road, Hilton Head Island
$4,400,000
6 Beds ⋅ 6 Baths ⋅ 4,796 SqFt. ⋅ HILTONHEAD-513002 MLS
Like NEW, this State of the Art Lowcountry 6BR/5.5BA Beach Home approx 8000+ sq ft under roof offering 2 living rooms, 2 screened porches, huge garage, workshop and large private pool was designed for the way you actually want to live on Hilton Head Island. Open, comfortable, private, premium finishes, with perfectly designed outdoor spaces, all just moments from the residents only private beach . Hardwood floors, custom millwork, built-ins and walls of windows carry throughout the home. The kitchen is a showstopper, with an oversized island, custom cabinetry, high-end appliances and a true walk-in pantry. The primary suite is equally impressive withhis & her bathrooms w/freestanding soaking tub, oversized tiled shower and custom his & hers walk-in closets. Outside is where this home really separates itself. Two screened porches create an incredible amount of year-round living space, including an upper porch with fireplace, built-in grill and dining area. Downstairs, another oversized screened living area opens to the private pool, hot tub and beautifully landscaped backyard. Add an elevator, dedicated office, game area, workshop and more storage than you expect to find in an island home, and there's very little this house leaves you wanting. One of the finest homes ever offered for sale in Port Royal situated on a premium oversized extremely private lot in close proximity to the Residents Private Beach & Beach Club. The private gated community of Port Royal on Hilton Head is an Outdoor Enthusiast Dream offering Tennis. Golf. Pickle Ball. Bike Paths. Swimming. Gardening. Beach Activities

51 Scarborough Head Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

40 Folly Field Road Unit C217, Hilton Head Island
$309,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-513107 MLS
Turnkey and renovated in 2024, C217 offers Lowcountry marsh and wooded views with convenient beach access. Used exclusively as the owners' private retreat, the villa has been carefully maintained and is located in a building with an elevator. The open kitchen and living area feature quartz countertops, new cabinetry and stainless steel appliances, LVP flooring and a built-in sound system. A new HVAC system was installed in 2026. The villa is offered fully furnished and includes fresh paint in a coastal color and a custom designed bedroom closet. The redesigned bathroom features a white quartz-topped vanity and a tiled walk-in shower with a glass enclosure. Expansive living room windows bring natural light into the living area and frame the private marsh and wooded surroundings. The balcony offers sunrise views overlooking the marsh and trees where birds are frequently seen and heard. Shaded from direct afternoon sun, it creates a great place to relax after a day at the beach. Hilton Head Beach and Tennis Resort amenities include tennis and pickleball courts, swimming pools, on-site dining, a fitness center, playground, laundry facilities and 24-hour security. This villa can easily be used as a primary residence, vacation home or investment property.

40 Folly Field Road Unit C217, Hilton Head Island

Listing courtesy of Keller Williams Realty.

96 Victoria Square Drive, Hilton Head Island
$775,000
4 Beds ⋅ 4 Baths ⋅ 1,893 SqFt. ⋅ HILTONHEAD-512998 MLS
Embracе true resοrt‐stуlе lіving wіth mοrnings by the Salinе Pοol and Spa, complete with a state-of-the-art heater and chiller for year-round swimming. Experience backyard luxury at its finest. This fully fenced haven boasts a custom outdoor kitchen with 12-foot granite-topped stucco island ready for game day and summer cookouts, complete with a 30" Bull 4-burner grill, extra burner, pot filler, and a double-tap stainless steel kegerator. Surrounded by beautiful Landscape including Palmetto Trees, Bottle brush, Agave, and Guava trees and also 2 Arbors. Victoria Square is an awesome gated community centrally located and close to the beach. This 4 BR 3.5 Bath Has been beautifully updated with KitchenAid- refrigerator, Induction oven, Dishwasher and new LG stackable washer and dryer. Updated Master Bathroom, updated bathroom on the lower level, Hot Water heater is 2022, HVAC is 2021 and 2022. New ROOF OCTOBER 2026.Do not miss out on this GEM of a house!!!!

96 Victoria Square Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

11 Gunnery Lane, Hilton Head Island
$2,875,000
5 Beds ⋅ 5 Baths ⋅ 3,376 SqFt. ⋅ HILTONHEAD-512720 MLS
Welcome to 11 Gunnery Lane, a beautifully updated and exceptionally spacious 5-bedroom, 4.5-bath Sea Pines residence offering style, comfort, and versatility in a peaceful lagoon setting. Ideal for use as a primary or second home, or as a top tier vacation rental with with established history. Filled with natural light, the home features multiple living and gathering spaces and an easy floor plan equally suited to a primary residence, second home, or vacation property. The main level centers around a bright, open kitchen and living area, complemented by a fabulous bar with wine refrigerator and ice maker-perfect for entertaining. A generous primary suite (with steam shower) plus an additional ensuite guest bedroom provide desirable first-floor accommodations. Upstairs, a second primary suite and flexible family and guest spaces offer exceptional privacy and room for family and friends. Outside, enjoy a private pool and spacious deck overlooking the tranquil lagoon and mature Lowcountry landscape. Direct access to the Sea Pines leisure trail makes exploring the resort by bike or on foot effortless, while the beach is approximately a 10-minute walk away. Additional features include multiple living areas, dedicated office/work space with lagoon views, game and media spaces, full laundry room, two-car garage, abundant storage, and generous parking. Beautifully maintained, thoughtfully updated, and ideally located, 11 Gunnery Lane offers a wonderful combination of space, privacy, proximity to the beach, and effortless Sea Pines living.

11 Gunnery Lane, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

69 Widewater Road, Hilton Head Island
$2,975,000
4 Beds ⋅ 6 Baths ⋅ 4,800 SqFt. ⋅ HILTONHEAD-512978 MLS
Refined elegance intersects with meticulous craftsmanship in this custom residence designed by renowned Hilton Head Island architect Neil Gordon. Completed in 2024, this 4,800+ sq.ft. home is located in the exclusive and luxurious Spanish Wells community. Upon entering, a grand foyer with 20-foot ceilings transitions into a sprawling, 65-foot open-concept living area. Engineered hardwood floors, shiplap walls, and vaulted shiplap ceilings with exposed beams carry throughout the main floor. The living room anchors the space with a striking black porcelain-tiled fireplace wall and expansive Marvin impact-rated windows and doors. The large dining hall flows seamlessly into the oversized gourmet kitchen. Culinary enthusiasts will appreciate the quartzite perimeters, large center island with black granite, and premium Sub-Zero and Wolf appliances, all illuminated by a cupola skylight. An adjacent wet bar includes a Sub-Zero wine fridge, ice maker, and Miele coffee maker. The primary suite offers a private retreat on the main level, featuring a vaulted ceiling, direct terrace access, and a spa-grade en-suite bathroom equipped with floor warming, dual vanities, a doorless walk-in shower, and a deep Victoria & Albert soaking tub. The main level also hosts a guest suite, a dedicated home office with bespoke cabinetry, a powder room, and an art gallery/hall with specialized lighting. Upstairs, you will find a bunk room with four twin berths, a fourth bedroom/library with a Murphy bed plus private bathroom, and a spacious bonus room located above the three-car garage. Outdoor living is equally inviting and elegant, with a screened porch that transitions to a vast shell stone deck. The fully landscaped 1-acre lot centers around a sleek rectangular pool with a waterfall feature, accompanied by a covered outdoor kitchen pavilion and dining island and pool bathroom. We invite you to schedule a private showing to experience this truly exceptional property firsthand.

69 Widewater Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners.

141 Lamotte Drive Unit F1, Hilton Head Island
$280,000
2 Beds ⋅ 2 Baths ⋅ 960 SqFt. ⋅ HILTONHEAD-512976 MLS
Welcome to 141 Lamotte Drive, Villa F1-an updated first-floor villa offering comfort, convenience, and easy Hilton Head Island living. This two-bedroom, two-bath residence features a desirable split-bedroom floor plan, refreshed paint, luxury vinyl plank flooring, upgraded bathrooms, and a modern kitchen. A stackable washer and dryer adds everyday convenience. Located in the quiet, pet-friendly Palmetto Commons community, residents enjoy access to a swimming pool, 24-hour fitness center, tennis courts, and dedicated dog park. Conveniently situated near Hilton Head Hospital, shopping, restaurants, and the island's beautiful beaches, this villa is an excellent choice for a primary residence, second home, or long-term investment. Seller is SCREA/Broker.

141 Lamotte Drive Unit F1, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

28 Aberdeen Court, Hilton Head Island
$9,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512897 MLS
The Owners Club at Hilton Head is a fractional-ownership community with free-standing, fully-equipped, homes. Ourclubhouse, pool, and playground are just some of the highlights we offer. Catch a glimpse of the vast low country wildlifearound our lagoons. Join us by purchasing a 27 day ownership in the community. The Homes The Club home includes twomaster suites, and ensuite bathrooms, third bedroom and next-door bath, television in each room, fully-equipped kitchenand laundry. Each 2000sq.ft. home comes with free wifi, cable tv, long-distance phone.

28 Aberdeen Court, Hilton Head Island

Listing courtesy of Chosen Realty LLC.

15 Wagon Road, Hilton Head Island
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 2,484 SqFt. ⋅ HILTONHEAD-512850 MLS
Beautіfully renovаtеd and fullу uрdаted 4 bеd/3 bаth home just minutes frοm the bеach! This stunning property has been thoughtfully transformed from top to bottom, offering stylish finishes, modern upgrades, and all new furnishings inside and out. The freshly painted interior features new doors & hardware, ceiling fans, lighting, and fixtures throughout. The completely renovated kitchen showcases new cabinetry and appliances, while all three bathrooms have been beautifully updated, including a reconfigured primary bath designed for improved functionality and style. Major improvements include new plumbing, ductwork, roof, and gutter systems, providing peace of mind for years to come. Outside, enjoy a serene private pool area overlooking a lagoon, with updated landscaping and pool surrounds creating the perfect setting for relaxing or entertaining. With its exceptional location near the beach and extensive renovations inside and out, this turnkey home is ready to be enjoyed!

15 Wagon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

6 Cassina Lane, Hilton Head Island
$2,100,000
4 Beds ⋅ 5 Baths ⋅ 2,256 SqFt. ⋅ HILTONHEAD-512797 MLS
This fully furnished third-row ocean home is ideally located a short distance from the beach via a dedicated path through a winding grove of trees. Situated in the highly sought-after Forest Beach area and conveniently close to the Ocean Gate of Sea Pines Resort. It is perfectly suited for vacation getaways, a second home, or investment rental. With 4 bedrooms and 4.5 baths, this home features welcoming front porches on both the first and second floors, plus two side porches, including a screened porch for relaxing outdoors. You enter the home into a separate first floor living space with a sitting room, TV, a wet bar and refrigerator. This provides a unique area for the guests to separate from the main kitchen, dining and living room, making it easy for all to enjoy their own space. You then enter into the open concept main living area. You have a modern kitchen, counter barstools, a large dining room table, and a big living room with TV plus a small game table. The laundry room and half bath are also located on the main level. All four bedrooms are on the second level, offering access to wide porches-perfect for enjoying the coastal breeze and lush surroundings. After a day at the beach, retreat to the private, fenced side yard featuring a pool, spa, and spacious patio area, ideal for afternoon swims and cookouts. This Forest Beach gem captures the best of the Hilton Head Island lifestyle with exceptional flexibility and appeal.

6 Cassina Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

48 Brams Point Road, Hilton Head Island
$5,500,000
5 Beds ⋅ 6 Baths ⋅ 5,838 SqFt. ⋅ HILTONHEAD-512035 MLS
The deеpwater hοmе yοu'vе bеen wаіting for on iconiс Brаms Point Road. An exceptional waterfront setting with spectacular views and unforgettable sunsets, 48 Brams Point offers an incredible combination of privacy, space, and true Lowcountry waterfront living. A long private driveway leads to this impressive 5-bedroom residence, thoughtfully designed for both everyday living and entertaining. Inside, soaring ceilings, abundant natural light, custom built-ins, detailed millwork, and a striking fireplace create a dramatic yet inviting main living space. Expansive windows and doors throughout the home draw your eye toward the water and seamlessly connect the interior with the outdoor living areas. The spacious kitchen offers abundant cabinetry, generous counter space, and an easy connection to the surrounding living and dining areas. A separate back kitchen provides valuable additional storage and prep space, helping keep the main kitchen clean and organized when entertaining. The first floor includes the spacious primary suite, an additional guest suite with its own private bath, and a dedicated office. Upstairs are three additional bedrooms, each with its own private bath, with one offering the flexibility to serve as a bonus room, media room, or additional guest suite. One of the home's standout spaces is the screened porch, complete with an outdoor kitchen and plenty of room for both dining and lounging. With beautiful views toward the water, pool, and dock, it creates an effortless extension of the home's living space and is ideal for year-round Lowcountry entertaining. Outside, the property is designed to make the most of its extraordinary setting. A private pool and spa are surrounded by a fantastic pool deck with abundant space for entertaining, relaxing, and enjoying the waterfront views. Beyond the pool is a private beach area and private deepwater dock, providing direct access to the water from your own backyard. Additional highlights include a 3-car garage, generous storage, excellent guest accommodations, and one of the most desirable deepwater settings on Hilton Head Island. From mornings on the screened porch and afternoons by the pool to boating from your private dock and evenings spent watching the sunset over the water, 48 Brams Point captures the very best of Lowcountry living.

48 Brams Point Road, Hilton Head Island

Listing courtesy of Charter One Realty.

136 S Shore Drive, Hilton Head Island
$4,795,000
4 Beds ⋅ 5 Baths ⋅ 4,386 SqFt. ⋅ HILTONHEAD-512195 MLS
Oceаnfront Livіng, Εlevаtеd. Ѕet dіrеctly along the Atlantіc Οcean within Leamington, Palmetto Dunes, 136 South Shore Drive offers an exceptional combination of oceanfront living, privacy, and refined coastal comfort. Tasteful interiors and a spacious floor plan create an inviting setting for both everyday living and entertaining. Just beyond the residence, owners can enjoy the beach, pool, and the natural beauty of Hilton Head Island's coastline. South Shore's intimate setting provides a distinctive advantage. With no short-term rentals, the community maintains a quieter, more private residential atmosphere while remaining conveniently close to the golf, tennis, pickleball, dining, biking, and recreational amenities of Palmetto Dunes.136 South Shore Drive is a rare opportunity to enjoy a beautiful oceanfront residence in one of Hilton Head Island's most desirable and private coastal settings.

136 S Shore Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

8 Dinghy, Hilton Head Island
$6,795,000
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.

239 Beach City Road Unit 1210, Hilton Head Island
$389,000
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-512708 MLS
When money matters...this villa has done over $43,000 with 3 months more left of rental income. Move-in ready and beautifully updated, this 2-bedroom, 2-bath villa sits in one of the best locations at Spa Villas at Port Royal Sound - the second closest unit to the water, with sound views right from your private balcony.Every inch of this villa has been tastefully renovated. The open-concept living area features a stunning kitchen with white shaker cabinets, granite counters, subway tile backsplash, and stainless steel appliances, flowing into a spacious living room with a large sectional and a live-edge wood coffee table. Both full baths have been updated with marble-look vanities, modern lighting, and glass-enclosed tub/showers. The primary bedroom is a showstopper, with a bold paneled accent wall, en-suite bath, and walk-in closet with plantation shutters.Sold fully furnished and equipped as a successful short-term rental, this villa is turnkey for an owner-investor or the perfect low-maintenance island retreat. Step out onto the balcony to towering pines, the multiple pools, bbq, hammocks, indoor pool, walking track, dry sauna, pickleball, and adjacent bike paths and sound views beyond. Just minutes to Hilton Head's beaches, dining, shopping, and golf.Rare combination of prime water-adjacent location, high-end finishes, and proven rental income - schedule your showing today!

239 Beach City Road Unit 1210, Hilton Head Island

Listing courtesy of EXP Realty LLC.

14 Wimbledon Court Unit 506-5, Hilton Head Island
$67,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512696 MLS
Without question the best view in all of Ocean Palms. Overlooks a beautiful lagoon all the up the 8th fairway of the Barony golf course. Owners and quest enjoy complete use of all Westin Resort services and amenities. Ownership includes golf for 4 players daily for cart fee only. Free tennis or pickle ball. why buy more than you can use. Owners have 10 weeks per year use in 5 two week increments.

14 Wimbledon Court Unit 506-5, Hilton Head Island

Listing courtesy of Hilton Head Properties.

15 Dewberry Lane, Hilton Head Island
$1,495,000
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.

55 Barcelona Road Unit 284-C, Hilton Head Island
$36,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512550 MLS
One of the Most Desired Locations in Brigantine Villas in the Beachside Shipyard Community. Rarely Available First Floor Villa. Easy Access to both Pools, Tennis Courts, and Beach. Rotating Schedule with 13 weeks each year allows Enjoying "The Island" Year Round. Award Winning Restaurants, Shopping, and Entertainment Nearby. Excellent Beach Getaway! Don't miss this Opportunity to Enjoy the Good Life on Hilton Head Island!

55 Barcelona Road Unit 284-C, Hilton Head Island

Listing courtesy of Dunes Real Estate.

113 Shipyard Drive Unit 182, Hilton Head Island
$709,999
2 Beds ⋅ 3 Baths ⋅ 1,380 SqFt. ⋅ HILTONHEAD-512547 MLS
Turnkey, fullу furnished / fullу lοadеd 2ΒR/2.5ΒA vіllа located in The Grеenѕ in Shipyard, on a spacious and shady cul-de-sac with ample overflow parking. Home is currently self-funded with rental bookings in 2026 of $65K YTD and already $21K booked in 2027. Fully renovated / fully loaded kitchen with stainless steel appliances, quartz countertops, large island for entertaining / sitting and plenty of storage and pantry. Sleeps up to 7 including a large main bedroom suite w/ renovated bath and walk-in closet, guest bedroom w/ new queen and new twin bed (and renovated guest bathroom) and a sleeper / couch on the first floor. Totally open and bright first floor with kitchen, leading to dining area, leading to living room (w/ golf view) and LVP flooring throughout. Large Smart TVs in living room and main bedroom with TV also included in guest bedroom. Newer washer & dryer, newer water heater (w/ Taco Leak Breaker w/ Elink), upgraded duct work and ceiling fans throughout. Centrally and conveniently located near many amenities including 1/4-mile walk / bike ride to the Shipyard Beach Club / Atlantic Ocean and the Sonesta Resort and literally steps to the Greens Community Pool and the Van Der Meer Tennis Center. Front door lock boxes and Indoor owner closets set up for renting, fully loaded porch closet (w/ 4 bikes) and deck with BBQ grill, table & chairs and umbrella all included. Last but not least we are dog friendly for our guests, if desired.

113 Shipyard Drive Unit 182, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

1 Ocean Lane Unit 2514, Hilton Head Island
$950,000
2 Beds ⋅ 2 Baths ⋅ 1,232 SqFt. ⋅ HILTONHEAD-512187 MLS
Searсhing for an οсeаnfrοnt Ηiltοn Ηead Island getawаy wіth resort amenities and exceptional rental potential? Located in the oceanfront Villamare complex within Palmetto Dunes Resort, 2514 Villamare is an updated 2-bedroom, 2-bath penthouse villa offering the perfect combination of beach access, convenience, and low-maintenance coastal living. Thoughtfully updated with new flooring, a new HVAC system, an updated kitchen with granite countertops and stainless steel appliances, and a spacious open-concept living area, this villa is ready to enjoy as a second home, vacation retreat, or income-producing rental property. Two well-separated bedroom suites provide privacy for owners and guests, while each enjoys access to its own covered balcony overlooking Villamare's beautifully landscaped grounds with glimpses toward the ocean. What truly sets Villamare apart is its exceptional amenity package, featuring direct beach access, two outdoor pools including an oceanfront adults-only serenity pool, an indoor pool, fitness center, hot tubs, grilling areas, and beautifully maintained tropical grounds. Recent extensive exterior improvements throughout the complex further enhance the ownership experience and long-term appeal. Ideally positioned near the Palmetto Dunes gate, owners and guests enjoy quick access to three championship golf courses, world-class tennis and pickleball, the 11-mile lagoon system, miles of leisure trails, dining, and nearby Shelter Cove Marina and Shelter Cove Towne Centre. Combining a penthouse location, recent updates, outstanding amenities, rental potential, and direct access to one of Hilton Head Island's premier beaches, 2514 Villamare offers an exceptional opportunity to own in one of Palmetto Dunes' most desirable oceanfront communities.

1 Ocean Lane Unit 2514, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

55 Aberdeen Court, Hilton Head Island
$5,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-512391 MLS
Experience luxury Hilton Head Island living without the full-time ownership costs in a private gated enclave and a part of prestigious Indigo Run, featuring beautifully furnished 3-bedroom, 3-bath detached homes and one of the Island's most flexible fractional ownership opportunities. Owners enjoy 27 annual days and nights with customizable reservation options perfect for weekend escapes, golf getaways, family vacations, or extended coastal stays throughout the year. This resort-style community offers exclusive amenities including a private clubhouse with concierge services, sparkling pool, two hot tubs, fitness center, billiards room, and spacious big-screen TV lounges. Unlimited golf playing privileges at 7 premier Hilton Head golf courses for only a nominal cart fee. Owners have access to Golden Bear, Indigo Run tennis facilities, Sunningdale Park pool, scenic paved leisure trails, and an easy bike ride to the beach creating the ULTIMATE Lowcountry lifestyle experience. High speed WiFi, outdoor grills and multiple TVs are available throughout all residences and clubhouse facilities. Ideal for vacation homeowners, golf enthusiasts, and buyers seeking affordable luxury ownership in one of Hilton Head Island's most desirable gated communities.

55 Aberdeen Court, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

9 Seaside Sparrow Road, Hilton Head Island
$785,000
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.

239 Beach City Road Unit 3123, Hilton Head Island
$275,000
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-512308 MLS
Wake up to Lowcountry Beach living at its most effortless in this beautifully updated two bedroom, two bath villa at The Spa at Port Royal Sound, one of Hilton Head's most amenity rich resort communities. The photos will illustrate decor upgrade options, we have a full detailed plan available for use as a second residence or short term rental villa with income potential. Step inside to an open living and dining layout anchored by warm and inviting LVP flooring that flows throughout the main living space. The dining area sits open to a fully renovated kitchen finished with crisp white cabinetry, granite countertops, subway tile backsplash, and a full suite of stainless steel appliances including refrigerator, range, and dishwasher. It's a kitchen built for both everyday living and easy entertaining.The primary suite offers a private retreat with an en suite bath featuring a sleek frameless glass shower enclosure and clean, modern finishes. The second bedroom and full bath provide comfortable flexibility for guests, family, or a home office setup, with the guest bath finished in a soothing sage green palette, a tub and shower combo, and elegant sconce lighting. A washer and dryer inside the unit add everyday convenience that's hard to find at this price point in a resort community. Just off the living area, a screened porch extends your living space outdoors, the perfect spot for morning coffee or an evening breeze, overlooking lush landscaping with tennis court views just beyond the tree line. Beyond the walls of this villa, The Spa at Port Royal Sound delivers a well appointed resort lifestyle: two outdoor pools, an indoor pool, hot tub, dry sauna, tennis and pickleball courts, hammocks, and community grilling areas, all just steps from your front door. Whether you're looking for a full time coastal residence, a second home, or a turnkey investment property, this villa offers the space, updates, and lifestyle amenities that make Hilton Head living so desirable. Don't miss this opportunity to own a move in ready two bedroom villa in one of the island's best priced resort communities.

239 Beach City Road Unit 3123, Hilton Head Island

Listing courtesy of EXP Realty LLC.

7 Genoa Court, Hilton Head Island
$1,995,000
6 Beds ⋅ 7 Baths ⋅ 2,786 SqFt. ⋅ HILTONHEAD-512306 MLS
Steps away from the famed 18th green lies a unique opportunity in the heart of Sea Pines' iconic Harbour Town. This turnkey furnished home boasts 6 en-suite bedrooms, perfect for family gatherings and countless vacation memories. Rows of sliders lead guests from the newly renovated kitchen and double-story living area to the freshly resurfaced swimming pool and spa. This unique home features a rooftop deck with views to Calibogue Sound and is walking distance to the famous lighthouse, Liberty Oak, and family friendly dining and retail. The Sea Pines trolley is a short stroll away with transportation to the Sea Pines Beach Club, Sea Pines Center and South Beach amenities. With an established rental history, premier location and sleeping space for 20 this home is truly an investor's dream.

7 Genoa Court, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

11 Sea Lane, Hilton Head Island
$5,500,000
5 Beds ⋅ 7 Baths ⋅ 7,051 SqFt. ⋅ HILTONHEAD-511760 MLS
BREATHTAKING Mediterranean Estate Home overlooking 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.

35 Egret Point Way Unit 4317, Hilton Head Island
$4,000
2 Beds ⋅ 2 Baths ⋅ 1,179 SqFt. ⋅ HILTONHEAD-512244 MLS
Shipyard 1st full week of June! maintence fee is less than 1200.00, so no more guessing, booking, and hoping it's a perfect spot to vacation. This can be your traditional week for life! Deeded legacy week tucked into shipyard with everything you need; bikes, tennis, golf, pool cookouts, and a sweet Rec room to play in on rainy day.

35 Egret Point Way Unit 4317, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

20 Castlebridge Court, Hilton Head Island
$3,995,000
5 Beds ⋅ 7 Baths ⋅ 4,566 SqFt. ⋅ HILTONHEAD-512060 MLS
Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

34 Ruddy Turnstone Road, Hilton Head Island
$7,050,000
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.

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