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19 Cedar Wax Wing Road, Hilton Head Island

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.

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.

$3,899,000

Locаted in the hеаrt of οnе οf the mοѕt desirable streеts іn Sea Pines, 18 Marsh Drive offers privacy and architectural elegance with close proximity to Harbour Town. Set on a large lot (0.43 acres), this 4 bed/7 bath home has an ideal floor plan with lots of living space on the first floor that leads to a spacious backyard with a private pool and multiple patios overlooking a tranquil lagoon. The kitchen was recently remodeled and reconfigured. It includes gold-vein Italian marble slab counters, white marble flooring, maple custom cabinets/drawers, rift-sewn oak cabinetry at the island as well as new appliances with custom paneling. Main living area has high ceilings that get plenty of natural light and connects to a separate sunroom with new shiplap. Master bedroom feels like a separate wing of the house with his-and-her bathrooms as well as his-and-her closets. Second floor has three additional bedrooms that all have en-suite bathrooms. Exterior and much of the interior has been recently painted. The home also includes a formal dining room (used as game room), office area and 2-car garage. The property has undergone extensive landscaping to open up the outdoor space, including new irrigation and outdoor lighting. As a bonus, owners on Marsh Drive have the option to join the Baynard Park owners association, which offers access to a waterfront park overlooking Baynard Creek/Calibogue Sound, kayak storage and social events.

4 Beds ⋅ 7 Baths ⋅ 4,631 SqFt. ⋅ HILTONHEAD-513014 MLS

Locаted in the hеаrt of οnе οf the mοѕt desirable streеts іn Sea Pines, 18 Marsh Drive offers privacy and architectural elegance with close proximity to Harbour Town. Set on a large lot (0.43 acres), this 4 bed/7 bath home has an ideal floor plan with lots of living space on the first floor that leads to a spacious backyard with a private pool and multiple patios overlooking a tranquil lagoon. The kitchen was recently remodeled and reconfigured. It includes gold-vein Italian marble slab counters, white marble flooring, maple custom cabinets/drawers, rift-sewn oak cabinetry at the island as well as new appliances with custom paneling. Main living area has high ceilings that get plenty of natural light and connects to a separate sunroom with new shiplap. Master bedroom feels like a separate wing of the house with his-and-her bathrooms as well as his-and-her closets. Second floor has three additional bedrooms that all have en-suite bathrooms. Exterior and much of the interior has been recently painted. The home also includes a formal dining room (used as game room), office area and 2-car garage. The property has undergone extensive landscaping to open up the outdoor space, including new irrigation and outdoor lighting. As a bonus, owners on Marsh Drive have the option to join the Baynard Park owners association, which offers access to a waterfront park overlooking Baynard Creek/Calibogue Sound, kayak storage and social events.

18 Marsh Drive, Hilton Head Island

Listing courtesy of The Ocean Broker.

$1,750,000

A rare οpportunіtу in Ѕеа Pіnеs, 10 Fox Lane iѕ a bеautifully finished 2023 home tucked within the peaceful Club Course area of one of Hilton Head Island's most iconic communities. Set against protected open space, the home offers an exceptional sense of privacy with a serene wooded backdrop. The light-filled, open floor plan features four bedrooms and four full baths, including three private bedroom suites on the main level. Beautiful finishes and thoughtful details carry throughout, while the kitchen opens seamlessly to the living and dining areas, creating an inviting central gathering space. Upstairs, a versatile bonus area with two built-in beds and a full bath offers additional space for guests, family or a private retreat. One of the home's standout features is the spacious screened porch, extending the living space outdoors and overlooking the peaceful, protected setting. Just moments from the beach, championship golf, tennis and pickleball, miles of leisure trails, Harbour Town and South Beach, 10 Fox Lane offers the rare combination of a 2023 home, beautiful finishes and a private setting within the heart of Sea Pines.

4 Beds ⋅ 4 Baths ⋅ 2,790 SqFt. ⋅ HILTONHEAD-513156 MLS

A rare οpportunіtу in Ѕеа Pіnеs, 10 Fox Lane iѕ a bеautifully finished 2023 home tucked within the peaceful Club Course area of one of Hilton Head Island's most iconic communities. Set against protected open space, the home offers an exceptional sense of privacy with a serene wooded backdrop. The light-filled, open floor plan features four bedrooms and four full baths, including three private bedroom suites on the main level. Beautiful finishes and thoughtful details carry throughout, while the kitchen opens seamlessly to the living and dining areas, creating an inviting central gathering space. Upstairs, a versatile bonus area with two built-in beds and a full bath offers additional space for guests, family or a private retreat. One of the home's standout features is the spacious screened porch, extending the living space outdoors and overlooking the peaceful, protected setting. Just moments from the beach, championship golf, tennis and pickleball, miles of leisure trails, Harbour Town and South Beach, 10 Fox Lane offers the rare combination of a 2023 home, beautiful finishes and a private setting within the heart of Sea Pines.

10 Fox Lane, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$1,850,000

Beautifully positioned along a picturesque lagoon, this inviting home combines an exceptional setting with spacious interiors, thoughtful updates, and wonderful indoor-outdoor living. Soaring ceilings, expansive windows, designer lighting, and serene water views create a light-filled atmosphere from the moment you enter. Open kitchen features quartz counters, soft-close cabinetry, eat-in island and stainless appliances, flowing to the living, dining and family rooms. First-floor owner suite enjoys serene water views and a beautifully updated bath. Two additional spacious guest suites offer generous closets and share a beautifully finished bath. Flexible 4th BR offers room to add a bath. One of the home's most special features is its incredible connection to the water. Just off the kitchen, there is a screened porch features and an open deck that's ideal for grilling, relaxing, and watching the abundant Lowcountry wildlife. For those who love to fish, it doesn't get much better than stepping into your own backyard to reel in redfish, black drum, and flounder. Whether your perfect day includes a morning bike ride, a round of golf, an afternoon on the beach, boating from Harbour Town, or simply relaxing at home, this location puts the best of Sea Pines within easy reach. From the expansive water views and beautifully updated interiors to the exceptional screened porch, and welcoming neighborhood atmosphere, this home offers a wonderful opportunity to enjoy the relaxed Lowcountry lifestyle.

4 Beds ⋅ 3 Baths ⋅ 3,000 SqFt. ⋅ HILTONHEAD-512889 MLS

Beautifully positioned along a picturesque lagoon, this inviting home combines an exceptional setting with spacious interiors, thoughtful updates, and wonderful indoor-outdoor living. Soaring ceilings, expansive windows, designer lighting, and serene water views create a light-filled atmosphere from the moment you enter. Open kitchen features quartz counters, soft-close cabinetry, eat-in island and stainless appliances, flowing to the living, dining and family rooms. First-floor owner suite enjoys serene water views and a beautifully updated bath. Two additional spacious guest suites offer generous closets and share a beautifully finished bath. Flexible 4th BR offers room to add a bath. One of the home's most special features is its incredible connection to the water. Just off the kitchen, there is a screened porch features and an open deck that's ideal for grilling, relaxing, and watching the abundant Lowcountry wildlife. For those who love to fish, it doesn't get much better than stepping into your own backyard to reel in redfish, black drum, and flounder. Whether your perfect day includes a morning bike ride, a round of golf, an afternoon on the beach, boating from Harbour Town, or simply relaxing at home, this location puts the best of Sea Pines within easy reach. From the expansive water views and beautifully updated interiors to the exceptional screened porch, and welcoming neighborhood atmosphere, this home offers a wonderful opportunity to enjoy the relaxed Lowcountry lifestyle.

50 Hearthwood Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,200,000

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!

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.

$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.

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.

75 Baynard Cove Road, Hilton Head Island

$2,700,000

Filled with natural light and thoughtfully designed for comfortable living and entertaining, this exceptional home offers soaring ceilings, striking slate flooring, and an open, flowing floor plan. The spacious chef's kitchen seamlessly connects to the living room, dining area, family room, and breakfast nook, creating inviting spaces for gathering with family and friends. Offering four bedrooms and three-and-a-half baths, the home provides generous accommodations for both everyday living and hosting guests. Outside, enjoy a private fenced backyard complete with a sparkling pool, covered outdoor living area, and beautifully designed hardscape and mature landscaping-perfect for relaxing, grilling, and entertaining. Ideally located just moments from the iconic Harbour Town Golf Links, home of the annual RBC Heritage, this home places you in the heart of everything Sea Pines has to offer. Enjoy miles of leisure trails, pristine beaches, the Sea Pines Beach Club, Harbour Town Marina, South Beach Marina, Lawton Stables, world-class dining and shopping, and three championship golf courses. This is a rare opportunity to enjoy one of Hilton Head Island's most sought-after lifestyles.

4 Beds ⋅ 4 Baths ⋅ 3,895 SqFt. ⋅ HILTONHEAD-511549 MLS

Filled with natural light and thoughtfully designed for comfortable living and entertaining, this exceptional home offers soaring ceilings, striking slate flooring, and an open, flowing floor plan. The spacious chef's kitchen seamlessly connects to the living room, dining area, family room, and breakfast nook, creating inviting spaces for gathering with family and friends. Offering four bedrooms and three-and-a-half baths, the home provides generous accommodations for both everyday living and hosting guests. Outside, enjoy a private fenced backyard complete with a sparkling pool, covered outdoor living area, and beautifully designed hardscape and mature landscaping-perfect for relaxing, grilling, and entertaining. Ideally located just moments from the iconic Harbour Town Golf Links, home of the annual RBC Heritage, this home places you in the heart of everything Sea Pines has to offer. Enjoy miles of leisure trails, pristine beaches, the Sea Pines Beach Club, Harbour Town Marina, South Beach Marina, Lawton Stables, world-class dining and shopping, and three championship golf courses. This is a rare opportunity to enjoy one of Hilton Head Island's most sought-after lifestyles.

75 Baynard Cove Road, Hilton Head Island

Listing courtesy of Charter One Realty.

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.

$1,995,000

Locаted in the hеаrt of Ηаrbοur Tοwn wіthin Sea Pineѕ, thiѕ beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

4 Beds ⋅ 4 Baths ⋅ 3,531 SqFt. ⋅ HILTONHEAD-511413 MLS

Locаted in the hеаrt of Ηаrbοur Tοwn wіthin Sea Pineѕ, thiѕ beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

8 Windjammer Court, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

33 Ruddy Turnstone Road, Hilton Head Island

$8,995,000

Posіtioned dіrеctlу οn thе Atlаntіc Ocean within thе prеstigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS

Posіtioned dіrеctlу οn thе Atlаntіc Ocean within thе prеstigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

30 Ruddy Turnstone Road, Hilton Head Island

$4,190,000

Welcome to a remarkable coastal retreat ideally positioned just steps from the sand in the heart of Sea Pines. This exceptional second-row ocean home offers the perfect blend of refined craftsmanship, spacious design, and effortless island living, all within one of Hilton Head Island's most coveted communities. Just moments from the beach, the property captures the essence of relaxed luxury with inviting indoor and outdoor living spaces designed for both everyday comfort and memorable gatherings. Spanning approximately 3,800 square feet, this beautifully furnished residence features five spacious bedrooms, each with its own en-suite bath, creating a private and comfortable experience for owners and guests alike. Multiple primary suites provide flexibility and convenience, while expansive living areas offer an ideal setting for entertaining or unwinding after a day on the water. Soaring ceilings, custom built-ins, and rich natural materials such as heart pine flooring enhance the home's warm coastal character, while Saturnia stone baths and thoughtfully selected finishes reflect quality throughout. At the heart of the home, the kitchen is equipped for both casual meals and entertaining, featuring granite countertops, stainless steel appliances, and generous workspace. Adjacent dining and living areas flow seamlessly to outdoor spaces, where a heated pool and spa create a private resort-style setting perfect for year-round enjoyment. Covered porches and balconies provide additional spaces to relax, dine al fresco, or enjoy the ocean-oriented setting and coastal breezes. Beyond the property, residents enjoy access to the world-class amenities of Sea Pines, including pristine beaches, championship golf, tennis and pickleball, marinas, miles of leisure trails, dining, shopping, and the iconic Harbour Town. Whether used as a primary residence, second home, or investment opportunity with strong rental appeal, this coastal haven offers an exceptional lifestyle in one of Hilton Head Island's most celebrated communities.

5 Beds ⋅ 6 Baths ⋅ 3,880 SqFt. ⋅ HILTONHEAD-504388 MLS

Welcome to a remarkable coastal retreat ideally positioned just steps from the sand in the heart of Sea Pines. This exceptional second-row ocean home offers the perfect blend of refined craftsmanship, spacious design, and effortless island living, all within one of Hilton Head Island's most coveted communities. Just moments from the beach, the property captures the essence of relaxed luxury with inviting indoor and outdoor living spaces designed for both everyday comfort and memorable gatherings. Spanning approximately 3,800 square feet, this beautifully furnished residence features five spacious bedrooms, each with its own en-suite bath, creating a private and comfortable experience for owners and guests alike. Multiple primary suites provide flexibility and convenience, while expansive living areas offer an ideal setting for entertaining or unwinding after a day on the water. Soaring ceilings, custom built-ins, and rich natural materials such as heart pine flooring enhance the home's warm coastal character, while Saturnia stone baths and thoughtfully selected finishes reflect quality throughout. At the heart of the home, the kitchen is equipped for both casual meals and entertaining, featuring granite countertops, stainless steel appliances, and generous workspace. Adjacent dining and living areas flow seamlessly to outdoor spaces, where a heated pool and spa create a private resort-style setting perfect for year-round enjoyment. Covered porches and balconies provide additional spaces to relax, dine al fresco, or enjoy the ocean-oriented setting and coastal breezes. Beyond the property, residents enjoy access to the world-class amenities of Sea Pines, including pristine beaches, championship golf, tennis and pickleball, marinas, miles of leisure trails, dining, shopping, and the iconic Harbour Town. Whether used as a primary residence, second home, or investment opportunity with strong rental appeal, this coastal haven offers an exceptional lifestyle in one of Hilton Head Island's most celebrated communities.

30 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

28 W Beach Lagoon Road, Hilton Head Island

$3,895,000

A rare Beach Lagoon opportunity in Sea Pines: second-row location on an oversized half-acre lot with serene lagoon views in the front and golf course views in the rear. Just steps to the beach bridge and an easy stroll to the Sea Pines Beach Club for dining, cocktails, and oceanfront living.This well-maintained 4-bedroom, 4.5 bath home features brick and wood floors, excellent bedroom separation, and a kitchen with granite countertops designed for entertaining. Each bedroom offers a private en-suite bath plus a convenient half bath for guests.Whether used as a luxury beach retreat, income-producing investment, or incredible full-time residence, this property offers unmatched versatility. Opportunities to own a lagoon-to-golf view, oversized lot on the ocean side of Sea Pines are extraordinarily limited.Sea Pines at its finest - invest, enjoy, and build lasting value in one of the resort's most coveted ocean neighborhoods.

4 Beds ⋅ 5 Baths ⋅ 3,656 SqFt. ⋅ HILTONHEAD-505062 MLS

A rare Beach Lagoon opportunity in Sea Pines: second-row location on an oversized half-acre lot with serene lagoon views in the front and golf course views in the rear. Just steps to the beach bridge and an easy stroll to the Sea Pines Beach Club for dining, cocktails, and oceanfront living.This well-maintained 4-bedroom, 4.5 bath home features brick and wood floors, excellent bedroom separation, and a kitchen with granite countertops designed for entertaining. Each bedroom offers a private en-suite bath plus a convenient half bath for guests.Whether used as a luxury beach retreat, income-producing investment, or incredible full-time residence, this property offers unmatched versatility. Opportunities to own a lagoon-to-golf view, oversized lot on the ocean side of Sea Pines are extraordinarily limited.Sea Pines at its finest - invest, enjoy, and build lasting value in one of the resort's most coveted ocean neighborhoods.

28 W Beach Lagoon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$3,875,000

7 Bedrooms | Brand New Construction | Close Proximity to the Beach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside, soaring ceilings and abundant natural light frame an open-concept layout that feels both elevated and welcoming. The chef's kitchen anchors the home with high-end appliances including a gas range, dual dishwashers and refrigerators, a butler's pantry, designed for entertaining with ease. Multiple living areas, including a recreation room, reading nook, and private in-law suite with its own staircase, provide flexibility and privacy for every lifestyle. A private pool overlooks the golf course, while the patio and built-in outdoor kitchen create an ideal setting for morning coffee, relaxed afternoons, or evenings spent under the stars. The home's location within Sea Pines Resort places you minutes from the beach, Harbour Town Marina, the iconic lighthouse, Lawton Stables, world-class golf and tennis, and miles of leisure trails. Whether biking to the beach, or exploring everything Sea Pines has to offer, the lifestyle here is both convenient and exceptional. 34 Tupelo is a rare opportunity to own a brand-new luxury home in one of Hilton Head Island's most sought-after resort communities. This is where refined design, thoughtful spaces, and an unmatched setting come together seamlessly.

7 Beds ⋅ 7 Baths ⋅ 4,400 SqFt. ⋅ HILTONHEAD-504560 MLS

7 Bedrooms | Brand New Construction | Close Proximity to the Beach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside, soaring ceilings and abundant natural light frame an open-concept layout that feels both elevated and welcoming. The chef's kitchen anchors the home with high-end appliances including a gas range, dual dishwashers and refrigerators, a butler's pantry, designed for entertaining with ease. Multiple living areas, including a recreation room, reading nook, and private in-law suite with its own staircase, provide flexibility and privacy for every lifestyle. A private pool overlooks the golf course, while the patio and built-in outdoor kitchen create an ideal setting for morning coffee, relaxed afternoons, or evenings spent under the stars. The home's location within Sea Pines Resort places you minutes from the beach, Harbour Town Marina, the iconic lighthouse, Lawton Stables, world-class golf and tennis, and miles of leisure trails. Whether biking to the beach, or exploring everything Sea Pines has to offer, the lifestyle here is both convenient and exceptional. 34 Tupelo is a rare opportunity to own a brand-new luxury home in one of Hilton Head Island's most sought-after resort communities. This is where refined design, thoughtful spaces, and an unmatched setting come together seamlessly.

34 Tupelo Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,249,900

Experience Lowcountry living at its finest in this bright, airy home designed for seamless indoor-outdoor enjoyment. Expansive floor to ceiling windows and sliding doors flood the main living area with natural light while opening directly to the outdoor entertaining spaces. The gourmet kitchen features premium appliances, generous island seating, a cozy breakfast nook, and a separate formal dining area, perfect for both casual meals and elegant gatherings. Four bedrooms plus a versatile flex room provide plenty of space for family, guests, or a home office. Step outside to your private backyard oasis, complete with a saltwater pool and spa, spacious deck for al fresco dining, and lush landscaping that frames peaceful lagoon views. Ideally located just 1.2 miles from the beach and minutes from world class golf, tennis, and Harbour Town, this residence offers effortless indoor-outdoor living and a lifestyle rich with recreation.

4 Beds ⋅ 4 Baths ⋅ 2,922 SqFt. ⋅ HILTONHEAD-504552 MLS

Experience Lowcountry living at its finest in this bright, airy home designed for seamless indoor-outdoor enjoyment. Expansive floor to ceiling windows and sliding doors flood the main living area with natural light while opening directly to the outdoor entertaining spaces. The gourmet kitchen features premium appliances, generous island seating, a cozy breakfast nook, and a separate formal dining area, perfect for both casual meals and elegant gatherings. Four bedrooms plus a versatile flex room provide plenty of space for family, guests, or a home office. Step outside to your private backyard oasis, complete with a saltwater pool and spa, spacious deck for al fresco dining, and lush landscaping that frames peaceful lagoon views. Ideally located just 1.2 miles from the beach and minutes from world class golf, tennis, and Harbour Town, this residence offers effortless indoor-outdoor living and a lifestyle rich with recreation.

30 Plantation Drive, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$9,495,000

A custοm-built oсеanfrοnt hοmе that іѕ defined by excеptіonal craftsmanship and an enduring coastal presence located in the world-class Sea Pines community. Designed by architect Neil Gordon and built by Cambridge Builders, 52 Canvasback offers the best in oceanfront living. A welcoming entrance foyer with double height ceilings invites you to appreciate the coastal views and the beautifully-executed architectural details. The rich wood detailing, hardwood floors, extensive custom millwork, and two fireplaces complement the finely-crafted spaces. The open living, dining, and kitchen areas flow naturally for everyday living and entertaining, supported by a butler's pantry and separate laundry room. A first-floor primary suite and wood-paneled office offer privacy and convenience, while 3 oversized, en-suite bedrooms upstairs and an oceanfront balcony provide plenty of room for friends and family. An expansive oceanfront pool deck extends the living space outdoors, creating a natural backdrop for lasting memories in an idyllic setting. Beach access via a private beach walkway. Timeless design, thoughtful details, craftsmanship and a stunning oceanfront location make this home an exceptional opportunity. Bunk room plans for heated and conditioned storage room available in documents. All information in this listing is deemed reliable but is not guaranteed and should be verified by Purchaser.

4 Beds ⋅ 5 Baths ⋅ 4,025 SqFt. ⋅ HILTONHEAD-504472 MLS

A custοm-built oсеanfrοnt hοmе that іѕ defined by excеptіonal craftsmanship and an enduring coastal presence located in the world-class Sea Pines community. Designed by architect Neil Gordon and built by Cambridge Builders, 52 Canvasback offers the best in oceanfront living. A welcoming entrance foyer with double height ceilings invites you to appreciate the coastal views and the beautifully-executed architectural details. The rich wood detailing, hardwood floors, extensive custom millwork, and two fireplaces complement the finely-crafted spaces. The open living, dining, and kitchen areas flow naturally for everyday living and entertaining, supported by a butler's pantry and separate laundry room. A first-floor primary suite and wood-paneled office offer privacy and convenience, while 3 oversized, en-suite bedrooms upstairs and an oceanfront balcony provide plenty of room for friends and family. An expansive oceanfront pool deck extends the living space outdoors, creating a natural backdrop for lasting memories in an idyllic setting. Beach access via a private beach walkway. Timeless design, thoughtful details, craftsmanship and a stunning oceanfront location make this home an exceptional opportunity. Bunk room plans for heated and conditioned storage room available in documents. All information in this listing is deemed reliable but is not guaranteed and should be verified by Purchaser.

52 Canvasback Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

18 Oyster Catcher Road, Hilton Head Island

$6,999,000

Welcomе to your сοaѕtаl ѕanсtuаry in Sea Pinеs Rеsort-an exquisite 2ND ROW new-construction home designed for luxury living and / or exceptional rental potential. This 5-bedroom, 5.5-bath masterpiece offers approximately 3,669 heated square feet of finely crafted space, perfectly positioned on a 2nd-row homesite with STRONG OCEAN VIEWS and effortless access to the wide white sand beaches of Hilton Head Island.From the moment you enter, a private elevator and light-filled foyer set the tone for a home that blends coastal elegance with modern comfort. The open-concept main level showcases a chef's kitchen with premium appliances, custom cabinetry, and a large island that flows seamlessly into the dining and living areas-ideal for entertaining large groups or enjoying intimate family gatherings. Expansive windows and glass doors draw your eye outward to the ocean and to the resort-style outdoor living spaces.Step outside to your private oasis: an infinity-edge pool and spa that appear to melt into the horizon, framed by a spacious covered lanai and multiple porches. Enjoy al fresco dining, lounging, or watching the sunset by the outdoor fireplace-this home was designed to embrace indoor-outdoor living at its finest. Just steps away, a convenient beach path delivers you onto one of Hilton Head's most beautiful stretches of sand.Each of the six bedrooms is thoughtfully appointed with its own en-suite bath, offering comfort and privacy for owners and guests alike. Multiple primary suites, generous bunk or guest rooms, and carefully planned bath layouts make this home ideal for multi-generational living or high-occupancy vacation rentals. The half bath is perfectly positioned for pool and common-area use.Every detail was considered for both luxury and durability: high-end finishes, impact-rated windows and doors, designer lighting, and a floor plan optimized for today's coastal lifestyle. Ample storage, a ground-level drop zone for beach gear, and flexible gathering spaces ensure that the home is as functional as it is beautiful.

5 Beds ⋅ 6 Baths ⋅ 3,669 SqFt. ⋅ HILTONHEAD-500303 MLS

Welcomе to your сοaѕtаl ѕanсtuаry in Sea Pinеs Rеsort-an exquisite 2ND ROW new-construction home designed for luxury living and / or exceptional rental potential. This 5-bedroom, 5.5-bath masterpiece offers approximately 3,669 heated square feet of finely crafted space, perfectly positioned on a 2nd-row homesite with STRONG OCEAN VIEWS and effortless access to the wide white sand beaches of Hilton Head Island.From the moment you enter, a private elevator and light-filled foyer set the tone for a home that blends coastal elegance with modern comfort. The open-concept main level showcases a chef's kitchen with premium appliances, custom cabinetry, and a large island that flows seamlessly into the dining and living areas-ideal for entertaining large groups or enjoying intimate family gatherings. Expansive windows and glass doors draw your eye outward to the ocean and to the resort-style outdoor living spaces.Step outside to your private oasis: an infinity-edge pool and spa that appear to melt into the horizon, framed by a spacious covered lanai and multiple porches. Enjoy al fresco dining, lounging, or watching the sunset by the outdoor fireplace-this home was designed to embrace indoor-outdoor living at its finest. Just steps away, a convenient beach path delivers you onto one of Hilton Head's most beautiful stretches of sand.Each of the six bedrooms is thoughtfully appointed with its own en-suite bath, offering comfort and privacy for owners and guests alike. Multiple primary suites, generous bunk or guest rooms, and carefully planned bath layouts make this home ideal for multi-generational living or high-occupancy vacation rentals. The half bath is perfectly positioned for pool and common-area use.Every detail was considered for both luxury and durability: high-end finishes, impact-rated windows and doors, designer lighting, and a floor plan optimized for today's coastal lifestyle. Ample storage, a ground-level drop zone for beach gear, and flexible gathering spaces ensure that the home is as functional as it is beautiful.

18 Oyster Catcher Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

25 N Calibogue Cay Road, Hilton Head Island

$4,200,000

Stunning deep-water residence in Sea Pines features a private, oversized dock with a boat lift, offering unparalleled waterfront access. Spanning nearly 6,000 square feet, the open floor plan showcases breathtaking, unobstructed water views. The entertainer’s dream kitchen boasts a 60” Viking gas range, double stainless steel refrigerator, walk-in pantry, and a striking 12-foot granite bar complete with a wine cooler and ice maker. The outdoor living space features a circular driveway with pervious pavers, a resort-style private pool and hot tub, and a fire pit—all set within over 3,000 square feet of beautifully designed patio space. OSCREA

6 Beds ⋅ 6 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-450230 MLS

Stunning deep-water residence in Sea Pines features a private, oversized dock with a boat lift, offering unparalleled waterfront access. Spanning nearly 6,000 square feet, the open floor plan showcases breathtaking, unobstructed water views. The entertainer’s dream kitchen boasts a 60” Viking gas range, double stainless steel refrigerator, walk-in pantry, and a striking 12-foot granite bar complete with a wine cooler and ice maker. The outdoor living space features a circular driveway with pervious pavers, a resort-style private pool and hot tub, and a fire pit—all set within over 3,000 square feet of beautifully designed patio space. OSCREA

25 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of DOT REAL ESTATE.