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$3,450,000
ACTIVE Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 4,240 SqFt. ⋅ HILTONHEAD-511130 MLS ⋅ Blk F Palmetto Dunes SubDv.
Built in 2018 by May River Custom Homes, 24 Rum Row delivers luxury coastal living in a coveted Palmetto Dunes location, where high-end construction is notably enhanced with wide (11-mile) lagoon views, a private dock, and convenient beach access! Impressively designed and professionally decorated, this FIVE-bedroom retreat features wide-plank wood floors, 8' solid-core doors, coffered ceilings, upgraded lighting, a gas fireplace, multiple laundry rooms, and impressive open living spaces on both levels. The chef-style kitchen shines with quartz countertops, a large island, a professional gas range, a pot filler, a pantry, and current features/finishes. Seamless indoor/outdoor living includes a large (screened) porch, private swimming pool, a covered poolside kitchen with a Napoleon grill, outdoor lounging/dining areas, and tranquil pool-to-lagoon views. High Quality throughout, numerous coastal-inspired finishes, a double garage, strong rental appeal, and offered fully furnished.

24 Rum Row, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,029,000
ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,244 SqFt. ⋅ HILTONHEAD-510241 MLS ⋅ Palmetto Hall Plantation SubDv.
Spacious two story home (3,244sf) on large private lot located in a quiet cul-de-sac. Opportunity awaits to create your own loving home or investment property. Grand two story living room with fireplace, private study with oversized screened porch. Two zone heating and air conditioning, long expansive driveway, oversized two car garage, mature landscaping with live oaks draped in Spanish Moss. Palmetto Hall is a private gated community with two available 18 hole championship golf courses. Palmetto Hall Amenities include Southern style clubhouse, olympic size swimming pool, tennis/pickleball courts, sports field and a 100-acre nature preserve

10 Stonewall Circle, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$2,500,000
ACTIVE Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 2,869 SqFt. ⋅ HILTONHEAD-511247 MLS ⋅ Ocean Point SubDv.
Experience the quintessential beachside lifestyle in this residence reminiscent of historic, coastal cottages of years past. The home's interior wraps you in rich character with washed pine walls, crisp painted wood ceilings, and beautifully refinished pine floors, striking balance between nostalgic coastal elegance and modern sophistication. The heart of the home kitchen appointed with 6-burner Viking gas cooktop, convenient refrigerator drawers, a warming drawer, wine cooler and spacious pantry. Included are stone countertops and island with bar seating, open to Great Room and Carolina Room/Dining overlooking water view. Split-floorplan prioritizes privacy with the Owners ensuite and lounge occupying one wing overlooking the water view separated by a gallery hallway leading to two private guest ensuites in separate wing. Enjoy peace of mind with updated operating systems including backup whole-house generator, newer HVAC and ductwork, tankless water heater, new plumbing pipes, young roof & spray foam insulation beneath main floor. Exterior painted within the last 4 years and features high-end permeable driveway & walkway pavers, blending curb appeal with eco-friendly design. Just an easy, short stroll away from two community pools and the sandy shore, this home offers move-in-ready, oceanside living at its finest!

31 Ocean S Point, Hilton Head Island

Listing courtesy of Charter One Realty.

$6,295,000
ACTIVE Status ⋅ 6 Beds ⋅ 8 Baths ⋅ 4,247 SqFt. ⋅ HILTONHEAD-510633 MLS ⋅ Singleton Beach SubDv.
Experience the pinnacle of oceanfront luxury with endless, unobstructed views of the Atlantic Ocean from this spectacular beachfront retreat on Singleton Beach. Perfectly positioned on one of Hilton Head Island's most coveted stretches of shoreline, this exceptional residence (remodeled in 2021) captures breathtaking eastern sunrises, panoramic coastline views, and the soothing sound of waves gently rolling onto the beach.Designed for effortless coastal living, this fully furnished, turnkey home spans three beautifully appointed levels and features six spacious bedrooms and seven and one-half bathrooms. The open-concept main living area is thoughtfully designed for gathering and entertaining, seamlessly connecting the gourmet kitchen, dining area, and expansive great room with breathtaking Atlantic Ocean views.Outdoor living is equally exceptional. A private oceanfront pool with an elevated sun deck overlooks the beach, creating the perfect setting for entertaining or quiet relaxation. Covered balconies on every level invite you to enjoy sweeping ocean vistas and refreshing coastal breezes, while a private boardwalk provides direct access to the pristine white sands of Singleton Beach.Thoughtfully designed for both comfort and convenience, the home also features an elevator serving all three levels, an oversized garage, abundant storage, and a spacious secondary living room that offers the perfect gathering space for family and guests.Whether envisioned as a primary residence or an extraordinary coastal retreat, this remarkable property presents a rare opportunity to own one of Hilton Head Island's premier oceanfront homes.Life on Singleton Beach is defined by natural beauty, tranquility, and effortless recreation. Enjoy more than 12 miles of pristine sandy beaches, spectacular Atlantic sunrises, refreshing ocean breezes, and all the world-class amenities that have made Hilton Head Island one of America's most celebrated coastal destinations. Every sunrise over the Atlantic reminds you that this is more than a home-it's one of Hilton Head Island's most extraordinary oceanfront experiences.

10 Collier Beach Road, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$2,850,000
ACTIVE Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 3,220 SqFt. ⋅ HILTONHEAD-510715 MLS ⋅ Fish Haul SubDv.
Welcome to your dream coastal retreat on Hilton Head Island. Nestled in the highly sought-after Hammock Breeze community, this stunning like-new waterfront home offers an unparalleled blend of luxury, convenience, and breathtaking natural beauty. Breathtaking views of the Atlantic Ocean and Port Royal Sound call to you from multiple expansive porches, while a newly built, private, secured walkway provides direct access to the pristine shores of Fish Haul Beach, one of the island's most beautiful waterfront parks.Inside, high-end touches and sophisticated craftsmanship abound across five spacious bedrooms and four elegant bathrooms. The newly refreshed interior features custom cabinetry in the kitchen and baths, deluxe flooring throughout, and cozy fireplaces that add warmth to the living room, family room, and bedrooms. On the lower level, a large and flexible tech/exercise room adapts effortlessly to your lifestyle, whether you envision a high-tech media hub, home office, or private gym. Complete with a brand-new back porch added in 2026, a spacious two-car garage, and a private elevator for ultimate convenience, this estate delivers the pinnacle of luxury waterfront living. This is the perfect home for beach lovers or investors looking for excellent short-term rental income.

34 Hammock Breeze Way, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$7,950,000
ACTIVE Status ⋅ 7 Beds ⋅ 5 Baths ⋅ 6,034 SqFt. ⋅ HILTONHEAD-510860 MLS ⋅ Red Cardinal SubDv.
One of the finest oceanfront residences in Sea Pines, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

21 Red Cardinal Road, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$4,495,000
ACTIVE Status ⋅ 6 Beds ⋅ 7 Baths ⋅ 3,702 SqFt. ⋅ HILTONHEAD-510711 MLS ⋅ Tee Rd9 SubDv.
LOVE AT FIRST SIGHT! Welcome to 5 Junket, a stunning coastal estate nestled on a premier second-row homesite in one of the most coveted locations within Palmetto Dunes, where timeless coastal elegance, modern luxury, and extraordinary beach access come together to create a home families treasure for generations. Rarely does a property capture everything buyers envision when they dream of owning on Hilton Head Island. Just steps from the beach and beautifully reimagined from top to bottom, this is a home where mornings begin with a walk on the sand, afternoons unfold around the pool, and family and friends gather year after year to create memories that last a lifetime. Offering six bedrooms, six-and-a-half baths, expansive indoor and outdoor living spaces, and extensive recent renovations, the home lives as comfortably as it entertains. Whether enjoyed as a full-time residence, a cherished second home shared with family and friends, or a luxury beach retreat with an exceptional rental history, 5 Junket delivers a lifestyle that has become increasingly difficult to find and nearly impossible to recreate.

5 Junket, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$1,240,000
ACTIVE UNDER CONTRACT Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,855 SqFt. ⋅ HILTONHEAD-510706 MLS ⋅ Indigo B SubDv.
60 Wedgefield Drive presents a rare opportunity to own a beautifully renovated home on one of the premier homesites within the highly sought-after Golden Bear community of Indigo Run. Offering extensive upgrades, one of a kind golf course views, and exceptional value, this residence embodies the best of Hilton Head Island living. Thoughtfully updated throughout, the home showcases a stunning renovated kitchen, beautifully remodeled bathrooms, updated lighting, new flooring, fresh interior and exterior paint, brand-new garage doors, and an epoxy-coated garage floor. The professionally redesigned landscaping further enhances the home's curb appeal and outdoor living experience. A particularly valuable improvement-rarely found in today's market-is the complete replacement of the windows, providing enhanced energy efficiency, improved comfort, and long-term peace of mind for future owners. Meticulously maintained and truly move-in ready, this turnkey residence enjoys sweeping panoramic views across the 13th, 14th, and 15th holes of the Golden Bear Golf Course. Replicating a homesite with this appeal, combined with the extensive renovations already completed, would be both challenging and costly in today's market. Ideally situated just minutes from shopping, dining, and everyday conveniences, and only a short drive from Hilton Head Island's renowned Atlantic beaches, this exceptional property offers an unmatched combination of location, lifestyle, and value. Whether you're seeking a primary residence, vacation retreat, or investment in one of the island's most desirable communities, 60 Wedgefield Drive is an opportunity not to be missed. Several photos are virtually staged. Seller to provide a $52,800 credit towards the 2 remaining upgrade items.

60 Wedgefield Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,699,000
ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,670 SqFt. ⋅ HILTONHEAD-510689 MLS ⋅ Jonesville Road SubDv.
A rare blend of craftsmanship, privacy, and deep-water access, this custom 3BD/2.5BA Southern Coastal home delivers the ultimate Lowcountry waterfront lifestyle. Positioned on a private, estate style lot, the property offers sweeping water views, refined coastal architecture, and direct access to the Intracoastal via your own private dock. Inside, the home features an open, light filled layout designed to frame the water from every angle. A chef's kitchen anchors the main living space with custom cabinetry, premium appliances, and an oversized island ideal for entertaining. A elevator is located on each floor for convenience.Vaulted ceilings, designer finishes, and expansive glass doors create a seamless connection to the outdoors. Spacious walk-in pantry a plus! The primary suite is a private retreat with panoramic water vistas, spa inspired bath, and generous walk-in closet. Two additional guest suites upstairs provide comfort and privacy for family or visitors. Every detail-from millwork to materials-reflects thoughtful design and elevated craftsmanship. Step outside to the covered screened in porch, lush landscaping, fenced in backyard with a firepit. Find a private dock which is perfect for boating, paddleboarding, fishing, or sunset cruising. With deep water access, this property offers the rare ability to enjoy the water. This is coastal living at its finest - Private, refined, and built for those who want a true connection to the water and Southern style living!

12 Creek Cove Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,449,000
ACTIVE UNDER CONTRACT Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 2,500 SqFt. ⋅ HILTONHEAD-510645 MLS ⋅ Greenwood Forest SubDv.
Experience the ease of the Sea Pines lifestyle in this beautifully updated Greenwood Forest retreat, where soaring ceilings, walls of glass, and a private wooded setting create a home that feels both spacious and serene. Tucked away on a quiet cul-de-sac, this light-filled 4-bedroom, 3-bath home offers exceptional indoor-outdoor living in one of Sea Pines' most convenient locations. Multiple gathering spaces flow seamlessly together, creating a layout equally suited for everyday living and entertaining. The heart of the home is the stunning kitchen, completely renovated in April 2026. Thoughtfully designed with expansive quartz countertops, abundant cabinetry, a large center island, stainless steel appliances, beverage cooler, and generous workspace, it balances style and function beautifully. Whether hosting friends or enjoying a quiet morning before a day at the beach, this is a space designed to bring people together. Just beyond, the spectacular sunroom serves as the home's signature gathering space. Framed by dramatic windows and vaulted ceilings, it captures peaceful views of the private backyard while flooding the interior with natural light. Morning coffee, afternoon reading, evening conversations-this is the space you'll find yourself drawn to again and again. Outdoor living is equally inviting. An expansive deck, hot tub, mature landscaping, and private wooded backdrop create a setting that feels worlds away while remaining remarkably convenient to everything Sea Pines has to offer. Greenwood Forest's central location is one of its greatest advantages. Residents enjoy access to the private community pool, miles of leisure trails, and a dedicated pathway to Sea Pines Center for coffee, lunch, shopping, and everyday conveniences. Harbour Town, golf, tennis, dining, and the beach are all just a short bike ride away. Whether you're searching for a primary residence, second home, or investment property, this thoughtfully updated home delivers the privacy, convenience, and lifestyle that make Sea Pines one of Hilton Head Island's most sought-after communities.

8 Pine Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$4,495,000
ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 4,074 SqFt. ⋅ HILTONHEAD-510566 MLS ⋅ Hickory Forest SubDv.
Truly an iconic landmark residence along the shores of the Port Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the Lowcountry. Designed by one of Hilton Head's most notable architects, the home features four spacious bedrooms, each with en suite baths, along with sweeping sunrise vistas across the Sound from every room within. The open and thoughtfully designed floor plan now includes a newly expanded and reimagined ground-floor owner's suite. This private retreat with effortless main-level living is in immaculate turn-key condition, including the newly redesigned pool and spa. The gourmet kitchen is appointed to satisfy the most discerning chef, while poolside dining beneath the screened lanai promises year-round alfresco entertaining. The nearby Hickory Forest beachwalk offers direct access to the natural beach and is sure to become a cherished destination for the future owner of 6 Herring Gull.

6 Herring Gull Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$1,995,000
ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,301 SqFt. ⋅ HILTONHEAD-510509 MLS ⋅ Blk B Palmetto Dunes SubDv.
Welcome to 151 Mooring Buoy, a classic Palmetto Dunes beach home offering the ideal blend of coastal charm, rental potential, and unbeatable proximity to the Atlantic Ocean! Located just four rows from the ocean, this 3-bedroom, 3-bath property sits on a serene lagoon and features its own private heated pool, creating the perfect setting for relaxation, entertaining, or short-term rental income. Inside, the home offers a bright, open layout with soaring ceilings, abundant natural light, and comfortable gathering spaces. The kitchen and living areas flow seamlessly to the outdoor deck and pool, making indoor-outdoor living effortless. Each bedroom is generously sized, including an inviting primary suite with peaceful lagoon views. The lagoon-front setting provides a tranquil backdrop for morning coffee, kayaking, or simply enjoying the wildlife that makes Palmetto Dunes so special. With strong rentals on the books already, a premier location, and room to update or expand, this property is an exceptional opportunity and value for both personal enjoyment and long-term investment.

151 Mooring Buoy, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$3,295,000
ACTIVE Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 5,019 SqFt. ⋅ HILTONHEAD-510120 MLS ⋅ Tl/P1 SubDv.
Welcome to 9 Promontory Court. This remarkable 5-bedroom, 5-bath residence enjoys a coveted location overlooking multiple holes of the George Fazio Golf Course, complemented by panoramic views of Palmetto Dunes' iconic 11-mile lagoon system. With remarkable craftsmanship and design, the home offers thoughtful entertaining spaces balanced by intimate guest retreats, creating an ideal blend of elegance and comfort. The open-concept kitchen serves as the heart of the home and multiple living spaces allow for optimal entertaining for both small and large gatherings. Beautifully crafted, high-end details elevate every room, including soaring ceilings, custom millwork, and floor-to-ceiling windows that bathe the home in natural light and showcase the stunning golf and lagoon landscape beyond. An elevator provides effortless access throughout the residence. Step outside to experience true Lowcountry living. Relax in the heated pool and spa, entertain effortlessly across expansive covered and uncovered outdoor living spaces, and gather around the newly installed outdoor fireplace for cozy evenings under the stars. Launch a kayak or boat from your private dock to explore the tranquil lagoon and fish for redfish, tarpon, and stripers. Offering exceptional privacy, peaceful water views, and beach access just minutes away, this remarkable property embodies the very best of Hilton Head luxury living.

9 Promontory Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$6,995,000
ACTIVE Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 4,655 SqFt. ⋅ HILTONHEAD-510012 MLS ⋅ Hhbs 2 SubDv.
Exceptional Nantucket-inspired oceanfront luxury on coveted Dune Lane in North Forest Beach! Rarely does an opportunity like this come along-an extraordinary 5-bedroom, 5-bath, 2 half-bath coastal retreat that has never been rented and has been lovingly enjoyed as a private family getaway. Offered fully furnished and move-in ready, this stunning oceanfront home is ready for immediate enjoyment. Thoughtfully designed for entertaining and effortless coastal living, this beautifully updated home showcases timeless architecture, hardwood floors throughout, elegant coffered ceilings, and walls of windows designed to capture breathtaking ocean views. The stunning chef's kitchen serves as the heart of the home with sea glass granite countertops, gas range and oven, updated appliances, and generous gathering spaces ideal for hosting family and friends. Designed with comfort and flexibility in mind, the home features primary suites on both the first and second floors along with spacious guest accommodations throughout. Expansive oceanfront decks on both levels create the perfect setting for morning coffee, evening cocktails, and endless views of the sandy shoreline and Atlantic Ocean. Outside, enjoy your private oceanfront oasis complete with a sparkling pool, direct beach access, and abundant covered parking and storage below. Whether you envision a private family compound, luxury second home, or exceptional investment opportunity, the strong rental potential provides flexibility for years to come. Located in the heart of North Forest Beach, this premier location places you just moments from Coligny's shops, restaurants, entertainment, and activities while offering the exclusivity and prestige that make Dune Lane one of Hilton Head Island's most sought-after oceanfront addresses. Timeless Nantucket-inspired design. Unrivaled oceanfront living. The beach house generations dream about owning.

77 Dune Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,300,000
ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 7,324 SqFt. ⋅ HILTONHEAD-509253 MLS ⋅ Sparwheel SubDv.
Custom waterfront estate in the prestigious gated community of Windmill Harbour, home of the South Carolina Yacht Club, offering an exceptional Lowcountry boating lifestyle. Situated on 2 harbor-front lots with 2 private 70' boat slips, this custom residence was designed for luxury living and entertaining. Expansive open spaces, soaring ceilings, fireplaces, and multiple balconies capture stunning water views throughout. The main level features the primary suite, private office, formal dining room, spacious living areas, and a chef's kitchen with premium appliances. The 4th bedroom above the 3-car garage offers flexible use as a guest suite, media room, exercise space, or mother-in-law suite. Room for a custom pool and outdoor kitchen. Convenient to Bluffton, Savannah, golf, dining, and beaches.

34 Sparwheel Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,175,000
ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 2,600 SqFt. ⋅ HILTONHEAD-509808 MLS ⋅ Ashton Cove SubDv.
Experience breathtaking sunsets, panoramic marsh and deepwater views, and exceptional outdoor living from this one-of-a-kind custom home in Ashton Cove, an exclusive gated community of just 88 homes on Hilton Head's desirable South End. Ideally located near the beach, Cross Island Parkway, golf, parks, shopping, dining, and miles of leisure trails, this hidden gem offers the perfect blend of privacy, convenience, and coastal living.Designed to maximize spectacular views of Broad Creek, Calibogue Sound, and the ever-changing marsh landscape, this custom residence features 4 bedrooms, 3.5 baths, and quality finishes throughout. Outdoor living takes center stage with four covered porches and decks, including three expansive rear decks overlooking the marsh and water. Enjoy outdoor televisions, firepit gathering areas, and a top-level covered deck featuring a vaulted tongue-and-groove ceiling, outdoor bar, and spiral staircase. Whether enjoying morning coffee, entertaining guests, or taking in unforgettable Lowcountry sunsets, every space showcases the beauty of the surrounding landscape.The ground level offers a climate-controlled two-car garage, spacious recreation/game room with custom bar, flexible office or fitness room, abundant storage, and half bath. Outside, a covered tiled patio, custom paver gathering area, and wood-burning firepit sit directly along the marsh.The main living level features an open-concept design with heart pine flooring, abundant natural light, and stunning views. The updated kitchen includes quartz countertops, refinished cabinetry, center island cooktop, and pendant lighting. The family room offers custom built-ins, a gas fireplace, and access to a covered porch overlooking the water. A guest bedroom and full bath complete this level.Upstairs, the primary suite features vaulted ceilings, dual closets, private deck access, and an updated bath with custom tile, walk-in shower, and double vanity. Two additional bedrooms share a beautifully updated hall bath, while a dedicated office provides an ideal work-from-home space with inspiring views. A laundry room completes the level.Recent improvements include exterior painting, new aluminum railings, composite decking, and updated exterior pavers. Ashton Cove amenities include a pool, tennis courts, pickleball courts, playground, and beautifully maintained grounds.A rare opportunity to enjoy some of Hilton Head's most captivating marsh and water views in a truly exceptional custom home.

22 Ashton Cove Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$8,995,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,837 SqFt. ⋅ HILTONHEAD-510013 MLS ⋅ Ruddy Turnstone SubDv.
Positioned directly on the Atlantic Ocean within the prestigious 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.

$1,825,000
ACTIVE UNDER CONTRACT Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,622 SqFt. ⋅ HILTONHEAD-508280 MLS ⋅ Seabrook Landing SubDv.
Step into exceptional Lowcountry living at this timeless 3,622-square-foot custom residence. Designed for both effortless entertaining and everyday comfort, the home boasts four spacious bedrooms, four-and-a-half baths, and high-quality craftsmanship throughout. Large windows flood the generous living spaces with natural light, highlighting the thoughtful design and drawing the eye out to your own private pool oasis. Every detail has been curated to create a seamless flow from the welcoming interiors to the beautiful outdoor living spaces. The property is perfectly situated within Seabrook Landing, an intimate waterfront enclave of just 33 homes tucked behind the gates of Hilton Head Plantation. This exclusive neighborhood grants you the rare luxury of a private community pool and a deep-water dock-perfect for sunset strolls, fishing, or simply taking in the coastal breeze. Beyond this quiet retreat, a world-class lifestyle awaits. You have full access to the plantation's phenomenal amenities, including miles of shaded leisure trails, four golf courses, top-tier tennis and pickleball facilities, a deep-water marina, and Port Royal Sound beach access. Whether you are seeking a primary residence or a luxurious island getaway, this home presents a rare opportunity to experience Hilton Head at its finest.

34 Seabrook Landing Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,475,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 4,421 SqFt. ⋅ HILTONHEAD-509561 MLS ⋅ Palmetto Hall Plantation SubDv.
Discover this exceptional custom-built property in the prestigious gated community of Palmetto Hall on Hilton Head Island. This spacious 5-bedroom, 5.5-bath home offers approximately 4,421 square feet of refined living space and an exceptional floor plan that includes two versatile bonus rooms, perfect for a home office, media room, gym, or additional guest suite. Built in 2006 on a generous lot with water and golf views, the residence features high-end appliances including a convection oven, wine cooler, warming drawer, and trash compactor. The interior impresses with elegant tray ceilings, smooth finishes, an expansive eat-in kitchen, formal living and dining rooms, multiple family areas, a main-level master suite with a lavish bath, abundant natural light, and a seamless flow perfect for both comfortable living and elegant entertaining. Additional practical features include extra washer and dryer hookups located in the mudroom leading to the garage, as well as secondary laundry hookups in the garage. The home also features a dedicated golf cart garage and is conveniently close to the golf cart gate, where you can reach one of the world famous Hilton Head beaches by golf cart in just 5 minutes. Palmetto Hall offers a true resort-style lifestyle with optional membership to the private club featuring two renowned 18-hole championship golf courses (Arthur Hills and Robert Cupp), a clubhouse, a junior Olympic pool, tennis/pickleball courts, and scenic nature preserves. This private, residential-focused community provides 24/7 security, golf cart paths, and a welcoming neighborhood atmosphere on the north end of the island. Quality, location, and value make this a rare opportunity for luxury coastal living in one of Hilton Head's most sought-after communities.

3 Chestnut Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$6,500,000
ACTIVE Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-509318 MLS ⋅ Brams Point SubDv.
There is a particular kind of home that reveals itself slowly. That earns your attention rather than demanding it. 12 Brams Point Road is that home. Set on one and a half acres along the Calibogue Sound within the exclusive enclave of Spanish Wells, this is one of Hilton Head Island's true deep-water residential positions. Spanish Wells is not a club-centric community. It is one that values privacy, quality of life, and living by the water. A sandy beach at the water's edge and the optional Spanish Wells Club, with its walking 9-hole course, Har-Tru tennis, pickleball, and waterside clubhouse, are simply there for those who want them. The first chapter belongs to a world-renowned transplant surgeon and his wife, who conceived and built this home under their own exacting supervision, with the precision and uncompromising standard that defines a life spent at the highest level of human endeavor. Among the things they built into it from the start: a geothermal HVAC system, at a moment when very few residential builders were thinking that far ahead. The second chapter belongs to a noted art collector and architecture connoisseur who knew precisely what this home was when he found it, and precisely what it needed. He did not renovate it. He completed it, adding the Havana deck, the infinity edge spilling into a dedicated lap pool below, the fully screened outdoor great room with fireplace and full kitchen, and the layers of landscape that make the privacy here feel effortless and absolute. In 2023, the geothermal system was completely replaced and upgraded to the newest available filtration technology, producing hospital-quality air throughout. A standard that, across two ownerships, was never incidental. Five bedroom suites, each with its own private view of water or gardens. Gallery walls throughout. A layout open, connected, and completely private. A dock permit in hand. Traded once, in 2018. Offered now for only the second time. Come home to 12 Brams Point.

12 Brams Point Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$2,100,000
ACTIVE Status ⋅ 5 Beds ⋅ 4 Baths ⋅ 3,214 SqFt. ⋅ HILTONHEAD-509680 MLS ⋅ Canvasback SubDv.
GREAT NEW PRICE $2,100,000! Rare opportunity to own a 5-bedroom beach-oriented home in the coveted Sea Pines community, offering the perfect combination of coastal lifestyle, exceptional versatility, and outstanding investment potential. Located just a short walk to one of Hilton Head Island's most desirable stretches of beach, this spacious property is ideally suited as a primary residence, luxury second home, or high-demand vacation rental.Designed with an inverted floor plan to maximize natural light and privacy, the home offers exceptional sleeping capacity for large families and guests, making it especially attractive for those seeking strong rental income potential. The private fenced pool creates the ideal outdoor retreat for relaxing after a day at the beach, while an upper deck, a screened porch, and generous gathering spaces make entertaining effortless.Lovingly maintained by only its second owner, the home features spacious living areas, vaulted ceilings, skylights, built-ins, a fireplace, dumbwaiter, and a light-filled den that adds flexibility for additional living or work-from-home space.Positioned near the Sea Pines Ocean Gate for easy access in and out of the community, this location places you approximately one mile from Coligny Beach and one mile to the Sea Pines Beach Club - right in the heart of one of Hilton Head's strongest vacation rental corridors.

18 Canvasback Road, Hilton Head Island

Listing courtesy of Engel & Volkers.

$1,650,000
ACTIVE Status ⋅ 6 Beds ⋅ 4 Baths ⋅ 3,239 SqFt. ⋅ HILTONHEAD-509596 MLS ⋅ Sandcastles By The Sea SubDv.
Folly Field rental machine built in 2020! Popular Wilmington floorplan. Sandcastles by the Sea is an ocean-oriented gated community approximately 780 yards to the beach! This 6-bedroom, 4 Full bath home has an open floor plan and is perfect for large groups on vacation! The elevator serves the garage and all three floors above. Ride from the private heated in-ground pool to the top floor that has a 3D Projection Movie Theater with 120 inch screen! All theater electronics included. Luxury Vinyl Plank (LVP) throughout, epoxy garage floor, 220 Volt Level 2 EV car charger, and a large paver patio with hot tub! Kids bunk room complete with 4 arcade machines. Sold fully furnished. Sleeps 22. Great opportunity for a primary home, secondary home or investment property! Currently on the Short Term Rental Market.

83 Sandcastle Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,775,000
ACTIVE UNDER CONTRACT Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,200 SqFt. ⋅ HILTONHEAD-509335 MLS ⋅ Palmetto Hall Plantation SubDv.
Experience Lowcountry luxury in this stunning new construction transitional farmhouse located on a quiet cul-de-sac in the highly sought-after Palmetto Hall community. Perfectly positioned on a beautiful .38-acre golf course homesite, this thoughtfully designed 4-bedroom, 3.5-bath residence offers approximately 3,200 heated square feet with exceptional bedroom separation and an open-concept floor plan ideal for both everyday living and entertaining.Inside, vaulted ceilings and abundant natural light create a bright, airy atmosphere throughout the main living spaces. The chef's kitchen features a large center island, premium finishes, and seamless flow into the dining and great room areas anchored by a cozy indoor fireplace. There is also a walk in pantry and scullery for additional functionality. A spacious mud room and attached 2-car garage provide added convenience and functionality.Outdoor living takes center stage with a welcoming covered front porch, screened porch, expansive entertaining spaces, outdoor fireplace, and fully equipped outdoor kitchen overlooking the golf course. Whether hosting guests or enjoying a quiet evening at home, this property was designed to embrace the best of indoor-outdoor Lowcountry living.Residents of enjoy access to two championship 18-hole golf courses, community pool, tennis amenities, and a premier gated lifestyle just minutes from Hilton Head Island's beaches, dining, and shopping. There is also a community side gate to take your private golf cart to the beach.

4 Gordonia Tree Court, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,300,000
ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,266 SqFt. ⋅ HILTONHEAD-509024 MLS ⋅ Tk/P1 SubDv.
Welcome to 1 Sutherland Court, an exceptional ocean-oriented retreat on a prime corner lot in the Inverness Section of Palmetto Dunes. Framed by ancient live oaks, swaying palms, and lush mature landscaping, this thoughtfully updated home delivers coastal elegance and generous living spaces just a short stroll from the beach.Soaring cathedral ceilings and a dramatic wall of windows and French doors flood the great room with natural light, while the floor-to-ceiling stone fireplace anchors the space with warmth and character. The gourmet kitchen impresses with light maple cabinetry, quartzite and granite countertops, a large island with seating for four, glass tile backsplash with under-cabinet lighting, stainless double wall ovens, French-door refrigerator, separate cooktop, and a dedicated pantry. The adjacent formal dining room seats ten or more with garden views on three sides.Four bedrooms are spread across two floors to accommodate family and guests with ease. The primary suite features a spa-inspired bath with double vanity, marble soaking tub, frameless glass shower, and separate water closet. A second main-floor bedroom offers ideal flexibility as a guest suite with its own private bath. Upstairs, two large vaulted bedrooms with wide-plank flooring and signature peaked gable windows share a well-appointed en-suite bath - one room currently configured with a king bed and bunk beds, perfect for families.Outside, a freeform heated pool and spacious paver patio create a private retreat shaded by mature trees. An oversized two-car garage, dedicated laundry room, walk-in attic with expansion potential, new roof (2021), and new HVAC (2020) round out this turnkey, move-in and rental-ready gem.

1 Sutherland Court, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,295,000
ACTIVE Status ⋅ 7 Beds ⋅ 5 Baths ⋅ 3,246 SqFt. ⋅ HILTONHEAD-509321 MLS ⋅ Holiday Homes SubDv.
Brand-new 7-Bedroom, 4.5 Bath Hilton Head Island home with private pool, and elevator to all floors. This spacious luxury home features 10-foot ceilings on the main level, and in the primary suite, 9-foot ceilings upstairs, wide-plank flooring, a hand-hewn exposed beam ceiling from reclaimed wood, an electric fireplace, and a grand staircase with a chandelier. The chef's kitchen includes quartz countertops, built-in wine chiller, Forno gas double oven and stove, Forno double refrigerator/freezer combo, stainless appliances, and oversized island. Dual sliders open from the living room to a huge covered balcony. The home offers two laundry areas, a first-floor primary suite with dual vanities, four bedrooms upstairs, two additional garage-level bedrooms, and an oversized garage. Enjoy an in-ground private pool, large side yard, and generous spacing from neighboring homes. Ideal as a primary residence, second home, or investment property. Listed price is for the real property only. Turnkey Pottery Barn furniture package available for separate purchase by bill of sale.

37 Oleander Street, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$2,790,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,596 SqFt. ⋅ HILTONHEAD-508201 MLS ⋅ Wexford W SubDv.
Behind a private gated entrance framed by illuminated live oak lined drive, this exceptional Wexford estate offers over 5,500 square feet of refined living. This Lowcountry estate embodies timeless elegance and is truly one of a kind. A dramatic foyer with soaring arched windows welcomes you to beautifully appointed spaces, including a library, formal and casual living areas, multiple en-suite ample sized bedrooms, and a newly remodeled kitchen. Thoughtful details such as an elevator, Brazilian hardwood floors, fireplaces, and expansive porches enhance everyday living. Outdoors, enjoy a resort-style pool, covered entertaining spaces, and a private courtyard setting. Complete with a four-car garage and access to Wexford's world-class golf, marina, tennis, pickleball, dining, and club amenities. This home is an exceptional offering within one of Hilton Head Island's most prestigious communities.

29 Oxford Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$5,499,800
ACTIVE Status ⋅ 5 Beds ⋅ 5 Baths ⋅ 4,563 SqFt. ⋅ HILTONHEAD-508634 MLS ⋅ Overlook Ext SubDv.
Designed for those who love to entertain with purpose and elegance, this custom-built seaside home on a rare 0.77-acre lot offers an unmatched relaxed lifestyle both inside and out. Purposely designed by philanthropic owners, the home's open layout including dual sided fireplace effortlessly accommodates private gatherings and charitable galas for 50+ seated guests-flowing smoothly from indoor living spaces to the expansive, light-filled rear veranda. At the heart of the home, a chef's kitchen features a custom wenge wood-top island flanked by durable finished upper tier cabinetry and a massive butler's pantry built to handle full-service catering or intimate family dinners with equal ease. The outdoor sanctuary continues the theme of year-round hospitality, featuring a screened porch with a cozy fireplace, a custom boardwalk, and a climate-controlled heated and chilled pool for seasonal comfort. Two primary ensuites-conveniently situated on both the main and second levels-provide ultimate privacy and flexibility for hosting overnight guests or multi-generational family living. From grand philanthropic events beneath the veranda to quiet mornings on the shoreline, this home embodies the very best of Port Royal coastal living. Click the video link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,875,000
ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,547 SqFt. ⋅ HILTONHEAD-507940 MLS ⋅ Sawgrass SubDv.
Nestled in a spectacular tidal marsh setting at the end of a peaceful cul-de-sac, meticulously maintained home boasts over 3,500 sq ft living space w/open floor plan. Featuring hardwood bamboo floors, this spacious residence includes 4BD & 4.5BA. Large master suite offers an expansive bedroom & luxurious bathroom. Main floor is highlighted by soaring 12-ft ceilings, adding a sense of openness & grandeur to the space and gas fireplace. Complete w/access to a community pool and a beach club-perfect for relaxing or enjoying the water views. Ideal retreat for those seeking both luxury and privacy, with natural beauty surrounding every corner.

24 Tabby Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$2,295,000
ACTIVE Status ⋅ 7 Beds ⋅ 5 Baths ⋅ 3,246 SqFt. ⋅ HILTONHEAD-506962 MLS ⋅ Holiday Homes SubDv.
Brand-new 7-Bedroom, 4.5 Bath Hilton Head Island home with private pool, and elevator to all floors. This spacious luxury home features 10-foot ceilings on the main level, and in the primary suite, 9-foot ceilings upstairs, wide-plank flooring, a hand-hewn exposed beam ceiling from reclaimed wood, an electric fireplace, and a grand staircase with a chandelier. The chef's kitchen includes quartz countertops, built-in wine chiller, Forno gas double oven and stove, Forno double refrigerator/freezer combo, stainless appliances, and oversized island. Dual sliders open from the living room to a huge covered balcony. The home offers two laundry areas, a first-floor primary suite with dual vanities, four bedrooms upstairs, two additional garage-level bedrooms, and an oversized garage. Enjoy an in-ground private pool, large side yard, and generous spacing from neighboring homes. Ideal as a primary residence, second home, or investment property. Listed price is for the real property only. Turnkey Pottery Barn furniture package available for separate purchase by bill of sale.

35 Oleander Street, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$1,799,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 3,965 SqFt. ⋅ HILTONHEAD-507573 MLS ⋅ Bear Creek SubDv.
Welcome to 6 Wild Turkey Run, a stunning Lowcountry home, completely reimagined, nestled in the desirable Hilton Head Plantation. This exceptional residence features 5 bedrooms, 4 full bathrooms, and 2 half baths, offering nearly 270-degree sweeping views of the marsh and saltwater creek from almost every room: Kayak or fish out of your backyard. The home has been meticulously renovated down to the studs. Every major system has been replaced, including all-new electrical wiring, plumbing, spray foam insulation, and HVAC systems. The exterior has been transformed with fresh board-and-batten & hardcoat stucco siding, complemented by beautiful tabby stucco accents and a new tabby/oyster paver driveway. Essentially, everything is brand new. Inside, abundant natural light floods the thoughtfully redesigned spaces, perfectly blending contemporary comfort and functionality with timeless coastal charm. Set on a spacious, oversized, and truly buildable double lot, the property offers exceptional privacy and tranquility and potential for future growth. Just minutes from Hilton Head's pristine beaches, world-class golf, shopping, and dining. This is coastal living at its finest-elegant, efficient, and deeply connected to the Lowcountry's natural beauty. Listed $350K UNDER appraised value. MOTIVATED SELLER; BRING ALL OFFERS.

6 Wild Turkey Run, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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