Hilton Head Real Estate Search

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Interested in Purchasing a Property on Hilton Head Island, SC?

More than twelve miles of sandy beaches await you on Hilton Head Island, SC for sun, fun, and relaxation adjoining some of the more valuable real estate on the East Coast of the United States.  We also have over twenty-eight championship golf courses, innumerable tennis courts, swimming, more than fifty-two miles of biking, hiking, and walking trails, nature preserves and just about any other activity based-upon the preservation of land as it was.

You are invited to utilize this easy-to-use Property Search Site in order to locate the type of real estate best suited to your and your families preferences.  Use the Quick Search above or click on Advanced Search to be able to search upon region, area, or neighborhood; or even legal address (good for condos and villas, which are the same in our local terminology) and various features that will enable you to be as specific about your search as you care to.

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For additional information on Hilton Head Real Estate, return to the home page here.

Sea Pines Ocean Front Properties

52 Canvasback Road, Hilton Head Island
$9,495,000
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 conversion plans for heated and air-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.

33 Ruddy Turnstone Road, Hilton Head Island
$8,995,000
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.

15 Green Wing Teal Road, Hilton Head Island
$7,875,000
HILTONHEAD-511653 MLS
An extraordinary opportunity to create a legacy oceanfront estate in one of Sea Pines most coveted locations. Offering an exceptional 100 feet of direct Atlantic Ocean frontage, this remarkable homesite is the first oceanfront lot to become available in this area in a long time. A rare opportunity. Tucked just off South Beach Lane, this premier property offers the chance to design and build a custom coastal retreat perfectly tailored to your vision. Wake to panoramic sunrises over the Atlantic, step directly onto the beach, and enjoy the privacy, prestige, and unmatched lifestyle that only true oceanfront ownership in Sea Pines can provide. Opportunities like this are extraordinarily scarce. If you've been waiting for the right oceanfront homesite to build your dream home, this is the moment.

15 Green Wing Teal Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

63 Baynard Cove Road, Hilton Head Island
$7,650,000
6 Beds ⋅ 7 Baths ⋅ 6,200 SqFt. ⋅ HILTONHEAD-513980 MLS
Sea Ρines іnѕidеrѕ knοw that οnlу a handful of propertіeѕ occupy truly extraordinary homesites. 63 Baynard Cove is oneof those rare addresses. From the moment you turn into the property, the expansive water views and remarkable privacyset it apart.Positioned on nearly an acre of high-bluff waterfront between Baynard Creek and a front lagoon, this exceptional retreatenjoys water views on three sides and sweeping 180-degree vistas across the creek, marsh and toward CalibogueSound. Approximately 150 feet of direct waterfront, a private dock and approved plans for a 15,000-pound boat lift createan outstanding setting for boating-all within a leisurely stroll or quick bike ride of the beach.Completely renovated in 2019 and subsequently expanded with approximately 1,050 square feet of heated living space,the beautifully appointed home offers six bedrooms and seven baths, or five bedrooms with an impressive officeoverlooking the marsh and sound. Thoughtful bedroom separation and a family suite above the three-car garage providecomfort and privacy for owners and guests alike.The gourmet kitchen is the heart of the home's gathering spaces, while a lap pool, covered and open-air terraces, andmultiple seating areas invite effortless waterfront entertaining. A new 150-foot seawall, beautifully designed hardscapeand lush landscaping enhance the grounds and create an exceptional setting for outdoor living.Extraordinary PRIVACY. Expansive WATER views. Boating from your own dock. The BEACH close by. A remarkablecombination, even in Sea Pines-and a property best appreciated in person. Schedule your private showing.

63 Baynard Cove Road, Hilton Head Island

Listing courtesy of Keller Williams Realty.

21 Red Cardinal Road, Hilton Head Island
$7,650,000
7 Beds ⋅ 5 Baths ⋅ 6,034 SqFt. ⋅ HILTONHEAD-510860 MLS
One of thе finest οсeаnfrοnt rеsіdеnces in Sea Ρinеs, 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.

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