Hilton Head Island, South Carolina listings for sale

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$4,700,000 - Hilton Head Island, SC
63 Baynard Park Rd Hilton Head Island, SC - Own a piece of paradise on one of the most coveted streets in Sea Pines. This spacious four-bedroom, four-and-a-half-bathroom home sits over half an acre with panoramic marsh and Calibogue Sound views. Interior highlights include vaulted ceilings, multiple fireplaces, a wet bar, built-ins, and generous entertaining spaces. Enjoy a private dock, an oversized screened porch, pool, and beautifully landscaped grounds. With ample potential to update or personalize, this property offers the ideal blend of privacy, Lowcountry charm, and proximity to Harbour Town’s world-class amenities, golf, and leisure trails.
? | 4 | 4 | 4,742 sqft.
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$4,649,000 - Hilton Head Island, SC
85 Plantation Drive Hilton Head Island, SC - Nestled in the heart of Sea Pines, this stunning, custom-built home offers luxury, lowcountry living at its finest. Situated on the 15th fairway of the iconic Harbour Town Golf Links, designed with refined attention to detail and craftsmanship, this residence showcases a gourmet kitchen featuring top-of-the-line appliance, walk-in scullery, temperature-controlled saltwater pool & an outdoor kitchen perfect for year around enjoyment, 3-car garage with EV hookup, central vacuum and spacious guest corridor above the garage ideal for visitors. This home is a true Sea Pines gem—perfect for full-time living, premier vacation retreat or rental!
? | 5 | 6 | 5,844 sqft.
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$4,495,000 - Hilton Head Island, SC
3 Ketch Hilton Head Island, SC - Don’t miss out on this spectacular buy! Stunning 2nd-row corner home facing the ocean on Ketch in Palmetto Dunes with easy access to beach walkway. Fabulous raised infinity pool & large pool deck with built-in grilling area. LVL ONE: den, formal dining, butler’s pantry, eat-in kitchen, dining area, living rm, laundry rm, powder rm, 3 BR | 3 BA (1 used as office). LVL TWO: 2nd laundry rm, 3 BR | 3 BA-including luxurious master ensuite with fireplace, fitness room (can be 7th BR) & private wraparound balcony with partial ocean view. Freshly painted interior, 2 new HVAC systems, huge garage & 3-stop elevator. Short bike ride to resort amenities!
? | 6 | 6 | 6,086 sqft.
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$4,295,000 - Hilton Head Island, SC
8 Curlew Road Hilton Head Island, SC - Extensively renovated in 2024! 225K 2025 rentals on the books. Stunning 2nd row home features 7 BR, 61/2 BA & offers a perfect blend of luxury, comfort, & breathtaking ocean views. Located in the coveted North Forest Beach, near Coligny Plaza, this home provides a balance of privacy & proximity to the beach. The open living & dining areas feature stunning direct ocean views, natural light creating a warm & inviting beach atmosphere. New roof, paint, pool deck, game area, outdoor spa, landscaping & many more improvements. Enjoy relaxing by the elevated pool, soak in the hot tub or grill in the private outdoor area! Close to beach access!
? | 7 | 6 | 5,462 sqft.
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$4,250,000 - Hilton Head Island, SC
3 Armada Hilton Head Island, SC - Spectacular 2nd-row home with Lowcountry charm—steps to the beach! This 6 BD | 6½ BA corner home on the 2nd-row in Palmetto Dunes offers easy beach access. Level 1: Den, hidden bunk BR behind paneled wall, kitchenette w/ bar seating, pool BA, laundry rm & 4 BR | 4 BA. The raised pool & outdoor entertainment area, street-side for privacy, features covered dining/lounge space, poolside wet bar & grill. Level 2: Outdoor dining, dining rm, eat-in kitchen/bar, living rm w/ fireplace, powder rm, and Master ensuite w/ steam shower. 3-stop elevator. Expansive garage w/ ample storage. Rear & half-circle front driveways. Short walk to resort amenities!
? | 6 | 6 | 5,418 sqft.
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$3,999,900 - Hilton Head Island, SC
21 N Calibogue Cay Road Hilton Head Island, SC - A rare opportunity to own a coastal cottage on deep water in Sea Pines' sought-after Calibogue Cay. This charming Southern retreat offers panoramic water views from the family room. Step outside to a newly raised patio made of handmade Old Savannah brick—perfect for taking in breathtaking sunsets. The primary suite opens directly onto the patio, blending indoor and outdoor living. Enjoy a private deep water dock and new Pella doors and windows. Enjoy the best of Sea Pines living—golf, beaches, bike trails, dining, and world-class amenities on Hilton Head Island.
? | 3 | 2 | 1,830 sqft.
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$3,995,000 - Hilton Head Island, SC
3 Steam Gun Place Hilton Head Island, SC - This stunning 2019 Coastal home situated along Port Royals ''Gold Coast'' on a .7-acre corner lot offers breathtaking views of the Atlantic Ocean steps to the beach in an exclusive enclave surrounded by majestic live oaks, Civil War landmarks, Atlantic Ocean & Fish Haul Creek. The home features an open floor plan, cozy reading library, screened porch with a wood-burning fireplace & a luxurious 1st-floor primary suite. An elevator enhances accessibility to two 2nd level Guest Suites, Office, Media Room, & Bonus Room Suite above a 3-car Carriage House. Blending modern luxury with Hilton Head's rich history, this is truly ''Heaven on Earth.''
2019 | 4 | 4 | 5,101 sqft.
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$3,995,000 - Hilton Head Island, SC
23 Holloman Trce Hilton Head Island, SC - Newer construction in North Forest Beach. $185K in rentals for 2025 on the books. This stunning 4th row home steps to the ocean on Hilton Head Island features 7 BR 7 1/2 BA with an open floorplan, large living area that connects kitchen to great room and dining area. Spacious primary BR on 1st floor with other rooms such as second primary BR upstairs, bunk rooms, upstairs gathering area and coffee bar. New game room area and outdoor spa tub added in 2024. This home is like new and offers the perfect blend of luxury, comfort, & privacy just minutes to the beach access. A perfect beach house close to Coligny Plaza.
? | 7 | 8 | 4,141 sqft.
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$3,995,000 - Hilton Head Island, SC
1 Green Heron Road Hilton Head Island, SC - This gorgeous 6 BR, 6.5 BA seventh-row beach home is only 2 years old and has been gently used as a 2nd home, never rented. Two primary suites, two laundry rooms & en-suite baths in every bedroom, it's designed for comfort & convenience. Highlights include a spacious bunk/family rm, open & bright living area and the kitchen is a chef's delight. Quality designer selected appointments and finishes throughout. Outside living area features a fireplace, built in-grill, refrigerator, sink and TV all overlooking the beautiful heated pool & spa. Outside shower & oversized 2-car garage. Short distance to beach. Great primary, 2nd or rental property.
? | 6 | 6 | 4,150 sqft.
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$3,990,000 - Hilton Head Island, SC
18 Oyster Shell Lane Hilton Head Island, SC - THE VIEW! Unobstructed sound views from this elegant 5BD/6BTH estate w/ direct beach access & private front courtyard. 2 story foyer opens to a beautifully renovated large living area w/ hardwood floors & glass sliders across back of home capturing the expansive water views. Formal dining rm, bar/study w/ full bth & living rm. Exquisite kitchen remodel, large sitting & eating area, amazing bonus suite over garage w/ laundry rm/kitchenette. Large primary suite w/ 2 bths. Upstairs, library w/ fireplace & 4 bdrms. Outdoor living w/ expansive deck, a lower covered patio w/ manicured lawn & a bridge over marsh to the private beach & water’s edge.
? | 5 | 6 | 6,543 sqft.