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$1,325,000
3 Beds ⋅ 4 Baths ⋅ 2,343 SqFt. ⋅ HILTONHEAD-512807 MLS
Exceptional Harbour Town location in the heart of Sea Pines! 18 Spinnaker Court is a spacious 3-bedroom, 3.5-bath townhome offering more than 2,300 square feet, multiple outdoor living areas, and distant views of the 18th fairway of Harbour Town Golf Links and Calibogue Sound. A paver driveway leads to the 1-car garage, while inside, the floor plan offers generous living and dining spaces with high ceilings, hardwood floors, granite countertops, a wet bar, and a fireplace. The galley-style kitchen is efficient and functional, and the primary suite is located upstairs along with additional guest accommodations. Sold furnished, this property is especially appealing as a turnkey rental opportunity, second home, or full-time residence. Multiple decks provide additional space to relax, entertain, and take in the surrounding Harbour Town setting. Enjoy all that Sea Pines has to offer, including miles of leisure trails, beautiful beaches, Harbour Town Marina, South Beach Marina, world-class golf, tennis and pickleball, dining, shopping, and easy access to the Harbour Town Golf Links, home of the PGA TOUR's RBC Heritage Presented by Boeing. With its size, furnished offering, garage, outdoor living spaces, and prime Harbour Town setting, 18 Spinnaker Court presents an outstanding opportunity to own in one of Hilton Head Island's most iconic communities.

18 Spinnaker Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$797,000
1 Beds ⋅ 2 Baths ⋅ 816 SqFt. ⋅ HILTONHEAD-512659 MLS
Rare opportunity to create your own Lowcountry retreat on Deer Island with expansive deep water views of the Calibogue Sound. Ready for a new vision, 2017 Deer Island offers incredible potential for someone looking to renovate and make it their own while taking full advantage of its exceptional waterfront setting. Enjoy ever changing views of the Sound, passing boats, and unforgettable sunsets right from home. Tucked beneath a canopy of mature oaks and palms, Deer Island feels wonderfully private while being just a short stroll from the heart of Harbour Town. Enjoy easy access to the marina, restaurants, shopping, golf, tennis, community pool, and miles of leisure trails throughout Sea Pines. An incredible opportunity to own on Deer Island and transform this property into something truly special.

2017 Deer Island Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

$499,000
1 Beds ⋅ 1 Baths ⋅ 761 SqFt. ⋅ HILTONHEAD-512273 MLS
Enjoy the best of Sea Pines from this inviting 1BR condo in Racquet Club Villas, ideally located near Harbour Town and overlooking a peaceful lagoon. The second-floor villa features an open living area with a private balcony, fully equipped kitchen, king-size primary bedroom, and queen sleeper sofa. Additional conveniences include an in-unit washer and dryer, Smart TV, and Wi-Fi. Owners and guests also enjoy access to the community pool and clay tennis courts, with the Harbour Town marina, shops, restaurants, and iconic lighthouse just a short stroll away. The Sea Pines Beach Club is only minutes away by car or seasonal trolley, making this a great opportunity for a vacation home or rental investment in one of Hilton Head Island's most sought-after communities.

108 Lighthouse Road Unit 2330, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

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

7 Genoa Court, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

$2,100,000
4 Beds ⋅ 4 Baths ⋅ 3,531 SqFt. ⋅ HILTONHEAD-511413 MLS
Located in the heart of Harbour Town within Sea Pines, this 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.

$685,000
2 Beds ⋅ 2 Baths ⋅ 1,051 SqFt. ⋅ HILTONHEAD-510737 MLS
High-performing rental opportunity in the heart of Sea Pines Resort with strong demand. This fully furnished 2BR/2BA villa is turnkey and rental-ready, featuring an open layout, vaulted ceilings, updated flooring, and a private balcony. Ideally located near the Shops at Sea Pines Center, with a short bike ride to Harbour Town and the Sea Pines Beach Club. The property offers excellent income potential while maintaining flexibility for personal use. A low-maintenance investment positioned in one of Hilton Head Island's most established and consistently rented resort communities.

85 Lighthouse Road Unit 2389, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$2,470,000
3 Beds ⋅ 3 Baths ⋅ 2,300 SqFt. ⋅ HILTONHEAD-506883 MLS
Rare opportunity for a waterfront balcony view on the 18th green of Harbour Town Golf Links. Enjoy breathtaking views of the Calibogue Sound as you watch players finish a notable round of golf and catch the stunning sunset from the island's most prestigious postcard spot. This 3 bedroom 2.5 bath condo boasts elegant style and elaborate finishes throughout. Renovated in 2021, the high-end kitchen includes quality finishes along with Subzero and Miele appliances. A Viking chewy ice machine makes for great entertaining in addition to the wet bar. Originally a 3bed/3bath, the high-end powder room has capped plumbing to make for an easy transition back to a full bath. Remote controlled draperies, 3M storm film on windows, along with all new interior mahogany doors. UV Air sanitizing system runs throughout ductwork. Centered in the marina, famous golf course and iconic restaurants, this location is the heart of Harbour Town.

51 Lighthouse Lane Unit 1085, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$5,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503985 MLS
Prime summer Weeks 25 & 26 (the first and second weeks of July) in the heart of Sea Pines. This private corner-unit Ketch Court villa features 3 bedrooms and 3 baths and is ideally located just steps from Harbour Town's iconic lighthouse, yacht basin, boutique shops, restaurants, and the Harbour Town Golf Links. The corner setting provides added privacy while offering generous coastal living, including a king primary suite, two guest bedrooms, three full baths, and a well-equipped kitchen, perfect for effortless summer vacation living. Enjoy easy access to miles of biking trails, pristine beaches, water sports, and all the signature amenities that make Sea Pines one of Hilton Head's most desirable destinations. Your July escape is perfectly positioned for relaxation, convenience, and the full Harbour Town experience.

2 Lighthouse Lane Unit APT 894, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$5,800
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503302 MLS
A rare opportunity to own two consecutive weeks - Weeks 25 & 26 - sold together in the heart of Harbour Town. This well-kept 3-bedroom, 3-bath Ketch Court villa offers unbeatable convenience just steps from the lighthouse, marina, shops, dining, and all the best if Sea Pines. Located on the third floor, the villa features a bright living area, dining space, full equipped kitchen, and a private balcony overlooking the resort grounds. The primary suite includes a king bed and ensuite bath, while two guest bedrooms - each with twin beds and their own full bathrooms - offer excellent space and privacy. With easy access to the Sea Pines trolley for quick trips to the Beach Club, this is great value and the perfect way to enjoy the full Harbour Town lifestyle. Seller is motivated.

2 Lighthouse Lane Unit 882, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,900
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503108 MLS
Prime Week 16 in the heart of Sea Pines. This 3-bedroom, 3-bath Ketch Court villa places you just steps from Harbour Town's world-famous lighthouse, yacht basin, boutique shops, restaurants, and the Harbour Town Golf Links. The villa offers generous coastal living with a king primary suite, two guest bedrooms, three full baths, and a well-equipped kitchen-ideal for effortless vacation living. Enjoy easy access to miles of biking trails, pristine beaches, water activities, and all the signature amenities that make Sea Pines one of Hilton Head's most sought-after destinations. Your spring escape is perfectly situated for relaxation, convenience, and the full Harbour Town experience.

2 Lighthouse Lane Unit 894, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,590,000
4 Beds ⋅ 4 Baths ⋅ 2,235 SqFt. ⋅ HILTONHEAD-500985 MLS
Location, location! Overlooking the 2nd fairway of the world-famous Harbour Town Golf Links, this beautifully renovated 4-bedroom, 4-bath home offers the perfect Sea Pines lifestyle. Enjoy front-row views of the Heritage Classic Golf Tournament right from your backyard. Walk around the corner to Sea Pines Center to for dinner. Walk to the Harbor Town Pool in 5 minutes. The Beach Club is reached in no time by hopping on the Trolley at the stop right around the corner; or take a bike on the leisure trails. Recently renovated from top to bottom, the home feels brand new with fresh paint, all-new trim, doors, flooring, lighting and new furniture throughout. The Chef's Kitchen features a brand-new GE gas range with a downdraft and a new GE Refrigerator; a new HVAC system plus all-new duct work provides year-round comfort. Each bedroom has its own full bath, creating the perfect setup for family and guests. Only used as a 2nd home right now, rental projections are $98,800/year. Whether this will be your primary home, vacation retreat, or rental investment, it has a winning combo of modern updates, timeless comfort, and one of the most desirable locations in Hilton Head.

11 Muirfield Road, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,299,000
3 Beds ⋅ 2 Baths ⋅ 1,400 SqFt. ⋅ HILTONHEAD-500129 MLS
This highly sought-after Cutter Court Penthouse in the heart of Sea Pines, with its jaw-dropping direct views of the iconic Harbour Town Lighthouse, world-famous Harbour Town Marina, and the shimmering Calibogue Sound, is fully furnished and move-in ready. These penthouses rarely hit the market and sell quickly. This 3BR/2BA retreat has been completely updated and offers the perfect blend of style, comfort, and convenience, along with a strong short-term rental history. The spacious open layout includes a modern kitchen with granite countertops, stainless steel appliances, a dinette, and a bright living area. Relax and take in unforgettable sunsets from the main balcony, showcasing postcard-perfect views of the Lighthouse, Yacht Basin, and Calibogue Sound. The king master suite boasts its own private balcony, while two additional queen bedrooms offer comfort for family or guests. The two bathrooms each feature a walk-in shower, and the many windows throughout the Penthouse provide awesome views and abundant natural light. Its prime location puts you just steps from the Harbour Town Golf Links & Clubhouse, the Sea Pines Racquet Club, waterfront dining at the Quarterdeck and other popular restaurants, as well as charming shops, boutiques, art galleries, and the iconic Lighthouse itself. Enjoy world-class golfing in Sea Pines at the the three championship courses: Harbour Town Golf Links, Heron Point by Pete Dye and Atlantic Dunes by Davis Love III. Additional amenities include tennis and pickleball, Lawton Stables, Sea Pines Forest Preserve, Sea Pines Beach Club with private beach access, South Beach Marina, miles of bike trails, Sea Pines Center, and the free seasonal trolley service. Harbour Town is the vibrant heart of Hilton Head Island, alive with festivals, live music, shops, dining, and endless water activities all year long. Whether you're seeking a high-income short-term rental, a luxurious second home, or a permanent retreat, this Penthouse delivers it all - a prime location, top-floor privacy, as well as designer finishes and low-maintenance living in one of the Islands most prestigious addresses. Don't miss this chance to own a true Harbour Town gem where every day feels like a vacation.

6 Lighthouse Lane Unit 953, Hilton Head Island

Listing courtesy of Premier Properties of Hilton Head Island.

$4,250,000
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.

$4,600,000
4 Beds ⋅ 6 Baths ⋅ 6,042 SqFt. ⋅ HILTONHEAD-447864 MLS
This one-of-a-kind property is privately sited on almost an acre lot with panoramic marsh and water views providing the perfect backdrop for spectacular sunsets. Kermit Huggins, renowned architect, designed this property with 2 structures that harmoniously co-exist with their natural surroundings. Special features include new metal roof, hardwood flooring, pella windows/doors, renovated kitchen,& interior paint. The main house boasts an upper level luxurious owner suite & guest house has 2 en-suite bedrooms plus kitchenette. Incredible outdoor living with heated/chilled saltwater pool, expansive deck, and private dock. Waterfront Perfection!

29 Baynard Park Road, Hilton Head Island

Listing courtesy of Charter One Realty.

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