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$1,599,000
6 Beds ⋅ 4 Baths ⋅ HILTONHEAD-504713 MLS
Turnkey. Proven. Profitable. Welcome to 99 Sandcastle Court-an exceptional, fully furnished short-term rental opportunity just a short walk from the sand at Folly Field Beach on Hilton Head Island. Built in 2020 and never before offered for sale, this 6-bedroom, 4-bath coastal retreat spans 3,222 square feet and delivers the rare combination of luxury design and consistent income performance. With over 50 five-star reviews in the past 24 months alone, this property has already established a powerful online presence, repeat guest base, and exceptional guest satisfaction, key drivers of short-term rental success. The heavy lifting has been done. Step into a fully operational, high-demand asset from day one. Designed to maximize occupancy and nightly rates, the spacious open-concept floor plan comfortably accommodates large groups and multi-family bookings, Hilton Head's most profitable rental segment. The expansive living area flows seamlessly into a chef-inspired kitchen and generous dining space, creating an inviting environment guests consistently rave about. The private heated pool and oversized back patio elevate the guest experience and extend the rental season, supporting premium pricing throughout the year. Outdoor entertaining space is a major draw for vacationers and this home delivers in a way that sets it apart from older inventory. Six well-appointed bedrooms and four full baths provide flexibility for owners and guests alike. Modern construction (2020) means lower maintenance expectations, updated systems, and enhanced insurability compared to legacy beach homes. Located within near distance to one of Hilton Head's most desirable beaches, this property offers a location that drives consistent occupancy year after year. Beach access, bike paths, dining, and island amenities are all just moments away-exactly what today's vacationers seek. Whether you're expanding your portfolio or securing a luxury second home that generates strong income while you're away, 99 Sandcastle Court is a rare opportunity to acquire a fully furnished, income-producing asset with an established track record in one of the Southeast's premier vacation markets. This is not a startup rental. This is a performing property ready for its next owner.

99 Sandcastle Court, Hilton Head Island

Listing courtesy of Impact Realty Group.

$5,000,000
8 Beds ⋅ 8 Baths ⋅ HILTONHEAD-504438 MLS
Wake up to the sound of waves at this exceptional oceanfront estate in coveted Forest Beach. This 8-bedroom, 7.5-bathroom retreat isn't just a home-it's a gateway to the Hilton Head lifestyle you've been dreaming of. Step inside to sun-drenched living spaces where floor-to-ceiling windows frame unobstructed ocean views like living artwork. The open-concept design flows effortlessly from room to room, perfect for gatherings large and intimate. Contemporary finishes meet coastal charm throughout, creating spaces that feel both sophisticated and refreshingly relaxed. Outside, your private dune landscape provides direct beach access-no streets to cross, no long walks. Just steps from your door to your toes in the sand. Whether you're hosting extended family, running a successful vacation rental, or simply claiming your piece of paradise, this property delivers the rare combination of luxury, location, and lifestyle. With 8 generously sized bedrooms, there's room for everyone to spread out and create their own coastal memories. The 7.5 bathrooms ensure comfort and convenience, while the distinctive architectural style sets this property apart from typical beach homes.Forest Beach location. Oceanfront position. Unmatched potential. Your next chapter starts here.

7 Guscio Way, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$489,900
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-504282 MLS
Looking for a Hilton Head beach villa where exceptional rental performance meets an unbeatable walk-to-everything lifestyle? Tucked away in a private setting within the heart of Forest Beach, 24 Coligny Villas offers the rare opportunity to enjoy the convenience of Coligny while feeling removed from the crowds. Just a short walk to Coligny Beach, Coligny Plaza, Lowcountry Celebration Park, and dozens of restaurants, shops, coffee cafés, and entertainment options, this is one of Hilton Head Island's most desirable locations for both owners and vacation guests. Unlike many nearby communities, Coligny Villas is quietly nestled away from the main road, creating a peaceful retreat while keeping everything the island's premier beach destination has to offer just outside your door. This beautifully maintained 2-bedroom, 2.5-bath villa features a spacious floor plan, private patio with grill, in-unit washer and dryer, and is offered fully furnished and ready to enjoy. The property has consistently outperformed comparable villas through exceptional owner-managed rentals, generating impressive occupancy and repeat guests thanks to its outstanding location and thoughtful management. Whether you're searching for a proven investment, a lock-and-leave second home, or the perfect combination of personal enjoyment and rental income, 24 Coligny Villas delivers immediate income potential and an unmatched beach lifestyle in one of Hilton Head Island's highest-demand vacation destinations.

17 Lagoon Road Unit 24, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$15,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503883 MLS
Best Fractional Ownership homes on the Island! 3 BR, 3 BA single family homes with approximately 2,000 sq ft of fully furnished living space. The 1/13 deeded home ownership also includes the owner's private clubhouse with lounge, conference, game, fitness rooms, pool, hot tubs, and concierge service. Perfect for those desiring a turn-key vacation home which can be used for multiple visits of a few days, by the week or longer for a total of 27 days every year. All stays are by reservation for ultimate flexibility for family, friends, or clients use. Come check out one of our 28 homes. Enjoy access to 7 local courses with cart-fee-only play for both the owner and an in-residence guest.

51 Aberdeen Court Unit 28-11, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$32,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-504118 MLS
2 BR, 2 BA fixed 10 week share unit. First week of January - the second week of March. Desirable first floor unit. Balcony view of the pool. Short stroll to the beach and all amenities.

14 Wimbledon Court Unit 123-1, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$6,800,000
8 Beds ⋅ 8 Baths ⋅ HILTONHEAD-503643 MLS
Exquisite oceanfront residence located in North Forest Beach, offering breathtaking Atlantic Ocean views and effortless coastal living. This meticulously maintained three-level home features covered balconies on each level, allowing for seamless indoor-outdoor enjoyment. The open floor plan is ideal for entertaining and is complemented by a bonus room with a second kitchen, elevator access, and ample covered parking beneath the home. Outdoor living is exceptional with a private pool and spa, newly paved pool area, and a new beach boardwalk providing direct access to the beach. The owners have taken meticulous care of the property with extensive improvements including a new roof, new HVAC systems, all new exterior siding, updated windows, and refreshed landscaping, among many other upgrades. Whether enjoyed as a primary residence, second home, or investment property, the home offers outstanding flexibility with over $360,000 in rental bookings already in place for 2026, though it is equally well-suited for personal use. Ideally located within a short walk or golf cart ride to Coligny Plaza, Celebration Park, shopping, dining, and entertainment, this property represents the best of oceanfront living on Hilton Head Island.

9 Guscio Way, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$99,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503819 MLS
Direct Harbourfront View! What are you waiting for? Come own a piece of paradise! Completely renovated quarter-share condo in a Mediterranean-style Harbour community. Enjoy live music & entertainment from the balcony. Enjoy everything the area has to offer without ever getting in the car. Amenities include a private pool, hot tub, gas grills, private secure parking, & access to Palmetto Dunes. Experience world-class amenities: beach, golf, tennis, lagoon system & leisure trails. Yearly fee incl: taxes, insurance, utilities, etc! Just bring your suitcase. Hassle-free deeded ownership provides 13 rotating weeks of use on Hilton Head.

9 Harbourside Lane Unit 7312B, Hilton Head Island

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

$5,295,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-503477 MLS
A rare opportunity, nestled on over 2 acres in popular Sea Pines. This Lowcountry, custom estate features a private, detached multi-purpose cottage, quietly located in the rear of the property, accessed exclusively by a land bridge. A beautifully curated 5 bedroom compound, set among majestic live oaks and pines, offers a sanctuary with single level living on the main floor, a private lagoon, pool/spa along with multiple outdoor spaces, ideal for entertaining. Throughout the main living areas you'll find rich hardwood floors, beautiful trim details and walls finished in sophisticated, classic neutral tones-creamy whites and warm taupes. The kitchen sets the tone of the home with natural dolomite countertops, taupe perimeter and island cabinets with custom arched oak upper cabinets flanking the range, complete with pure brass hardware. The mix of traditional selections is balanced with a modern, linear light fixture over the island. The scullery kitchen provides ample prep space and storage in addition to a dedicated pantry. Enjoy mixing cocktails in the well appointed wet bar with floating shelves and knurled brass plumbing. Features in the bathrooms include timeless marble mosaics paired effortlessly with curated ceramics complete with custom cabinetry and classic hardware selections. This commitment to mixing the traditional with modern, high-end selections guarantees a home that will never go out of style. Experience working remotely in the study featuring custom built-in desks. Dramatic, cathedral ceilings make the home feel larger than life. A media room invites you to relax and linger. Details abound with ceilings trimmed in tongue and groove, shiplap walls, custom wood stained wall paneling, arched built-ins, custom built-in office. The versatile guest cottage welcomes friends and family, featuring a living room, wet bar, bedroom, full bathroom, and additional garage space for up to three vehicles. An expansive screened porch enhances the outdoor experience, making it perfect for gatherings such as oyster roasts or bourbon tastings, or simply relaxing while enjoying the picturesque natural surroundings. Experience a home that seamlessly integrates classic design with modern living amidst the scenic beauty rooted in Lowcountry heritage.This property offers a unique experience of residing on a secluded estate with world-class amenities including golf, tennis, stables, a nature preserve, restaurants and shops just a stroll away.

4 Plantation Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$4,350,000
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-503345 MLS
Located in the highly sought-after North Forest Beach neighborhood of Hilton Head Island, 3 Driftwood Lane is a rare coastal luxury home situated on a private street of just nine residences that share exclusive private beach access reserved solely for the street. This spacious five-bedroom home with four full and two half bathrooms offers approximately 4,100 square feet of living space, combining privacy, close proximity to the beach, and refined Lowcountry design. Designed for elevated coastal living, the property features a resort-style outdoor living area with an elevated pool and spa, an outdoor kitchen, and a private outdoor shower and bathroom, making it ideal for seamless indoor-outdoor entertaining. Interior living spaces are generously sized and provide flexible accommodations for family and guests, while the oversized garage offers abundant storage, a valuable feature for beach gear and everyday convenience.Just steps from the Atlantic Ocean and minutes from Hilton Head Island's premier shopping, dining, and entertainment, this North Forest Beach home offers an exceptional blend of seclusion and accessibility. Whether used as a primary residence, a luxury second home, or a high-end vacation rental investment, 3 Driftwood Lane represents a rare opportunity to own a private beach access home in one of Hilton Head's most desirable locations.

3 Driftwood Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$6,500,000
3 Beds ⋅ 5 Baths ⋅ HILTONHEAD-502804 MLS
Spectacular must-see modern and dramatic Wayne Windham designed oceanfront estate in residential Port Royal. This gorgeous home offers a flexible floor plan with a gourmet kitchen and great room, 3-4 bedroom suites, and endless extra living areas to accommodate an office, children's area, game tables, piano room, work-out room, you name it! Perfect for family living as well as entertaining! Located on a prime ocean view lot, this home has been lightly lived in. Professional landscaping, free-standing columns, dramatic sweeping twin staircases, saturnia inlayed flooring, Vitricore kitchen cabinets, fireplace, glass brick walls, infinity pool, are just some of the upscale appointments of this light-filled masterpiece.

20 N Port Royal Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$399,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-503249 MLS
Absolutely incredible Direct Ocean Front condo just moments from the sand and poolside, this exceptional 3rd-floor residence captures one of the finest views in all of Hilton Head Beach & Tennis. Meticulously redesigned with newer HVAC and electrical, all-new walls, ceilings, and flooring, built-in bunks, and a curated selection of luxury finishes. Enjoy cultured marble surfaces, a spa-like walk-in shower, quartz countertops, shaker cabinetry, ceramic plank tile, and custom fixtures throughout. Ideal as a high-performing rental or full time home. Experience coastal living at its finest!

40 Folly Field Road Unit APT C330, Hilton Head Island

Listing courtesy of Lowcountry Realty Group, LLC.

$2,199,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-500571 MLS
This sophisticated Marsh Island turn-key home offers a perfect floor plan and a gorgeous stunning marsh-wrapped view of the free-form pool with a large Stone Works designed surround. The numerous first-class updates in this home, its meticulous care, and only part-time occupancy by the owners add to its endless appeal. Enter into an atrium that opens to the great room and dining area with soaring ceiling, and the kitchen and breakfast area. This magazine-worthy kitchen offers extensive Poggen Pohl cabinets, SubZero refrigerator, Wolf Microwave and cook top, double ovens, Madagascar marble counters, and a laundry/pantry room with wine racks and a wine refrigerator. Also located on the first floor are a separate office and the primary suite. Over the garage is a large bonus room. Off the foyer soars a modern staircase and balcony with stainless handrails and balusters leading to the 3 guest rooms. There is a 220 volt EV charger in the garage. Enjoy the exclusive and coveted Marsh Island residential neighborhood, with close access to Sea Pines Country Club and all that Sea Pines offers.

2 Long Marsh Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$30,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-500519 MLS
Buyer to pay $1,000.00 Capital Reserve Transfer Fee. Model Open Daily. Fabulous Sun rise overlooking huge lagoon. Ownership includes 10 weeks of use in 5 two week increments rotating throughout the year. Enjoy all the services and amenities of the Westin Resort, golf for 4 daily for four players for cart fee only, free tennis and or pickle ball

14 Wimbledon Court Unit 702-5, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$12,900,000
8 Beds ⋅ 15 Baths ⋅ HILTONHEAD-452855 MLS
This architectural masterpiece spans two waterfront lots and features a primary residence and guest home. The estate offers eight bedrooms, eleven full baths, and four half baths. Exceptional amenities include a grand foyer, a great room with coffered ceilings, a gourmet kitchen, a movie theater, a bowling alley, a media room, and a wine cellar. Additional highlights include an elevator, extensive millwork, an outdoor kitchen, pool, hot tub, Koi pond, piers, five fireplaces, a seven-car garage, and a spa area. This one-of-a-kind property does not exist anywhere else! Enjoy all that Wexford has to offer along with the luxury of 80 Bridgetown!

80 Bridgetown Ln, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$6,000,000
5 Beds ⋅ 7 Baths ⋅ HILTONHEAD-452750 MLS
Stately, Sound front home with Ocean views. 199 ft of Waterfront. Water views from every room to include Ocean, Sound, Lagoon and #6 Oyster Reef Golf green. The home boasts man-made and natural elements that make it Dazzle. Designed for Cooking and Entertaining with large open concept spaces surrounded by glass. Well designed Chefs Kitchen to include Sub zero refrigerators, Wolf cooktop and Miele appliances. Formal living spaces include Cypress ceilings, Rosewood inlays, White Oak flooring, Teak inlays and 2-story Stone and Copper clad Fireplace. Expansive Resort style Pool with Spa, Wading area, new decking and Pool House. 4 Car Garage with quiet lift door mechanisms. Glass door Elevator, Wine Room, Den, Game & Theater rooms.

16 Oyster Shell Lane, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$20,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-448251 MLS
Model Open Daily! Enjoy 10 weeks of use per year in this beautifully furnished villa overlooking a lagoon. Ownership includes golf for four players daily for cart fee only, Free Tennis or pickle ball DAILY. Plus the use of all Westin Hotel services and amenities.

14 Wimbledon Court Unit 102-5, Hilton Head Island

Listing courtesy of Hilton Head Properties.

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