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luxury houses for sale Hilton Head Island, United States

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House with pool Hilton Head Island (United States)

Welcome to 36 Wicklow Drive, a luxurious custom home nestled in the private waterfront community of Wexford. Boasting timeless elegance and exceptional craftsmanship, this stunning residence offers an unparalleled blend of comfort and sophistication. As you step through the grand 2-story foyer adorned with Santos mahogany wood floors, you're greeted by an atmosphere of refinement. The formal living room beckons with its inviting ambiance, leading seamlessly to a screened porch where relaxation awaits amidst the serene surroundings. Entertain in style with the expansive pool deck featuring a wood-burning fireplace, perfect for hosting gatherings or enjoying tranquil evenings under the stars. Dive into luxury in the private pool and unwind in the soothing hot tub, creating unforgettable memories in your own oasis. The heart of the home is the open-concept kitchen, complete with a breakfast banquet and walk-in pantry, ideal for culinary enthusiasts. Adjacent is the cozy family room, offering a warm retreat for leisurely moments with loved ones. Host elegant dinners in the formal dining room, or retreat to the office/library, adorned with built-in bookcases, for quiet contemplation. Retreat to the main level primary suite, a haven of relaxation featuring lavish amenities and serene views. Upstairs, discover three additional ensuites, each offering comfort and privacy for family or guests. Above the garage, a versatile fifth ensuite awaits, complete with a kitchenette, offering endless possibilities as an in-law suite or game room. Indulge in outdoor living on the large second-floor sun porch, boasting a coral stone deck and captivating views of the lush surroundings. With a climate-controlled three-car garage, every convenience has been thoughtfully considered for modern living. Custom-built in 2006 by Randy Jeffcoat Builders, this exceptional residence exudes quality and attention to detail at every turn. Experience the epitome of luxury living at 36 Wicklow Drive—a place where every moment is infused with timeless beauty and effortless sophistication.

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$1,899,000
486
5bedrooms
6bathrooms
land  1,913

By Daniel Ravenel Sotheby's International Realty

50

House Hilton Head Island (United States)

Welcome to 42 Ashton Cove, where organic modern design meets Lowcountry charm. Featuring an open floor plan, updated interior, and 4 car garage. This home is truly one of a kind. Finishes include Cafe appliances, custom white oak cabinets, quartzite counters, built in pantry/ coffee bar, Brazilian hardwood decking, Italian tile, Sonos sound system, and smart lighting throughout. Enjoy all the Lowcountry has to offer with serene outdoor living space set amongst sweeping live oaks overlooking tidal marsh. Nestled in the charming gated community of Ashton Cove and conveniently located on the south end of Hilton Head just minutes to the beach.

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$950,000
139
3bedrooms
3bathrooms
land  785

By Daniel Ravenel Sotheby's International Realty

50

Villa Hilton Head Island (United States)

Turn Key 3 Bed 3 Bath in sought after Inverness Village sold furnished. Amazing views looking out over the George Fazio Golf Course. Updated baths and kitchen plenty of closets and storage. Just painted and and carpeted. Large paver patio great for entertaining. Less than a mile to the beach.

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$899,900
186
3bedrooms
3bathrooms

By Daniel Ravenel Sotheby's International Realty

50

House Hilton Head Island (United States)

Well maintained and freshly updated Shipmaster unit with amazing outdoor oasis! Spacious and inviting living room and dining area opens to an abundantly vibrant outdoor living space which is extremely private and adds so much to this conveniently located unit in Shipyard, where beach access is moments away. The vaulted ceilings upstairs in the owner's suite offer an added bonus and options exists in this floor plan for a third bedroom or small study. With new flooring, patio doors, half bath, barn doors, paint, etc.; this villa is being sold furnished and turn-key ready to enjoy as a second home or place on the short term rental market.

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$635,000
165
2bedrooms
3bathrooms

By Daniel Ravenel Sotheby's International Realty

28

Villa Hilton Head Island (United States)

This bright, two-bedroom, two-bathroom villa in Hilton Head Beach & Tennis offers an ideal retreat or investment opportunity. Enjoy oceanfront pool, beach access, tennis, pickleball courts, playground, and more. The villa boasts a white kitchen, wood floors, and a spacious, light-filled living area, complete with a new sleeper sofa. With a strong short-term rental history, it’s a great investment property or personal getaway.

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$395,000
82
2bedrooms
2bathrooms

By Daniel Ravenel Sotheby's International Realty

49

House with pool Hilton Head Island (United States)

Welcome to 23 Oyster Catcher Road, a custom-built home featuring 6 bedrooms, 5 full and 2 half bathrooms, and sweeping views of the Gold Coast. This private, oceanfront residence offers luxurious living within the Sea Pines community. Each space was designed for elegance and comfort, including the entrance foyer, eat-in kitchen with high-end appliances, bright family room, and separate dining room. The home also features a bonus room, den, spacious laundry/utility room, and an elevator for added convenience. Embrace the outdoors with the pool/spa area, front and back porches and a patio balcony to complete the coastal experience.

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$10,495,000
478
6bedrooms
7bathrooms
land  1,589

By Daniel Ravenel Sotheby's International Realty

29

Villa Hilton Head Island (United States)

Discover your dream home in this stunning townhouse. The heart of this home is the gorgeous kitchen, featuring high-end finishes and a design ideal for entertaining. With built-ins in every room and fully renovated bathrooms, this property offers both elegance and convenience. Enjoy outdoor living and lush landscape views on your private deck. This townhouse also boasts a spacious garage and abundant storage throughout, ensuring ample space for all your needs. Shipyard amenities include 24-hour security, scenic leisure trails, clubhouse, golf, tennis, new beach shuttle, and beach access.

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$594,000
101
2bedrooms
2bathrooms

By Daniel Ravenel Sotheby's International Realty

50
Video

House with pool Hilton Head Island (United States)

Nestled within the exclusive private waterfront community of Wexford on Hilton Head Island, this gorgeous harbor-front home at 23 Bridgetown Road offers an unparalleled lifestyle of elegance and comfort. Boasting five spacious bedrooms and five-and-a-half luxurious baths, this home is designed for those who love to entertain. The fabulous great room serves as the perfect gathering space, complemented by a gourmet kitchen featuring custom cabinetry, top-of-the-line appliances, and an adjacent full wet bar. Convenience and privacy are assured with master suites located on both the first and second floors, while each guest bedroom comes with its own ensuite bath, ensuring comfort for all. Outdoors, a stunning pool overlooks expansive long harbor views in both directions, creating a serene oasis. The property also includes a private 65’ dock, ideal for the seafaring enthusiast. Practicality meets luxury with a full drive-through garage offering generous storage space and an elevator that services all floors for added convenience. One of the most highly-acclaimed residential communities on the East Coast, Wexford boasts an incredible 37-acre inland harbour and canal system, beautiful estate homes, and luxurious amenities. Residents can boat up to their back doors and enjoy a serene waterfront view. Wexford is quiet and secure, but also very active with an extraordinary lifestyle guaranteed to surpass expectations. Wexford’s private Harbour is protected by an innovative lock system. The Harbour provides direct access to Broad Creek and the Intracoastal Waterway. The lock gates protect the Harbour from tidal fluctuations and make it a safe spot for even the smallest vessels. Wexford is the ideal location to enjoy life on the water – day and night. Residents can also enjoy Wexford’s Arnold Palmer Signature golf course, award-winning tennis center, pickleball, croquet and miles of walking and biking trails. The community clubhouse offers fine dining and casual elegance, with a private lounge, exquisite cuisine, and a full range of social activities and events. This magnificent home at 23 Bridgetown Road is not just a place to live, but a place to thrive. Don’t miss the opportunity to own a piece of paradise in the heart of Hilton Head Island’s most coveted community. For more information or to schedule a private showing, contact us today!

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$2,995,000
490
5bedrooms
6bathrooms
land  1,716

By Daniel Ravenel Sotheby's International Realty

50

Villa Hilton Head Island (United States)

Wallow in the breathtaking sunsets with the iconic lighthouse, over the Harbour Town Marina and out to the Calibogue Sound! Offering a perfect blend of relaxation and entertainment, this beautiful two bedroom, two bath villa is an ideal investment or personal retreat. Beautiful harbour views from every room! Granite counters and stainless steel appliances adorn the fully appointed kitchen. Nicely furnished throughout, with wainscotting, updated lighting, new artwork and décor. Just out the door are shops, restaurants, galleries, water sports, and entertainment! Don't miss the opportunity to own a piece of paradise!

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$855,000
100
2bedrooms
2bathrooms

By Daniel Ravenel Sotheby's International Realty

29

Villa Hilton Head Island (United States)

Welcome to South Beach! Tranquility and privacy abound in this beautifully updated, top floor villa! With welcoming modern decor, this gorgeous flat offers plank-style flooring, quartz counters, subway tile in the kitchen, fine furnishings, bathroom with shiplap, and smooth ceilings with recessed LED lighting. Enjoy coffee on the balcony while taking in the live oaks in a peaceful, parklike setting. Just steps from beaches and South Beach Marina, your options are unlimited! Entertainment, restaurants, shops, biking, boating, tennis, (and new pool coming soon) are all yours in this highly sought after setting.

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$494,000
70
1bedroom
1bathroom

By Daniel Ravenel Sotheby's International Realty

Contract pending
41

Villa Hilton Head Island (United States)

Welcome to this beautifully upgraded 2-bedroom, 2-bath condo in the sought-after Summer House community on Hilton Head Island. This immaculate residence offers the perfect blend of modern elegance and coastal charm. Featuring wood and tile flooring throughout, the home is enhanced with stunning granite and marble countertops, shiplap accents, and stainless steel appliances. Thoughtful details like upgraded light fixtures, recessed lighting, and smooth ceilings elevate the aesthetic, while a cozy fireplace adds a touch of comfort. Relax and unwind on the spacious screened porch, ideal for enjoying the island breeze. Located in a secure, gated community with resort-style amenities, residents have access to a beautiful clubhouse, sparkling pool, and fitness center. Situated in a prime mid-island location, this condo is just minutes from Hilton Head's world-renowned beaches, top-tier restaurants, and vibrant shopping. Whether you’re looking for a vacation escape or a permanent home, this Summer House condo offers island living at its finest. Don't miss this incredible opportunity!

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$339,000
98
2bedrooms
2bathrooms

By Daniel Ravenel Sotheby's International Realty

50

House Hilton Head Island (United States)

Location. Architectural Style. This home claims both. Located minutes from pristine Hilton Head Island beaches, restaurants and shops, .64 acres peacefully nestle behind private Shipyard gates on the Clipper Course. Classic Lowcountry architecture is showcased in this beautifully maintained quality-built home with foyer entry—Granite counters, bar, SS appliances and a spacious dining area grace this fantastic Kitchen. The DR can be converted to an Office. In addition to 4 BR (3 with walk-in closet), Bonus Room with ½ BA offers living versatility. Experience serenity from 3 great porches:front; large screen; back patio. Offered furnished.

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$2,200,000
255
4bedrooms
4bathrooms
land  2,607

By Daniel Ravenel Sotheby's International Realty

Contract pending
34

House Hilton Head Island (United States)

Nestled on a serene, private wooded lot in a pristine neighborhood, this elegant yet casual residence boasts high ceilings, crown molding, and stylish tray ceilings. Enjoy spacious formal living and dining rooms, a cozy family room, and a well-designed kitchen that flows into a charming breakfast area. The tranquil master suite offers a perfect retreat with wooded views. Located on a quiet street in Hilton Head Plantation, just steps from Oyster Reef Golf Club and Dolphin Head Recreation Area, this community features low annual fees and a wealth of amenities, including a pool, tennis courts, golf, beach, miles of leisure trails, and more!

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$850,000
225
3bedrooms
3bathrooms
land  1,189

By Daniel Ravenel Sotheby's International Realty

Contract pending
30

Villa Hilton Head Island (United States)

Embrace coastal living with this stunning, fully furnished condo near Shipyard Beach Club! Enjoy breathtaking golf course views from your back deck, plus multiple outdoor areas and extra natural light as an end unit. This turnkey townhouse features a private courtyard, large outdoor storage closet, two bedrooms with private baths on the second floor, and a powder room on the main level. Ideal for family vacations or a rental investment. Shipyard amenities include 24-hour security, scenic trails, a clubhouse, golf, tennis, a beach shuttle, and direct beach access.

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$674,900
128
2bedrooms
3bathrooms

By Daniel Ravenel Sotheby's International Realty

43

Villa Hilton Head Island (United States)

A SHOW-STOPPER! Absolutely charming Evian 1st floor villa in oceanfront private gated Shipyard. Close to beach, tennis, golf and pool fun via bike trail. Short distance to trendy Coligny shops. Sunny open floorplan. Fantastic 2022 renovation includes: SS appliances; kitchen backsplash; smooth ceilings; recessed lighting in LR/DR/Kitchen; high-end LVP floors throughout; upgraded doors; closet built-ins. 2020 HVAC. Efficient office alcove. Beautiful island dual serves as eating bar. Relax on the covered patio secluded on lush garden space. Perfect for rental, 2nd home retreat or peaceful primary residence. Turn key. Got to see this one.

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$725,000
124
2bedrooms
2bathrooms

By Daniel Ravenel Sotheby's International Realty

30

Villa Hilton Head Island (United States)

Discover this charming villa in a serene, private beach community of just 24 units. Enjoy peace and privacy with a 60-day rental minimum. Inside, hardwood floors and stainless steel appliances create a bright, modern feel. Features include a walk-in shower, vaulted ceilings, ample storage, and an oversized garage. Outside, lush palms and lagoon views await. Minutes from shops, restaurants, and the Atlantic Ocean. Shipyard amenities include 24-hour security, scenic leisure trails, clubhouse, golf, tennis, and beach access.

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$559,000
101
2bedrooms
2bathrooms

By Daniel Ravenel Sotheby's International Realty

50
Video

House with pool Hilton Head Island (United States)

Arrive at the peninsula and prepare to be amazed by 70 Brams Point Road, a magnificent double waterfront estate. Local architect Pearce Scott partnered with the current owners to build the main house, guest house, and cottage in 2019. The Calibogue Sound, a part of the Intracoastal Waterway, stretches across the front of the property, while the frontage on Broad Creek includes a deepwater dock. Following a lane lined with live oak trees and through a set of pillars designating the private drive, the main house rests on the area’s peninsula. This estate is imbued with touches of luxury and stature. The foyer showcases reclaimed Heart Pine planks, which expand throughout the home and open to the dining room. Continuing on the first floor, the living area and kitchen comprise an ample open space with 11’ ceilings. The spectacular chef’s kitchen features an Officine Gullo with six burners, red enamel, brass stove, oven, and matching overhead custom-built exhaust fan. Melding function and fashion, the oak cabinets in the kitchen were crafted in Italy, installed by Italian craftsmen, and are adorned with Soapstone counters. A large island with a teak countertop, three large overhead lanterns, and bar stools serves as both a centerpiece and a gathering spot. The kitchen features a back kitchen with an additional Waterstone faucet sink, bringing the total number of sinks to three. This pantry also includes a Gaggenau oven with rotisserie, two Gaggenau dishwashers, and a built-in refrigerator. Passing through the main living room and an archway, the tremendous library stretches out before you. This spectacular room has 40’ high ceilings, a wood fireplace, windows on three sides, three Moroccan lanterns, and a second-floor minstrel’s gallery. The gallery is a balcony from the second-floor hallway, which overlooks the dramatic room. The primary suite is located on the home’s second level, along the back of the house. French doors open onto a covered deck overlooking the custom-built, gunite infinity pool and water views. The suite includes spa-like amenities: a spacious walk-in closet with a center island, a 6’ Clawfoot soaking tub, a walk-in shower, and two standalone oversized vanities. Two bedrooms with en-suite bathrooms make up the rest of the second floor. On the third floor perches a beautiful “Eagles Nest consisting of a (20'x20’) space adorned with 22 windows allowing for jaw-dropping 360-degree views. The immense basement displays the quality materials used to construct the house: over 18,000 lbs of industrial grade steel and 4,000 psi concrete. The seemingly hidden 3,000 sq ft garage beneath the house showcases two Hurricane Glass doors on either side and two paved driveways feeding it from either side of the property. Outfitted with the utmost comfort in mind, the property boasts a beautiful waterfront guest house with two bedrooms as well as a charming cottage house which could serve as a work-at-home office with a panoramic waterfront view. Conveniently, both of these dwellings connect to the main house through their basements, which are unfinished but possess great potential particularly given that two of the basement rooms are 20’x20’ and heated, one is 8’x20’, the garage is 37’x70’ plus 10’x40’ and all but one have 9’ ceilings. The guest house has a laundry and kitchenette on the ground floor, a complete bath upstairs with a clawfoot tub, and a walk-in glass shower at the water’s edge alongside the pool. Additionally, the cottage comes complete with a large room showcasing vaulted ceilings and windows and a full bathroom and porch overlooking the pool. It would make a fabulous home office. Creating a retreat-like experience, it embraces the spirit of the Lowcountry, fusing it with the splendor of a modern waterfront home. This property ensures an opportunity that melds spectacular views, luxurious amenities, and access to all Hilton Head Island has to offer.

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$7,000,000
743
5bedrooms
7bathrooms
land  2,996

By Daniel Ravenel Sotheby's International Realty

41

House Hilton Head Island (United States)

Welcome to 46 Woodlake, one of Hilton Head Island's premiere north end locations. This two bedroom, two and a half bath home boasts a modern aesthetic featuring stunning renovations throughout the property including luxury vinyl plank flooring, an updated kitchen, primary shower, and guest bathrooms. Enjoy outdoor living space with private wooded views. Nestled within the gated community, residents enjoy many amenities including a spacious swimming pool, fitness center, tennis court, and dog park. Convenient to pristine beaches, Island amenities, shops, restaurants, and more, this property makes the perfect Island getaway or primary home.

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$278,000
95
2bedrooms
3bathrooms

By Daniel Ravenel Sotheby's International Realty

Contract pending
35

House with pool Hilton Head Island (United States)

Discover the untapped potential of 3 Charlesfort Place, Hilton Head Island, a remarkable Kermit Huggins designed waterfront home offering unbelievable views of Port Royal Sound. This fixer-upper features two master bedrooms, a two-bedroom guest suite with a private sitting room, an oversized deck, a covered and screened pool, and an office/den with its own covered deck – all designed to maximize the spectacular views! While this home requires finishing renovations, it provides a unique canvas for buyers to customize and create their dream space. The removal of bathrooms and kitchens allows for a fresh start, giving you the freedom to choose fixtures and finishes that align with your vision. Take advantage of the opportunity to shape this residence into a showcase of your style and flair. With ample parking below and an oversized covered patio overlooking the sound, this home invites you to embrace waterfront living at its best. Seize the chance to make 3 Charlesfort Place your own masterpiece. Contact us for more details and embark on the journey of transforming this waterfront fixer-upper into the home of your dreams.

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$2,635,000
582
4bedrooms
5bathrooms
land  3,966

By Daniel Ravenel Sotheby's International Realty

36

House Hilton Head Island (United States)

FABULOUS, NEWER 2ND ROW OCEAN HOME… IN SEA PINES! Hilton Head’s finest beach is mere 200’ away. Great architecture & beautifully furnished. Awesome outdoor entertainment area with heated pool & spa. Because of its beauty & proximity to beach, home is rental machine, projected to net $250,000+. Sleeps 14. Quality throughout: heart pine & stranded bamboo floors, Saturnia baths, 2 Jacuzzis, granite countertops, S/S appliances, etc. Sea Pines is South Carolina’s premier oceanfront community w/ amenities galore: beach, Harbour Town, golf, restaurants, tennis, pickleball, marinas, boutiques, bike & riding trails, etc. Too much fun for everyone!

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$4,699,000
360
5bedrooms
6bathrooms
land  976

By Daniel Ravenel Sotheby's International Realty

30

House Hilton Head Island (United States)

Welcome to this exquisite six-bedroom Mediterranean estate, where luxury abounds in every detail. Originally built in 2007 and renovated in 2016, this home features a grand living room with coffered ceilings and a wood-burning fireplace, leading to a billiards/Carolina room. The serene courtyard boasts a heated/chilled pool, hot tub, and Palladian arches. The luxurious Primary Suite offers a jetted tub, steam shower, three walk-in closets, and a fireplace. French doors open to covered patios. High-end finishes, including Viking appliances, a wine closet, and a two-car garage, complete this coastal gem.

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$4,175,000
527
6bedrooms
6bathrooms

By Annonceur International

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