Hilton Head Real Estate Search - Every Listing in the MLS

4 Beds ⋅ 5 Baths ⋅ 2,914 SqFt. ⋅ HILTONHEAD-511946 MLS

Beautifully updated and lovingly maintained, this Charleston-style townhome offers timeless Lowcountry charm in Windmill Harbour, one of Hilton Head Island's most desirable gated waterfront communities. The property sits mere steps from the marina and South Carolina Yacht Club, providing a direct connection to the island's coastal lifestyle. Situated on one of the neighborhood's charming and peaceful streets, this corner townhome spans three stories with a private elevator, four ensuite bedrooms, and a layout designed to balance privacy with inviting spaces to gather and connect. Classic Charleston architecture is showcased through double balconies with traditional haint blue ceilings, while the interiors feature distinctive dentil crown molding and curated finishes throughout.Recent improvements include a renovated kitchen with quartz countertops, a custom Venetian plaster range hood, premium appliances, and a custom-built wine bar. The exterior has been repainted, and two new HVAC systems were installed in July 2026, offering modern efficiency and peace of mind. With its low-maintenance design and ideal setting, this townhome offers the ease of a true lock-and-leave lifestyle, perfectly suited for full-time living or coastal getaways.

3 Leeward Passage, Hilton Head Island

Listing courtesy of I Save Realty.

$1,985,000

3 Beds ⋅ 4 Baths ⋅ 2,722 SqFt. ⋅ HILTONHEAD-511813 MLS

An absolute standout in Sea Pines. This exceptional home was worth the wait... but is not expected to last long! Relaxed and comfortable meets modern and sophisticated. Prepare to be captivated by this exceptionally cool, single-level stunner! A private (gated) front courtyard enhances the arrival experience, while the private backyard setting is unmatched. Inside you will find an open-concept interior that is complimented by numerous design enhancements. The design-forward, chef-style kitchen will reignite your love of both cooking and entertaining, boasting quartz counters, impressive cabinetry, designer lighting, updated appliances, gas cooking, beverage refrigerator, pantry, and an expansive flat-top island. The home naturally flows out to an inviting screened porch, extending comfortable living space outdoors. The spacious owner's suite enjoys tranquil water views and a spa-like bath, while the two private guest rooms offer beautifully remodeled en-suite baths as well. Embrace a year-round outside lifestyle with a refreshing (heated) saltwater pool, firepit area, peaceful lagoon and private backyard lawn. The property features a durable TPO roofing system, valued for its energy efficiency, longevity, and low-maintenance performance. Set on nearly a half-acre with open space on two sides, this high-elevation property stands apart! Ideally positioned in Sea Pines on a quiet street almost directly between the Sea Pines Beach Club and the Harbourtown Yacht Basin! Tastefully furnished for immediate gratification!

41 Willow Oak W Road, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,779,000

3 Beds ⋅ 4 Baths ⋅ 3,218 SqFt. ⋅ HILTONHEAD-511942 MLS

Rarely does a home offer one-level living on nearly three-quarters of an acre with exceptional privacy, a five-minute walk to the beach, and a location within Port Royal-one of Hilton Head Island's most exclusive private, oceanfront communities. Every day feels like a vacation in this beautifully updated coastal retreat. Impeccably maintained and truly turnkey, this exceptional home features a flowing floor plan with soaring vaulted ceilings, oversized bedrooms, a private executive office adjoining the primary suite, fireplace, custom built-ins, and a chef's kitchen complete with a Sub-Zero refrigerator, Wolf induction cooktop, and oversized center island. The spacious primary suite is a retreat of its own, offering a generous spa-inspired bath with abundant space between two separate walk-in closets. Situated on a rare point lot at the end of a quiet cul-de-sac, the nearly -acre homesite has been thoughtfully transformed into a spectacular backyard oasis. Mature live oaks, lush landscaping, premium paver walkways, and a beautifully sized pool create a secluded, resort-like setting. The current owners intentionally designed the landscape to maximize privacy while preserving the unique opportunity for a future owner to selectively open portions of the landscaping and capture multiple golf course views. A rare offering where thoughtful design, resort-inspired privacy, and timeless Lowcountry living come together in one of Hilton Head Island's most exclusive private, oceanfront communities.

32 Doubloon Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$389,000

2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-511938 MLS

Life is better at the beach, and the DYNAMIC OCEAN VIEWS from this top-floor villa prove it! Located in desirable Building 2, this beautifully remodeled retreat captures panoramic tidal-marsh and ocean views, spectacular sunrises, and ocean breezes year-round! Enjoy the best possible building location with a private balcony, no foot noise above, and convenient elevator access. Immediate gratification awaits, considering the gorgeous (fully turnkey) interior, renovated (ensuite bathrooms), smooth ceilings, coastal-inspired colors and finishes, crown molding, and designer lighting. The renovated kitchen is spectacular, complete with (light color) granite counters, stainless-steel appliances, and updated wall cabinetry. Plus, two wonderfully updated bathrooms and ultra-comfortable bedroom suites! Set within a gated oceanfront resort with impressive on-site amenities, bike rentals, and in-season golf-cart shuttle service down the scenic boardwalk to the beach, where "Coco's", one of the coolest oceanfront bars/restaurants, is nestled in the dunes. Beautifully furnished and fully equipped, this "guest favorite" ranks in Airbnb's top 1% based on ratings and reviews.

663 William Hilton Parkway Unit 2404, Hilton Head Island

Listing courtesy of Collins Group Realty.

$849,000

2 Beds ⋅ 3 Baths ⋅ 1,445 SqFt. ⋅ HILTONHEAD-511929 MLS

Waterfront Luxury Living in Palmetto Dunes! Set within the exclusive waterfront enclave of Newport Villas, this fully renovated first-floor residence offers a rare blend of refined coastal luxury and effortless island living in the heart of Palmetto Dunes. With serene lagoon and live oak views just beyond your doorstep, this 2-bedroom, 2.5-bath villa delivers the ultimate Lowcountry lifestyle - where elegance meets the water's edge. An open-concept layout showcases expert design, high quality finishes , and a welcoming fireplace, all enhanced by abundant natural light through new sliding glass doors. The designer kitchen flows seamlessly into the living and dining areas, creating an elegant setting for entertaining or relaxed island living. The expansive primary suite serves as a private retreat, featuring a sitting area, generous closet space, and tranquil views of the lagoon and mature live oak canopy. Thoughtfully updated throughout, the villa is truly turnkey. Approximately 1,445 square feet, the residence includes two bedrooms, two full baths, one half bath, and convenient parking just steps from the entry. Set within the heart of Palmetto Dunes, residents enjoy access to three miles of pristine Atlantic beaches, championship golf, world-class tennis and pickleball, miles of leisure trails, Shelter Cove Marina, waterfront dining, boutique shopping, and year-round entertainment. Newport Villas further enhances the lifestyle with arguably the best community pool on the island, tennis and pickleball courts, and beautifully maintained grounds overlooking the marsh and lagoon. An exceptional opportunity for a luxury island retreat that is a custom home disguised as a villa offering the best Hilton Head Island has to offer.

5 Newport Drive Unit 7102, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$450,000

2 Beds ⋅ 2 Baths ⋅ 2,053 SqFt. ⋅ HILTONHEAD-511873 MLS

Welcome home to this meticulously kept Heron model on a large, landscaped lot in the desirable 55+ Sun City Hilton Head community. As you step inside, you will be greeted by a showstopping four season sunny Carolina room, which includes a heating/cooling mini-split and a wall of windows, to bring the outdoors in. This home also offers 2 spacious bedrooms, a separate den/office, and two full baths with upgraded fixtures, both featuring walk-in showers (guest bath has an elegant upgraded shower). Step into the spacious kitchen and you will find plenty of cabinet space with pull outs, newer dishwasher and microwave. The laundry room just off the kitchen, has built in cabinets with a folding area and desk. The main living areas feature LVP flooring, throughout, which adds warmth, durability and style. Additional highlights include an extended 2-car garage, a beautifully landscaped oversized lot, a two-year-old water heater, plantation shutters, a roof replaced in 2019 and a recently completed clean stucco report. You can play tennis, pickleball, work out in one of several gyms, swim in one of the 8 pools, or play golf. So many more amenities to list, so come and see for yourself. This is more than a home-it's a lifestyle!

46 Nightingale Lane, Bluffton

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$289,900

2 Beds ⋅ 2 Baths ⋅ 1,053 SqFt. ⋅ HILTONHEAD-511919 MLS

Enjoy low-maintenance living and an amenity-rich lifestyle in the highly desirable Sun City community. This move-in-ready townhome offers a bright, comfortable interior with luxury vinyl plank flooring throughout the main living areas. The kitchen features granite countertops, stainless steel appliances, ample cabinetry, and a functional layout that flows easily into the adjoining living and dining spaces. Plantation shutters add classic Lowcountry character, while the spacious primary suite provides a comfortable private retreat with an ensuite bathroom. The primary closet is enhanced with built-in storage, offering convenient organization and efficient use of space. Step outside to the screened porch, an ideal setting for morning coffee, relaxing evenings, or gathering with guests. Sun City residents have access to an impressive selection of recreational and social amenities, including golf courses, swimming pools, fitness facilities, tennis and pickleball courts, walking and biking trails, dining options, clubs, and community activities. Conveniently situated near Bluffton, Hilton Head Island, Beaufort, Savannah, shopping, dining, healthcare, and the South Carolina coast, this well-maintained townhome offers comfort, convenience, and an exceptional Lowcountry lifestyle.

30 Zubler Street, Bluffton

Listing courtesy of Keller Williams Realty.

$1,150,000

2 Beds ⋅ 2 Baths ⋅ 1,109 SqFt. ⋅ HILTONHEAD-511702 MLS

A Rare opportunity to own a nicely updated direct oceanfront villa on Hilton Head Island with spectacular third-floor Atlantic Ocean views. This is a best buy on the Ocean!Enjoy resort-style amenities, including a zero-entry oceanfront swimming pool and hot tub. Park directly in front of the villa for easy access, then step outside to enjoy miles of Hilton Head's pristine beach.Ideally located near shopping, restaurants, churches, and world-famous Coligny Plaza, this oceanfront condo offers the perfect combination of convenience, comfort, and coastal living. Whether you're searching for a primary residence, second home, or vacation retreat, this move-in-ready villa delivers an exceptional Hilton Head Island lifestyle in one of the area's most desirable beachfront locations.The villa is being sold fully furnished and rental ready!

21 S Forest Beach Drive Unit 308, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$466,000

2 Beds ⋅ 2 Baths ⋅ 1,281 SqFt. ⋅ HILTONHEAD-511916 MLS

This 2 BDRM/ 2 BA Hawthorne modle. 2nd floor flat with 1 car garage. walk in closets, newer laminant flooring in the family areas, and a newly renovated kitchen with updated appliances. This is an outstanding layout with privacy bedrooms on each side. The Preserve is a gated residential ( no short term rentals allowed) condo community located right off of 278 on the North End of Hilton Head Island. Amenities abound with old growth trees, 24 hour gym, tennis/pickleball courts, and onsite management. Minutes from Main Street, Hilton Head Hospital, and multiple grocery stores, restaurants, and retail stores.

4 Indigo Run Drive Unit 711, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,995,000

4 Beds ⋅ 6 Baths ⋅ 6,366 SqFt. ⋅ HILTONHEAD-511890 MLS

Rare opportunity to own one of Wexford's most distinctive residences, perfectly situated on an oversized corner double lot with picturesque harbor and Broad Creek water views and a 65 foot boat slip. This exceptional townhome combines the ease of low-maintenance living with the privacy, space, and amenities typically found in a single-family home.Designed for effortless living, the home features a private elevator providing convenient access to every level. The spacious, open-concept floor plan centers around a beautifully appointed kitchen that flows seamlessly into the dining room and living areas, making it ideal for entertaining but with the primary bedroom, laundry room and outdoor kitchen on the same level, this is perfect for easy living. Dedicated Library and office space, wine room and open third floor living space offer endless opportunity and something for everyone. Expansive windows fill the home with natural light while framing the tranquil waterfront setting and stunning multi level fountain.Outdoor living is equally impressive, with inviting spaces to relax, dine, and enjoy coastal breezes while overlooking the Broad Creek and harbor in both directions. A rare 6-8-car garage offers exceptional flexibility for automobile collectors, golf carts, recreational equipment, workshop space, and abundant storage.Recent improvements include a new roof, providing added value and peace of mind. Residents will also appreciate being just moments from Wexford's newly completed Harbour Center, featuring enhanced marina amenities, waterfront gathering spaces, and a vibrant social atmosphere.Located within the prestigious, gated Wexford community, residents enjoy world-class amenities including a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active lifestyle in one of Hilton Head Island's most sought-after private communities.Experience luxury waterfront living where exceptional views, outstanding amenities, and an unbeatable location come together at 2 Wexford on the Green.

2 Wexford On The Green, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

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