794 listings, but only 250 max can be displayed.
 Refine Search
Map
Sort by
$4,250,000
ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,733 SqFt. ⋅ HILTONHEAD-511980 MLS ⋅ Overlook Place SubDv.
This exceptional Oceanfront home Designed by internationally acclaimed architect Dean Winesett, whose work has been featured in *Architectural Digest* and *Southern Living*, is a remarkable expression of timeless Lowcountry architecture. Also featured in *Southern Living*, the home showcases Winesett's signature style and craftsmanship, exemplified in several of his most celebrated residences throughout Hilton Head Island and Bluffton. Nestled beneath magnificent live oaks and surrounded by mature, natural landscaping, this private oceanfront retreat offers sweeping beach views and an unparalleled sense of serenity. Ideally positioned in the most coveted section of Port Royal Plantation, the property enjoys a peaceful setting away from the island's resort corridor while remaining just minutes from Hilton Head's renowned dining, golf, shopping, and amenities. The thoughtfully designed residence features 3 bedrooms and 2.5 baths, with the existing half bath easily converted back to its original full bath configuration. Wide-plank pine floors, a beautifully renovated chef's kitchen, and walls of glass create warm, inviting interiors that seamlessly connect to the surrounding landscape. An expansive rear deck provides the perfect setting for entertaining, oyster roasts, or simply enjoying the ocean breeze and breathtaking coastal views. Offering ample room for expansion, this property presents a rare opportunity to personalize and enhance an already extraordinary oceanfront estate. As one of Hilton Head Island's most exclusive residential communities, Port Royal Plantation prohibits short-term rentals, preserving the privacy, tranquility, and exceptional quality of life that make this oceanfront enclave one of the island's most desirable addresses. Exclusive to Port Royal property owners and their guests, the community's exceptional private amenities further elevate the lifestyle. Residents enjoy an oceanfront Beach House with a swimming pool overlooking the Atlantic, tennis and pickleball courts, community gardens, leisure trails, and a host of recreational and social amenities that make Port Royal one of the island's premier private communities.A rare architectural legacy, an irreplaceable beachfront setting, world-class private amenities, and endless possibilities combine to create one of the finest opportunities currently available on Hilton Head Island.

4 Middleton Place, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS III brokered eXp Realty.

$828,900
ACTIVE Status ⋅ 3 Beds ⋅ 3 Baths ⋅ 2,544 SqFt. ⋅ HILTONHEAD-511971 MLS ⋅ Sandy Oaks Drive SubDv.
Welcome to The Tybee currently under construction, a beautifully designed 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality. With a spacious drive-under garage and charming front porch, it showcases exceptional curb appeal. Upon entering the main floor, you will be greeted by a bright and open living space designed for comfort and entertaining. The open-concept kitchen, great room, and dining area create the perfect gathering space for family and friends. The gourmet kitchen is a chef's delight, featuring a large island, ample cabinetry, and modern finishes throughout. Photos are not the actual home, but representations of the models.

131 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

$4,800,000
ACTIVE Status ⋅ 5 Beds ⋅ 6 Baths ⋅ 5,206 SqFt. ⋅ HILTONHEAD-511968 MLS ⋅ Calibogue Cay N SubDv.
Set on one of Sea Pines' most prestigious streets, this exceptional waterfront estate offers breathtaking views, timeless architecture, and an unmatched Lowcountry lifestyle. Featuring 5 bedrooms, 5.5 baths, a spacious bonus room, and a 3-car garage, this remarkable residence was thoughtfully designed for luxurious everyday living and effortless entertaining. Perfectly positioned to capture sweeping views of Calibogue Sound and the surrounding marshes, the home seamlessly blends elegant interiors with spectacular outdoor living. Expansive windows fill the home with natural light while framing picturesque water vistas. The well-designed floor plan offers generous gathering spaces, private guest accommodations, and exceptional flow for both everyday living and entertaining. Step outside to your own private retreat featuring a sparkling pool, beautifully landscaped grounds, and a charming gazebo overlooking the water. The private deep-water dock provides direct access for boating, fishing, kayaking, and unforgettable sunset views over Calibogue Sound. With five spacious bedroom suites, a large bonus room offering flexible living space, and an oversized three-car garage, this home combines luxury, comfort, and functionality in one extraordinary package. Located within the gates of Sea Pines, residents enjoy world-class amenities including miles of pristine beaches, Harbour Town, the Sea Pines Beach Club, championship golf, tennis, leisure trails, equestrian facilities, marinas, dining, shopping, and one of the most sought-after lifestyles on Hilton Head Island. A rare opportunity to own a premier waterfront estate on one of Sea Pines' most coveted streets.

31 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,500,000
ACTIVE Status ⋅ HILTONHEAD-511965 MLS ⋅ Rural Hilton Head SubDv.
Rare 0.96-acre commercial/mixed-use opportunity with approximately 100 feet of frontage on William Hilton Parkway (Hwy 278). Located in the Marshfront (MF) District, this highly visible parcel offers marsh views and a prime mid-island location near beaches, shopping, dining, and the airport. One of the few remaining undeveloped parcels along this major corridor. Buyer to verify zoning, permitted uses, and development requirements. Drone photos coming soon!

610 William Hilton Parkway, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,500,000
ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 3,508 SqFt. ⋅ HILTONHEAD-511633 MLS ⋅ Seaside At Port Royal SubDv.
Beautiful Ocean Views from Multiple Rooms. This exceptional 3rd-row Port Royal home offers an inviting blend of coastal elegance, spacious living, and an unbeatable location. Soaring ceilings and a thoughtfully designed floor plan create an open, airy atmosphere with excellent separation of living spaces. Features include an eat-in kitchen, spacious family room, formal living and dining rooms, and a conditioned Carolina room for year-round enjoyment.Just steps from the Port Royal Beach Club, oceanfront pool, and beach access, this home offers the convenience of premier community amenities without the maintenance of a private pool. Port Royal is one of Hilton Head Island's most sought-after private oceanfront communities, featuring gated security, beach access, pickleball and tennis courts, and scenic leisure trails and more. Optional membership to the Port Royal Golf Club provides access to championship golf, tennis & dining. To preserve the community's peaceful residential character, short-term rentals are not permitted.

14 Salt Spray Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$289,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 864 SqFt. ⋅ HILTONHEAD-511960 MLS ⋅ The Hedges/Sea Cabin Raq SubDv.
Turnkey and move-in ready, this beautifully renovated top-floor villa was fully updated and furnished in 2023, with fresh contemporary finishes throughout. Every surface, fixture, and furnishing is new, making this an effortless purchase for a primary residence, vacation retreat, or investment property. Just steps from Coligny Beach Park, the Children's Museum, and Celebration Park, with Coligny Plaza's restaurants, shops, and bike rentals around the corner. The Bank Beer Garden is one block away. Resort-style pool and tennis/pickleball courts are right outside your door. Unlike many units in this community, #D7 features an in-unit washer and dryer - a rare and highly practical convenience that adds real value for owners and renters alike. Add in the top-floor privacy, elevated light, and no upstairs neighbors, and this villa stands apart from everything else in the building. Whether you're looking for a personal escape or a high-performing short-term rental, this one checks every box.

104 Cordillo Parkway Unit D7, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$369,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-511958 MLS ⋅ Hh Resort/Four Seasons SubDv.
Featuring captivating 120 degree views of the Atlantic ocean, Folly Field estuary, and the 10th fairway of the Robert Trent Jones Course at Palmetto Dunes, this immaculately renovated 4th-floor villa marries modern comfort with timeless coastal charm. Recent updates include a new water heater, range/oven, fresh paint, ceiling fans, paneling removed, and contemporary furnishings. Hilton Head Resort is a 24-hour gated community, and is renowned for its amenities including direct beach access via an elevated marsh boardwalk, complementary seasonal shuttle, two outdoor pools, one indoor pool, a hot tub, sauna, steam room, a running track, six lighted tennis/pickleball courts, gym, atrium, grilling/picnic area, an on-site seasonal restaurant/bar, the iconic Coco's Beach Bar featuring dune-side sand volleyball courts, and elevator access. Combining undeniable short-term rental appeal with true ROI potential, this unique villa represents a rare opportunity to acquire a turnkey two-bedroom ocean view condo on Hilton Head Island for under $400k.

663 William Hilton Parkway Unit 2402, Hilton Head Island

Listing courtesy of FATHOM REALTY.

$3,995,000
ACTIVE UNDER CONTRACT Status ⋅ 5 Beds ⋅ 7 Baths ⋅ 4,760 SqFt. ⋅ HILTONHEAD-511789 MLS ⋅ Fair 5/4 SubDv.
Rarely does a property like this become available. Set on an oversized lot overlooking the 2nd green of Atlantic Dunes and just a short walk to the beach, 2 Mockingbird Lane is a true family compound designed for generations to enjoy together. Tucked away on a quiet street with only two other homes, this property offers an exceptional level of privacy while being just steps from the beach, the Sea Pines Beach Club, and Plantation Club, with convenient access to the Ocean Gate. The property features a beautifully updated main home along with two separate guest houses, all centered around a heated saltwater pool with multiple outdoor living areas. The main home was taken down to the studs in 2009 and has been thoughtfully updated over the years, including the addition of an enclosed Carolina Room with heated floors; the perfect place to relax and watch the golfers. Inside the main home, you'll find custom hardwood floors throughout the living areas, a full wet bar, and a kitchen designed for entertaining with 2 dishwashers, 2 sinks, and 2 ovens, plus 3 bedrooms, an office, and 3 full baths. One of the guest bedrooms features four custom built-in bunk beds, making it the perfect space for kids and grandkids.The first guest house, built in 2009, offers a spacious living area, bedroom, and full bath, while the second guest house, completed in 2023, also includes its own living area, bedroom, and full bath, creating another comfortable space for family and guests. A covered breezeway with a built-in grill connects the outdoor spaces, while the fully fenced property provides privacy and plenty of room for children and pets. An outdoor shower and pool bath add convenience after a day at the beach. The finished garage has been enclosed and upgraded with a dehumidifier, providing additional flexible space for storage, hobbies, or recreation. With nearly 4,700 square feet spread across three separate buildings, this is one of the most unique properties in all of Sea Pines.

2 Mockingbird Lane, Hilton Head Island

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

$1,500,000
ACTIVE Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 2,673 SqFt. ⋅ HILTONHEAD-511956 MLS ⋅ Carolina Place Homes SubDv.
First time on the market! Come see this bright, elegant home with high smooth ceilings, skylights, and glass on nearly every wall. This 4 bedroom (or 3-bed + bonus), 3-bath home includes a large bonus room with full bath over the garage that could be the 4th bedroom, or a studio, office, den, lounge, or workout space, along with a 2-car garage & under-house storage. The living room was designed for cozy movie nights & entertaining, with built-ins flanking the never-used wood fireplace. Bull-nosed corners soften the space. Out back is private & protected, with lagoon & Forest Preserve views that mean your morning coffee comes with egrets, herons, and turtles. An easy bike or walk to the restaurants & shops outside the main gate, or ride through the Forest Preserve to the beach, garden, or Harbour Town. Enjoy all the amenities Sea Pines and Carolina Place have to offer. Carolina Place fees include pool, pickleball, tennis, steam room, sauna, lawn & landscape maintenance, pest control, and trash. The owner had this home built & has never rented it, which is easy to see once you walk through the front door. It is spotlessly clean & updated. New roof in 2018. Replaced subflooring in 2020 through much of the main level, topped with 5-inch ebonized oak plank hardwood & a UV sealer coat to protect it. KitchenAid appliances. The primary bath was redone with new flooring, a new shower, and Kohler fixtures & hardware throughout, and the other two baths have new toilets. Both front bedrooms have hurricane-resistant pop-out windows. Gutters & gutter guards in 2020, skylights re-tightened, the entire exterior painted, and about 70 percent of the interior. New garage door system & front door hardware in 2026, along with new upstairs shower fixtures & paint. The HVAC compressor & furnace fan motor were replaced in 2025 on one of the two maintained 2016 systems, and the kitchen faucet & disposal are new as well. Underneath, a vapor barrier & foam insulation were added in 2020, and the perimeter is fenced with secured access gates. Outside, six large trees were cleared to open up the lot, with new sod, fresh landscaping, and a 2021 Rainbird irrigation system. Termite bond has been in place since 2020 with annual inspections & no issues. If you're looking for a home that's ready to move into, this is it. Some photos are virtually staged to show what the space can do. This home would be excellent as a primary, secondary, or rental home. Homes like this do not come up often.

64 Shell Ring Road, Hilton Head Island

Listing courtesy of Southern Lifestyle Properties of SC LLC.

$1,195,000
ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 4,135 SqFt. ⋅ HILTONHEAD-511954 MLS ⋅ Long Cove SubDv.
Offered for the first time by its original owners, 342 Long Cove Drive is a rare opportunity to own one of Long Cove Club's distinctive custom residences. Thoughtfully designed and impeccably maintained since its construction, including a new roof in 2025, this timeless brick home blends enduring craftsmanship with exceptional architectural character. Privately sited on a beautifully landscaped homesite, the residence enjoys sweeping golf-to-lagoon views while offering remarkable privacy. Soaring ceilings, expansive windows, and light-filled living spaces create an open, airy atmosphere throughout, while the home's unique design offers warmth, flexibility, and timeless appeal. Designed for comfortable everyday living and gracious entertaining, the floor plan features two spacious primary suites, one on each level, elevator access to all levels, a dedicated office, generous gathering spaces, and a detached two-car garage. The private front brick courtyard surrounds a sparkling swimming pool, creating a secluded outdoor retreat unlike any other. Lovingly cared for over the years, the home presents an outstanding opportunity for its next owner to personalize the interiors while preserving the quality and architectural integrity that make it so special. Combining classic design, exceptional maintenance, and one of Long Cove's most desirable settings, this is a truly rare offering in one of Hilton Head Island's premier private communities. Long Cove Club is a community that features world-class amenities, including a top ranked Pete Dye designed golf course, deep water marina facilities, Jr. Olympic size pool, tennis, pickleball, bocce ball, basketball court, dog park, playground and community garden.

342 Long Cove Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$85,000
ACTIVE Status ⋅ HILTONHEAD-511953 MLS ⋅ Boatslip Wh SubDv.
Great opportunity at B-36 to own a 35' boat slip in beautiful Windmill Harbour. One of 3 locked harbors on the east coast, Windmill Harbour is the safe and secure place for your boat. Amazing boatslip on the B-dock of the beautiful, locked Windmill Harbour Marina has direct and convenient access to the deep water of the Calibogue Sound. This is a highly desirable, secure and convenient docking option for the next owner. Optional Membership into SC Yacht Club.

B-36 Windmill Harbour Marina, Hilton Head Island

Listing courtesy of Collins Group Realty.

$245,000
ACTIVE Status ⋅ 1 Beds ⋅ 1 Baths ⋅ 769 SqFt. ⋅ HILTONHEAD-511950 MLS ⋅ Summer House SubDv.
C32 Summer House is fresh, clean, comfortable, quiet & super spacious. Vaulted ceiling, Fireplace + private terrace. All NEW appliances including a large capacity washer/dryer, disposal, SS kitchen appliances; microwave w/air fryer. New Pearl Grey laminate flooring & smoothed white walls. SH Amenities include a large, outdoor pool w/ cabana, outdoor kitchen w/gas grill, covered lanai w/fireplace, outdoor flat screen tv, hot tub, state of the art fitness center, car wash, clubhouse & controlled access gate. All within minutes to Hilton Head's beaches.

380 Marshland Road Unit C32, Hilton Head Island

Listing courtesy of Sigmon & Associates.

$35,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511949 MLS ⋅ Ocean Palms Villa Sh SubDv.
Why own more than you can use? Premium location and walking distance to the beach! Ocean Palms is a 1/5th deeded fractional ownership property allowing each owner 10 weeks of use per year on a calendar rotation of 2 weeks back to back 5 times annually. Management by the Westin Oceanfront Resort & Spa allows use of the hotel amenities, fitness center, oceanfront pool complex, beach access and resort shuttle. A great golf & tennis package is included with ownership. This wonderful 2 bedroom/2 bath designer furnished 1st floor Sanibel floor plan has 1350 htd sq ft, a screened porch, with great golf & lagoon views. Onsite open house/model villa open daily.

14 Wimbledon Court Unit 407-4, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$1,195,000
ACTIVE Status ⋅ 4 Beds ⋅ 5 Baths ⋅ 2,914 SqFt. ⋅ HILTONHEAD-511946 MLS ⋅ Leeward Passage Th SubDv.
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
ACTIVE UNDER CONTRACT Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 2,722 SqFt. ⋅ HILTONHEAD-511813 MLS ⋅ Willow Oak West SubDv.
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
ACTIVE Status ⋅ 3 Beds ⋅ 4 Baths ⋅ 3,218 SqFt. ⋅ HILTONHEAD-511942 MLS ⋅ Sec 16n SubDv.
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
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ HILTONHEAD-511938 MLS ⋅ Hh Resort/Four Seasons SubDv.
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
ACTIVE Status ⋅ 2 Beds ⋅ 3 Baths ⋅ 1,445 SqFt. ⋅ HILTONHEAD-511929 MLS ⋅ Newport Villas SubDv.
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.

$1,800
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511928 MLS ⋅ Swallowtail Villa Sh SubDv.
Enjoy the laid-back elegance of Hilton Head Island during deeded Week 15 in late April, when the island is in full bloom and spring has settled in beautifully. Swallowtail at Sea Pines delivers a refined, low-maintenance vacation experience in an unbeatable setting. Perfectly positioned between Harbour Town's famous lighthouse and the sun-filled Beach Club, you're just a short stroll from top-tier golf courses, unspoiled beaches, waterfront restaurants, and a lively arts and culture scene. Imagine starting your days with gentle ocean breezes and warm spring sunshine, exploring miles of shaded bike paths beneath towering live oaks, or spending afternoons on award-winning fairways in ideal weather. However you like to unwind, it's all right at your doorstep, your spring getaway, tailored to you, with flexibility built in.

70 Lighthouse Road Unit 2871, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$249,000
ACTIVE Status ⋅ HILTONHEAD-511920 MLS ⋅ Outdoor Resort SubDv.
Awesome opportunity and prime address in sought-after location with highest rental potential. Ideally located at the clubhouse, pool, amenities and resort entrance, this beautifully maintained motorcoach lot offers the perfect combination of convenience, comfort, and outstanding income potential. Designed to accommodate a 45-foot motorcoach plus two vehicles, the property features a newer paver pad and the resort's largest allowable storage shed. The inviting outdoor living space is perfect for entertaining, complete with an outdoor kitchen, granite bar, stainless steel fixtures, plus all top-quality furnishings as seen are included. Lot 67 is recognized as one of the resort's premier rental properties, offering exceptional income potential while providing an outstanding personal retreat in one of the resort's most desirable family locations. Located within Hilton Head Island Motorcoach Resort, a premier luxury motorcoach-only resort for Class A, Class C, and Super C coaches, owners enjoy 50 acres of beautifully landscaped grounds surrounded by majestic live oaks draped in Spanish moss, palms, flowering shrubs, and lush Lowcountry scenery. Resort amenities include a clubhouse, swimming pool, hot tub, fitness center, tennis and pickleball courts, shuffleboard, basketball court, playground, dog park, laundry facilities, dedicated modem for wi-fi, cable tv, daily trash pickup, lawn maintenance, water & sewer. Conveniently located just a short bike ride from Coligny Beach Park and within near distance to shopping, dining, and entertainme

133 Arrow Road Unit 67, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$1,150,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,109 SqFt. ⋅ HILTONHEAD-511702 MLS ⋅ Shorewood Villas SubDv.
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
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,281 SqFt. ⋅ HILTONHEAD-511916 MLS ⋅ The Preserve At Indigo Run SubDv.
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
ACTIVE Status ⋅ 4 Beds ⋅ 6 Baths ⋅ 6,366 SqFt. ⋅ HILTONHEAD-511890 MLS ⋅ Wexford L SubDv.
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.

$569,000
ACTIVE Status ⋅ 2 Beds ⋅ 3 Baths ⋅ 1,548 SqFt. ⋅ HILTONHEAD-511913 MLS ⋅ Golfmaster I Villas SubDv.
Welcome to 1804 Golfmaster! It's all about the amazing view! You will be hard pressed to find a comparable villa with this view currently on the market in Shipyard! You must see this large and lovely 2br/2.5 bath townhome-style villa boasting an exceptional lagoon/fountain/golf view. Nestled into a more quiet location in Shipyard, this home would serve as a permanent residence, 2nd home retreat or rental property. Updated in 2022 the home features inc: luxury vinyl-plank flooring, a stunning white kitchen with quartz countertops, stainless appliances and new furniture on the main level. The open living room features a new electric fireplace that exudes ambiance, a sleeper sofa and a private balcony offering amazing and expansive lagoon and golf views of the #7 hole. The roomy 1,548 sq ft.furnished, turnkey townhome boasts two large en-suite bathrooms each with their own private balconies. A great rental this fits the bill for beach, golf, tennis & more! Close to all things Coligny including all of the great restaurants. festivals and concerts. This one is not to be missed!

1 Gloucester Road Unit 1804, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$199,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 1,182 SqFt. ⋅ HILTONHEAD-511778 MLS ⋅ Tabby Walk Villas SubDv.
Discover the opportunity to create your own island retreat in Tabby Walk on Hilton Head Island. This first-floor villa offers a functional layout with two bedrooms, each featuring its own private patio. Ready for a fresh vision, this property offers the opportunity to renovate and customize it into a beautiful coastal getaway, full-time residence, or investment property. Conveniently located near Hilton Head's beaches, shopping, dining, golf, and more, this villa is perfectly positioned to enjoy all the island has to offer. Sold as-is, where-is.

30 Mathews Drive Unit 214, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,299,000
ACTIVE Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 2,240 SqFt. ⋅ HILTONHEAD-511471 MLS ⋅ Sec 16n SubDv.
22 Doubloon Dr is nestled beneath majestic live oaks in the sought-after oceanfront community of Port Royal, this beautiful home offers exceptional privacy, picturesque golf views, and a prime Hilton Head Island lifestyle. A long driveway and oversized 3-car garage provide abundant parking and storage. Inside, you'll find 4 bedrooms, 3 full baths, smooth ceilings, wood flooring, and a welcoming fireplace. The updated kitchen features new appliances, while the updated guest baths, fresh interior paint, and new windows make this home truly move-in ready. Enjoy year-round natural light from the sunroom or relax and entertain on the expansive wraparound patio overlooking the tranquil golf course. Located outside the flood zone, this home combines peace of mind with timeless Lowcountry charm. Residents of Port Royal enjoy private beach access, tennis, pickleball, leisure trails, and a private oceanfront beach club with pool in one of Hilton Head Island's most desirable gated communities.

22 Doubloon Drive, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc - Bluffton.

$1,088,145
ACTIVE Status ⋅ 4 Beds ⋅ 3 Baths ⋅ 2,253 SqFt. ⋅ HILTONHEAD-511893 MLS ⋅ Baileys Cove SubDv.
Nestled along the picturesque Jarvis Creek, this stunning new home boasts three levels of refined coastal living. The ground floor boasts a spacious two-car garage, a covered patio, and ample storage. The main level is perfect for entertaining, featuring an open-concept great room, dining area, and a large dream kitchen. There's also a study or an optional fourth bedroom with a powder room attached. The upper level is a private oasis, with a luxurious primary suite featuring a spa-like bath, walk-in closet, covered balcony, and two additional bedrooms and a shared bath. Welcome to Bailey's Cove where nature and low country living coexist in harmony

18 Burl Wood Court, Hilton Head Island

Listing courtesy of DFH Realty Georgia, LLC.

$1,149,000
ACTIVE Status ⋅ 4 Beds ⋅ 4 Baths ⋅ 3,160 SqFt. ⋅ HILTONHEAD-511818 MLS ⋅ Sedge Fern Dr SubDv.
Tastefully appointed and situated on just over half an acre, this Palmetto Hall home sits on one of the most desirable lots, showcasing a beautiful, secluded lagoon view framed by a wooded backdrop. The main level features 3 bedrooms, 2.5 baths, an office, and a screened in lanai with 8 person hot tub. Upstairs has 2 spacious rooms and a full bath, providing the ideal set-up as an in-law suite, teen retreat, or flexible living space. The 3 car garage features epoxy flooring and ample storage. Palmetto Hall is a golf cart friendly community - leave your car at home and take your cart to the pool, the pickleball courts, to the clubhouse for dinner, or through the back gate to Fish Haul beach, where you can be walking on the sand in less than 10 minutes. This home is attractively priced and ready for the next owners to make it their own. Owner is SC real estate agent.

40 Sedge Fern Drive, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$434,000
ACTIVE Status ⋅ 2 Beds ⋅ 3 Baths ⋅ 1,424 SqFt. ⋅ HILTONHEAD-511872 MLS ⋅ Mariners Cove Villas SubDv.
This beautifully & totally renovated 2 bedroom, 2.5 bath villa is all on ground level. Very open and spacious feeling interior with tons of natural light. The well-appointed kitchen has a large quartz center island countertop that separates the kitchen and living area. Stainless steel appliances, LVP flooring, smooth ceilings and updated bathrooms make this property so special. Including a beautiful natural wood burning fireplace. Both bedrooms offer walk-in closets. Separate laundry room with full-sized washer & dryer. Unit 510 has a very large rear patio which is great for entertaining. (Jacuzzi tub is working and being sold 'as-is'). The front entrance is a private courtyard that welcomes you home. Also has an exterior large storage closet for bikes, beach chairs and other gear. Mariners Cove has great amenities which include a community pool, tennis, pickleball courts, private boat docks, kayak storage and boat trailer parking. Come and see why many people for many years have enjoyed the lifestyle Mariners Cove has to offer! Seller is a SCREA

2 William Hilton Parkway Unit 510, Hilton Head Island

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

$259,000
ACTIVE Status ⋅ 2 Beds ⋅ 2 Baths ⋅ 864 SqFt. ⋅ HILTONHEAD-511637 MLS ⋅ Cordillo Courts Villas/Sea Cabin Raq SubDv.
Unbeatable value and an incredible location 2 blocks from the beach! This beautifully updated 2-bedroom, 1.5-bath condo is an ideal choice for a primary residence, vacation getaway, or income-producing short- or long-term rental. Recent renovations include brand-new luxury vinyl plank flooring throughout, freshly painted ceilings and walls after removing the popcorn ceilings, updated light fixtures, washer & dryer, and more. The thoughtfully designed layout offers each bedroom its own private vanity with sink and toilet, connected by a shared walk-in shower for added convenience and privacy. Step outside onto the private balcony to enjoy sunny afternoons and warm coastal evenings. The property also boasts an excellent rental history, making it an attractive investment opportunity. Just around the corner from The Bank brewery and restaurant, Harris Teeter and Publix grocery, and a variety of shopping and dining options. So close to Lowcountry Celebration Park/Coligny and all the area has to offer! Many brand-new furnishings have recently been purchased and are included with the sale, making this a truly turnkey opportunity. Professional photos will be available the week of 7/27.

104 Cordillo Parkway Unit I3, Hilton Head Island

Listing courtesy of Coldwell Banker Realty.

board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.