1,922 listings, but only 250 max can be displayed.
 Refine Search
Map
Sort by
40 Wexford On The Green, Hilton Head Island
$2,499,000
4 Beds ⋅ 4 Baths ⋅ 4,377 SqFt. ⋅ HILTONHEAD-505102 MLS
Waterfront Elegance with Sweeping Broad CreekViews! Perfectly positioned along the shimmering banks of Broad Creek, 40 Wexford on the Green captures the essence of Lowcountry luxury with timeless Charleston-inspired architecture and unforgettable water views from nearly every vantage point. A gracious side porch entry welcomes you to the front door, setting the tone for the warmth and charm that unfolds within.Designed to celebrate its remarkable setting, this home features four inviting porches-two capturing sweeping views of Broad Creek, and two overlooking the picturesque streetscape framed by majestic, moss-draped oak trees. The expansive primary suite is a true sanctuary, featuring a spacious bath, screened porch and panoramic views that greet you each morning with the beauty of Broad Creek.Indoor and outdoor living blend seamlessly. The lower-level covered entertaining space flows effortlessly onto a brick patio anchored by a built-in gas fire pit, creating the perfect backdrop for evenings with friends, family gatherings, or quiet nights under the stars. An elevator provides convenient access, ensuring comfort and ease throughout.For boating enthusiasts, a 45-foot boat slip is available in the Wexford Harbour, offering direct access to the Intracoastal Waterway and beyond.Located just moments from the heart of Wexford, residents enjoy world-class amenities including the private harbour and lock system, new Harbour Center with cafe, new Clubhouse with fine dining and a casual pub, Arnold Palmer Signature golf course, tennis and pickleball courts, croquet, swimming pools with pool bar, and a vibrant year-round social calendar. This is more than a home. It is a waterfront lifestyle defined by beauty, connection, and effortless coastal living.

40 Wexford On The Green, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Charter One Realty.

16 Indigo Lane, Hilton Head Island
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 3,428 SqFt. ⋅ HILTONHEAD-448645 MLS
Brand-new construction in the heart of Sea Pines! Perfectly positioned in the highly sought-after Lawton Woods neighborhood, this exceptional home is just a short walk or bike ride to the beach and the outstanding amenities that make Sea Pines so special. Designed with both comfort and style in mind, the main level features a bright, open-concept floor plan that seamlessly connects the living room, dining area, and kitchen - creating an inviting space ideal for everyday living and effortless entertaining. Large windows fill the home with natural light, enhancing the airy, coastal feel throughout. Just off the living and dining areas, a screened-in porch extends your living space outdoors, offering the perfect setting for year-round relaxation while overlooking the tranquil lagoon. Whether enjoying a quiet morning coffee or hosting friends in the evening, this peaceful backdrop adds to the home's charm. Upstairs, the spacious primary suite provides a private retreat, complete with its own outdoor deck - an ideal spot to unwind and take in beautiful sunset views at the end of the day. Construction is almost complete, offering the exciting opportunity to enjoy a beautifully finished new home in the very near future!

16 Indigo Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Howard Hanna Allen Tate Lowcountry.

40 Wexford Club Drive, Hilton Head Island
$2,478,000
4 Beds ⋅ 5 Baths ⋅ 4,704 SqFt. ⋅ HILTONHEAD-503801 MLS
Dock Your Boat. Dive In. Live Wexford. Set along the harbour in the heart of Wexford, 40 Wexford Club Drive offers a rare opportunity to dock your boat in your own backyard while enjoying a private swimming pool and a fabulous, sensible, and on-trend main-level floor plan. Unlike many homes in the community, this residence is only a few easy steps up from grade, allowing for effortless entry into the main living spaces and an intuitive flow designed for today's lifestyle. Thoughtfully renovated and further enhanced by the current owners, the home features a newly installed kitchen and a custom-finished den that elevate both everyday living and entertaining. Updated flooring, windows, doors, lighting, hardware, and fresh paint throughout create a clean, modern aesthetic that feels current yet timeless. The main-level primary suite enjoys peaceful harbour views and is complemented by a spa-inspired bath with a freestanding soaking tub, expansive walk-in shower, and an adjoining sitting room or office. One additional bedroom on the main level provides flexibility for guests or family, while the upper level offers two more bedrooms and a spacious sitting area ideal for extended stays. Outdoor living is equally compelling. The private pool with attached spa creates a serene retreat, with calming views that extend from pool to harbour. A hidden bar area on the rear deck discreetly services the pool and outdoor entertaining spaces, while the private dock accommodates up to a 65-foot boat directly behind the home. Polished, well-executed, and exceptionally livable, this harbourfront residence represents one of Wexford's most compelling opportunities for those seeking comfort, access, and understated elegance.

40 Wexford Club Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

20 Spinnaker Court, Hilton Head Island
$2,450,000
5 Beds ⋅ 7 Baths ⋅ 3,900 SqFt. ⋅ HILTONHEAD-506467 MLS
Spectacular sunset views, walking happy hour strolls in the early evening, steps from the famed 18th fairway of Harbour Town Golf Links, this Sea Pines luxury, fee- simple townhome captures views of the Calibogue Sound and the green from it's kitchen, rooms, rooftop deck (and newly being build 16 x 16 foot deck off the main floor). Designed for the discerning buyer, homeowner, or investor, this exquisite five bedroom, five-and-a half bath residence combines refined craftmanship with timeless architectural detail. A soaring two-story great room showcases exposed wood beams, heart pine flooring, and custom millwork that set a tone of quality. Over 400k in prior enhancements - including newer roof, HVAC systems, hurricane-rated windows, designer kitchen, updated pool and spa, and high end furnishings (sold furnished, rental ready) - and an additional 130K in exterior refinements of stucco, skylights, trim and paint. The current owner is expanding the living experience with a custom 16' x 16' deck off the kitchen, offering panoramic views, and an add on spiral staircase that leads down to the private pool and outdoor BBQ area for nightly entertainment. Elegant and meticulously maintained, positioned in the heart of Harbour Town, owners and renters enjoy direct access to world-class golf, tennis, pickleball, dining, beach front access, and the island's best biking trails (leading minutes to the beach). During RBC Heritage week, enjoy the excitement of tournament play just beyond your doorstep from one of Sea Pine's most exlusive vantage points. Current rentals on the books - established relationship with The Sea Pines Resort Rentals & exceptional rental projections, makes this a rare offering where investment meets signature Hilton Head Island luxury. This opportunity won't last long.

20 Spinnaker Court, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Collins Group Realty.

4 Bald Eagle W Road, Hilton Head Island
$2,450,000
4 Beds ⋅ 5 Baths ⋅ 3,892 SqFt. ⋅ HILTONHEAD-505026 MLS
Enjoy the best of both worlds in this one of a kind property where you have stunning marsh views and you are just 8 rows to the Atlantic Ocean. This 4BR, 4.5BA home offers an incredible floor plan with multiple living/dining spaces, 2 owner suites, office spaces, and spacious deck with swimming pool looking out to the marsh down to the Salty Dog. Use as primary residence, second home, or rental investment property, you decide! Start living the Low Country dream!

4 Bald Eagle W Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

3 Myrtle Lane, Hilton Head Island
$2,450,000
7 Beds ⋅ 7 Baths ⋅ 4,027 SqFt. ⋅ HILTONHEAD-454425 MLS
Step into your own private paradise with this expansive backyard retreat, perfect for entertaining or unwinding in style. The centerpiece is a sparkling in-ground pool surrounded by lush landscaping and elegant lounge chairs that invite you to soak up the Lowcountry sun. As evening falls, gather around the firepit for cozy conversations under the stars. Multiple outdoor seating areas offer the ideal setting for al fresco dining, weekend barbecues, or simply enjoying the serenity of your surroundings. Located in the sought-after South Forest Beach community of Hilton Head Island, just across the street from the beach access, this interior designer-inspired, coastal chic retreat offers the perfect blend of elegance & comfort. Offering 7 bedrooms including a vibrant bunk room that sleeps six there is room for everyone to unwind in style. Step inside & be greeted by soaring ceilings and an airy open floor plan that effortlessly connects indoor & outdoor living. The heart of the home is the expansive chefs kitchen. This home has an excellent rental history with many return visitors, but the comfortable style would also make an excellent primary or second home!

3 Myrtle Lane, Hilton Head Island

Listing courtesy of HH Island Real Estate and Rentals. Selling Office: C 21 A Low Country Realty.

20 Royal Crest Drive, Hilton Head Island
$2,425,000
4 Beds ⋅ 5 Baths ⋅ 3,400 SqFt. ⋅ HILTONHEAD-503048 MLS
Hilton Heads only private oceanfront community. Custom-built by a local premier builder, this 4BR/4.5BA residence blends timeless craftsmanship w modern innovation. Approx. 3,400 sq. ft., the home lives large soaring ceilings, abundant light & an open layout designed for gathering. A welcoming foyer leads to flexible spaces including a dining/sitting room, a living room w stacked-stone fireplace, & a gourmet kitchen w gas range, counter seating & casual dining overlooking the pool & covered patio. The primary suite is privately set apart from two guest rooms, with a 4th upstairs. Heated and cooled resort style pool. The insulated, climate-controlled 3-car garage with epoxy floor. Modern upgrades include a Tesla Power Wall III, backup generator, & future-ready solar design. Port Royal offers unmatched amenities private beaches, oceanfront pool, tennis, pickleball, leisure trails, and 24-hour security. In a community where opportunities like this are rare, this residence sets the benchmark for Port Royal living truly best in class!

20 Royal Crest Drive, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry. Selling Office: Engel & Volkers.

8 Royal Crest Drive, Hilton Head Island
$2,412,500
4 Beds ⋅ 4 Baths ⋅ 4,886 SqFt. ⋅ HILTONHEAD-454929 MLS
One-of-a-kind European-inspired estate in Port Royal, Hilton Head’s only private oceanfront community. This rare brick home (hand-painted for a modern coastal look) blends Old World charm w/ coastal elegance. Renovated in 2017 & 2022, it offers 4BR+ flex rooms, living room w soaring ceilings & fire place, TV room, coffee nook, dining rm w/ fireplace, art studio & gourmet kitchen. Two upstairs BR suites + loft. Heated pool, fenced flagstone patio & lush .66-acre lot create a private oasis. Imagine morning swims, coastal breezes & evenings under the stars—your dream Lowcountry life starts here.

8 Royal Crest Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

7 Peninsula Drive, Hilton Head Island
$2,400,000
5 Beds ⋅ 5 Baths ⋅ 4,500 SqFt. ⋅ HILTONHEAD-508204 MLS
Located in the gated community of Moss Creek, this exceptional custom home is set on approximately .84 acres with expansive marsh views, framed by mature live oaks and a sweeping drive that creates a true sense of arrival. Offering approximately 4,500 square feet under air, the home features 4 bedrooms, all en-suite, 4.5 baths, plus a private office and a large exercise room (or bedrooms 5 and 6). The first-floor primary suite is a standout with marsh views, a linear fireplace, and a spa level bath featuring heated floors and a 6'x 9' digital shower with rain head, body sprays, and handhelds. Extensive recent exterior improvements include a new oyster shell and concrete driveway, new front and rear composite decks, aluminum handrails, a new roof, all window sashes replaced, and a full exterior repaint. Outdoor living includes a large, covered deck, pool with sun shelf, outdoor shower, and multiple seating areas overlooking the marsh. Inside, the home reflects a high level of craftsmanship with French oak flooring, Savannah brick, custom millwork, and artisan ironwork. The two-story foyer features a hand forged marsh grass railing with subtle sandpiper detail, setting the tone for the home. A 16 foot sliding glass wall opens the main living area to the rear deck, creating seamless indoor-outdoor flow. The chef's kitchen is equipped with Thermador appliances including two dishwashers and custom cabinetry, opening to the main living area anchored by a substantial brick fireplace with custom built ins and live edge shelving. A separate coffee bar area includes beverage refrigeration, fridge/freezer drawers, and additional storage. Designed for entertaining, the home includes a custom bar with a 130+ bottle wine refrigerator, pellet ice maker, beverage refrigeration, and seating for multiple guests. A separate back pantry and service kitchen features a full size Bosch refrigerator and freezer, an additional dishwasher, large dual basin sink, and exterior access, ideal for hosting or catered events. Additional features include dual staircases, whole home sound system, extensive built ins, custom lighting throughout, and a garage with custom cabinetry, built in shop vac, epoxy floor and endless storage. One of the most thoughtfully designed and highly customized homes in Moss Creek. Property owner is a licensed SC real estate agent.

7 Peninsula Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: Compass Carolinas, LLC.

35 Saint Andrews Place, Hilton Head Island
$2,400,000
4 Beds ⋅ 4 Baths ⋅ 3,181 SqFt. ⋅ HILTONHEAD-503617 MLS
Perfectly positioned on the second green of the iconic Harbour Town Golf Links. Lounge Poolside and take in the PGA Tour's RBC Heritage. This exceptional private residence delivers the rare combination of space, privacy, and a truly postcard-worthy setting. At the heart of the home is a grand open living area with soaring vaulted ceilings and walls of windows that bathe the space in natural light and showcase lush golf course views. The inviting living room features ample seating centered around a dramatic decorative brick fireplace, while a loft above offers elevated views, built-in bookshelves, and a hidden crawl space sure to delight young adventurers. The gourmet kitchen continues the open-concept design with dual granite-topped islands, one with bar seating and the other with a built-in wine cooler-ideal for entertaining. A full suite of high-end appliances and abundant prep space make hosting effortless. Dining options abound, from a formal dining room with classic charm to a casual dining area near the kitchen that comfortably seats ten while overlooking the course. Step outside to enjoy three separate al fresco dining areas, each framed by stunning golf views. Added conveniences include a full laundry room and a second full-size stainless refrigerator. Accommodations are equally impressive. The private Bonus Room offers a spacious retreat with a king bed, twin sleepers, flat-screen TV, and en-suite bath with walk-in shower-perfect for families or visiting guests. Two additional guest suites on the main level feature queen beds, private baths, flat-screen TVs, and bay windows overlooking manicured gardens. The owner's suite is a true sanctuary, accessed through a cozy den with a decorative fireplace and pull-out sofa. This expansive retreat features a king bed, private patio access, golf views, a large walk-in closet, and a spa-inspired bath with dual vanities, soaking tub, and walk-in shower. Offering comfort, elegance, and an unbeatable Sea Pines location, this remarkable home is designed for those who expect nothing but the best.

35 Saint Andrews Place, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Keller Williams Realty.

25 Ridgewood Lane, Hilton Head Island
$2,400,000
4 Beds ⋅ 5 Baths ⋅ 3,958 SqFt. ⋅ HILTONHEAD-503438 MLS
From meticulous landscaping to the Savannah brick front porch and an exceptional .33-acre cul-de-sac lot, this stellar 4BR/4.5BA Sea Pines home at 25 Ridgewood Lane makes a lasting impression! Featuring significant peace-of-mind improvements and just painted both inside and out, the home includes 3 NEW HVACs, a completely NEW SPA AND RENOVATED POOL WITH NEW HARDSCAPING, NEW GARAGE DOORS, NEW IPE DECK AND SCREENED PORCH, NEW IRRIGATION WITH PEST CONTROL, and NEW EXTERIOR SLIDERS, just to name a few. The interior space is inviting and flows... opening to soaring smooth ceilings with crown molding and beautifully proportioned rooms that feel both grand and comfortable. Oversized living spaces and bedrooms offer a rare sense of scale, while the open-concept kitchen, complete with a butler's pantry, connects effortlessly into a great room showcasing one of two fireplaces, perfect for entertaining and everyday living. The deck and screened porch overlook the private pool and new spa, affording long lagoon and golf views of #6 fairway on Sea Pines Resort's famed Heron Point Golf Course . A three-car garage - WITH NEW EPOXY CONCRETE FLOOR COATING - includes a massive dedicated workshop space, adding tons of storage and exceptional functionality. Perfectly positioned with open green space to the right, the setting provides privacy and a sense of retreat. A short walk to the world-class shops, cafes and marina at Harbour Town and a bike ride to the beach, homes of this caliber, location, and livability are rarely available. This is a truly special opportunity in Sea Pines. As a primary residence or a coveted beach house rental, this home checks all the boxes. Just reduced and ready to sell!

25 Ridgewood Lane, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Charter One Realty.

1 Collier Beach Road, Hilton Head Island
$2,400,000
5 Beds ⋅ 7 Baths ⋅ 3,539 SqFt. ⋅ HILTONHEAD-503285 MLS
*PREMIER PROPERTY ALERT!* Beautiful 2nd row ocean3-story, 5-bedroom, 6.5 bathrooms PLUS Bonus Area! NEWER style home that was built in 2004 and renovated in 2020. Ocean views form most of the rooms, 4 private decks with marsh and water views! PERFECT home for short term rentals, 2nd home, or private residence.

1 Collier Beach Road, Hilton Head Island

Listing courtesy of Hilton Head Area Properties, LLC. Selling Office: Maxey Blackstream Christie's International Real Estate.

6 Black Skimmer Road, Hilton Head Island
$2,400,000
4 Beds ⋅ 3 Baths ⋅ 3,327 SqFt. ⋅ HILTONHEAD-501945 MLS
Fantastic location just five rows from the ocean and directly on the walkway to the beach! This beautifully renovated 4-bedroom, 3-bath home features a private pool and an open, inviting floor plan. The kitchen has been completely updated with new appliances, backsplash, cabinetry, and fixtures, showcasing a high-quality remodel that feels fresh and modern. The bright, clean interior is move-in ready. The living room centers around a stunning fireplace that serves as a perfect focal point, complemented by plantation shutters throughout. Each bathroom has been tastefully redone with stylish finishes, tiled and glass-enclosed showers, and updated fixtures. Additional highlights include smooth-painted ceilings, new flooring throughout, and a beautifully finished living area that exudes warmth and comfort. Used only as a second home, the property has been meticulously maintained and would make an exceptional primary residence, vacation home, or high-income rental investment. Outdoor living is superb, with generous deck space and a private plunge pool, perfect for relaxing or entertaining. Enjoy easy beach access, simply follow the walkway from your backyard to the ocean!

6 Black Skimmer Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Collins Group Realty.

66 Dune Lane, Hilton Head Island
$2,400,000
5 Beds ⋅ 6 Baths ⋅ 4,645 SqFt. ⋅ HILTONHEAD-501736 MLS
Welcome to 66 Dune Lane! Ocean views meet Southern charm in this stunning 2nd-row Charleston-style home in North Forest Beach. With 5 bedrooms, 5.5 baths, and nearly 5,000 sqft of heated/cooled living space, this residence offers the perfect blend of elegance and comfort. This property has been a rental machine with an incredible history of rentals; 2022 @ $176,369, 2023 @ $181,302 and 2024 @ $181,409. Ideal setup with parking for 8 CARS! Featuring new furniture throughout. Enjoy wide verandas, expansive front/back porches, plus a rooftop deck with sweeping panoramic ocean views. The open floor plan is designed for entertaining, featuring a magnificent chefs kitchen. Very spacious bedrooms complete with private ensuite, making this an ideal setup for multiple families. Amazing craftsmanship/millwork throughout. Multiple primary suites, spacious dining with vaulted ceilings, and a cozy living room with fireplace and wet bar. Step outside to the large pool deck with large, private heated pool, hot tub, and one-of-a-kind 300+ sqft heated Tiki Bar complete with private sauna. Roof 2020. Over 1,000 sqft of ground-level finished space is perfect for a recreation room, home gym, or extra storage.

66 Dune Lane, Hilton Head Island

Listing courtesy of Engel & Volkers. Selling Office: Engel & Volkers.

22 Full Sweep, Hilton Head Island
$2,400,000
5 Beds ⋅ 4 Baths ⋅ 4,500 SqFt. ⋅ HILTONHEAD-502017 MLS
This 4500 sqft stunning 5-bedroom, 5-bath residence offers breathtaking lagoon and multiple holes of the Robert Trent Jones Golf Course (#12 green, #13 hole, #9 tee, and the 10th/11th fairways) with distant OCEAN views. This home has an inviting open kitchen/family room, expansive 1st level owner suite, spacious enclosed porch with dining area, and 4 oversized guest ensuites providing privacy and comfort for family and friends. Outdoor living is unmatched with a trex deck swimming pool, and private dock with access to the 11-mile lagoon making it ideal for fishing, kayaking, or electric boating right out your backyard. Additional features include 3 car garage and 2017 roof. The highly sought-after oceanfront community of Palmetto Dunes is known for its resort lifestyle where residents enjoy access to two beach clubs, three miles of pristine beaches, three championship golf courses, world-class tennis and pickleball facilities, Shelter Cove Harbour & Marina, exceptional dining, shopping, bike paths, and the scenic 11 mile lagoon system.

22 Full Sweep, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: RE/MAX Island Realty.

8 Fairfax Lane, Hilton Head Island
$2,400,000
5 Beds ⋅ 6 Baths ⋅ 3,618 SqFt. ⋅ HILTONHEAD-501458 MLS
A rare opportunity to own a brand-new construction home in Hilton Head's premier private community. This remarkable residence combines modern design, thoughtful functionality, and elevated Lowcountry living. The main level features a stunning chef's kitchen with an open-concept dining and living space that flows into a spacious outdoor living area with a raised deck and an electric fireplace that overlooks the backyard, pool, and spa - perfect for year-round outdoor living. The primary suite, with a spa-inspired bath, features dual walk-in closets, a large wet room shower, and gorgeous floor-to-ceiling tile work. The main level home office provides a quiet workspace. Upstairs, find four ensuite bedrooms, each designed for comfort and privacy, while an elevator provides seamless access to all three levels. The lower level features a mudroom, a flexible recreation or fitness room, lanai, abundant storage, direct access to the pool and backyard, plus two garages with room for four cars. As a Wexford resident, you'll enjoy unmatched amenities: a private marina, championship golf, tennis, pickleball, croquet, community firepit, clubhouse dining, and a resort-style pool complex. Even more exciting, Wexford is set to unveil a newly expanded Clubhouse and a brand-new Harbour Center in April 2026, further enhancing the community's vibrant lifestyle.8 Fairfax Lane is more than a new home - it's your chance to embrace modern luxury in one of Hilton Head Island's most distinguished private communities.

8 Fairfax Lane, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

87 Singleton Beach Road, Hilton Head Island
$2,400,000
6 Beds ⋅ 6 Baths ⋅ 4,076 SqFt. ⋅ HILTONHEAD-448546 MLS
BREATHTAKING PANORAMIC OCEAN, TIDAL CREEK & MARSH VIEWS—a rare paradise on Hilton Head Island! This stunning property features a shared private dock for fishing, crabbing, kayaking, and unforgettable sunsets. Just steps from Singleton Beach, this 6 bedroom, 6 bath home with elevator offers a three-story layout with ample indoor and outdoor spaces, elevated private pool and hot tub, plus multiple balconies with spectacular ocean views. Inside, the bright, spacious interior offers full panel windows with views galore, and a game room fun for all ages! This coastal retreat blends beach vibes with Southern charm for a truly unforgettable escape.

87 Singleton Beach Road, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty. Selling Office: Greenplate Group Brokered by eXp Realty.

42 N Sea Pines Drive, Hilton Head Island
$2,395,000
4 Beds ⋅ 3 Baths ⋅ 2,713 SqFt. ⋅ HILTONHEAD-500858 MLS
Blending timeless Lowcountry charm with sweeping panoramic views, this extraordinary residence enjoys a premier setting on the acclaimed 2nd green and 3rd tee of Atlantic Dunes Golf Course, only steps away from the ocean. This 4BR residence harmonizes classic design with contemporary enhancements, creating an inviting retreat for both everyday living and entertaining. The homes interior is both warm and welcoming, featuring exquisite furnishings, designer lighting, custom window treatments, ,a dream kitchen w/top of the line appliances, multiple living/dining spaces to include screened porch and brand new 2025 wet bar entertaining area. The owners suite and guest bedrooms provide comfort and privacy with all updated baths. Step outside to enjoy the resort-style pool, spacious covered patio, and lush landscaping. From oyster roasts in the fall to summer barbecues by the pool, this property was built for gathering with family and friends. Whether as a primary residence, second home, or investment property, this remarkable home offers a rare opportunity to enjoy Sea Pines living at its finest.

42 N Sea Pines Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Hilton Head Properties.

12 Red Cardinal Road, Hilton Head Island
$2,375,000
3 Beds ⋅ 4 Baths ⋅ 2,908 SqFt. ⋅ HILTONHEAD-507927 MLS
Prime 3rd-row ocean home in Sea Pines, just moments from the Sea Pines Beach Club. Exceptional location with easy beach access and all the benefits of one of the island's most sought-after communities. This 3-bedroom, 3.5-bath home offers a spacious and functional floor plan with high ceilings and a fireplace in the living room. The oversized primary suite is located on the first floor and features a sitting area, walk-in closets, and a large bath with separate shower and tub. A dedicated office is also located on the main level. The kitchen includes stainless steel appliances and connects to separate living and dining areas, offering great flexibility for everyday living and entertaining. Upstairs, you'll find two additional bedrooms and baths. Additional highlights include a two-car garage and a 3-zone HVAC system. The home offers great bones and an ideal layout, with an opportunity for updates to make it your own-priced accordingly for the location and potential. Sea Pines amenities include miles of beaches, golf at Harbour Town Golf Links and Heron Point by Pete Dye, tennis at Sea Pines Racquet Club, scenic leisure trails, marinas, dining, shopping, and the iconic Harbour Town Lighthouse.

12 Red Cardinal Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

24 Scarborough Head Road, Hilton Head Island
$2,375,000
4 Beds ⋅ 5 Baths ⋅ 3,106 SqFt. ⋅ HILTONHEAD-504638 MLS
Built in 2020 and maintained to the highest standard, this custom Port Royal residence offers exceptional quality, thoughtful design, & effortless livability. Situated on a rare .77-acre homesite overlooking the 11th fairway of the Barony Course, the setting is both private and picturesque.The main level is designed for comfortable everyday living, featuring a serene primary suite w a spa-inspired bath, 2 beautifully appointed guest suites, a private office, and a well-planned laundry room. Upstairs, a spacious bonus bedroom w full bath provides ideal separation for guests or extended family.At the heart of the home, a gourmet kitchen with an oversized island, generous dining area, and beverage coolers opens seamlessly to the outdoors through collapsing doors. A screened porch, grill porch with rocking chairs, and an extraordinary backyard create a true indoor-outdoor lifestyle.The heated and cooled private pool, fire pit, and bocce court transform the .77-acre property into a personal retreat - perfect for quiet evenings or gathering with friends. This is a compelling opportunity in Port Royal, where lot acquisition and new construction would exceed this investment today.

24 Scarborough Head Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

32 Wexford On The Green, Hilton Head Island
$2,375,000
4 Beds ⋅ 5 Baths ⋅ 3,784 SqFt. ⋅ HILTONHEAD-500136 MLS
Stunning Lowcountry-style home showcasing rarely available & expansive, unobstructed Broad Creek views. Thoughtfully designed & exquisitely finished, this 4BD + den, 4.5BA residence blends timeless architecture with upscale comfort, just a short stroll to the world-class clubhouse, marina, tennis courts, golf & pool. Light & bright interior featuring hardwood & brick flooring, multiple fireplaces, & custom millwork throughout. Chefs kitchen impresses with marble countertops, high-end appliances, and generous prep space. Multiple charming porches, built-in outdoor grill, & fire pit, all set against the backdrop of serene waterfront views where sunsets are a spectacular show every night. Additional highlights: wine cellar, elevator, newer HVAC systems, every bedroom with ensuite, & expansive first-floor storage. Sold fully furnished, making it the perfect turnkey escape in one of Hilton Heads most desirable communities.

32 Wexford On The Green, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

5 Sandy Beach Trail, Hilton Head Island
$2,351,000
6 Beds ⋅ 7 Baths ⋅ 5,638 SqFt. ⋅ HILTONHEAD-501327 MLS
This beautiful oceanside luxury home in the luxurious Burkes Beach Community is close enough to hear the waves and only four rows away from the best beach on Hilton Head Island! It is already a successful short-term rental and is projected to do $266k. A professional cost analysis [Request the Document for Review] projects positive cash flow with only 25% down and over $140k positive cash flow in a full cash purchase. The home boasts an open floor plan that connects the kitchen, dining area, and main living area. Six bedrooms, including two large primary suites, four spacious bedrooms, and 6.5 bathrooms, provide ample space for large groups. Don't miss the huge game/recreation area, complete with a full bathroom, next to the heated pool. The area features a terrific entertaining space and multiple balconies, allowing everyone to spread out. It's easy to notice how well this home is built when inside. A huge plus and piece of mind feature is impact-resistant windows throughout, and it has newer HVAC systems and a roof (installed in 2023). A 3-stop elevator provides easy access to all levels. This is the perfect income-producing opportunity and a short walk to the best beach on Hilton Head Island. As a bonus, town-maintained Chaplin Park, conveniently located just a short walk away, it has tennis, basketball, a dog park, pavilions, soccer fields, and much more. With over 200 restaurants and bars, world-class golf, 70+ miles of public bike paths, plus so many other excellent island amenities, it's no wonder that Hilton Head is rated America's best island! Take this opportunity to own a slice of paradise on the island you love that actually puts money in your pocket every year!

5 Sandy Beach Trail, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Collins Group Realty.

4 Hartford Place, Hilton Head Island
$2,300,000
4 Beds ⋅ 6 Baths ⋅ 3,592 SqFt. ⋅ HILTONHEAD-510274 MLS
LOCATED in Port Royal the oceanfront private community on Hilton Head. ON A 1.3 ACRE LOT with massive live Oaks and TIDAL VIEWS FOR MILES toward PORT ROYAL SOUND. Natural landscape changes constantly with the tides, showing changing colors of the Spartina grass. This home offers unmatched quietness and privacy to allow you to unwind and escape the daily rush. See a wide variety of birds, marine life and other animals like being in a private nature sanctuary. Outdoor kitchen pool, and gazebo for the firepit overlooking tidal marsh out to Port Royal Sound. Large porch overlooking the pool and Pool power room. The main house has a Master & Three bedrooms.. A large quest suite over the three-car garage. The garage has GREAT storage and workspace. The updated kitchen opens to a large dining area. This area is connected to two large sitting areas overlooking the tidal marsh. The 3-car garage has all built-in storage and epoxy floors. A total of 4 bedrooms with 4 full baths and 2 half baths ( one is by the pool) If you ever wanted to enjoy nature, this is the perfect location.

4 Hartford Place, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Dunes Real Estate.

5 Palmetto Place, Hilton Head Island
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 3,756 SqFt. ⋅ HILTONHEAD-506970 MLS
Set along the Atlantic Dunes golf course on a spacious 0.65 acre lot, this original-owner home enjoys wide golf views stretching toward the ocean. Designed primarily for one-level living, the residence features 4 bedrooms, 3.5 baths, and versatile office and gym spaces. Fourth bedroom is conveniently located upstairs offering separate guest quarters. A large screened porch captures the expansive vistas, while gorgeous mature landscaping enhances the home's privacy and curb appeal. Ample parking is provided by a private owners' drive to the garage and a circular drive for guests at the front entrance.

5 Palmetto Place, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: RE/MAX Island Realty.

16 Dove Street, Hilton Head Island
$2,300,000
6 Beds ⋅ 6 Baths ⋅ 3,745 SqFt. ⋅ HILTONHEAD-504855 MLS
Located 5th row from the Atlantic Ocean and just a 2-minute walk to the beach, 16 Dove Street is a rare opportunity in North Forest Beach, positioned oceanside of North Forest Beach Drive and minutes from the shops, dining, and entertainment of Coligny, often referred to as downtown Hilton Head. Tucked behind a privacy fence on a corner lot, this 6-bedroom, 6-bath home offers an exceptional private outdoor oasis featuring a heated pool and spa, multiple entertainment areas, fire pit, ping pong table, and space designed for year-round enjoyment. The interior provides open living areas ideal for large gatherings, second-home living, or high-demand vacation use. With a proven rental history and projected income exceeding $200,000 annually, the property delivers strong investment performance while still functioning beautifully as a luxury primary or second residence. Walkable beach access, resort-style property, and a premier North Forest Beach location make 16 Dove Street one of the most compelling beach homes and income-producing opportunities on Hilton Head Island.

16 Dove Street, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: EXP Realty LLC.

60 Leamington Lane, Hilton Head Island
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 3,274 SqFt. ⋅ HILTONHEAD-502415 MLS
Fabulous opportunity to own in Leamington's private beach and golf community! Take your golf cart to the beach and private oceanfront beach pavilion. Kayak and canoe from the waterfront recreation center on the 11-mile lagoon with its beautiful new resort-style pool complex, and Arthur Hills Golf Club. 60 Leamington Lane is a stunning 4-bedroom, 3.5-bath residence with heated and cooled pool overlooking multiple fairways. Beautifully renovated and meticulously maintained - shows like a model! Impressive pavered driveway and walkway with beautifully manicured landscaping for starters. You will love the temperature-controlled pool with expansive decking, gazebo, and panoramic golf views all designed for luxurious outdoor living. Inside, you'll find ideal bedroom separation, a sumptuous primary suite, soaring barrel ceiling in the foyer and living room, rich wood flooring, and walls of custom windows filling the home with natural light. The gourmet eat-in kitchen opens to a spacious great room with picturesque views and is perfect for entertaining. This home truly offers the best of elegance and comfort. The list goes on ... A must see!

60 Leamington Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: The Ocean Broker.

20 Royal Crest Drive, Hilton Head Island
$2,300,000
4 Beds ⋅ 5 Baths ⋅ 3,400 SqFt. ⋅ HILTONHEAD-501527 MLS
Experience refined coastal living in Port Royal, Hilton Heads only private oceanfront community. Custom-built by a local premier builder, this 4BR/4.5BA residence blends timeless craftsmanship w modern innovation. The current owners elevated it further by creating a resort-style heated & cooled pool and finishing the space over the garage into a private guest suite. Approx. 3,400 sq. ft., the home lives large w soaring ceilings, abundant light & an open layout designed for gathering. A welcoming foyer leads to flexible spaces including a dining/sitting room, a living room w stacked-stone fireplace, & a gourmet kitchen w gas range, counter seating & casual dining overlooking the pool & covered patio. The primary suite is privately set apart from two guest rooms, with a 4th upstairs.The insulated, climate-controlled 3-car garage with epoxy floor. Modern upgrades include a Tesla Power Wall III, backup generator, & future-ready solar design. Port Royal offers unmatched amenities private beaches, oceanfront pool, tennis, pickleball, leisure trails, and 24-hour security. In a community where opportunities like this are rare, this residence sets the benchmark for Port Royal living truly best in class!

20 Royal Crest Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Realty One Group - Lowcountry.

56 Leamington Lane, Hilton Head Island
$2,300,000
5 Beds ⋅ 6 Baths ⋅ 5,100 SqFt. ⋅ HILTONHEAD-500885 MLS
Southern Living meets Lowcountry beach life! This stunning 5BR/5.5BA home is tucked within a no short-term rental, oceanfront community, offering privacy, charm, and timeless style. Overlooking multiple fairways and the Lighthouse built in the 1860's. Two primary suites and wonderful living areas. Designed with an open concept, the home features a gourmet kitchen anchored by a La Cornue Chateau range with matching hood. The heart of the home is an expansive kitchen quartzite island, offering abundant prep space and seating for 6. It is the focal point for everyday living and entertaining. High-end appliances, custom finishes, and thoughtful details are found throughout. Awesome home theatre and art studio were added to this home and increasing the square footage to approximately 5100 hsf. Rocking chairs and a swing invite you to relax on the wide front and back porches, while gas lanterns and Serena & Lily-styled interiors add sophistication and warmth. The oversized lot provides sweeping views of the 14th fairway out back and the Leamington lighthouse from the front, creating a one-of-a-kind setting. Designed as the ultimate family beach cottage, this home is as practical as it is beautiful, with luxury hardware, designer lighting, and attention to every detail. New roof is just 6 months old. Bring your loved ones and take full advantage of the exclusive amenities of Leamington gated, oceanfront community offering golf, leisure trails, private golf carts allowed in the community, beach pavilion and access, and brand new community "Resort Style Pool. This exceptional property is ready for memories that will last a lifetime.

56 Leamington Lane, Hilton Head Island

Listing courtesy of Hilton Head Properties. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

12 Dunes House Lane Unit 8, Hilton Head Island
$2,299,000
3 Beds ⋅ 4 Baths ⋅ 1,803 SqFt. ⋅ HILTONHEAD-503752 MLS
Location...Location...Location! Situated on three miles of newly nourished, award-winning beach, 8 Beach Villa is a stunning oceanfront 3-bedroom, 4-bath loft-style villa in the heart of Palmetto Dunes. Ideally located near the Dunes House and the Hilton Oceanfront Hotel, this villa offers spectacular ocean views and an expansive private deck-perfect for enjoying breathtaking sunrises over the Atlantic. Designed in relaxed coastal décor, this charming villa features three levels of thoughtfully designed living space. Level 1 includes a laundry room, office nook, and two bedrooms, each with a private bath. Level 2 is the main living area, offering a well-appointed kitchen, dining area, full bath, and a spacious living room with direct access to the oceanfront deck. Level 3, accessed by a spiral staircase, features an additional bedroom, loft area, and full bath. The community pool is conveniently located adjacent to the villa. The Beach Villa complex is just a short walk to all Palmetto Dunes amenities, including the 11-mile lagoon system, restaurants, and shopping. Bike paths wind throughout the community, connecting to Shelter Cove and extending across the Island. This exceptional location offers the ultimate coastal lifestyle-perfect for beach walks, biking, and enjoying everything Palmetto Dunes has to offer.

12 Dunes House Lane Unit 8, Hilton Head Island

Listing courtesy of Schembra Real Estate Group. Selling Office: Dunes Real Estate.

77 Ocean Lane Unit 513, Hilton Head Island
$2,260,000
3 Beds ⋅ 3 Baths ⋅ 1,520 SqFt. ⋅ HILTONHEAD-502599 MLS
513 Barrington Court offers the most expansive oceanfront views in all of Palmetto Dunes. Enjoy more than 180-degree views of the beach and ocean from the full wraparound balcony, accessible from all 3 ensuite bedrooms. This beautiful penthouse has been completely updated with new kitchen, bathrooms, furnishings and flooring. Barrington Court features a private pool for owners and guests, plus a convenient ground-level storage closet in the covered parking garage for all your beach gear.

77 Ocean Lane Unit 513, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Engel & Volkers.

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.