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$225,000
1 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512049 MLS
Welcome to cozy coastal living in the desirable Marshside community on the north end of Hilton Head Island! This well cared for, updated, and fully furnished 1 bedroom, 1.5 bathroom loft villa is move in ready and priced to sell. The main level offers an inviting living space featuring a cozy fireplace, a convenient half bath, and an updated kitchen equipped with stainless steel appliances. Upstairs, the spacious loft bedroom suite boasts a private full bathroom, a walk-in closet and beautiful sunrise views to start your morning right. Step out onto the back porch to relax and take in the tranquil marsh and landscaped views, perfect for watching local island wildlife. Additional features include an extra exterior storage closet for your beach gear. Residents of Marshside enjoy fantastic community amenities, including a pool, tennis courts, playground, and fitness center. Property is being sold AS-IS with seller to make no repairs (microwave and refrigerator water dispenser as-is; dispenser non-functional). Inspections are welcome.

5 Gumtree Road Unit L-18, Hilton Head Island

Listing courtesy of The Cox Team Brokered by EXP.

$32,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512232 MLS
Welcome to your coastal getaway! Own a deeded 2BR, 2BA quartershare at Brigantine Quarters in Shipyard. Enjoy 13 rotating weeks a year in this beautifully designed residence with vaulted ceilings and a large balcony with golf views. Prime weeks for 2027 include 4th of July and December 18th through New Year's Day 2028. This mini-resort includes tennis, pickleball, pools, a playground, and a private beach gate for BQ owners and guests. Maintenance fee covers appliances, furniture, maintenance upkeep, taxes, Shipyard fees, and more, ensuring a stress-free experience, ideal for personal use or rentals.

55 Barcelona Road Unit 242C, Hilton Head Island

Listing courtesy of The Homesfinder Realty Group.

$3,995,000
5 Beds ⋅ 7 Baths ⋅ HILTONHEAD-512060 MLS
Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$295,000
2 Beds ⋅ 1 Baths ⋅ HILTONHEAD-512198 MLS
One of the nicest Marshsides to hit the market! Welcome to this light & bright, 2br. and 2bath end-unit villa in popular Marshside Villas. Offered fully furnished and featuring peaceful, double lagoon views, this inviting one-story home has been thoughtfully updated and is ready to enjoy! Completely turnkey, the refreshed kitchen features newer, stainless appliances (all just a few years old), new sink, breakfast bar with additional storage and seating, new lighting and ample cabinet space. The great room with cathedral ceiling and wood-burning fireplace features: smooth ceilings, built-ins, new ceiling fan and added cabinets and shelves. Wood-like laminate flooring throughout, the home features two remodeled baths with custom showers. The end-unit location offers additional privacy and natural light, while the lagoon setting creates a relaxing low country backdrop. Owner occupied with love and care since 2021, a great deal lot of thought has been put into storage and outdoor living space. Furniture, fixtures, TV's, etc all convey as a convenience to the purchaser and seller. Marshside has an excellent reputation for a well-run regime and great location near schools and hospitals.

5 Gumtree Road Unit F-5, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$359,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512183 MLS
Incredible opportunity to own a perfect 2 BR villa at the beach! This second floor updated villa has not been rented. This end unit has extra windows for more light. There are tile floors that look like wood in main living areas, Fresh coastal decor & comfortable furnishings make this an easy place to relax. The kitchen is updated with newer cabinets, under counter lighting, pretty quartz countertops and glass back splash & Stainless appliances too. Bath vanities and lighting are newer & bedrooms are nicely furnished. TV's in all rooms. The ocean front resort has the largest ocean front pool on HHI, a second pool, pickleball, tennis, bike rentals, restaurants, volleyball, 24 hour security, convention center and so much more. You are going to love it here!

40 Folly Field Road Unit D9, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$2,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512178 MLS
Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 20, ideally positioned in the late May when the island is at its springtime best. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. This desirable villa overlooks a lush lagoon, providing peaceful views and a tranquil backdrop throughout your stay. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with refreshing ocean breezes and serene golf course vistas, then setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. May's comfortable temperatures and blooming landscapes create the perfect setting for beach walks, outdoor dining, dolphin cruises, and all that Sea Pines has to offer-without the crowds of peak summer. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep.

70 Lighthouse Road Unit 2885, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$899,000
4 Beds ⋅ 4 Baths ⋅ HILTONHEAD-512036 MLS
This stunning four-bedroom home located on a cul-de-sac street sits on a great lot with views of the Oyster Reef Golf Course. Even better, it's just around the corner from the access point for the Dolphin Head Bluff Path. This home boasts an incredible floor plan with two primary bedroom suites, one downstairs and one upstairs. You will enjoy the renovated kitchen with stainless steel appliances, custom cabinets, all open to the main living areas. There is so much natural light throughout and tons of storage space. This home has beautiful crown moldings and great ceiling height throughout.Living in the Low Country means outdoor living space is a must, and this has an incredible back yard/patio with exceptional golf views of #8 of the Oyster Reef Course. Updated bathrooms recently painted and the roof was replaced a year ago, you can move in worry free. Hilton Head Plantation has low fees and incredible amenities: Golfers have four championship 18-hole courses within the community (Bear Creek, Dolphin Head, Oyster Reef and the Country Club of Hilton Head). Private beach lovers enjoy a private shoreline along the Port Royal Sound in Dolphin Head Park. HHP has a resort-style zero-entry pool with lazy river and splash pad anchors Spring Lake Recreation Area. There's even a Marina just inside the community and for garden lovers, Seabrook Farms is a place where residents can rent beds to grow vegetables, fruits, and flowers.

16 Yellow Rail Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$499,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511932 MLS
Enjoy the best of Hilton Head Island from this conveniently located first-floor villa just minutes from Coligny Beach and Lowcountry Celebration Park. This 2-bedroom villa features two private ensuite baths, plus half bath, in-unit laundry, and quaint outdoor space perfect for relaxing after a day at the beach. The community swimming pool is just steps from your door, making it easy to cool off and extremely convenient. Ideally situated near Hilton Head's beautiful beaches, popular restaurants, shopping, entertainment, bike paths, and activities, this villa puts everything you love about the island close at hand. Whether you're looking for a Hilton Head Island place to call home, vacation home, or investment property, this pet friendly villa offers an exceptional combination of location, convenience, and coastal lifestyle. Turn key, fully furnished and ready to enjoy.

24 Deallyon Avenue Unit 6, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$7,399,500
5 Beds ⋅ 6 Baths ⋅ HILTONHEAD-511871 MLS
Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

34 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$950,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512086 MLS
Premier investment in Sea Pines Resort's South Beach Marina Village and less than 1/4 mile to the beach. This 1-floor 2BR/2BA Lagoon Villa features brand new impact rated windows and doors. While this unit has never been rented other rentals in this regime rent VERY well. Highly desirable location near the beach, South Beach Marina, dining, and entertainment. Features include vaulted ceilings, a spacious living area, and a private lagoon-view patio. Sea Pines remains Hilton Head Island's most established short-term rental market, making this an exceptional opportunity for immediate income, appreciation potential, and personal enjoyment. (Virtual enhancement has been used in some photographs)

226 S Sea Pines Drive Unit 1588, Hilton Head Island

Listing courtesy of Charter One Realty.

$599,900
3 Beds ⋅ 2 Baths ⋅ HILTONHEAD-512034 MLS
Ready for the beach? This beautifully updated 3-bedroom, 2-bath Seascape Villa offers the space, location, and easy coastal lifestyle that make South Forest Beach such a favorite. The bright main level features an open living and dining area with updated flooring and beadboard ceilings, a renovated kitchen with crisp quartz counters, coastal cabinetry and backsplash as well as SS appliances. A private deck with personal grill makes for perfect outdoor dining or relaxing. Upstairs, three bedrooms provide plenty of room for family and guests, including a spacious primary bedroom with sliding doors opening to its own covered balcony overlooking the palms. Both baths have been nicely updated, and the villa is offered fully furnished with attractive coastal furnishings and décor. Recent improvements make ownership even easier, including a new HVAC (2025), hot water heater and refrigerator (2024), plus a brand-new dishwasher, washing machine, dryer, and grill. Best of all, Hilton Head's beautiful beaches are just across the street, with Seascape's cabana making beach days especially easy. The community also offers two swimming pools tucked among the trees, plus Celebration Park just a short walk/ bike rise away as well as Coligny's restaurants, shopping, entertainment, and miles of leisure paths nearby. 3031 Seascape is ready to enjoy from day one-whether as a Hilton Head getaway, second home, or vacation rental investment.

42 S Forest Beach Drive Unit 3031, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$609,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511985 MLS
Here's your opportunity to own a meticulously maintained villa in the heart of Shipyard that has been totally renovated and is TURN-KEY! Do not miss this chance to see this well cared for villa unit that has been used as a second home by current owner! There have been over 37k in recent renovations to bring in a nicely appointed kitchen with all new cabinets with quart countertops, sink/faucet and new microwave. This open galley kitchen is perfectly appointed and uses every inch wisely. Brand new pavers have been installed on both the oversized front porch entrance/service area and the spacious back patio! The bedrooms upstairs have cathedral ceilings and both bathrooms have been updated and are coastal chic! Each bedroom has a patio as another area to sit and relax and enjoy the beauty that Hilton Head has to offer. The primary bedroom has an oversized sliding glass door that provides a beautiful view of the Galleon golf course. The downstairs is an open concept and incorporates neutral 16 inch tiles throughout for easy wear.....the kitchen is also open to the living area and it's easy to stay connected to the visitors while the cook is in the kitchen. There is a full laundry room with extra space for well needed storage. Shipyard is a thriving and excellent plantation to enjoy all that is offered on Hilton Head Island. There are 3 nine hole golf courses, a restaurant and golf pro shoppe, Van Der Meer tennis facility and a newer beach club that offers storage underneath for those that are interested! The Shipmaster complex provides a spacious pool and tennis courts that are included in your regime fee. Shipyard has two separate entrances including one off of Highway 278 and the other on Pope Avenue which offers easy access to Coligny Plaza....considered by many to be the 'downtown' of HHI! This villa can be used as a primary, secondary or a rental property so it is very flexible...and animals are welcome for owners! Come see this villa TODAY! It won't last long!

63 Shipyard Drive Unit 704, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$7,800,000
6 Beds ⋅ 8 Baths ⋅ HILTONHEAD-510819 MLS
Experience unparalleled oceanfront luxury in the exclusive, private community of Port Royal on Hilton Head Island. This 6,208-square-foot, two-story coastal home features six bedrooms, five full baths, and three half baths, offering an exceptional blend of timeless architecture. Meticulously enhanced with extensive modern updates, the home welcomes you with a grand foyer, soaring ceilings, and open, light-filled living spaces. Stunning 2-story glass frames sweeping panoramic Atlantic vistas and the maritime landscape from nearly every room. The newly remodeled chef's kitchen is complete with leather-stamped quartz countertops, a premium Sub-Zero refrigerator, a gas Bertazzoni Range, 2 stainless steel sinks, a farmer sink and a customized bar area. A generous island designed for effortless entertaining seats six. Throughout the interior, earth toned tile, stone and wood flooring complement the home's design. The primary suite serves as a serene sanctuary with stunning ocean views and a spa-inspired bathroom while each guest suite ensures ultimate comfort with private en-suites. Notably, three of the six bedrooms boast breathtaking direct ocean views.The luxury extends outdoors to a private beachfront oasis designed for relaxation and entertainment. Expansive patios, second-story veranda balcony, and an oceanside salt water pool offer front-row seats to legendary sunrises, cool sea breezes, and the tranquil lapping of the waves. Enjoy direct, private access to Hilton Head's pristine shoreline right from your backyard. Thoughtfully updated, the property features a durable metal roof, a classic stucco exterior, a spacious three-car garage, newly paved driveway plus paver pathways and refreshed landscaping. Situated on one of Port Royal's private, winding, oak-tree-lined cul-de-sac streets, this gated-community oceanfront residence offers a rare combination of luxury, privacy, and coastal living at its best.

10 Drayton Place, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$999,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-511895 MLS
The Old Ferry Keeper's coastal cottage is ready for its next chapter. Wake up to beautiful deep-water views from the primary bedroom or enjoy the same Lowcountry scenery with morning coffee on the open front porch. Located in Buckingham Landing, 4 Big Oak Street offers a Hilton Head address, nearly half an acre, and no HOA or POA restrictions. This newly renovated 4-bedroom, 4-bath home features solid white oak hardwood floors, custom white oak trim, shiplap accents, and fresh paint. The renovated chef's kitchen includes a marble island, quartz countertops, and new high-end appliances. Upstairs are three spacious bedrooms and three baths, including two recently updated bathrooms and a Jack-and-Jill layout. Downstairs, a private fourth bedroom, full bath, and laundry area offer flexibility for guests, an office, or potential rental income. Additional highlights include a whole-home water filtration system, new washer and dryer, a freshly updated four-car garage with additional storage or hobby space, a newly screened entertaining area, and ample room for a pool.

4 Big Oak Street, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

$339,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-512017 MLS
Peek-a-boo ocean views from the rear balcony of this recently renovated 1st-floor Breakers villa! The Breakers complex is a perennial favorite with summer vacationers and snowbirds alike due to the proximity to Coligny Plaza, oceanfront pool, and new elevators. The buyer will be walking into a turnkey rental machine that will be ready to dominate the STR market on closing day.

4 N Forest Beach Drive Unit 103, Hilton Head Island

Listing courtesy of FATHOM REALTY.

$395,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511966 MLS
Completely renovated 2bd/2.5 bath townhome on slab foundation with wood burning fireplace. This condo has been completely remodeled to include LVP flooring, PEX plumbing and water heater moved to storage closet on front porch, new kitchen with quartz countertops, new carpet, new bathrooms and much more! This condo is located near the community pool, tennis courts, gym and playground - and getting off the island is a breeze as it is close to the HHI bridge.

5 Gumtree Road Unit D3, Hilton Head Island

Listing courtesy of Coastal Realty Group.

$465,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511964 MLS
Welcome to Brighton Bay Villas Unit 405, where comfort, convenience, and natural light come together in one of Hilton Head Island's most desirable locations. This freshly painted 2-bedroom, 2.5-bath villa offers a bright, inviting interior with beautiful red oak hardwood flooring throughout the main living level. The updated kitchen features granite countertops, all-new stainless-steel appliances, and an open layout that's perfect for everyday living or entertaining. The updated half bath adds a modern touch to the main floor, while both spacious bedrooms offer private en-suite bathrooms, creating ideal comfort and privacy. A thoughtfully integrated Murphy bed can provide a studio feel in the downstairs living area which can provide additional sleeping accommodations for family and guests without sacrificing valuable living space. Enjoy peace of mind with two HVAC systems, including one brand-new unit for added efficiency and comfort. The oversized two-car garage offers ample room for vehicles, beach gear, bikes, and additional storage. Brighton Bay Villas offers outstanding community amenities, including a swimming pool, fitness center, and car wash station. Located adjacent to Palmetto Bay Marina, you'll enjoy easy access to waterfront restaurants, boutique shopping, boating, and entertainment. Conveniently situated on the south end of Hilton Head Island, the community also provides quick access to the Cross Island Parkway and is just minutes from additional shopping, dining, golf, beaches, and all the island has to offer. Whether you're searching for a primary residence, second home, or island retreat, this move-in-ready villa offers the perfect blend of updated finishes, flexible living space, generous storage, and an unbeatable Hilton Head Island location.

30 Paddle Boat Lane Unit 405, Hilton Head Island

Listing courtesy of Realty One Group - Lowcountry.

$4,250,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511980 MLS
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.

$2,500,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-511633 MLS
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.

$369,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511958 MLS
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.

$1,195,000
4 Beds ⋅ 5 Baths ⋅ HILTONHEAD-511954 MLS
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.

$245,000
1 Beds ⋅ 1 Baths ⋅ HILTONHEAD-511950 MLS
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
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511949 MLS
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
4 Beds ⋅ 5 Baths ⋅ 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.

$1,800
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511928 MLS
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.

$2,995,000
4 Beds ⋅ 6 Baths ⋅ 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.

$569,000
2 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511913 MLS
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.

$1,299,000
4 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511471 MLS
22 Doubloon Dr is nestled beneath majestic live oaks on a nearly 0.6-acre homesite 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, a welcoming fireplace, and a large laundry room. The updated kitchen features new appliances, while the updated guest baths, fresh interior paint, BRAND NEW HVAC AUGUST 2026, 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. Some furniture is negotiable.

22 Doubloon Drive, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc - Bluffton.

$759,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511695 MLS
Under a canopy of Spanish Moss, this Lowcountry retreat offers a private sanctuary of lush landscaping and timeless architecture. Recently remodeled, enjoy charming paver walkways, low maintenance LVP flooring, smooth ceilings, wall to wall windows with elegant plantation shutters, generous living/dining area & handsome wood burning brick fireplace. The stunning eat-in kitchen is equipped with large quartz island, wraparound backsplash, newer stainless steel appliances, pendant lighting & floor to ceiling cabinets. A relaxing owner's suite provides direct access to rear patio & hot tub, while updated bath includes 2 sink vanity, designer lighting & frameless tile shower. Conditioned hobby/storage room is ideal for flexible drop zone off garage. Embrace peaceful mornings or entertaining evenings via a rare & desirable fenced yard, expansive paver patio & golf views along the 3rd fairway of Moss Creek's private South Course. Centrally located within the community, take advantage of the newly renovated clubhouse, and active golf & tennis amenities just down the road!

11 Timber Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$1,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511868 MLS
Owner is also selling Week 17 (Unit 2874) and is open to offering a discounted price if both weeks are purchased together-an excellent opportunity to enjoy two consecutive weeks in paradise! Enjoy the relaxed sophistication of Hilton Head Island during deeded Week 18, ideally positioned in the first week of May when the island is at its springtime best. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most sought-after settings. This desirable villa overlooks a lush lagoon, providing peaceful views and a tranquil backdrop throughout your stay. Ideally situated between Harbour Town Lighthouse and the sun-soaked Beach Club, you're just a short stroll from championship golf courses, pristine beaches, waterfront dining, and a vibrant coastal arts and culture scene. Imagine beginning your mornings with refreshing ocean breezes and serene golf course vistas, then setting out to bike beneath towering live oaks along miles of shaded pathways. Spend your afternoons on award-winning fairways, relaxing on the beach, or exploring the island's natural beauty before unwinding with spectacular waterfront sunsets. May's comfortable temperatures and blooming landscapes create the perfect setting for beach walks, outdoor dining, dolphin cruises, and all that Sea Pines has to offer-without the crowds of peak summer. Whether you prefer championship golf, coastal adventures, or simply relaxing on your private balcony overlooking the greens, everything you need is right at your doorstep. With the option to purchase the adjoining Week 17 at a discounted package price, this is a rare opportunity to enjoy two consecutive weeks in one of Hilton Head Island's premier vacation destinations.

70 Lighthouse Road Unit 2875, Hilton Head Island

Listing courtesy of Lighthouse Realty.

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