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$2,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511359 MLS
Owner is also selling Week 17 (Unit 2900) and is open to offering a discounted price if both weeks are purchased together - an excellent opportunity to enjoy two consecutive weeks in paradise! Experience the relaxed sophistication of Hilton Head Island during deeded Week 16, ideally positioned in the last week of April, when spring is in full bloom and the island is at its most beautiful. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of Hilton Head's most sought-after communities. This desirable end-unit villa, located next to the pool, offers added privacy, extra natural light, and exceptional convenience. Overlooking the lush fairways of the golf course, it provides 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 the vibrant coastal arts and culture that make Sea Pines so special. Imagine beginning your mornings with refreshing ocean breezes and serene golf course views before 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. Late April offers warm, comfortable temperatures, colorful spring blooms, and ideal conditions for beach walks, outdoor dining, dolphin cruises, tennis, and all that Sea Pines has to offer-before the peak summer crowds arrive. 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 2896, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,900
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511357 MLS
Owner is also selling Week 16 (Unit 2896) 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 17, 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 the lush fairways of the golf course, 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 2900, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$965,000
3 Beds ⋅ 3 Baths ⋅ 2,588 SqFt. ⋅ HILTONHEAD-511355 MLS
Pristine, thoughtfully updated residence with Sams Point Pond and distant tidal marsh views on quiet/private "eyebrow" street in much preferred Elliott Point area of popular HHP. Features and recent updates include soaring vaulted/tray smooth ceilings, custom built-ins throughout by master craftsmen, quartz counters, designer fixtures/hardware/lighting/window treatments, wood/tile/carpet flooring, stainless steel appliances, wood burning fireplace w/marble hearth, ceiling fans, walls of windows, sliding glass doors to view, skylights & transom windows providing excellent natural light, whole house dehumidifier system, impressive closet & storage space, pocket doors, etc. Very livable open floor plan boasts expansive great room, dining room, comfortable 4 season Carolina Room, well-appointed island kitchen (max cabinet & counter space), casual dining, stylish wet bar, powder room, laundry, ample primary suite (4 closets including 2 large walk-in closets), guest BR suite, Den/Media Rm/3rd BR and 2 car garage. Exterior offers attractive/durable cypress wood exterior, secluded rear deck, aggregate shell walkway, professionally maintained, mature plantings & lawn, specimen trees & irrigation system. All with charming curb appeal and primo location close to all HHP has to offer including Spring Lake Village Pool Complex, CCHH, Safe Harbor Marina, waterfront Dolphin Head Recreational Area and recently renourished Pine Island Beach Park. What's not to love about this home and Hilton Head Plantation!

312 Seabrook Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$448,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-511346 MLS
Another fantastic direct oceanfront villa at HHBT. This one has an open bedroom with lovely luxury vinyl flooring throughout. Lovely backsplash in kitchen. Sit on your sofa and view the ocean. Need more room? Buy A 224 and A 225 to accommodate a larger family.

40 Folly Field Road Unit A225, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$1,140,000
4 Beds ⋅ 3 Baths ⋅ 2,710 SqFt. ⋅ HILTONHEAD-511243 MLS
Modern, bright, and impressively spacious! This 4BR (single-level) Hilton Head Plantation home offers approx. 2,700 sqft in a quiet section of The Rookery! Tucked away on a small cul-de-sac, the property sits on over 1/2 acre and backs up to Rookery open space, creating a private natural setting with established landscaping, local plantings, and fruit trees. Inside, the home feels fresh and inviting with abundant natural light, tall (smooth) ceilings, gorgeous wood flooring, beautifully updated bathrooms, and two (spacious) owner's suites. The chef-style kitchen is a definite highlight of this home... complete with a large quartz island, updated cabinetry, stainless steel appliances, and even an induction range! Seamless indoor-to-outdoor transition, complete with a large (private) backyard deck. The dining room is filled with natural light, can host a large table for guests, and overlooks a private front courtyard. This home offers way more than one might expect, PLUS most furnishings are negotiable, creating an opportunity for a move-in-ready primary or second home. Don't miss the virtual pool plan!

1 Sanderling Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

$5,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-511325 MLS
Luxury Hilton Head ownership made easy. Enjoy 27 deeded days each year in this fully furnished 3BR/3BA home located in the prestigious Owners Club at Indigo Run - starting with this Labor Day week! Offering approximately 2,000 square feet, this turnkey residence features spacious living areas, dual primary suites, a fully equipped kitchen, and porch-perfect for relaxing after a day on the golf course or at the beach.Ownership is truly carefree with a low annual fee covering property taxes, insurance, utilities, housekeeping, landscaping, and all interior and exterior maintenance. Resort-style amenities include a clubhouse, fitness center, pool, hot tubs, tennis, and unlimited golf at Indigo Run's Golden Bear Golf Club and seven additional area courses (cart fees only). Owners also enjoy vacation exchange privileges through RCI and Interval International. A rare opportunity to own a luxury Hilton Head Island retreat with all the benefits of second-home ownership and none of the hassle.

51 Aberdeen Court, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$355,000
3 Beds ⋅ 2 Baths ⋅ 1,448 SqFt. ⋅ HILTONHEAD-508838 MLS
Island living at its finest! Welcome to this stunning 3BR/2BA condo in the highly sought-after, tree-lined community of Broad Creek Landing on Hilton Head Island. Step inside to a bright, open-concept space featuring beautiful wood flooring throughout the main living areas and kitchen, perfect for entertaining. All three bedrooms offer a cozy retreat with brand-new, plush carpeting. This lowcountry gem boasts unbeatable community amenities, including a resort-style pool, tennis courts, a playground, and scenic leisure trails. Location is everything-enjoy ultimate convenience being just minutes away from world-class dining, vibrant shopping, and gorgeous beaches. Ideal as a primary residence, vacation getaway, or investment property. (some photos may depict virtual staging)

35 Three Mast Lane Unit 35, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$300,000
HILTONHEAD-511317 MLS
Welcome to effortless island living! Lot 56 is located on desirable marina front of Hilton Head Harbor RV Resort, offering unmatched waterfront views within the community. Enjoy expansive outdoor living space with a new deck, perfect for coastal evenings and entertaining. The resort features two swimming pools, a hot tub, tennis courts, playground, and a stunning waterfront Point Pool overlooking the Intracoastal Waterway, where dolphins are often seen swimming by. Top it off with an onsite 5-star restaurant and you have everything you need for relaxed Lowcountry living.

43 Jenkins Unit 56, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$3,450,000
5 Beds ⋅ 5 Baths ⋅ 4,240 SqFt. ⋅ HILTONHEAD-511130 MLS
Built in 2018 by May River Custom Homes, 24 Rum Row delivers luxury coastal living in a coveted Palmetto Dunes location, where high-end construction is notably enhanced with wide (11-mile) lagoon views, a private dock, and convenient beach access! Impressively designed and professionally decorated, this FIVE-bedroom retreat features wide-plank wood floors, 8' solid-core doors, coffered ceilings, upgraded lighting, a gas fireplace, multiple laundry rooms, and impressive open living spaces on both levels. The chef-style kitchen shines with quartz countertops, a large island, a professional gas range, a pot filler, a pantry, and current features/finishes. Seamless indoor/outdoor living includes a large (screened) porch, private swimming pool, a covered poolside kitchen with a Napoleon grill, outdoor lounging/dining areas, and tranquil pool-to-lagoon views. High Quality throughout, numerous coastal-inspired finishes, a double garage, strong rental appeal, and offered fully furnished.

24 Rum Row, Hilton Head Island

Listing courtesy of Collins Group Realty.

$269,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-511205 MLS
Own a piece of paradise on the Atlantic Ocean at an affordable price. Cute 1 bedroom top floor condo located in the open Y of the building and close to the elevator at Hilton Head Beach and Tennis Resort. Located on the quiet marsh side of Building C with some ocean views from the balcony. Fully furnished and turnkey ready making rental income. Enjoy all of the amenities that HHBT ocean front resort offers including a huge beach front pool, seasonal beach/pool cafe, year-round on-site restaurant, gated with 24-hour security, onsite pickleball, tennis, and gym. Come and see this one as its perfect for renting and/or second home.

40 Folly Field Road Unit C302, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

$385,000
3 Beds ⋅ 2 Baths ⋅ 1,303 SqFt. ⋅ HILTONHEAD-511180 MLS
Discover one of the best values on Hilton Head Island! This beautifully updated 3-bedroom, 2-bath end-unit townhome in Marshside Unit C8 offers the perfect combination of privacy, convenience, and Lowcountry living. Nestled in this desirable community, with a community pool, tennis, picnic and playground area, this rare 3 bedroom home overlooks a tranquil lagoon and is adjacent to greenspace, creating a peaceful setting that's hard to find. Inside, you'll love the spacious open-concept floor plan featuring a vaulted great room with a cozy fireplace, wood-look laminate flooring, and a sliding glass door leading to the private patio where you can relax and enjoy the serene water views. The dining area flows seamlessly into the updated kitchen, complete with granite countertops, 2 pantries, ample counterspace, refreshed cabinetry, and newer stainless steel appliances-ideal for everyday living and entertaining. The thoughtfully designed layout includes two bedrooms with ensuite bathrooms, providing flexibility for guests, roommates, or a home office. Whether you're looking for a primary residence, second home, or investment property, this townhome offers exceptional value in a prime Hilton Head location. Convenience is unmatched! With fresh exterior paint, on-site property managers and beautiful landscaping you can enjoy the island benefits without the worry of maintenance. You're just minutes from Hilton Head Island beaches, Island Recreation Center, parks, public boat landings, the Sailing & Rowing Center, Cross Island Parkway, Main Street, shopping, restaurants, grocery stores, schools, the library, medical offices, the hospital, banks, Hilton Head Island Airport, and miles of scenic leisure bike paths. With its desirable end-unit location, peaceful lagoon views, numerous updates, and central island location close to everything Hilton Head has to offer, this home is a rare opportunity you won't want to miss.

5 Gumtree Road Unit C-8, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$795,000
2 Beds ⋅ 2 Baths ⋅ 1,434 SqFt. ⋅ HILTONHEAD-511249 MLS
Welcome to your beautifully remodeled retreat in Moss Creek! A rare opportunity to own one of just thirteen homes in the coveted Palm Isle enclave. Perfectly positioned on a spacious marsh-front site bordering a protected nature preserve, this completely reimagined, thoughtfully renovated 2-bedroom, 2-bath residence with loft blends timeless design with the beauty of its natural surroundings. The home showcases an exceptional use of natural materials, including stone flooring, solid wood cabinetry, and quartzite countertops, creating a warm, sophisticated aesthetic that feels distinctly at home in the Lowcountry. Dramatic 16-foot vaulted ceilings, a striking spiral staircase, and walls of windows fill the home with natural light while framing breathtaking marsh views throughout the home. A bright Carolina room and expansive deck provide the perfect setting to enjoy spectacular sunrises, coastal breezes, and abundant wildlife. The property also offers ample space for future expansion, making this a truly exceptional opportunity in a neighborhood where homes are rarely available.

12 Palm Isle Court, Hilton Head Island

Listing courtesy of Engel & Volkers.

$2,500,000
3 Beds ⋅ 4 Baths ⋅ 2,869 SqFt. ⋅ HILTONHEAD-511247 MLS
Experience the quintessential beachside lifestyle in this residence reminiscent of historic, coastal cottages of years past. The home's interior wraps you in rich character with washed pine walls, crisp painted wood ceilings, and beautifully refinished pine floors, striking balance between nostalgic coastal elegance and modern sophistication. The heart of the home kitchen appointed with 6-burner Viking gas cooktop, convenient refrigerator drawers, a warming drawer, wine cooler and spacious pantry. Included are stone countertops and island with bar seating, open to Great Room and Carolina Room/Dining overlooking water view. Split-floorplan prioritizes privacy with the Owners ensuite and lounge occupying one wing overlooking the water view separated by a gallery hallway leading to two private guest ensuites in separate wing. Enjoy peace of mind with updated operating systems including backup whole-house generator, newer HVAC and ductwork, tankless water heater, new plumbing pipes, young roof & spray foam insulation beneath main floor. Exterior painted within the last 4 years and features high-end permeable driveway & walkway pavers, blending curb appeal with eco-friendly design. Just an easy, short stroll away from two community pools and the sandy shore, this home offers move-in-ready, oceanside living at its finest!

31 Ocean S Point, Hilton Head Island

Listing courtesy of Charter One Realty.

$284,000
3 Beds ⋅ 3 Baths ⋅ 1,254 SqFt. ⋅ HILTONHEAD-511188 MLS
Great Value You Don't Want to Miss! Finding a 3-bedroom, 3-bath home on Hilton Head Island at this price is becoming increasingly rare. Offering approximately 1,250 square feet, this free-standing condo in The Gatherings presents an outstanding opportunity as a full-time residence, vacation getaway, or investment property. Well-maintained and move-in-ready, featuring a bright, inviting living room and a cheerful eat-in kitchen that serves as the heart of the home. The first floor offers two comfortable bedrooms, two full baths, and a conveniently located laundry closet. Upstairs, you'll find a spacious private suite complete with a large bedroom, full bath, and generous walk-in closet-perfect as a primary retreat or private guest suite. Step outside to enjoy the private deck or take advantage of the community pool located directly across the street. The Gatherings is an established neighborhood with a welcoming atmosphere, longtime residents, and an exceptionally convenient location offering easy access to both Hilton Head Island and Bluffton. Select restaurants and shopping are within near distance, adding to the convenience of everyday island living.If you've been searching for an affordable Hilton Head address without sacrificing space, comfort, or convenience, this home deserves a place at the top of your list.

36 Wee Road Unit 36, Hilton Head Island

Listing courtesy of Charter One Realty.

$300,000
HILTONHEAD-511231 MLS
OPPORTUNITY AT ITS FINEST! Lot 14 is regarded as "the" premier luxury motorcoach lot in the entire Resort. This recently renovated, stylishly designed, fully furnished, turnkey perimeter lot offers exceptional privacy, beautiful wooded views, and one of the resort's finest outdoor living spaces.Ideally situated on one of the resort's quietest loops, the property provides easy access in and out of the resort while delivering an outstanding combination of personal enjoyment and proven rental income potential. The oversized lot comfortably accommodates a 45-foot coach plus two additional vehicles.Every detail has been thoughtfully designed for luxury outdoor living. Included are premium furnishings, a fire pit table with comfortable maximum seating, living area umbrella, café dining set, landscape lighting, irrigation system, and a spacious 10-foot storage shed. The spectacular outdoor kitchen is the centerpiece of the property, featuring a propane grill, catering size side burner, stainless steel sink, refrigerator, storage and trash drawers, generous prep space, and an expansive granite bar with seating for six-perfect for entertaining family and friends.Meticulously maintained and beautifully illuminated for evening enjoyment, Lot 14 offers remarkable privacy, an impressive rental history, and a truly turnkey ownership experience. This is a rare opportunity to own one of the most desirable extravagant lots in Hilton Head Island Motorcoach Resort-where exceptional outdoor living meets outstanding investment potential

133 Arrow Road Unit 14, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$845,000
3 Beds ⋅ 3 Baths ⋅ 1,876 SqFt. ⋅ HILTONHEAD-511226 MLS
Take advantage of this unique opportunity to own an updated 3-Bedroom home in the sought-after Hilton Head Plantation. Ideally located just a short distance from Dolphin Head Beach Park & Pine Island, the home also sits conveniently between Dolphin Head Recreation Area and the Spring Lake Pool & Tennis Complex, offering easy access to some of the community's most desirable amenities. Adding to its appeal, the property comes with a long-term tenant in place through July 1, 2027, providing immediate rental income of $3,700 per month plus utilities. This is an excellent opportunity to purchase at today's prices while generating steady income until you're ready to make Hilton Head Plantation your permanent residence, seasonal retreat, or retirement home.

3 Deerfield Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,795,000
4 Beds ⋅ 3 Baths ⋅ 2,791 SqFt. ⋅ HILTONHEAD-511036 MLS
Luxury Coastal Living, Completely Reimagined!! Welcome to 9 Fort Walker Drive, an exceptional coastal residence in the prestigious gated community of Port Royal Plantation. Completely remodeled from top to bottom, this stunning 4-bedroom, 3-bath home blends timeless elegance with modern luxury, offering the rare opportunity to own a truly turnkey home in one of Hilton Head Island's most desirable communities.Situated on a private 0.6-acre golf course homesite, the property offers picturesque fairway views and ample space to create your dream backyard oasis, including room for a custom pool.Designed for effortless single-level living, the open floor plan is filled with natural light, soaring vaulted ceilings, and impeccable craftsmanship throughout. Wide-plank flooring, shiplap walls and ceilings, designer lighting, and refined architectural details create a sophisticated coastal aesthetic. The spacious great room is anchored by a striking acoustic fluted feature wall with a hidden door and sleek electric fireplace, creating an inviting focal point for everyday living and entertaining.The gourmet kitchen is a showpiece, featuring premium Bosch appliances, custom soft-close cabinetry, quartz countertops, and an oversized island designed for gathering with family and friends.The luxurious primary suite offers a custom walk-in closet and a spa-inspired bath with an oversized walk-through tile shower, dual oak vanity, quartz countertops, and designer finishes. Two additional bathrooms have been beautifully renovated with custom cabinetry, quartz surfaces, ceramic tile flooring, and tiled shower surrounds. Additional highlights include a thoughtfully designed laundry room with custom built-ins, abundant storage, and a rear deck with contemporary cable railings overlooking the golf course-the perfect place to enjoy morning coffee or evening sunsets.Every detail has been carefully curated with exceptional craftsmanship and high-end finishes, creating a home that lives like new while embracing the relaxed sophistication of coastal living.Enjoy the unmatched lifestyle of Port Royal Plantation, with 24-hour gated security, a private oceanfront beach club, championship golf, tennis, pickleball, walking trails, and easy access to Hilton Head Island's finest dining, shopping, and marina.Simply move in and enjoy luxury coastal living at its finest.

9 Fort Walker Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$1,099,000
3 Beds ⋅ 2 Baths ⋅ 2,047 SqFt. ⋅ HILTONHEAD-511126 MLS
STEPS TO THE BEACH AND PRICED AT LOT VALUE!! Discover the perfect blend of Lowcountry charm, privacy, and coastal living in this beautifully maintained 3-bedroom, 2-bath home, ideally situated on a sprawling and exceptionally private .58-acre golf course homesite beneath a magnificent canopy of mature specimen oak trees. Located in the highly sought-after Port Royal Plantation, this one-level residence offers effortless living with an inviting open floor plan designed for both everyday comfort and entertaining.Just steps from Port Royal's private beach access, you'll enjoy morning walks along the Atlantic shoreline, breathtaking sunrises, and the relaxed lifestyle that makes Hilton Head Island one of the country's premier coastal destinations. Whether you're searching for a primary residence, second home, or investment opportunity, this property offers an unbeatable combination of location, privacy, and community amenities.Inside, the spacious open-concept layout seamlessly connects the living, dining, and kitchen areas, creating a bright and welcoming atmosphere. A huge all-seasons Carolina Room overlooks the expansive backyard and golf course, providing the perfect space to relax, entertain guests, or simply enjoy the peaceful views year-round.Recent improvements provide peace of mind, including all new plumbing throughout the home allowing you to move in and immediately enjoy everything this exceptional property has to offer. The one-car garage provides convenient storage for your vehicle, beach gear, and outdoor equipment.The oversized homesite is one of the property's most remarkable features, offering incredible privacy, abundant outdoor living potential, and stunning mature landscaping rarely found today. Towering live oaks create a picturesque Lowcountry setting while framing beautiful golf course views. This lush oasis also features plenty of room for a pool. Ownership in Port Royal Plantation includes access to an outstanding collection of private amenities. Residents enjoy two championship 18-hole golf courses, a private oceanfront community pool, a beachfront clubhouse exclusively for property owners, an exceptional tennis center, walking and leisure trails, 24-hour gated security, and one of Hilton Head Island's most pristine stretches of private beach.This is a rare opportunity to own a beautifully updated home on one of Port Royal Plantation's largest and most private golf course lots-all within an easy stroll to the beach.

4 Robbers Row, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$4,500,000
5 Beds ⋅ 5 Baths ⋅ 4,796 SqFt. ⋅ HILTONHEAD-511088 MLS
Welcome to 14 Castlebridge Court, a spectacular waterfront residence transformed into a modern masterpiece. Recently remodeled with exceptional craftsmanship and designer finishes throughout, this stunning 5-bedroom, 4 full and 1 half bath home offers sophisticated Lowcountry living with breathtaking harbour views. A dramatic contemporary entry opens to an expansive great room featuring soaring ceilings, designer lighting, a stunning statement electric fireplace, walls of glass, and oversized sliding doors that seamlessly blend indoor and outdoor living. The open-concept design flows effortlessly into the gourmet kitchen, formal dining room, and casual dining area, all perfectly positioned to capture the picturesque waterfront setting. The luxurious first-floor primary suite is a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized shower, dual walk-in closets, and a private laundry room. A spacious home office and powder room complete the main level. Upstairs, four generously sized guest suites provide exceptional accommodations. Two bedrooms share a beautifully appointed bath, while the remaining two enjoy private ensuite baths. All feature generous closets and designer finishes, with two guest suites opening onto private decks overlooking the harbour. An open loft overlooks the great room below while showcasing stunning waterfront views. The lower level offers incredible flexibility, with space for three cars and a golf cart, and currently serves as an impressive home gym and bonus recreation room. A convenient three-stop elevator provides effortless access to every level. Designed for both entertaining and relaxation, the outdoor living spaces are equally impressive with private waterfront decks, a private pool, private dock, and spectacular harbour views. Wexford is one of Hilton Head Island's premier private club communities, offering a world-class lock-controlled harbour, an Arnold Palmer Signature golf course, tennis, pickleball, croquet, fine dining, and exceptional new amenities, including the recently opened Harbour Center and the beautifully expanded clubhouse, reopening this summer.

14 Castlebridge Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$250,000
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-510820 MLS
Turnkey Hilton Head rental-ready villa with an outstanding rental track record and a practical layout designed for easy everyday use, a beach getaway, or income-producing ownership...the interior offers comfortable living space, a defined kitchen area, and an easy flow that keeps the unit simple to use, maintain, and rent...located just a short walk to the ocean, this property gives owners and guests convenient access to Hilton Head beaches, shopping, dining, and resort-style amenities...the community offers BEACH ACCESS, 2 outdoor pool areas, an indoor pool, heated/solar community pool, sauna, fitness center, tennis, pickleball, basketball, walking paths, playground, picnic area, outdoor grilling, security gate, on-site management, continual security, and landscape maintenance...monthly regime fee includes cable, internet, water, sewer, pest control, building maintenance, landscaping, garbage service, and insurance.

239 Beach City Road Unit 3234, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$375,000
4 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-511055 MLS
Perfectly positioned between Hilton Head Island and Bluffton, this rare detached home in The Gatherings offers the best of both worlds - single-family living with the ease of a condo association's worry-free exterior maintenance. Nestled on a quiet cul-de-sac, this elevated 4-bedroom home is one of only a few true four-bedroom properties in the community, making it a highly sought-after find in the Hilton Head Island real estate market. Enjoy serene marsh views right from home, plus a 1-car garage and additional storage space beneath. Residents of The Gatherings enjoy access to community amenities, including a pool and tennis courts, all just minutes from the shopping, dining, beaches, and golf that make Hilton Head Island and Bluffton, SC, two of the most desirable places to live on the East Coast.

19 Pine Burr E Road Unit 16, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$999,000
3 Beds ⋅ 3 Baths ⋅ 2,410 SqFt. ⋅ HILTONHEAD-510685 MLS
Beautifully updated and thoughtfully designed, this 3BR/2.5BA home in Hilton Head Plantation offers the kind of light-filled living that never goes out of style. Soaring ceilings, skylights, and expansive windows create an open, airy feel, while mature landscaping and golf course views provide a peaceful backdrop from nearly every room. The updated eat-in kitchen is the heart of the home, featuring plenty of storage, a large island, and an easy flow into the family room, living room, and Carolina Room. The spacious primary suite offers a private retreat with generous closet space and an updated bath complete with dual vanities, a soaking tub, and a large walk-in shower. Two additional bedrooms provide plenty of room for family, guests, or a home office. Step outside to enjoy the expansive patio and beautifully landscaped yard overlooking the golf course, where privacy, nature, and outdoor living come together effortlessly. Complete with a two-car garage and located in amenity-rich Hilton Head Plantation, this is a home that feels as good as it looks.

11 Annabella Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$235,000
HILTONHEAD-511073 MLS
Welcome to Lot #23 and one of the most peaceful areas inside the Hilton Head Island Motorcoach Resort. Located in the highly desirable Phase I, this premium PERIMETER RV LOT offers mature landscaping, a natural balance of shade and sun in a low-traffic area where you can truly enjoy the sights/sounds of nature! The current owners say it is perfect for year-round outdoor enjoyment due to the cooler temperatures in the shade during the summer and the sun coming through the trees in the fall/winter. This spacious PAVER PAD accommodates a 45' motorcoach and tow vehicle with room to entertain in privacy. Designed for outdoor living, the property features two seating areas under large umbrellas including an L-shaped sofa surrounding a fire table. The separate dining table includes four chairs (with cushions and covers). The lighted umbrellas create an inviting gathering space for Lowcountry evenings, where you can sit outside (even in the rain/or at night) and the secure posts promote near constant use for your enjoyment. Lot #23 includes landscape lighting which enhances the ambiance after sunset and an irrigation system for easy maintenance. Current owners upgraded the landscaping with plants designed to fill in each year for added beauty. Take advantage of a shed and additional storage boxes for your convenience. HHIMR's location makes it is easy for rides to the beach, bike paths, Coligny Beach, restaurants, and island shopping. Whether you are seeking a personal retreat or a Hilton Head Island property with rental potential, this offering delivers exceptional value. Hilton Head Island Motorcoach Resort is a gated, amenity-rich community set on lush Lowcountry grounds just minutes from beaches, dining, and shopping. Hilton Head Island has been recognized by Condé Nast Traveler readers as the Best U.S. Island in their Readers' Choice Awards for nine consecutive years (2017 - 2025). HHIMR provides cable, Wi-Fi, water, sewer, and trash pickup, along with amenities such as pool, hot tub, pickleball, tennis, fitness center, clubhouse, and dog park. The resort is designed exclusively for Class A, C and Super C motorcoaches.

133 Arrow Road Unit 23, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$7,950,000
7 Beds ⋅ 5 Baths ⋅ 6,034 SqFt. ⋅ HILTONHEAD-510860 MLS
One of the finest oceanfront residences in Sea Pines, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

21 Red Cardinal Road, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$290,000
1 Beds ⋅ 1 Baths ⋅ 540 SqFt. ⋅ HILTONHEAD-511062 MLS
Beautifully REMODELED FIRST-FLOOR villa in the desirable A Building at Hilton Head Beach & Tennis Resort... this light-filled beach condo has been thoughtfully redesigned with a clean coastal feel, smart use of space, and a warm, inviting layout that feels comfortable from the moment you walk in... the kitchen is a true standout with CUSTOM CABINETS extended to the ceiling for a finished designer look, additional CUSTOM CABINETRY surrounding the refrigerator, full-sized stainless steel appliances, TILE BACKSPLASH, beautiful GRANITE countertops, and a large island with stool seating, extra storage, and generous prep space... the island serves as both a dining area and functional gathering space, creating a more open and comfortable floor plan... the layout also features KIDS BUNKS, POCKET DOORS for efficient use of space, SMOOTH CEILINGS, updated lighting, and LVP FLOORING throughout... the updated bathroom offers quality finishes, attractive coastal touches, and excellent craftsmanship... tucked along the quieter wing of the building, this villa enjoys a more private setting with less hallway traffic, refreshing breezes through the bedroom window, and peaceful views toward the Magnolia courtyard... offered FULLY FURNISHED and RENTAL READY, this villa is ideal as a primary residence, vacation home, or investment property... located just steps from the beach, owners and guests enjoy outstanding resort amenities including an oceanfront pool, beach bar and restaurant, tennis courts, pickleball courts, fitness center, playground, bike rentals, on-site laundry, 24-hour gated security, and easy access to one of Hilton Head Island's widest stretches of beachfront.

40 Folly Field Road Unit A145, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$620,000
3 Beds ⋅ 2 Baths ⋅ 1,610 SqFt. ⋅ HILTONHEAD-511050 MLS
Welcome to easy living in the desirable Fernwood community within Hilton Head Plantation. Tucked into one of the neighborhood's most private settings, this beautifully maintained one-story residence offers the comfort and feel of a single-family home. Surrounded by mature landscaping, the 3-bedroom, 2-bath home provides exceptional privacy with wooded and distant views of Dolphin Head Golf Course. Offering 1,610 square feet of thoughtfully designed space, plus a spacious screened porch that serves as a true outdoor living room, the home lives much larger than its size. Inside, warm and inviting spaces feature a fireplace, soaring finished ceilings accented with beadboard and wainscoting, a comfortable living room, separate dining area, and an eat-in kitchen perfect for casual mornings or entertaining friends and family. The seamless connection between the indoor living areas and the screened porch creates the perfect setting to enjoy Hilton Head's year-round coastal climate.Fernwood offers the ideal "lock-and-leave" lifestyle. Owners enjoy the privacy and comfort of a detached home while the community's thoughtfully maintained appearance preserves its charm and appeal. Life in Hilton Head Plantation includes some of the island's finest amenities, including the Dolphin Head Recreation Area, Pine Island Beach, community pool with lazy river, fire pits, playground, community centers, restaurant, miles of leisure trails, and 4 championship golf courses. The Plantation's sought-after north-end location also provides convenient access to shopping, dining, entertainment, and the island's main entrance.With no short-term or weekly vacation rentals permitted, Fernwood offers a peaceful residential atmosphere, making it an exceptional choice for a primary residence, second home, or anyone seeking carefree island living.

25 Fernwood Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,850
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-511051 MLS
Enjoy the peaceful elegance of Hilton Head Island during deeded Week 45, perfectly timed for the crisp beauty of late autumn and, in many years, the Thanksgiving holiday. Swallowtail at Sea Pines offers a refined, low-maintenance vacation experience in one of the island's most coveted settings. 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 the island's rich coastal arts and culture scene.Imagine beginning your mornings with cool ocean breezes and uncrowded beaches, biking beneath majestic live oaks draped in Spanish moss, or spending leisurely afternoons on award-winning fairways before gathering with family and friends for memorable holiday meals or spectacular waterfront sunsets. Whether you're seeking a relaxing seasonal escape, an active golf retreat, or a warm-weather destination for Thanksgiving celebrations, Week 45 offers the perfect blend of tranquility, natural beauty, and island charm; all with the flexibility and convenience of deeded ownership.

70 Lighthouse Road Unit 2875, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$239,000
HILTONHEAD-511041 MLS
NEW NEW NEW! Luxury RV Lot #232 has 1850 square feet of pavers and can accommodate a 40' coach and room for 2 vehicles. This gorgeous LARGE RV Lot comes complete with a NEW kitchen, NEW landscaping with irrigation, three NEW large purple leaf canitlever umbrellas, and a storage shed. This lot is priced to sell and will not last long so do not miss out on this beautiful luxury RV lot. Hilton Head Island Motorcoach Resort is a luxury resort consisting of 50 acres of woodland setting accented with live oaks dripping with Spanish Moss, Palms, Ferns and flowering shrubs and designed for the convenience and enjoyment of Motorcoaches only. Offering tennis courts, pickle ball, shuffleboard, swimming pool, hot tub, clubhouse, laundry facilities, fitness center, basketball courts, playground, dog park, Wi-Fi, cable, daily trash pickup, lawn maintenance, water & sewer.

133 Arrow Road Unit 232, Hilton Head Island

Listing courtesy of View Properties.

$389,000
2 Beds ⋅ 2 Baths ⋅ 917 SqFt. ⋅ HILTONHEAD-511039 MLS
Enjoy breathtaking Port Royal Sound and lagoon views from this beautifully remodeled, prime villa at The Spa. The stunning kitchen features granite countertops, stainless steel appliances, and modern finishes. Both bathrooms have been completely renovated, including a spa-inspired tiled walk-in shower. Luxury vinyl plank flooring flows throughout, creating a fresh, Lowcountry modern feel. Relax on the spacious deck while taking in the peaceful water views. This turnkey property is an exceptional primary residence, vacation getaway, or high-performing rental. Resort-style amenities include 24-hour gated security, three outdoor pools, an indoor heated pool, hot tub, fitness center, tennis courts, and your own private beach just steps from the door. Everything has been thoughtfully updated-simply arrive, unpack, and enjoy coastal living at its best! Move right in and start making memories today!

239 Beach City Road Unit 1221, Hilton Head Island

Listing courtesy of Redfin Corporation.

$256,900
HILTONHEAD-511022 MLS
Top-tier opportunity for an oversized RV lot with exceptional rental potential! Located on one of the quietest loops in the resort, this beautifully maintained property features a newer stamped concrete pad, upgraded marine-grade power pedestal, and accommodates a 45' coach plus two vehicles. The outdoor living area is designed for entertaining, complete with an outdoor kitchen, built-in granite bar, stainless steel fixtures, irrigation system, landscape lighting, and storage shed. Optional furnishings include two cushioned swivel chairs with fire table, canopy swing, four bar stools, dining table with four chairs, cantilever umbrellas, and a rear café table with chairs, making this a truly turnkey retreat. Lot 131 has been meticulously maintained and easily has one of the resort's best rental potentials, offering both complete enjoyment and income. 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, 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 entertainment, this exceptional property offers the perfect combination of luxury, convenience, and investment potential

133 Arrow Road Unit 131, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

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