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$1,550
2 Beds 2 Baths HILTONHEAD-507779 MLS
2026 Dues are paid - possible Fall usage available in exchange in 2026. Owner is also selling Week 8, unit 2880, and is open to providing a discounted price if both weeks are purchased together! Discover the charm of Hilton Head Island during deeded Week 9, the second week of March, when spring is in full swing and the island is at its most inviting. Swallowtail at Sea Pines delivers a refined, low-maintenance vacation lifestyle in an unbeatable location, perfectly situated between Harbour Town's iconic lighthouse and the sun-filled Beach Club. From here, you're just moments away from championship golf, pristine beaches, waterfront dining, and a thriving arts scene. This desirable corner unit offers added privacy, tranquil lagoon views, and the convenience of being located right next to the community pool, perfect for relaxing or entertaining. Picture peaceful mornings by the water in the fresh spring air, leisurely bike rides beneath moss-draped oaks, and afternoons spent on world-class fairways in ideal weather. Everything you love about Hilton Head is right at your fingertips. Your Spring Getaway, Your Way - with flexibility included!

70 Lighthouse Road Unit 2895, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$3,295,000
5 Beds 6 Baths 5,200 SqFt. HILTONHEAD-507766 MLS
This exceptional NEW CONSTRUCTION end-unit semi-detached residence offers an unparalleled blend of luxury, space, and breathtaking panoramic marina views stretching out to the Intracoastal Waterway. Boasting 5 bedrooms, 5.5 baths, and over 5,200 heated square feet, this home is thoughtfully designed for both refined living and effortless entertaining. Inside, the main living areas are anchored by stunning 7-inch white oak flooring, creating a warm and sophisticated backdrop. A beautifully appointed interior fireplace enhances the inviting atmosphere, while expansive windows frame serene waterfront vistas. The chef's kitchen is a true showpiece, featuring custom inset cabinetry with fully integrated paneled appliances, sleek stainless appliances, and meticulous craftsmanship throughout. Adjacent, a well-equipped wet bar and scullery with a striking wine tower provide both functionality and elegance for hosting. A dedicated office offers a quiet retreat for work or study, while the home's four-stop elevator ensures seamless access to every level. The primary suite is a private sanctuary, highlighted by a spa-inspired bathroom featuring a luxurious wet room clad in floor-to-ceiling Italian marble. Every bathroom in the home showcases Italian marble flooring, reinforcing the property's elevated design. The expansive bonus room is ideal for entertaining, complete with its own wet bar and beverage center, making it perfect for gatherings or relaxed evenings at home. Outdoor living is equally impressive, with three spacious marble-floored patios that overlook the marina and provide sweeping views out to the ICW-perfect for enjoying coastal breezes and unforgettable sunsets. An additional exterior fireplace creates a cozy ambiance for year-round enjoyment. Located within the prestigious Windmill Harbor community, residents enjoy access to a 15.5-acre lock-controlled marina with immediate Intracoastal Waterway access. Amenities include an Olympic-size pool, tennis courts, a fitness center, and proximity to the South Carolina Yacht Club, offering a truly elevated coastal lifestyle. This remarkable property seamlessly combines timeless design, modern luxury, and an unbeatable waterfront setting.

54 Sparwheel Lane, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$299,900
1 Beds 1 Baths 540 SqFt. HILTONHEAD-507716 MLS
Ocean View Third Floor close to the elevator at Hilton Head Beach & Tennis with great rental income. $32,700 for past 12 months and $21,870 booked and funded so far for 2026. Wake up to the sound of the ocean and enjoy coastal living at its finest in this beautifully positioned 1-bedroom, 1-bath villa in Hilton Head Beach & Tennis Resort. Desirable ocean view that brings the beach right to your doorstep-without the oceanfront price. This well-maintained villa features a bright, open layout designed for easy living and strong rental appeal. All new SS appliances and white shaker cabinets to the ceiling, quartz countertops. Private bedroom with French doors, walk-in tiled shower. The private balcony is the perfect spot for morning coffee or unwinding after a day in the sun, with refreshing ocean breezes and relaxing views. Hilton Head Beach & Tennis is known for its outstanding amenities, including direct beach access, one of the largest oceanfront pools on the island, tennis courts, on-site dining, and 24-hour security. Whether you're looking for a personal getaway, an income-producing rental, or both, this property checks all the boxes.

40 Folly Field Road Unit B356, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

$145,000
HILTONHEAD-507602 MLS
Experience waterfront living at Hilton Head Harbor Resort & Marina-live waterside amongst abundant bird life and wildlife from this upscale, pet friendly community. Golf cart accessible and directly on the water with easy access to 278, Hilton Head beaches, shopping and off island trips. The community offers 2 pools, hot tub, tennis courts, picnic and playground areas, clubhouse, and an on-site marina for expedient access to the waterways. Lot 129 is situated on a large corner lot and framed by a nice shady canopy of mature trees, palms and shrubs. All sites are provided water, 30/50 amp service, extended Wifi and cable service, 2 bath houses with showers, on site water sport equipment including jet skis, kayaks, paddle boards, even dolphin and fishing tours are available. Be fishing, boating or kayaking the miles of waterways and flats within this pristine coastal ecosystem.

43 Jenkins Island Unit 129, Hilton Head Island

Listing courtesy of Southeastern Fine Properties.

$319,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-507598 MLS
Price adjustment! Now offered at $319,000. This condo is the best in show! This turnkey top floor gem has one of the best views in the entire HHBT complex. It includes carefully curated furniture and decor. This Ocean Villa unit is on the desirable "Y" end of the building, which creates amazing panoramic, unobstructed ocean views. The unit generated more than $32,000 in short term rental income in its first year (2025), and is on pace to exceed that amount substantially in 2026.All furniture is included in the sale. The unit features a king bed, sofa sleeper, two smart TV's, and a recently renovated fully equipped kitchen and full bath. The Hilton Head Beach & Tennis Resort features an ocean front pool, direct beach access ,tennis/pickleball courts, three on-site restaurants, and a fitness center. Excellent opportunity as a beachside primary residence or a vacation home with high income potential.

40 Folly Field Road Unit B352, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$2,945,000
5 Beds 7 Baths 6,384 SqFt. HILTONHEAD-507058 MLS
A rare opportunity in Windmill Harbour, 144 Harbour Passage pairs 6,384 square feet of finely crafted living with protected views, elevator access to all floors, and one of the most compelling locations in the community. Positioned along the S.C. Yacht Club, Designed with both Southern elegance and entertaining in mind, the home can function as 7 beds/ 6.5 baths, or 5 beds and 2 ground-floor hobby rooms, ideal for a workshop, art studio, fitness space, private guest suite, or storage. The ground floor includes an oversized 2-car tandem & 1-car garages, a leisure room, utility room, guest suite with ensuite bath, and a patio overlooking the harbour. The main living level features a grand entrance, exquisite wood flooring, superior solid millwork throughout, a chef's kitchen at the center, formal dining room, parlor, office, great room, half bath, and a balcony overlooking the harbour. The third floor offers an oversized owner's suite with 2 walk-in closets & ensuite bath, a kitchenette, laundry room, plus 3 additional bedrooms, each with ensuite baths, and a large balcony overlooking the South Carolina Yacht Club. The fourth floor includes a large family room/movie theatre and 2 additional rooms with a shared bath. Windmill Harbour is one of Hilton Head Island's most distinctive private communities, centered around a protected inland harbour surrounded by impeccable landscaping and a private lock-controlled marina connecting to the Intracoastal Waterway. Known for its Charleston-inspired architecture, private setting, and strong sense of place, the community offers a boating-focused lifestyle that stands apart from the island's more traditional golf-oriented communities. The South Carolina Yacht Club, located within Windmill Harbour, provides an elevated private club experience with dining, tennis, pickleball, fitness, swimming, yachting events, and a vibrant year-round social calendar. This is a rare opportunity to own a substantial harbour-view residence in one of Hilton Head Island's most private and prestigious waterfront enclaves.

144 Harbour Passage, Hilton Head Island

Listing courtesy of Coldwell Banker Access Realty.

$1,775,000
5 Beds 4 Baths 3,502 SqFt. HILTONHEAD-507534 MLS
Amazing opportunity to own this 5 bedroom (5th bedroom now used as media room) 3.5 bath located in the Skull Creek neighborhood of Hilton Head Plantation minutes away from the Cypress gate, Safe Harbor and Country Club of Hilton Head. The home is located on a quiet cul-de-sac street with a private wooded & lagoon view. Features include: luxury vinyl plank flooring, board & batten wood details, wainscotting, crown molding, stainless steel appliances, gourmet kitchen, gas range, main level primary suite, reclaimed wood mantel, great room shiplap details, fully renovated primary bath with large carpeted walk in closet, large covered screened in porch with reclaimed wood & shiplap touches. New shingle roof installed Q4 of 2022. 2 new hot water tanks installed in 2024. New Samsung smart TV fridge added in 2025. New Samsung smart laundry washer & dryer added in 2025. Brand new carpet upstairs and in primary walk in closet installed March 2026. New interior and exterior paint including garage door completed March 2026. Property listed AS IS. Seller is SCREA

10 Manor Court Lane, Hilton Head Island

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

$375,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-506863 MLS
Enjoy the best of Hilton Head's relaxed coastal lifestyle in this beautifully updated second-floor villa, located in a gated, oceanfront community just steps from the sand. This thoughtfully designed 1-bedroom, 1-bath home offers easy living, excellent security, and resort-style amenities ideal for seasonal or year-round enjoyment. Selling fully furnished. NEW HVAC System June 2026. Wake up to ocean breezes and peaceful sunrise views from your private balcony overlooking the pool. Inside, the villa features modern updates, luxury vinyl plank flooring, a well-appointed kitchen, and a bright, open layout that maximizes comfort and space. The community is especially appealing for buyers seeking convenience, recreation, and low-maintenance living, while also offering strong vacation rental investment potential. Amenities include: Direct beach access-no driving required Full-time security and gated entry On-site dining, beach bar, and grilling areas Pickleball & tennis courts Fitness center Community pool, including summer entertainment program. Bike rentals and scenic walking trails. Whether you're looking for a peaceful coastal retreat, a second home, or a property with strong rental potential, this villa offers a perfect blend of comfort, accessibility, and island charm.

40 Folly Field Road Unit B222, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$750
2 Beds 2 Baths HILTONHEAD-506994 MLS
Discover your perfect spring retreat at Swallowtail in Sea Pines with Week 10 ownership! Set in the heart of Hilton Head Island, this mid-March getaway offers a refreshing change of pace, with mild coastal weather, blooming scenery, and a more relaxed island vibe. Overlooking the 12th fairway of the Heron Point Golf Course, the property combines scenic golf views with easy access to everything that makes Sea Pines so special. You're just a short distance from the Harbour Town lighthouse, the Beach Club, and an array of dining, shopping, and outdoor experiences. Spend your days enjoying early rounds of golf, beach walks, or biking beneath moss-draped oaks, and your evenings unwinding in the charm of Harbour Town. With its low-maintenance ownership and prime location, Swallowtail offers an effortless way to enjoy Hilton Head year after year. Take advantage of this opportunity to claim your own slice of Sea Pines in one of the island's most inviting seasons-Week 10 is waiting.

70 Lighthouse Road Unit 2879, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,993,000
5 Beds 6 Baths 3,400 SqFt. HILTONHEAD-506920 MLS
This is it....just what you have been dreaming of...brand NEW CONSTRUCTON in Sea Pines and move-in ready. You simply won't find this level of quality, craftmanship, size, and top of the line finishes in a new home anywhere in Sea Pines at this price. 5 bedrooms all with gorgeous ensuite baths. Bright, open floor plan with sweeping golf views down the par 5, 2nd hole of Sea Pines Country Club from nearly every room. From the moment you step through the custom iron front door to the soaring 2 story entry you know you have found your special spot! Walk through the entry to the Great Room with 50" linear fireplace, 10' ceiling, and double sliding doors that open to a covered porch with outdoor fireplace. Chef's kitchen with Tuscany Quartz countertops, Kohler farmhouse sink, oversized Quartz Island with extra thick mitered edge, custom cabinetry, walk-in pantry, and Thor SS appliances. Main-level primary suite with frosted glass double pocket doors leading to spa bath with double vanity Kohler sinks, walk in shower and walk in closet with convenient built ins. Front guest bedroom on main level with en-suite bath. Upstairs offers three en-suite bedrooms and flexible bonus space. Relax and unwind with the outdoor living spaces including grilling area, fire pit area, and room for a pool. Two car garage with 14' ceiling allowing for additional vertical storage! You can't beat this prime Club Course location with easy access to the Sea Pines main gate, dining, grocery and shopping. Hard to replicate. Even harder to find NEW CONSTRUCTION at this price in Sea Pines. Rare opportunity to own a true newly built home in Sea Pines-without the wait of design, ARB approval and construction time. Attractive rental projections available.

148 Otter Road, Hilton Head Island

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

$419,000
2 Beds 2 Baths 996 SqFt. HILTONHEAD-506911 MLS
Great Price for this Admiral's Row at Hilton Head Beach & Tennis Resort-where oceanfront living meets laid-back Lowcountry charm! This beautifully positioned villa offers direct access to one of Hilton Head's most pristine stretches of beach, just steps from your door. Enjoy morning sunrises over the Atlantic, afternoons by the resort-style pool, and evenings with ocean breezes from your private balcony. The resort features unmatched amenities including tennis courts, pickleball, on-site dining, bike rentals, and gated security-making it a favorite for both personal getaways and strong rental potential. Whether you're looking for a second home or an investment property, this is coastal living the way it was meant to be. With strong rental history potential and consistent visitor demand, this property is ideal for investors seeking reliable coastal income with the added benefit of personal enjoyment. The villa overlooks the Admiral Row pool and has nice ocean views from the balcony. it has updated stainless GE appliances, luxury plank flooring, tiled kitchen and baths, white shaker cabinets, and the HVAC system is one year old. Solid Rental Income! The building is undergoing an updated sprinkler system and the owner has paid all fees associated with the upgrade.

40 Folly Field Road Unit 231, Hilton Head Island

Listing courtesy of Beechee Coastal Properties, LLC.

$2,470,000
3 Beds 3 Baths 2,300 SqFt. HILTONHEAD-506883 MLS
Rare opportunity for a waterfront balcony view on the 18th green of Harbour Town Golf Links. Enjoy breathtaking views of the Calibogue Sound as you watch players finish a notable round of golf and catch the stunning sunset from the island's most prestigious postcard spot. This 3 bedroom 2.5 bath condo boasts elegant style and elaborate finishes throughout. Renovated in 2021, the high-end kitchen includes quality finishes along with Subzero and Miele appliances. A Viking chewy ice machine makes for great entertaining in addition to the wet bar. Originally a 3bed/3bath, the high-end powder room has capped plumbing to make for an easy transition back to a full bath. Remote controlled draperies, 3M storm film on windows, along with all new interior mahogany doors. UV Air sanitizing system runs throughout ductwork. Centered in the marina, famous golf course and iconic restaurants, this location is the heart of Harbour Town.

51 Lighthouse Lane Unit 1085, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$270,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-506852 MLS
Hilton Head Beach & Tennis #344B is a third-floor villa with a fantastic ocean view and a more open feel than most, thanks to its position next to the stairwell, offering a little more separation and natural light than typical units. Located on the top floor, it also benefits from no one above and a better overall vantage point. The villa has been updated with HVAC, appliances, furnishings, and a wall-mounted electric fireplace, giving it a clean, comfortable setup that works well for personal use or rental. The view is a key feature here and stands out for this section of the complex without needing to overstate it. Hilton Head Beach & Tennis is a gated, oceanfront community known for its convenience and amenities, including one of the island's largest oceanfront pools, on-site dining, tennis, pickleball, and direct beach access just steps away, making it a solid option for a second home, vacation getaway, or investment property.

40 Folly Field Road Unit B344, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$365,000
2 Beds 2 Baths 888 SqFt. HILTONHEAD-506008 MLS
Bright, beautifully maintained 2-bedroom, 2-bath tennis villa located in the highly sought-after Hilton Head Beach & Tennis Resort. Recently refreshed with new paint and stylish furnishings, the villa also features comfortable memory foam mattresses, including a king in the primary bedroom and a queen sleeper sofa in the living area. Major updates include a newer HVAC system and hot water heater, both replaced within the last two years.This fully turnkey property is ideal as a personal island getaway or a strong income-producing investment. Enjoy resort-style living with outstanding amenities such as direct beach access, a large oceanfront pool, tennis and pickleball courts, a playground, and convenient on-site dining and bar options. Perfectly situated just steps from the beach and all resort features.Experience the best of Hilton Head coastal living. The property generated $35k in gross rental income in 2024 and $43k in 2025, with numerous bookings already secured for 2026.

40 Folly Field Road Unit C22, Hilton Head Island

Listing courtesy of Brokers Real Estate.

$2,100,000
4 Beds 5 Baths 2,967 SqFt. HILTONHEAD-505896 MLS
With four en-suite bedrooms and a tranquil lagoon backdrop, this home truly balances space and serenity. Brazilian oak hardwoods (2024) gleam throughout. The 2025 kitchen renovation and expansion create the perfect setting for both cooking and entertaining. New patio doors (2024) lead you out the expanded deck (2022) where you can relax and take in the beautiful views Sea Pines is so famous for providing. Truly, no stone was left unturned in maintaining and upgrading this home. A full list of upgrades/renovations as well as a pool rendering can be found in the home at your viewing or be made available upon request. Residents of Sea Pines enjoy natural beaches, championship golf courses, miles of bike paths, two marinas, an upscale beach club, shops and restaurants all in a gated community with 24/7 security. This is not an opportunity to miss!

46 Hearthwood Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

$325,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-505811 MLS
Wake up to beautiful ocean views and coastal breezes in this fully remodeled Hilton Head Island villa. Light, bright, and completely updated, this turnkey retreat offers an open floor plan with upscale coastal décor, smooth ceilings, and luxury vinyl plank flooring throughout. The stunning kitchen features quartz countertops, a custom backsplash, custom cabinetry, and additional storage. It flows seamlessly into the comfortable living area with a double recliner sofa perfect for relaxing after a day at the beach. The spa inspired bathroom showcases a custom walk in shower with river stone flooring, a modern vanity, and updated lighting. The spacious bedroom offers excellent storage, including convenient under bed storage, while the private balcony provides the perfect place to enjoy ocean views and refreshing sea breezes. Located in the popular oceanfront Hilton Head Beach and Tennis Resort, owners and guests enjoy a large oceanfront pool, Jamaica Joe's beachside bar/eats, onsite bike rentals, fitness center and tennis just steps from the sand. Whether you are looking for a vacation getaway, a rental investment, or your own piece of island living, this villa is turnkey and ready to enjoy.

40 Folly Field Road Unit A218, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,750
2 Beds 3 Baths HILTONHEAD-505748 MLS
Enjoy peak summer on Hilton Head Island with this deeded Week 32 timeshare at Spinnaker in Shipyard - perfectly set in mid-August. This two-story villa features a bright, open layout designed for easy coastal living. The living area includes a large window, flat-screen TV, and sleeper sofa, while the kitchen offers granite countertops and everything needed for family meals. Step outside to a spacious deck with relaxing lagoon and golf course views. Upstairs, the master suite boasts high ceilings, a window seat, and a private bath with soaking tub and skylight. A second bedroom with twin beds and its own bath provides comfortable accommodations for guests. Spinnaker's amenities create a true resort experience. Enjoy the community pool and hot tub for relaxing afternoons, while kids love the splash pad and playground. Stay active with pickleball courts and a putting green, or unwind at the poolside cabanas. BBQ grills and a pavilion make outdoor dining easy and fun. Owners and guests also enjoy convenient beach access, so you're never far from the sand and surf. Beyond the resort, take full advantage of Hilton Head's world-class golf, scenic bike trails, shopping, dining, and beautiful beaches, making this the perfect annual getaway.

40 Barcelona Drive Unit 220, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,099,000
5 Beds 4 Baths 2,700 SqFt. HILTONHEAD-505477 MLS
Pristine finishes and meticulous craftsmanship define this newly renovated Sea Pines home. Thoughtfully redesigned with a second-floor addition, the now five-bedroom, four-bath residence offers refined coastal living with beautifully curated interiors and exceptional outdoor spaces. A resort-style pool and expansive decking with sleek cable railings create a retreat surrounded by a tranquil Lowcountry landscape. Inside, abundant new windows fill the open-concept living spaces with natural light, highlighting the oak flooring and clean architectural lines. The kitchen features quartz countertops, custom soft-close cabinetry, and a full suite of KitchenAid appliances centered around a generous island. The adjoining living and dining areas flow effortlessly to the outdoor living spaces. Each of the four bathrooms has been thoughtfully finished with designer tile, modern fixtures, and spa-inspired details, while the spacious bedrooms provide comfort and flexibility for both family and guests. The primary suite has a beautifully appointed ensuite bath and generous storage. Located within the gates of Sea Pines Resort, this home places you moments from the best of Hilton Head Island living. Miles of shaded bike trails, world-class golf including Harbour Town Golf Links and Atlantic Dunes, the Sea Pines Racquet Club, and the renowned Sea Pines Beach Club are all within easy reach. This property also presents a compelling short-term rental opportunity in one of the island's most sought-after vacation destinations

72 Lawton Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$360,000
HILTONHEAD-505629 MLS
Build your dream home in one of Hilton Head Island's most sought-after gated communities. Located in Shipyard Plantation, 75 Kingston Dunes is the only residential lot currently available in this established coastal neighborhood. Positioned on a quiet street, just a short walk or bike ride to the beach, this homesite offers the opportunity to create a custom primary residence, vacation retreat, or investment property. Shipyard residents enjoy access to championship golf, Van der Meer Tennis Center, scenic leisure trails, and private beach access, all within a secure community with 24-hour security. With relatively low POA fees and a prime mid-island location near Coligny Plaza, dining, and entertainment, this is a rare chance to build in one of Hilton Head's most desirable communities.

75 Kingston Dunes Road, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

$353,000
2 Beds 2 Baths 888 SqFt. HILTONHEAD-505599 MLS
Welcome to this bright two-bedroom, two-bath villa in Hilton Head Beach & Tennis Resort, offering the perfect island retreat or investment opportunity. Enjoy a light-filled living area, stylish flooring, and a crisp white kitchen, along with a new sleeper sofa for added guest accommodations. Strong rental performance with approximately $20,000 already booked for 2026 year-to-date, providing immediate income for a new owner. The community is known for its incredible amenities, including direct ocean access, a large oceanfront pool, tennis and pickleball courts, playground, on-site dining and bar options, and more. Ideally located just steps from the beach and resort amenities, this villa offers the best of Hilton Head coastal living.

40 Folly Field Road Unit G15, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$4,200,000
6 Beds 7 Baths 4,585 SqFt. HILTONHEAD-505514 MLS
Discover the ultimate second-row ocean escape in Palmetto Dunes where luxury living meets effortless beach access. This turnkey home, 5 Brigantine, is an exceptional opportunity as a vacation home, rental investment, or primary residence, accommodating up to 18 guests, complete with a private pool & spa and ideally positioned across the street from the dedicated beach path. This expansive property offers 6 bedrooms and 6.5 baths, including a separate guest house for added flexibility and privacy. The first-floor features three spacious bedroom suites: one with its own sitting/TV room and direct pool access for a private retreat, a second with pool access, and a third designed with younger guests in mind, offering two beds plus a trundle. The second floor is the heart of the home making it perfect for entertaining and gathering. A bright, open-concept living room, kitchen, and dining area surrounded by windows and sliding doors flood the space with natural light. Multiple outdoor decks extend from the main living area and bedrooms, creating seamless indoor-outdoor living. This level also includes the primary suite and an additional guest ensuite. For a special vantage point, the third-floor cupola and outdoor sitting area provides a peek of the ocean and coastal breezes, ideal for relaxing evenings and sunset cocktails. Across the breezeway, the guest house offers a private suite with a king bed, sleeper sofa, full bath and mini kitchenette - perfect for visiting family and friends. Additional highlights include LVP flooring throughout, a gas fireplace, quartz countertops, stainless steel appliances, gas cooktop, a two-car garage, and a deep driveway with ample guest parking. All of this within one of Hilton Head Island's most sought-after ocean-oriented communities.

5 Brigantine, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,095,000
4 Beds 4 Baths 4,150 SqFt. HILTONHEAD-505262 MLS
Located in the heart of Wexford, 3 Roxbury Circle offers the ideal blend of comfort, flexibility, and Lowcountry lifestyle in a beautifully designed courtyard home. The main level features high ceilings and abundant natural light throughout the open kitchen, breakfast area, and great room. The great room is highlighted by coffered ceilings and custom-built-in cabinetry, while the bright kitchen includes a cleverly hidden pantry and flows effortlessly into the main living areas. Just off the family space, a screened terrace with a built-in hot tub provides the perfect setting for relaxing or entertaining. The main-level primary suite is a private retreat, offering a spacious walk-in closet, a well-appointed bath with a large zero-entry shower, and direct access to the screened terrace and hot tub. Also on the main level are a full guest suite with an ensuite, a dedicated home office, and a laundry room. Above the two-car plus golf cart garage, a generously sized guest bedroom and adjacent full bath occupy their own private level. A three-stop elevator conveniently connects the garage, main level, and this guest level. The second floor features an additional guest suite with an ensuite and sitting area, and direct access to a private covered deck. Set along a peaceful tidal lagoon, the property features a bulkhead along the rear of the homesite and a wraparound rear deck with a covered, built-in gas grill. The garage features an epoxy floor finish, built-in cabinetry, and a utility sink. Additional recent improvements include a new roof installed in 2025 and exterior paint in 2022. Ideally located within Wexford, the home is just moments from the driving range, tennis center, clubhouse, harbour, and pool complex. Residents enjoy world-class amenities, including a private marina, championship golf, tennis, pickleball, clubhouse dining, resort-style pool complex, croquet, a community fire pit, and a vibrant social calendar. In addition, Wexford has just celebrated the grand opening of the new Harbour Center. The clubhouse is currently undergoing an exciting expansion, scheduled to open in spring/summer 2026, further enhancing the exceptional amenities within this private community.

3 Roxbury Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,174,000
3 Beds 4 Baths 2,317 SqFt. HILTONHEAD-504283 MLS
The perfect southern boating base-luxury, elevator equipped, lock and leave living on Hilton Head Island. Stunning 3 bedroom Townhome located in Hilton Head Plantation. Built in 2024, this beautifully designed residence features 3 ensuite bedrooms, 3.5 bathrooms, and a private elevator. The open-concept living and kitchen area is complemented by a screened porch ideal for relaxing or entertaining. The inviting living room showcases a custom floor to ceiling built in, electric fireplace with 3 sided glass and a Samsung Smart TV. The primary suite is conveniently located on the first floor and the laundry area is equipped with newer GE Smart washer & dryer. The 2nd floor offers an open sitting area and 2 additional bedrooms, providing excellent separation and privacy. Additional highlights include a 2 car garage and an adjacent additional 650 square foot flex space with ceramic tile flooring. This climate controlled room features a mini split HVAC system, making it ideal for a home office or studio, along with ample storage. The home is equipped with premium upgrades including a Culligan whole-house water filtration system, built in dehumidifier, smart thermostats, custom window treatments and a monitored security system. Ideally located just a 2 minute walk to the Skull Creek Marina and Country Club of Hilton Head, residents enjoy exceptional amenities including a private sandy beach on Port Royal Sound, a lazy river community pool, 12 tennis courts, bocce courts, pickleball, playgrounds, scenic trails, 2 nature conservancies with boardwalks, beautiful Bluff walking path on the Port Royal Sound and more.

5 Grandview Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$3,250,000
4 Beds 5 Baths 4,066 SqFt. HILTONHEAD-505022 MLS
This gorgeous home is uniquely situated on nearly an acre homesite in Sea Pines with a long scenic driveway that meanders under towering oaks to a grand entrance. Enjoy privacy with minimal care in this natural landscape environment. The quality craftsmanship features shiplap, beams, heart of pine flooring, chef's kitchen, an elevator, and multiple fireplaces. Both rear porches and a lower poolside terrace overlook a backyard swimming pool and the tidal salt marsh stretching out to Calibogue Sound and the intracoastal waterway. Beautifully updated with state of the art appliances and gas cooktop, the kitchen opens to the dining and great room with beautiful views to the marsh and sound. The current owners have continued to update and beautifully maintain this masterpiece of southern charm. Don't miss the second laundry room downstairs - perfect for towels from the pool and beach. Additionally, there is a recreation room and full bath downstairs for easy access from the pool.

20 Oyster Landing Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$267,000
1 Beds 1 Baths 540 SqFt. HILTONHEAD-505229 MLS
Step into this beautifully updated, fully furnished villa in Hilton Head Beach & Tennis and embrace effortless coastal living. Featuring sleek marble countertops, modern appliances, keyless entry, smart TVs, and thoughtfully curated décor, this turnkey retreat offers both style and comfort. Just a short stroll to the sandy shoreline, it comfortably sleeps 6 - ideal for unforgettable family getaways or a high-performing rental investment. Owners and guests enjoy resort-style amenities including two sparkling pools, on-site restaurants and beach bar, tennis and pickleball courts, fitness center, playground, bike paths, and convenient direct beach access - all in one of the island's most popular oceanfront communities.

40 Folly Field Road Unit A113, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$1,999,500
4 Beds 5 Baths 3,930 SqFt. HILTONHEAD-505218 MLS
Experience refined Lowcountry living in this stunning new construction custom home, offering 3,930 heated square feet of thoughtfully designed space in the exclusive community of Windmill Harbor.This 3-bedroom, 3.5-bath home blends timeless Mediterranean-style flair with modern luxury. A flowing, open-concept layout is complemented by a private office, spacious bonus room, and a light-filled Carolina room perfect for year-round enjoyment. Designed for both everyday comfort and elegant entertaining, the home's expansive living areas open seamlessly to the outdoors.Situated on a generous .65-acre private wooded lot, this property offers exceptional privacy and room to create your personal backyard retreat - with an optional pool available to complete your dream outdoor oasis.There's still time to select your finishes and personalize the details to reflect your style, making this an incredible opportunity to create a truly custom residence.Located within Windmill Harbor, a prestigious private, gated residential neighborhood, residents enjoy access to an impressive 15.5-acre harbor featuring a lock system that provides safe, tide-free access to the Intracoastal Waterway. It's just a short golf cart ride or pleasant walk to the marina and community amenities.Additional neighborhood features include tennis courts, a state-of-the-art fitness center, and the renowned South Carolina Yacht Club, offering fine dining, social events, and waterfront views.Whether you're seeking a primary residence or a coastal retreat, this exceptional Montford model delivers luxury, lifestyle, and location - all within one of Hilton Head Island's most sought-after waterfront communities. There are additional homes and floor plans available with the listing office.

17 Millwright Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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