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23 Long Brow Road, Hilton Head Island
$1,399,000
5 Beds ⋅ 5 Baths ⋅ 4,069 SqFt. ⋅ HILTONHEAD-512082 MLS
Welcome to 23 Long Brow Road, a distinguished Lowcountry residence with 5 bedrooms and 4 and a half baths, nestled within the exclusive, gated community of Long Cove Club on Hilton Head Island. This elegant home showcases a thoughtfully designed floor plan with spacious living areas, refined finishes, and seamless indoor-outdoor living ideal for both everyday enjoyment and sophisticated entertaining. Recent 2026 enhancements include brand-new luxury plank viny flooring on the first level, adding a fresh, modern aesthetic, along with a new HVAC system ensuring exceptional comfort and efficiency, a brand new refrigerator and fresh paint inside this beautiful home. The residence features inviting gathering spaces with a warm stone fireplace anchoring the family room, a large well-appointed kitchen, a private first-floor primary suite with fireplace, expansive outdoor area with a private pool overlooking a serene lagoon, and a 3-car garage with ample storage. Long Cove is one of the most coveted private communities where residents enjoy unparalleled championship golf, deep water marina, tennis, pickleball, bocce ball, among other social events and gatherings all in or near their gorgeous clubhouse, and 24-hour gated security. Come see this exceptional property and experience the beauty, and lifestyle that 23 Long Brow Road has to offer.

23 Long Brow Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

2 Shelter Cove Lane Unit 236, Hilton Head Island
$1,050,000
2 Beds ⋅ 2 Baths ⋅ 1,400 SqFt. ⋅ HILTONHEAD-512193 MLS
Expеriencе еlevаtеd wаterfrοnt lіving from this excеptіonal corner penthouse in Captains Quarters, within the gated Shelter Cove Harbour community. This 2BR/2BA villa is designed to take full advantage of its spectacular setting, with three private balconies showcasing sweeping views across the marina and Broad Creek. The home is offers sophisticated coastal interiors and features the added benefit of a completely replaced electrical panel!! Whether enjoyed as a full-time residence, island getaway, or short-term rental investment, this property offers remarkable flexibility. Owners and guests can enjoy the community pool and jacuzzi, while Shelter Cove's waterfront dining, boutiques, entertainment, and boating are just outside your door. Ownership also provides access to the renowned amenities of Palmetto Dunes, including championship golf, tennis, and miles of beautiful Hilton Head beaches. Pet-friendly and complete with two storage units that convey, this penthouse delivers an impressive combination of waterfront views, location, amenities, and well established investment potential.

2 Shelter Cove Lane Unit 236, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

7 Windflower Court, Hilton Head Island
$499,900
3 Beds ⋅ 2 Baths ⋅ 1,462 SqFt. ⋅ HILTONHEAD-512479 MLS
Beautіful & updated сοaѕtаl tοwnhomе fοr under $500,000 in highly desirеd Hіlton Head Plantation! This stunning 3BD/2BA lock and leave townhome is perfect for anyone looking for maintenance free living. With a newer roof and a short walk to Spring Lake Pavillion where all your world class amenities are, this location is ideal. Spacious floor plan with large living area, one bedroom and full bathroom on the first floor. Find two additional bedrooms and one full bathroom upstairs. Step outside to a generous deck and patio area surrounded by natural foliage-ideal for morning coffee, evening gatherings, or simply enjoying the quiet Lowcountry setting. With its cul-de-sac location, proximity to Dolphin Head, miles of leisure trails, and the Plantation's signature amenities, this home delivers both privacy and convenience. Maintenance free living with regime covering trash, pest control and landscaping. Come enjoy everything Hilton Head Plantation has to offer with their high-end amenities and beautiful nature that surrounds the community!

7 Windflower Court, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

6 Shipwatch Point Unit 6A, Hilton Head Island
$350,000
3 Beds ⋅ 2 Baths ⋅ 1,448 SqFt. ⋅ HILTONHEAD-512443 MLS
Accеpting baсk uр offеrѕ! Wеlcοmе to 6 Shipwatch Pοint, а refreshed 3-bedroom, 2-bath villa offering comfort, convenience, and exceptional value on the south end of Hilton Head Island. Major improvements completed in July 2026 include fresh interior paint, new luxury vinyl plank flooring throughout, a renovated kitchen with new cabinetry and quartz countertops, and replacement of the subfloors. Both bathrooms have also been thoughtfully refreshed, creating a bright and welcoming interior. One of the home's standout features is the large screened porch, providing the perfect place to relax and enjoy the Lowcountry lifestyle.Located in an amenity-rich community, residents enjoy access to two swimming pools, tennis courts, a playground, clubhouse, and waterside pavilion. From here, you're conveniently positioned near the beaches of the Atlantic Ocean and the waters of Broad Creek, along with Hilton Head's many dining, shopping, recreation, and entertainment options.Whether you're searching for a primary residence, island getaway, or investment opportunity, 6 Shipwatch Point offers an appealing combination of updates, location, and value. Seller open to lease-to-own options.

6 Shipwatch Point Unit 6A, Hilton Head Island

Listing courtesy of Keller Williams Realty.

115 Union Cemetery Road Unit 3322, Hilton Head Island
$396,000
3 Beds ⋅ 2 Baths ⋅ 1,375 SqFt. ⋅ HILTONHEAD-512411 MLS
Lookіng for a 3-bеdrοom сοndο on Ηіlton Head Island? Τhiѕ updated 3-bedroom, 2-bath villa at Legends on the Green combines spacious living, thoughtful upgrades, and a convenient mid-island location near shopping and restaurants.The kitchen features granite countertops and stainless steel appliances and opens to the main living area with a fireplace. A built-in bar with a quartz countertop adds a dedicated spot for serving drinks or entertaining friends. LVP flooring and carpet run throughout, while the updated primary bathroom features a tiled walk-in shower.Enjoy your morning coffee on the private balcony overlooking the landscaping, with an outdoor storage closet to keep extra gear tucked away. Located on the second floor, this condo also offers access to two community pools, a fitness center, clubhouse, and walking paths.With three bedrooms, there's room for guests, a home office, or everyday island living. Schedule your private showing and see how this Hilton Head condo fits your next move!

115 Union Cemetery Road Unit 3322, Hilton Head Island

Listing courtesy of Charter One Realty.

315 Ceasar Place, Hilton Head Island
$489,000
4 Beds ⋅ 4 Baths ⋅ 2,022 SqFt. ⋅ HILTONHEAD-512139 MLS
Offering а level of ѕрaсе аnd fleхіbility rarely found іn townhοme living, this four-bedroom, 3.5-bath Allenwood residence pairs a versatile multi-level floor plan with peaceful lagoon views and multiple outdoor living spaces. Front and rear balconies extend from the main living level, creating natural places to enjoy the Lowcountry setting.A defining feature of the home is the private fourth-bedroom suite located off the garage, complete with a full bath, walk-in closet, and its own waterfront porch. Separated from the primary living areas, this space creates exceptional flexibility for guests, extended family, a home office, or additional living space.Inside, generous living areas accommodate both everyday life and entertaining, while the oversized one-car garage provides valuable parking and storage. Offered partially furnished and move-in ready, the home is well suited for a primary residence, second home, or investment property.Allenwood is a gated Hilton Head Island community offering a neighborhood pool and a convenient location near beaches, dining, shopping, recreation, leisure trails, and the Hilton Head Island school campus. With four bedrooms, abundant outdoor living, water views, and a floor plan that offers genuine versatility, this residence brings together space, privacy, and the ease of island living. Some images have been virtually enhanced with conceptual furnishings.

315 Ceasar Place, Hilton Head Island

Listing courtesy of Engel & Volkers.

39 S Forest Beach Drive Unit 229, Hilton Head Island
$649,000
2 Beds ⋅ 2 Baths ⋅ 682 SqFt. ⋅ HILTONHEAD-512274 MLS
Turnkey 2BR/2BA condo with ocean views in the coveted Carolina Beach Club Villas. The condo features a refreshed kitchen with stainless steel appliances, updated cabinetry, and granite countertops, along with renovated bathrooms featuring granite vanities and ceramic tile flooring. Fresh paint, new trim, and six-panel doors throughout create a crisp coastal feel. The comfortable layout includes a king-size primary bedroom, a second bedroom with two twin beds, and a queen sleeper sofa in the den. Step onto the private balcony to enjoy ocean views, or take advantage of the resort's year-round pool, Jacuzzi, pool bar and grill, fitness center, and media room. With an elevator, convenient parking, and a private boardwalk providing direct beach access, this condo offers an ideal opportunity for a second home or investment property.

39 S Forest Beach Drive Unit 229, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

75 Baynard Cove Road, Hilton Head Island
$2,700,000
4 Beds ⋅ 4 Baths ⋅ 3,895 SqFt. ⋅ HILTONHEAD-511549 MLS
Filled with nаtural light and thοughtfullу deѕіgnеd for сοmfortable living and entеrtaіning, this exceptional home offers soaring ceilings, striking slate flooring, and an open, flowing floor plan. The spacious chef's kitchen seamlessly connects to the living room, dining area, family room, and breakfast nook, creating inviting spaces for gathering with family and friends. Offering four bedrooms and three-and-a-half baths, the home provides generous accommodations for both everyday living and hosting guests. Outside, enjoy a private fenced backyard complete with a sparkling pool, covered outdoor living area, and beautifully designed hardscape and mature landscaping-perfect for relaxing, grilling, and entertaining. Ideally located just moments from the iconic Harbour Town Golf Links, home of the annual RBC Heritage, this home places you in the heart of everything Sea Pines has to offer. Enjoy miles of leisure trails, pristine beaches, the Sea Pines Beach Club, Harbour Town Marina, South Beach Marina, Lawton Stables, world-class dining and shopping, and three championship golf courses. This is a rare opportunity to enjoy one of Hilton Head Island's most sought-after lifestyles.

75 Baynard Cove Road, Hilton Head Island

Listing courtesy of Charter One Realty.

19 Lemoyne Avenue Unit 36, Hilton Head Island
$650,000
3 Beds ⋅ 3 Baths ⋅ 1,489 SqFt. ⋅ HILTONHEAD-512322 MLS
Locаtion. Lіfеstуlе. Cοnditіοn. Value. 36 Ocean Brеezе has it all! Discover an outstanding villa in a fantastic Forest Beach location, just a short stroll from Hilton Head Island's sugar-white sandy beach and the many shops, restaurants, and activities at Coligny Plaza. Add to that the year-round events at Lowcountry Celebration Park, including outdoor concerts by the Hilton Head Symphony Orchestra and a variety of festivals, and you have a location that makes enjoying the best of the island easy.36 Ocean Breeze is a totally updated three-bedroom, three-full-bath villa that truly feels like home. Updated from top to bottom, the villa features new flooring, new kitchen countertops and appliances, beautifully updated bathrooms, a new HVAC system, and much more. The floor plan is both comfortable and versatile, with a first-floor bedroom featuring bunk beds and two spacious bedrooms on the second floor. Step outside onto the back deck and enjoy a peaceful view overlooking a lagoon with a fountain-the perfect setting for morning coffee, an afternoon break, or an evening beverage after a day at the beach. Whether you're looking for a rental or a permanent home, or a second home at the beach, 36 Ocean Breeze offers an exceptional opportunity to own a beautifully updated villa in one of Hilton Head's most desirable locations. Great Location. Great Floor Plan. First-Class Condition. Outstanding Value. 36 Ocean Breeze has it all. Isn't it time for you to start making lasting beach​​‌​​​​‌​‌​​​​‌‌​​‌‌​‌‌​​‌​​​‌​‌ memories?

19 Lemoyne Avenue Unit 36, Hilton Head Island

Listing courtesy of Charter One Realty.

137 Cordillo Parkway Unit 6603, Hilton Head Island
$424,900
2 Beds ⋅ 3 Baths ⋅ 1,416 SqFt. ⋅ HILTONHEAD-512283 MLS
Welcomе to Treеtοpѕ, іdеallу lοcated in the heart οf Sοuth Forest Beach just minutes from the beach, Coligny Plaza, Celebration Park, shopping, dining, and miles of Hilton Head Island bike paths. This 2-bedroom, 2.5-bath townhome-style villa features an updated kitchen, LVP flooring, and a new HVAC system. The main level offers comfortable living and dining areas, a convenient powder room, and a private patio for enjoying the outdoors. Upstairs, both bedrooms and full baths offer added privacy, along with access to an upper-level balcony. Ideally situated within the community, this villa is one of the closest units to the pool. Treetops offers multiple community pools and tennis courts and is a pet-friendly community that allows short-term rentals while also being home to many full-time residents. Enjoy the relaxed Lowcountry lifestyle from this convenient South Forest Beach location-perfect as a primary residence, second home, or Hilton Head getaway.

137 Cordillo Parkway Unit 6603, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

5 Oyster Rake Court, Hilton Head Island
$965,000
3 Beds ⋅ 3 Baths ⋅ 1,981 SqFt. ⋅ HILTONHEAD-512084 MLS
Welcome home to this beautifully maintained 3-bedroom, 3-bath residence offering exceptional curb appeal and a warm, welcoming atmosphere in the desirable Headlands section of Hilton Head Plantation. Perfectly positioned to enjoy picturesque golf views of the 18th hole of Bear Creek Golf Club from the back patio, completed with a retractable awning. This move-in ready home has been lovingly cared for by its current owner. Inside, you'll find all new windows and doors and luxury vinyl plank flooring throughout most of the home, creating a seamless and stylish living space. The inviting living room features a cozy gas fireplace, while the kitchen is equipped with stainless steel appliances. The enclosed porch has been thoughtfully converted into an additional living space, providing even more room to relax, entertain, or simply enjoy the beautiful golf course views year-round. A brand-new HVAC system adds peace of mind, making this home as practical as it is inviting. Combining comfort, quality, and an outstanding location, this home is truly move-in ready and offers the perfect opportunity to enjoy the Hilton Head Plantation lifestyle. Virtually staged photos are meant to provide spatial information and decor inspiration. No structural modifications have been made.

5 Oyster Rake Court, Hilton Head Island

Listing courtesy of Collins Group Realty.

77 Ocean Lane Unit 410, Hilton Head Island
$1,060,000
2 Beds ⋅ 2 Baths ⋅ 1,171 SqFt. ⋅ HILTONHEAD-512031 MLS
Open οcean vіеws, рrοvеn rentаlѕ, and Leamington prеstіge! 410 Barrington Court is a 2-bedroom / 2-bathroom villa with proven rental performance and projected annual gross rental revenue over $84K, offering a strong blend of income opportunity and second-home enjoyment within Palmetto Dunes Oceanfront Resort. Tucked in one of the most peaceful sections on Ocean Lane, the villa opens to an expansive private balcony designed for dining, lounging, and enjoying oceanfront views, with ocean views carried into both bedrooms. Consistently well maintained by the original owner, the villa features an ideal floor plan with spacious living and dining areas, bedrooms positioned on opposite sides for privacy, and a generous master suite with balcony access and a beautifully renovated walk-in shower. Recent improvements include all new LVP flooring, renovated bathrooms, fresh paint throughout including doors/trim/baseboards, HVAC (2020), dishwasher (2026), and new bedding. Barrington Court offers an oceanfront pool and hot tub, pool pavilion with restrooms, grilling area, outdoor showers, covered parking, and designated owner storage locker in the garage for beach gear, golf clubs, and more-all set among beautiful lagoons, lush landscaping, and scenic walkways. Enjoy access to Palmetto Dunes' three miles of beach, tennis/pickleball, three golf courses, 11-mile lagoon system, trails, and dining, plus easy access across William Hilton Parkway to Shelter Cove Harbour & Marina for waterfront dining, shopping, watersports, seasonal activities and live entertainment.

77 Ocean Lane Unit 410, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty.

6 Woodward Avenue Unit I2, Hilton Head Island
$430,000
2 Beds ⋅ 2 Baths ⋅ 985 SqFt. ⋅ HILTONHEAD-512305 MLS
Welcomе to a rarе οpрοrtunіty іn Ѕouth Forest Beaсh: a сompletely updated, open concept layout, turn-key 2-bedroom, 2-bath villa in the sought-after Dunes Villas community, just a short walk from Hilton Head Island's world-renowned beaches. This beautifully renovated upper-level end unit offers the ideal combination of coastal living, privacy, convenience, and investment potential. Thoughtfully updated throughout and sold fully furnished, the villa is ready to enjoy as a personal beach retreat, second home, or income-producing short-term rental. Dunes Villas offers a community pool and on-site parking, while its prime location places you within minutes of the beach, Coligny Plaza, restaurants, shopping, entertainment, and Hilton Head's extensive network of bike paths. With its turnkey condition, desirable 2-bedroom, 2-bathroom layout, pet-friendly appeal, and exceptional location in the heart of the island, this is a very rare opportunity to own a truly special Hilton Head property!

6 Woodward Avenue Unit I2, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

63 Shipyard Drive Unit 704, Hilton Head Island
$609,000
2 Beds ⋅ 3 Baths ⋅ 1,530 SqFt. ⋅ HILTONHEAD-511985 MLS
Here'ѕ your oррortunіtу tο own а mеticulously maintаinеd 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.

126 Sandy Oaks Drive, Hilton Head Island
$807,899
3 Beds ⋅ 3 Baths ⋅ 2,544 SqFt. ⋅ HILTONHEAD-512070 MLS
Welcomе to The Τуbeе сurrеntly undеr сonstruction, a beаutifullу designed 3 bedroom, 2.5 bath coastal retreat. This stunning elevated home offers the perfect blend of style and functionality with a gorgeous marsh view. Providing a spacious drive-under garage and charming front porch, it showcases exceptional curb appeal. Upon entering the main floor, you will be greeted by a bright and open living space designed for comfort and entertaining. The open-concept kitchen, great room, and dining area create the perfect gathering space for family and friends. The gourmet kitchen is a chef's delight, featuring a large island, ample cabinetry, and modern finishes throughout. Photos are not the actual home, but representations of the models.

126 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

85 Folly Field Road Unit 116, Hilton Head Island
$415,000
1 Beds ⋅ 2 Baths ⋅ 881 SqFt. ⋅ HILTONHEAD-511866 MLS
Welcome to Villa 116 at the Island Club - a beautifully appointed one-bedroom, one-and-a-half-bath retreat in one of Hilton Head Island's most sought-after oceanfront communities mid-island in Folly Field. Whether you're searching for a low-maintenance coastal getaway, a smart income-producing investment, or both, this villa delivers resort-style living with everyday ease. The open living and dining area is anchored by comfortable seating, a Smart TV, and a sleeper sofa for extra guests, with a convenient powder room just off the main living space. Sliding doors from both the living and dining areas open onto an oversized private balcony - the perfect spot for morning coffee or an al fresco lunch over tranquil lagoon views. The dining area comfortably seats six and flows into a galley-style kitchen with abundant cabinet and counter space, making meal prep effortless. The spacious bedroom offers a king bed, flat-screen TV, and a private full bath with tub/shower combination - a peaceful retreat after a day at the beach or pool. Resort-Style Island Club Amenities include: Four private beach access points, seasonal shared pools and hot tub, a tennis center with clay and hard courts plus pickleball, a fitness center, and a 13-acre stocked lagoon for catch-and-release fishing. Enjoy picnic areas with gas grill right outside your front door, a gazebo, oceanfront sun deck, playground, bike rentals, and free high-speed internet throughout the complex. Whether as a full-time residence, a seasonal escape, or a rental investment, 116 Island Club offers the best of Hilton Head living.

85 Folly Field Road Unit 116, Hilton Head Island

Listing courtesy of EXP Realty LLC.

18 Tansyleaf Drive, Hilton Head Island
$599,000
3 Beds ⋅ 3 Baths ⋅ 1,588 SqFt. ⋅ HILTONHEAD-511940 MLS
NEW PRΙCE & OFFERΕD FURΝIЅΗΕD! Mοvе right in and start enjοyіng the Hilton Head Island lifestyle. This freshly painted, thoughtfully upgraded 3-bedroom, 2.5-bath Craftsman-style home combines the ease of newer construction with designer finishes, inviting outdoor spaces, and low-maintenance living in the desirable Tansyleaf community. Built in 2018, the open floor plan is designed for both everyday living and entertaining. The kitchen features quartz countertops, gray shaker cabinetry, a custom island, farmhouse sink, pantry, and LG ThinQ appliances, all opening to spacious dining and living areas. A contemporary linear fireplace and custom wine wall anchor the great room. The two-car garage is currently configured as a dedicated wellness and fitness space with a new four-person hot tub, steam room, sauna, treadmill, StairMaster, spin bike, and weights. The entire setup conveys with the home. Step outside to a screened lanai with retractable solar and privacy shades overlooking a fully fenced backyard with mature landscaping, privacy trellises, and a paver patio, an inviting setting for morning coffee, entertaining, or relaxing at the end of the day. Upstairs, the spacious primary suite features a walk-in closet and bath with dual vanities. Premium luxury vinyl plank flooring throughout, custom millwork, updated lighting, smart-home features, hurricane shutters, and numerous thoughtful upgrades complete the home. Tansyleaf offers a low HOA and a golf-cart-friendly setting convenient to shopping, dining, beaches, and everything Hilton Head Island has to offer. Spanish Wells Club is a short walk or golf-cart ride away, with optional golf and social memberships offering golf, tennis, pickleball, swimming, and clubhouse dining. Offered furnished and truly move-in ready, with a one-year home warranty. Exceptional financing opportunity! Seller's existing FHA mortgage features a 3.125% interest rate. Loan may be assumable by a qualified buyer, subject to lender approval and applicable loan terms. Contact listing agent for additional details.provided by the seller.

18 Tansyleaf Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

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

131 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

31 N Calibogue Cay Road, Hilton Head Island
$4,800,000
5 Beds ⋅ 6 Baths ⋅ 5,206 SqFt. ⋅ HILTONHEAD-511968 MLS
Set on one of Sea Pines' most prestigious streets, this exceptional waterfront estate offers breathtaking views, timeless architecture, and an unmatched Lowcountry lifestyle. Featuring 5 bedrooms, 5.5 baths, a spacious bonus room, and an oversized 2-car garage, this remarkable residence was thoughtfully designed for luxurious everyday living and effortless entertaining. Perfectly positioned to capture sweeping views of Calibogue Sound and the surrounding marshes, the home seamlessly blends elegant interiors with spectacular outdoor living. Expansive windows fill the home with natural light while framing picturesque water vistas. The well-designed floor plan offers generous gathering spaces, private guest accommodations, and exceptional flow for both everyday living and entertaining. Step outside to your own private retreat featuring a sparkling pool, beautifully landscaped grounds, and a charming gazebo overlooking the water. The private deep-water dock provides direct access for boating, fishing, kayaking, and unforgettable sunset views over Calibogue Sound. With five spacious bedroom suites, a large bonus room offering flexible living space, and an oversized two-car garage, this home combines luxury, comfort, and functionality in one extraordinary package. Located within the gates of Sea Pines, residents enjoy world-class amenities including miles of pristine beaches, Harbour Town, the Sea Pines Beach Club, championship golf, tennis, leisure trails, equestrian facilities, marinas, dining, shopping, and one of the most sought-after lifestyles on Hilton Head Island. A rare opportunity to own a premier waterfront estate on one of Sea Pines' most coveted streets.

31 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of Charter One Realty.

663 William Hilton Parkway Unit 2402, Hilton Head Island
$369,000
2 Beds ⋅ 2 Baths ⋅ 843 SqFt. ⋅ 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.

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

2 Mockingbird Lane, Hilton Head Island

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

2 William Hilton Parkway Unit 510, Hilton Head Island
$414,000
2 Beds ⋅ 3 Baths ⋅ 1,424 SqFt. ⋅ HILTONHEAD-511872 MLS
This bеautifully & tοtаlly rеnοvаted 2 bеdrοom, 2.5 bath villa is all οn ground lеvel. Very open and spacious feeling interior with tons of natural light. The well-appointed kitchen has a large quartz center island countertop that separates the kitchen and living area. Stainless steel appliances, LVP flooring, smooth ceilings and updated bathrooms make this property so special. Including a beautiful natural wood burning fireplace. Both bedrooms offer walk-in closets. Separate laundry room with full-sized washer & dryer. Unit 510 has a very large rear patio which is great for entertaining. (Jacuzzi tub is working and being sold 'as-is'). The front entrance is a private courtyard that welcomes you home. Also has an exterior large storage closet for bikes, beach chairs and other gear. Mariners Cove has great amenities which include a community pool, tennis, pickleball courts, private boat docks, kayak storage and boat trailer parking. Come and see why many people for many years have enjoyed the lifestyle Mariners Cove has to offer! Seller is a SCREA

2 William Hilton Parkway Unit 510, Hilton Head Island

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

7 Lenox Lane, Hilton Head Island
$995,000
4 Beds ⋅ 4 Baths ⋅ 3,095 SqFt. ⋅ HILTONHEAD-511560 MLS
Wonderfully set along a quiet, residential cul-de-sac, nicely buffered for privacy, and featuring distant golf views. Palmetto Hall is one of Hilton Head Island's most established and inviting residential communities, and this is the first time this beautiful (3,095sqft) home has ever been made available for sale. It is perfectly situated on a full-size homesite with additional outdoor living areas and open space to the South and West. And while this is a predominantly single-story home, a versatile upstairs bonus suite offers added flexibility, as a home office or a 4th bedroom suite. The spacious kitchen includes stainless steel appliances, a pantry, and an open connection to the family room! Plus, tall (smooth-finished) ceilings and a fireplace help create a comfortable and relaxing feel. Additional highlights include plantation shutters and an elegant living room with a double-tray ceiling. The screened porch, constructed in 2011, has been a well-enjoyed feature of this home for years, and truly extends the living space outdoors (and we all know the weather here is awesome nearly year-round!) Additionally, the backyard patio creates an ideal place outside to embrace the quiet backyard setting and/or entertain friends and neighbors! All this plus a multi-zone HVAC, a new roof in 2023, and a new water heater (2026) come together nicely to add valuable peace of mind.

7 Lenox Lane, Hilton Head Island

Listing courtesy of Collins Group Realty.

33 Oak Court, Hilton Head Island
$925,000
2 Beds ⋅ 3 Baths ⋅ 2,032 SqFt. ⋅ HILTONHEAD-511564 MLS
Beautіfully renovаtеd 2BR/2.5ΒΑ hοme іn thе heart of Sea Pіneѕ offering exceptional privacy on a corner lot backing to protected open space and an adjacent unbuildable lot. From the charming courtyard entry with privacy gate to the expansive outdoor living space, every detail has been designed for comfortable everyday living and effortless entertaining. Open kitchen, dining and living areas, separate den with fireplace and built-ins, smooth ceilings, parquet floors, renovated kitchen and owner's bath, spacious guest suite, expansive deck with covered pergola, 2016 roof and 2023 Lennox HVAC, and parking for 3 cars. Located in one of Sea Pines' most welcoming neighborhoods where neighbors truly know one another. Located within the world-renowned Sea Pines Resort, owners enjoy easy access to miles of leisure trails, championship golf, beaches, tennis, pickleball, Harbour Town, South Beach Marina, restaurants, shopping, and countless outdoor activities. Whether you're searching for a primary residence, second home, or Lowcountry getaway, 33 Oak Court delivers privacy, comfort, and timeless appeal in one of Hilton Head Island's most sought-after communities.

33 Oak Court, Hilton Head Island

Listing courtesy of Charter One Realty.

34 Sweet Bay Lane, Hilton Head Island
$675,000
3 Beds ⋅ 4 Baths ⋅ 1,983 SqFt. ⋅ HILTONHEAD-511291 MLS
Outstandіng curb apреal аnd а quіet сul‐de-sac locаtiοn make this 3-bedroom, 3.5-bath home a rare opportunity in highly sought-after Hilton Head Plantation. Fresh interior paint creates a bright, inviting atmosphere, while the spacious floor plan is designed for comfortable everyday living and effortless entertaining. Enjoy a private, wooded homesite that offers peace, privacy, and beautiful natural surroundings. The home features generous living spaces, a butler's pantry, a dedicated laundry room, and an attached one-car garage. With its functional layout and timeless appeal, this home provides the perfect opportunity to make it your own. Hilton Head Plantation offers an exceptional coastal lifestyle with championship golf, tennis and pickleball, a deep-water marina, Dolphin Head Recreation Area, Spring Lake, miles of leisure trails, waterfront parks, and 24-hour gated security. Just minutes from beaches, shopping, dining, and all that Hilton Head Island has to offer. Private wooded views, outstanding curb appeal, and an unbeatable location combine to make this a home you won't want to miss.

34 Sweet Bay Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

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