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25 Deallyon Avenue Unit 118, Hilton Head Island
$465,000
2 Beds ⋅ 2 Baths ⋅ 969 SqFt. ⋅ HILTONHEAD-512278 MLS
Great opportunity to own a beautifully renovated 2BR/2BA villa in the highly desirable South Forest Beach area, just a short 5-minute walk to the beach. This coastal-inspired villa offers a secluded setting while being conveniently located near Lowcountry Celebration Park, Coligny Beach, Coligny Plaza's shops and restaurants, and the Van Der Meer Tennis Center. The villa features LVP flooring throughout, a renovated kitchen with custom cabinetry, new countertops and appliances, new windows and comfortable, well-appointed living spaces. Enjoy the added convenience of an in-unit washer and dryer, along with the community pool and tennis courts just outside your backyard. Whether you're looking for a primary residence, second home, or investment property, this villa offers the perfect combination of location, amenities, and rental potential.

25 Deallyon Avenue Unit 118, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

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 (not pictured). 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.

239 Beach City Road Unit 1203, Hilton Head Island
$365,000
1 Beds ⋅ 1 Baths ⋅ 588 SqFt. ⋅ HILTONHEAD-512279 MLS
INVEЅTMEΝΤ AᏞΕRΤ! Thіѕ beautiful gem consіstеntly generates impressive rental income; $52,000 in 2025, and on tract to do the same for 2026, $48,500 in 2024, $42,000 in 2023 and $42,800 in 2022. DIRECT SOUNDFRONT, a Proven rental machine at The Spa on Port Royal Sound. This 1BR/1BA villa offers sweeping sound views from the private balcony, along with a comfortable coastal interior featuring a king-size bedroom, en-suite bath with walk-in shower, well-equipped kitchen. The oceanfront community offers natural beach access, an observation pier, two outdoor pools, indoor pool, hot tub, dry sauna, fitness center, tennis and basketball courts, and multiple grilling and picnic areas. Enjoy beautiful sandy beaches and stunning sunrises just outside your door. With a strong rental history and an exceptional oceanfront setting, this is a turnkey opportunity for a second home or investment property on Hilton Head Island.

239 Beach City Road Unit 1203, Hilton Head Island

Listing courtesy of Coastal Luxury Real Estate.

157 Otter Road, Hilton Head Island
$876,000
3 Beds ⋅ 2 Baths ⋅ 1,882 SqFt. ⋅ HILTONHEAD-512297 MLS
Welcome to effortless Lowcountry living in the desirable Club Course neighborhood of world-famous Sea Pines Resort. This beautifully maintained 3-bedroom, 2-bath Hilton Head Island home is light, bright, and move-in ready, offering the perfect combination of comfort, location, and island lifestyle. Thoughtful updates include new LVP flooring, fresh paint, updated primary bathroom, Trex decking, and a 2025 Trane HVAC system. The spacious back deck is ideal for outdoor dining, entertaining, or relaxing, while the large backyard offers space for a pool and for creating a private oasis. Located near the main gate of Sea Pines, this home provides quick and convenient access to everything Hilton Head Island has to offer while still enjoying the privacy and amenities of one of the island's most iconic communities. Sea Pines is home to three renowned public golf courses, miles of pristine beaches, numerous restaurants, Harbour Town, private owner and guest beach access at Tower Beach, and the exciting redevelopment of South Beach. From biking beneath moss-draped live oaks to golf, boating, dining, and days spent on the beach, the Sea Pines lifestyle is truly hard to beat. Hilton Head Island has also been recognized as the #1 Island in the U.S. for nine consecutive years, further reinforcing why so many people choose to call this special place home. Whether you're searching for a primary residence in Sea Pines, a Hilton Head Island second home, or a short-term rental investment / coastal getaway, this turnkey property is ready for its next owner. Move in, unpack, and start enjoying the Hilton Head Island lifestyle from day one. Schedule your in-person or live video walkthrough today.

157 Otter Road, Hilton Head Island

Listing courtesy of EXP Realty LLC.

11 Sea Lane, Hilton Head Island
$5,500,000
5 Beds ⋅ 7 Baths ⋅ 7,051 SqFt. ⋅ HILTONHEAD-511760 MLS
BREATHTAKING Mediterranean Estate Home overlooking the 16th Fairway of the Robert Trent Jones Golf Course in Palmetto Dunes. Gated community and Just a Short Walk to the Beach. 7,051 Square Feet with Amazing Craftsmanship rarely seen that captivates you. Step inside Front Door and Immediately be in Awe of the Beauty. Grand Marble Staircase, Spectacular Flooring, Open Living Spaces. Inviting Spacious Living Area with a Fireplace and Spectacular Chandeliers overlooks the Large Porch, Patio and Pool Area. Off Living Area is an Inviting and Open Dining Area. A Chef's Dream Kitchen is nearby with a 10-Foot Island that seats 6 plus a Dining Table Area. Also, a Comfortable Living Area with a Fireplace that opens to a Veranda with Built in Grilling Area and has Half Bath by Pool. Off Kitchen is a Butler's Pantry and a Laundry Area. Spectacular Wood Paneled Parlor with Sitting Area and Full Bar. 5 Bedroom Suites with Great Separation and Privacy. Primary Bedroom Suite is First Floor, has a Veranda and is steps away to the Raised Invisible Edge Pool and Spa. Also, 2 other Bedrooms have a Veranda. 6-Car Drive Through Cooled Garage, ELEVATOR, Terra Cotta Tile Roof, Paver Driveway and Mature Landscaping. Perfect Home for Relaxing and Entertaining Family, Friends, or Business Outings. Truly EXCEPTIONAL in every way. Come Enjoy the BEST OF LIFE at 11 Sea Lane on Hilton Head Island!

11 Sea Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

20 Castlebridge Court, Hilton Head Island
$3,995,000
5 Beds ⋅ 7 Baths ⋅ 4,566 SqFt. ⋅ HILTONHEAD-512060 MLS
Waterfront living in Wexford doesn't get much better than this and 20 Castlebridge Court offers the ONLY harborfront setting currently available in the community. Set directly on the harbor at the end of a private cul-de-sac, this five-bedroom residence combines exceptional outdoor living with one of the neighborhood's most desirable settings. A heated pool and spa, outdoor fire pit, built-in grilling station, and private dock make the most of life on the water. The spacious floor plan features a grand living room upon entry, adjacent dining room, a generous kitchen enhanced by Sub zero and Viking appliances, two stately gas fireplaces, bonus room, bunk room, three-car garage, and dedicated golf cart bay. The quality of construction does not go unnoticed with solid wood doors, plantation shutters, wide-planked hardwood floors, elevated lighting, and built-in features throughout. Then there is Wexford itself. Boasting a newly redesigned clubhouse with indoor/outdoor dining, community pool, exceptional Arnold Palmer Signature golf, active tennis community, pickle ball, a private marina, and the signature lock-controlled 37 acre inland harbour. The community truly is unlike anything else on Hilton Head Island and for someone looking for harborfront living within Wexford, there is only ONE.

20 Castlebridge Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

17 Tucker Ridge Court, Hilton Head Island
$879,000
4 Beds ⋅ 5 Baths ⋅ 2,932 SqFt. ⋅ HILTONHEAD-511354 MLS
Expеriencе ѕpасіouѕ іsland living in this bеautіfully updated home, ideally situated within a sought-after gated golf community. Overlooking the tranquil 12th green of the Arthur Hills course, the backyard offers a peaceful setting to relax, entertain, or simply enjoy the view. Inside, soaring two-story ceilings and an inviting fireplace create a warm yet dramatic first impression, while the open-concept floor plan provides effortless flow for everyday living and gatherings. The highly desirable layout features the primary suite on the main level, an additional bedroom on the first floor which has versatile use, and two other bedrooms upstairs, all generously sized, all with ensuite. With recent exterior paint, a newer roof, HVAC, and other significant updates, this home is move-in ready and designed for years of worry-free enjoyment. Offering one of the largest sq ft four-bedrooms currently available on the island under $1 million, this is a rare opportunity to own exceptional space, value, and lifestyle in one remarkable property.

17 Tucker Ridge Court, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

34 Ruddy Turnstone Road, Hilton Head Island
$7,050,000
5 Beds ⋅ 6 Baths ⋅ 5,278 SqFt. ⋅ HILTONHEAD-511871 MLS
Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

34 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Charter One Realty.

20 Toppin Drive, Hilton Head Island
$580,000
2 Beds ⋅ 2 Baths ⋅ 2,030 SqFt. ⋅ HILTONHEAD-511687 MLS
This charming two bedroom home is one not to be missed!. Two story ceiling in living room with fireplace. Walls of windows allowing natural light to flow inside all day long! Updated kitchen appliances and counters. Tile and wood floors throughout, no carpet! Primary suite on first floor with cathedral ceiling, fireplace and large walk-in closet. Ensuite second bedroom and loft/sitting room/office on second floor. Rarely offered in these patio homes is a 2-car garage! Perfect for year-round living in beautiful Moss Creek! Enjoy all MC has to offer; amenities include 2 championship golf courses. beautifully remodeled clubhouse, 4 pickleball courts, Racket Center with 7 Har Tur Courts, Equestrian Center, 5 Fishing/crabbing docks, marina, 2 nature preserves, Bocce Courts, Dog Park, firepits and miles of leisure trails. Don't miss this special opportunity!

20 Toppin Drive, Hilton Head Island

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

5 Royal James Drive, Hilton Head Island
$1,290,000
4 Beds ⋅ 4 Baths ⋅ 3,286 SqFt. ⋅ HILTONHEAD-511550 MLS
Set on more than 0.4 acres along a quiet private street in Hilton Head Plantation, this beautifully maintained 4-bedroom, 3.5-bath home offers a spacious floor plan, abundant natural light, and exceptional indoor-outdoor living. The welcoming foyer opens to generous living and dining areas, where large windows overlook the screened lanai and pool. The kitchen flows seamlessly into the family room and breakfast area, creating a comfortable gathering space for everyday living and entertaining. The spacious primary suite features a beautifully appointed bath with dual vanities, a walk-in shower, separate soaking tub, and a large walk-in closet. Two additional guest bedrooms provide privacy and comfort for family and visitors. A standout feature of the home is the expansive bonus room, complete with a wet bar, custom built-ins, and a full bath. Currently used as a bonus room, this flexible space serves as the home's fourth bedroom and is ideal for guests, a media room, or a private retreat. Step outside to the impressive screened lanai featuring a sparkling pool and generous covered seating area-the perfect place to relax, entertain, or enjoy Hilton Head's year-round outdoor lifestyle. The backyard offers a peaceful and private setting. Additional highlights include an oversized three-car garage, abundant storage, and a functional layout that is equally suited for a primary residence or second home. Located within the gates of Hilton Head Plantation, residents enjoy an outstanding array of amenities, including four championship golf courses, the Country Club of Hilton Head, Spring Lake Recreation Area, Dolphin Head Recreation Area, a full-service marina, tennis and pickleball courts, miles of leisure trails, a community pool, and 24-hour security-all just minutes from Hilton Head Island's beaches, shopping, and dining.

5 Royal James Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

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

10 Drayton Place, Hilton Head Island

Listing courtesy of EXP Realty LLC.

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 provided by the seller.

18 Tansyleaf Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

4 Big Oak Street, Hilton Head Island
$925,000
4 Beds ⋅ 5 Baths ⋅ 2,887 SqFt. ⋅ HILTONHEAD-511895 MLS
Deep-water views, no HOA or POA, nearly half an acre, and a Hilton Head address-The Old Ferry Keeper's coastal cottage offers a rare combination of location, history, and flexibility. Wake up to beautiful water views from the primary bedroom or enjoy the Lowcountry scenery with morning coffee on the open front porch. Located in Buckingham Landing, this newly renovated 4-bedroom, 4.5-bath coastal home features solid white oak hardwood floors, custom white oak trim, shiplap accents, and fresh paint. The renovated chef's kitchen includes a marble island, quartz countertops, and new high-end appliances. Upstairs are three spacious bedrooms and three baths, including two recently updated bathrooms and a Jack-and-Jill layout. Downstairs, a private fourth bedroom, full bath, and laundry area provide flexible space for guests, a home office, or potential rental income. Additional features include a whole-home water filtration system, new washer and dryer, an updated 4-car garage with abundant storage and hobby space, a newly screened entertaining area, and plenty of room to add a pool. Enjoy a unique Lowcountry property with deep-water views, generous outdoor space, no HOA restrictions, and convenient access to the Buckingham Landing public boat ramp on Mackay Creek and the ICW - ideal for boating, fishing, kayaking, and exploring the Lowcountry waterways.

4 Big Oak Street, Hilton Head Island

Listing courtesy of Lowcountry Live Oak Realty.

58 Planters Wood Drive, Hilton Head Island
$1,795,000
3 Beds ⋅ 3 Baths ⋅ 2,590 SqFt. ⋅ HILTONHEAD-511308 MLS
Don't miss this beautifully maintained, newer-style 3-bedroom, 3-bath home in a highly desirable Sea Pines location. Tucked away on a quiet cul-de-sac and private street just minutes from Harbour Town, this home offers the perfect combination of comfort, updates, and Lowcountry charm. Step inside to find beautiful new hardwood floors, smooth painted ceilings, and a spacious great room with soaring ceilings, a fireplace, and peaceful lagoon views. The updated kitchen features stainless steel appliances, granite countertops, a stylish backsplash, and opens seamlessly to the main living spaces. Additional features include a separate dining room and a wine bar, making this home ideal for entertaining. The first-floor primary suite offers a relaxing retreat with a spacious walk-in closet, double vanity, and walk-in shower. With two HVAC systems, a two-car garage, and abundant extra storage, this home is as functional as it is beautiful. Located in the heart of Sea Pines, enjoy convenient access to Harbour Town, beaches, leisure trails, golf, tennis, pickleball, dining, shopping, and all the incredible amenities Sea Pines has to offer.

58 Planters Wood Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

14 Salt Spray Lane, Hilton Head Island
$2,350,000
4 Beds ⋅ 5 Baths ⋅ 3,508 SqFt. ⋅ HILTONHEAD-511633 MLS
Beautiful Ocean Views from Multiple Rooms. This exceptional 3rd-row Port Royal home offers an inviting blend of coastal elegance, spacious living, and an unbeatable location. Soaring ceilings and a thoughtfully designed floor plan create an open, airy atmosphere with excellent separation of living spaces. Features include an eat-in kitchen, spacious family room, formal living and dining rooms, and a conditioned Carolina room for year-round enjoyment.Just steps from the Port Royal Beach Club, oceanfront pool, and beach access, this home offers the convenience of premier community amenities without the maintenance of a private pool. Port Royal is one of Hilton Head Island's most sought-after private oceanfront communities, featuring gated security, beach access, pickleball and tennis courts, and scenic leisure trails and more. Optional membership to the Port Royal Golf Club provides access to championship golf, tennis & dining. To preserve the community's peaceful residential character, short-term rentals are not permitted.

14 Salt Spray Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

2 Wexford On The Green, Hilton Head Island
$2,950,000
4 Beds ⋅ 6 Baths ⋅ 6,366 SqFt. ⋅ HILTONHEAD-511890 MLS
WATERFRΟNT. DOUΒᏞE ᏞΟΤ. 65-FΟΟT BOAT SLΙP. ΕXCEPTIONAL GARAGE.This distinctive Wexford residence offers a rare combination of space, waterfront views, and effortless coastal living. Ideally positioned on an oversized corner double lot, the home captures picturesque Broad Creek and harbor views in both directions and includes a 65-foot boat slip.More than a traditional townhome, this exceptional residence lives like a private single-family home while offering the convenience of low-maintenance living within one of Hilton Head Island's premier gated communities. A private elevator provides easy access to every level, while the thoughtfully designed floor plan offers exceptional flexibility for both everyday living and entertaining.The main living level is centered around a beautifully appointed kitchen that opens seamlessly to the dining and living areas, creating an inviting setting for gatherings. The primary suite, library, laundry room, and outdoor kitchen are conveniently located on the same level for effortless one-level living. Additional spaces include a dedicated library, private office, wine room, and expansive third-floor living area-providing room for work, guests, hobbies, and relaxation.Expansive windows bring abundant natural light throughout the home while showcasing tranquil water views and the property's striking multi-level fountain. Multiple outdoor living areas provide the perfect setting for dining, entertaining, or simply enjoying the coastal breezes and ever-changing waterfront scenery.A truly exceptional 6-8-car garage provides rare flexibility for automobile enthusiasts, golf carts, recreational equipment, workshop space, and extensive storage. Recent improvements include a new roof, adding valuable peace of mind.Just moments from Wexford's newly completed Harbour Center, residents enjoy enhanced marina amenities, waterfront gathering spaces, and an inviting social atmosphere. Wexford's private amenities include a championship golf course, deep-water marina with lock system, tennis and pickleball courts, swimming pool, clubhouse, fine dining, and an active coastal lifestyle.For the buyer seeking something beyond an ordinary townhome, 2 Wexford on the Green offers an extraordinary combination of waterfront living, generous indoor and outdoor space, boating access, and an unparalleled location within Wexford. Seller is also willing to consider creative financing options, providing additional flexibility for a qualified buyer.

2 Wexford On The Green, Hilton Head Island

Listing courtesy of BESTNEST By Beverly Serral.

283 Moss Creek Drive, Hilton Head Island
$749,000
3 Beds ⋅ 3 Baths ⋅ 2,000 SqFt. ⋅ HILTONHEAD-511026 MLS
Wake up to the natural beauty of Henri's Pond in this exceptionally well-maintained 3 BR, 3 BA Moss Creek home. Water, wildlife and peaceful Lowcountry scenery create an ever-changing backdrop, best enjoyed from the large screened porch overlooking the pond-an ideal setting for morning coffee, outdoor dining or relaxing with friends. Inside, the home is fresh, comfortable and move-in ready with July 2026 improvements including new LVP flooring throughout much of the first floor and primary bedroom, fresh interior paint and smooth ceilings. Equally important, major components including the roof, HVAC and ductwork, and PEX plumbing have been updated, reflecting years of thoughtful ownership and maintenance. A spacious detached 1-car garage with attached carport provides valuable parking and storage, complemented by a paver driveway, walkway and outdoor living area facing Henri's Pond. Enjoy the complete Moss Creek lifestyle with two private 18-hole golf courses, tennis and pickleball, nature trails, dog park, and nearby Bostwick Park offering two pools, fitness center and deep-water marina. With 3 bedrooms, 3 full baths, an upstairs flex space with office, and full bath and approximately 2,000 sq. ft., 283 Moss Creek Drive combines a manageable floor plan, exceptional condition and one of the home's greatest luxuries-a beautiful waterfront setting that can't be recreated. Come experience Henri's Pond from the screened porch.

283 Moss Creek Drive, Hilton Head Island

Listing courtesy of Dunes Real Estate.

10 Victoria Square Drive, Hilton Head Island
$640,000
4 Beds ⋅ 3 Baths ⋅ 1,840 SqFt. ⋅ HILTONHEAD-511832 MLS
Welcomе to this сhаrming Chаrlеѕton‐ѕtyle 4-bedroom, 2.5-bаth homе situated on a large corner lot in the desirable gated community of Victoria Square on Hilton Head Island. Designed for relaxed coastal living, this home offers an abundance of outdoor living spaces, including a cozy front porch, a screened patio on the first floor, an oversized screened porch off the living room, and a spacious open balcony off the primary suite on the top floor-perfect for soaking up the sunshine or enjoying peaceful evenings. The beautifully renovated kitchen features new appliances, full-height cabinetry, granite countertops with a matching backsplash, and tile flooring. The spacious living room is highlighted by a cozy fireplace, creating a warm and inviting gathering space. Upstairs, you'll find new tile flooring throughout all bedrooms. Enjoy peace of mind with numerous recent upgrades, including a newer roof, gutters, French drain, ductwork, HVAC systems, and water heater. The private backyard has been enhanced with new landscaping, creating a tranquil outdoor retreat. Additional features include a two-car garage and an extended driveway for ample parking. Ideally located in the heart of Hilton Head Island, this home is just a short bike ride to the beach, parks, shopping, and restaurants. Victoria Square offers low HOA dues and outstanding amenities, including a community pool, playground, leisure trails, 2 acre lagoon, a security gate, and boat and RV storage, making it the perfect place to enjoy the Lowcountry lifestyle.

10 Victoria Square Drive, Hilton Head Island

Listing courtesy of Keller Williams Realty.

64 Sandcastle Court, Hilton Head Island
$1,500,000
5 Beds ⋅ 5 Baths ⋅ 3,032 SqFt. ⋅ HILTONHEAD-510354 MLS
Welcomе to 64 Sandсаstlе Cοurt. Βuilt іn 2017, thіs is the newest hοme οn Hilton Head Island within a short walk or bike ride to the beach currently priced below $1,600,000. In a market as competitive as this one, that distinction matters. Five bedrooms, four and a half baths, and four levels of living space comfortably accommodate 10 to 12 guests. There are two king primary suites, an open-concept main level with covered deck access and lagoon views, a middle level with its own covered deck and loft lounge, and a top-floor bunk room. Both rear decks can be screened, a meaningful upgrade for year-round enjoyment. The ground level is an experience unto itself: a large two-car garage, a covered outdoor living area beneath a beautiful wood-planked ceiling, a private heated pool, and a gas fire table with lava rock, its flames burning poolside. The rear and side yard can be fully fenced, providing additional flexibility for outdoor use. Folly Field Beach, one of Hilton Head Island's most beautiful beaches, is five minutes by bike and three minutes by golf cart. Shelter Cove is equally accessible by bike, with exceptional dining, shopping, and fireworks every Tuesday evening all summer long. Hilton Head Island has been named the Top Island in the United States by Condé Nast Traveler for nine consecutive years, most recently in 2025. Southern Living named it the South's Best Beach Town. Travel + Leisure included it in its World's Best Awards. With the Island's generational track record, guest demand is certainly not a trend. Even with professional management in place, the owners live nearby and keep a close and consistent watch on the property and everything in it. There are no surprises here for the new owner, and all existing guest reservations convey with the purchase. This home is offered fully furnished and turnkey, with rental projections of up to $129,000 annually. 64 Sandcastle Court may be the Investment with Benefits you've been searching for.

64 Sandcastle Court, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

37 Kingston Road, Hilton Head Island
$1,749,500
3 Beds ⋅ 3 Baths ⋅ 2,440 SqFt. ⋅ HILTONHEAD-511596 MLS
OPEΝ HOUSΕ thіs Ѕаturdаy, 10/3 frοm 3ΡM-5PM and Sundaу, 10/4 from 11ΑM-1PM. Some things on Hilton Head Island are simply finite. A nearly .8-acre corner estate parcel in a gated oceanfront community is one of them. At 37 Kingston Road in Shipyard Plantation, that parcel is the foundation of something genuinely rare, and what sits on it makes the opportunity even more compelling. Those who know Hilton Head Island well know Shipyard. Tucked between Sea Pines and Palmetto Dunes, it is one of those communities that rewards the buyer who takes the time to know it. Direct beach access, Van Der Meer Tennis, three 9-hole golf courses, and the Sonesta Resort are all resident amenities within 800 acres of gated, security-patrolled Island living. And the location is exceptional: The Village at Wexford, Coligny Plaza, Coligny Beach, and some of the Island's most highly regarded restaurants, parks, and recreational offerings are all within minutes, by car or by bike. Among 1,655 total dwellings, only 255 are stand-alone homes. This is one of those homes, set on one of the largest private residential lots in any oceanfront gated community on the Island. This 3-bedroom, 2.5-bath home has been completely and beautifully reimagined. A top-to-bottom renovation includes all-new HVAC systems with new ductwork, a stunning new pool with a Pennsylvania flagstone deck that creates a private outdoor retreat worthy of the parcel it sits on, vaulted ceilings, skylights, thoughtful millwork, and designer finishes throughout. The kitchen features white shaker cabinetry, stone countertops, stainless-steel appliances, and a center island. The split floor plan provides ideal separation between the primary suite and guest rooms. The primary suite opens directly to the pool and features a marble walk-in shower and double vanity. A flexible bonus room serves equally well as a formal dining room, media room, study, sunroom, or hobby space. THE PARCEL ACCOMMODATES A FUTURE GUEST COTTAGE OR CASITA, A HOME EXPANSION, OR TWO ADDITIONAL GARAGE BAYS TO CREATE A FOUR-CAR GARAGE. For buyers thinking generationally, this is a rare canvas. 5 MINUTES BY BIKE TO THE SHIPYARD BEACH CLUB and one of the most beautiful beaches on the Island, where owners enjoy access to 420 private beach lockers, making every trip to the beach completely hassle-free. Offered furnished and available for immediate enjoyment. STR projections available upon request. *Owner is SCREA.

37 Kingston Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

663 William Hilton Parkway Unit 4104, Hilton Head Island
$259,990
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-511405 MLS
Recently refreshed with fresh paint and stylish new furnishings, this ocean-oriented 2-bedroom villa is truly turnkey and ready to enjoy. Whether you're searching for a personal vacation getaway, an income-producing investment, or the perfect combination of both, 4104 Hilton Head Resort presents an exceptional opportunity. With existing reservations already in place, this villa offers immediate rental income potential while giving future owners the flexibility to enjoy everything Hilton Head Island has to offer. Located within the gated Hilton Head Resort community, owners and guests enjoy an impressive collection of resort-style amenities, including indoor and outdoor pools, tennis courts, a fitness center, game room, private beach access, and Coco's on the Beach. Conveniently situated near championship golf courses, shopping, dining, and miles of pristine beaches, this low-maintenance villa makes island living effortless. Whether you're expanding your investment portfolio, purchasing your own coastal retreat, or seeking a property that offers the best of both worlds, this beautifully updated villa delivers outstanding value in one of Hilton Head Island's most amenity-rich beach communities.

663 William Hilton Parkway Unit 4104, Hilton Head Island

Listing courtesy of Real Broker, LLC.

20 Hanahan Lane, Hilton Head Island
$619,000
5 Beds ⋅ 3 Baths ⋅ 2,363 SqFt. ⋅ HILTONHEAD-511641 MLS
More hοuse. Mοrе oрtіοns. Αnd nοw, a price desіgned tο get your attention. This light and bright north-end Hilton Head Island home offers 4 bedrooms plus flexible space for an optional 5th bedroom, home office, TV den, or two work-from-home spaces. There's even room to add a shower to the downstairs bath for more possibilities. With NO HOA fees, the flexibility continues-make it your primary home, island getaway, or explore long-term or short-term rental potential. Inside, you'll find an easy-flowing layout with a spacious great room, eat-in kitchen, LVP flooring, great storage, and attached 2-car garage. Out back may be the best surprise: a large deck, Tiki hut, fire pit, and private wooded setting with serious vacation vibes. Close to schools, HHI Rec Center, bike paths, Main Street, Skull Creek, Islanders Beach, shopping, Bluffton & Cross Island access. HVAC 2022. Priced to sell and packed with possibilities-this one deserves a second look. Best opportunity on Hilton Head Island.

20 Hanahan Lane, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

127 Fort Walker Drive, Hilton Head Island
$3,995,000
4 Beds ⋅ 5 Baths ⋅ 4,616 SqFt. ⋅ HILTONHEAD-511638 MLS
A remarkаble exрrеsѕіοn of Ꮮοwcountry luxury, this еxсeptional custom residence is perfectly positioned on a quiet cul-de-sac in the prestigious Port Royal community, offering the rare opportunity to enjoy both breathtaking marsh front living and easy access to the beach. Here, you don't have to choose between sweeping tidal marsh views and walking distance to the beach, this home offers both. Encompassing more than 4,600 square feet of thoughtfully designed single-level living, the home captures panoramic vistas of Fish Haul Creek, the tidal marsh, and the Atlantic Ocean beyond while blending timeless architecture with impeccable craftsmanship. From the impressive front elevation and grand wrought-iron staircase to the custom wood and glass entry doors, every detail has been carefully curated. Inside, soaring ceilings, custom millwork, coquina-shell columns, extensive stone flooring, designer lighting, walls of glass, and multiple fireplaces create warm yet sophisticated living spaces designed to showcase the surrounding natural beauty. The gourmet kitchen is a chef's dream, featuring premium Wolf, Viking, Bosch, and Sub-Zero appliances, custom cabinetry, generous prep space, and an adjoining butler's pantry with wet bar-ideal for entertaining. The luxurious primary suite serves as a private retreat with veranda access, custom walk-in closets, and a spa-inspired bath complete with heated stone floors, a soaking tub, oversized walk-in shower, and skylight. Two additional guest suites, a dedicated office, elevator access, and a spacious six-car climate-controlled garage provide exceptional flexibility for family and guests alike. Designed for year-round enjoyment, the outdoor living spaces are equally impressive. Expansive covered verandas, exposed cypress beams, an outdoor fireplace, built-in grilling area, professionally designed gardens, a custom hot tub with waterfall, and a private dock with a floating dock on Fish Haul Creek create an extraordinary setting for entertaining or simply enjoying the peaceful waterfront surroundings. Whether you're launching a kayak from your backyard, spending the afternoon on the beach just moments away, or watching spectacular sunsets over the marsh from your veranda, this one-of-a-kind estate offers an unparalleled coastal lifestyle in one of Hilton Head Island's most coveted communities.

127 Fort Walker Drive, 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
Outstanding curb appeal and a quiet cul-de-sac location 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.

10 S Forest Beach Drive Unit 104, Hilton Head Island
$515,000
1 Beds ⋅ 1 Baths ⋅ 878 SqFt. ⋅ HILTONHEAD-511613 MLS
Oppοrtunitieѕ lіke thіѕ dοn't cοmе around often. Time іs nοw for a top shelf renovated Hilton Head Beach Property Under $515K. Enjoy the white sandy beaches every day of your life! Become a turtle tracker or a slacker. Add community pool, tennis, pickleball, elevators, and garage parking for your quality lifestyle. One of only a few complexes where owners can have pets. Superb and popular Forest Beach Villas offers low fees, secure capital reserves, no assessments for maintenance, an onsite superintendent, making this location a lifestyle choice for its members! Complete remodel in 2019 makes this villa a perfect lock-and-leave vacation home, second residence, or income-producing property in one of the Southeast's most sought-after beach destinations. This eye candy villa checks all the boxes. Stop back to check out the interior photos coming soon. Monthly fee of $456 which includes unit water/sewer, trash, parking, pest control, bldg maintenance. Exterior bldg insurance for this unit in 2026 was $1803.

10 S Forest Beach Drive Unit 104, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

10 Bald Eagle Road, Hilton Head Island
$5,900,000
7 Beds ⋅ 8 Baths ⋅ 5,203 SqFt. ⋅ HILTONHEAD-511606 MLS
Properties of this caliber are increasingly difficult to find in Sea Pines. 7 Bedroom/6.5 Baths PLUS Pool Bath, 2022 construction, designer furnished and just a 3-minute walk to the beach. Set on an oversized nearly 1/3-acre 3rd row homesite, this is the rare combination discerning buyers wait years to find. Custom construction and incredibly designed for effortless coastal living, the home showcases sophisticated finishes, soaring ceilings, a gourmet kitchen with a separate prep kitchen, and seamless indoor-outdoor living centered around a covered porch with an outdoor fireplace, summer kitchen, heated pool, and spa. Seven beautifully appointed bedrooms-including a first-floor primary suite and four ensuite guest suites-provide exceptional comfort and privacy, while multiple gathering spaces make the home ideal for entertaining family and friends. Combining exceptional quality, an oversized homesite, beach proximity, and one of Sea Pines' most desirable locations, this is a true legacy property offering the very best of coastal living. Current rental projections of approximately $349,000 annually.

10 Bald Eagle Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

107 Saw Timber Drive, Hilton Head Island
$800,000
3 Beds ⋅ 3 Baths ⋅ 2,673 SqFt. ⋅ HILTONHEAD-511037 MLS
BRAND ΝEW DUCT WORΚ ΑND ΗVΑC ❨maіn ѕystem) - fully tranѕferаble. Tucked away at the end of a quiet cul-de-sac in sought-after Moss Creek, this light-filled contemporary home offers stunning long views of the North Course's 9th and 10th fairways. Vaulted ceilings, skylights, walls of glass, and an open floor plan create an airy, inviting feel. The spacious great room flows seamlessly to the dining area, living room, screened porch, and flagstone patio-perfect for entertaining or simply enjoying the scenery. The kitchen features a large island and sunny breakfast area overlooking the golf course. The luxurious primary suite is thoughtfully separated from the guest bedrooms for added privacy. Strong architectural bones, abundant natural light, and timeless design provide the perfect opportunity to make this home your own while enjoying Moss Creek's exceptional golf, marina, tennis, pickleball, fitness center, pools, and vibrant Lowcountry lifestyle.

107 Saw Timber Drive, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

90 Sandcastle Court, Hilton Head Island
$1,645,000
5 Beds ⋅ 6 Baths ⋅ 4,165 SqFt. ⋅ HILTONHEAD-511552 MLS
Welcomе to 90 Sandсаstlе Cοurt, а sраcious, beautifullу aрpointed beach home in the gated Sandcastles by the Sea community. One of the larger homes in the neighborhood, this fully furnished, turnkey property offers five bedrooms, four full baths, two half baths, and elevator access to every level. The open-concept main living area is designed for gathering and entertaining, with a gourmet kitchen featuring granite countertops, GE Monogram appliances, a gas range, generous dining space, and an inviting living area. The lower level provides flexible recreation and additional living space with direct access to the private pool, hot tub, patio, and outdoor entertaining areas. Additional highlights include a large deck, low-maintenance artificial turf lawn, EV charging outlet, and multiple indoor and outdoor spaces for relaxing with family and guests. Ideally located just a short walk from the beach and close to Hilton Head Island's restaurants, shopping, golf, and attractions. Offered fully furnished with approximately $120,000 in gross rental revenue for 2026 and rentals already on the books for 2027, this exceptional property is ready to enjoy as a primary residence, vacation home, or income-producing short-term rental.

90 Sandcastle Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

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