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$639,000
2 Beds ⋅ 3 Baths ⋅ 1,220 SqFt. ⋅ HILTONHEAD-511442 MLS
Located in the desirable Windward Village enclave within the prestigious gated Shipyard community, this beautifully updated 2-bedroom, 2.5-bath villa offers a peaceful golf course setting, thoughtful upgrades, and an exceptional Hilton Head Island lifestyle. The spacious floor plan features soaring cathedral ceilings, abundant natural light, and a first-floor primary suite with an updated en-suite bath, enclosed walk-in closet with cedar shelving, and private deck. The living area opens to a screened porch with views through the mature trees toward the golf course, creating an inviting extension of the living space. The current owners completed extensive improvements between 2020 and 2022, including impact-resistant windows and two sliding glass doors, updated kitchen cabinetry and appliances, uniform tile flooring throughout, and beautifully renovated bathrooms. The two downstairs bathrooms feature heated tile floors, while the guest bath also includes a heated towel rack. Additional improvements include a screened porch with updated screening and tile flooring, HVAC system (2023), water heater (2023), and dishwasher (November 2025). Windward Village residents enjoy their own community pool, spa, and fire pit, all within the 800-acre Shipyard community. Shipyard offers private beach access via the Shipyard Beach Club, miles of leisure trails for walking and biking, 24-hour gated security, the 27-hole Shipyard Golf Club, Van Der Meer Tennis & Pickleball Center, Sonesta Resort Hilton Head Island, Hilton Head Health wellness resort, and a convenient south-end location just minutes from Coligny Plaza, shopping, dining, and entertainment. Whether you're searching for a primary residence, second home, or investment opportunity, this move-in-ready villa offers the perfect combination of comfort, quality, and coastal living.

148 Windward Village Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$345,000
3 Beds ⋅ 2 Baths ⋅ 1,448 SqFt. ⋅ HILTONHEAD-508838 MLS
Island living at its finest! Welcome to this stunning 3BR/2BA condo in the highly sought-after, tree-lined community of Broad Creek Landing on Hilton Head Island. Step inside to a bright, open-concept space featuring beautiful wood flooring throughout the main living areas and kitchen, perfect for entertaining. All three bedrooms offer a cozy retreat with brand-new, plush carpeting. This lowcountry gem boasts unbeatable community amenities, including a resort-style pool, tennis courts, a playground, and scenic leisure trails. Location is everything-enjoy ultimate convenience being just minutes away from world-class dining, vibrant shopping, and gorgeous beaches. Ideal as a primary residence, vacation getaway, or investment property. (some photos may depict virtual staging)

35 Three Mast Lane Unit 35, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$1,029,000
4 Beds ⋅ 4 Baths ⋅ 3,244 SqFt. ⋅ HILTONHEAD-510241 MLS
Spacious two story home (3,244sf) on large private lot located in a quiet cul-de-sac. Opportunity awaits to create your own loving home or investment property. Grand two story living room with fireplace, private study with oversized screened porch. Two zone heating and air conditioning, long expansive driveway, oversized two car garage, mature landscaping with live oaks draped in Spanish Moss. Palmetto Hall is a private gated community with two available 18 hole championship golf courses. Palmetto Hall Amenities include Southern style clubhouse, olympic size swimming pool, tennis/pickleball courts, sports field and a 100-acre nature preserve

10 Stonewall Circle, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$619,000
3 Beds ⋅ 3 Baths ⋅ 1,600 SqFt. ⋅ HILTONHEAD-511119 MLS
Nearly new, immaculately maintained 3 bedroom 2.5 bath home with den/office. Screened back porch overlooking the large fenced in back yard with patio. Oversized primary bedroom with walk in closet and ensuite bath. This home has ample upgrades totaling over $30K including: a custom coffee bar, extra under stairs & garage storage, custom stair railings, tiled master shower & quartz countertops. Convenient neighborhood location within 2 miles of some of Hilton Heads best waterfront restaurants, waterfront parks, marinas, schools & rec center. North end location provides easy access to all of Hilton Head or Bluffton.

26 Old Stoney Lane, Hilton Head Island

Listing courtesy of Condomaximum Concepts Inc.

$2,149,000
4 Beds ⋅ 5 Baths ⋅ 2,665 SqFt. ⋅ HILTONHEAD-511192 MLS
Rare four-bedroom waterfront residence at The Charles, offering the space and privacy of a gracious Lowcountry home with the ease of luxury, lock-and-leave living. Set directly along Skull Creek, this approximately 2,665 square-foot, single-level residence captures wide water views, waterfront breezes, and memorable western sunsets toward Pinckney Island and the protected wildlife refuge beyond. Two screened porches-together providing approximately 280 square feet of outdoor living create inviting places to enjoy morning coffee, sunset cocktails, or the changing scenery along Skull Creek. The thoughtful floor plan offers four ensuite bedrooms, a rarity in a waterfront condominium setting, making this an exceptional choice for owners who value room for family and guests without the maintenance demands of a standalone waterfront home. Expansive living and entertaining areas, an elegant fireplace, an eat-in kitchen with pantry, and a dedicated wine cellar support both relaxed everyday living and effortless hosting.The first-floor location provides particularly convenient access to the waterfront pool, fire pit, grilling area, porte-cochère, assigned parking, and private storage. At The Charles, owners enjoy a secure, gated setting with 24 hour guard service and the peace of mind that comes with professionally maintained building exteriors and grounds.This is waterfront living at its most convenient: four ensuite bedrooms, direct Skull Creek views, exceptional outdoor space, and the freedom to arrive, relax, and leave whenever you choose-without a yard, exterior maintenance, or the responsibilities of a waterfront house.

63 Skull Creek Drive Unit 104, Hilton Head Island

Listing courtesy of Windmill Harbour Real Estate.

$2,850,000
5 Beds ⋅ 5 Baths ⋅ 3,220 SqFt. ⋅ HILTONHEAD-510715 MLS
Welcome to your dream coastal retreat on Hilton Head Island. Nestled in the highly sought-after Hammock Breeze community, this stunning like-new waterfront home offers an unparalleled blend of luxury, convenience, and breathtaking natural beauty. Breathtaking views of the Atlantic Ocean and Port Royal Sound call to you from multiple expansive porches, while a newly built, private, secured walkway provides direct access to the pristine shores of Fish Haul Beach, one of the island's most beautiful waterfront parks.Inside, high-end touches and sophisticated craftsmanship abound across five spacious bedrooms and four elegant bathrooms. The newly refreshed interior features custom cabinetry in the kitchen and baths, deluxe flooring throughout, and cozy fireplaces that add warmth to the living room, family room, and bedrooms. On the lower level, a large and flexible tech/exercise room adapts effortlessly to your lifestyle, whether you envision a high-tech media hub, home office, or private gym. Complete with a brand-new back porch added in 2026, a spacious two-car garage, and a private elevator for ultimate convenience, this estate delivers the pinnacle of luxury waterfront living. This is the perfect home for beach lovers or investors looking for excellent short-term rental income.

34 Hammock Breeze Way, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

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

25 Fernwood Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$780,900
3 Beds ⋅ 3 Baths ⋅ 2,544 SqFt. ⋅ HILTONHEAD-510725 MLS
Welcome to The Tybee currently under construction, a beautifully 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.

132 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

$743,900
3 Beds ⋅ 3 Baths ⋅ 1,879 SqFt. ⋅ HILTONHEAD-510704 MLS
Welcome to The Palm currently under construction, a beautifully 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.

144 Sandy Oaks Drive, Hilton Head Island

Listing courtesy of K. Hovnanian Homes.

$1,699,000
3 Beds ⋅ 3 Baths ⋅ 2,670 SqFt. ⋅ HILTONHEAD-510689 MLS
A rare blend of craftsmanship, privacy, and deep-water access, this custom 3BD/2.5BA Southern Coastal home delivers the ultimate Lowcountry waterfront lifestyle. Positioned on a private, estate style lot, the property offers sweeping water views, refined coastal architecture, and direct access to the Intracoastal via your own private dock. Inside, the home features an open, light filled layout designed to frame the water from every angle. A chef's kitchen anchors the main living space with custom cabinetry, premium appliances, and an oversized island ideal for entertaining. A elevator is located on each floor for convenience.Vaulted ceilings, designer finishes, and expansive glass doors create a seamless connection to the outdoors. Spacious walk-in pantry a plus! The primary suite is a private retreat with panoramic water vistas, spa inspired bath, and generous walk-in closet. Two additional guest suites upstairs provide comfort and privacy for family or visitors. Every detail-from millwork to materials-reflects thoughtful design and elevated craftsmanship. Step outside to the covered screened in porch, lush landscaping, fenced in backyard with a firepit. Find a private dock which is perfect for boating, paddleboarding, fishing, or sunset cruising. With deep water access, this property offers the rare ability to enjoy the water. This is coastal living at its finest - Private, refined, and built for those who want a true connection to the water and Southern style living!

12 Creek Cove Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$995,000
4 Beds ⋅ 4 Baths ⋅ 3,428 SqFt. ⋅ HILTONHEAD-510654 MLS
Exceptional value on superbly maintained residence with spacious floor plan and expansive private pool in amenity rich Moss Creek. Features include natural stone flooring, granite counters, custom built-ins, vaulted ceilings, walls of windows to pool & grounds, stone surround gas fireplace, stainless steel appliances, max cabinet/counter space, recessed lighting, skylights, impressive storage space including walk-in attic, oversize 2 car garage + newer roof & energy efficient HVAC systems. Very livable/flexible floor plan boasts kitchen with breakfast bar, open to formal/casual dining, den/study, great room, 2 large 4 season Carolina rooms (screened + plexi-glass windows), well-appointed & private primary suite, 2 ample guest BR's & bath, powder room, large laundry room + huge bonus suite with kitchenette/BR/Living Area/Bath and pool view terrace! Owner groomed landscape/hardscape offers mature plantings, specimen trees, stay cool pool deck, secret garden, carriage lighting, and maximum privacy. All on quiet cul-de-sac street with primo central locale close to all this private club community has to offer!

18 Saw Timber Drive, Hilton Head Island

Listing courtesy of Charter One Realty.

$4,495,000
4 Beds ⋅ 5 Baths ⋅ 4,074 SqFt. ⋅ HILTONHEAD-510566 MLS
Truly an iconic landmark residence along the shores of the Port Royal Sound on Hilton Head Island, this exceptional coastal offering captures the essence of luxury in the Lowcountry. Designed by one of Hilton Head's most notable architects, the home features four spacious bedrooms, each with en suite baths, along with sweeping sunrise vistas across the Sound from every room within. The open and thoughtfully designed floor plan now includes a newly expanded and reimagined ground-floor owner's suite. This private retreat with effortless main-level living is in immaculate turn-key condition, including the newly redesigned pool and spa. The gourmet kitchen is appointed to satisfy the most discerning chef, while poolside dining beneath the screened lanai promises year-round alfresco entertaining. The nearby Hickory Forest beachwalk offers direct access to the natural beach and is sure to become a cherished destination for the future owner of 6 Herring Gull.

6 Herring Gull Lane, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$369,000
2 Beds ⋅ 2 Baths ⋅ 1,072 SqFt. ⋅ HILTONHEAD-510501 MLS
Updated 2BR/2BA Condo in the gated Summer House community. Features include granite countertops, Stainless Steel appliances, soft-close cabinetry, and a remodeled primary shower. This third-floor residence offers the added benefit of no neighbors above, providing extra privacy and peace of mind. Conveniently located on marshland Road with easy access to shopping, dining, beaches, and the cross Island parkway. Community amenities include a pool, spa, fitness center, clubhouse, and car wash.

380 Marshland Road Unit F37, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

$389,000
2 Beds ⋅ 2 Baths ⋅ 1,000 SqFt. ⋅ HILTONHEAD-510363 MLS
Beautifully remodeled first-floor villa located in the gated Summerfield community. Features include a screened porch, detached garage, and access to the pool, and clubhouse. Conveniently located minutes from Hilton Head's beaches, shopping, dining and golf.

59 Summerfield Court Unit 513, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$279,999
2 Beds ⋅ 2 Baths ⋅ 831 SqFt. ⋅ HILTONHEAD-510133 MLS
Just a short walk from the beach, this turnkey top-floor 2BR/2BA villa offers a bright coastal interior, a rare private screened-in rear balcony, and a proven short-term rental history exceeding $30,000 annually. Backed by a 4.97-star Airbnb rating, Guest Favorite designation, and Superhost status, this property delivers privacy, enjoyment and return-making it the ideal Hilton Head getaway or investment opportunity.Fully furnished and vacation-ready, the bright coastal-inspired interior is highlighted by LVP flooring, smooth ceilings, recessed lighting, and an open-concept layout that flows seamlessly from kitchen to living area. The kitchen features quartz countertops, modern fixtures, and a functional design suited for both everyday use and high-volume vacation rental stays.The screened-in rear balcony offers a quieter, more private outdoor space than typical units in the community, enhancing guest experience and overall rental desirability.A comfortable primary suite includes a private en-suite bath, while the guest bedroom is thoughtfully configured with a bunk bed and full-size bed to maximize flexibility for families and rental use.Stroll down the scenic marsh boardwalk leading directly from the resort to the Atlantic shoreline and the iconic Coco's Beach Bar. Located in Hilton Head Resort, a gated oceanfront community on Hilton Head Island, residents and guests enjoy resort-style amenities including three pools (two outdoor and one indoor), six lighted tennis courts, a fitness center, indoor running track, and on-site dining options. An exceptional opportunity to own a proven income-producing vacation rental and private beach getaway!

663 William Hilton Parkway Unit 4431, Hilton Head Island

Listing courtesy of Real Broker, LLC.

$374,900
2 Beds ⋅ 2 Baths ⋅ 1,000 SqFt. ⋅ HILTONHEAD-509795 MLS
MOTIVATED SELLER! Beautifully maintained 2-bedroom, 2-bath condo offering spacious second-floor living in a prime Hilton Head Island location. This open-concept floorplan features soaring ceilings, abundant natural light, and tranquil lagoon and landscape views throughout. Both oversized bedrooms include ensuite bathrooms, providing comfort and privacy for owners and guests alike.Enjoy relaxing on the large screened porch overlooking peaceful natural surroundings. The spacious kitchen and living areas flow seamlessly together, creating an ideal setting for everyday living or entertaining. An oversized laundry room with additional pantry storage offers exceptional functionality and convenience.Additional highlights include stainless steel appliances, ample storage throughout and a detached oversized one-car garage. Offering incredible value, a desirable layout, and convenient access to all that Hilton Head Island has to offer, this property is perfect as a primary residence, second home, or investment opportunity.

59 Summerfield Court Unit 524, Hilton Head Island

Listing courtesy of Schembra Real Estate Group.

$774,999
4 Beds ⋅ 4 Baths ⋅ 2,490 SqFt. ⋅ HILTONHEAD-509078 MLS
Experience exceptional Lowcountry living in this beautifully designed marshfront home located in the gated community of Salt Creek Landing. Built in 2016, this elevated 4-bedroom, 3.5-bath residence blends newer construction style with stunning waterfront views of Old House Creek. The spacious floor plan includes a first-floor bedroom and three additional bedrooms upstairs, offering flexibility for guests and family alike. Designed for both everyday comfort and entertaining, the home features an expanded living area with 6 feet of extra living space, abundant natural light, extensive kitchen cabinetry, generous storage throughout, and an oversized 2-car garage with additional storage space. Outdoor living is just as impressive with two screened porches, an extended patio, and direct access from the porch to the backyard, perfect for enjoying the coastal setting and marsh views. Salt Creek Landing offers residents access to a community day dock and boat storage, all tucked behind the gates on desirable Spanish Wells Road.

12 Hammock Oaks Circle, Hilton Head Island

Listing courtesy of Charter One Realty.

$6,500,000
5 Beds ⋅ 7 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-509318 MLS
There is a particular kind of home that reveals itself slowly. That earns your attention rather than demanding it. 12 Brams Point Road is that home. Set on one and a half acres along the Calibogue Sound within the exclusive enclave of Spanish Wells, this is one of Hilton Head Island's true deep-water residential positions. Spanish Wells is not a club-centric community. It is one that values privacy, quality of life, and living by the water. A sandy beach at the water's edge and the optional Spanish Wells Club, with its walking 9-hole course, Har-Tru tennis, pickleball, and waterside clubhouse, are simply there for those who want them. The first chapter belongs to a world-renowned transplant surgeon and his wife, who conceived and built this home under their own exacting supervision, with the precision and uncompromising standard that defines a life spent at the highest level of human endeavor. Among the things they built into it from the start: a geothermal HVAC system, at a moment when very few residential builders were thinking that far ahead. The second chapter belongs to a noted art collector and architecture connoisseur who knew precisely what this home was when he found it, and precisely what it needed. He did not renovate it. He completed it, adding the Havana deck, the infinity edge spilling into a dedicated lap pool below, the fully screened outdoor great room with fireplace and full kitchen, and the layers of landscape that make the privacy here feel effortless and absolute. In 2023, the geothermal system was completely replaced and upgraded to the newest available filtration technology, producing hospital-quality air throughout. A standard that, across two ownerships, was never incidental. Five bedroom suites, each with its own private view of water or gardens. Gallery walls throughout. A layout open, connected, and completely private. A dock permit in hand. Traded once, in 2018. Offered now for only the second time. Come home to 12 Brams Point.

12 Brams Point Road, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty.

$2,100,000
5 Beds ⋅ 4 Baths ⋅ 3,214 SqFt. ⋅ HILTONHEAD-509680 MLS
GREAT NEW PRICE $2,100,000! Rare opportunity to own a 5-bedroom beach-oriented home in the coveted Sea Pines community, offering the perfect combination of coastal lifestyle, exceptional versatility, and outstanding investment potential. Located just a short walk to one of Hilton Head Island's most desirable stretches of beach, this spacious property is ideally suited as a primary residence, luxury second home, or high-demand vacation rental.Designed with an inverted floor plan to maximize natural light and privacy, the home offers exceptional sleeping capacity for large families and guests, making it especially attractive for those seeking strong rental income potential. The private fenced pool creates the ideal outdoor retreat for relaxing after a day at the beach, while an upper deck, a screened porch, and generous gathering spaces make entertaining effortless.Lovingly maintained by only its second owner, the home features spacious living areas, vaulted ceilings, skylights, built-ins, a fireplace, dumbwaiter, and a light-filled den that adds flexibility for additional living or work-from-home space.Positioned near the Sea Pines Ocean Gate for easy access in and out of the community, this location places you approximately one mile from Coligny Beach and one mile to the Sea Pines Beach Club - right in the heart of one of Hilton Head's strongest vacation rental corridors.

18 Canvasback Road, Hilton Head Island

Listing courtesy of Engel & Volkers.

$1,775,000
4 Beds ⋅ 4 Baths ⋅ 3,200 SqFt. ⋅ HILTONHEAD-509335 MLS
Experience Lowcountry luxury in this stunning new construction transitional farmhouse located on a quiet cul-de-sac in the highly sought-after Palmetto Hall community. Perfectly positioned on a beautiful .38-acre golf course homesite, this thoughtfully designed 4-bedroom, 3.5-bath residence offers approximately 3,200 heated square feet with exceptional bedroom separation and an open-concept floor plan ideal for both everyday living and entertaining.Inside, vaulted ceilings and abundant natural light create a bright, airy atmosphere throughout the main living spaces. The chef's kitchen features a large center island, premium finishes, and seamless flow into the dining and great room areas anchored by a cozy indoor fireplace. There is also a walk in pantry and scullery for additional functionality. A spacious mud room and attached 2-car garage provide added convenience and functionality.Outdoor living takes center stage with a welcoming covered front porch, screened porch, expansive entertaining spaces, outdoor fireplace, and fully equipped outdoor kitchen overlooking the golf course. Whether hosting guests or enjoying a quiet evening at home, this property was designed to embrace the best of indoor-outdoor Lowcountry living.Residents of enjoy access to two championship 18-hole golf courses, community pool, tennis amenities, and a premier gated lifestyle just minutes from Hilton Head Island's beaches, dining, and shopping. There is also a community side gate to take your private golf cart to the beach.

4 Gordonia Tree Court, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$689,900
3 Beds ⋅ 3 Baths ⋅ 2,000 SqFt. ⋅ HILTONHEAD-508115 MLS
Built in 2021, this thoughtfully designed home in The Estuary offers modern construction and an exceptional location just a short walk to Fish Haul Beach. The open-concept floor plan is designed for both everyday living and effortless entertaining, featuring a spacious kitchen with a large center island that flows seamlessly into the main living areas. A screened lanai extends the living space outdoors, creating the perfect setting for morning coffee or evening gatherings. The first-floor primary suite offers comfort and convenience, while upstairs an expansive great room serves as a versatile second living area, along with two guest bedrooms and a full bath. Located on the north end of Hilton Head Island, The Estuary offers easy access to beaches, parks, shopping, dining, and all the best of island living. **Back on the market, no fault of the seller. House is in excellent condition.**

15 Mangrove Street, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$875,000
4 Beds ⋅ 4 Baths ⋅ 2,858 SqFt. ⋅ HILTONHEAD-508266 MLS
Ashton Cove is one of Hilton Head Island's hidden gems - a welcoming community of just 88 homes where both primary and second-home owners enjoy a true neighborhood atmosphere. With no short-term rentals permitted, residents appreciate the sense of community, peaceful surroundings, and exceptional South End location, just a short drive to Hilton Head's beautiful beaches, shopping, dining, and the Cross Island Parkway. Tucked away on a quiet cul-de-sac street, 8 Deixler Lane offers a thoughtful layout, flexible living spaces, and an unbeatable location. This 4-bedroom, 3.5-bath home is centered around an open kitchen that serves as the heart of the main level, with a spacious living room, cozy den, and dining area all flowing seamlessly from this central gathering space. A welcoming front porch sets the tone, while the rear screened porch and grilling deck provide ideal spots for relaxing or entertaining. Upstairs, the primary suite features a beautifully updated bath and a private laundry area, along with two additional bedrooms that share a full hall bath. The top level offers exceptional versatility with a large ensuite bedroom and bonus flex space - perfect for guests, a home office, or a media room. The ground level includes an oversized two-car garage, covered carport, and dedicated workshop area, offering ample storage and functionality. Residents enjoy access to a community pool, basketball court, tennis and pickleball courts, while the neighborhood's prime South End location provides quick access to the Cross Island Parkway, making travel to both the north end of Hilton Head and Bluffton simple and convenient.

8 Deixler Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$585,000
2 Beds ⋅ 2 Baths ⋅ 1,200 SqFt. ⋅ HILTONHEAD-506872 MLS
Your beach get-a-way awaits! Experience coastal fun in this end unit first-floor 2-bedroom, 2-bath villa and just a short walk to the beach. This rarely available end unit provides extra light and newer Marvin windows. Designed for relaxed, easy living, the open floor plan features a thoughtfully updated kitchen with soapstone countertops, stainless steel appliances, a double oven, a tile backsplash, and custom-tiled bathrooms. The great room is anchored by fireplace and showcases top of the line luxury flooring. Enjoy peaceful views from the covered balcony complete with screens, and appreciate the added convenience of exterior storage just outside your door-ideal for beach chairs, bikes, and gear. This condo is pet-friendly and sold fully furnished. Short-term rentals are allowed. Residents can unwind by the pool and spa or take advantage of Shipyard's outstanding amenities, including leisure trails, golf, 24-hour security, and direct beach access.

100 Colonnade Drive Unit 137, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,795,000
3 Beds ⋅ 3 Baths ⋅ 2,184 SqFt. ⋅ HILTONHEAD-508697 MLS
A truly one-of-a-kind offering in Sea Pines, 19 Mizzenmast Court is an exceptionally rare opportunity to own a fully remodeled townhome with sweeping views across the 18th fairway of Harbour Town Golf Links to the Calibogue Sound. Thoughtfully upgraded with high-end finishes throughout and gently used only as a second home, this residence shows like a designer model and delivers a level of quality seldom found in this setting. A welcoming courtyard entry leads to the main level where a light-filled family room opens seamlessly to a covered deck with breathtaking, unobstructed views. The beautifully appointed kitchen and bar area are ideal for both everyday living and entertaining, while a private guest suite with en suite bath completes this level. The lower level is anchored by a luxurious primary suite featuring a spa-inspired bath, expansive custom closet, and a private laundry room. An additional bedroom with full ensuite bath-currently styled as a home office with a built-in Murphy bed-offers flexibility for guests or work-from-home needs. Outdoor living is elevated with three distinct levels of space: a main covered deck designed for soaking in the views, a private lower deck off the primary suite, and a ground-level paver courtyard complete with a hot tub for ultimate relaxation. Throughout the home, thoughtful details abound, including soaring cathedral ceilings, tall windows that frame the scenery, plantation shutters, designer lighting, and rich hardwood floors. Additional highlights include aluminum railings on both front and rear exteriors, a propane fireplace in the family room, and a second fireplace in the primary suite. Fully updated and meticulously maintained, 19 Mizzenmast Court delivers an unparalleled Sea Pines lifestyle with iconic views and exceptional craftsmanship at every turn.

19 Mizzenmast Court, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,790,000
5 Beds ⋅ 6 Baths ⋅ 5,596 SqFt. ⋅ HILTONHEAD-508201 MLS
Behind a private gated entrance framed by illuminated live oak lined drive, this exceptional Wexford estate offers over 5,500 square feet of refined living. This Lowcountry estate embodies timeless elegance and is truly one of a kind. A dramatic foyer with soaring arched windows welcomes you to beautifully appointed spaces, including a library, formal and casual living areas, multiple en-suite ample sized bedrooms, and a newly remodeled kitchen. Thoughtful details such as an elevator, Brazilian hardwood floors, fireplaces, and expansive porches enhance everyday living. Outdoors, enjoy a resort-style pool, covered entertaining spaces, and a private courtyard setting. Complete with a four-car garage and access to Wexford's world-class golf, marina, tennis, pickleball, dining, and club amenities. This home is an exceptional offering within one of Hilton Head Island's most prestigious communities.

29 Oxford Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

$5,499,800
5 Beds ⋅ 5 Baths ⋅ 4,563 SqFt. ⋅ HILTONHEAD-508634 MLS
Designed for those who love to entertain with purpose and elegance, this custom-built seaside home on a rare 0.77-acre lot offers an unmatched relaxed lifestyle both inside and out. Purposely designed by philanthropic owners, the home's open layout including dual sided fireplace effortlessly accommodates private gatherings and charitable galas for 50+ seated guests-flowing smoothly from indoor living spaces to the expansive, light-filled rear veranda. At the heart of the home, a chef's kitchen features a custom wenge wood-top island flanked by durable finished upper tier cabinetry and a massive butler's pantry built to handle full-service catering or intimate family dinners with equal ease. The outdoor sanctuary continues the theme of year-round hospitality, featuring a screened porch with a cozy fireplace, a custom boardwalk, and a climate-controlled heated and chilled pool for seasonal comfort. Two primary ensuites-conveniently situated on both the main and second levels-provide ultimate privacy and flexibility for hosting overnight guests or multi-generational family living. From grand philanthropic events beneath the veranda to quiet mornings on the shoreline, this home embodies the very best of Port Royal coastal living. Click the video link to view interior and drone exterior footage.

3 Wagener Place, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,295,000
3 Beds ⋅ 3 Baths ⋅ 2,481 SqFt. ⋅ HILTONHEAD-508616 MLS
Ritzy South Shore Commons, steps to one of the best Atlantic Ocean beaches in the Country! One-level living with an unusually spacious floor plan. Timeless elegance with exceptional artisan craftsmanship and vintage accents set this property apart. A large separate dining room, gourmet cook's kitchen with island and eating area opening up to a delightful balcony, love the upgraded appliances! Built-in wet bar, wine fridge, private screened porch and a perfectly flowing floor plan offers plenty of opportunity for elegant entertaining, and decorating in any style. This is the pinnacle of Lowcountry living, that does not often come onto the market.

125 S Shore Drive Unit 1101, Hilton Head Island

Listing courtesy of Brokers Real Estate.

$999,500
3 Beds ⋅ 3 Baths ⋅ 3,407 SqFt. ⋅ HILTONHEAD-507800 MLS
Gorgeously updated, move-in ready home in Moss Creek set on a quiet 1/2 acre homesite with golf views of the Fazio South Course 3rd green. This 2-story property offers 3 bedrooms, 2.5 baths, plus two bonus rooms over the garage with a private entrance, currently used as an additional bedroom and den. The exquisitely designed, spa-inspired primary bath has been beautifully reimagined with a walk-in shower and refined, high-end finishes. Relax in style with newly installed custom shiplap feature wall, impressive wood mantle, new fireplace surround, and a redesigned floating staircase with stainless cable railings. The formal dining space flows seamlessly into the open living area with convenient access to the rear deck, ideal for indoor-outdoor gatherings with family and friends. The kitchen features new cabinetry and appliances, along with an eat-in nook/coffee lounge and adjacent, cozy screened porch. All new interior doors and trim, fresh interior paint, and recently painted exterior further enhance the home's clean, updated feel. Outdoor living stands out with all new landscaping, sod, paver walkways, and a custom fire pit, along with a composite rear deck overlooking the featured palms and impeccable golf course views. Residents of Moss Creek enjoy a private marina, two Tom Fazio golf courses, tennis and pickleball, waterfront pools with dining, fitness center, and kayak/boat launch and storage. Not to mention unmatched proximity to HHI bridge! Strong value, significant updates, and a premier setting-this is a compelling opportunity in one of Hilton Head's most established gated communities.

9 Timber Lane, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$1,180,000
3 Beds ⋅ 3 Baths ⋅ 3,065 SqFt. ⋅ HILTONHEAD-508218 MLS
Experience Lowcountry living at its finest in this beautifully upgraded 3-bedroom, 2.5-bath home perfectly positioned on a serene lagoon with sweeping views of the 18th hole/fairway at Dolphin Head Country Club. Designed to maximize natural light and scenery, the home features dramatic walls of glass and a stunning wall of sliding glass doors that seamlessly blend indoor and outdoor living.The open floor plan offers both functionality and elegance, with spacious living and dining areas ideal for entertaining. A thoughtfully designed layout provides excellent bedroom separation, ensuring privacy for owners and guests alike.This home has been extensively updated with high-quality improvements, including hurricane-rated DP50 windows, new HVAC units, upgraded plumbing, renovated bathrooms, new water heaters, and a full gutter system with leaf filters. Stylish new wood-look tile flooring runs throughout, complemented by plantation-style shutters and modern sliding blinds for a clean, coastal aesthetic. Step outside to your private screened-in porch overlooking the lagoon and golf course, or enjoy the durability and beauty of Trex decking-perfect for relaxing or hosting gatherings year-round. Plumbing and electrical ready to go for your hot tub enjoyment .Additional features include a convenient dining room closet for extra storage and a move-in-ready condition that reflects true pride of ownership. Ideally located just a short, easy walk to Dolphin Head Recreation Area, the scenic Port Royal Sound and the beaches of Pine Island, this home offers the perfect combination of tranquility, recreation, and modern upgrades .Don't miss this rare opportunity to own a slice of paradise with exceptional views and unmatched enhancements

21 Cottonwood Lane, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$579,000
3 Beds ⋅ 3 Baths ⋅ 1,628 SqFt. ⋅ HILTONHEAD-508118 MLS
Welcome to 9 Old Stoney Lane, a beautifully crafted 2023-built townhome offering modern Lowcountry living in one of the most desirable areas of Hilton Head Island. This practically new 3-bedroom, 2.5-bath residence features a bright and open-concept floor plan designed for both everyday comfort and effortless entertaining. The main living space flows seamlessly into a stylish kitchen with high-end finishes, creating a warm and inviting atmosphere throughout. Upstairs, the spacious bedrooms provide privacy and flexibility, with a well-appointed primary suite offering a relaxing retreat. Ideally located just minutes from Hilton Head?s renowned beaches, golf courses, dining, and shopping, this low-maintenance townhome presents an exceptional opportunity as a primary residence, second home, or investment property. Move-in ready and built with today?s standards in mind, 9 Old Stoney Lane combines location, quality, and convenience in one compelling offering!

9 Old Stoney Lane, Hilton Head Island

Listing courtesy of RE/MAX Island Realty.

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