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$2,050,000
4 Beds 5 Baths 3,000 SqFt. HILTONHEAD-506550 MLS
A rare opportunity to experience the full island lifestyle. This exceptional residence is a distinctive and private retreat within Palmetto Dunes, one of Hilton Head Island's most sought-after oceanfront communities. Perfectly positioned for privacy and designed to reflect the very best of island living. Set along the scenic 11-mile lagoon and situated just moments from the beach (with access conveniently next door), the location feels both tucked away and connected. The outdoor experience is nothing short of spectacular. A beautifully designed pool, framed by natural stone accents and cascading waterfalls, creates a resort-style setting complemented by expansive entertaining areas, multiple seating spaces, a screened porch overlooking the lagoon, and a private dock complete with a rare boat lift and 17' electric Carolina Skiff. Inside, the home is equally impressive. Light pours through the space, highlighting soaring ceilings, and a dramatic upper-level overlook spans both the main living area and foyer. Dual living spaces are anchored by a striking double-sided fireplace. The kitchen is crisp and thoughtfully updated, featuring a clean white aesthetic, generous pantry, and a functional connection to outdoor areas. Each bedroom is designed as a private retreat with its own en-suite bath, while the first-floor primary suite offers convenience and quiet separation. From the oversized porches and lagoon views to the private pool, dock, and beach access, every detail has been considered. A truly one of a kind offering, where privacy, location, and lifestyle converge in a way that is rarely found.

35 Saint George Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Greenplate Group Brokered by eXp Realty.

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

46 Hearthwood Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

$2,100,000
4 Beds 5 Baths 4,213 SqFt. HILTONHEAD-505700 MLS
Wexford Jewel - Turnkey Perfection! Exquisitely remodeled and in impeccable condition, this home leaves no detail overlooked. The kitchen has been fully updated with quartz countertops, and high-end finishes throughout. Fresh paint, new fixtures, and gleaming hardwood floors run throughout the main living areas, creating a bright and inviting atmosphere. The spacious living room boasts high ceilings and a fireplace, while the first-floor primary suite offers a serene retreat. There are four bedrooms total, including a bonus room above the garage, plus a separate office providing flexible space for work or study. Step outside to your brand-new private pool, perfect for relaxing or entertaining in style. Additional highlights include a two-car side-entry garage and an ideal location along the 8th fairway. This home is truly turnkey-everything has been done, and it shows like a model. Residents of Wexford Club enjoy an exceptional array of amenities, including two championship golf courses, tennis courts, a full-service marina, multiple pools, walking and biking trails, clubhouse dining, and 24-hour gated security. This is resort-style living at its finest.

35 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$6,500,000
5 Beds 5 Baths 4,000 SqFt. HILTONHEAD-505596 MLS
Positioned along one of Hilton Head Island's most coveted stretches of coastline, 9 Bayberry Lane offers a rare blend of privacy, architectural distinction, and timeless coastal elegance. Completed in 2019, the home showcases extraordinary craftsmanship and thoughtfully curated natural materials throughout. Spanning 5 bedrooms and 5 bathrooms, it was designed for both relaxed living and refined entertaining, featuring 2 luxurious primary suites with spa-inspired baths and ocean views. Soaring ceilings, bespoke finishes, and expansive gathering spaces create an atmosphere that is both sophisticated and inviting, while a screened porch and elevated ocean lookout provide the perfect vantage points to enjoy the ocean breeze and ever-changing coastal landscape.

9 Bayberry Lane, Hilton Head Island

Listing courtesy of Dunes Real Estate.

$900,000
4 Beds 5 Baths 3,670 SqFt. HILTONHEAD-505122 MLS
Nestled within the prestigious gates of Long Cove Club on Hilton Head Island, this timeless Lowcountry residence blends classic architecture with thoughtful design and an effortless coastal lifestyle. Positioned on a private homesite with sweeping long lagoon views, the property welcomes you with a stately horseshoe driveway and a sunlit entry foyer enhanced by an overhead skylight. A brand new roof adds peace of mind and long-term value, allowing you to focus on enjoying everything this exceptional home and community have to offer. Spanning over 3,600 square feet, the floor plan is both spacious and versatile, offering 4 bedrooms-including two primary suites-and 4.5 baths. Designed for comfortable everyday living and memorable entertaining, the main living area showcases a carousel ceiling and a double-sided fireplace shared with a richly appointed office, creating warmth and architectural interest throughout. Expansive windows frame tranquil water views, bringing the outdoors in and filling the home with natural light.The kitchen flows seamlessly into the great room and out to a generous rear deck-ideal for hosting sunset dinners, morning coffee overlooking the lagoon, or gathering with friends after a day on the course. Come experience the best of coastal living in Long Cove Club. Residents enjoy access to a nationally acclaimed golf course, deep-water marina with direct Intracoastal access, tennis and pickleball facilities, and a vibrant social calendar. Add in Hilton Head Island's 12 miles of beaches, world-class dining, and miles of leisure trails, and you have a setting where everyday living feels like a retreat.

351 Long Cove Drive, Hilton Head Island

Listing courtesy of Engel & Volkers. Selling Office: COAST - Brokered by EXP Realty.

$1,350,000
4 Beds 5 Baths 3,448 SqFt. HILTONHEAD-505799 MLS
Welcome to 49 Widewater in the highly sought-after waterfront community of Spanish Wells. Set on over 1.4 acres, this beautiful Lowcountry home offers exceptional privacy, expansive outdoor space, and a stunning private pool-perfect for relaxing or entertaining. A charming front porch welcomes you into the home, where you'll find a bright two-story living room filled with natural light. The open layout flows seamlessly into the eat-in kitchen, creating a comfortable space for everyday living and gatherings with family and friends. The primary suite is conveniently located on the first floor, while three additional bedrooms are situated upstairs. A spacious bonus room over the two-car garage provides flexible space that can serve as a playroom, media room, office, or guest area. Step outside to your own private retreat featuring a large pool deck, outdoor shower, and generous backyard surrounded by mature landscaping. With a newer roof and gutters already in place, this home offers a fantastic opportunity to enjoy privacy, space, and the relaxed lifestyle Spanish Wells is known for.

49 Widewater Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$1,710,000
4 Beds 5 Baths 3,513 SqFt. HILTONHEAD-505751 MLS
Welcome to 24 Harrogate Drive in the heart of Wexford, ideally positioned on the 12th green with beautiful golf views and exceptional backyard privacy. Designed with flexibility and natural light in mind, this open and airy home offers a floor plan that easily adapts to your lifestyle. Upon entry, the spacious formal living room - currently being used as a dramatic dining room - makes an unforgettable impression with soaring ceilings, a fireplace, and floor-to-ceiling glass doors and windows that frame the pool and golf views beyond. The space flows seamlessly into a cozy family room and inviting eat-in kitchen, creating comfortable gathering areas for everyday living and entertaining alike. From the main living spaces, enjoy picturesque views of the private backyard and pool, surrounded by mature landscaping and lush greenery. Step outside to a beautifully designed paver pool deck offering remarkable privacy and the perfect setting for relaxing afternoons or stunning sunset evenings overlooking the fairway. The thoughtfully designed layout includes a formal dining room currently used as a study, further highlighting the home's versatility. The lovely primary suite features a private bath, dual walk-in closets, and access to the back patio and pool. Two additional ensuite bedrooms are located on the first floor, ideal for family or guests. Over the two-car garage, a fourth ensuite - currently serving as an additional den and fitness room - provides the perfect private retreat, guest suite, or bonus space. Additional features include a half bath, a convenient first-floor laundry room, and beautiful stone and hardwood floors throughout the main level. In addition, Wexford's Clubhouse and Harbour Center are currently undergoing renovations, further enhancing the exceptional amenities within this private community. A new construction Harbour Center and expanded Clubhouse are scheduled to open in spring 2026.A wonderful opportunity to enjoy bright interiors, flexible living spaces, golf course views, and breathtaking sunsets in Hilton Head Island's premier private club community.

24 Harrogate Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$2,960,000
5 Beds 5 Baths 3,050 SqFt. HILTONHEAD-505522 MLS
Coastal splendor meets modern luxury in this freshly renovated 5 bedroom, 5 bath Palmetto Dunes home. Positioned fourth row ocean, this Low Country style property is a true self contained resort just steps from the southeast's favorite beach. The newly imagined interior boasts family gathering areas framed by ample natural light and beautiful wood flooring, while the expanded chefs kitchen showcases new appliances, quartz counters and ample storage. Guests will delight in the private swimming pool and expansive deck, all with striking views of Palmetto Dunes' saltwater lagoon system and centuries old oaks. The home's new screened porch is the ideal spot to recap the day's activities, all while enjoying cocktails and seafood boils under the night's early stars. Outdoor sports enthusiasts will love the spacious garage featuring a second laundry facility, full bathroom and large flex storage room. The home's newer roof, pex plumbing, home elevator and automated hurricane shutter protection allow for complete piece of mind. Classic styling and modern convenience blend perfectly with the bounty of Palmetto Dunes' resort offerings to create the ideal primary residence, second home or investment property.

153 Mooring Buoy, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

$1,485,000
5 Beds 5 Baths 5,123 SqFt. HILTONHEAD-505313 MLS
A rare opportunity awaits at 25 Cotesworth Place, a one-of-a-kind 5-bedroom residence in the prestigious Indigo Run community of Hilton Head. With over 5,100sqft of refined living space, this home blends timeless architecture with exceptional privacy on a premium golf-course lot. Inside, generous gathering spaces, high ceilings, and thoughtful craftsmanship make this property ideal. Gourmet kitchen includes high end appliances such as Fulgor, Bosch, Viking and LG. Find a spacious master suite on the first floor with an updated master bathroom oasis. Two separate living areas downstairs with a large office and expansive screened-in porch overlooking the 16th fairway. Upstairs find 3 additional bedrooms, a spacious loft and two walk-in attic spaces for storage. Expansive windows frame serene fairway views, while the grandfathered-in fenced backyard creates a secluded retreat perfect for outdoor living, pets, and play. A home of this scale and setting is truly unmatched in Indigo Run.

25 Cotesworth Place, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Charter One Realty.

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

20 Oyster Landing Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

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

17 Millwright Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,100,000
4 Beds 5 Baths 3,097 SqFt. HILTONHEAD-504997 MLS
Wake up every morning to the shimmering reflection of sunlight dancing across the water. Nestled on over a half-acre lakefront lot in the heart of coveted Palmetto Dunes, this stunning 4-bedroom, 4.5-bathroom retreat offers the kind of lifestyle that people dream about - and here, it's simply your everyday. From the moment you step inside, the home wraps you in warmth. The bright, open kitchen features a large island, granite countertops, and premium appliances - a natural gathering place where morning coffee tastes just a little better with that lake view out the window. The generous living and family rooms flow seamlessly together, giving everyone room to breathe and connect. The spacious primary suite is a true sanctuary, complete with a beautifully renovated en-suite bath. A flexible fourth bedroom adapts easily to a bunk room, media lounge, or whatever your lifestyle calls for. But the real magic happens outside. Step through the peaceful sanctuary that is the screened porch onto the deck, where a heated pool, spa, and cascading waterfall create a private resort atmosphere - all set against the serene backdrop of your own shimmering lake and private dock. Whether you're watching herons glide across the water at dusk or floating in the pool on a lazy afternoon, the peace here is palpable. And when adventure calls, you are steps from the beach via the closest path between Junket and Ketch, with Palmetto Dunes' world-class golf, tennis, and pickleball amenities just around the corner. This is more than a home. It's a feeling - and it's waiting for you at 9 Full Sweep.

9 Full Sweep, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$3,895,000
4 Beds 5 Baths 3,656 SqFt. HILTONHEAD-505062 MLS
A rare Beach Lagoon opportunity in Sea Pines: second-row location on an oversized half-acre lot with serene lagoon views in the front and golf course views in the rear. Just steps to the beach bridge and an easy stroll to the Sea Pines Beach Club for dining, cocktails, and oceanfront living.This well-maintained 4-bedroom, 4.5 bath home features brick and wood floors, excellent bedroom separation, and a kitchen with granite countertops designed for entertaining. Each bedroom offers a private en-suite bath plus a convenient half bath for guests.Whether used as a luxury beach retreat, income-producing investment, or incredible full-time residence, this property offers unmatched versatility. Opportunities to own a lagoon-to-golf view, oversized lot on the ocean side of Sea Pines are extraordinarily limited.Sea Pines at its finest - invest, enjoy, and build lasting value in one of the resort's most coveted ocean neighborhoods.

28 W Beach Lagoon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$1,999,000
4 Beds 5 Baths 3,043 SqFt. HILTONHEAD-505035 MLS
Discover the ultimate blend of comfort, location, and income potential in this beautifully updated 4-bedroom, 4.5-bath home in the heart of Palmetto Dunes Resort. Perfectly positioned along the renowned 11-mile lagoon system, this property offers tranquil water views, privacy, and direct access to one of the island's most sought-after outdoor amenities.Designed for both relaxation and entertaining, the home features a heated pool and spa overlooking the lagoon - an ideal setting for enjoying coastal breezes or unwinding after a day at the beach. Inside, the remodeled kitchen shines with updated finishes and modern functionality, creating a welcoming space for gathering with family and guests. A recently added fourth full bathroom enhances comfort and convenience, while the flexible den/office-currently used as an additional sleeping area-adds valuable versatility for owners and renters alike.With four spacious bedrooms, 4.5 baths, and multiple living areas, the layout comfortably accommodates larger groups, making it a standout performer in the short-term rental market with strong, consistent income.Just a short bike ride to the beach and moments from world-class golf, tennis, pickleball, dining, and marina access, this lagoon-front retreat offers the very best of Hilton Head Island living - whether as a primary residence, second home, or investment property.

73 Port Tack, Hilton Head Island

Listing courtesy of ERA Wilder Realty, Inc.

$1,389,000
4 Beds 5 Baths 2,861 SqFt. HILTONHEAD-505016 MLS
Impeccably Maintained, Move-In Ready, 2015 Custom 4-Bedroom Ensuite Home with Tranquil Lagoon Views in Long Cove Club. You must see this beautifully designed residence that captures the essence of refined Lowcountry living. From the circular driveway to the welcoming entry and attached two-car garage, every detail reflects thoughtful craftsmanship and timeless appeal. Inside, the home opens to soaring ceilings, abundant natural light, and a seamless open floor plan designed for both everyday living and elegant entertaining. Four spacious ensuite bedrooms plus a powder bath provide privacy and comfort for family and guests alike.The heart of the home is the gourmet eat-in kitchen, appointed with marble countertops, double ovens, generous cabinetry, and abundant storage throughout including a large walk-up attic. It flows effortlessly into the main living areas and out to a large covered deck with a Lynx gas grill overlooking an expansive, flat backyard and tranquil lagoon. Here, mornings begin with coffee and birds gliding across the water, and evenings wind down with golden reflections dancing across the lagoon. The setting is peaceful, private, and immersive.Beyond its beauty, this home offers exceptional peace of mind. Spray foam insulation in both the crawl space and attic enhances energy efficiency. Recent improvements include a new roof in 2021, two new hot water heaters in 2025, and three new HVAC systems in 2025. Impeccably maintained, the property is truly move-in ready.With its prime location within Long Cove Club, this residence offers an unparalleled lifestyle in the heart of Hilton Head Island. Long Cove is a premier island gated community that offers amenities including an award winning Pete Dye designed golf course, deep water marina on Broad Creek, tennis, pickleball, bocce ball, basketball court, Jr. Olympic-size pool, private dog park, playground, organic community garden and clubhouse with multiple dining options. Located minutes away from pristine beaches, additional world-class golf courses, and a plethora of dining and shopping options, immerse yourself in the Hilton Head lifestyle everyone raves about.

2 Chelsea Court, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Keller Williams Realty.

$1,150,000
4 Beds 5 Baths 3,020 SqFt. HILTONHEAD-504978 MLS
Positioned within the private gates of Shearwater on Hilton Head Island, this exceptional 4-bedroom, 4.5-bath coastal residence offers over 3,000 square feet of thoughtfully designed living space framed by serene marsh views and Lowcountry beauty. Designed to balance architectural elegance with everyday functionality, the home features expansive living areas, soaring ceilings, and abundant natural light throughout. Rich hardwood flooring anchors the open-concept main level, while oversized windows capture the surrounding landscape and create a seamless connection between indoor and outdoor spaces.The chef's kitchen is both refined and highly functional, showcasing custom cabinetry, quartz surfaces, premium appliances, and meticulous detailing. It flows effortlessly into the main living and dining areas-ideal for entertaining or relaxed coastal living. Each of the four bedrooms is privately appointed with its own en-suite bath, offering comfort and privacy for residents and guests alike. The primary suite provides a tranquil retreat with spa-inspired finishes and generous proportions. Multiple covered porches and outdoor living spaces invite you to enjoy the coastal breeze, while a screened retreat and outdoor shower enhance the home's connection to its waterfront surroundings. A private elevator services all levels for convenience, and additional features include hurricane-rated windows, ample storage, dual laundry areas, and a spacious garage with flexible-use space. Located just steps from the neighborhood's private dock and minutes from Hilton Head's beaches, dining, and recreation, this property delivers both exclusivity and accessibility within one of the island's most desirable gated communities. Privately positioned toward the end of Jonesville Road on a quiet dead-end street, this residence enjoys minimal through traffic and enhanced privacy, and was constructed with top-of-the-line building materials and superior structural integrity for lasting quality. An outstanding opportunity to experience elevated marsh living in Shearwater! This is not just another property, this is a legacy build and location.

10 Shear Water Drive, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Charter One Realty.

$2,245,000
4 Beds 5 Baths 3,192 SqFt. HILTONHEAD-504812 MLS
Imagine waking up to peaceful long-range marsh views, spending your days enjoying the best of Hilton Head Island, and retreating each evening to unforgettable year-round sunsets from your own private master deck. Located within Hilton Head Plantation, this luxury new-construction home captures the heart of Lowcountry living with expansive marsh vistas, direct western sunset views, and access to world-class resort-style amenities, including the newly replenished Dolphin Head Beach. From the moment you arrive, this coastal masterpiece invites you to experience a lifestyle defined by beauty, privacy, craftsmanship, and tranquility. Designed to impress inside and out, this 4-bedroom home, plus a private office, 4 full bathrooms, and 1 half bath, showcases exceptional attention to detail and high-end finishes throughout. Features include custom-built inset cabinetry, a gourmet kitchen with premium appliances, Level 5 quartzite countertops, impact-rated windows, extensive trim work, shiplap accents in every room, and a 3-stop elevator. Multiple decks and outdoor spaces-perfect for quiet mornings, evening sunsets, and moments that make island living feel extraordinary. Outside, enjoy a private pool with sun ledge and water feature, a paver pool deck, and a paver driveway, all thoughtfully designed for luxury coastal living. Perfectly positioned as a primary residence or second home on Hilton Head Island, this move-in-ready property is more than just a house-it is a statement. A rare opportunity to own a true coastal dream home with some of the island's most beautiful sunset and marsh views. Schedule your private showing or live video walkthrough today and experience one of the finest new construction homes for sale on Hilton Head Island.

12 Salt Wind Way, Hilton Head Island

Listing courtesy of EXP Realty LLC.

$3,745,000
5 Beds 5 Baths 3,163 SqFt. HILTONHEAD-504773 MLS
The epitome of Harbour Town living, this beautifully renovated, completely rebuilt 5-bedroom, 5 full bath townhome is ideally positioned on the 18th green of Harbour Town Golf Links, home of the famed PGA TOUR RBC Heritage. Unbelievable stunning views of Calibogue Sound and the most incredible year round sunsets that an Island has to offer! The current owners reimagined this home to accomodate a large family or group of friends for special occasions and relaxed visits to unwind and enjoy this truly special and unique location and the jaw dropping views of nature at its best! From the sellers working side by side with top Island architects and builders you will love the finished product for the high quality materials and top of the line workmanship throughout this home! The rebuild project includes the addition of a third floor with covered sitting area, elevator service to all three levels, and exceptional craftsmanship with top-of-the-line materials throughout. Natural white oak flooring, coffered ceilings on first floor and elevated ceilings in all bedrooms. Large rooms, generous closet and storage space, seating on back deck for up to 14. Front pavered courtyard with outdoor shower and large walk in storage room. This is truly a highly coveted location just steps away from the shops and restaurants of Harbour Town and the Harbour Town Clubhouse ideal for year round living or as a second home you will return to again and again each season! Short term rentals are allowed and would create an amazing investment property for your portfolio.

41 Lighthouse Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Charter One Realty.

$1,885,000
5 Beds 5 Baths 5,779 SqFt. HILTONHEAD-504152 MLS
Welcome to 754 Colonial Drive in the prestigious Golf Club neighborhood of Indigo Run on Hilton Head Island. This stunning 5 bedroom, 5 bathroom residence offers elegant Lowcountry living in one of the island's most sought after private communities. Designed for both everyday comfort and entertaining, the home features spacious main living areas filled with natural light and sweeping golf views. An upstairs second living and entertaining space provides flexibility for gatherings, media, or guests. The private fifth bedroom over the garage offers its own living area and full bath, creating an ideal guest suite, in law retreat, or private office setup. Outdoor living is equally impressive with a beautiful pool and expansive patio overlooking the 16th green of The Golf Club at Indigo Run. A magnificent live oak anchors the front yard, delivering timeless Southern curb appeal and a true sense of arrival. Positioned on a premier golf course homesite within a secure gated community, this property combines privacy, scenery, and lifestyle just minutes from dining, shopping, and the beaches of Hilton Head. A rare opportunity to own on one of Indigo Run's most desirable streets.

754 Colonial Drive, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: The Agency Hilton Head.

$2,700,000
6 Beds 5 Baths 3,308 SqFt. HILTONHEAD-504649 MLS
Hilton Head Island's ultimate second-row beach retreat-fully furnished and move-in ready! 7 Cassina Lane is a stunning 6BR/5BA coastal compound with a private pool, guest house, multiple balconies, ocean glimpses, and direct beach access just steps away. Thoughtfully renovated with coastal designer finishes, updated composite siding, roof, windows, new heated pool, doors, and lush landscaping. The main house and casita offer flexible living and rental potential. Proven rental machine with strong summer bookings-perfect for investors or buyers ready to live the beach life now. The perfect family retreat. Walk to Coligny Plaza, restaurants, and miles of shoreline. This is the Hilton Head home everyone's waiting for. Carpe Diem!

7 Cassina Lane, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty.

$2,375,000
4 Beds 5 Baths 3,106 SqFt. HILTONHEAD-504638 MLS
Built in 2020 and maintained to the highest standard, this custom Port Royal residence offers exceptional quality, thoughtful design, & effortless livability. Situated on a rare .77-acre homesite overlooking the 11th fairway of the Barony Course, the setting is both private and picturesque.The main level is designed for comfortable everyday living, featuring a serene primary suite w a spa-inspired bath, 2 beautifully appointed guest suites, a private office, and a well-planned laundry room. Upstairs, a spacious bonus bedroom w full bath provides ideal separation for guests or extended family.At the heart of the home, a gourmet kitchen with an oversized island, generous dining area, and beverage coolers opens seamlessly to the outdoors through collapsing doors. A screened porch, grill porch with rocking chairs, and an extraordinary backyard create a true indoor-outdoor lifestyle.The heated and cooled private pool, fire pit, and bocce court transform the .77-acre property into a personal retreat - perfect for quiet evenings or gathering with friends. This is a compelling opportunity in Port Royal, where lot acquisition and new construction would exceed this investment today.

24 Scarborough Head Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Charter One Realty.

$9,495,000
4 Beds 5 Baths 4,025 SqFt. HILTONHEAD-504472 MLS
A custom-built oceanfront home that is defined by exceptional craftsmanship and an enduring coastal presence located in the world-class Sea Pines community. Designed by architect Neil Gordon and built by Cambridge Builders, 52 Canvasback offers the best in oceanfront living. A welcoming entrance foyer with double height ceilings invites you to appreciate the coastal views and the beautifully-executed architectural details. The rich wood detailing, hardwood floors, extensive custom millwork, and two fireplaces complement the finely-crafted spaces. The open living, dining, and kitchen areas flow naturally for everyday living and entertaining, supported by a butler's pantry and separate laundry room. A first-floor primary suite and wood-paneled office offer privacy and convenience, while 3 oversized, en-suite bedrooms upstairs and an oceanfront balcony provide plenty of room for friends and family. An expansive oceanfront pool deck extends the living space outdoors, creating a natural backdrop for lasting memories in an idyllic setting. Beach access via a private beach walkway. Timeless design, thoughtful details, craftsmanship and a stunning oceanfront location make this home an exceptional opportunity.

52 Canvasback Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$1,300,000
5 Beds 5 Baths 4,115 SqFt. HILTONHEAD-504053 MLS
Hilton Head Island luxury home for sale in The Paddocks gated marshfront community on Jarvis Creek, this 5 bedroom, 4.5 bath residence offers one of the largest floor plans with superb privacy. Enjoy Lowcountry architecture with coffered ceilings, plantation shutters, crown molding, and custom trim. The open concept main level features a dining room, chef's kitchen with gas range, living room with gas fireplace, and a guest suite. Upstairs offers four spacious bedrooms plus a loft. The finished lower level space with a mini split serves as a gym or woodworking shop. Just 15 minutes from Hilton Head beaches and close to Bluffton shopping and dining. Metal roof, 3 car garage, multi level screened porches, and fenced yard ideal for dogs. Amenities include community pool, clubhouse, walking trails, private island access, and marsh views near Calibogue Sound.

15 Paddocks Boulevard, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Keller Williams Realty.

$1,495,000
4 Beds 5 Baths 3,200 SqFt. HILTONHEAD-504446 MLS
Experience the pinnacle of Lowcountry living in this like-new, 2016 Built, extensively upgraded home, perfectly positioned on a private homesite overlooking two fairways of Oyster Reef Golf Club. Centrally located within Hilton Head Plantation, this 4-bedroom, 4.5-bath residence showcases an open, thoughtfully designed floor plan with exceptional high-end finishes throughout. The expansive Great Room features a striking floor-to-ceiling linear fireplace and flows seamlessly into the chef's kitchen, complete with custom cabinetry and top-of-the-line appliances. A sun-filled dining area connects effortlessly to the main living spaces, ideal for everyday living and entertaining. The private primary suite offers a serene retreat with a luxurious, spa-inspired bath. Two main-level en-suite guest bedrooms and a flexible bonus room-currently used as a his-and-hers office with built-ins-provide outstanding versatility. Outdoor living is elevated with a spacious screened porch and patio, perfect for entertaining while taking in sweeping fairway and green views. The whole-house Air Purification & Dehumidifier Systems provide peace of mind in this 'clean home'. A comprehensive upgrade list is available upon request. Schedule your private showing today!

14 Myrtle Bank Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,450,000
5 Beds 5 Baths 4,112 SqFt. HILTONHEAD-504210 MLS
Welcome to 355 Fort Howell! Experience the pinnacle of Hilton Head Island living in this masterfully renovated Jacoby built home. Overlooking the signature #1 handicap (#3 on Robert Cupp Course) hole in prestigious Palmetto Hall, this 5BR (or 4BR + Bonus) residence has undergone $275,000 in recent high-end improvements (2024-2025), blending timeless architecture with cutting-edge smart home technology. Inside, a reimagined chef's kitchen serves as the heart of the home, featuring KraftMaid cabinetry, granite countertops, and premium stainless appliances. The open-concept Great Room impresses with vaulted ceilings, bespoke cabinetry, and a seamless flow over premium engineered hardwood floors. Natural light pours through skylights equipped with remote-controlled shades. The primary suite is a true sanctuary, boasting automated shades, modern lighting, and a spa-inspired bath with a Jacuzzi and walk-in shower. The home's mechanical integrity is unmatched, featuring a new roof, 5-ton HVAC, whole-house Ozone filtration, and Ecobee smart thermostats. The oversized double garage is prepared and ready to go with 220V EV charging. Outdoors, enjoy an ultra-private backyard with professional hardscaping, lush landscaping, and a SunSetter retractable awning. Located in an amenity-rich gated community with 24-hour security, two 18-hole championship courses, Junior Olympic-sized swimming pool, pickleball, and a 200-acre nature preserve. Enjoy very easy access to the Fish Haul beach on bike or golf cart. Palmetto Hall is a golf cart friendly community (rare for HHI) Minutes to beaches, shopping, and HHI Airport. Low POA dues and extraordinary quality.

355 Fort Howell Drive, Hilton Head Island

Listing courtesy of Engel & Volkers. Selling Office: Daniel Ravenel Sotheby's International Realty.

$2,750,000
4 Beds 5 Baths 5,196 SqFt. HILTONHEAD-504109 MLS
Beautifully light, bright, and open, this gorgeous home features designer touches throughout and is ideally situated along Wexford's 11th fairway, offering picturesque golf views. Designed for effortless entertaining, the main living spaces flow seamlessly from the open kitchen to a wet bar, cozy family area, and separate living and dining rooms. The stunning dining room features a built-in server and an adjacent butler's serving area, creating a perfect setting for hosting. The first-floor primary suite is a true retreat, featuring a private, tucked-away office - ideal for quiet work or study - custom built-ins flanking a gas fireplace, a spa-inspired bathroom with a standalone soaking tub, an oversized walk-in closet with a built-in dresser, and additional laundry hookups. Over the three-car garage, a private in-law suite offers a full kitchen, sitting area, and full bath - ideal for guests or extended family. Upstairs, two generously sized en-suite bedrooms are complemented by an additional family room or game room, providing flexible living space. Outdoors, enjoy a private pool added in 2022, surrounded by mature privacy hedges for a serene, resort-like setting, along with a cozy screened porch and an open back deck for expanded outdoor living. Additional features include a main-level laundry room, designer light fixtures throughout, beautiful oak floors, marble mosaic backsplashes, four fireplaces, and top-of-the-line Fulgor Milano appliances. Adding to the appeal, Wexford is undergoing exciting enhancements, including a new construction Harbour Center and an expanded clubhouse, both scheduled to open in spring 2026 - further elevating the community lifestyle. 2025 Primary Residence taxes = $10.881.07

34 Bridgetown Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

$1,795,000
5 Beds 5 Baths 5,511 SqFt. HILTONHEAD-504017 MLS
Designed for flexible lifestyles, 14 Bayley Point offers a rare waterfront setting in one of Hilton Head Plantation's most sought-after locations with sweeping marsh to Port Royal Sound views and unforgettable Lowcountry sunsets. Filled with natural light and designed to feel peaceful, the home offers a thoughtful layout with inviting gathering spaces, comfortable privacy, and seamless indoor-outdoor living. Walls of windows capture stunning water views from nearly every room, while the updated kitchen with quartz countertops opens to warm living spaces and a spacious waterfront deck perfect for relaxing dinners, sunset drinks, or quiet mornings overlooking the water toward Dolphin Head Beach. The freshly expanded backyard enhances the home's connection to the outdoors. Luxurious yet warm and relaxed, this is a rare opportunity to enjoy waterfront Lowcountry living in a setting that balances privacy, comfort, and everyday livability within Hilton Head Plantation.

14 Bayley Point Lane, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$2,478,000
4 Beds 5 Baths 4,704 SqFt. HILTONHEAD-503801 MLS
Dock Your Boat. Dive In. Live Wexford. Set along the harbour in the heart of Wexford, 40 Wexford Club Drive offers a rare opportunity to dock your boat in your own backyard while enjoying a private swimming pool and a fabulous, sensible, and on-trend main-level floor plan. Unlike many homes in the community, this residence is only a few easy steps up from grade, allowing for effortless entry into the main living spaces and an intuitive flow designed for today's lifestyle. Thoughtfully renovated and further enhanced by the current owners, the home features a newly installed kitchen and a custom-finished den that elevate both everyday living and entertaining. Updated flooring, windows, doors, lighting, hardware, and fresh paint throughout create a clean, modern aesthetic that feels current yet timeless. The main-level primary suite enjoys peaceful harbour views and is complemented by a spa-inspired bath with a freestanding soaking tub, expansive walk-in shower, and an adjoining sitting room or office. One additional bedroom on the main level provides flexibility for guests or family, while the upper level offers two more bedrooms and a spacious sitting area ideal for extended stays. Outdoor living is equally compelling. The private pool with attached spa creates a serene retreat, with calming views that extend from pool to harbour. A hidden bar area on the rear deck discreetly services the pool and outdoor entertaining spaces, while the private dock accommodates up to a 65-foot boat directly behind the home. Polished, well-executed, and exceptionally livable, this harbourfront residence represents one of Wexford's most compelling opportunities for those seeking comfort, access, and understated elegance.

40 Wexford Club Drive, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

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