1,920 listings, but only 250 max can be displayed.
Sort by
5 Junket, Hilton Head Island
$4,200,000
6 Beds ⋅ 7 Baths ⋅ 3,941 SqFt. ⋅ HILTONHEAD-510711 MLS
LOVE ΑT FIRSΤ ЅIGΗΤ! Wеlcοmе to 5 Junket, a stunning cοaѕtal estate nestled on a premier second-row homesite in one of the most coveted locations within Palmetto Dunes, where timeless coastal elegance, modern luxury, and extraordinary beach access come together to create a home families treasure for generations. Rarely does a property capture everything buyers envision when they dream of owning on Hilton Head Island. Just steps from the beach and beautifully reimagined from top to bottom, this is a home where mornings begin with a walk on the sand, afternoons unfold around the pool, and family and friends gather year after year to create memories that last a lifetime. Offering six bedrooms, six-and-a-half baths, expansive indoor and outdoor living spaces, and extensive recent renovations, the home lives as comfortably as it entertains. Whether enjoyed as a full-time residence, a cherished second home shared with family and friends, or a luxury beach retreat with an exceptional rental history, 5 Junket delivers a lifestyle that has become increasingly difficult to find and nearly impossible to recreate.

5 Junket, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate. Selling Office: William Raveis - Carolina LLC.

1 Bridgetown Road, Hilton Head Island
$4,200,000
6 Beds ⋅ 7 Baths ⋅ 5,177 SqFt. ⋅ HILTONHEAD-504819 MLS
Located in the prestigious gated community of Wexford, this exceptional waterfront residence offers breathtaking harbor views and refined Lowcountry elegance. Designed with modern sophistication, the home features open-concept living spaces, a primary suite on the main level, a private office, media room, and fitness room. Multiple decks and a screened porch provide seamless indoor-outdoor living. The expansive outdoor setting is highlighted by a well-appointed kitchen, travertine hardscaping throughout the driveway and patios, a plunge pool, fire pit, and a private dock. Residents enjoy access to Wexford's premier amenities and an unparalleled coastal lifestyle.

1 Bridgetown Road, Hilton Head Island

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

34 W Beach Lagoon Road, Hilton Head Island
$4,150,000
4 Beds ⋅ 6 Baths ⋅ 2,872 SqFt. ⋅ HILTONHEAD-450742 MLS
Iconic, 2nd row West Beach Lagoon estate on over 1+ acre - a rare and extraordinary offering in one of Hilton Head Island's most coveted ocean-oriented enclaves! This magnificent coastal property is framed by ancient, moss-draped live oak trees, some over 200 years old, creating an enchanting Lowcountry setting with privacy, beauty, and serenity. From nearly every room in this thoughtfully restored home, enjoy stunning vistas - golf course views to the side and rear, and ocean breezes just steps away across the quiet street. The timeless architecture and charming design details pay homage to Sea Pines' early history, blending the allure of "Old Hilton Head" with the comforts of today, thanks to extensive modern updates that preserve the home's character while enhancing its livability.The grounds are equally impressive, offering a private sanctuary to gather, entertain, and relax. A recently added resort-style pool with surrounding terrace transforms this estate into a personal retreat, creating the feel of your own private resort. Whether enjoying the expansive lawns, meandering among majestic oaks, or strolling just across the street to access nearly five miles of pristine white-sand Atlantic beach, this is island living at its finest.This is a property with many possibilities: ideal as a luxurious primary residence, a serene second home getaway, a lucrative vacation rental or even as a homesite to build their own custom home on. Currently, it enjoys immense popularity as a high-performing short-term rental, grossing approximately $200,000 annually, providing strong income potential for investors seeking both lifestyle and return. Homesites of this caliber, size, and location are nearly impossible to duplicate on Hilton Head Island, making this a rare opportunity for a discerning buyer who values privacy, proximity to the beach, natural beauty, and timeless appeal. A legacy estate in the truest sense - ready to be enjoyed today and cherished for generations to come.

34 W Beach Lagoon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Keller Williams Realty.

154 S Shore Drive Unit 154, Hilton Head Island
$4,115,000
5 Beds ⋅ 5 Baths ⋅ 4,109 SqFt. ⋅ HILTONHEAD-506862 MLS
A rare opportunity to be on the oceanfront in Leamington's exclusive private beach and golf community! This 5 BR, 4.5 BA Townhome at South Shore nestles quietly amidst the palms and Spanish Moss draped trees all in a park-like Lowcountry setting right on the Atlantic Ocean! As you enter the front door you know you've arrived! Beautifully appointed kitchen, dining room and living room with 2-story high ceiling allows for an abundance of natural light into the open-concept layout. Relax in front of the fireplace on a chilly ocean breezy night or sip coffee on the veranda overlooking your own private beautifully landscaped courtyard with your very own private heated pool & spa and only steps to your beach access! A convenient first floor primary suite with a gorgeous newly renovated bathroom! Wainscoting accents the elegant staircase that winds all the way to the third-floor bedroom suite/office and flex space or take your private elevator. The second-floor loft overlooks the massive wall of glass to the ocean and boasts two more spacious bedroom suites! Perfect for family and guest privacy! Interior finishes are all you'd expect & more: extensive moldings throughout, all high ceilings, ceramic tile, and hardwood flooring! Exterior high-end, low maintenance finishes in a Charleston-style Lowcountry architecture. This home comes completely furnished and professionally decorated and is move-in ready! All you need to do is bring your suitcase. And you're perfectly positioned near Shelter Cove Marina, dining, and shopping with easy access to all Palmetto Dunes amenities!

154 S Shore Drive Unit 154, Hilton Head Island

Listing courtesy of Dunes Real Estate. Selling Office: Charter One Realty.

7 Lee Shore, Hilton Head Island
$4,000,000
HILTONHEAD-452358 MLS
An unprecedented opportunity in Palmetto Dunes - 7 Lee Shore is an extraordinary 2.4-acre property located in the private Palmetto Dunes Oceanfront Community on Hilton Head Island. This is the only offering of its kind with direct frontage on the 11-mile lagoon (over 250 feet), all just six rows from the ocean and a short walk to the beach access with amenities like world class golf with courses designed by George Fazio and Robert Trent Jones, pickleball, tennis, and multiple incredible restaurants. The scale of this parcel allows for a true estate-sized residence with privacy, water views, and proximity to the beach that simply cannot be duplicated. Subdivision approval is already in place for two separate lots, providing flexibility for future development or investment. Lot A is individually offered at $2,500,000 and Lot B at $2,700,000 - together or individually they present a once-in-a-lifetime chance to create something iconic in one of Hilton Heads most sought-after communities.

7 Lee Shore, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: Charter One Realty.

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

2 Mockingbird Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Sea Pines Real Estate South Beach.

59 Stoney Creek Road, Hilton Head Island
$3,875,000
5 Beds ⋅ 6 Baths ⋅ 3,950 SqFt. ⋅ HILTONHEAD-503419 MLS
This distinctive custom-built residence nestled among the draping moss of the live oak trees and situated on the ever-changing marsh, embraces the finest Lowcountry living. The understated entrance leads your gaze through the home, past the expansive retractable sliding doors, over the elevated gunite pool/spa and out to the marsh grasses and Audubon forest. Both interior and exterior living spaces appear to extend into a continuously evolving landscape. Features include casual open living areas, a luxurious kitchen with quartzite countertops, state-of-the-art Thermador appliances, floor-to-ceiling cabinets, a scullery with an additional dishwasher, sink and refrigerator, a study with custom built-ins, multi-level outdoor porches, a primary suite with floor-to-ceiling windows and expansive views, a covered breezeway connecting the main house to the detached guest cottage situated over a 2-car garage and an elevator in the main house leading to all floors. Guests will appreciate the additional bedrooms with en-suite bathrooms, a bunk-room suite and a separate guest house with a living room, bedroom suite and coffee bar equipped with a full size refrigerator and microwave. Designer finishes include shiplap detailing, wall-to-wall windows, tongue-and-groove ceilings, white oak wood floors, cove crown molding, standing seam metal roof, tabby and brick walkway. This timeless home mixes warm wood tones and organic textures with modern features to create a sanctuary of comfort. The property overlooks Deer Island, a private estuary, ideal for viewing snowy egrets and blue herons. Conveniently located near Harbour Town Golf Links, the iconic Lighthouse, restaurants and shops.

59 Stoney Creek Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: William Raveis - Carolina LLC.

10 Wexford Drive, Hilton Head Island
$3,850,000
6 Beds ⋅ 8 Baths ⋅ 5,513 SqFt. ⋅ HILTONHEAD-510828 MLS
Welcome to 10 Wexford Drive, an extraordinary custom-built home completed in 2023, showcasing the very best of luxury living in Wexford. Thoughtfully designed with impeccable attention to detail, this one-of-a-kind residence offers designer finishes, exceptional craftsmanship, and resort-style amenities. Opportunities to own a newly constructed custom masterpiece of this caliber are exceedingly rare. Grand ceilings with custom beams, designer lighting, and stunning architectural elements set the tone for the remarkable spaces that follow. The open-concept floor plan is anchored by a spectacular chef's kitchen featuring 2 oversized islands, top-of-the-line appliances, hidden coffee bar, and tucked wet bar or pantry. The formal living room is warm and inviting, highlighted by a beautiful gas fireplace and access to the outdoor living spaces. The adjoining dining room is anchored by a dramatic wine display wall that is both sophisticated and stunning. The family room with its own statement fireplace opens to an exceptional outdoor retreat, complete with a covered lanai, outdoor kitchen and grill, fireplace, multiple gathering areas, and a spectacular 2-tier pool design featuring an upper pool and spa cascading into a lower pool . Lush landscaping provides privacy, while an outdoor shower completes the resort-inspired setting. The luxurious primary suite features a striking fireplace, direct access to the pool deck, custom walk-in closet, dual water closets, double vanities, oversized shower, and soaking tub. 3 add'l guest suites with generous closets and beautifully appointed private baths are located on the main level, along with a half bath and laundry room. Above the 3-car garage, a dedicated home gym with a half bath and a guest room (currently used as an office) with an ensuite bath offer exceptional flexibility. The 6th bedroom suite is privately positioned on the 2nd floor, creating the perfect retreat for guests. Offering 6 bedrooms with ensuite baths, 2 half baths, private pool, and every luxury imaginable, this remarkable residence delivers an unparalleled lifestyle. Wexford members enjoy a private harbour and marina, Arnold Palmer Signature golf course, tennis, pickleball, croquet, clubhouse dining, fire pit gathering areas, and exciting new enhancements, including the recently opened Harbour Center and newly expanded clubhouse debuting this summer.10 Wexford Drive is more than a home-it's a statement of luxury, lifestyle, and timeless design.

10 Wexford Drive, Hilton Head Island

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

1 Green Heron Road, Hilton Head Island
$3,800,000
6 Beds ⋅ 7 Baths ⋅ 3,886 SqFt. ⋅ HILTONHEAD-501805 MLS
Welcome to your dream getaway in Sea Pines! This stunning 2022 build, fully furnished 6BD, 6.5BA coastal retreat is just 7 rows from the ocean, offering the perfect blend of serenity and accessibility. Designed for comfort and entertainment, this home can be a true rental power house, ideal for large families, groups, or savvy investors. Step inside to find an open-concept living space with coastal-inspired décor and high-end furnishings. Gourmet indoor kitchen with premium appliances and ample seating with cozy brick fireplace. Six luxurious bedrooms, each with en-suite baths for privacy and comfort. Outdoor entertainment area includes a covered porch, private pool oasis with a spa, built in kitchen and a gas fireplace. Located in the heart of Sea Pines, you're minutes from world-class golf, biking trails, Harbour Town, and pristine beaches. Whether you're hosting guests or enjoying it yourself, this home delivers the full Hilton Head experience and is a 10 out of a 10.

1 Green Heron Road, Hilton Head Island

Listing courtesy of RE/MAX Island Realty. Selling Office: Luxury Homes of Hilton Head.

2 Midstream, Hilton Head Island
$3,775,000
5 Beds ⋅ 6 Baths ⋅ 4,200 SqFt. ⋅ HILTONHEAD-501382 MLS
Exceptional brand-new construction home in the highly sought-after Palmetto Dunes Resort. This custom-built coastal retreat is designed for relaxation and entertainment, with expansive indoor/outdoor living areas. The private pool features a tanning ledge, waterfall, and spacious patio with outdoor dining, and gas grill all overlooking a BRAND NEW sea wall and private dock. Inside, the open concept living area is anchored by a chef's kitchen with stainless appliances, a 48" GE gas range, and oversized island, flowing seamlessly to a screened porch overlooking the pool, lagoon and Robert Trent Jones golf course. Each bedroom is beautifully appointed with private baths, including three king suites, a double-queen suite, and a bunk room perfect for younger guests. A spacious game room completes this homes appeal, offering endless fun for family and friends. Palmetto Dunes is Hilton Heads premier destination, with three miles of beach, championship golf, world-class tennis, an 11-mile lagoon system, leisure trails, and Shelter Cove Marina nearby. With thoughtful details and high-end finishes throughout, this brand-new home is the ultimate Lowcountry getaway.

2 Midstream, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: Southern Lifestyle Properties of SC LLC.

21 N Calibogue Cay Road, Hilton Head Island
$3,750,000
3 Beds ⋅ 3 Baths ⋅ 2,549 SqFt. ⋅ HILTONHEAD-504606 MLS
Located in Sea Pines, this one-level 3 bed 2 1/2 bath waterfront home offers a deep-water dock and a private, oak-framed setting with serene water views. Vaulted, beamed ceilings, warm wood paneling, and hardwood floors create a timeless Lowcountry feel. The home features a built-in wet bar, kitchen with breakfast area, formal dining room with adjacent flex space, and a spacious primary suite with access to outdoor living. Recently remodeled with new Pella doors and expansive windows, the raised Old Savannah brick patio overlooks a lush, manicured lawn. This property sits close to the popular Harbour Town as well as beaches, golf, and leisure trails.

21 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: ELEVE PROPERTIES Brokered by EXP Realty.

28 Gull Point Road, Hilton Head Island
$3,750,000
5 Beds ⋅ 7 Baths ⋅ 4,729 SqFt. ⋅ HILTONHEAD-504039 MLS
Located in the exclusive waterfront community of Gull Point, this exceptional home offers stunning marsh views, a private boat slip at the community marina, and close proximity to the Atlantic Ocean. Built with enduring quality and refined Lowcountry character, the home features hardiplank siding, heart of pine flooring, soaring ceilings, 4 fireplaces extensive trim work, 2019 roof, elevator, and 900kw generator.The kitchen is a true "standout" with a pine island, copper hood, and premium appliances opening into a cozy family room and dining area. A grilling deck is just off the kitchen in addition to a screened porch to enjoy the Lowcountry breezes. The first level owner suite offers a brick fireplace, two walk in closets, screened porch overlooking the pool and marsh & spa-like bath. Additional accommodations include an office or guest ensuite with private bath on the main level and 3 guest ensuites, many with private balconies and marsh views.The backyard is highlighted by a beautiful swimming pool, covered porch, and lush lawn-creating a private coastal oasis. Residents of Gull Point enjoy access to a secure community marina with assigned boat slips, tennis courts, playground, kayak/paddleboard storage, and welcoming neighborhood gatherings-offering a true sense of community within one of Hilton Head Island's most desirable waterfront enclaves.

28 Gull Point Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Dunes Real Estate.

41 Lighthouse Lane, Hilton Head Island
$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.

8 Curlew Road, Hilton Head Island
$3,733,000
7 Beds ⋅ 7 Baths ⋅ 5,462 SqFt. ⋅ HILTONHEAD-505616 MLS
Turnkey ѕhort- term rеntаl with рrοvеn inсοme history in toр tiеr coastal market! Secure a vacation home that offsets its costs. Professional property management used for rentals. LARGEST 2ND ROW HOME ON THE MARKET! Extensively renovated in 2024! Grossed $246K in rentals for 2025. Stunning home features 7 BR, 61/2 BA & offers a perfect blend of luxury, comfort, & breathtaking ocean views. Located in the coveted North Forest Beach, near Coligny Plaza, this home provides a balance of privacy & proximity to the beach. The open living & dining areas feature stunning direct ocean views, natural light creating a warm & inviting beach atmosphere. New roof, paint, pool deck, game area, outdoor spa, landscaping & many more improvements. Enjoy relaxing by the elevated pool, soak in the hot tub or grill in the private outdoor area! Directly across street to beach access!

8 Curlew Road, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners. Selling Office: COAST PROFESSIONALS Brokered by EXP Realty.

18 Baynard Cove Road, Hilton Head Island
$3,700,000
4 Beds ⋅ 5 Baths ⋅ 3,746 SqFt. ⋅ HILTONHEAD-451726 MLS
Step into modern luxury at 18 Baynard Cove Road, an exceptional custom home in the heart of Sea Pines that offers rare well maintained, like new, construction quality in one of Hilton Head Island's most established communities. Completed in 2018 and spanning over 3,700 square feet, this is the only home currently available in Sea Pines built after 2017 with more than 3,500 square feet for under $9 million. With over $165,000 projected rental income, and an 8-minute walk to the beach, opportunities like this simply do not come to market often. The home features a bright, open floor plan with tall ceilings, designer finishes, a gourmet kitchen, spacious bedrooms, and beautifully curated details throughout. The outdoor living spaces provide the perfect setting for relaxing or entertaining, with a private backdrop that enhances the home's peaceful setting. Modern engineering, elevated construction, and thoughtful craftsmanship make this property stand out among the traditional inventories. Increasing construction costs creates a compelling case for the now factor. Instead of years of planning, step directly into a turnkey, luxury home in one of the most desirable areas of Sea Pines today. Located near world-class amenities, beaches, and the best of Sea Pines living, this home delivers a lifestyle that is truly hard to find.

18 Baynard Cove Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: William Raveis - Carolina LLC.

23 Holloman Trace, Hilton Head Island
$3,625,000
7 Beds ⋅ 8 Baths ⋅ 4,141 SqFt. ⋅ HILTONHEAD-505615 MLS
Turnkey short term rental with proven rental history in top tier coastal area! LARGEST 4TH ROW OCEAN ORIENTED HOME ON MARKET! Secure a vacation home that offsets its costs. Professional property management company manages this home. New beach access for street in 2025! Gross 205K rentals for 2025. This stunning home steps to the ocean on Hilton Head Island features 7 BR 7 1/2 BA with an open floorplan, large living area that connects kitchen to great room and dining area. Spacious primary BR on 1st floor with other rooms such as second primary BR upstairs, bunk rooms, upstairs gathering area and coffee bar. New game room area and outdoor spa tub added in 2024. This home is like new and offers the perfect blend of luxury, comfort, & privacy just minutes to the beach access. A perfect beach house close to Coligny Plaza.

23 Holloman Trace, Hilton Head Island

Listing courtesy of Hilton Head Real Estate Partners. Selling Office: Keller Williams Realty.

167 Sea Pines Drive, Hilton Head Island
$3,600,000
4 Beds ⋅ 5 Baths ⋅ 3,900 SqFt. ⋅ HILTONHEAD-502424 MLS
Welcome to 3,900 square feet of coastal perfection, where every detail has been thoughtfully reimagined for modern living. This 4-bedroom, 4.5-bath showstopper sits in the sweet spot, just three rows back from the beach with the beach path running right behind the property.Completely new redesign with today's open concept in mind, this home flows effortlessly from room to room with top-tier finishes throughout. Two first floor master bedrooms,one with a wet room master bath and two walk-in closets.The second master features an office with fireplace.The custom-built bunk room is perfect for hosting friends and family (or maxing out rental income). Complete interior renovation including all mechanicals . Renovated pool and patio in a backyard that backs directly onto the Atlantic Dunes Golf Course.New siding, roof and hurricane-rated Marvin windows were recently replaced for peace of mind.Grab your bike and you're minutes from Harbour Town, South Beach Marina, Coligny Plaza, plus golf and tennis. This isn't just proximity, this is the Hilton Head lifestyle on tap.Whether it's your primary residence, vacation escape, or investment property, this home delivers on all three. The beach is calling, answer it.

167 Sea Pines Drive, Hilton Head Island

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

63 Bridgetown Road, Hilton Head Island
$3,600,000
5 Beds ⋅ 7 Baths ⋅ 7,196 SqFt. ⋅ HILTONHEAD-502080 MLS
Experience stunning harbourfront living at 63 Bridgetown Road, where sweeping views of Wexford Harbour and the Clubhouse set the stage for breathtaking sunsets and elegant Lowcountry living. Two levels of rear decks, a 70' private dock, and a private pool with a covered lanai create an unmatched setting for outdoor entertaining and relaxation.Inside, the main level offers a spacious and thoughtfully designed layout perfect for both everyday comfort and hosting guests. The home features a formal living room, a cozy family room off of the spacious kitchen, a dedicated office, and a formal dining room. The main-level primary suite is exceptionally large, showcasing beautiful harbour views, dual walk-in closets, and luxurious finishes. A powder room, convenient laundry area, and easy elevator access complete this level, blending elegance with practicality.Upstairs, you'll find the second primary suite along with two additional ensuite bedrooms. A generous game room with a bar and full bath adds to the versatility of the space - it can easily serve as a fifth bedroom, media room, or entertainment area. A second laundry room adds convenience for upper-level living.On the ground level, a finished drive-through garage offers exceptional functionality with room for four or more vehicles-a rare feature in Wexford that combines practicality with luxury.As a Wexford resident, you'll enjoy world-class amenities including a private marina, championship golf, tennis and pickleball courts, croquet, clubhouse dining, a resort-style pool complex, and a vibrant year-round social calendar. Exciting improvements are underway - an expanded Clubhouse and a brand-new Harbour Center are scheduled for completion in April 2026, enhancing Wexford's already unmatched lifestyle experience.With timeless design, versatile living spaces, and spectacular sunset views, 63 Bridgetown Road stands as a truly remarkable waterfront residence in one of Hilton Head Island's most distinguished private communities.

63 Bridgetown Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Luxury Homes of Hilton Head.

46 Wexford Club Drive, Hilton Head Island
$3,600,000
4 Beds ⋅ 6 Baths ⋅ 6,438 SqFt. ⋅ HILTONHEAD-500453 MLS
This extraordinary Wexford residence combines timeless craftsmanship, elegant design, and unmatched harbour views in one of Hilton Head's most prestigious private communities, all with your own private 70' boat dock! Built of concrete and steel, the home showcases exceptional construction quality and refined details throughout. A grand foyer with a floating staircase sets the tone, leading to formal living and dining rooms with intricate millwork, arched entries, and custom moldings. A private office/parlor offers a quiet retreat, while a wet bar with wine refrigeration enhances the homes entertaining appeal. Panoramic harbour views flood the open kitchen, family room, and breakfast area with natural light, making the space feel as if you are suspended above the water. Outdoor living is equally impressive, featuring a raised infinity-edge pool set against the dramatic harbour backdrop. On the main level, the spacious primary suite features a sitting area, expansive bath, and large closet, creating a private sanctuary. Upstairs, two versatile multipurpose rooms connect seamlessly, one with a bar with a beverage refrigerator and an icemaker serving both spaces. From here, step onto the upper harbour front deck to enjoy stunning views. Three ensuite bedrooms complete the upper level, one with its own deck access. Additional highlights include a cedar closet, a 3-stop elevator, and an expansive finished basement with space for 4 cars, a golf cart, workshop, and generous storage. As a Wexford resident, you'll enjoy premier amenities including a private marina, championship golf, tennis and pickleball courts, croquet, clubhouse dining, a resort-style pool complex, and a vibrant year-round social calendar. Exciting community improvements are also underway: a newly expanded clubhouse and a brand-new Harbour Center are scheduled for completion in April 2026. This is more than a home, it's an opportunity to embrace the elevated lifestyle that makes Wexford one of Hilton Head's most distinguished communities.

46 Wexford Club Drive, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Windmill Harbour Real Estate.

3 Armada, Hilton Head Island
$3,600,000
5 Beds ⋅ 7 Baths ⋅ 5,418 SqFt. ⋅ HILTONHEAD-444778 MLS
It's all about the beach.This outstanding 5-bed, 6.5-bath second-row Lowcountry home sits directly across from the beach walkway on Armada Street-just a short stroll to the sand and to the pathways leading to all resort amenities. Designed with a reverse floor plan, the home captures maximum sunlight and refreshing breezes from three miles of award-winning beach. Parking is easy, with both a front street-side driveway and rear parking with access to the garage and 3-stop elevator-perfect for unloading groceries.Level 1 offers entrance and guest-level access through handsome wooden doors, and up one flight of stairs to the oceanside, outdoor entertainment area with a private pool, outdoor kitchen, and dining space ideal for gatherings. Inside, this floor features a spacious family room with a cleverly hidden bunk bed behind a paneled wall, a pool bath, a bar area, a separate kitchenette with bar seating, a laundry room, and four guest bedrooms with full baths.A beautiful circular staircase leads to Level 2, the primary living level. Here you'll find a generous master ensuite with a steam shower, a powder room, an open dining area, and a large kitchen complete with an island, bar seating, and table seating. The family room includes a cozy fireplace, perfect for cooler evenings. Step outside to a substantial wraparound deck with multiple seating and dining area ideal for enjoying ocean breezes and year-round outdoor living.This home is a rare opportunity to own a beautifully designed beach retreat in an unbeatable location-your next unforgettable coastal retreat awaits.

3 Armada, Hilton Head Island

Listing courtesy of Schembra Real Estate Group. Selling Office: Schembra Real Estate Group.

1 Cedar Lane, Hilton Head Island
$3,500,000
5 Beds ⋅ 7 Baths ⋅ 6,377 SqFt. ⋅ HILTONHEAD-454271 MLS
1 Cedar Lane is a rare offering-a true deep-water estate with short private dock, protected and enduring long-range views, and a level of construction quality that is increasingly difficult to replicate, and impossible at the offering price. Set on 1.2 acres on secluded Cedar Island within Moss Creek, the property offers direct, easy access to open water, a separate two-bedroom guest cottage, and a layout designed for both privacy and gathering, creating a true coastal compound. The main residence features three bedrooms, including a private guest suite on the main level and primary and guest suites above, along with an elevator for ease of access throughout. Built by Genesis Construction, the home reflects exceptional design and craftsmanship, recognized with the coveted Lighthouse Judges' Choice Award the year it was completed. Interior spaces are anchored by timber-frame trusses, wide-plank flooring, and a fireside keeping room that opens to the kitchen, creating a natural center of gravity for daily living. Outdoors, the experience is defined by its connection to the water: a saltwater pool and spa, expansive porches, riverfront firepit, and a short private dock that extends your reach beyond the shoreline into gentle, full-time deep water. The protected view corridor ensures lasting privacy and uninterrupted Lowcountry beauty. At $3.95M, this offering represents a compelling opportunity within the deep-water segment, where properties of this scale, quality, and waterfront access are increasingly difficult to find. Moss Creek provides a private, amenity-rich setting with marina, golf, racquet sports, fitness, a beautiful riverfront pool with service, and miles of preserved natural landscape. This is not simply a home. It is a long-term waterfront asset and one of the most extraordinary offerings in the Lowcountry today.

1 Cedar Lane, Hilton Head Island

Listing courtesy of ELEVE PROPERTIES Brokered by EXP Realty. Selling Office: Daniel Ravenel Sotheby's International Realty.

12 Sandhill Crane Road, Hilton Head Island
$3,450,000
5 Beds ⋅ 6 Baths ⋅ 3,592 SqFt. ⋅ HILTONHEAD-507924 MLS
Incredible 4th row 5 bedroom 5 1/2 bath home on the beach walkway on one of the best streets in Sea Pines! Step inside to find a home that feels brand new, featuring all-new designer furnishings that convey effortless coastal elegance. Beautifully private pool and spa area! All bathrooms have recently been professionally remodeled, new hardwood floors upstairs, and kitchen are just a few of the fantastic updates. One bedroom downstairs and 4 additional bedrooms upstairs which includes a bunk room. Enjoy the sun from the huge pool deck and upgraded heated pool in your backyard oasis! With a demonstrated track record of over $200,000 in rental income in 2021 and over $175,000 in 2022 (even with heavy owner usage), the investment potential is undeniable. Since 2023, it has been meticulously maintained as a private second home, ensuring it is in pristine condition for its next owner.

12 Sandhill Crane Road, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Sea Pines Real Estate - Beach Club.

103 Mooring Buoy, Hilton Head Island
$3,450,000
5 Beds ⋅ 6 Baths ⋅ 4,375 SqFt. ⋅ HILTONHEAD-501598 MLS
Spectacular, newer (2015) 5 bedroom home on huge 4th row lot, just steps from the beach in Palmetto Dunes. This home, boasting the finest details in construction, appointments and decor shows like new construction as it has only been used as a second home and never a rental. Main level has a huge coffered-ceiling great room, gourmet kitchen, guest bedroom and a luxurious master suite. There is a second master upstairs with 2 additional bedrooms and large entertainment room. Two back porches, one open and one screened with fireplace, overlook a private backyard oasis with heated pool/spa, travertine pool deck, pool bath and a large amazing outdoor kitchen/living area. With elevator shaft built-in and $200K in projected rentals, this home has every consideration you'd want in an Island residence, vacation home or investment property.

103 Mooring Buoy, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Hilton Head. Selling Office: Luxury Homes of Hilton Head.

50 N Calibogue Cay Road, Hilton Head Island
$3,300,000
4 Beds ⋅ 4 Baths ⋅ 5,034 SqFt. ⋅ HILTONHEAD-505597 MLS
Rare opportunity to own a spectacular Lowcountry marshfront deepwater estate on nearly an acre along one of Sea Pines' most coveted streets. This fully reimagined 5,034-square-foot residence blends luxury, privacy, and breathtaking coastal scenery. The home features a first-floor primary suite, three guest retreats, den, elevator, and a chef's kitchen appointed with GE Monogram appliances. An expansive enclosed heated pool and recreation area, outdoor grilling space, and private dock with direct access to the Atlantic Ocean create an exceptional waterfront lifestyle. Rebuilt from the studs, the residence offers all new electrical, plumbing, HVAC, and spray-foam insulation, along with bamboo flooring, designer lighting, and walls of glass that fill the home with natural light. Open living spaces flow seamlessly to the pool enclosure and waterfront dock-perfectly designed for effortless entertaining and unforgettable Lowcountry living. Your coastal life begins here!

50 N Calibogue Cay Road, Hilton Head Island

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

99 Mooring Buoy, Hilton Head Island
$3,300,000
6 Beds ⋅ 7 Baths ⋅ 5,300 SqFt. ⋅ HILTONHEAD-454917 MLS
Ideally situated just four rows from the Atlantic Ocean in prestigious Palmetto Dunes, 99 Mooring Buoy is a masterfully designed six-bedroom, six-and-a-half-bath coastal retreat offering refined living across three spacious levels. Positioned directly across from the beach path and moments from the Robert Trent Jones Oceanfront Golf Course, this residence presents an exceptional lifestyle of luxury, leisure, and location.From the moment you step inside, natural light pours through oversized windows, illuminating a warm, coastal-inspired interior. The main living room welcomes you with plush seating, a 77" flat-screen TV, and a relaxed yet elegant gathering space. Entertain with ease in the formal dining room with seating for ten or host intimate meals at the adjacent breakfast nook.At the heart of the home, a chefs kitchen impresses with top-tier appliances, custom cabinetry, and abundant prep space, tailor-made for everything from quiet breakfasts to holiday hosting.With six beautifully appointed bedrooms, each with its own private en suite, this home was built with families, guests, and multi-generational living in mind. Two luxurious primary suites, located on separate levels, provide privacy and indulgence, featuring spa-like baths with soaking tubs, walk-in showers, and double vanities.The upper-level lounge offers a second living area complete with a 65" TV, sleeper sofa, wet bar, and mini fridge, perfect for movie nights, kids' hangouts, or casual entertaining. Outdoors, your private sanctuary awaits. A sparkling pool, lush landscaping, multiple dining areas, and a covered lounge invite you to relax, recharge, and enjoy the Lowcountry breeze.From sunrise walks on the sand to sunset soirees by the pool, this home captures the spirit of Hilton Head Island living, luxurious, effortless, and timeless.

99 Mooring Buoy, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate. Selling Office: Southern Coast Realty LLC.

39 Seabrook Landing Drive, Hilton Head Island
$3,299,999
5 Beds ⋅ 6 Baths ⋅ 6,340 SqFt. ⋅ HILTONHEAD-503924 MLS
39 Seabrook Landing is a slice of heaven on earth with stunningly, spectacular, views across the ICW and Port Royal Sound to the Broad River Bridge. Imagine daily living with the magic and inspiration of soaring eagles, playful dolphins, migratory birds, sailing vessels and breathtaking sunsets over Pinckney Island. 6300 SF of casual elegance exudes with classic, timeless upgrades in 2025. Featuring 5 bedrooms, 4 Full BA, 2 HB, large library, office, home theater w/sitting room, formal LR and DR with coffered ceilings featuring low country inspired wall mural. Gourmet kitchen with huge Italian marble island and countertops, gas cooktop, pot filler, wine cave, eat-in kitchen, walk in pantry and butler's pantry, impressive foyer entry with sweeping curved staircase, picture moldings, built-ins, designer light fixtures, 3 fireplaces, heart of pine floors, family room, 3 screen porches! Large 1st floor primary w/fireplace, sitting area, full & half bath, two walk in closets and private screen porch. This home oasis is situated on almost one acre which affords a great deal of privacy with salt water pool, spa, and covered gazebo. Bulkheaded on a tidal creek for fantastic fishing and kayak launching. Long tabby drive way and 3 car garage. Seabrook Landing has a private day dock for Seabrook residents.

39 Seabrook Landing Drive, Hilton Head Island

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

34 Spanish Pointe Drive, Hilton Head Island
$3,200,000
5 Beds ⋅ 6 Baths ⋅ 4,383 SqFt. ⋅ HILTONHEAD-504786 MLS
Completely renovated estate in the private gated enclave of Spanish Pointe. Set on an expansive homesite beneath majestic live oaks and flowing Spanish moss, this exceptional Hilton Head Island retreat offers sweeping marsh views, rare privacy, and timeless Lowcountry elegance. Reimagined from top to bottom, the home blends architectural presence with warm coastal sophistication. Soaring ceilings, refined finishes, and walls of windows create light-filled living spaces that feel both grand and inviting. The chef's kitchen flows seamlessly into generous gathering areas designed for effortless entertaining and relaxed everyday living.The 1st-floor primary suite is a peaceful sanctuary with a spa-inspired bath, while spacious guest suites and a dedicated 1st-floor office provide comfort and flexibility. Outside, a heated and chilled pool, expansive terraces, and mature landscaping create a private resort setting in one of Hilton Head Island's most coveted communities.

34 Spanish Pointe Drive, Hilton Head Island

Listing courtesy of The Cobb Group brokered by eXp Realty. Selling Office: Keller Williams Realty.

board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

How much is your home worth?

Get instant property value now!