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9 Brown Pelican Road, Hilton Head Island
$14,234,500
6 Beds ⋅ 9 Baths ⋅ 7,000 SqFt. ⋅ HILTONHEAD-450301 MLS
The most sensational & remarkable home is under construction! Brand New masterpiece in World-Class Sea Pines Resort. Magnificent Oceanfront parcel, in the sought after South Beach Area. Finest finishes, trim, accessories, appliances, cabinets, flooring & fixtures. In addition to 6 ensuite bedrooms (3 master suites) there's an office, a sitting/wine tasting room, Butler's Pantry, huge 2nd floor recreation room w/wetbar opens up to a sprawling upper deck. Amazing pool, spa & outdoor areas. Main floor Master Suite suitable for Royalty; steam shower, free standing tub, double entry curb-less shower. Under parking for up to 8 vehicles. Elevator. Please see the extensive description in documents.

9 Brown Pelican Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty. Selling Office: EXP Realty LLC.

28 Green Heron Road, Hilton Head Island
$9,250,000
5 Beds ⋅ 5 Baths ⋅ 4,450 SqFt. ⋅ HILTONHEAD-454956 MLS
Experience timeless oceanfront luxury in this exquisitely renovated 5-bedroom, 5-bath Sea Pines retreat, offering sophistication, comfort, and natural beauty. From the moment you arrive, you’ll be captivated by sweeping ocean views that serve as the perfect backdrop to this elegant residence. Inside, a thoughtfully designed open floor plan showcases refined architectural details and abundant natural light. The chef’s kitchen is a culinary dream, featuring top-tier appliances, custom cabinetry, a separate scullery for seamless entertaining, and designer finishes reflecting the home’s coastal elegance. Spacious living and dining areas flow effortlessly onto expansive decks, inviting you to savor the ocean breeze and panoramic views. A private beach path leads directly to the shoreline for effortless access to Hilton Head Island’s pristine beaches. This home is designed for entertaining and intimate gatherings, with generous indoor and outdoor spaces perfectly suited for a relaxed yet refined lifestyle. The second-floor bonus room adds versatility—ideal as a media room, guest quarters, or a private home office with inspiring vistas. Each bedroom serves as a tranquil retreat, offering en-suite baths with spa-quality finishes. Two bedrooms on the main level provide easy accessibility for guests or multi-generational living. The luxurious primary suite is a sanctuary, with a sitting area, ocean views, and an elegantly appointed bath with a soaking tub and walk-in shower. Outdoor living is elevated with multiple decks, a beautifully landscaped yard, and thoughtfully designed spaces to entertain, dine alfresco, or simply relax while listening to the waves. The architecture seamlessly integrates indoor and outdoor living, blurring the lines between comfort and natural beauty. The property is turnkey and move-in ready, allowing owners to immediately enjoy the Sea Pines lifestyle: world-class golf, tennis, miles of bike trails, and exclusive amenities that make Sea Pines one of Hilton Head Island’s most coveted communities. Whether you’re seeking a serene personal residence, a luxurious second home, or an investment property with strong rental potential, this oceanfront masterpiece offers an unparalleled opportunity to own a slice of coastal paradise. Refined oceanfront living at its very best—welcome to your new home in Sea Pines.

28 Green Heron Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: ELEVE PROPERTIES Brokered by EXP Realty.

59 N Calibogue Cay Road, Hilton Head Island
$7,800,000
5 Beds ⋅ 6 Baths ⋅ 5,580 SqFt. ⋅ HILTONHEAD-508090 MLS
Quite simply, one of the finest homes to come on the market in Sea Pines in many years. This luxury custom home, completed in 2022 by Esposito Builders and masterfully designed by architect Terry Rosser, is set along the highly coveted Calibogue Cay, an address reserved for a select few. Sweeping marsh vistas and extraordinary sunsets create a setting that is both serene and unforgettable. Dramatic 20+ ft ceilings span the living room, kitchen, and breakfast nook, filling the space with natural light and drawing your eye straight to the marsh beyond. The kitchen is beautifully executed and opens to a refined entertaining space with a wet bar, glass-front cabinetry, and a well-appointed butler's pantry. Just off the main living area, the screened porch with fireplace offers a comfortable, private retreat you will enjoy year round. The outdoor setting is equally impressive. A generous saltwater pool, private dock, and boat lift are perfectly positioned to capture long marsh views and remarkable sunsets. The primary suite is a true retreat, with expansive his-and-her walk-in closets, separate vanities, and a convenient Primary Laundry Room. Five bedrooms, along with a private executive office overlooking the marsh and sound, provide both scale and flexibility. Additional features include a 3-stop elevator, whole-house generator, and an oversized 2+ car garage with climate-controlled storage. Opportunities like this are few and far between. This is Calibogue Cay at its absolute best.

59 N Calibogue Cay Road, Hilton Head Island

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

35 Ruddy Turnstone Road, Hilton Head Island
$7,650,000
5 Beds ⋅ 7 Baths ⋅ 5,617 SqFt. ⋅ HILTONHEAD-504571 MLS
Classic oceanfront Sea Pines home at 35 Ruddy Turnstone, built by renowned Johnson Delaney Builders and thoughtfully designed by Peter Brower architect, this timeless home reflects the charm and craftsmanship of two Sea Pines legends. Note the high quality building features throughout this home such as wide stairways, high ceilings, pocket doors and all solid core doors. Full of the charm and character Sea Pines is known for, this home offers easy, comfortable coastal living with a screen porch, generous outdoor space with a pool, spa and large decking overlooking the ocean. Primary Suite with His and Her baths, Office, Eat-in-Kitchen, Living Room and Screen porch located on Second Floor allowing for awesome elevated views of pool, dunes and ocean. First floor with large welcoming foyer leading to family room with fireplace, built in book shelves, built in beverage cooler and bar sink. Three guest rooms are conveniently located on first floor, one of which opens out to the pool and ocean. You will find a fourth guest room, laundry room and an elevator stop on the mid level along with two large walk in storage closets. An elevator serves all three levels, making the home easy to enjoy for everyone. Lovingly designed and built as custom home for original owners and used only as a second home for the first 34 years. Introduced to rental market in 2025. As new oceanfront homes continue to sell in double digits, this property stands out as a chance to own and enjoy a classic Sea Pines ocean front home - full of character and ready for your vision over time.

35 Ruddy Turnstone Road, Hilton Head Island

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

21 Belted Kingfisher, Hilton Head Island
$7,000,000
4 Beds ⋅ 4 Baths ⋅ 5,194 SqFt. ⋅ HILTONHEAD-506820 MLS
Rare oсeanfront lаnd. Εxсерtiοnаl privacy. Substаntiаl construction. Irreplaceable location. Immediate enjoyment with unlimited future potential.Set on just over one-half acre near South Beach in Sea Pines, this one-owner oceanfront residence offers 5,000 square feet of thoughtfully designed living space, direct beach access and a private heated pool.The flexible floor plan features four bedrooms, including two arranged as a connected two-room suite-ideal for children, extended family, guests, a nursery or a private sitting room. Additional spaces include three-and-one-half baths, a dedicated office, media room, craft room, two fireplaces and an expansive primary suite with a private ocean-facing terrace.High ceilings, generous room proportions and abundant natural light provide an impressive foundation for creating a sophisticated coastal retreat with an easy walk to the Salty Dog, pickleball and all South Beach has to offer! Enjoy the home immediately while personalizing it over time, or use it as your oceanfront residence while planning a future custom estate.Privately positioned along Hilton Head Island's most desirable stretches of coastline, this property offers a substantial, well-maintained home, private pool and direct beach access to enjoy from day one-along with the land, location and flexibility to create your own long-term vision.A rare opportunity to own a significant oceanfront property where immediate enjoyment and extraordinary future potential come together.

21 Belted Kingfisher, Hilton Head Island

Listing courtesy of Keller Williams Realty. Selling Office: EXP Realty LLC.

5 Marsh Drive, Hilton Head Island
$6,850,000
4 Beds ⋅ 5 Baths ⋅ 5,017 SqFt. ⋅ HILTONHEAD-510196 MLS
Welcome to 5 Marsh Drive - a private coastal sanctuary where craftsmanship meets sweeping Calibogue Sound views. Set on an oversized lot with 275 feet of breathtaking water frontage, this 4BR/4.5BA custom home overlooks the 17th green and down the 18th tee and fairway of Harbour Town Golf Links. Guests are welcomed by glowing gas lanterns and a gracious entry that opens to nearly 18-foot living room ceilings, extra-wide hallways, and exquisite crown moldings throughout. Designed for elegance, ease and comfort, the home features a 3-stop elevator, 3-car garage, and a handicap-accessible guest suite above the garage. The primary suite is a true retreat, highlighted by a dream-worthy, movie-set caliber closet - thoughtfully designed, beautifully finished, and as functional as it is stunning. Outdoor living is nothing short of spectacular - a heated saltwater infinity pool, fire pit, and a fully equipped outdoor kitchen with a remote-controlled screen enclosure for year-round enjoyment. To the side, a large private garden unfolds with winding pebble pathways beneath majestic live oaks and natural Lowcountry vegetation - your own secluded oasis. This home was built with love. With panoramic views, timeless architecture, and unmatched privacy, this is a rare offering that truly does not come along often.

5 Marsh Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: Greenplate Group Brokered by eXp Realty.

12 Jessamine Place, Hilton Head Island
$5,350,000
6 Beds ⋅ 7 Baths ⋅ 5,516 SqFt. ⋅ HILTONHEAD-504267 MLS
A 2020 custom-built luxury home just seven rows from the beach, offering exceptional privacy and golf views overlooking the 14th green of the Atlantic Dunes course in Sea Pines. Located on a quiet cul-de-sac street and centrally positioned near the Beach Club, South Beach, and Harbour Town, this home is thoughtfully designed with custom millwork, coffered ceilings, and impeccable attention to detail throughout. The residence welcomes you with a brick-arched foyer and refined main living spaces, including a living room with custom built-ins and a gas fireplace. The chef's kitchen features an oversized island ideal for entertaining, premium appliances, and a fully equipped scullery. The first-floor primary suite offers a spa-like bath with soaking tub, oversized walk-in shower, dual vanities, and a custom walk-in closet. A main-level office with a full bath and closet offers flexible use for guests or additional living space. Upstairs includes four en-suite bedrooms, one of which functions as a second primary suite, along with a spacious loft with wet-bar that doubles as a media room, and a flex space ideal for a gym or additional office. Outdoor living is a standout, with a covered porch featuring automatic screens, a gas fireplace, and a built-in grilling station. Expansive decks surround a heated and cooled saltwater infinity-edge pool with travertine decking, complemented by a fire pit and outdoor shower-all set against a private golf course backdrop. Enhanced by extensive smart-home technology, including whole-home audio, lighting and shade control, security, multi-zone HVAC, and automated pool systems. A three-car garage completes this private luxury offering, conveniently located near the beach, golf, and Sea Pines amenities.

12 Jessamine Place, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate. Selling Office: Howard Hanna Allen Tate Lowcountry.

17 Marsh Drive, Hilton Head Island
$5,250,000
5 Beds ⋅ 6 Baths ⋅ 6,236 SqFt. ⋅ HILTONHEAD-505620 MLS
17 Marsh Drive offers front row seats to one of the most iconic stretches of golf at Harbour Town Golf Links. Perfectly positioned between the 16th green and 17th tee, the home enjoys sweeping views toward the famed 18th fairway and out to Calibogue Sound, all without interruption from cart paths or tournament grandstands. Custom built with 5 bedrooms and 5.5 baths, plus a bonus room over the garage and a main-level den/office, the home is designed for entertaining and comfort. The living room offers two sitting areas, fireplace, and an impressive wet bar with built-in wine cooler, sink, and ice maker. The kitchen features stainless steel appliances and a 6-burner gas range. A newly felt-covered pool table adds another space for gathering and fun. Walls of windows open to multiple outdoor living areas centered around a heated pool and separate in-ground spa. The primary suite is a private retreat with fireplace, spa-style bath with steam shower, and a remarkably large walk-in closet worthy of a luxury boutique. Situated on a peaceful residential street just off Plantation Drive near the historic Baynard Ruins, ownership includes access to the Baynard Cove Pavilion amenity park, where owners may host private events, launch kayaks or crab traps from the community dock, and store kayaks. A stunning setting with breathtaking sunsets over Calibogue Sound. This is an exceptional opportunity to enjoy front row golf views with this timeless Harbour Town setting.

17 Marsh Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC. Selling Office: ERA Wilder Realty, Inc.

11 Marsh Drive, Hilton Head Island
$5,000,000
4 Beds ⋅ 5 Baths ⋅ 5,071 SqFt. ⋅ HILTONHEAD-500311 MLS
Discover luxury, views, and timeless Sea Pines living in this one of a kind residence built by award winning builder, Dan Lawrence and designed by well-known local architect Jakie Lee. This property offers a rare combination of Lowcountry charm, impeccable quality, and panoramic marsh-to-golf to sound views overlooking the iconic 17th hole of Harbour Town Golf Links home of the elevated PGA RBC Heritage. The interior features of this home are captivating with the extensive trim work, antique heart of pine flooring, custom iron work, and faux finishes by local artisans. Enjoy elegant living and dining spaces. Other features include designer lighting, dream kitchen/family room, impressive first floor owner suite, and spacious guest suites. Outdoor living is unmatched with a heated/chilled pool and spa, covered patio, and lush landscaping-perfect for enjoying the everchanging sunsets while watching golfers, nature, and boating right out your back door. A truly unforgettable Low Country property!

11 Marsh Drive, Hilton Head Island

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

61 S Sea Pines Drive, Hilton Head Island
$4,400,000
5 Beds ⋅ 7 Baths ⋅ 4,339 SqFt. ⋅ HILTONHEAD-501785 MLS
Just steps from the beach and a short stroll to South Beach Marina Village, this newer and elegant ocean-oriented residence offers the perfect blend of coastal charm, luxury living, and strong income potential. Designed with entertaining and comfort in mind, the open floor plan features a grand great room with boxed beamed ceiling, expansive chefs kitchen with dining area, popular butlers pantry/scullery (with additional dishwasher and refrigerator), and seamless access to the spacious covered porch with outdoor fireplace ideal for year-round gatherings. With 5 ensuite bedrooms including one dedicated bunk room and one family/bunk room two room suite with additional living area, this home easily accommodates large families and guests, making it a highly desirable vacation retreat and rental property. An upstairs morning kitchen invites your guests to enjoy coffee or a midnight snack. The 5 full baths, 1 half bath and convenient pool bath complement a thoughtfully designed layout. Outside, privacy is key with a heated pool and spa that invites relaxation against the backdrop of sweeping eastern exposure views over Sprunt Pond. Refined architectural details and extensive trim throughout, a 3-car garage, and timeless finishes complete this coastal haven. Whether enjoyed as a private second home or a high-performing luxury rental, this property delivers exceptional proximity to Sea Pines premier amenities, the beach, and the vibrant South Beach Marina Village.

61 S Sea Pines Drive, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club. Selling Office: Daniel Ravenel Sotheby's International Realty.

8 Belted Kingfisher, Hilton Head Island
$4,300,000
4 Beds ⋅ 5 Baths ⋅ 3,309 SqFt. ⋅ HILTONHEAD-508211 MLS
This stunning home built in 2020 by Palatial Homes and designed by renowned interior designer, Shelley Wilkins has 2 swimming pools, spa, and direct backyard access to the beach path just 5 rows from the Atlantic Ocean. This property delivers exceptional craftmanship, timeless coastal design combined with modern luxury. The open concept great room offers a seamless flow between living, dining, and kitchen. Interior highlights include hardwood flooring throughout the entire home, extensive trim work, soaring ceilings, and Lutron lighting. Enjoy the dream kitchen designed for both entertaining and everyday living. There is luxurious first level owner suite with 3 spacious upper level guest ensuites. The outdoor living is spectacular with an upper level dipping pool/spa, screened porch with automatic screens, and a lower level impressive pool. The current owners added heated/cooled lower-level rooms by the garage creating a mud room, plentiful storage, a pool bath, and a game room. Used only as a second home, this property would make the perfect primary residence or an outstanding rental investment opportunity. This is a rare opportunity to own a newer home that truly delivers seamless indoor outdoor living, just moments from the beach, while offering the privacy and elevated amenities of Sea Pines Resort. Designed for gathering and connection, this one of a kind property sets the stage for unforgettable moments with family and friends for years to come.

8 Belted Kingfisher, 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.

85 Plantation Drive, Hilton Head Island
$4,100,000
5 Beds ⋅ 6 Baths ⋅ 4,858 SqFt. ⋅ HILTONHEAD-500930 MLS
A rare opportunity to own a new home on Harbour Town Golf Links, this exquisite Lowcountry-style residence blends timeless architecture with modern sophistication. Perfectly positioned along the iconic 15th fairway, it captures sweeping golf views and provides an unparalleled setting for both everyday living and effortless entertaining.Inside, soaring ceilings highlight interiors adorned with French Oak hardwood floors, elegant crown molding, designer lighting, and thoughtfully curated furnishings. The chefs kitchen is a showpiece, featuring Thermador appliances, a quartz island, farmhouse sink, and a full back kitchen designed for seamless entertaining.The owners suite is a private retreat with its own deck, spa-inspired bath, and custom walk-in closet. Upstairs, three guest ensuites, a bunk room, and a spacious flex living area create comfort for family and friends, while a private guest suite above the garage offers an ideal escape for visitors.Outdoors, enjoy a covered patio with built-in grill, beverage fridge, and Big Green Egg, all overlooking the heated and chilled saltwater pool framed by elegant wrought-iron fencing. Additional highlights include a 3-car garage with epoxy floors, EV hookup, and central vac.Sold furnished, this residence offers not only turnkey luxury and convenience, but also a front-row seat to the RBC Heritage Golf Tournamenta lifestyle without equal on Hilton Head Island.

85 Plantation Drive, Hilton Head Island

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

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.

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.

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.

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.

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.

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.

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.

79 Plantation Drive, Hilton Head Island
$3,100,000
6 Beds ⋅ 6 Baths ⋅ 4,385 SqFt. ⋅ HILTONHEAD-509564 MLS
Beautifully updated Sea Pines home overlooking Harbour Town Golf Links with panoramic views of the 15th green and fairway. Recent improvements include a new roof, new flooring, updated bathrooms, and a Trex deck, blending timeless character with thoughtful modern updates. Interior features soaring ceilings, a spacious living room with fireplace and built in bar, and a beautifully designed kitchen with two islands, granite countertops, and stainless appliances opening to a vaulted dining area and Carolina room. First floor primary suite offers two walk in closets along with an additional first floor guest suite. Large deck, pool, and spa create the perfect outdoor entertaining space. Located near Harbour Town, you are just moments from the marina, shops, restaurants, golf, and beach access, making this the perfect primary residence, second home, or investment property in Sea Pines.

79 Plantation Drive, Hilton Head Island

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

42 Harleston Green, Hilton Head Island
$3,100,000
4 Beds ⋅ 5 Baths ⋅ 3,897 SqFt. ⋅ HILTONHEAD-502118 MLS
Experience the ultimate in golf course living with this exceptional 4BR/4.5BA home perfectly positioned to capture panoramic views of Harbour Town Golf Links, home of the world-renowned RBC Heritage Golf Tournament. Enjoy multiple fairway views of the 3rd and 7th holes and the tee box of #8, offering unmatched scenery and privacy. Built by Tom Peeples and designed by William Vitto, this custom home combines timeless craftsmanship with elegant Lowcountry style. The open living and dining area showcases soaring ceilings, hardwood flooring, and expansive windows framing breathtaking pool and golf views. The open kitchen/family room features custom built-ins surrounding a wood-burning fireplace, granite countertops, custom cabinetry, and premium appliances. The first-floor owner suite is a serene retreat with stunning pool-to-golf views, hardwood flooring, dual walk-in closets, and a spa-inspired bath with soaking tub, tiled shower, and separate vanities. Upstairs, youll find three spacious guest ensuites plus an office, loft, and abundant storage ideal for family and guests. Recent updates by the current owners include a 2022 outdoor covered porch with metal roof and trex decking, new swimming pool with sundeck and travertine tile designed by Year Round Pool, and new landscaping. Other highlights include 2018 roof with copper accents and gutters (2022), Hardie plank siding, spray foam insulation, 2017/2018 HVAC, two 2017 water heaters, and termite bond.The 2-car garage offers epoxy flooring and two walk-in storage closets. This beautifully maintained home captures the best of Sea Pines living - elegant interiors, exceptional privacy, and spectacular golf course views at the heart of Harbour Town.

42 Harleston Green, Hilton Head Island

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

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