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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.

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.

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.

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.

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.

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.

20 Oyster Landing Road, Hilton Head Island
$3,080,000
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. Selling Office: Daniel Ravenel Sotheby's International Realty.

5 Bald Eagle Road, Hilton Head Island
$2,800,000
5 Beds ⋅ 6 Baths ⋅ 3,309 SqFt. ⋅ HILTONHEAD-507454 MLS
Price Improvement!! Welcome to 5 Bald Eagle - Sea Pines Resort. Gorgeous 4th-Row Ocean Home with Private Pool, Steps from the Beach! Escape to paradise at this recently remodeled 5-bedroom, 5-bathroom home, perfectly located just steps from Hilton Head Island's most beautiful beaches. Nestled in the exclusive Sea Pines Resort, this spacious and luxurious retreat is designed to offer the ultimate balance of comfort, tranquility, and recreation. Primary Main Floor Master Suite with its King bed, flat-screen TV, and a spacious ensuite bathroom. The 2nd Master Suite can be found upstairs with its King bed and a private full bath. Each of the Queen Suites has a Queen bed with a private full bath. The Bunk Room is complete with 2 bunk beds and a private full bath. The Bonus Room is perfect for relaxing, with easy access to bedrooms and a flat-screen TV. Outside, you will enjoy the large, private pool and spa with expansive deck, gas BBQ grill, outdoor seating, and privacy fencing. Ideal for morning coffee, evening cocktails, or soaking up the South Carolina sun. The open floor plan with wall-to-wall windows for stunning natural light and views - multiple living areas with flat-screen TVs. The fully equipped eat-in kitchen is perfect for preparing meals or entertaining, with all the appliances - including a gas cooktop, cookware, and dining essentials. The kitchen opens into the keeping room with its wet bar, icemaker, wine chiller, beverage fridge & fireplace overlooking the pool and deck area, making this a perfect place to entertain or host friends & family gatherings. It is just a short walk to Hilton Head's pristine beaches for swimming, sunbathing, and sandcastle-building. Sea Pines offers 4 championship golf courses, including Harbour Town Golf Links, the host of The Heritage Golf Tournament. Tennis and pickleball courts at world-class racquet clubs. Biking, walking, and jogging on 15 miles of scenic leisure paths. This is much more than a home, it's a lifestyle on HHI!

5 Bald Eagle Road, Hilton Head Island

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

5 Heritage Court, Hilton Head Island
$2,798,000
5 Beds ⋅ 5 Baths ⋅ 3,872 SqFt. ⋅ HILTONHEAD-510379 MLS
Welcome to 5 Heritage Court! This beautifully designed newer-style home offers an exceptional blend of space, comfort, and privacy in the highly sought-after Heritage Woods community within Sea Pines.Featuring 5 spacious bedrooms and 5 full bathrooms, the home is thoughtfully designed with multiple gathering areas, making it ideal for hosting family and friends. Nestled on a quiet cul-de-sac, the property enjoys a private setting backing to Sea Pines open space, providing a peaceful natural backdrop.Just two doors from the leisure trail, you'll enjoy a convenient bike ride or stroll directly to the beach. Whether you're looking for a primary residence, second home, or investment property, this home checks every box.Outdoor living is enhanced by a recently resurfaced pool and the addition of a relaxing spa, creating the perfect setting for entertaining or unwinding after a day on the island. With its desirable location, spacious floor plan, and excellent rental potential, 5 Heritage Court offers a rare opportunity to enjoy the best of Hilton Head Island living.

5 Heritage Court, Hilton Head Island

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

2 Willow Oak W Road, Hilton Head Island
$2,750,010
4 Beds ⋅ 5 Baths ⋅ 3,216 SqFt. ⋅ HILTONHEAD-504056 MLS
Welcome to 2 Willow Oak Road West, an extraordinary and masterfully renovated residence located in the heart of Sea Pines on Hilton Head Island. Thoughtfully redesigned with impeccable attention to detail, this stunning home now offers 4 bedrooms, 4.5 bathrooms, and a seamless blend of modern luxury and Lowcountry sophistication. Every inch of the home has been transformed, featuring top-of-the-line appliances, including a Fulgor Milano Fridge/Freezer ($25,000 value), Perlick Wine Fridge, a brand new Jen Air Gas range/stove with downdraft, new stainless steel microwave, and two Dishwashers for ultimate convenience, PLUS 2-brand new hot water heaters, and brand new roof. An additional bedroom and bathroom were added to enhance both functionality and comfort, creating ideal accommodations for family and guests alike. The open-concept living spaces flow effortlessly to the outdoors, where a brand-new wraparound and extended Trex deck provides the perfect setting for entertaining or relaxing while enjoying breathtaking views of the 16th hole of the Heron Point Golf Course. Situated on a private 1.09 acre lot, the property offers a rare level of privacy and space. The resort-style backyard features a brand new in-ground pool and hot tub, completing this exceptional outdoor oasis. Located within the world-renowned Sea Pines Resort, residents enjoy access to 3 championship golf courses with flexible access, pristine beaches, marina, dining, and endless amenities. Ideally situated in the heart of the community, you're just minutes from Harbour Town, the Sea Pines Beach Club, Lawton Stables, the Forest Preserve, and the miles of scenic bike trails that connect it all. This is a truly exceptional opportunity to own a move-in-ready luxury home in an unparalleled setting.

2 Willow Oak W Road, Hilton Head Island

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

24 Governors Lane, Hilton Head Island
$2,675,000
4 Beds ⋅ 5 Baths ⋅ 4,000 SqFt. ⋅ HILTONHEAD-507551 MLS
A custom-built Sea Pines residence by renowned builder, Hagood Homes of the Lowcountry. This home skillfully combines contemporary amenities with generous living spaces, featuring 4 bedrooms and 4.5 bathrooms, as well as ample indoor and outdoor areas. Key architectural elements include: a chef's kitchen featuring custom-built cabinetry, premium appliances, an expansive walk-in pantry for optimal organization, a scullery- perfect for hosting gatherings and a wet bar with glass shelving. The great room features a cathedral, tongue-and-groove ceiling with an adjacent Carolina room with shiplap walls and abundant natural light. Additional features include a study/library nook, low-rise stairs leading to a media room finished in shiplap with a mini-bar, and an additional versatile flex room that can serve as an office, gym, or studio. Outdoor living is elevated by a screened porch complete with a tongue-and-groove cathedral ceiling and a built-in grilling station. The salt water pool features a sun shelf and spa overlooking the tranquil wooded backyard. A two-car side garage is equipped with an electric vehicle charger and an elevator leading to the first floor. Countless additional features await your discovery, all just a quick bike ride away from world-class amenities and the stunning beaches of Hilton Head Island.

24 Governors Lane, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry. Selling Office: Howard Hanna Allen Tate Lowcountry.

19 Mizzenmast Court, Hilton Head Island
$2,575,000
3 Beds ⋅ 3 Baths ⋅ 2,184 SqFt. ⋅ HILTONHEAD-508697 MLS
A truly onе-of-а‐kind οffеrіng in Ѕеa Pines, 19 Mizzеnmaѕt Court is an exceptionally rare opportunity to own a fully remodeled townhome with sweeping views across the 18th fairway of Harbour Town Golf Links to the Calibogue Sound. Thoughtfully upgraded with high-end finishes throughout and gently used only as a second home, this residence shows like a designer model and delivers a level of quality seldom found in this setting. A welcoming courtyard entry leads to the main level where a light-filled family room opens seamlessly to a covered deck with breathtaking, unobstructed views. The beautifully appointed kitchen and bar area are ideal for both everyday living and entertaining, while a private guest suite with en suite bath completes this level. The lower level is anchored by a luxurious primary suite featuring a spa-inspired bath, expansive custom closet, and a private laundry room. An additional bedroom with full ensuite bath-currently styled as a home office with a built-in Murphy bed-offers flexibility for guests or work-from-home needs. Outdoor living is elevated with three distinct levels of space: a main covered deck designed for soaking in the views, a private lower deck off the primary suite, and a ground-level paver courtyard complete with a hot tub for ultimate relaxation. Throughout the home, thoughtful details abound, including soaring cathedral ceilings, tall windows that frame the scenery, plantation shutters, designer lighting, and rich hardwood floors. Additional highlights include aluminum railings on both front and rear exteriors, a propane fireplace in the family room, and a second fireplace in the primary suite. Fully updated and meticulously maintained, 19 Mizzenmast Court delivers an unparalleled Sea Pines lifestyle with iconic views and exceptional craftsmanship at every turn.

19 Mizzenmast Court, Hilton Head Island

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

7 Red Maple Road, Hilton Head Island
$2,575,000
4 Beds ⋅ 4 Baths ⋅ 3,400 SqFt. ⋅ HILTONHEAD-506349 MLS
Gorgeous! Just gorgeous! Extensively renovated in 2022, this beautifully reimagined, single-level, Sea Pines residence blends refined design with exceptional privacy on an oversized (1/2 acre+) property. Relax and recharge and take a refreshing dip in the private pool with scenic golf views beyond, while the cart path on the other side of the fairway adds to the privacy. The open, light-filled interior features hardwood flooring, smooth ceilings with vaulted areas, plantation shutters, and current finishes throughout. A designer chef-inspired kitchen showcases an oversized quartz island, upgraded stainless appliances, recessed LED lighting, and picturesque views from abundant windows and glass. Four (well-positioned) bedrooms, including a large bunk-style room for the youngies, a double garage, AND a new roof in 2022. Note that the leisure trail at the end of the street connects to Plantation Club and the Beach Club!

7 Red Maple Road, Hilton Head Island

Listing courtesy of Collins Group Realty. Selling Office: Harbour & Home Real Estate.

8 Marsh Wren Road, Hilton Head Island
$2,500,000
3 Beds ⋅ 3 Baths ⋅ 2,467 SqFt. ⋅ HILTONHEAD-511327 MLS
Imagine beginning each day with a short walk to one of Hilton Head Island's most beautiful beaches - just 200 steps from your door to the sand. Set in a coveted third-row location directly on the beach path, beneath a canopy of mature live oaks and palms, 8 Marsh Wren Road offers effortless access to Sea Pines' five miles of pristine Atlantic coastline, where morning walks, sunrise swims, and salt air become part of everyday life. The generous 106' x 120' lot is the true value here - a rare, buildable homesite in one of the Island's most sought-after beach communities, offering room for a pool, expansive outdoor living, and a residence designed exactly to your vision. For the ambitious buyer, the existing home presents an opportunity to undertake a transformative renovation and bring fresh life to this beachside setting. Whether you're drawn to the sunrises and salt air, the ease of beach access with the path just off the property, or the ability to bring your own luxury coastal vision to life in Sea Pines, 8 Marsh Wren Road presents a rare opportunity. Whether the goal is an ambitious renovation or a new coastal residence, 8 Marsh Wren Road presents a compelling opportunity to invest in the location, lot, and lifestyle that make Sea Pines beach-life so desirable.

8 Marsh Wren Road, Hilton Head Island

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

1 Laughing Gull Road, Hilton Head Island
$2,499,000
4 Beds ⋅ 4 Baths ⋅ 2,464 SqFt. ⋅ HILTONHEAD-505476 MLS
Don't let this opportunity get away! Fabulous beach-oriented home, located on the 4th row in Sea Pines and just a three-minute walk to the beach, this beautifully updated four-bedroom Sea Pines beach home with private pool offers the perfect blend of Lowcountry charm, spacious design, and relaxed coastal living. The heart of the home is the spectacular great room with soaring vaulted ceilings, exposed beams, and abundant natural light. A dramatic fireplace anchors the living area while the open floor plan flows seamlessly into the renovated kitchen featuring a large marble island, stainless steel appliances, and generous bar seating-perfect for gathering and entertaining. Sliding glass doors open to a private outdoor retreat surrounded by lush landscaping. The expansive deck and patio overlook a sparkling private pool, creating a wonderful setting for outdoor dining, relaxing afternoons, and evenings after a day at the beach. The primary suite offers vaulted ceilings, peaceful views, direct access to the patio and pool area, and a spacious bath with dual vanities and walk-in shower. Two additional first-floor bedrooms provide comfortable accommodations for family or guests, including one with a private en-suite bath. Upstairs, a spacious bedroom with its own bath offers an ideal retreat for kids or visiting guests. You will not want to miss this beach home that is an easy walk to the beach and just a short bike ride to The Sea Pines Beach Club, Harbour Town, South Beach Marina, world-class golf, dining, and miles of leisure trails-offering the very best of Hilton Head Island living.

1 Laughing Gull Road, Hilton Head Island

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

16 Indigo Lane, Hilton Head Island
$2,495,000
4 Beds ⋅ 5 Baths ⋅ 3,428 SqFt. ⋅ HILTONHEAD-448645 MLS
Brand-new construction in the heart of Sea Pines! Perfectly positioned in the highly sought-after Lawton Woods neighborhood, this exceptional home is just a short walk or bike ride to the beach and the outstanding amenities that make Sea Pines so special. Designed with both comfort and style in mind, the main level features a bright, open-concept floor plan that seamlessly connects the living room, dining area, and kitchen - creating an inviting space ideal for everyday living and effortless entertaining. Large windows fill the home with natural light, enhancing the airy, coastal feel throughout. Just off the living and dining areas, a screened-in porch extends your living space outdoors, offering the perfect setting for year-round relaxation while overlooking the tranquil lagoon. Whether enjoying a quiet morning coffee or hosting friends in the evening, this peaceful backdrop adds to the home's charm. Upstairs, the spacious primary suite provides a private retreat, complete with its own outdoor deck - an ideal spot to unwind and take in beautiful sunset views at the end of the day. Construction is almost complete, offering the exciting opportunity to enjoy a beautifully finished new home in the very near future!

16 Indigo Lane, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Howard Hanna Allen Tate Lowcountry.

20 Spinnaker Court, Hilton Head Island
$2,450,000
5 Beds ⋅ 7 Baths ⋅ 3,900 SqFt. ⋅ HILTONHEAD-506467 MLS
Spectacular sunset views, walking happy hour strolls in the early evening, steps from the famed 18th fairway of Harbour Town Golf Links, this Sea Pines luxury, fee- simple townhome captures views of the Calibogue Sound and the green from it's kitchen, rooms, rooftop deck (and newly being build 16 x 16 foot deck off the main floor). Designed for the discerning buyer, homeowner, or investor, this exquisite five bedroom, five-and-a half bath residence combines refined craftmanship with timeless architectural detail. A soaring two-story great room showcases exposed wood beams, heart pine flooring, and custom millwork that set a tone of quality. Over 400k in prior enhancements - including newer roof, HVAC systems, hurricane-rated windows, designer kitchen, updated pool and spa, and high end furnishings (sold furnished, rental ready) - and an additional 130K in exterior refinements of stucco, skylights, trim and paint. The current owner is expanding the living experience with a custom 16' x 16' deck off the kitchen, offering panoramic views, and an add on spiral staircase that leads down to the private pool and outdoor BBQ area for nightly entertainment. Elegant and meticulously maintained, positioned in the heart of Harbour Town, owners and renters enjoy direct access to world-class golf, tennis, pickleball, dining, beach front access, and the island's best biking trails (leading minutes to the beach). During RBC Heritage week, enjoy the excitement of tournament play just beyond your doorstep from one of Sea Pine's most exlusive vantage points. Current rentals on the books - established relationship with The Sea Pines Resort Rentals & exceptional rental projections, makes this a rare offering where investment meets signature Hilton Head Island luxury. This opportunity won't last long.

20 Spinnaker Court, Hilton Head Island

Listing courtesy of EXP Realty LLC. Selling Office: Collins Group Realty.

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