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$785,000
ACTIVE Status 6 Beds 8 Baths 4,622 SqFt. HILTONHEAD-512378 MLS Seaside Sparrow SubDv.
New co-ownership opportunity: Own one-eighth of this professionally managed, turnkey home by Pacaso. Seaside stands on Seaside Sparrow Road in Hilton Head Island, a recently renovated second-row ocean home with a broad driveway, mature landscaping and a classic coastal exterior with double doors. The architecture spans two levels, with coffered ceilings and French doors on the main floor giving way to a soaring vaulted wood ceiling in the upper level great room. The main floor has a sitting area with a wet bar and tray ceiling, opening to the patio, pool and screened sun porch. Upstairs, the great room centers on a fireplace beneath the vaulted wood ceiling, alongside a generous dining area and a kitchen with dark stone countertops, white cabinetry, pendant lighting and a large island. The primary suite has a curved balcony overlooking the pool and an en suite bath with a tiled shower and dual vanities. Five additional bedrooms including a bunk room complete the layout. The pool, hot tub, screened porch and outdoor fireplace and grill area give Seaside a full outdoor sequence suited to larger groups. The beach is a short walk away, and Harbour Town, Sea Pines Resort's golf courses and the island's bike trail network are all close at hand. Seaside is fully designed, furnished and managed by Pacaso. Owners arrive to find the home exactly as it should be every time.

9 Seaside Sparrow Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC.

$7,050,000
ACTIVE Status 5 Beds 6 Baths 5,278 SqFt. HILTONHEAD-511871 MLS Ruddy Turnstone SubDv.
Welcome to 34 Ruddy Turnstone - a classic custom-built oceanfront home in Sea Pines designed by renowned Hilton Head architect Jakie Lee. Perfectly positioned on a large private homesite, this timeless residence showcases the charm, craftsmanship, and thoughtful design that define the finest Sea Pines properties. Exceptional quality is evident throughout with wide stairways, custom woodworking, soaring ceilings, and solid-core doors, all blending to create an atmosphere of relaxed yet refined coastal living. Designed for both comfort and entertainment, the home offers generous indoor and outdoor living spaces, including a heated pool and spa surrounded by lush privacy. The second level features the private Primary Suite with a sitting area, a spacious Great Room, Dining Room, and Eat-In Kitchen - all opening to an expansive IPE wood deck with elevated views overlooking the pool and the Atlantic Ocean. The entry level welcomes guests through a covered entrance into a dramatic foyer with high ceilings and access to the large Family Room complete with built-in beverage coolers and bar area. From here, enjoy seamless access to the covered porch, pool/spa and private beach path. Three Guest Bedrooms, each with their own Ensuite Bath, are also located on this level, along with an additional full bath and Laundry Room for added convenience. A fourth Guest Bedroom and full-size private Office with balcony occupy the mid-level, providing additional flexibility for family and guests. A newly installed elevator with service to all four levels, ensuring effortless enjoyment throughout the home. Thoughtfully designed and meticulously maintained by its original owners as a cherished second home, this exceptional oceanfront retreat offers the rare opportunity to enjoy a classic Sea Pines residence exactly as it is today - or reimagine and personalize it over time to create your own coastal legacy.

34 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$7,950,000
ACTIVE Status 7 Beds 5 Baths 6,034 SqFt. HILTONHEAD-510860 MLS Red Cardinal SubDv.
One of the finest oceanfront residences in Sea Pines, this custom-built home was thoughtfully designed for multi-generational living and showcases exceptional craftsmanship, timeless architecture, and views of the Atlantic Ocean. Offering an open-concept design filled with natural light, the home features multiple gathering spaces, four fireplaces, two entertainment rooms with full-service bars, a private office, and luxurious accommodations throughout. The chef's kitchen is a masterpiece of both form and function, appointed with premium Dacor, Wolf, Miele, and Sub-Zero appliances, custom cabinetry, striking green onyx countertops, and expansive preparation and dining areas designed for entertaining on any scale. From the moment you arrive, architectural details inspired by Frank Lloyd Wright set this home apart, beginning with a tranquil koi pond entrance. An oceanfront oasis awaits, featuring a large swimming pool, heated spa, private beach walkway, and white Italian marble framing the pool. Combining warmth, artistry, and unparalleled quality, this remarkable Sea Pines residence offers a rare opportunity to own one of Hilton Head Island's most distinguished oceanfront homes.

21 Red Cardinal Road, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$8,995,000
ACTIVE Status 5 Beds 6 Baths 5,837 SqFt. HILTONHEAD-510013 MLS Ruddy Turnstone SubDv.
Positioned directly on the Atlantic Ocean within the prestigious Sea Pines Resort, 33 Ruddy Turnstone Road is an extraordinary 5-bedroom, 4.5-bath oceanfront estate where timeless coastal architecture, resort-style amenities, and uncompromising craftsmanship come together to create one of Hilton Head Island's premier waterfront residences. Spanning approximately 5,837 square feet, commercial-grade marble and hardwood floors set the tone throughout an interior designed for effortless coastal living. The chef's kitchen is equipped with Wolf appliances and a Sub-Zero refrigerator, seamlessly connecting the main living areas to the outdoor entertaining spaces. Just beyond, a stunning new 2026 pool and spa overlook a wide stretch of private beach and panoramic Atlantic views. A dramatic floating translucent staircase connects three thoughtfully designed levels, each curated for entertaining. The top-floor Sky Bar & Bedroom features folding glass walls opening to an expansive oceanfront terrace, complete with a wet bar, ice maker, and refrigerator. The ground-level sports bar offers the same indoor-outdoor experience through its folding glass wall, while the 1,800-bottle climate-controlled wine room with an eSommelier system creates an unforgettable centerpiece. A 20-zone Sonos sound system serves every room and outdoor living area, all controlled from your phone. Above the three-car garage, a fully finished, independent flex space offering 2 full bedrooms plus a punk loft with its own HVAC, water heater, and electrical system provides ideal accommodations for guests, extended family, a private office, or fitness studio. The garage itself is equally well-appointed with a second Sub-Zero refrigerator, sink, ice maker, and wine cooler. Additional highlights include a Tesla charger, 1,000-pound elevator, whole-house water filtration, tankless water heaters, highest-rated hurricane-impact windows and doors, outdoor bar & grill, a new 2024 roof, and professionally redesigned landscaping in 2026. Located within Sea Pines Resort, owners enjoy private beach access, 90 holes of championship golf including Harbour Town Golf Links, miles of leisure trails, world-class dining, boutique shopping, and the island's premier resort amenities. Whether you're seeking a primary residence, luxury vacation home, or an exceptional short-term rental investment, 33 Ruddy Turnstone Road offers an extraordinary opportunity to own one of Hilton Head Island's premier oceanfront properties.

33 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$7,400,000
PENDING Status 4 Beds 4 Baths 5,194 SqFt. HILTONHEAD-506820 MLS Belted Kingfisher SubDv.
Rare oceanfront land. Exceptional privacy. Substantial 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.

$4,190,000
ACTIVE Status 5 Beds 6 Baths 3,880 SqFt. HILTONHEAD-504388 MLS Ruddy Turnstone SubDv.
Welcome to a remarkable coastal retreat ideally positioned just steps from the sand in the heart of Sea Pines. This exceptional second-row ocean home offers the perfect blend of refined craftsmanship, spacious design, and effortless island living, all within one of Hilton Head Island's most coveted communities. Just moments from the beach, the property captures the essence of relaxed luxury with inviting indoor and outdoor living spaces designed for both everyday comfort and memorable gatherings. Spanning approximately 3,800 square feet, this beautifully furnished residence features five spacious bedrooms, each with its own en-suite bath, creating a private and comfortable experience for owners and guests alike. Multiple primary suites provide flexibility and convenience, while expansive living areas offer an ideal setting for entertaining or unwinding after a day on the water. Soaring ceilings, custom built-ins, and rich natural materials such as heart pine flooring enhance the home's warm coastal character, while Saturnia stone baths and thoughtfully selected finishes reflect quality throughout. At the heart of the home, the kitchen is equipped for both casual meals and entertaining, featuring granite countertops, stainless steel appliances, and generous workspace. Adjacent dining and living areas flow seamlessly to outdoor spaces, where a heated pool and spa create a private resort-style setting perfect for year-round enjoyment. Covered porches and balconies provide additional spaces to relax, dine al fresco, or enjoy the ocean-oriented setting and coastal breezes. Beyond the property, residents enjoy access to the world-class amenities of Sea Pines, including pristine beaches, championship golf, tennis and pickleball, marinas, miles of leisure trails, dining, shopping, and the iconic Harbour Town. Whether used as a primary residence, second home, or investment opportunity with strong rental appeal, this coastal haven offers an exceptional lifestyle in one of Hilton Head Island's most celebrated communities.

30 Ruddy Turnstone Road, Hilton Head Island

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

$4,200,000
ACTIVE Status 4 Beds 4 Baths 2,918 SqFt. HILTONHEAD-504969 MLS Brown Pelican SubDv.
This exceptional second-row ocean home in Sea Pines offers a compelling blend of location, scale, and long-term flexibility. Just steps to the beach, expansive first- and second-level balconies capture ocean views and coastal breezes, while a private pool creates an ideal setting for outdoor living and entertaining. Inside, nearly 3,000 square feet of light-filled living space showcases an open-concept design with oversized windows and skylights. The thoughtfully designed floor plan includes 4 bedrooms plus a bunk room and 3.5 baths, providing flexible accommodations for family, guests, or rental demand. The first level features a secondary primary suite, while additional bedrooms are connected by a Jack and Jill bath, creating functional and private guest spaces. Upstairs, the primary suite serves as a quiet retreat. A fully equipped kitchen, garage parking, washer and dryer, gas grill, and electric vehicle charger enhance everyday functionality. Enjoy easy access to the beach and a short walk to South Beach Marina, offering premier tennis and pickleball facilities, or relax and dine at the iconic The Salty Dog Cafe. Whether positioned as a legacy coastal retreat or a high-performing investment property, this home represents a rare opportunity in one of Hilton Head Island's most desirable ocean-oriented communities.

1 Brown Pelican Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$7,650,000
CLOSED Status 5 Beds 7 Baths 5,617 SqFt. HILTONHEAD-504571 MLS Ruddy Turnstone SubDv.
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.

$9,495,000
ACTIVE Status 4 Beds 5 Baths 4,025 SqFt. HILTONHEAD-504472 MLS Canvasback SubDv.
A custom-built oceanfront home that is defined by exceptional craftsmanship and an enduring coastal presence located in the world-class Sea Pines community. Designed by architect Neil Gordon and built by Cambridge Builders, 52 Canvasback offers the best in oceanfront living. A welcoming entrance foyer with double height ceilings invites you to appreciate the coastal views and the beautifully-executed architectural details. The rich wood detailing, hardwood floors, extensive custom millwork, and two fireplaces complement the finely-crafted spaces. The open living, dining, and kitchen areas flow naturally for everyday living and entertaining, supported by a butler's pantry and separate laundry room. A first-floor primary suite and wood-paneled office offer privacy and convenience, while 3 oversized, en-suite bedrooms upstairs and an oceanfront balcony provide plenty of room for friends and family. An expansive oceanfront pool deck extends the living space outdoors, creating a natural backdrop for lasting memories in an idyllic setting. Beach access via a private beach walkway. Timeless design, thoughtful details, craftsmanship and a stunning oceanfront location make this home an exceptional opportunity. Bunk room plans for heated and conditioned storage room available in documents. All information in this listing is deemed reliable but is not guaranteed and should be verified by Purchaser.

52 Canvasback Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$6,999,000
ACTIVE Status 5 Beds 6 Baths 3,669 SqFt. HILTONHEAD-500303 MLS Oyster Catcher SubDv.
Welcome to your coastal sanctuary in Sea Pines Resort-an exquisite 2ND ROW new-construction home designed for luxury living and / or exceptional rental potential. This 5-bedroom, 5.5-bath masterpiece offers approximately 3,669 heated square feet of finely crafted space, perfectly positioned on a 2nd-row homesite with STRONG OCEAN VIEWS and effortless access to the wide white sand beaches of Hilton Head Island.From the moment you enter, a private elevator and light-filled foyer set the tone for a home that blends coastal elegance with modern comfort. The open-concept main level showcases a chef's kitchen with premium appliances, custom cabinetry, and a large island that flows seamlessly into the dining and living areas-ideal for entertaining large groups or enjoying intimate family gatherings. Expansive windows and glass doors draw your eye outward to the ocean and to the resort-style outdoor living spaces.Step outside to your private oasis: an infinity-edge pool and spa that appear to melt into the horizon, framed by a spacious covered lanai and multiple porches. Enjoy al fresco dining, lounging, or watching the sunset by the outdoor fireplace-this home was designed to embrace indoor-outdoor living at its finest. Just steps away, a convenient beach path delivers you onto one of Hilton Head's most beautiful stretches of sand.Each of the six bedrooms is thoughtfully appointed with its own en-suite bath, offering comfort and privacy for owners and guests alike. Multiple primary suites, generous bunk or guest rooms, and carefully planned bath layouts make this home ideal for multi-generational living or high-occupancy vacation rentals. The half bath is perfectly positioned for pool and common-area use.Every detail was considered for both luxury and durability: high-end finishes, impact-rated windows and doors, designer lighting, and a floor plan optimized for today's coastal lifestyle. Ample storage, a ground-level drop zone for beach gear, and flexible gathering spaces ensure that the home is as functional as it is beautiful.

18 Oyster Catcher Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$6,100,000
ACTIVE Status 5 Beds 5 Baths 4,449 SqFt. HILTONHEAD-500143 MLS Beach Lagoon SubDv.
Welcome to 30 E Beach Lagoon, a stunningly remodeled Oceanfront home located on one of Sea Pines most prestigious streets. Rarely does a property blend luxury, charm, and location this seamlessly. Designed with timeless coastal elegance, this home offers an exceptional lifestyle, 5 bedrooms, 5 baths, and just steps from your private deeded beach access. Inside, soaring vaulted ceilings with exposed beams, a masonry brick fireplace, and wide-plank wood floors create a warm, inviting atmosphere. The kitchen features high-end natural wood cabinetry, sleek countertops, and stainless steel appliances ideal for entertaining or quiet mornings at home. The main house flows beautifully into a spacious living area filled with natural light, while the private, attached guest house offers flexibility for hosting friends or extended family. The primary suite features a private deck with peekaboo ocean views and easy access via the in-home elevator. Outside, enjoy your own private pool surrounded by lush, mature landscaping, creating a serene retreat that feels both secluded and coastal. The home also includes a two-car garage and has never been used as a rental, offering pristine condition and pride of ownership. Whether you're searching for a luxury second home or a high-performing short-term rental, 30 E Beach Lagoon delivers on all fronts location, design, and lifestyle all within the gates of Sea Pines Resort.

30 E Beach Lagoon Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$9,250,000
CLOSED Status 5 Beds 5 Baths 4,450 SqFt. HILTONHEAD-454956 MLS Green Heron SubDv.
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.

$5,020,000
CLOSED Status 5 Beds 6 Baths 4,501 SqFt. HILTONHEAD-453573 MLS Atlantic Pointe SubDv.
Introducing an iconic coastal view beyond compare. Perfectly positioned on one of Sea Pines most coveted streets, 17 Atlantic Pointe captures a one-of-a-kind scene - the rolling green of Atlantic Dunes iconic 15th hole, seamlessly giving way to the endless horizon of the Atlantic Ocean. Walls of windows flood the interiors with natural light and frame postcard-worthy vistas from nearly every room. Two primary suites, an elevator, and an extraordinary outdoor setting invite effortless coastal living. Meticulously maintained with an extraordinary backdrop, this residence allows you to bring your own aesthetic vision to life. Private beach access, pool, tennis, and pickleball for Atlantic Pointe residents and guests. Tucked at the quiet end of a cul-de-sac, this home blends architectural elegance, exclusivity, and a view that will never be duplicated. Don't miss this once-in-a-lifetime opportunity.

17 Atlantic Pointe Drive, Hilton Head Island

Listing courtesy of Greenplate Group Brokered by eXp Realty. Selling Office: Hilton Head Luxury Homes, Inc.

$3,390,000
ACTIVE Status 4 Beds 5 Baths 3,100 SqFt. HILTONHEAD-452729 MLS South Beach S/D SubDv.
SECOND ROW OCEANFRONT HOME IN THE SOUTH BEACH AREA OF SEA PINES PLANTATION is available to make your dreams come true!!! LOCATION! LOCATION! LOCATION! Living life in the Low Country only MINUTES away from our nationally recognized beach is now a REALITY! This custom built 2nd ROW OCEAN beauty has very close proximity to the beach & to the South Beach Marina area where your ultimate island experiences await. There are soooooo many direct views of the ocean from the multiple levels and balconies! All newly renovated coastal bathrooms give this home a current vibe! Fun local activities include biking, boating, dining, shopping, kayaking, dolphin watching, tennis, pickle ball & MORE! The cathedral ceilings in the living area, travertine floors & open concept living w/outside wrap-around balconies towards the ocean complement the Low Country lifestyle! The kitchen has a Viking stove, newer refrigerator, floating shelves, Italian imported marble countertops & a huge pantry! The entire lowest floor has as much space as you can imagine to store all your beach/pool/bikes and MORE!! During high season you can take the trolley anywhere in Sea Pines so you can park your car and never have to drive while you are visiting. The gorgeous pool has a spa with a water fountain and the pool also has had a heater added to it so you can swim in the pool year round! If you are looking for the perfect house in the PERFECT easy location....you have just found it!

4 Gadwall Road, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$7,300,000
CLOSED Status 5 Beds 7 Baths 5,386 SqFt. HILTONHEAD-452596 MLS Ruddy Turnstone SubDv.
Own this architecturally custom-crafted 5BD/6.5BA, 1st row, oceanfront masterpiece in the world-class Sea Pines community on Hilton Head Island. Dramatic ocean views, substantial woodwork, custom beams, solid 8’ doors & skylights that bathe the space in natural light & beauty. Large gathering spaces including expansive great room, screened porch, multiple outdoor decks, study, oversized bdrms & massive bonus/rec room. Private walkway to beach + pool. Primary, vacation home, or a coveted short-term rental. The home is set back on a large lot w/ pines, live oaks & a natural landscape yet the ocean waves & sandy beach still take center stage.

36 Ruddy Turnstone Road, Hilton Head Island

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

$10,995,000
PENDING Status 7 Beds 9 Baths 6,200 SqFt. HILTONHEAD-452384 MLS Grey Widgeon SubDv.
An oceanfront masterpiece designed for elevated coastal living and exceptional entertaining. The open great room - anchored by a coffered ceiling and fireplace-flows seamlessly into an expansive chef's kitchen with a generous center island and an ocean-view dining area. On the main level, the primary suite enjoys serene pool-to-ocean vistas, while a private study with sleeper sofa and adjacent full bath offers flexible accommodations. Upstairs, four guest suites capture sweeping ocean views, complemented by two bunk rooms-each with its own full bath-creating an ideal retreat for multi-generational gatherings. Outdoors, a resort-caliber setting awaits: a large private pool with heated spa and separate children's pool, plus an exclusive boardwalk leading directly to the beach. A covered patio with outdoor kitchen, spacious dining area, and TV lounge completes the experience-perfect from sunrise coffee to evening cocktails. Solar panels support efficient heating and cooling. Proven rental performance exceeds $500,000 in 2024 and 2025. For the discerning oceanfront buyer, this is a must-see.

15 Grey Widgeon Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach (505).

$3,100,000
CLOSED Status 5 Beds 5 Baths 2,855 SqFt. HILTONHEAD-451139 MLS Spotted Sandpiper SubDv.
This rare 2nd-row property offers an unbeatable location just steps from the beach, combining coastal charm with modern comforts. This 5-bedroom, 5-bath home was thoughtfully expanded and upgraded in 2012, featuring an open-concept kitchen and family room, a private pool and spa surrounded by lush landscaping, and a fenced yard for added privacy. The upper level boasts a primary suite and two ensuite bedrooms, while the lower level provides additional living space, pool access, and two more bedrooms. This exceptional home in Sea Pines offers both relaxation and future development potential in one of the area’s most coveted locations!

13 Spotted Sandpiper Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Sea Pines Real Estate - Beach Club.

$14,234,500
CLOSED Status 6 Beds 9 Baths 7,000 SqFt. HILTONHEAD-450301 MLS Brown Pelican SubDv.
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.

$6,700,000
CLOSED Status 4 Beds 3 Baths 2,364 SqFt. HILTONHEAD-450130 MLS Painted Bunting SubDv.
Step into a world of serene coastal beauty with this enchanting oceanfront property in the heart of Sea Pines Resort. This is a once-in-a-lifetime opportunity to own one of the largest oceanfront lots in the community, boasting an impressive 135 feet of ocean frontage. While the existing home exudes classic charm and is perfect for creating unforgettable memories, the true value lies in the remarkable land itself—a blank canvas for your dream oceanfront retreat. Until you're ready to build, the current home offers incredible rental potential, featuring a welcoming atmosphere and everything needed for a quintessential seaside escape.

16 Painted Bunting Road, Hilton Head Island

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

$5,950,000
CLOSED Status 5 Beds 7 Baths 4,383 SqFt. HILTONHEAD-449116 MLS Piping Plover SubDv.
Amazing ocean views and sunrises await you at this 2nd row Sea Pines home! This stunning 5 bedroom, 6 ½ bathroom home has all the amenities anyone could ask for in a beach home. The open living room seamlessly transitions into the chef’s kitchen, dining area, and outdoor living space with access to the pool & beach path. Just off the kitchen is one of two primary suites. Upstairs you’ll find the bunk room, 2 guest suites, upstairs living area, and the upstairs primary suite with outdoor living area and panoramic ocean views! 13 Piping Plover has been wonderfully designed, decorated, and built to enjoy every element of the Sea Pines lifestyle.

13 Piping Plover Road, Hilton Head Island

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

$9,000,000
CLOSED Status 6 Beds 7 Baths 5,145 SqFt. HILTONHEAD-448257 MLS Oyster Catcher SubDv.
Welcome to 23 Oyster Catcher Road, a custom-built home featuring 6 bedrooms, 5 full and 2 half bathrooms, and sweeping views of the Gold Coast. This private, oceanfront residence offers luxurious living within the Sea Pines community. Each space was designed for elegance and comfort, including the entrance foyer, eat-in kitchen with high-end appliances, bright family room, and separate dining room. The home also features a bonus room, den, spacious laundry/utility room, and an elevator for added convenience. Embrace the outdoors with the pool/spa area, front and back porches and a patio balcony to complete the coastal experience.

23 Oyster Catcher Road, Hilton Head Island

Listing courtesy of Daniel Ravenel Sotheby's International Realty. Selling Office: Beverly Serral Signature Properties.

$3,700,000
CLOSED Status 5 Beds 6 Baths 4,414 SqFt. HILTONHEAD-447644 MLS Black Duck SubDv.
Exceed your expectations with this stunning 5-bedroom, 5.5-bath coastal retreat, perfectly situated just two rows from the beach in the coveted South Beach neighborhood of Sea Pines Plantation. This beautifully renovated home offers multiple spacious living areas and an expansive outdoor oasis, featuring two covered verandas, a raised deck, and a newly refinished swimming pool and spa. The home is being sold fully furnished, and updates include new hardwood flooring, two luxurious master baths, 2 new HVAC systems, a durable metal roof, modern exterior railings, and elevator. Enjoy coastal living at its finest in this move-in-ready gem!

3 Black Duck Road, Hilton Head Island

Listing courtesy of Charter One Realty. Selling Office: Sea Pines Real Estate South Beach.

$6,400,000
CLOSED Status 5 Beds 7 Baths 5,637 SqFt. HILTONHEAD-447051 MLS Ruddy Turnstone SubDv.
Breathtaking ocean views from this classic Sea Pines 5 bed/7 bath oceanfront home. Built by high-end builder Johnson-Delaney and designed by renowned architect Peter Brower, this superior quality home has been meticulously maintained and never rented. 2nd floor great room has cathedral ceilings that give plenty of natural light. Large gourmet kitchen with Viking stove. 2 fireplaces and a screened porch. Spacious primary suite with adjacent office. Elevator stops on 3 levels. 2-car garage. 2nd primary suite on first floor. Privacy is assured with landscaping surrounding pool/spa and secluded walkway to the beach.

35 Ruddy Turnstone Road, Hilton Head Island

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

$5,400,000
CLOSED Status 6 Beds 6 Baths 4,600 SqFt. HILTONHEAD-441082 MLS Beach Lagoon SubDv.
Rare oceanfront beach cottage, designed by famed Pete McGinty, featured in "Three Decades of HH Architecture", featuring upside down layout for maximum ocean views, Savannah brick floor & walls, heart of pine floors, knobby pine and pecky cypress (Savannah parish house reclaimed wood), large oceanside yard with expansive heatable pool, bocce court, and multi-level deck nestled in the dunes. Detached garage converted to a game room. See documents for list of renovations completed by owner. Established rental history- Gross Rental Income 2023: $342,184, Gross Confirmed 2024 as of 1.16.24: $287,151, Gross Projected 2024: $370,060 Sold "as-is"

2 E Beach Lagoon Drive, Hilton Head Island

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

$793,000
CLOSED Status 6 Beds 8 Baths 4,622 SqFt. HILTONHEAD-438737 MLS Seaside Sparrow SubDv.
Co-ownership opportunity: Own 1/8 of this turnkey home, professionally managed by Pacaso. Perfect for large groups, 2nd row ocean home meticulously renovated, featuring elegant gathering spaces inside and out. Main-floor sitting area features a tray ceiling & wet bar, opening to patio, pool & sun porch. Upstairs, under a soaring wood ceiling, spacious great room has a fireplace, generous dining space | gorgeous chef's kitchen w/ stainless steel appliances | two islands. Relaxing primary suite has a curved balcony overlooking pool | en suite bathroom with tiled shower & dual vanities. Home is fully furnished and professionally decorated.

9 Seaside Sparrow Road, Hilton Head Island

Listing courtesy of William Raveis - Carolina LLC. Selling Office: Lowcountry Realty Group, LLC.

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