Hilton Head Real Estate Search
Sea Pines, SC Homes for Sale between $2,000,000 to $5,000,000

Sea Pines, SC Homes for Sale between $2,000,000 to $5,000,000

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Sea Pines, SC Homes for Sale Between $2,000,000 to $5,000,000

$3,125,000
4 Beds ⋅ 4 Baths ⋅ 2,522 SqFt. ⋅ HILTONHEAD-512045 MLS
Third-row Ocean home on one of the most desirable homesites in Sea Pines. Situated on a rare 100' x 160' corner lot, this oversized property offers an uncommon sense of space, privacy, and opportunity just steps from the Atlantic. A private path from the backyard and pool leads directly to the beach walkway, making beach days effortless.Inside, the four-bedroom, three-and-a-half-bath home features an open floor plan with spacious living areas, a granite and stainless kitchen, a wet bar with wine refrigerator, and a bright sunroom designed for easy coastal living. Outside, the private pool and expansive patio provide the perfect setting for entertaining or relaxing after a day at the beach. Two car garage, driveway and unique additional parking area invite friends and family to park with ease.With its oversized lot, exceptional beach access, and prime Sea Pines location near Harbour Town, South Beach Marina, golf, tennis, dining, and miles of leisure trails, 16 Sandhill Crane presents a rare opportunity to own one of the area's most coveted third-row properties.

16 Sandhill Crane Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

$2,349,000
5 Beds ⋅ 4 Baths ⋅ 3,424 SqFt. ⋅ HILTONHEAD-512304 MLS
One of the finest homes in Greenwood Forest, 19 Wisteria Lane offers a rare combination of newer construction, exceptional updates, and generous living space in the heart of Sea Pines. Built in 2008, this beautifully maintained 5-bedroom home has been cherished as a second home and has never been on the rental market. Beautiful hardwood floors flow throughout the main living areas and were refinished in 2023, complemented by tray and coffered ceilings, crown molding, designer lighting, updated hardware, and coordinated finishes throughout. The spacious kitchen was thoughtfully remodeled in 2023 and features custom heart pine cabinetry, new appliances, a large center island with a quartz countertop, abundant storage, and plenty of room for gathering and entertaining. The living area is anchored by a gas fireplace, while the sun-filled Carolina room provides an inviting additional living space and takes full advantage of the home's peaceful and private setting. Step outside to an oversized back deck overlooking a private wooded vista with plenty of room for a pool. Surrounded by mature Lowcountry landscaping, the setting feels tucked away and immersed in nature while still offering the convenience and lifestyle of Sea Pines. The first floor includes a primary suite providing convenient main-level living plus two guest bedrooms, and two additional bedrooms upstairs joined by a separate living area, offering excellent space for family and guests. Additional features include a side-entry two-car garage and numerous upgrades throughout. Centrally located in Sea Pines, Greenwood Forest residents enjoy a recently updated private community pool, tennis courts, and playground, along with access to all that Sea Pines has to offer, including miles of beaches and leisure trails, world-class golf and tennis, Harbour Town, South Beach Marina Village, dining, shopping, and more. An attractively updated and exceptionally cared-for home in one of Sea Pines' most desirable residential neighborhoods.

19 Wisteria Lane, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,900,000
4 Beds ⋅ 4 Baths ⋅ 3,895 SqFt. ⋅ HILTONHEAD-511549 MLS
Filled with natural light and thoughtfully designed for comfortable living and entertaining, this exceptional home offers soaring ceilings, striking slate flooring, and an open, flowing floor plan. The spacious chef's kitchen seamlessly connects to the living room, dining area, family room, and breakfast nook, creating inviting spaces for gathering with family and friends. Offering four bedrooms and three-and-a-half baths, the home provides generous accommodations for both everyday living and hosting guests. Outside, enjoy a private fenced backyard complete with a sparkling pool, covered outdoor living area, and beautifully designed hardscape and mature landscaping-perfect for relaxing, grilling, and entertaining. Ideally located just moments from the iconic Harbour Town Golf Links, home of the annual RBC Heritage, this home places you in the heart of everything Sea Pines has to offer. Enjoy miles of leisure trails, pristine beaches, the Sea Pines Beach Club, Harbour Town Marina, South Beach Marina, Lawton Stables, world-class dining and shopping, and three championship golf courses. This is a rare opportunity to enjoy one of Hilton Head Island's most sought-after lifestyles.

75 Baynard Cove Road, Hilton Head Island

Listing courtesy of Charter One Realty.

$2,250,000
6 Beds ⋅ 7 Baths ⋅ 2,786 SqFt. ⋅ HILTONHEAD-512306 MLS
Steps away from the famed 18th green lies a unique opportunity in the heart of Sea Pines' iconic Harbour Town. This turnkey furnished home boasts 6 en-suite bedrooms, perfect for family gatherings and countless vacation memories. Rows of sliders lead guests from the newly renovated kitchen and double-story living area to the freshly resurfaced swimming pool and spa. This unique home features a rooftop deck with views to Calibogue Sound and is walking distance to the famous lighthouse, Liberty Oak, and family friendly dining and retail. The Sea Pines trolley is a short stroll away with transportation to the Sea Pines Beach Club, Sea Pines Center and South Beach amenities. With an established rental history, premier location and sleeping space for 20 this home is truly an investor's dream.

7 Genoa Court, Hilton Head Island

Listing courtesy of The Hilton Head Agency.

$2,499,000
4 Beds ⋅ 4 Baths ⋅ 2,982 SqFt. ⋅ HILTONHEAD-510784 MLS
Welcome to this 4 bedroom Sea Pines getaway! Lagoon and majestic live oaks in the backyard with private pool, gazebo and beautiful guest cottage. This updated single-level home offers the relaxed coastal lifestyle that makes Sea Pines one of Hilton Head Island's most sought-after destinations. Thoughtfully renovated and offered beautifully furnished, the home blends timeless Lowcountry charm with modern updates, making it ready to enjoy from day one.Inside, the open-concept floor plan is designed for gathering. The updated kitchen flows seamlessly into a bright and inviting family room with custom built-ins and a convenient desk nook for remote work or vacation planning. New flooring, updated lighting, and stylish finishes create a fresh, welcoming atmosphere throughout.The main house features three spacious bedrooms, while a separate guest cottage provides additional space for extended family, friends, or vacation guests. The flexible layout is ideal for second-home owners looking to maximize both enjoyment and rental potential.Step outside and discover the true magic of this property. A private Savannah brick courtyard surrounds the sparkling pool, creating an intimate outdoor retreat perfect for entertaining, relaxing, and making memories. Beyond the pool, a picturesque lagoon meanders through the backyard beneath a canopy of live oaks, providing a beautiful natural backdrop filled with Lowcountry wildlife and year-round scenery. A charming waterside gazebo offers the perfect spot for morning coffee, afternoon reading, or evening cocktails as the sun filters through the trees.Located in the heart of Sea Pines, owners and guests enjoy easy access to beaches, championship golf, miles of leisure trails, Harbour Town, South Beach Marina, shopping, dining, and all the amenities that have made Hilton Head Island a premier vacation destination for generations.Whether you're searching for a family retreat, a second home, or an investment property with proven vacation rental appeal, this exceptional Sea Pines residence delivers the best of island living.

37 Woodbine Place, Hilton Head Island

Listing courtesy of Hilton Head Properties.

$2,100,000
4 Beds ⋅ 4 Baths ⋅ 3,531 SqFt. ⋅ HILTONHEAD-511413 MLS
Located in the heart of Harbour Town within Sea Pines, this beautifully appointed home offers the perfect blend of luxury, comfort and coastal charm. Enjoy easy access to iconic Harbour Town Yacht Basin, Lighthouse, shops, waterfront dining, renowned golf, miles of leisure trails and a short drive or shuttle to magnificent Hilton Head beaches. The home features 4 bedrooms and 4 bathrooms with expansive deck and pool. Ideal for entertaining, unwinding from a day at the beach or golf course. Whether you're seeking a full-time residence, vacation retreat or an investment property, this exceptional home captures the very best of the Sea Pines lifestyle.

8 Windjammer Court, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$2,100,000
5 Beds ⋅ 4 Baths ⋅ 3,214 SqFt. ⋅ HILTONHEAD-509680 MLS
GREAT NEW PRICE $2,100,000! Rare opportunity to own a 5-bedroom beach-oriented home in the coveted Sea Pines community, offering the perfect combination of coastal lifestyle, exceptional versatility, and outstanding investment potential. Located just a short walk to one of Hilton Head Island's most desirable stretches of beach, this spacious property is ideally suited as a primary residence, luxury second home, or high-demand vacation rental.Designed with an inverted floor plan to maximize natural light and privacy, the home offers exceptional sleeping capacity for large families and guests, making it especially attractive for those seeking strong rental income potential. The private fenced pool creates the ideal outdoor retreat for relaxing after a day at the beach, while an upper deck, a screened porch, and generous gathering spaces make entertaining effortless.Lovingly maintained by only its second owner, the home features spacious living areas, vaulted ceilings, skylights, built-ins, a fireplace, dumbwaiter, and a light-filled den that adds flexibility for additional living or work-from-home space.Positioned near the Sea Pines Ocean Gate for easy access in and out of the community, this location places you approximately one mile from Coligny Beach and one mile to the Sea Pines Beach Club - right in the heart of one of Hilton Head's strongest vacation rental corridors.

18 Canvasback Road, Hilton Head Island

Listing courtesy of Engel & Volkers.

$2,795,000
3 Beds ⋅ 3 Baths ⋅ 2,184 SqFt. ⋅ HILTONHEAD-508697 MLS
A truly one-of-a-kind offering in Sea Pines, 19 Mizzenmast 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.

$2,470,000
3 Beds ⋅ 3 Baths ⋅ 2,300 SqFt. ⋅ HILTONHEAD-506883 MLS
Rare opportunity for a waterfront balcony view on the 18th green of Harbour Town Golf Links. Enjoy breathtaking views of the Calibogue Sound as you watch players finish a notable round of golf and catch the stunning sunset from the island's most prestigious postcard spot. This 3 bedroom 2.5 bath condo boasts elegant style and elaborate finishes throughout. Renovated in 2021, the high-end kitchen includes quality finishes along with Subzero and Miele appliances. A Viking chewy ice machine makes for great entertaining in addition to the wet bar. Originally a 3bed/3bath, the high-end powder room has capped plumbing to make for an easy transition back to a full bath. Remote controlled draperies, 3M storm film on windows, along with all new interior mahogany doors. UV Air sanitizing system runs throughout ductwork. Centered in the marina, famous golf course and iconic restaurants, this location is the heart of Harbour Town.

51 Lighthouse Lane Unit 1085, Hilton Head Island

Listing courtesy of C 21 A Low Country Realty.

$3,295,000
5 Beds ⋅ 6 Baths ⋅ 4,334 SqFt. ⋅ HILTONHEAD-505653 MLS
Set on more than one acre in the heart of Sea Pines, this 5-bedroom, 5.5-bath home offers 270-degree golf views across two of the most celebrated courses on Hilton Head Island. Enjoy sweeping fairway vistas of the 1st and 18th holes at Heron Point by Pete Dye and the 5th and 6th holes at Atlantic Dunes by Davis Love III-a rare vantage point that places you at the center of the Sea Pines golf and beach lifestyle. Properties with this level of acreage, privacy, and panoramic golf views in Sea Pines are exceptionally rare. Designed as a sprawling open ranch, the home celebrates the natural beauty that defines Sea Pines. Expansive windows frame spectacular golf course views and invite the outdoors in, creating a light-filled interior connected to the surrounding landscape. The layout reflects a timeless philosophy-homes designed to flow seamlessly with nature. Outdoor living shines with extensive patio spaces for dining, entertaining, and relaxing, all set against the dramatic backdrop of championship golf. A private pool offers a peaceful retreat after a day at the beach or on the course, making the property ideal as a Sea Pines vacation home, luxury second home, or Hilton Head Island investment property. Located in one of the most sought-after areas of Sea Pines, the home is walkable to the beach, Sea Pines trolley stops, and multiple restaurants and amenities. Currently featured as a vacation rental property with Sea Pines Resort, it offers immediate income potential while also serving as an exceptional private retreat within Sea Pines.

34 N Live Oak Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate - Beach Club.

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

46 Hearthwood Drive, Hilton Head Island

Listing courtesy of Collins Group Realty.

$4,190,000
5 Beds ⋅ 6 Baths ⋅ 3,880 SqFt. ⋅ HILTONHEAD-504388 MLS
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.

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