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$3,875,000
7 Beds ⋅ 7 Baths ⋅ 4,400 SqFt. ⋅ HILTONHEAD-504560 MLS
7 Bedrooms | Brand New Construction | Close Proximity to the Beach | Sea Pines - Set along the fairways of Heron Point Golf Course in the heart of Sea Pines, 34 Tupelo is a newly constructed luxury residence designed for gracious living, gathering, and effortless Lowcountry style. With seven bedrooms and beautifully curated spaces throughout, this home offers both scale and intimacy. Inside, soaring ceilings and abundant natural light frame an open-concept layout that feels both elevated and welcoming. The chef's kitchen anchors the home with high-end appliances including a gas range, dual dishwashers and refrigerators, a butler's pantry, designed for entertaining with ease. Multiple living areas, including a recreation room, reading nook, and private in-law suite with its own staircase, provide flexibility and privacy for every lifestyle. A private pool overlooks the golf course, while the patio and built-in outdoor kitchen create an ideal setting for morning coffee, relaxed afternoons, or evenings spent under the stars. The home's location within Sea Pines Resort places you minutes from the beach, Harbour Town Marina, the iconic lighthouse, Lawton Stables, world-class golf and tennis, and miles of leisure trails. Whether biking to the beach, or exploring everything Sea Pines has to offer, the lifestyle here is both convenient and exceptional. 34 Tupelo is a rare opportunity to own a brand-new luxury home in one of Hilton Head Island's most sought-after resort communities. This is where refined design, thoughtful spaces, and an unmatched setting come together seamlessly.

34 Tupelo Road, Hilton Head Island

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

$2,249,900
4 Beds ⋅ 4 Baths ⋅ 2,922 SqFt. ⋅ HILTONHEAD-504552 MLS
Experience Lowcountry living at its finest in this bright, airy home designed for seamless indoor-outdoor enjoyment. Expansive floor to ceiling windows and sliding doors flood the main living area with natural light while opening directly to the outdoor entertaining spaces. The gourmet kitchen features premium appliances, generous island seating, a cozy breakfast nook, and a separate formal dining area, perfect for both casual meals and elegant gatherings. Four bedrooms plus a versatile flex room provide plenty of space for family, guests, or a home office. Step outside to your private backyard oasis, complete with a saltwater pool and spa, spacious deck for al fresco dining, and lush landscaping that frames peaceful lagoon views. Ideally located just 1.2 miles from the beach and minutes from world class golf, tennis, and Harbour Town, this residence offers effortless indoor-outdoor living and a lifestyle rich with recreation.

30 Plantation Drive, Hilton Head Island

Listing courtesy of Harbour & Home Real Estate.

$9,495,000
4 Beds ⋅ 5 Baths ⋅ 4,025 SqFt. ⋅ HILTONHEAD-504472 MLS
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.

52 Canvasback Road, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$625,000
1 Beds ⋅ 1 Baths ⋅ 520 SqFt. ⋅ HILTONHEAD-503971 MLS
Located in the highly coveted Sea Pines Resort, 25 Night Heron Lane offers a rare opportunity to own a cottage-style home within near distance to the beach in one of Hilton Head Island's most desirable resort communities. The home features an open layout with vaulted wood ceilings and large windows that fill the space with natural light. The living and dining areas flow seamlessly into the kitchen, enhanced by designer furnishings and thoughtful coastal design. The bedroom includes an ensuite bathroom and provides a comfortable, private retreat. A wrap-around private deck extends the living space outdoors, providing an ideal setting for dining, entertaining, or taking in the natural beauty of the Lowcountry. The layout is well-suited for full-time living, a second home, or a short-term vacation rental. Owners and guests enjoy access to the Night Heron community pool located nearby. Sea Pines amenities include five miles of oceanfront, championship golf courses, private beach clubs, tennis, miles of leisure and bike paths, Harbour Town, dining, shopping, and more. 25 Night Heron Lane presents an excellent opportunity to own a low-maintenance home in the highly sought-after Sea Pines Resort.

25 Night Heron Lane, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$729,000
2 Beds ⋅ 2 Baths ⋅ 1,210 SqFt. ⋅ HILTONHEAD-504021 MLS
This 2 bedroom, 2 bath ground floor villa in Plantation Club is fully updated. The home was decorated to live in and has wonderful touches such as bead board in the living room and dining area, crown molding throughout and beautiful tile floors. Gorgeous golf course view and walk to beach. The master bedroom has a bathroom with a private toilet room and shower room. The second bedroom has a Queen and Twin Bed and a full bath. This section of Plantation Club Villas is just a 5-minute walk to the gorgeous and newly constructed Sea Pines Beach Club. The club hosts a restaurant and bar and outdoor seating overlooking the Atlantic Ocean. The complex has a secure pool with plenty of seating and equal parts sun and shade. Located in desirable Sea pines this is a must see. New washer, dryer, dishwasher and HVAC.

10 Lighthouse Road Unit 430, Hilton Head Island

Listing courtesy of I Save Realty.

$5,000
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503985 MLS
Prime summer Weeks 25 & 26 (the first and second weeks of July) in the heart of Sea Pines. This private corner-unit Ketch Court villa features 3 bedrooms and 3 baths and is ideally located just steps from Harbour Town's iconic lighthouse, yacht basin, boutique shops, restaurants, and the Harbour Town Golf Links. The corner setting provides added privacy while offering generous coastal living, including a king primary suite, two guest bedrooms, three full baths, and a well-equipped kitchen, perfect for effortless summer vacation living. Enjoy easy access to miles of biking trails, pristine beaches, water sports, and all the signature amenities that make Sea Pines one of Hilton Head's most desirable destinations. Your July escape is perfectly positioned for relaxation, convenience, and the full Harbour Town experience.

2 Lighthouse Lane Unit APT 894, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,800
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503905 MLS
Experience the magic of Hilton Head Island during prime deeded summer week 33 (late August). Swallowtail at Sea Pines, a beloved and cherished property, offers a luxurious, carefree vacation lifestyle in an ideal coastal setting. Perfectly situated between Harbour Town's iconic lighthouse and the sun-drenched Beach Club, Swallowtail places you moments from world-class golf, pristine beaches, waterfront dining, and vibrant arts and culture. Whether you're drawn to tranquil ocean mornings, golden sunset sails, or championship fairways, everything you love is right at your doorstep. Your Summer, Your Way, with flexibility included!

70 Lighthouse Road Unit 2871, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,800
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503904 MLS
Experience the magic of Hilton Head Island during prime deeded summer week 33 (late August) at Swallowtail at Sea Pines, a beloved and cherished property offering a luxurious, carefree vacation lifestyle. This inviting unit features a peaceful lagoon view, creating a serene backdrop for morning coffee and relaxed evenings. Ideally situated between Harbour Town's iconic lighthouse and the sun-drenched Beach Club, Swallowtail places you moments from world-class golf, pristine beaches, waterfront dining, and vibrant arts and culture. Whether you're drawn to tranquil waterside mornings, golden sunset sails, or championship fairways, everything you love is right at your doorstep.

70 Lighthouse Road Unit 2873, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,650
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503900 MLS
Experience the magic of Hilton Head Island during prime deeded summer week 32 (mid-August). Swallowtail at Sea Pines offers a luxurious, carefree vacation lifestyle at its finest. Ideally nestled between Harbour Town's iconic lighthouse and the sun-soaked Beach Club, Swallowtail places you just steps from world-class golf, pristine beaches, waterfront dining, and a vibrant arts scene. Whether you envision peaceful oceanfront mornings, unforgettable sunset sails, or days on championship fairways, everything you love is just moments away. Your Summer, Your Way, with flexibility included!

70 Lighthouse Road Unit 2870, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$1,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503566 MLS
Experience the joy of deeded ownership for highly sought-after Week 51, right in the heart of Hilton Head Island's premier Sea Pines community. Perfectly positioned along the 12th fairway of the Heron Point Golf Course, this Swallowtail villa blends peaceful golf-course views with the magic of a coastal holiday season. Ideally situated between the iconic Harbour Town Lighthouse and the Beach Club's shoreline, Swallowtail places you moments from championship golf, serene beaches, waterfront dining, and boutique shopping. Spend crisp Lowcountry mornings on the course, afternoons exploring the island, and evenings soaking in the festive charm of Harbour Town. Embrace the low-maintenance luxury lifestyle you've always imagined-your year-end coastal escape awaits. Don't miss the chance to make this Week 51 retreat your own.

70 Lighthouse Road Unit 2897, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$5,295,000
5 Beds ⋅ 6 Baths ⋅ 4,965 SqFt. ⋅ HILTONHEAD-503477 MLS
A rare opportunity, nestled on over 2 acres in popular Sea Pines. This Lowcountry, custom estate features a private, detached multi-purpose cottage, quietly located in the rear of the property, accessed exclusively by a land bridge. A beautifully curated 5 bedroom compound, set among majestic live oaks and pines, offers a sanctuary with single level living on the main floor, a private lagoon, pool/spa along with multiple outdoor spaces, ideal for entertaining. Throughout the main living areas you'll find rich hardwood floors, beautiful trim details and walls finished in sophisticated, classic neutral tones-creamy whites and warm taupes. The kitchen sets the tone of the home with natural dolomite countertops, taupe perimeter and island cabinets with custom arched oak upper cabinets flanking the range, complete with pure brass hardware. The mix of traditional selections is balanced with a modern, linear light fixture over the island. The scullery kitchen provides ample prep space and storage in addition to a dedicated pantry. Enjoy mixing cocktails in the well appointed wet bar with floating shelves and knurled brass plumbing. Features in the bathrooms include timeless marble mosaics paired effortlessly with curated ceramics complete with custom cabinetry and classic hardware selections. This commitment to mixing the traditional with modern, high-end selections guarantees a home that will never go out of style. Experience working remotely in the study featuring custom built-in desks. Dramatic, cathedral ceilings make the home feel larger than life. A media room invites you to relax and linger. Details abound with ceilings trimmed in tongue and groove, shiplap walls, custom wood stained wall paneling, arched built-ins, custom built-in office. The versatile guest cottage welcomes friends and family, featuring a living room, wet bar, bedroom, full bathroom, and additional garage space for up to three vehicles. An expansive screened porch enhances the outdoor experience, making it perfect for gatherings such as oyster roasts or bourbon tastings, or simply relaxing while enjoying the picturesque natural surroundings. Experience a home that seamlessly integrates classic design with modern living amidst the scenic beauty rooted in Lowcountry heritage.This property offers a unique experience of residing on a secluded estate with world-class amenities including golf, tennis, stables, a nature preserve, restaurants and shops just a stroll away.

4 Plantation Drive, Hilton Head Island

Listing courtesy of Howard Hanna Allen Tate Lowcountry.

$5,800
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503302 MLS
A rare opportunity to own two consecutive weeks - Weeks 25 & 26 - sold together in the heart of Harbour Town. This well-kept 3-bedroom, 3-bath Ketch Court villa offers unbeatable convenience just steps from the lighthouse, marina, shops, dining, and all the best if Sea Pines. Located on the third floor, the villa features a bright living area, dining space, full equipped kitchen, and a private balcony overlooking the resort grounds. The primary suite includes a king bed and ensuite bath, while two guest bedrooms - each with twin beds and their own full bathrooms - offer excellent space and privacy. With easy access to the Sea Pines trolley for quick trips to the Beach Club, this is great value and the perfect way to enjoy the full Harbour Town lifestyle. Seller is motivated.

2 Lighthouse Lane Unit 882, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$649,000
2 Beds ⋅ 2 Baths ⋅ 1,230 SqFt. ⋅ HILTONHEAD-503294 MLS
This special third-floor unit offers some of the most impressive golf views in Sea Pines-overlooking the #9 tee box and down the fairway, with additional views of #8 and #7 of the Atlantic Dunes course and a lagoon in the distance. Hardwood flooring runs throughout the villa, complemented by a new kitchen with granite countertops, soft close cabinetry, stainless appliances, window treatments, a 2022 roof, and 2018 HVAC. A separate laundry room behind the kitchen provides shelving, cabinetry, and a 2024 GE washer/dryer. The owner suite includes hardwood flooring, two closets, a private bath, and stunning golf views.The complex has recently undergone significant improvements, including exterior painting, a resurfaced parking lot, and new sidewalks. This villa a short walk to the community pool and minutes from the Sea Pines Beach Club. 526 Plantation Club offers outstanding rental potential. Its central location provides effortless access to golf, beach, Harbour Town, bike paths, and all Sea Pines amenities, making it an excellent choice for a beach getaway or investment property.

22 Lighthouse Road Unit 526, Hilton Head Island

Listing courtesy of Charter One Realty.

$1,300
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503185 MLS
Own Your Spring Escape at Swallowtail in Sea Pines - Week 11! Claim your perfect spring retreat with deeded Week 11 in the heart of Hilton Head Island's premier Sea Pines community. This beautifully situated Swallowtail villa overlooks the 12th fairway of the Heron Point Golf Course, delivering that ideal mix of peaceful golf-course views and effortless access to the island's best amenities. Nestled between the iconic Harbour Town lighthouse and the sun-soaked Sea Pines Beach Club, you'll enjoy quick access to world-class golf, pristine beaches, waterfront dining, and boutique shopping. Mornings on the course, afternoons by the ocean, evenings exploring Harbour Town-your spring getaway is always ready when you are. This is carefree, low-maintenance island living at its best. Don't miss the opportunity-secure your Week 11 spring escape today!

70 Lighthouse Road Unit 2890, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,900
3 Beds ⋅ 3 Baths ⋅ HILTONHEAD-503108 MLS
Prime Week 16 in the heart of Sea Pines. This 3-bedroom, 3-bath Ketch Court villa places you just steps from Harbour Town's world-famous lighthouse, yacht basin, boutique shops, restaurants, and the Harbour Town Golf Links. The villa offers generous coastal living with a king primary suite, two guest bedrooms, three full baths, and a well-equipped kitchen-ideal for effortless vacation living. Enjoy easy access to miles of biking trails, pristine beaches, water activities, and all the signature amenities that make Sea Pines one of Hilton Head's most sought-after destinations. Your spring escape is perfectly situated for relaxation, convenience, and the full Harbour Town experience.

2 Lighthouse Lane Unit 894, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-502997 MLS
Week 30 Spicebush Villas in Sea Pines! Nestled in the heart of Hilton Head's iconic Sea Pines community, this ownership puts you steps from the Sea Pines Beach Club and the Plantation Club Golf Course. Your Spicebush Week #30 is a front-row ticket to everything people love about the island - championship golf, sugar-soft beaches, waterfront restaurants, and the season's best events. Wake up to sea breeze, chase golden sunsets, and soak in the unmistakable charm that makes Sea Pines a world-class destination. With effortless, low-maintenance ownership, your island getaway is always waiting - ready to deliver relaxation, adventure, and everything in between.

124 N Sea Pines Drive Unit 584, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$550,000
1 Beds ⋅ 1 Baths ⋅ 720 SqFt. ⋅ HILTONHEAD-501995 MLS
Discover timeless Lowcountry charm and waterfront views from this charming end-unit efficiency villa in the heart of Harbour Town. Overlooking the tranquil Calibogue Sound, this rare Schooner Court gem has been freshly painted and tastefully decorated, offering an inviting coastal retreat steps from the iconic Harbour Town Lighthouse, marina, shops, and dining. The open-concept living and dining areas feature sliding doors that lead to a spacious, fully fenced courtyard perfect for enjoying morning coffee or evening cocktails. The efficiency-style layout includes a convenient first-floor laundry utility closet, while the upstairs loft serves as a cozy sleeping space. Surrounded by lush landscaping and ample private parking, this villa captures the essence of island living. Ideal as a personal getaway or an exceptional investment property with strong rental potential, this is a truly special opportunity to own your slice of paradise in the beautiful community of Sea Pines on Hilton Head Island.

150 Lighthouse Road Unit E-728, Hilton Head Island

Listing courtesy of Keller Williams Realty.

$2,500
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-502392 MLS
Your Spicebush Fall Week #38 Awaits! Tucked within the heart of Hilton Head Island's prestigious Sea Pines community, this ownership places you just moments from the Sea Pines Beach Club and Plantation Club Golf Course. Perfectly situated, your Spicebush Week #38 offers effortless access to world-class golf, pristine beaches, waterfront dining, and the island's most celebrated events. Embrace coastal living at its best-start your mornings by the sea, unwind beneath golden sunsets, and savor the timeless charm of Sea Pines Resort. With refined, low-maintenance ownership, your annual island escape is always ready when you are.

124 N Sea Pines Drive Unit 584, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,000
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-501423 MLS
Experience the magic of Hilton Head Island. Prime deeded summer weeks 31. Swallowtail at Sea Pines, a beloved and cherished property, offers the dream vacation lifestyle luxurious, carefree. Nestled midway between Harbour Towns iconic lighthouse and the sun-soaked Beach Club, Swallowtail places you steps from world-class golf, pristine beaches, waterfront dining, and vibrant arts. Whether you crave serene mornings by the ocean, sunset sails, or championship fairways, everything you love is just moments away! Your Summer, Your Way Flexibility Included!

70 Lighthouse Road Unit 2901, Hilton Head Island

Listing courtesy of Lighthouse Realty.

$2,199,000
4 Beds ⋅ 4 Baths ⋅ 3,700 SqFt. ⋅ HILTONHEAD-500571 MLS
This sophisticated Marsh Island turn-key home offers a perfect floor plan and a gorgeous stunning marsh-wrapped view of the free-form pool with a large Stone Works designed surround. The numerous first-class updates in this home, its meticulous care, and only part-time occupancy by the owners add to its endless appeal. Enter into an atrium that opens to the great room and dining area with soaring ceiling, and the kitchen and breakfast area. This magazine-worthy kitchen offers extensive Poggen Pohl cabinets, SubZero refrigerator, Wolf Microwave and cook top, double ovens, Madagascar marble counters, and a laundry/pantry room with wine racks and a wine refrigerator. Also located on the first floor are a separate office and the primary suite. Over the garage is a large bonus room. Off the foyer soars a modern staircase and balcony with stainless handrails and balusters leading to the 3 guest rooms. There is a 220 volt EV charger in the garage. Enjoy the exclusive and coveted Marsh Island residential neighborhood, with close access to Sea Pines Country Club and all that Sea Pines offers.

2 Long Marsh Lane, Hilton Head Island

Listing courtesy of Sea Pines Real Estate South Beach.

$3,390,000
4 Beds ⋅ 5 Baths ⋅ 3,100 SqFt. ⋅ HILTONHEAD-452729 MLS
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.

$4,250,000
6 Beds ⋅ 6 Baths ⋅ 6,000 SqFt. ⋅ HILTONHEAD-450230 MLS
Stunning deep-water residence in Sea Pines features a private, oversized dock with a boat lift, offering unparalleled waterfront access. Spanning nearly 6,000 square feet, the open floor plan showcases breathtaking, unobstructed water views. The entertainer’s dream kitchen boasts a 60” Viking gas range, double stainless steel refrigerator, walk-in pantry, and a striking 12-foot granite bar complete with a wine cooler and ice maker. The outdoor living space features a circular driveway with pervious pavers, a resort-style private pool and hot tub, and a fire pit—all set within over 3,000 square feet of beautifully designed patio space. OSCREA

25 N Calibogue Cay Road, Hilton Head Island

Listing courtesy of DOT REAL ESTATE.

$4,600,000
4 Beds ⋅ 6 Baths ⋅ 6,042 SqFt. ⋅ HILTONHEAD-447864 MLS
This one-of-a-kind property is privately sited on almost an acre lot with panoramic marsh and water views providing the perfect backdrop for spectacular sunsets. Kermit Huggins, renowned architect, designed this property with 2 structures that harmoniously co-exist with their natural surroundings. Special features include new metal roof, hardwood flooring, pella windows/doors, renovated kitchen,& interior paint. The main house boasts an upper level luxurious owner suite & guest house has 2 en-suite bedrooms plus kitchenette. Incredible outdoor living with heated/chilled saltwater pool, expansive deck, and private dock. Waterfront Perfection!

29 Baynard Park Road, Hilton Head Island

Listing courtesy of Charter One Realty.

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