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$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.

$3,999,000
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.

$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.

$1,800
2 Beds ⋅ 2 Baths ⋅ HILTONHEAD-503750 MLS
Own Your Summer Escape at Swallowtail in Sea Pines! One deeded June week (Week 24) is available in this highly sought-after Hilton Head Island community. Perfectly positioned between Harbour Town's iconic lighthouse and the sun-drenched Beach Club, Swallowtail offers effortless access to championship golf, pristine beaches, waterfront dining, and a vibrant arts scene. Enjoy the best of early summer - warm ocean breezes, uncrowded beaches, sunset sails, and evenings spent strolling Harbour Town. Embrace a luxurious, low-maintenance coastal lifestyle just steps from the sand and Sea Pines' premier amenities. Act now to claim your piece of paradise!

70 Lighhthouse Rd Unit 2870, 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 Swallowtail Road Unit 2901, Hilton Head Island

Listing courtesy of Lighthouse Realty.

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