Sea Pines Rentals

Discover the timeless beauty and recreational opportunities of Sea Pines with Island Rentals of Hilton Head. Located on the southern tip of Hilton Head Island, Sea Pines is known for its scenic landscapes, pristine beaches, and abundance of outdoor activities.

Our Sea Pines vacation rentals offer a range of accommodations to suit every traveler’s needs, from charming cottages nestled among towering pines to luxurious oceanfront estates. Each rental is equipped with modern amenities and is just moments away from Sea Pines’ iconic attractions.

Explore over 15 miles of leisure trails on foot or bike, play a round of golf at one of three world-class courses, or relax on the sandy shores of Sea Pines Beach. Visit Harbour Town to see the iconic Harbour Town Lighthouse and enjoy waterfront dining and boutique shopping.

Whether you’re planning a family vacation, a romantic getaway, or a golf retreat, Sea Pines offers something for everyone. Experience the natural beauty and leisurely pace of Sea Pines with Island Rentals of Hilton Head. Book your vacation rental today and start creating unforgettable memories on Hilton Head Island!

46 properties available

Proudly hosted by Island Rentals of Hilton Head, this inviting three-bedroom, two-bathroom home is nestled within the prestigious Sea Pines community and offers a relaxing blend of comfort, space, and Lowcountry charm. Designed for easy coastal living, the home features an open-concept layout with a light-soaked living room, decorative fireplace, a

Proudly hosted by Island Rentals of Hilton Head, 77 Lawton Road is a beautifully updated three-bedroom, three-and-a-half-bathroom home tucked away in the quiet Lawton Woods community of Sea Pines. Designed with vaulted ceilings and coastal-inspired décor, this spacious retreat offers a welcoming blend of comfort, style, and functionality—perfect fo

Proudly hosted by Island Rentals of Hilton Head, this bright and beautifully updated home is nestled in the desirable Lawton Woods section of Sea Pines, offering the perfect balance of central convenience, privacy, and Lowcountry serenity. Thoughtfully designed to sleep 8–10 guests, the home features three bedrooms and two fully remodeled bathrooms

Indulge in the newly enhanced charm of this outstanding golf villa, proudly hosted by ISLAND RENTALS OF HILTON HEAD , boasting 3 bedrooms and 3.5 baths, with a splendid view overlooking the lagoon of the 9th hole of the Atlantic Dunes by Davis Love III Golf Course. Revel in the recent upgrades, including new appliances, flooring, ceilings, paint,

423 Plantation Club Villas

Featuring the newest Beach Oriented home in Sea Pines! Construction just completed in spring of 2025! Escape to luxury in this stunning newly built coastal retreat in the heart of Sea Pines, just moments from the beach. Designed with elegance and comfort in mind, this spacious home offers thoughtfully designed living across three levels. On the m

Proudly hosted by Island Rentals of Hilton Head, this spacious maritime forest retreat offers the perfect setting for an unforgettable island escape. With approximately 3,000 square feet of living space, this beautifully designed home features 4 bedrooms, 4 bathrooms, and comfortable accommodations for up to 10 guests. Thoughtfully appointed with T

Proudly hosted by Island Rentals of Hilton Head, this beautifully updated Plantation Club villa offers stunning golf course views and a light, refreshing interior designed for total relaxation. Completely remodeled in 2024, the full kitchen and living area have been thoughtfully redesigned to create an open, airy space perfect for gathering after a

Located in the Club Course section of Sea Pines, this home offers easy access to all of the amenities of Sea Pines, while still being close to the shops, dining, and activities located outside the Sea Pines gate, such as Coligny Plaza. This home features a large open concept living area, with vaulted ceilings and a beautiful decorative fireplace.

Proudly hosted by Island Rentals of Hilton Head, 157 N. Sea Pines Drive is a stunning Sea Pines retreat perfectly positioned along the 17th tee of the Atlantic Dunes Golf Course. With tranquil lagoon views, a private pool, and an unbeatable central location, this home offers the ideal blend of relaxation, recreation, and classic Hilton Head Island

Proudly hosted by Island Rentals of Hilton Head, 25 Red Maple is a pet-friendly haven where coastal charm meets modern comfort. Nestled at the end of a peaceful cul-de-sac in Sea Pines, this fully remodeled retreat offers 4 bedrooms and 3 bathrooms, making it perfect for families, groups, or multi-generational getaways. The spacious layout includes

Proudly hosted by Island Rentals of Hilton Head, this spacious three-bedroom, two-bathroom top-floor Bluff Villa offers one of the largest living areas available in Sea Pines, making it an excellent choice for families or groups seeking comfort and room to spread out. Located on the third floor and accessible by stairs only, the villa features an o

Proudly hosted by Island Rentals of Hilton Head, this spacious and inviting 4-bedroom, 3.5-bath villa offers the perfect blend of comfort, convenience, and Lowcountry charm—especially for guests traveling with their furry companions. Located in the heart of Sea Pines, you\'ll love being just a short walk or bike ride from the excitement of the RBC

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