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!

Sea Pines is a gated community, so guests enjoy an added layer of privacy and security throughout their stay. The neighborhood is home to the Sea Pines Beach Club, Harbour Town Golf Links (host of the RBC Heritage), and South Beach Marina, putting golf, dining, and beach access all within a short bike ride of your rental.

Ready to compare your options? Browse our full Hilton Head vacation rentals collection, see how Sea Pines stacks up against Palmetto Dunes villas and oceanfront rentals, or check our pet-friendly rentals if you're traveling with a four-legged companion.

Properties Available 51 properties available
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, l
423 Plantation Club Villas
423 Plantation Club Villas
Townhouse
Bedrooms 3 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 8 guests
Rating 5 (106)
Proudly hosted by Island Rentals of Hilton Head. Welcome to this beautifully remodeled home in the private Greenwood Forest community, offering a serene retreat within the heart of Sea Pines Plantation. This 3-bedroom, 2-bath home features a king bed, queen bed, and a full/twin bunk bed, comfortably accommodating families or groups seeking a peacef
5 Hollyberry Lane
5 Hollyberry Lane
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (53)
Proudly hosted by Island Rentals of Hilton Head, this charming two-story Sea Pines villa offers the perfect blend of comfort, location, and classic Lowcountry scenery. With peaceful water views and thoughtful amenities throughout, it\'s an ideal home base for a relaxing Hilton Head getaway. The villa features 2 bedrooms and 2.5 bathrooms, comforta
261 Stoney Creek
261 Stoney Creek
Villa
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 6 guests
Rating 5 (5)
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
157 N. Sea Pines Dr
157 N. Sea Pines Dr
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half-Bathroom 1 half-baths
Guests 11 guests
Rating 4.9 (69)
Proudly hosted by Island Rentals of Hilton Head. This charming two-story villa in Sea Pines offers the perfect combination of relaxation and convenience, just a short bike ride to the new Sea Pines Beach Club or a one-minute drive. With three bedrooms and three full bathrooms, the villa comfortably sleeps up to eight guests, featuring a king, queen
53 Woodbine Villas
53 Woodbine Villas
Townhouse
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (87)
Proudly hosted by Island Rentals of Hilton Head. Discover your ideal Sea Pines retreat in this beautifully appointed home, blending tasteful features with upscale furnishings for an unforgettable stay. This centrally located property in Greenwood Forest offers three bedrooms, two bathrooms, and a lofted fourth sleeping area, comfortably accommodati
12 Dewberry
12 Dewberry
House
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (66)
Proudly hosted by Island Rentals of Hilton Head, 28 Gunnery Lane is an exceptional Sea Pines retreat where luxury, privacy, and natural beauty come together to create an unforgettable island escape. Set on an expansive homesite with an impressive 150 feet of lagoon frontage, this elegant 3-bedroom, 2-bath residence offers stunning water views from
28 Gunnery
28 Gunnery
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (32)
Proudly hosted by Island Rentals of Hilton Head, this charming Sea Pines villa offers the perfect blend of comfort, relaxation, and Lowcountry beauty. Just a short walk to the beach, this spacious retreat is ideal for families and groups looking to experience the best of Hilton Head Island while enjoying peaceful lagoon views and abundant natural s
1586 Lagoon Villas
1586 Lagoon Villas
Villa Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (9)
Proudly hosted by Island Rentals of Hilton Head, 25 Red Maple is a beautifully remodeled Sea Pines retreat where refined coastal style, exceptional amenities, and peaceful golf course views come together for an unforgettable island getaway. Tucked away at the end of a quiet cul-de-sac, this spacious 4-bedroom, 3-bathroom home offers the perfect com
25 Red Maple
25 Red Maple
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 5 (80)
Proudly hosted by Island Rentals of Hilton Head, this beautifully updated two-bedroom, two-bathroom Heritage Villa offers a refined coastal retreat with stunning views of the #1 fairway on the iconic Harbour Town Golf Links. Thoughtfully refreshed with all-new furnishings and fixtures, the villa blends Lowcountry charm with modern comfort, creating
2285 Heritage Villas
2285 Heritage Villas
Villa Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Half-Bathroom 1 half-baths
Guests 8 guests
Rating 4.9 (64)
Proudly hosted by Island Rentals of Hilton Head, this spacious 4-bedroom, 4-bathroom retreat is nestled among the towering live oaks and lush maritime forest of Sea Pines Resort. Located in the peaceful Heritage Woods neighborhood, this beautifully appointed home offers approximately 3,000 square feet of comfortable living space and accommodations
1 Deer Run Lane
1 Deer Run Lane
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (68)
Proudly hosted by Island Rentals of Hilton Head, Light on Time is a bright and welcoming second-floor Racquet Club Villa nestled in the heart of Sea Pines. Perfect for couples or a small family, this one-bedroom retreat offers a peaceful setting with vaulted ceilings, abundant natural light, and relaxing golf course views — all within one of Hilton
2354 Racquet Club Villas
2354 Racquet Club Villas
Villa Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 (57)

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