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!

45 properties available

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. 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

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

Proudly hosted by Island Rentals of Hilton Head. Nestled in the heart of Sea Pines Resort, this charming 2-bedroom, 2-bath villa at Plantation Club offers a prime location midway between Harbour Town and the Sea Pines Beach Club, two of Hilton Head\'s most beloved attractions. With one king bed and two full-size beds, the villa provides comfortable

Proudly hosted by Island Rentals of Hilton Head. This beautiful Sea Pines home offers a spacious, single-level layout designed for comfort and relaxation. Each bedroom features premium bedding, stylish furnishings, and large flat-screen TVs, with an additional TV located on the screened porch for outdoor entertainment. The fully equipped kitchen bo

Proudly hosted by Island Rentals of Hilton Head, this newly renovated and tastefully furnished 3-bedroom home offers stunning golf course views and an unbeatable location within Sea Pines. Situated on peaceful Tupelo Street with minimal traffic, this retreat provides the perfect balance of tranquility and convenience—just a short bike ride from the

Proudly hosted by Island Rentals of Hilton Head: This striking Sea Pines home offers the perfect combination of comfort, style, and convenience in the heart of the Sea Pines Resort. Centrally located between the world-famous Harbour Town Yacht Basin and the Sea Pines Beach Club, guests can easily explore either destination with a short 10–15 minute

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

Proudly hosted by Island Rentals of Hilton Head. This exceptional single-family home sits just five rows from the ocean in the prestigious Sea Pines community, offering an effortless two-minute walk to Hilton Head Island\'s stunning beaches. Its unbeatable location makes it easy to return home for meals, quick breaks, or children\'s naps—an ideal s

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 charming, dog-friendly home offers the perfect combination of location, comfort, and style for an unforgettable Hilton Head getaway. Just a seven-minute walk to the beach and centrally located on a quiet cul-de-sac, it\'s easy to bike to South Beach, Harbour Town, or nearby golf courses. The ope

Proudly hosted by Island Rentals of Hilton Head, this beautifully renovated coastal villa is located in the highly sought-after South Beach area of Sea Pines and offers breathtaking water views from nearly every angle. With thoughtful upgrades throughout and an unbeatable location near the marina, this 2-bedroom, 2.5-bath retreat is perfect for fam

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