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 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. 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, 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

Welcome to 28 Gunnery Lane, a beautifully appointed 3-bedroom, 2-bathroom home nestled in the heart of Sea Pines. This inviting island retreat offers the perfect blend of comfort, space, and amenities – ideal for your next Hilton Head getaway. With 150 feet of lagoon frontage and water views from nearly every window, this home is designed to immers

Proudly hosted by Island Rentals of Hilton Head, 24 Land\'s End Court is a charming waterfront retreat perfectly suited for two families, friends traveling together, or a relaxing girls\' getaway. Located in the desirable South Beach Marina Village area of Sea Pines, this spacious four-bedroom, three-bath duplex offers breathtaking views of Braddoc

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Welcome to the Sea Pines Escape at 39 Oak Court—an upscale 5-bedroom, 5.5 bathroom retreat in Hilton Head Island\'s exclusive Sea Pines Resort. This fully renovated luxury home offers the perfect blend of modern coastal design, spacious indoor comfort, and resort-style outdoor living—perfect for your next family vacation or group getaway! Enjoy a

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

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. 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, this beautifully renovated Caravel Court villa offers a truly iconic Sea Pines experience with breathtaking views of the Harbour Town Lighthouse and the sparkling waters of the Calibogue Sound. Located in the heart of Harbour Town, this one-bedroom retreat is ideal for couples or a small family seeki

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

Proudly hosted by Island Rentals of Hilton Head, 525 Plantation Club Villas is an absolutely gorgeous, single-level retreat perfectly situated within the prestigious Sea Pines community. Overlooking the lush fairways of the Atlantic Dunes Golf Course, this villa offers a serene setting where sweeping golf views create a relaxing Lowcountry backdrop

525 Plantation Club Villas

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