Hilton Head Luxury Homes with Private Pools & Spas
Experience the ultimate in vacation freedom: your own private oasis. No fighting for lounge chairs or worrying about pool hours. Our Hilton Head private pool rentals offer the exclusive sanctuary your family deserves. From sprawling ocean-oriented estates in Sea Pines to lagoon-front retreats in Palmetto Dunes, these homes feature sparkling pools, many of which can be heated for your enjoyment during the mild spring and fall months.
Why Upgrade to a Private Pool Home?
Heated Options: Many of our pools can be heated seasonally, making them perfect for April or October stays.
Night Swimming: Take a dip under the stars whenever you want—no "pool closed" signs here.
Poolside Grilling: Enjoy a BBQ on your private deck while the kids splash safely in sight.
Enjoy a warmer winter on Hilton Head Island and book one of our Snowbird rentals for the season.
Browse and book one of our gorgeous vacation rentals at the Spa on Port Royal Sound.
Enjoy some of the best that Hilton Head Island has to offer when you book one of our Sea Pines vacation rentals.
5 properties available
Welcome to 17 Myrtle Lane!Steps from the Beach with a Private Pool and fully fenced in yard!Escape to this stunning beach retreat, perfectly situated just steps from Hilton Head’s pristine beaches. With 4 bedrooms, 4 full baths, and ample space for up to 10 guests, this home is designed for relaxation, fun, and making unforgettable memories.Propert
Welcome to 20 Willow Oak Road!Luxury Golf Course Retreat with Private Pool & Spa in Sea Pines ResortDiscover the perfect blend of tranquility and recreation in this newly remodeled 4-bedroom, 3-bath home, nestled in the heart of Sea Pines Resort. Boasting 2,396 sq. ft. of upscale living space, a brand-new private pool and hot tub, and breathtaking
Welcome to 5 Bald Eagle – Sea Pines ResortGorgeous 4th-Row Ocean Home with Private Pool, Steps from the Beach! Escape to paradise at this newly remodeled 5-bedroom, 5-bathroom home, perfectly located just steps from Hilton Head Island’s most beautiful beaches. Nestled in the exclusive Sea Pines Resort, this spacious and luxurious retreat is designe
Welcome to 40 Full Sweep – Palmetto Dunes ResortYour Lagoon-front Oasis Awaits!Escape to the serenity of this beautiful 4-bedroom private home in the exclusive Palmetto Dunes Resort. With panoramic views of the famous 11-mile lagoon, a private dock, and a sparkling pool, this property offers the perfect blend of tranquility and luxury. Just a 15-mi
Welcome to Your 2nd Row Ocean Retreat – A Hilton Head Island Paradise! Just steps from Hilton Head Island’s most beautiful beaches, this spacious 4-bedroom, 3-bathroom home offers the perfect combination of coastal charm, modern amenities, and unbeatable convenience. With its private pool, expansive outdoor spaces, and proximity to Coligny Plaza an
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