Hilton Head Rentals with Private Pool
Relaxing by the pool is a special part of visiting Hilton Head Island. Enjoy everything Hilton Head has to offer with our Hilton Head rentals with a private pool. Afternoons are hot, and when the sun is high in the sky, jumping into a refreshing pool feels like entering paradise. During your Hilton Head vacation, there’s no better place to hang out than your own private pool. Below you’ll find Hilton Head rentals with private pools. Our vacation rentals with private, heated pools place you in Hilton Head’s best communities. Hilton Head vacation homes with pools are perfect for families and groups. Plunge into an amazing vacation on Hilton Head Island with Vacation Homes of Hilton Head.
56 properties available
27 Corine Lane, Hilton Head Island is a luxurious 3-story home nestled in the picturesque Singleton Beach area. This stunning property features a private pool and elevator, adding to the convenience and comfort of your stay. With 7 bedrooms and 7 bathrooms, there's plenty of space for everyone to relax and unwind. The home's prime location
Prepare to have your dreams come true at 7 Singleton Beach Place! This breathtaking oceanfront property has undergone a complete renovation, ensuring that every aspect of your stay is nothing short of extraordinary. With direct, private beach access just steps away from your door, you'll have the pristine sands and sparkling waters of Hilton He
Welcome to 8 Sea Front Lane, a luxurious oceanfront retreat located in the stunning Burkes Beach area of Hilton Head Island. This magnificent 10-bedroom, 11-bathroom property is designed to accommodate up to 22 guests, making it the perfect destination for family reunions, group getaways, or special celebrations.The property features a private boar
6 Terra Bella Trace, Hilton Head Island is nestled between the salt marsh and the Atlantic Ocean, 6 Terra Bella Trace is a beach lover's paradise. This outstanding property features 6 bedrooms and 8 bathrooms. The chef's kitchen boasts top-of-the-line Wolf and Sub-Zero appliances and an oversized island with wrap-around seating. The open-co
3 Shore Crest Lane, Hilton Head Island. Luxury awaits in this custom-built 5-bedroom home in Burkes Beach, just a 5-minute walk to the beach and adjacent to Chaplin Park. Enjoy high-end finishes, a chef's kitchen, sunroom, covered deck, pool table, private pool, and an outdoor kitchen. This property is designed for the ultimate vacation experie
19 Singleton Beach Place, Hilton Head Island, is a 6 bedroom, 6.5 bathroom oceanfront home with a private pool and boardwalk, elevator, and chef's kitchen. This property offers a luxurious retreat for vacationers and includes up to $1000 in FREE activities with every reservation. The breathtaking ocean views, upscale finishes, and elegant d&eac
4 Brigantine, Hilton Head Island is your perfect family vacation at this second-row home! With 6 bedrooms, each with a full bath, and ocean views from the second-floor living area, this home offers comfort and relaxation. Enjoy convenience with an elevator, oversized pool, and beach access just across the street. The large pool area boasts a table
4 Collier Court, Hilton Head Island is a property that is boasting fresh paint and décor enhancements updates, this home is a true gem. Just 50 feet from the beach path, it offers breathtaking views of the ocean and marsh. With 6 bedrooms, 6.5 bathrooms, a heated private pool, and 3 ocean-view porches, each bedroom with its private bat
Welcome to the future of luxury vacationing on Hilton Head Island! This stunning pre-construction home on Shell Midden Lane offers the perfect vacation retreat for discerning guests. Boasting 6 spacious bedrooms, 6.5 bathrooms, a private pool, elevator, and multiple balconies, this low-country oasis provides both comfort and elegance. With 3,701 sq
Welcome to 12 Sea Front Lane, an exquisite oceanfront estate located in the prestigious Burkes Beach neighborhood of Hilton Head Island, SC. This under-construction gem is set to be rental-ready by spring 2025, promising an unparalleled vacation experience with its luxurious design and prime location. This expansive property boasts 7 bedrooms
5 Shore Crest Lane is a newly constructed home that offers 6 bedrooms all with private bathrooms, a luxurious chef's kitchen, private heatable pool and heatable spa, and multiple entertaining areas. This property was built with renters in mind to ensure amazing memories are created and includes up to $1000 in FREE activities. 5 Shore Crest Lane
Experience breathtaking views at 14 Singleton Shores Manor, where every level offers stunning marsh and ocean views. Step into the open and bright living area, complete with a wet bar and access to your private pool deck. On the second floor, an updated kitchen, second living area, and dining room await, with an ocean view balcony perfect for morni
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