Private Vacation Homes on Hilton Head Island
Experience the ultimate in privacy and comfort. Our Hilton Head vacation homes offer what a hotel simply cannot: the space to gather together and the room to spread out. Whether you are looking for a 5-bedroom estate in Sea Pines with a private pool or a pet-friendly beach house in Palmetto Dunes, our hand-selected collection provides the perfect backdrop for your family memories. Enjoy gourmet kitchens, sprawling decks with lagoon views, and the convenience of having your own driveway—all just moments from the sand.
Why Rent a Private Home on Hilton Head?
Private Pools: Many of our homes feature their own sparkling pools and spas—no fighting for a lounge chair.
Room for Everyone: With 3 to 5+ bedrooms, multiple living areas, and large dining tables, our homes are built for family reunions.
Pet-Friendly Options: Many of our private homes welcome dogs, with easy access to walking trails and backyard space.
No Shared Walls: Enjoy the peace and quiet of a standalone property.
Browse our selection of vacation rentals at the Spa on Port Royal Sound.
Trade snowflakes for sandy toes and book one of our Hilton Head Island snowbird vacation rentals.
10 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 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 7 Troon – Palmetto Dunes ResortBeautiful Pet-Friendly 3-Bedroom Home with Easy Beach Access!Discover the perfect blend of tranquility and convenience at this charming 3-bedroom private home in the exclusive Palmetto Dunes Resort. With its open floor plan, modern amenities, and proximity to Hilton Head’s pristine beaches and world-class a
Welcome to 6 Sea Hawk Lane – Your Hilton Head Island Beach Escape! Located in the private Sea Hawk Lane community, just steps from the beach, this charming 3-bedroom, 3-bathroom home is the perfect retreat for families or groups looking to enjoy Hilton Head’s beauty and tranquility. With private beach access, ample amenities, and a prime location n
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
Escape to the heart of Hilton Head at this spacious 3-bedroom, 2-bath vacation home in the exclusive, gated Shipyard community. Whether you're here for family fun, a golf getaway, or a tranquil coastal escape, this serene single-story retreat offers everything you need for an unforgettable stay.The HomeWith 1,400 sq ft of bright, comfortable living
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 30 Kingston Cove in Shipyard!Your Hilton Head Island Getaway AwaitsDiscover the ultimate vacation retreat at this beautifully appointed 3-bedroom, 2-bath home in the prestigious Shipyard Community. With 1,400 square feet of comfortable living space, serene lagoon views, and an inviting screened-in porch, this single-story home is ideal f
Welcome to 13 Mallard Rd- Your perfect beach getaway! This spacious and inviting 4-bedroom, 3-bathroom corner-lot home is just one block from the beach, offering everything you need for a relaxing coastal retreat.Inside Features:Primary Bedroom – King bed with ensuite bathroom (shower/tub).Two Queen Guestrooms – Comfortable and stylish, sharing a f
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
Tell us what you're looking for and someone will contact you with available options.