Experience the laid-back charm and coastal beauty of South Carolina’s Lowcountry with our curated collection of Hilton Head Island vacation rentals. From oceanside villas to family-friendly beach houses, each stay is tailored to help you slow down, settle in, and explore the island at your pace.
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Yes, 99 of our Hilton Head homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).
Browse dog-friendly homes >Yes. 664 of our Hilton Head vacation rentals have internet access, so you can stay connected throughout your trip.
Browse homes with internet access >Absolutely. Our local Hilton Head team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.
Learn more about Vacasa Premium Clean >The island moves with quiet intention. Days begin with coffee on the porch and end under starry skies. In between, there's golf, the beach, and unforgettable meals shared just steps from the water.
Whether you're traveling solo, gathering the whole crew, or escaping for a season, our Hilton Head vacation rentals offer something for every kind of stay.
Wake to ocean views and walk straight to the sand. These Hilton Head beach rentals offer private decks, sea breezes, and plenty of room to relax just steps from the shore.
Spacious and well-equipped, these homes are made for togetherness. Multiple bedrooms, game rooms, open kitchens, and beach access make for seamless family vacations you'll want to repeat.
Located in walkable neighborhoods like Coligny or Shelter Cove, these Hilton Head condo rentals offer resort conveniences alongside local flavor.
Find space and serenity in one of our villas on Hilton Head Island. Enjoy privacy, scenic views, and access to golf, trails, and lagoons in communities like Sea Pines and Palmetto Dunes.
For snowbirds or remote workers, our long-term Hilton Head rentals include full kitchens, laundry, outdoor living space, and flexible monthly options—making it feel like home, just better.
When you book with us, you get more than a place to stay. You get a professionally managed experience, with homes that are clean, well-appointed, and supported by local hospitality teams. Enjoy contactless check-in, full amenities, and thoughtful touches that make your vacation experience effortless from the moment you arrive.
Whether it’s a beachfront cottage or a villa beneath the oaks, every detail is designed to make your time on Hilton Head Island just feel… right.
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