Vacation Homes in Hilton Head Island

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Featured Vacation Homes in Hilton Head Island

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Vacation Rentals in Hilton Head Island

What kind of vacation do you want in Hilton Head Island? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation rental is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Hilton Head Island that will speak to you.

Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Hilton Head Island, including luxury vacation rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.

Take a look at what we have on offer. You’ll find rentals close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation rentals a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.

Hilton Head Island Vacation Homes essential information

Accommodation
3150 Vacation Homes
Lowest Price
CA $158
Highest Price
CA $558
Popular accommodation
Stunning Ocean View Vacation House with Private Pool, 1 Min From Beach!, Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380, Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!!, New Four BR Luxury Vacation Home on Hilton Head, Renovated, screened porch, one-level home, pet-friendly with outdoor shower, 40% OFF August 22-Sept 17, 2026! 🏝️Book today! ⭐️ Largest Pool & Deck on block! , Spacious Upscale Home with Direct Private Access to the Beach and Heated Pool!, Direct Oceanfront; Steps to Beach; 4 Bd/4Bth: Large Deck; Zero Entry Pool; Views, Waterfront “State of Mind” vintage home. , Fall Special! Home inside Sea Pines! 3min walk to Beach. Private Pool-Hot Tub, Last Minute Summer Special - Walk To Wilson Village , 423 Plantation Club: Prime 3 Bedroom Golf Villa - Quick Walk To The Beach