Book Holiday Homes in Hilton Head Island
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Hilton Head Island
Perfect Treehouse Escape at 2031 Deer Island in Sea Pines
Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! 2023 Remodel!
2 Master Suites, Water Views, bikes, kayaks, game room & short walk to beach
Cozy coastal pet friendly home located in downtown Bluffton!
Recently Updated, Family-Friendly Beach Home w/ a Private Pool & Pool Spa
22 Dove Street - Fantastic Updated 2nd Row Home with Ocean Views!
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Waterfront “State of Mind” vintage home.
Sea Pines Home on 18th Hole of Atlantic Dunes w/Private Pool & New Deck-2 DogsOK
Hilton Head Island Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Hilton Head Island vacation homes are the perfect way for you to wing it.
Holiday houses in Hilton Head Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Hilton Head Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Hilton Head Island adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Hilton Head Island with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Hilton Head Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Hilton Head Island Holiday Homes essential information
Accommodation | 2583 Holiday Homes |
---|---|
Lowest Price | AU$256 |
Highest Price | AU$306 |
Popular accommodation | Perfect Treehouse Escape at 2031 Deer Island in Sea Pines, Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! 2023 Remodel!, 2 Master Suites, Water Views, bikes, kayaks, game room & short walk to beach, Cozy coastal pet friendly home located in downtown Bluffton!, Recently Updated, Family-Friendly Beach Home w/ a Private Pool & Pool Spa, 22 Dove Street - Fantastic Updated 2nd Row Home with Ocean Views!, Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown, Waterfront “State of Mind” vintage home. , Sea Pines Home on 18th Hole of Atlantic Dunes w/Private Pool & New Deck-2 DogsOK |
Holiday Homes in Hilton Head Island
More accommodations in Hilton Head Island
Top trending hotels in Hilton Head Island
Beach House Resort Hilton Head
Hilton Beachfront Resort & Spa Hilton Head Island
Sonesta Resort Hilton Head Island
The Westin Hilton Head Island Resort & Spa
More ways to explore Hilton Head Island
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.