Book Holiday Homes in Hilton Head Island

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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
Holiday Homes
Lowest Price
AU$385
Highest Price
AU$681
Popular accommodation
Beach House Resort Hilton Head, Omni Hilton Head Oceanfront Resort, The Westin Hilton Head Island Resort & Spa, Sonesta Resort Hilton Head Island

Top trending hotels in Hilton Head Island

Beach House Resort Hilton Head

Beach House Resort Hilton Head

4 out of 5
1 South Forest Beach Drive, Hilton Head Island, SC
Fully refundableReserve now, pay when you stay
The price is AU$385 per night from 23 Mar to 24 Mar
AU$385
includes taxes & fees
23 Mar - 24 Mar
With a stay at Beach House Resort Hilton Head in Hilton Head Island (South End), you'll be a 5-minute walk from Coligny Beach and 6 minutes by foot from Coligny ...
Beach House Resort Hilton Head
Omni Hilton Head Oceanfront Resort

Omni Hilton Head Oceanfront Resort

4 out of 5
23 Ocean Lane, Hilton Head Island, SC
Fully refundableReserve now, pay when you stay
The price is AU$681 per night from 16 Mar to 17 Mar
AU$681
includes taxes & fees
16 Mar - 17 Mar
With a stay at Omni Hilton Head Oceanfront Resort in Hilton Head Island (Mid Island), you'll be a 4-minute drive from The Golf Courses of Palmetto Dunes and ...
Omni Hilton Head Oceanfront Resort
The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

4 out of 5
2 Grasslawn Ave, Hilton Head Island, SC
Fully refundableReserve now, pay when you stay
The price is AU$401 per night from 31 Mar to 1 Apr
AU$401
includes taxes & fees
31 Mar - 1 Apr
Located in Hilton Head Island (Mid Island), The Westin Hilton Head Island Resort & Spa is within a 10-minute drive of Coastal Discovery Museum and Shelter Cove ...
The Westin Hilton Head Island Resort & Spa
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Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive, Hilton Head Island, SC
Fully refundableReserve now, pay when you stay
The price is AU$514 per night from 20 Mar to 21 Mar
AU$514
includes taxes & fees
20 Mar - 21 Mar
With a stay at Sonesta Resort Hilton Head Island in Hilton Head Island (South End), you'll be a 1-minute drive from Coligny Beach and 7 minutes from Coligny ...
Sonesta Resort 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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^Subject to availability and chosen travel dates.