Book Holiday Homes in Hilton Head Island

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Featured Holiday Homes in Hilton Head Island

Marriott's Harbour Club

Marriott's Harbour Club

3.5 out of 5
144 Lighthouse Rd, Hilton Head Island, SC
The price is AU$662 per night from 12 Apr to 13 Apr
AU$662
includes taxes & fees
12 Apr - 13 Apr
With a stay at Marriott's Harbour Club in Hilton Head Island (Sea Pines), you'll be within a 15-minute drive of Coligny Beach and Coligny Plaza.
Marriott's Harbour Club
Marriott's Heritage Club

Marriott's Heritage Club

3.5 out of 5
12 Lighthouse Lane, Hilton Head Island, SC
The price is AU$662 per night from 21 Apr to 22 Apr
AU$662
includes taxes & fees
21 Apr - 22 Apr
With a stay at Marriott's Heritage Club in Hilton Head Island (Sea Pines), you'll be within a 10-minute drive of Coligny Beach and Coligny Plaza.
Marriott's Heritage Club
Guest Favorite ~FREE Heated Pool~Walk to Beach~BBQ

Guest Favorite ~FREE Heated Pool~Walk to Beach~BBQ

Hilton Head Island
The price is AU$1,058 per night from 31 Mar to 1 Apr
AU$1,058
includes taxes & fees
31 Mar - 1 Apr
With a stay at this vacation home in Hilton Head Island (Mid Island), you'll be within a 15-minute drive of Palmetto Dunes Club and Coligny Plaza.
Guest Favorite ~FREE Heated Pool~Walk to Beach~BBQ
Save an average of 15% on thousands of hotels when you're signed in
NEW LISTING ~ Luxe 6BR Marsh Retreat w/ Pool & Stunning Views ~ 31 Hearthwood Dr

NEW LISTING ~ Luxe 6BR Marsh Retreat w/ Pool & Stunning Views ~ 31 Hearthwood Dr

Hilton Head Island
With a stay at this vacation home in Hilton Head Island (Sea Pines), you'll be within a 10-minute drive of Coligny Plaza and Coligny Beach.
NEW LISTING ~ Luxe 6BR Marsh Retreat w/ Pool & Stunning Views ~ 31 Hearthwood Dr
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Hilton Head Island
The price is AU$616 per night from 23 Apr to 24 Apr
AU$616
includes taxes & fees
23 Apr - 24 Apr
With a stay at this vacation home in Hilton Head Island (Sea Pines), you'll be within a 15-minute drive of Coligny Plaza and Gregg Russell Harbour Town ...
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
FREE Heated Pool, Walk To Beach, Theater, Elevator

FREE Heated Pool, Walk To Beach, Theater, Elevator

Hilton Head Island
The price is AU$1,236 per night from 28 Apr to 29 Apr
AU$1,236
includes taxes & fees
28 Apr - 29 Apr
With a stay at this vacation home in Hilton Head Island (Mid Island), you'll be within a 10-minute drive of Palmetto Dunes Club and Coligny Plaza.
FREE Heated Pool, Walk To Beach, Theater, Elevator
2-Min Walk to Beach, Private Pool & Spa, Family & Dog-Friendly, Sleeps 17, Kids' Loft

2-Min Walk to Beach, Private Pool & Spa, Family & Dog-Friendly, Sleeps 17, Kids' Loft

Hilton Head Island
With a stay at this vacation home in Hilton Head Island (Mid Island), you'll be within a 15-minute drive of Palmetto Dunes Club and Coligny Plaza.
2-Min Walk to Beach, Private Pool & Spa, Family & Dog-Friendly, Sleeps 17, Kids' Loft
Ocean View, 3-Patio, 6BR, 6300sf Home w/Pool; 50 Steps to Beach, Coligny Circle!

Ocean View, 3-Patio, 6BR, 6300sf Home w/Pool; 50 Steps to Beach, Coligny Circle!

Hilton Head Isalnd
With a stay at this vacation home in Hilton Head Island (South End), you'll be steps from Coligny Beach and 9 minutes by foot from Coligny Plaza.
Ocean View, 3-Patio, 6BR, 6300sf Home w/Pool; 50 Steps to Beach, Coligny Circle!
Hilton Head Lookout | Ocean Views| Free Heated Pool | Walk to Beach | Dog Friendly

Hilton Head Lookout | Ocean Views| Free Heated Pool | Walk to Beach | Dog Friendly

Hilton Head Island
Located in Hilton Head Island (North End), this vacation home is within a 15-minute walk of Fish Haul Beach Park and Folly Field Beach.
Hilton Head Lookout | Ocean Views| Free Heated Pool | Walk to Beach | Dog Friendly
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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.

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
3142 Holiday Homes
Lowest Price
AU$460
Highest Price
AU$1,236
Popular accommodation
Marriott's Harbour Club, Marriott's Heritage Club, Guest Favorite ~FREE Heated Pool~Walk to Beach~BBQ, NEW LISTING ~ Luxe 6BR Marsh Retreat w/ Pool & Stunning Views ~ 31 Hearthwood Dr, Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown, FREE Heated Pool, Walk To Beach, Theater, Elevator, 2-Min Walk to Beach, Private Pool & Spa, Family & Dog-Friendly, Sleeps 17, Kids' Loft, Ocean View, 3-Patio, 6BR, 6300sf Home w/Pool; 50 Steps to Beach, Coligny Circle!, Hilton Head Lookout | Ocean Views| Free Heated Pool | Walk to Beach | Dog Friendly

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$460 per night from 30 Mar to 31 Mar
AU$460
includes taxes & fees
30 Mar - 31 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
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$474 per night from 30 Mar to 31 Mar
AU$474
includes taxes & fees
30 Mar - 31 Mar
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
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$646 per night from 27 Apr to 28 Apr
AU$646
includes taxes & fees
27 Apr - 28 Apr
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
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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$512 per night from 6 Apr to 7 Apr
AU$512
includes taxes & fees
6 Apr - 7 Apr
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.