A coastal town with a lighthouse, marina, and golf course.

Hilton Head Island Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Hilton Head Island holiday rentals

Terrace/patio

1. Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
3.5 star property
Mid Island
9.2 out of 10, Wonderful, (156 reviews)
"Very nice place to stay "
United States
Alejandro
The price is S$399
includes taxes & fees
20 Sept - 21 Sept
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Front of property

2. Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
4.0 star property
South End
9.0 out of 10, Wonderful, (2 reviews)
"Poor sofa searing. Sits very low and to very soft."
United States
Roger
The price is S$489
includes taxes & fees
16 Sept - 17 Sept
Beachfront Condo w/ Pool Access in Hilton Head!
Snack bar

3. Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort
Indoor pool, 5 outdoor pools, pool umbrellas, pool loungers

4. Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (178 reviews)
"On the ocean. Family friendly."
United States
Richard
The price is S$707
includes taxes & fees
22 Sept - 23 Sept
Marriott's Grande Ocean
Property amenity

5. Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (71 reviews)
"Great Villa! Very roomy and excellent location close to everything!"
United States
Christine
The price is S$434
includes taxes & fees
27 Sept - 28 Sept
Marriott's Heritage Club
Front of property

6. Walk to Bars & Shops: Resort Condo in Hilton Head!

Walk to Bars & Shops: Resort Condo in Hilton Head!
3.5 star property
South End
The price is S$432
includes taxes & fees
13 Sept - 14 Sept
Walk to Bars & Shops: Resort Condo in Hilton Head!
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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Top Hilton Head Island Hotel Reviews

Hampton Inn Hilton Head

Hampton Inn Hilton Head

8/10 Good
"Let me start by saying the front desk staff were very helpful and professional. This location is in Hilton Head, SC. High visibility, high volume location. This location is showing signs of wear. Overdue for updating. The housekeeping contract / performance needs to be reviewed for compliance. Whoever is in charge of making sure the facility is kept clean is not doing their job. Elevator walls, glass doors, surfaces all need to be wiped/cleaned daily. Rugs need to be steam cleaned both inside rooms and out in common areas. Landscaping contractor is not being held accountable to Hilton standards. Overall, grade = C+….wont stay there again or until this location gets some needed attention."
Timothy 2-night trip
Posted 2 hours ago
Hampton Inn Hilton Head

Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to The Sandbox, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the scenic seaside and waterfront in Hilton Head Island. Make sure you have time to check out the golf courses while you're in the area.

How many holiday rentals are there in Hilton Head Island?

With 1017 Expedia holiday rentals, you're guaranteed to find just the right place for your Hilton Head Island stay.

What’s there to see and do in Hilton Head Island?

Cultural attractions include Arts Center of Coastal Carolina and Coastal Discovery Museum, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Marine Corps Recruit Depot Parris Island and River Street are other popular places to visit in the area.

What’s a holiday rental in Hilton Head Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hilton Head Island. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.