Search Holiday Rentals in Hilton Head Island

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Our top choices for Hilton Head Island holiday rentals

Condo resort in South End

Marriott's Grande Ocean
3.5 star property
9.4 out of 10, Exceptional, (163)
"Great hotel"
United States
WOOJIN
The price is 6.945.048 ₫
7.639.552 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Marriott's Grande Ocean

Holiday Home in Sea Pines

Marriott's Harbour Club
3.5 star property
9.2 out of 10, Wonderful, (61)
"The staff was extremely inviting, professional, and kind. Parking was extremely easy we stayed in villa 3939. It was very large, clean, and had a great view. The property was conveniently located within the area and very walkable. It is very dark at night but we felt safe walking back from dinner. I’d definitely recommend this property for a quiet and peaceful getaway."
United States
ANGELEE
The price is 5.235.093 ₫
5.758.602 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Marriott's Harbour Club
2.0 star property
8.0 out of 10, Very good, (2)
"No proper communication and things broke inside or not working "
United States
Alejandra
The price is 3.314.682 ₫
8.328.796 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Beach Getaway 2BR w/ Pool + Modern Comforts
3.5 star property
8.6 out of 10, Excellent, (98)
"It was perfect for our needs. Check-in was super easy!"
United States
Melanie
Ocean Palms Villas at Port Royal Resort

Condo resort in Mid Island

Marriott's Barony Beach Club
3.5 star property
9.6 out of 10, Exceptional, (242)
"The staff was so kind. The property and room was clean. "
United States
Sarah
The price is 5.129.865 ₫
5.642.852 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Marriott's Barony Beach Club

Holiday Home in Sea Pines

Marriott's Heritage Club
3.5 star property
9.4 out of 10, Exceptional, (67)
"Another great Marriott, super clean and spacious with the comforts we needed to finish out a long trip (e.g. hot tub, laundry, kitchen). Friendly staff and convenient to the forest reserve."
United States
Landry
The price is 4.288.041 ₫
4.716.845 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Marriott's Heritage Club

Holiday Home in Mid Island

Disney's Hilton Head Island Resort
3.5 star property
9.6 out of 10, Exceptional, (127)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
Disney's Hilton Head Island Resort
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

Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to Adventure Cove, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the popular beaches 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 904 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 Coligny Theater and Arts Center of Coastal Carolina, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Shipyard Golf Course and Coligny Plaza.

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.