Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

3.5 star property
The price is S$561
includes taxes & fees
3 Apr - 4 Apr
Oceanfront Breakers 137 Condo w/ Sunrise Views!

Condo resort in Sea Pines

Marriott's Harbour Club
3.5 star property
9.0 out of 10, Wonderful, (63 reviews)
"We are vacation club owner and we extended our stay with Hotels.com Harbor Club is our favorite property on HHI. "
United States
Mark
The price is S$465
includes taxes & fees
19 Mar - 20 Mar
Marriott's Harbour Club

Condo resort in Mid Island

Marriott's SurfWatch
3.5 star property
9.6 out of 10, Exceptional, (195 reviews)
"Very clean room and resort "
United States
Larisa
The price is S$549
includes taxes & fees
18 Mar - 19 Mar
Marriott's SurfWatch
2.0 star property
The price is S$536
includes taxes & fees
29 Mar - 30 Mar
Family-friendly 2BR Home w/ Sofa Bed Hilton Head

Condo resort in Mid Island

Marriott's Barony Beach Club
3.5 star property
9.4 out of 10, Exceptional, (248 reviews)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is S$653
includes taxes & fees
15 Mar - 16 Mar
Marriott's Barony Beach Club
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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Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to Coastal Discovery Museum, 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 1018 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 Coastal Discovery Museum 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 Heron Point by Pete Dye at Sea Pines Resort and Shipyard Golf Course.

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.