Search Holiday Rentals in Hilton Head Island

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Top Holiday Rentals in Hilton Head Island

Aparthotel in South End

3.5 star property
9.4 out of 10, Exceptional, (866)
"Favorite place to stay when in Hilton Head. Convenient to everything we enjoy."
United States
Ledane
Coral Sands Resorts by Palmera

Condo resort in Mid Island

3.5 star property
9.6 out of 10, Exceptional, (240)
"The staff was so kind. The property and room was clean. "
United States
Sarah
The price is 4.405.293 ₫
4.845.823 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Marriott's Barony Beach Club

Aparthotel in Mid Island

3.0 star property
9.4 out of 10, Exceptional, (325)
"Nice resort and enjoyed our stay"
United States
Lisa
Island Links Resort by Palmera

Condo resort in South End

3.5 star property
9.4 out of 10, Exceptional, (163)
"Great hotel"
United States
WOOJIN
The price is 5.460.453 ₫
6.006.499 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Marriott's Grande Ocean

Condo in Sea Pines

3.0 star property
9.2 out of 10, Wonderful, (129)
"Great stay "
United States
Ashalon
The price is 5.249.421 ₫
5.774.365 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Marriott's Monarch at Sea Pines

Aparthotel in South End

4.0 star property
8.0 out of 10, Very good, (10)
"Clean, safe, and relaxing location. Enjoyed the beach and local restaurants. "
United States
Melvin
The price is 2.200.009 ₫
4.161.023 ₫ total
includes taxes & fees
5 Dec - 6 Dec
Players Club Resort

Holiday Home in Sea Pines

3.5 star property
9.0 out of 10, Wonderful, (60)
"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 4.194.261 ₫
4.613.686 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Marriott's Harbour Club

Condo in South End

3.5 star property
9.6 out of 10, Exceptional, (4)
"Our condo was amazing. Very clean, quiet and homey. Would definitely stay again."
United States
Warren
Ocean Walk by VTrips

Aparthotel in North End

3.5 star property
9.6 out of 10, Exceptional, (136)
"The property was very clean and well kept."
United States
Cooky
Bluewater Resort & Marina by Spinnaker Resorts

Holiday Home in South End

3.0 star property
9.2 out of 10, Wonderful, (55)
"We loved our stay! No issues at all, everything was clean, functional, pool could use some TLC with cleaning not other then that it was great. We loved the steam sauna, jacuzzi, and we really loved the bike rentals. We will be back!"
United States
Erin
Coral Reef Resort

Condo in Mid Island

3.5 star property
8.2 out of 10, Very good, (35)
"Liked everything "
United States
mike
Hilton Head Island Beach and Tennis Resort

Condo in Mid Island

3.5 star property
9.2 out of 10, Wonderful, (176)
"Room was perfect People were very courteous "
Canada
Ricky
Royal Dunes Resort

Holiday Home in Sea Pines

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 4.194.261 ₫
4.613.686 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Marriott's Heritage 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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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 The Sandbox, 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 2914 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 Heron Point by Pete Dye at Sea Pines Resort and The Village at Wexford.

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.