Search Holiday Rentals in Hilton Head Island

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Check prices for these dates

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14 Dec - 15 Dec
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15 Dec - 16 Dec
Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec

Our top choices for Hilton Head Island holiday rentals

3 outdoor pools, pool umbrellas, pool loungers
Coral Sands Resorts by Palmera

Coral Sands Resorts by Palmera

Coral Sands Resorts by Palmera
3.5 star property
South End
9.4 out of 10, Exceptional, (868)
"Favorite place to stay when in Hilton Head. Convenient to everything we enjoy."
United States
Ledane
Coral Sands Resorts by Palmera
Indoor pool, 3 outdoor pools, pool cabanas (surcharge), pool umbrellas
Marriott's Barony Beach Club

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
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
Indoor pool, 5 outdoor pools, pool umbrellas, pool loungers
Marriott's Grande Ocean

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
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
2 outdoor pools, pool umbrellas, pool loungers
Island Links Resort by Palmera

Island Links Resort by Palmera

Island Links Resort by Palmera
3.0 star property
Mid Island
9.4 out of 10, Exceptional, (326)
"Nice resort and enjoyed our stay"
United States
Lisa
Island Links Resort by Palmera
Property grounds
Players Club Resort

Players Club Resort

Players Club Resort
4.0 star property
South End
8.0 out of 10, Very good, (10)
"Clean, safe, and relaxing location. Enjoyed the beach and local restaurants. "
United States
Melvin
Players Club Resort
Bicycling
Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (129)
"Great stay "
United States
Ashalon
The price is 5.235.093 ₫
5.758.602 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Marriott's Monarch at Sea Pines
Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers
Bluewater Resort & Marina by Spinnaker Resorts

Bluewater Resort & Marina by Spinnaker Resorts

Bluewater Resort & Marina by Spinnaker Resorts
3.5 star property
North End
9.6 out of 10, Exceptional, (138)
"The property was very clean and well kept."
United States
Cooky
Bluewater Resort & Marina by Spinnaker Resorts
View from property
Marriott's Harbour Club

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
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 4.288.041 ₫
4.716.845 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Marriott's Harbour Club
Property amenity
Ocean Walk 106 Manor by Hilton Head Retreats

Ocean Walk 106 Manor by Hilton Head Retreats

Ocean Walk 106 Manor by Hilton Head Retreats
3.5 star property
South End
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 106 Manor by Hilton Head Retreats
Townhome, 2 Bedrooms | Bathroom | Separate bathtub and shower, jetted bath, free toiletries, hair dryer
Coral Reef Resort

Coral Reef Resort

Coral Reef Resort
3.0 star property
South End
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
Property amenity
Marriott's Heritage Club

Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
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
Condo, 3 Bedrooms | Terrace/patio
Royal Dunes Resort

Royal Dunes Resort

Royal Dunes Resort
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (178)
"Room was perfect People were very courteous "
Canada
Ricky
Royal Dunes Resort
Marina
Hilton Head Island Beach & Tennis Resort by Hilton Head Retreats

Hilton Head Island Beach & Tennis Resort by Hilton Head Retreats

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

The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

10/10 Excellent
"Beautiful room. Ocean view. The hotel was magical "
Shirene 2-night trip
Posted 4 days ago
The Westin Hilton Head Island Resort & Spa

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.