Search Holiday Rentals in Hilton Head Island

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Hilton Head Island holiday rentals

Indoor pool, 5 outdoor pools, pool umbrellas, pool loungers
Marriott's Grande Ocean

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
View from room
Marriott's Harbour Club

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
House (2 Bedrooms) | Floor plan
Beach Getaway 2BR w/ Pool + Modern Comforts

Cottage in Mid Island

Beach Getaway 2BR w/ Pool + Modern Comforts
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
Property grounds
Ocean Palms Villas at Port Royal Resort

Aparthotel in Mid Island

Ocean Palms Villas at Port Royal Resort
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
Bar (on property)
Marriott's Barony Beach Club

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
Exterior
Marriott's Heritage 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
Dock
Disney's Hilton Head Island Resort

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

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

10/10 Excellent
"The resort is very clean and well maintained. Lots of seating areas to have conversations. The outdoor hot tub was warm, gentle, and relaxing. There was also relaxing music playing. There are two pools one for families and another for adults. The beach is just steps away. You can rent a bike at the resort and head to the beach for a ride. It is $30 for 1 hour or $35 for 4 hours. The room was a nice comfortable size. We had a resort view, while not being ocean front was still a good view. We ordered breakfast in the restaurant and it was delicious! "
Adrianna 1-night trip
Posted 2 days ago
Sonesta Resort Hilton Head Island

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.