Hilton Head Island Holiday Rentals

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Check prices for these dates

Tonight
13 Dec - 14 Dec
Tomorrow
14 Dec - 15 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

Aparthotel in South End

Coral Sands Resorts by Palmera
3.5 star property
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
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, (241)
"The staff was so kind. The property and room was clean. "
United States
Sarah
The price is S$277
includes taxes & fees
13 Jan - 14 Jan, 2026
Marriott's Barony Beach Club
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 S$375
includes taxes & fees
13 Jan - 14 Jan, 2026
Marriott's Grande Ocean
2 outdoor pools, pool umbrellas, pool loungers
Island Links Resort by Palmera

Aparthotel in Mid Island

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

Aparthotel in South End

Players Club Resort
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
Players Club Resort
2 outdoor pools, free pool cabanas, pool umbrellas
Marriott's Monarch at Sea Pines

Condo in Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
9.2 out of 10, Wonderful, (129)
"Great stay "
United States
Ashalon
The price is S$283
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

Aparthotel in North End

Bluewater Resort & Marina by Spinnaker Resorts
3.5 star property
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 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 S$232
includes taxes & fees
3 Jan - 4 Jan, 2026
Marriott's Harbour Club
Property amenity
Ocean Walk 106 Manor by Hilton Head Retreats

Condo in South End

Ocean Walk 106 Manor by Hilton Head Retreats
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 106 Manor by Hilton Head Retreats
On the beach
Hilton Head Island Beach & Tennis Resort by Hilton Head Retreats

Condo in Mid Island

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

Condo in Mid Island

Royal Dunes Resort
3.5 star property
9.4 out of 10, Exceptional, (178)
"Room was perfect People were very courteous "
Canada
Ricky
Royal Dunes Resort
Terrace/patio
Coral Reef Resort

Holiday Home in South End

Coral Reef Resort
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
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 S$232
includes taxes & fees
7 Jan - 8 Jan, 2026
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

Hilton Grand Vacations Club Ocean Oak Resort Hilton Head

Hilton Grand Vacations Club Ocean Oak Resort Hilton Head

10/10 Excellent
"I could open my balcony door and hear the waves crashing on the shore, it was just perfect. The rooms were clean and the front desk & housekeeping staff very helpful and professional. I had no interaction with the concierge. "
Marie 2-night trip
Posted 4 days ago
Hilton Grand Vacations Club Ocean Oak Resort Hilton Head

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.

What are some of the best holiday rentals that Hilton Head Island has to offer?

Marriott's Harbour Club: This highly rated holiday home rental in Hilton Head Island is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a selection of games and 1 hot tub.

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.