Hilton Head Island Vacation Rentals

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Check prices for these dates

Tonight
Dec 19 - Dec 20
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Dec 20 - Dec 21
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Hilton Head Island vacation rentals

Indoor pool, 5 outdoor pools, pool umbrellas, sun 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 P12,358
P13,594 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Marriott's Grande Ocean
View from room
Marriott's Harbour Club

Vacation 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 P10,183
P11,201 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Marriott's Harbour Club
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 P7,380
P18,543 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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 P10,894
P11,983 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Marriott's Barony Beach Club
Exterior
Marriott's Heritage Club

Vacation 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 P10,183
P11,201 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Marriott's Heritage Club
Dock
Disney's Hilton Head Island Resort

Vacation 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

Hampton Inn Hilton Head

Hampton Inn Hilton Head

10/10 Excellent
"It was easy and quick check in and check out. "
asuncion 2-night trip
Posted 3 days ago
Hampton Inn Hilton Head

Find out more about Hilton Head Island

Search for holiday rentals in Hilton Head Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Hilton Head Island using one of the methods below:

  • View our selection of featured holiday rentals in Hilton Head Island
  • Use the map to find apartments and other holiday homes in the Hilton Head Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hilton Head Island while they last

Look no further and take a look at our great range of rental properties in Hilton Head Island!

Frequently asked questions

Are there vacation rentals in Hilton Head Island?

Yes, you can find vacation rentals in Hilton Head Island close to Adventure Cove, or you can select a 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 vacation rentals that Hilton Head Island has to offer?

Marriott's Harbour Club: Visitors like this Hilton Head Island vacation home rental. It is located near the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You can relax into your vacation with a selection of games and a hot tub.

How many vacation rentals are there in Hilton Head Island?

With 904 Expedia vacation rentals, you're sure 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 vacation rental in Hilton Head Island like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Hilton Head Island. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.