Hilton Head Island Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Hilton Head Island vacation rentals

View from property

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"We are vacation club owner and we extended our stay with Hotels.com Harbor Club is our favorite property on HHI. "
United States
Mark
Marriott's Harbour Club
Indoor pool, 2 outdoor pools, cabanas (surcharge), sun loungers

Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (196 reviews)
"Very clean room and resort "
United States
Larisa
Marriott's SurfWatch
Snack bar

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (128 reviews)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
Disney's Hilton Head Island Resort
View from property

Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (1 review)
"This was our second visit to Montage Palmetto Bluff and once again it did not disappoint. The hospitality we find here is second to none. Everywhere we went we were greeted with smiling faces. We’d like to give a special shout out to Carmela at the concierge desk who was so incredibly wonderful with our 4 year-old son, Henry. Everything she did and every recommendation she provided enhanced our stay. The natural beauty of this place is beyond compare. We cannot wait to visit again. "
United States
Ashley
Montage Palmetto Bluff Residences
Apartment (1 Bedroom) | Interior

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
3.5 star property
South End
Oceanfront Breakers 137 Condo w/ Sunrise Views!
2 outdoor pools, pool umbrellas, sun loungers

Waterside by Spinnaker Resorts

Waterside by Spinnaker Resorts
3.0 star property
South End
8.8 out of 10, Excellent, (96 reviews)
"Waling distance to shops, restaurants and beach. Great rooms, super spacious. Clean comfortable beds and furniture. Pools were top notch!"
United States
Christopher
Waterside by Spinnaker Resorts
Outdoor dining

66 Fairway Lane at The Sea Pines Resort

66 Fairway Lane at The Sea Pines Resort
3.0 star property
Sea Pines
66 Fairway Lane at The Sea Pines Resort
Condo, 3 Bedrooms | Terrace/patio

Royal Dunes Resort

Royal Dunes Resort
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (181 reviews)
"I would definitely stay here again. The condos have 2 master suites which was very nice for two couples vacationing. It was conveniently located and usually just took us about 10 minutes to drive to wherever we were going."
United States
Diana
Royal Dunes Resort
Indoor pool, 5 outdoor pools, pool umbrellas, sun loungers

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (172 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
Marriott's Grande Ocean
Property amenity

Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (67 reviews)
"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
Marriott's Heritage Club
House (3 Bedrooms) | Interior

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
3.0 star property
Edgefield
10.0 out of 10, Exceptional, (1 review)
"It was like home away frim home. "
United States
Willie
Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
Outdoor dining

2634 Calibogue Club at The Sea Pines Resort

2634 Calibogue Club at The Sea Pines Resort
4.0 star property
Sea Pines
2634 Calibogue Club at The Sea Pines Resort
Terrace/patio

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
3.5 star property
Mid Island
9.2 out of 10, Wonderful, (150 reviews)
"Very nice place to stay "
United States
Alejandro
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Outdoor dining

852 Ketch Court at The Sea Pines Resort

852 Ketch Court at The Sea Pines Resort
3.0 star property
Sea Pines
852 Ketch Court at The Sea Pines Resort
Outdoor dining

6964 Fairway One at The Sea Pines Resort

6964 Fairway One at The Sea Pines Resort
4.0 star property
Sea Pines
6964 Fairway One at The Sea Pines Resort
Indoor pool, 3 outdoor pools, cabanas (surcharge), pool umbrellas

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (248 reviews)
"Beautiful property "
United States
Charlotte
Marriott's Barony Beach Club
Bicycling

Marriott's Monarch at Sea Pines

Marriott's Monarch at Sea Pines
3.0 star property
Sea Pines
9.2 out of 10, Wonderful, (132 reviews)
"Loved this property "
United States
Sharon
Marriott's Monarch at Sea Pines
Apartment (2 Bedrooms) | Interior

Resort Amenities & Beach Access: Hilton Head Condo

Resort Amenities & Beach Access: Hilton Head Condo
3.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"The location of this unit is the absolute best in the complex. Watching the sun rise over the ocean while sipping coffee from the balcony was priceless. It was a quick walk to the boardwalk to get to the ocean, and the heated outdoor pool is in this building. The indoor pool, workout area, and hot tub were a quick walk down a couple buildings, but very easy to get to. The unit had a fully stocked kitchen. I highly recommend staying here and hope to return some day. "
United States
Ashley
Resort Amenities & Beach Access: Hilton Head Condo
Apartment (2 Bedrooms) | Interior

Walk to Beach: Coligny Gem w/ Community Perks!

Walk to Beach: Coligny Gem w/ Community Perks!
3.5 star property
South End
Walk to Beach: Coligny Gem w/ Community Perks!
Apartment (2 Bedrooms) | Interior

'wright by the Beach': Hilton Head Condo w/ Perks

'wright by the Beach': Hilton Head Condo w/ Perks
3.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay. We loved the ocean theme at the apartment. Very clean rooms. Kids enjoyed swimming in the indoor pool, parents enjoyed hot tub and sauna especially on rainy days. They have indoor and outdoor pools. We liked walking on the boardwalk to the beach. We highly recommend this place and would love to return there again. "
United States
Victor
'wright by the Beach': Hilton Head Condo w/ Perks
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

8/10 Good
"The staffs are nice and welcoming. We enjoyed our stay. The shower assembly in our both rooms were a bit broken. Overall we are happy with the hotel."
Pu 3-night trip
Posted 9 hours ago
The Westin Hilton Head Island Resort & Spa

Find out more about Hilton Head Island

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

  • View our selection of featured Vacation rentals in Hilton Head Island
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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 The Sandbox, 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.

How many vacation rentals are there in Hilton Head Island?

With 1018 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 Arts Center of Coastal Carolina and Coastal Discovery Museum, 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 Shipyard Golf Course.

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.