Hilton Head Island Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Hilton Head Island holiday rentals

Interior

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
3.5 star property
South End
The price is HK$1,339
HK$3,290 total
includes taxes & fees
15 Apr - 16 Apr
Oceanfront Breakers 137 Condo w/ Sunrise Views!
Indoor pool, 3 outdoor pools, pool 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)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is HK$3,812
HK$4,194 total
includes taxes & fees
31 Mar - 1 Apr
Marriott's Barony Beach Club
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

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
The price is HK$2,716
HK$2,988 total
includes taxes & fees
27 Mar - 28 Mar
Marriott's Harbour Club
Floor plan

Family-friendly 2BR Home w/ Sofa Bed Hilton Head

Family-friendly 2BR Home w/ Sofa Bed Hilton Head
2.0 star property
Mid Island
The price is HK$1,714
HK$3,279 total
includes taxes & fees
29 Mar - 30 Mar
Family-friendly 2BR Home w/ Sofa Bed Hilton Head
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
The price is HK$12,604
HK$14,811 total
includes taxes & fees
6 Apr - 7 Apr
Montage Palmetto Bluff Residences
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
The price is HK$3,906
HK$4,297 total
includes taxes & fees
17 Mar - 18 Mar
Marriott's Monarch at Sea Pines
Interior

Updated Hilton Head Condo: Balcony, Walk to Beach

Updated Hilton Head Condo: Balcony, Walk to Beach
3.0 star property
South End
The price is HK$955
HK$3,394 total
includes taxes & fees
12 Apr - 13 Apr
Updated Hilton Head Condo: Balcony, Walk to Beach
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
The price is HK$2,247
HK$2,471 total
includes taxes & fees
11 Apr - 12 Apr
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Indoor pool, 2 outdoor pools, pool cabanas (surcharge), pool loungers

Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (195 reviews)
"Very clean room and resort "
United States
Larisa
The price is HK$3,454
HK$3,799 total
includes taxes & fees
20 Mar - 21 Mar
Marriott's SurfWatch
Indoor pool, 5 outdoor pools, pool umbrellas, pool loungers

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (171 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
The price is HK$4,259
HK$4,685 total
includes taxes & fees
17 Mar - 18 Mar
Marriott's Grande Ocean
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
The price is HK$1,213
HK$2,889 total
includes taxes & fees
31 Mar - 1 Apr
'wright by the Beach': Hilton Head Condo w/ Perks
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
The price is HK$3,030
HK$3,333 total
includes taxes & fees
11 Apr - 12 Apr
Marriott's Heritage Club
Terrace/patio

Newly Renovated 4 bed 3 bath & 2 Parking

Newly Renovated 4 bed 3 bath & 2 Parking
2.0 star property
Historic Downtown Savannah
The price is HK$1,894
HK$4,018 total
includes taxes & fees
18 Mar - 19 Mar
Newly Renovated 4 bed 3 bath & 2 Parking
Interior

The Juliette by AvantStay

The Juliette by AvantStay
3.0 star property
Historic Downtown Savannah
The price is HK$2,317
HK$3,509 total
includes taxes & fees
23 Mar - 24 Mar
The Juliette by AvantStay
Exterior

522 Sunsuite

522 Sunsuite
3.0 star property
Fripp Island
The price is HK$1,312
HK$2,652 total
includes taxes & fees
18 Mar - 19 Mar
522 Sunsuite
Lobby

DeSoto Beach Gardens

DeSoto Beach Gardens
2.5 star property
South Beach
8.4 out of 10, Very good, (229 reviews)
"Cute little one bedroom. Check in person was very curt. The maintenance person was more helpful to us."
United States
Ashley
The price is HK$1,271
HK$1,531 total
includes taxes & fees
18 Mar - 19 Mar
DeSoto Beach Gardens
Full-sized fridge, microwave, oven, stovetop

The Grant by Black Swan

The Grant by Black Swan
3.5 star property
Historic Downtown Savannah
9.2 out of 10, Wonderful, (322 reviews)
"Great place to stay! "
United States
Fernanda
The price is HK$719
HK$1,757 total
includes taxes & fees
18 Mar - 19 Mar
The Grant by Black Swan
Lobby

The Ann Savannah, Apartments By Marriott Bonvoy

The Ann Savannah, Apartments By Marriott Bonvoy
4.0 star property
Historic District - North
9.4 out of 10, Exceptional, (188 reviews)
"Great 4 bedroom suite. "
United States
Isune De los
The price is HK$1,990
HK$2,605 total
includes taxes & fees
12 Apr - 13 Apr
The Ann Savannah, Apartments By Marriott Bonvoy
Front of property

Comfortable Escape 2BR Historic Downtown

Comfortable Escape 2BR Historic Downtown
4.0 star property
Historic Downtown Savannah
9.0 out of 10, Wonderful, (9 reviews)
"Grocery store and coffee shop one block away and many sights were in walking distance. House was very clean and maintained."
United States
Matthew
The price is HK$1,184
HK$3,459 total
includes taxes & fees
18 Mar - 19 Mar
Comfortable Escape 2BR Historic Downtown
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
"Highly recommend this property. Perfect experience from being greeted by the hotel porter, check-in process, restaurant and bar experiences to check-out. I hope to return sooner than later. "
Deb 3-night trip
Posted 1 hour ago
Sonesta Resort Hilton Head Island

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
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  • 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 holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to Coastal Discovery Museum, 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?

Beach. View. Suite. 1 br. 1 ba. Sleeps 5: This highly rated holiday home rental in Hilton Head Island is located on the beach, and has an outdoor pool, a balcony and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a garden. Other favourite homes for rent in Hilton Head Island are Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380 and Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch.

How many holiday rentals are there in Hilton Head Island?

With 1018 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 Coastal Discovery Museum 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 Heron Point by Pete Dye at Sea Pines Resort and Shipyard Golf Course.

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.