Hilton Head Island Holiday Rentals

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Hilton Head Island holiday rentals

View from property

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.2 out of 10, Wonderful, (61 reviews)
"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 HK$1,961
HK$2,157 total
includes taxes & fees
15 Feb - 16 Feb
Marriott's Harbour Club
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, (166 reviews)
"Great room and amenities. Unfortunately, we had a poor experience with the front desk at checkout. Took 5 stars directly to 3 . "
United States
Patrick
The price is HK$1,648
HK$1,813 total
includes taxes & fees
10 Feb - 11 Feb
Marriott's Grande Ocean
Floor plan

Beach Getaway 2BR w/ Pool + Modern Comforts

Beach Getaway 2BR w/ Pool + Modern Comforts
2.0 star property
Mid Island
8.0 out of 10, Very good, (2 reviews)
"No proper communication and things broke inside or not working "
United States
Alejandra
The price is HK$1,171
HK$2,679 total
includes taxes & fees
4 Feb - 5 Feb
Beach Getaway 2BR w/ Pool + Modern Comforts
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$11,158
HK$13,219 total
includes taxes & fees
5 Mar - 6 Mar
Montage Palmetto Bluff Residences
Beach nearby, beach bar, sailing

Ocean Palms Villas at Port Royal Resort

Ocean Palms Villas at Port Royal Resort
3.5 star property
Mid Island
8.6 out of 10, Excellent, (98 reviews)
"It was perfect for our needs. Check-in was super easy!"
United States
Melanie
Ocean Palms Villas at Port Royal Resort
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, (127 reviews)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
Disney's Hilton Head Island Resort
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$2,304
HK$2,535 total
includes taxes & fees
27 Feb - 28 Feb
Marriott's Heritage Club
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
9.6 out of 10, Exceptional, (244 reviews)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is HK$1,242
HK$1,367 total
includes taxes & fees
10 Feb - 11 Feb
Marriott's Barony Beach Club
Floor plan

Spacious 3BR Hilton Head Getaway + Pool Access

Spacious 3BR Hilton Head Getaway + Pool Access
2.0 star property
Mid Island
The price is HK$643
HK$2,254 total
includes taxes & fees
9 Feb - 10 Feb
Spacious 3BR Hilton Head Getaway + Pool Access
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, (131 reviews)
"The pool and the Hot Tub were closed we were charged $9 to access the property and $25 dollars a day to park and the check in wasn’t at the address provided so we lost at least one hour of time But the condo was nice "
United States
Mitchell
The price is HK$1,461
HK$1,607 total
includes taxes & fees
10 Feb - 11 Feb
Marriott's Monarch at Sea Pines
Floor plan

Renovated 2BR Hilton Head Home Walk to Shops

Renovated 2BR Hilton Head Home Walk to Shops
2.0 star property
Mid Island
The price is HK$1,199
HK$2,710 total
includes taxes & fees
12 Feb - 13 Feb
Renovated 2BR Hilton Head Home Walk to Shops
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$1,107
HK$2,609 total
includes taxes & fees
4 Feb - 5 Feb
Family-friendly 2BR Home w/ Sofa Bed Hilton Head
Floor plan

Stylish 2BR Townhome Near Bradley Beach + Pool

Stylish 2BR Townhome Near Bradley Beach + Pool
2.0 star property
Mid Island
The price is HK$1,035
HK$2,529 total
includes taxes & fees
4 Feb - 5 Feb
Stylish 2BR Townhome Near Bradley Beach + Pool
Floor plan

Hilton Head 2BR Townhouse Walk to Shops & Dining

Hilton Head 2BR Townhouse Walk to Shops & Dining
2.0 star property
Mid Island
The price is HK$1,315
HK$2,838 total
includes taxes & fees
8 Feb - 9 Feb
Hilton Head 2BR Townhouse Walk to Shops & Dining
Floor plan

Hilton Head 3BR Retreat Pool, Dining & Shops

Hilton Head 3BR Retreat Pool, Dining & Shops
2.0 star property
Mid Island
The price is HK$637
HK$2,248 total
includes taxes & fees
5 Feb - 6 Feb
Hilton Head 3BR Retreat Pool, Dining & Shops
Floor plan

Family 2BR Retreat Near Beach + Pool Hilton Head

Family 2BR Retreat Near Beach + Pool Hilton Head
2.0 star property
Mid Island
The price is HK$1,214
HK$2,725 total
includes taxes & fees
12 Feb - 13 Feb
Family 2BR Retreat Near Beach + Pool Hilton Head
Floor plan

Cozy 2BR Hilton Head Townhome w/ Pool Access

Cozy 2BR Hilton Head Townhome w/ Pool Access
2.0 star property
Mid Island
2.0 out of 10, (1 review)
"The place smelled really bad like cigarettes. Go into the bathroom and it smelled like sewage. Rugs were filthy black dirt on our feet. Queen size bed right in the living room behind the tv."
United States
Ava
The price is HK$1,066
HK$2,563 total
includes taxes & fees
12 Feb - 13 Feb
Cozy 2BR Hilton Head Townhome w/ Pool Access
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, (312 reviews)
"Perfect location & accommodations."
United States
Shelly
The Grant by Black Swan
Lobby

DeSoto Beach Gardens

DeSoto Beach Gardens
2.5 star property
South Beach
8.4 out of 10, Very good, (227 reviews)
"Said bead and breakfast but offered frozen foods. The staff was most excellent room was great. Nice access to beach. Will be staying again!!"
United States
Robert
The price is HK$1,085
HK$1,313 total
includes taxes & fees
4 Feb - 5 Feb
DeSoto Beach Gardens
Exterior

Spacious 4 Bed, 3 Bath Home in Prime Location w/ Breathtaking Marsh Views

Spacious 4 Bed, 3 Bath Home in Prime Location w/ Breathtaking Marsh Views
4.0 star property
Fripp Island
The price is HK$3,272
HK$7,359 total
includes taxes & fees
5 Feb - 6 Feb
Spacious 4 Bed, 3 Bath Home in Prime Location w/ Breathtaking Marsh Views
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
"The staff was very courteous and helpful. The room was clean."
Stephanie 4-night trip
Posted 2 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
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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 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?

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 RESTFUL RETREAT! and Sunset Rentals | Duck Hawk 27.

How many holiday rentals are there in Hilton Head Island?

With 1039 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 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 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.