A coastal town with a lighthouse, marina, and golf course.

Hilton Head Island Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Hilton Head Island vacation rentals

Indoor pool, 2 outdoor pools, cabanas (surcharge), sun loungers

1. Marriott's SurfWatch

Marriott's SurfWatch
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (202 reviews)
"Great resort, great room "
United States
Crista
The price is NT$14,522
NT$15,975 total
includes taxes & fees
Sep 3 - Sep 4
Marriott's SurfWatch
View from property

2. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
The price is NT$9,834
NT$10,817 total
includes taxes & fees
Sep 7 - Sep 8
Marriott's Harbour Club
Snack bar

3. Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
Disney's Hilton Head Island Resort
House | 1 bedroom

4. Breakers 324 Oceanfront Hilton Head Condo Direct Beach Access

Breakers 324 Oceanfront Hilton Head Condo Direct Beach Access
2.0 star property
South End
The price is NT$20,160
NT$29,074 total
includes taxes & fees
Sep 4 - Sep 5
Breakers 324 Oceanfront Hilton Head Condo Direct Beach Access
Beach nearby, beach bar, sailing

5. 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
The price is NT$6,124
NT$13,651 total
includes taxes & fees
Sep 5 - Sep 6
Ocean Palms Villas at Port Royal Resort
View from property

6. Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences
5.0 star property
Palmetto Bluff
10.0 out of 10, Exceptional, (2 reviews)
"Very family friendly. Parking was a problem Check in was not one minute early. House was beautiful and very clean. Pool was wonderful Prices were high but we knew that ahead of time"
United States
john j
The price is NT$46,101
NT$55,082 total
includes taxes & fees
Sep 28 - Sep 29
Montage Palmetto Bluff Residences
Apartment (2 Bedrooms) | Interior

7. Palmetto Dunes Golf Getaway: Pool + Beach Access!

Palmetto Dunes Golf Getaway: Pool + Beach Access!
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"Communication with owner is excellent and villa is located in great location "
United States
minoshka
The price is NT$4,964
NT$13,034 total
includes taxes & fees
Sep 9 - Sep 10
Palmetto Dunes Golf Getaway: Pool + Beach Access!
Indoor pool, 3 outdoor pools, cabanas (surcharge), pool umbrellas

8. Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (252 reviews)
"Family orientated hotel with great pools, walk on beach access, wonderful BBQ options for self catering. Rooms are large and family orientated. Fab stay! "
Australia
Pauline
The price is NT$14,640
NT$16,104 total
includes taxes & fees
Sep 28 - Sep 29
Marriott's Barony Beach Club
Property amenity

9. Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (71 reviews)
"Great Villa! Very roomy and excellent location close to everything!"
United States
Christine
The price is NT$9,834
NT$10,817 total
includes taxes & fees
Sep 8 - Sep 9
Marriott's Heritage Club
House | 2 bedrooms, high-speed internet

10. Steps to Beach-hilton Head Condo-pet Friendly

Steps to Beach-hilton Head Condo-pet Friendly
2.0 star property
Mid Island
The price is NT$7,224
NT$16,517 total
includes taxes & fees
Sep 1 - Sep 2
Steps to Beach-hilton Head Condo-pet Friendly
Apartment (1 Bedroom) | Front of property

11. Walk to Bars & Shops: Resort Condo in Hilton Head!

Walk to Bars & Shops: Resort Condo in Hilton Head!
3.5 star property
South End
The price is NT$3,931
NT$11,575 total
includes taxes & fees
Sep 13 - Sep 14
Walk to Bars & Shops: Resort Condo in Hilton Head!
Bicycling

12. 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 NT$12,995
NT$14,295 total
includes taxes & fees
Sep 29 - Sep 30
Marriott's Monarch at Sea Pines
Indoor pool, 5 outdoor pools, pool umbrellas, sun loungers

13. Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (178 reviews)
"On the ocean. Family friendly."
United States
Richard
The price is NT$16,031
NT$17,634 total
includes taxes & fees
Sep 29 - Sep 30
Marriott's Grande Ocean
Terrace/patio

14. 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, (156 reviews)
"Very nice place to stay "
United States
Alejandro
The price is NT$9,075
NT$9,982 total
includes taxes & fees
Sep 13 - Sep 14
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
Villa (2 Bedrooms) | Interior

15. Walk to Beach: Hilton Head Condo w/ Pool Access

Walk to Beach: Hilton Head Condo w/ Pool Access
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (5 reviews)
"Very clean and easy access to the beach "
United States
LUMINITA
The price is NT$2,466
NT$10,584 total
includes taxes & fees
Sep 7 - Sep 8
Walk to Beach: Hilton Head Condo w/ Pool Access
Apartment (1 Bedroom) | Front of property

16. Beachfront Condo w/ Pool Access in Hilton Head!

Beachfront Condo w/ Pool Access in Hilton Head!
4.0 star property
South End
9.0 out of 10, Wonderful, (2 reviews)
"Poor sofa searing. Sits very low and to very soft."
United States
Roger
The price is NT$3,415
NT$12,266 total
includes taxes & fees
Sep 22 - Sep 23
Beachfront Condo w/ Pool Access in Hilton Head!
Apartment (2 Bedrooms) | Interior

17. Hilton Head Condo: Beach Supplies, Walk to Shore!

Hilton Head Condo: Beach Supplies, Walk to Shore!
3.0 star property
Mid Island
8.4 out of 10, Very Good, (5 reviews)
"I’m thrilled with the location of this condo. It’s just a quick walk to the beach, and there are also easy-to-access walking, running, and biking trails. There are plenty of local restaurants, food trucks, grocery stores, and attractions nearby. The only downside is that I didn’t receive the email from Evolve with the check-in/out instructions, as it was delivered to my spam folder. The unit was a bit dusty, probably because it was the off-season when I visited, but a quick trip to the local...
United States
Derval
Hilton Head Condo: Beach Supplies, Walk to Shore!
Apartment (2 Bedrooms) | Interior

18. Serene Hilton Head Island Condo w/ Community Pool!

Serene Hilton Head Island Condo w/ Community Pool!
4.0 star property
South End
The price is NT$5,723
NT$13,741 total
includes taxes & fees
Aug 30 - Aug 31
Serene Hilton Head Island Condo w/ Community Pool!
Apartment (1 Bedroom) | Interior

19. Oceanfront Condo! Breakers 210 w/ Sunrise Views

Oceanfront Condo! Breakers 210 w/ Sunrise Views
4.0 star property
South End
Oceanfront Condo! Breakers 210 w/ Sunrise Views
House | 1 bedroom

20. Breakers 328 Oceanfront Hilton Head Condo Direct Beach Access

Breakers 328 Oceanfront Hilton Head Condo Direct Beach Access
2.0 star property
South End
Breakers 328 Oceanfront Hilton Head Condo Direct Beach Access
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

Palmera Inn and Suites

Palmera Inn and Suites

8/10 Good
"We enjoyed the full kitchen & the loft space with an upstairs bathroom."
Robert 3-night trip
Posted 1 hour ago
Palmera Inn and Suites

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:

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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 1026 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. Tybee Island Beach and Marine Corps Recruit Depot Parris Island are other popular places to visit in the area.

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.