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

Hilton Head Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Hilton Head Island vacation rentals

1. SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.8 out of 10, Exceptional, (81 reviews)
"Great area location property and beach to enjoy a small getaway"
United States
Nicholas P.
The price is AED 325
AED 943 total
includes taxes & fees
23 Sep - 24 Sep
SeaClusion-Oceanview, Mini split AC, Beach Chairs

2. Feelin Tip'Sea-Oceanview Retreat Steps to Beach

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
South End
9.6 out of 10, Exceptional, (40 reviews)
"Room was as shown in pictures. Clean, steps from the beach, walking distance to Coligny Park & local shops & restaurants. Had wonderful weather during week of September 12-17. Felt safe with gated entrance & parking."
United States
Robin
Feelin Tip'Sea-Oceanview Retreat Steps to Beach

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

4. Luxury Penthouse near Beach, Tiki Hut, Coligny

Luxury Penthouse near Beach, Tiki Hut, Coligny
South End
10.0 out of 10, Exceptional, (119 reviews)
"Had a great stay. Definitely recommend."
United States
Thomas K.
The price is AED 55
AED 1,363 total
includes taxes & fees
23 Sep - 24 Sep
Luxury Penthouse near Beach, Tiki Hut, Coligny

5. Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views
South End
9.4 out of 10, Exceptional, (85 reviews)
"Perfect location, check in was very easy. The condo was clean and everything exactly as it was described. Would definitely stay here again."
United States
Shane W.
The price is AED 347
AED 1,117 total
includes taxes & fees
21 Sep - 22 Sep
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

6. STUNNING ocean view! Brand new listing

STUNNING ocean view! Brand new listing
South End
10.0 out of 10, Exceptional, (18 reviews)
"Absolutely loved our stay would recommend"
United States
xiaoming w.
STUNNING ocean view! Brand new listing

7. Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.8 out of 10, Exceptional, (31 reviews)
"Excellent location! The place was so close to the beach & walking/biking distance to shops and restaurants."
United States
Kathleen
Beach Daze-Gorgeous new shower! Bikes Included

8. Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
South End
9.6 out of 10, Exceptional, (156 reviews)
"Great location, unit was smaller than we expected it worked fine for 2 nights -right on beach perfect check in and hosts "
United States
Elizabeth
The price is AED 393
AED 901 total
includes taxes & fees
21 Sep - 22 Sep
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

9. SunnyDaze-Brand new reno- King bed, Free bikes!

SunnyDaze-Brand new reno- King bed, Free bikes!
South End
9.6 out of 10, Exceptional, (108 reviews)
"Great place to stay!"
United States
Jake H.
SunnyDaze-Brand new reno- King bed, Free bikes!

10. Coastal Nest - Oceanviews! Near Coligny

Coastal Nest - Oceanviews! Near Coligny
South End
9.2 out of 10, Wonderful, (20 reviews)
"We loved how close it is to the beach! "
United States
Andrea R.
Coastal Nest - Oceanviews! Near Coligny

11. 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 AED 1,216
AED 1,337 total
includes taxes & fees
22 Sep - 23 Sep
Marriott's Grande Ocean

12. Coastal Getaway: Oceanview Condo in Hilton Head

Coastal Getaway: Oceanview Condo in Hilton Head
South End
9.6 out of 10, Exceptional, (23 reviews)
"Great location, very comfortable, and I felt safe "
United States
Wendy C.
The price is AED 327
AED 978 total
includes taxes & fees
25 Sep - 26 Sep
Coastal Getaway: Oceanview Condo in Hilton Head

13. Beautiful Couples Retreat Oceanview w/new bikes&Chairs

Beautiful Couples Retreat Oceanview w/new bikes&Chairs
South End
9.8 out of 10, Exceptional, (131 reviews)
"Great location, Kendall is very responsive and thoughtful, place was clean and beach equipment was nice."
United States
Julee S.
The price is AED 367
AED 1,030 total
includes taxes & fees
24 Sep - 25 Sep
Beautiful Couples Retreat Oceanview w/new bikes&Chairs

14. Shore Beats Work!-Stunning view 3 from oceanfront new bikes Incl.

Shore Beats Work!-Stunning view 3 from oceanfront new bikes Incl.
South End
9.4 out of 10, Exceptional, (63 reviews)
"The room has a good view of the ocean and the hosts were great!"
United States
Matt W.
Shore Beats Work!-Stunning view 3 from oceanfront new bikes Incl.

15. Just Beachy! Absolute top notch design, Oceanviews

Just Beachy! Absolute top notch design, Oceanviews
South End
9.8 out of 10, Exceptional, (44 reviews)
"This was our first time to the Hilton Head area and we really enjoyed our stay. We would definitely stay here again!"
United States
Ashley B.
Just Beachy! Absolute top notch design, Oceanviews

16. Steps to the beach! Newly Remodeled! New furniture. Avail

Steps to the beach! Newly Remodeled! New furniture. Avail
Mid Island
9.6 out of 10, Exceptional, (114 reviews)
"Short, but enjoyable stay. Would stay again!"
United States
Dora D.
The price is AED 215
AED 1,271 total
includes taxes & fees
21 Sep - 22 Sep
Steps to the beach! Newly Remodeled! New furniture. Avail

17. Good Times and Tan Lines!-Central air, free bikes!

Good Times and Tan Lines!-Central air, free bikes!
South End
9.6 out of 10, Exceptional, (81 reviews)
"Nice quiet area...could see the ocean from the balcony!! Clean and close to various shops and resturant s..will stay again!!"
United States
Suzanne O.
The price is AED 338
AED 990 total
includes taxes & fees
21 Sep - 22 Sep
Good Times and Tan Lines!-Central air, free bikes!

18. Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny

Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny
South End
9.2 out of 10, Wonderful, (321 reviews)
"Wonderful view and convenient location. He condo was very clean. Will look to stay here again."
United States
Phillip C.
The price is AED 451
AED 1,248 total
includes taxes & fees
25 Sep - 26 Sep
Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny

19. Sunset Dunes Direct Beach Access

Sunset Dunes Direct Beach Access
South End
9.8 out of 10, Exceptional, (139 reviews)
"Great place to stay. Will definitely stay here again"
United States
Celeste G.
Sunset Dunes Direct Beach Access

20. Beautiful Spacious w/Indoor Outdoor Pool, Hot Tub, Tennis, Pickle Ball & Beach !

Beautiful Spacious w/Indoor Outdoor Pool, Hot Tub, Tennis, Pickle Ball & Beach !
South End
10.0 out of 10, Exceptional, (18 reviews)
"The place was PERFECT! The set up was incredible and it was easy to access and close to everything are wanted to do. We really enjoyed our stay and will not hesitate to come back here."
United States
Kathleen P.
The price is AED 493
AED 1,366 total
includes taxes & fees
26 Sep - 27 Sep
Beautiful Spacious w/Indoor Outdoor Pool, Hot Tub, Tennis, Pickle Ball & Beach !
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Hilton Head Island Hotel Reviews

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 scenic seaside 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?

New Four BR Luxury Vacation Home on Hilton Head: Visitors give good reviews to this Hilton Head Island vacation home rental, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a microwave, so you can cook with friends or family. Other favorite homes for rent in Hilton Head Island are Palmetto Dunes, pool, hot tub, walk to beach, dog friendly, bikes, sleeps 15 and Stunning Ocean View Vacation House with Private Pool, 1 Min From Beach!.

How many vacation rentals are there in Hilton Head Island?

With 1012 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. Marine Corps Recruit Depot Parris Island and River Street 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.