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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Hilton Head Island vacation rentals

On the beach

1. Flip Flop Paradise-Steps to the Sand! Free Bikes

Flip Flop Paradise-Steps to the Sand! Free Bikes
South End
9.8 out of 10, Exceptional, (173 reviews)
"Amazing place to vacation. Loved the view. Beach paradise extremely clean, quiet, easy beach access."
United States
Linda P.
The price is ￥13,925
￥41,605 total
includes taxes & fees
Aug 17 - Aug 18
Flip Flop Paradise-Steps to the Sand! Free Bikes
On the beach

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

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
South End
9.8 out of 10, Exceptional, (37 reviews)
"Yes all in all it was a great stay close to everything had a very nice time."
United States
Thomas F.
The price is ￥13,319
￥41,815 total
includes taxes & fees
Aug 16 - Aug 17
Feelin Tip'Sea-Oceanview Retreat Steps to Beach
Terrace/patio

3. 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 ￥45,725
￥50,298 total
includes taxes & fees
Sep 7 - Sep 8
Marriott's Harbour Point and Sunset Pointe at Shelter Cove
On the beach

4. Seas the Day! Beach & Sun, with Bikes & Chairs

Seas the Day! Beach & Sun, with Bikes & Chairs
South End
9.6 out of 10, Exceptional, (33 reviews)
"Kendall’s place was perfect for a long weekend! Right on the ocean, walking distance to all the restaurants and shops at Coligny Beach. We had a great time and the next time we’re in Hilton Head we’ll definitely stay here again."
United States
james
The price is ￥13,319
￥41,815 total
includes taxes & fees
Aug 16 - Aug 17
Seas the Day! Beach & Sun, with Bikes & Chairs
Apartment (1 Bedroom) | Front of property

5. 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 ￥17,701
￥62,388 total
includes taxes & fees
Aug 26 - Aug 27
Beachfront Condo w/ Pool Access in Hilton Head!
Property grounds

6. Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.6 out of 10, Exceptional, (30 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
Terrace/patio

7. 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, (155 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 ￥18,977
￥41,925 total
includes taxes & fees
Sep 1 - Sep 2
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
On the beach, sun loungers, beach towels

8. STUNNING ocean view! Brand new listing

STUNNING ocean view! Brand new listing
South End
10.0 out of 10, Exceptional, (15 reviews)
"Our host at Seaside was AMAZING!!! We enjoyed our last minute stay it was right on time for some R&R! Thank you all so lich we will be back! "
United States
Angela C.
The price is ￥21,221
￥51,734 total
includes taxes & fees
Aug 27 - Aug 28
STUNNING ocean view! Brand new listing
On the beach

9. 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, (78 reviews)
"Great location "
United States
Thomas D.
Good Times and Tan Lines!-Central air, free bikes!
On the beach

10. Seabatical-Beautiful ocean view! w/new bikes & Chairs

Seabatical-Beautiful ocean view! w/new bikes & Chairs
South End
10.0 out of 10, Exceptional, (90 reviews)
"We are enjoyed stay for my kids golf tournament. "
United States
Yongni G.
The price is ￥14,020
￥42,761 total
includes taxes & fees
Aug 30 - Aug 31
Seabatical-Beautiful ocean view! w/new bikes & Chairs
On the beach

11. Coastal Nest - Oceanviews! Near Coligny

Coastal Nest - Oceanviews! Near Coligny
South End
9.2 out of 10, Wonderful, (18 reviews)
"We loved how close it is to the beach! "
United States
Andrea R.
The price is ￥13,319
￥41,815 total
includes taxes & fees
Aug 16 - Aug 17
Coastal Nest - Oceanviews! Near Coligny
Property grounds

12. Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed

Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed
South End
9.6 out of 10, Exceptional, (178 reviews)
"Weather wasn’t good but the accommodations were good."
United States
Michael B.
The price is ￥13,925
￥42,657 total
includes taxes & fees
Aug 16 - Aug 17
Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed
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, (177 reviews)
"Great beach. Many pools. Very spacious bedrooms, living room and full kitchen. Large bathrooms. Lots of activities. Would have liked a restaurant on property for breakfast. Marriott needs to spend a few more bucks on toilet paper (not a joke)."
United States
Susan
The price is ￥80,775
￥88,853 total
includes taxes & fees
Sep 8 - Sep 9
Marriott's Grande Ocean
Interior

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

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.8 out of 10, Exceptional, (76 reviews)
"Very conveniently located and reasonably priced. Great for a weekend couples’ getaway."
United States
Kevin W.
The price is ￥14,020
￥42,411 total
includes taxes & fees
Sep 2 - Sep 3
SeaClusion-Oceanview, Mini split AC, Beach Chairs
On the beach

15. SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
South End
10.0 out of 10, Exceptional, (176 reviews)
"Wonderful time close to everything easy walk to the beach"
United States
charles g.
The price is ￥14,657
￥43,462 total
includes taxes & fees
Aug 30 - Aug 31
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
Villa (2 Bedrooms) | Interior

16. 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 ￥19,118
￥60,693 total
includes taxes & fees
Aug 16 - Aug 17
Walk to Beach: Hilton Head Condo w/ Pool Access
TV

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

Beachfront Condo w/ Pool Access in Hilton Head!
South End
9.2 out of 10, Wonderful, (93 reviews)
"Ocean view was great! The pool was well maintained, warm and with a good amount of chairs. Super close to Coligny beach and shops! Loved our time there and will be back! "
United States
Gary B.
The price is ￥11,949
￥63,967 total
includes taxes & fees
Aug 26 - Aug 27
Beachfront Condo w/ Pool Access in Hilton Head!
On the beach

18. Gone Coastal! 2 from oceanfront! Central air!

Gone Coastal! 2 from oceanfront! Central air!
South End
9.8 out of 10, Exceptional, (24 reviews)
"Loved the location!"
United States
Allison O.
Gone Coastal! 2 from oceanfront! Central air!
Property grounds

19. Sunset Dunes Direct Beach Access

Sunset Dunes Direct Beach Access
South End
9.8 out of 10, Exceptional, (136 reviews)
"Ideal location, great communication by host, above and beyond with all the items he provided for us. Super clean with everything we needed and more. Will def save this listing to book again"
United States
Tyler S.
Sunset Dunes Direct Beach Access
Smart TV

20. SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno
South End
9.8 out of 10, Exceptional, (96 reviews)
"This was a great place to stay for my wife and I as we celebrated our anniversary. Beach access was great, condo was clean and the host was super helpful. I would highly recommend this for a couple or small family that wants a place that has plenty of amenities for a beach stay. "
United States
David L.
The price is ￥13,319
￥41,815 total
includes taxes & fees
Aug 16 - Aug 17
SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno
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

Beach House Resort Hilton Head

Beach House Resort Hilton Head

10/10 Excellent
"Awesome and a great experience"
Andrew 3-night trip
Posted 13 hours ago
Beach House Resort 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:

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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.

What are some of the best vacation rentals that Hilton Head Island has to offer?

Spacious Upscale Home with Direct Private Access to the Beach and Heated Pool!: Visitors give good reviews to this Hilton Head Island vacation home rental, which is located on the beach and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade game room. Another good choice for your trip to Hilton Head Island is Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch.

How many vacation rentals are there in Hilton Head Island?

With 1015 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.