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

Hilton Head Island Holiday 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 holiday rentals

1. 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 NZ$668
includes taxes & fees
20 Oct - 21 Oct
Marriott's Grande Ocean

2. 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

3. 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 NZ$537
includes taxes & fees
29 Sept - 30 Sept
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

4. 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.
SeaClusion-Oceanview, Mini split AC, Beach Chairs

5. 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

6. 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
9.6 out of 10, Exceptional, (19 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 NZ$641
includes taxes & fees
26 Sept - 27 Sept
Beautiful Spacious w/Indoor Outdoor Pool, Hot Tub, Tennis, Pickle Ball & Beach !

7. Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!
South End
9.4 out of 10, Exceptional, (232 reviews)
"Location was absolutely fabulous. Apartment clean, comfortable. A few general maintenance issues, but host responded very promptly. Looking forward to staying again!"
United States
Caitlin
The price is NZ$721
includes taxes & fees
1 Oct - 2 Oct
Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

8. 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

9. Coastal Getaway: Oceanview Condo in Hilton Head

Coastal Getaway: Oceanview Condo in Hilton Head
South End
9.6 out of 10, Exceptional, (24 reviews)
"Great location, very comfortable, and I felt safe "
United States
Wendy C.
The price is NZ$456
includes taxes & fees
25 Sept - 26 Sept
Coastal Getaway: Oceanview Condo in Hilton Head

10. 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, (157 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 NZ$484
includes taxes & fees
30 Sept - 1 Oct
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

11. 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 NZ$551
includes taxes & fees
6 Oct - 7 Oct
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

12. Reel Paradise-Beautiful escape! Bikes & Chairs

Reel Paradise-Beautiful escape! Bikes & Chairs
South End
10.0 out of 10, Exceptional, (113 reviews)
"Great place will stay again"
United States
Vickie M.
The price is NZ$469
includes taxes & fees
12 Oct - 13 Oct
Reel Paradise-Beautiful escape! Bikes & Chairs

13. Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"Clean and spacious. Very convenient location. "
United States
CLAUDIA
The price is NZ$597
includes taxes & fees
1 Oct - 2 Oct
Marriott's Harbour Club

14. Salty Sand-Close to the pool, steps to the beach!

Salty Sand-Close to the pool, steps to the beach!
South End
9.6 out of 10, Exceptional, (52 reviews)
"The villa was very nice and comfortable and very close to the beach. Within walking distance from all kinds of shops and restaurants. And the host was very accommodating and communicative."
United States
Amanda M.
Salty Sand-Close to the pool, steps to the beach!

15. 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 NZ$889
includes taxes & fees
18 Oct - 19 Oct
Luxury Penthouse near Beach, Tiki Hut, Coligny

16. 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, (187 reviews)
"Loved the bikes and location to everything. We were comfortable and had all we needed for the beach too."
United States
Margaret
The price is NZ$538
includes taxes & fees
4 Oct - 5 Oct
Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed

17. 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.
Beautiful Couples Retreat Oceanview w/new bikes&Chairs

18. Coastal Nest - Oceanviews! Near Coligny

Coastal Nest - Oceanviews! Near Coligny
South End
9.4 out of 10, Exceptional, (21 reviews)
"We loved how close it is to the beach! "
United States
Andrea R.
The price is NZ$463
includes taxes & fees
6 Oct - 7 Oct
Coastal Nest - Oceanviews! Near Coligny

19. Just Beachy! Absolute top notch design, Oceanviews

Just Beachy! Absolute top notch design, Oceanviews
South End
9.8 out of 10, Exceptional, (45 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.
The price is NZ$470
includes taxes & fees
30 Sept - 1 Oct
Just Beachy! Absolute top notch design, Oceanviews

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

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
South End
10.0 out of 10, Exceptional, (181 reviews)
"Wonderful time close to everything easy walk to the beach"
United States
charles g.
The price is NZ$486
includes taxes & fees
12 Oct - 13 Oct
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
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

Find out more about Hilton Head Island

Everything you need to know about Hilton Head Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hilton Head Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hilton Head Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hilton Head Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hilton Head Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hilton Head Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hilton Head Island holiday rentals we have selected for you start as low as NZ$551 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hilton Head Island rentals

At Expedia, we put the best Hilton Head Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hilton Head Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hilton Head Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hilton Head Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to The Sandbox, or you can select a more 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 holiday rentals that Hilton Head Island has to offer?

New Four BR Luxury Vacation Home on Hilton Head: This highly rated holiday home rental in Hilton Head Island 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 that you can cook with friends or family. Other favourite 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 holiday rentals are there in Hilton Head Island?

With 1003 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. Marine Corps Recruit Depot Parris Island and River Street are other popular places to visit in the area.

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.