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

Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

1. 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$539
includes taxes & fees
16 Sept - 17 Sept
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

2. 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$475
includes taxes & fees
11 Sept - 12 Sept
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

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

Seabatical-Beautiful ocean view! w/new bikes & Chairs
South End
10.0 out of 10, Exceptional, (92 reviews)
"The room was perfect myself and my cousin. We loved how the room was right on the beach. We also enjoyed the bikes, beach chairs, toys and how close it was to Coligny beach park. Would definitely stay here again."
United States
Raven
The price is NZ$469
includes taxes & fees
18 Sept - 19 Sept
Seabatical-Beautiful ocean view! w/new bikes & Chairs

4. 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 NZ$659
includes taxes & fees
16 Sept - 17 Sept
Beachfront Condo w/ Pool Access in Hilton Head!

5. 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

6. 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 NZ$449
includes taxes & fees
16 Sept - 17 Sept
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

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

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.8 out of 10, Exceptional, (78 reviews)
"Great area location property and beach to enjoy a small getaway"
United States
Nicholas P.
The price is NZ$459
includes taxes & fees
23 Sept - 24 Sept
SeaClusion-Oceanview, Mini split AC, Beach Chairs

8. Luxury Penthouse near Beach, Tiki Hut, Coligny

Luxury Penthouse near Beach, Tiki Hut, Coligny
South End
10.0 out of 10, Exceptional, (118 reviews)
"Had a great stay. Definitely recommend."
United States
Thomas K.
The price is NZ$710
includes taxes & fees
23 Sept - 24 Sept
Luxury Penthouse near Beach, Tiki Hut, Coligny

9. 13 Forest Beach Villa/Sleeps 8/Walkable to Coligny Beach/Pool

13 Forest Beach Villa/Sleeps 8/Walkable to Coligny Beach/Pool
South End
9.6 out of 10, Exceptional, (63 reviews)
"This place is in an excellent location. Not far from Sea Pines, restaurants, and the main highway. It was clean and stocked very well with essentials. Loved staying here. "
United States
Brittanie J.
The price is NZ$539
includes taxes & fees
12 Sept - 13 Sept
13 Forest Beach Villa/Sleeps 8/Walkable to Coligny Beach/Pool

10. 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$526
includes taxes & fees
13 Sept - 14 Sept
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

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 NZ$955
includes taxes & fees
22 Sept - 23 Sept
Marriott's Grande Ocean

12. Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

Coastal Calm Couples Paradise + KING Bed+ Bikes-#131
South End
10.0 out of 10, Exceptional, (19 reviews)
"Within steps of the ocean, great location to bike and walking trail, close to shops and dining. "
United States
Dee W.
Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

13. 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 NZ$584
includes taxes & fees
22 Sept - 23 Sept
Marriott's Heritage Club

14. 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 NZ$582
includes taxes & fees
13 Sept - 14 Sept
Walk to Bars & Shops: Resort Condo in Hilton Head!

15. 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 NZ$676
includes taxes & fees
16 Sept - 17 Sept
Beachfront Condo w/ Pool Access in Hilton Head!

16. Beauty at the Beach! Oceanview King bed free bikes

Beauty at the Beach! Oceanview King bed free bikes
South End
9.8 out of 10, Exceptional, (60 reviews)
"Excellent stay - the room was clean, the host was easy to communicate with and provided most everything we needed. It had a nice beach view and provided beach chairs and bikes. We would stay again."
United States
Debra B.
The price is NZ$520
includes taxes & fees
13 Sept - 14 Sept
Beauty at the Beach! Oceanview King bed free bikes

17. Oceanfront with easy beach access, large pool, and tiki bar/restaurant!

Oceanfront with easy beach access, large pool, and tiki bar/restaurant!
Mid Island
9.6 out of 10, Exceptional, (113 reviews)
"Great location, clean and host was very quick to respond."
United States
Candace D.
The price is NZ$602
includes taxes & fees
11 Sept - 12 Sept
Oceanfront with easy beach access, large pool, and tiki bar/restaurant!

18. Coastal Nest - Oceanviews! Near Coligny

Coastal Nest - Oceanviews! Near Coligny
South End
9.2 out of 10, Wonderful, (19 reviews)
"We loved how close it is to the beach! "
United States
Andrea R.
The price is NZ$447
includes taxes & fees
6 Oct - 7 Oct
Coastal Nest - Oceanviews! Near Coligny

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

Walk to Bars & Shops: Resort Condo in Hilton Head!
South End
8.8 out of 10, Excellent, (83 reviews)
"Great time, would stay again"
United States
Anonymous traveller
The price is NZ$584
includes taxes & fees
13 Sept - 14 Sept
Walk to Bars & Shops: Resort Condo in Hilton Head!

20. Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Beach. View. Suite. 1 br. 1 ba. Sleeps 5
Mid Island
9.6 out of 10, Exceptional, (120 reviews)
"Would stay again!"
United States
Shandi B.
The price is NZ$451
includes taxes & fees
14 Sept - 15 Sept
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
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

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$539 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. 

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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?

Stunning Ocean View Vacation House with Private Pool, 1 Min From Beach!: This highly rated holiday home rental in Hilton Head Island offers a balcony, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind. Other favourite homes for rent in Hilton Head Island are Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch and Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!!.

How many holiday rentals are there in Hilton Head Island?

With 984 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.