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. 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

2. Castaways King Villa on Beach, Free Bikes!

Castaways King Villa on Beach, Free Bikes!
South End
10.0 out of 10, Exceptional, (112 reviews)
"The property was amazing. The pool was perfect. The beach was only a few steps away and everything was great. Beautiful view of the ocean from our balcony was a plus every morning."
United States
Stephen
The price is NZ$465
includes taxes & fees
15 Aug - 16 Aug
Castaways King Villa on Beach, Free Bikes!

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

Feelin Tip'Sea-Oceanview Retreat Steps to Beach
South End
9.8 out of 10, Exceptional, (35 reviews)
"Yes all in all it was a great stay close to everything had a very nice time."
United States
Thomas F.
Feelin Tip'Sea-Oceanview Retreat Steps to Beach

4. 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, (154 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$437
includes taxes & fees
2 Sept - 3 Sept
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

5. Beachy Keen Seaside Villa Near Coligny W/Bikes!

Beachy Keen Seaside Villa Near Coligny W/Bikes!
South End
9.8 out of 10, Exceptional, (90 reviews)
"Great stay!"
United States
Katleen M.
The price is NZ$458
includes taxes & fees
14 Aug - 15 Aug
Beachy Keen Seaside Villa Near Coligny W/Bikes!

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

Seabatical-Beautiful ocean view! w/new bikes & Chairs
South End
10.0 out of 10, Exceptional, (89 reviews)
"We are enjoyed stay for my kids golf tournament. "
United States
Yongni G.
Seabatical-Beautiful ocean view! w/new bikes & Chairs

7. Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (252 reviews)
"I wish we could have stayed longer. Love that we were able to do laundry, although I do wish the water slide was open. My grandchildren would have loved it. We got a villa/suite facing the water park/pool area so my elderly mother could take pictures. 4 generations, what a blessing."
United States
Anneka
The price is NZ$776
includes taxes & fees
30 Aug - 31 Aug
Marriott's Barony Beach Club

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

Gone Coastal! 2 from oceanfront! Central air!
South End
9.8 out of 10, Exceptional, (23 reviews)
"Loved the location!"
United States
Allison O.
Gone Coastal! 2 from oceanfront! Central air!

9. 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
Walk to Beach: Hilton Head Condo w/ Pool Access

10. 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, (170 reviews)
"Clean and close to the beach! "
United States
Youn Jin L.
Flip Flop Paradise-Steps to the Sand! Free Bikes

11. Elegance at the beach -Ocean View Villa, Gorgeous!

Elegance at the beach -Ocean View Villa, Gorgeous!
South End
10.0 out of 10, Exceptional, (118 reviews)
"We loved our stay! The place was exactly as described. The location and beach access was perfect. Quiet, peaceful, comfortable-just what we needed. Loved that we could walk to restaurants in the mornings and evenings!Kendall was great with communication!Would definitely stay again and hope to in the future"
United States
Jacki M.
Elegance at the beach -Ocean View Villa, Gorgeous!

12. 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, (95 reviews)
"Great condo, location, beach. "
United States
Steven S.
The price is NZ$440
includes taxes & fees
20 Aug - 21 Aug
SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

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, (129 reviews)
"Very relaxing views. "
United States
ashley l.
Beautiful Couples Retreat Oceanview w/new bikes&Chairs

14. Coastal Getaway: Oceanview Condo in Hilton Head

Coastal Getaway: Oceanview Condo in Hilton Head
South End
9.6 out of 10, Exceptional, (21 reviews)
"Great location, very comfortable, and I felt safe "
United States
Wendy C.
The price is NZ$450
includes taxes & fees
15 Aug - 16 Aug
Coastal Getaway: Oceanview Condo in Hilton Head

15. 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, (175 reviews)
"Weather wasn’t good but the accommodations were good."
United States
Michael B.
Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed

16. 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)
"Nice view from balcony, property was very clean. "
United States
Arnas C.
The price is NZ$577
includes taxes & fees
18 Aug - 19 Aug
Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

17. 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, (154 reviews)
"Very nice place to stay "
United States
Alejandro
The price is NZ$648
includes taxes & fees
23 Aug - 24 Aug
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

18. 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, (113 reviews)
"Great location, great host, perfect space! Everything was super close and convenient. Would highly recommend"
United States
Jannyn
The price is NZ$641
includes taxes & fees
14 Aug - 15 Aug
Steps to the beach! Newly Remodeled! New furniture. Avail

19. 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
Beachfront Condo w/ Pool Access in Hilton Head!

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

SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
South End
10.0 out of 10, Exceptional, (175 reviews)
"Wonderful time close to everything easy walk to the beach"
United States
charles g.
The price is NZ$492
includes taxes & fees
20 Aug - 21 Aug
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.
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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$648 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 Arts Center of Coastal Carolina, 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?

Spacious Upscale Home with Direct Private Access to the Beach and Heated Pool!: This highly rated holiday home rental in Hilton Head Island is located on the beach, and has an outdoor pool, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games room. Other favourite homes for rent in Hilton Head Island are Sunset Canopy at Harbourtown and Backyard pickleball. Private Pool. Large family home! Custom Outdoor kitchen..

How many holiday rentals are there in Hilton Head Island?

With 1010 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 Coligny Beach and Sea Pines Forest Preserve 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 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.