Hilton Head Island Holiday Rentals

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Holiday Rentals in Hilton Head Island

Condo resort in Mid Island

3.5 star property
9.6 out of 10, Exceptional, (240)
"The staff was so kind. The property and room was clean. "
United States
Sarah
The price is NZ$325
includes taxes & fees
3 Dec - 4 Dec
Marriott's Barony Beach Club

Cottage in Mid Island

2.0 star property
8.0 out of 10, Very good, (2)
"No proper communication and things broke inside or not working "
United States
Alejandra
The price is NZ$547
includes taxes & fees
3 Dec - 4 Dec
Beach Getaway 2BR w/ Pool + Modern Comforts

Holiday Home in Sea Pines

3.5 star property
9.0 out of 10, Wonderful, (60)
"The staff was extremely inviting, professional, and kind. Parking was extremely easy we stayed in villa 3939. It was very large, clean, and had a great view. The property was conveniently located within the area and very walkable. It is very dark at night but we felt safe walking back from dinner. I’d definitely recommend this property for a quiet and peaceful getaway."
United States
ANGELEE
The price is NZ$309
includes taxes & fees
3 Dec - 4 Dec
Marriott's Harbour Club

Condo in South End

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great central location for our trip, plenty of sleeping options (family of 5) and very clean. Host was excellent to coordinate with and check-in was a breeze!"
United States
Brian J.
The price is NZ$568
includes taxes & fees
4 Dec - 5 Dec
Cozy 2-bedroom villa close to Coligny!

Condo in Mid Island

9.2 out of 10, Wonderful, (89)
"Everything was absolutely perfect! We had an amazing little weekend of family fun. Definitely coming back. "
United States
Josie J.
Walk to beach, indoor/outdoor pools, washer/dryer

Aparthotel in South End

4.0 star property
8.0 out of 10, Very good, (10)
"Clean, safe, and relaxing location. Enjoyed the beach and local restaurants. "
United States
Melvin
The price is NZ$279
includes taxes & fees
5 Dec - 6 Dec
Players Club Resort

Apartment in Bluffton

2.0 star property
10.0 out of 10, Exceptional, (28)
"Really enjoyed our time there! Close to Hilton head and Savannah. Would definitely stay again!"
United States
Tanner C.
Charming Old Town Bluffton Carriage Home

Condo in South End

9.8 out of 10, Exceptional, (12)
"Had the best time staying at Kendall’s property! It was in a perfect location being by the beach and centralized to restaurants/bars! It was the perfect space for me and my best friend for a long weekend, I highly recommend staying here!!"
United States
Emily W.
Beach Daze-Gorgeous new shower! Bikes Included

Condo in South End

9.8 out of 10, Exceptional, (153)
"Wonderful stay! The property was clean and beach access was great!"
United States
Charlotte T.
Flip Flop Paradise-Steps to the Sand! Free Bikes

Condo in South End

9.8 out of 10, Exceptional, (149)
"Easy check in. Great communication. "
United Kingdom
Tiffany S.
Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed

Condo resort in South End

3.5 star property
9.4 out of 10, Exceptional, (163)
"Great hotel"
United States
WOOJIN
The price is NZ$402
includes taxes & fees
3 Dec - 4 Dec
Marriott's Grande Ocean

Condo in South End

3.0 star property
10.0 out of 10, Exceptional, (5)
"Room was great, location to beach was convenient, pool was nice, early access time was perfect, parking was reasonable, price was comparable! We would definately stay again. The only issue was the indoor hallway had a urine smell which was off putting and elevator was a little scary."
Canada
Kerry S.
The price is NZ$418
includes taxes & fees
21 Nov - 22 Nov
Mermaid Cove Oceanview @ Coligny

Holiday Home in Sea Pines

3.5 star property
9.4 out of 10, Exceptional, (67)
"Another great Marriott, super clean and spacious with the comforts we needed to finish out a long trip (e.g. hot tub, laundry, kitchen). Friendly staff and convenient to the forest reserve."
United States
Landry
The price is NZ$309
includes taxes & fees
3 Dec - 4 Dec
Marriott's Heritage Club

Condo in Mid Island

9.8 out of 10, Exceptional, (211)
"Had a great time and a great stay. We always go to Hilton Head on what would have been my mothers birthday, We had the pleasure of staying here and had a great time."
United States
Aimee S.
The price is NZ$449
includes taxes & fees
4 Dec - 5 Dec
5th Villa to Beach Remodeled for 2021- Steps to Open Beach ** SLEEPS 7 **

Condo in South End

9.4 out of 10, Exceptional, (201)
"This is our second year staying at this property, and we thoroughly enjoyed our stay. We love being so close to the beach and the pool and facility are awesome. "
United States
Stacy G.
The price is NZ$558
includes taxes & fees
23 Nov - 24 Nov
Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

Condo in South End

10.0 out of 10, Exceptional, (11)
"Our family enjoys our experience here. The host was very responsive!"
United States
Jeff S.
The price is NZ$398
includes taxes & fees
21 Nov - 22 Nov
Seas the Day! Beach & Sun, with Bikes & Chairs

Villa in Mid Island

9.4 out of 10, Exceptional, (52)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is NZ$507
includes taxes & fees
21 Nov - 22 Nov
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Villa in Mid Island

10.0 out of 10, Exceptional, (148)
"Place was well located, spacious, and clean. We would definitely stay there again. "
United States
natalie e.
The price is NZ$796
includes taxes & fees
21 Dec - 22 Dec
Inviting Palmetto Dunes condo w/ pool, private W/D & deck near beach & golf

Villa in Mid Island

8.8 out of 10, Excellent, (54)
"Quick getaway and had a nice weeknd."
United States
Ellen W.
The price is NZ$463
includes taxes & fees
26 Nov - 27 Nov
Great Panoramic Views meet Beach Modern Chic !

Villa in South End

9.6 out of 10, Exceptional, (71)
"Perfect location"
United States
Laura L.
The price is NZ$478
includes taxes & fees
23 Nov - 24 Nov
Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access
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$279 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. 

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 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 holiday rentals that Hilton Head Island has to offer?

Marriott's Harbour Club: This highly rated holiday home rental in Hilton Head Island is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a selection of games and 1 hot tub. Some other homes for rent in Hilton Head Island include Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!! and Island Escape! Pool, Elevator, Pinball, Foosball, Arcade, Nursery,Infrared Sauna.

How many holiday rentals are there in Hilton Head Island?

With 2914 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 Coligny Theater and Arts Center of Coastal Carolina, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Heron Point by Pete Dye at Sea Pines Resort and The Village at Wexford.

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.