Photo by Bill Van Cleave

Holiday Rentals in Hilton Head Island

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Our top choices for Hilton Head Island holiday rentals

Condo resort in Mid Island

Marriott's Barony Beach Club
3.5 star property
9.6 out of 10, Exceptional, (243 reviews)
"Great place for vacation on the beach, nice, clean and quiet areas "
United States
Larisa
The price is €150
includes taxes & fees
19 Jan - 20 Jan
Marriott's Barony Beach Club

Aparthotel in South End

Players Club Resort
4.0 star property
8.2 out of 10, Very good, (11 reviews)
"Clean, safe, and relaxing location. Enjoyed the beach and local restaurants. "
United States
Melvin
The price is €141
includes taxes & fees
12 Jan - 13 Jan
Players Club Resort
2.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"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 €255
includes taxes & fees
13 Jan - 14 Jan
Cozy 2-bedroom villa close to Coligny!
3.5 star property
8.6 out of 10, Excellent, (98 reviews)
"It was perfect for our needs. Check-in was super easy!"
United States
Melanie
Ocean Palms Villas at Port Royal Resort
2.0 star property
The price is €236
includes taxes & fees
12 Jan - 13 Jan
Spacious 3BR Hilton Head Getaway + Pool Access
9.6 out of 10, Exceptional, (213 reviews)
"It was very clean nice place to stay. The Host Markco was excellent. "
United States
Barbara C.
The price is €212
includes taxes & fees
12 Jan - 13 Jan
5th Villa to Beach Remodeled for 2021- Steps to Open Beach SLEEPS 6
9.8 out of 10, Exceptional, (66 reviews)
"The best thing about this place is the location. After arriving on Thursday we didn’t get back in the car until leaving on Sunday. Everything is in walking distance: beach, shops, restaurants, etc. The unit is small but cute, perfect for a couple getaway (there are bunk beds for small kids though). Owner was extremely responsive. "
United States
Barry M.
The price is €224
includes taxes & fees
12 Jan - 13 Jan
OceanEscape – Steps to the Beach
9.4 out of 10, Exceptional, (53 reviews)
"Had a great time. Location was great about a 2 minute walk to beach. Condo was great"
United States
Anonymous traveller
The price is €245
includes taxes & fees
25 Jan - 26 Jan
Beachy chic, steps from the beach!
9.6 out of 10, Exceptional, (11 reviews)
"We had a great stay at this property! The on-site bike rental was really convenient. Tennis courts were great too!"
United States
Stephen K.
The price is €191
includes taxes & fees
12 Jan - 13 Jan
2-bedroom condo walking distance to Singleton Beach
9.6 out of 10, Exceptional, (91 reviews)
"Great place great vacation thank you"
United States
Brett S.
The price is €221
includes taxes & fees
8 Feb - 9 Feb
Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Condo resort in South End

Marriott's Grande Ocean
3.5 star property
9.4 out of 10, Exceptional, (165 reviews)
"Great room and amenities. Unfortunately, we had a poor experience with the front desk at checkout. Took 5 stars directly to 3 . "
United States
Patrick
The price is €199
includes taxes & fees
19 Jan - 20 Jan
Marriott's Grande Ocean
9.8 out of 10, Exceptional, (27 reviews)
"Very clean and great location! "
United States
Lindsey P.
The price is €251
includes taxes & fees
9 Feb - 10 Feb
Condo w/ Pool 2BR Close to beach Free WiFi
9.4 out of 10, Exceptional, (3 reviews)
"The unit was comfortable, clean and quiet and just as portrayed in the listing. I will definitely intend to book again in the future."
United States
Howard B.
The price is €226
includes taxes & fees
13 Jan - 14 Jan
NEW! 1 BD Apt~Beach Access~Clean~Great Location~Quiet & NICE! Great for Couples!
10.0 out of 10, Exceptional, (114 reviews)
"Very pleased with our stay. Walking distance from shops and restaurants. Short walk to beach. "
United States
Saylor S.
The price is €221
includes taxes & fees
12 Jan - 13 Jan
Sandy Feet Retreat-New Shower-Bikes Incl-Oceanview
2.0 star property
8.0 out of 10, Very good, (2 reviews)
"No proper communication and things broke inside or not working "
United States
Alejandra
The price is €272
includes taxes & fees
12 Jan - 13 Jan
Beach Getaway 2BR w/ Pool + Modern Comforts
8.6 out of 10, Excellent, (10 reviews)
"Perfect spot, beautifully appointed, comfortable and private. Perfect for traveling with pet"
United States
andrea R.
The price is €200
includes taxes & fees
12 Jan - 13 Jan
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
8.4 out of 10, Very good, (72 reviews)
"Great location and beautiful condo. Would recommend! "
United States
Tawni O.
The price is €372
includes taxes & fees
12 Jan - 13 Jan
Brand New As Seen on HGTV! Deluxe Beachfront Villa W/ Beautiful Ocean Views
9.4 out of 10, Exceptional, (205 reviews)
"Great location and easy to get to the beach. Very nice, comfortable place. Enjoyed having the pool available to us. "
United States
Kristen T.
The price is €306
includes taxes & fees
28 Jan - 29 Jan
Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!
9.4 out of 10, Exceptional, (22 reviews)
"Would definitely stay there again "
United States
Matilda F.
The price is €154
includes taxes & fees
13 Jan - 14 Jan
Cute Condo close to Coligny Beach
9.0 out of 10, Wonderful, (88 reviews)
"Property was very modern and clean, and with ocean views. Proximity to beach and to Coligny area is ideal. I would definitely recommend staying here!"
United States
Brian B.
The price is €384
includes taxes & fees
12 Jan - 13 Jan
Brand New As seen on HGTV! Deluxe Beachfront Villa W Beautiful Ocean Front Views
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, apart-hotels, 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 €141 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?

Sunset Rentals | Duck Hawk 27: This highly rated holiday home rental in Hilton Head Island is located by the ocean, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. Other favourite homes for rent in Hilton Head Island are Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale and 4 Alder Lane--2nd row & steps from beach, newly renovated!.

How many holiday rentals are there in Hilton Head Island?

With 958 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. Other places in town to visit include Shipyard Golf Course and Coligny Plaza.

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.