Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday rentals

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 AU$347
includes taxes & fees
9 Feb - 10 Feb
Marriott's Grande Ocean
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 AU$474
includes taxes & fees
20 Jan - 21 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 AU$338
includes taxes & fees
18 Jan - 19 Jan
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
3.0 star property
10.0 out of 10, Exceptional, (6 reviews)
"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 AU$376
includes taxes & fees
18 Jan - 19 Jan
Mermaid Cove Oceanview @ Coligny
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 AU$433
includes taxes & fees
20 Jan - 21 Jan
Cozy 2-bedroom villa close to Coligny!
9.8 out of 10, Exceptional, (154 reviews)
"Wonderful stay! The property was clean and beach access was great!"
United States
Charlotte T.
Flip Flop Paradise-Steps to the Sand! Free Bikes
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

Holiday Home in Mid Island

Disney's Hilton Head Island Resort
3.5 star property
9.6 out of 10, Exceptional, (127 reviews)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
Disney's Hilton Head Island Resort
9.4 out of 10, Exceptional, (55 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is AU$431
includes taxes & fees
19 Jan - 20 Jan
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
10.0 out of 10, Exceptional, (105 reviews)
"Our stay was perfect!"
United States
Cathy R.
The price is AU$376
includes taxes & fees
18 Jan - 19 Jan
Elegance at the beach -Ocean View Villa, Gorgeous!

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 AU$235
includes taxes & fees
9 Feb - 10 Feb
Marriott's Barony Beach Club
2.0 star property
The price is AU$386
includes taxes & fees
19 Jan - 20 Jan
Spacious 3BR Hilton Head Getaway + Pool Access
9.6 out of 10, Exceptional, (72 reviews)
"Very nice! Great location "
United States
MaryAnn S.
The price is AU$419
includes taxes & fees
19 Jan - 20 Jan
Charming Renovated Villa in Oceanfront Community w/ Pool and Direct Beach Access
9.4 out of 10, Exceptional, (44 reviews)
"Good property, love the location"
United States
Josh K.
The price is AU$376
includes taxes & fees
18 Jan - 19 Jan
SHOREthing! Beachside retreat w/ Bikes, Chairs
9.8 out of 10, Exceptional, (40 reviews)
"We had an absolute wonderful time at the villa. It was beautiful and very clean. Perfect location to the beach and Coligny. Couldn’t ask for anything better! "
United States
Allison O.
The price is AU$392
includes taxes & fees
18 Jan - 19 Jan
Just Beachy! Absolute top notch design, Oceanviews
9.8 out of 10, Exceptional, (152 reviews)
"Easy check in. Great communication. "
United Kingdom
Tiffany S.
Crashin' Waves-Oceanview w/Bikes, Chairs& King Bed
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 AU$394
includes taxes & fees
20 Jan - 21 Jan
NEW! 1 BD Apt~Beach Access~Clean~Great Location~Quiet & NICE! Great for Couples!
9.6 out of 10, Exceptional, (22 reviews)
"My wife and I went on our 3 year anniversary with our 6 month old son. We loved it! We walked the area a good bit. Some great food and shopping around. The condo was very clean and in a great location. We will definitely be back!"
United States
Blake
The price is AU$376
includes taxes & fees
18 Jan - 19 Jan
Feelin Tip'Sea-Oceanview Retreat Steps to Beach
10.0 out of 10, Exceptional, (156 reviews)
"Great stay for couples "
United States
Jessica T.
SerenityByTheSea-Couples Retreat-King,Bikes,Chairs
9.2 out of 10, Wonderful, (5 reviews)
"Everything is was excellent!!!"
United States
Cheryl S.
Come Enjoy this recently remodeled Villa
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 favourite 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 depend 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 AU$235 per night. Entering your travel dates in the search wizard might find you 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 Adventure Cove, 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 1028 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 Heron Point by Pete Dye at Sea Pines Resort and Shipyard Golf Course.

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.