Hilton Head Island Holiday Rentals from NZ$285: Search Short-Term Rentals

Q: 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! .

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Hilton Head Island holiday rentals

Indoor pool, 5 outdoor pools, pool umbrellas, pool loungers

Condo resort in South End

Patrick

includes taxes & fees

21 Jan - 22 Jan

Cottage in Mid Island

Alejandra

includes taxes & fees

15 Jan - 16 Jan

Aparthotel in Mid Island

Melanie

Condo in South End

Brian J.

includes taxes & fees

12 Jan - 13 Jan

Aparthotel in South End

Melvin

includes taxes & fees

11 Jan - 12 Jan

Apartment in Bluffton

andrea R.

includes taxes & fees

11 Jan - 12 Jan

Apartment in South End

Howard B.

includes taxes & fees

13 Jan - 14 Jan

Villa in Mid Island

cheryl j.

includes taxes & fees

11 Jan - 12 Jan

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Hilton Head Island Hotel Reviews

Holiday Inn Express Hilton Head Island by IHG

10/10 Excellent

"Clean rooms, great location, nice breakfast. It was a nice 1 night stay! "

Palmera Inn and Suites

10/10 Excellent

"This is our second time staying here with our dog and we can't say enough positive things about the experience. The hotel is very dog friendly, with some rooms having direct access to the dog friendly walking and play area. Doggy poo bags and disposal stations are available. They even welcome your pet with treats! Additionally, the rooms are recently remodeled, spacious and clean. Breakfast is included but we never make it over in time! If it is anything like the rest of the hotel, I am sure it is first class."

Players Club Resort

10/10 Excellent

"Room was very clean. Linens and towels weren't the super cheap kind. Dishes were clean. Our stay went well. Only complaint would be that the air is very loud. It sounds like an airplane but all else was great. We got the room with the sauna upstairs. Also no noise. Walls seemed very thick. Front desk person was really nice. Facility was clean. Washer and dryer worked well. Location is great! "

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$285 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.

Explore a world of travel with Expedia

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 938 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.

Hilton Head Island Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Hilton Head Island holiday rentals