Hilton Head Island Vacation Rentals

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We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks

Jan 23 - Jan 25

In two months

In three months

In four months

Our top choices for Hilton Head Island vacation rentals

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

Condo resort in South End

United States

Patrick

$211 nightly

Jan 13 - Jan 14

Total with taxes and fees

House (2 Bedrooms) | Floor plan

Cottage in Mid Island

United States

Alejandra

$289 nightly

Jan 7 - Jan 8

Total with taxes and fees

Property grounds

Aparthotel in Mid Island

United States

Melanie

$414 nightly

Jan 7 - Jan 8

Total with taxes and fees

Fridge, microwave, oven, stovetop

Condo in South End

United States

Brian J.

$256 nightly

Jan 7 - Jan 8

Total with taxes and fees

Superior Condo, 2 Bedrooms | View from room

Aparthotel in South End

United States

Melvin

$197 nightly

Feb 3 - Feb 4

Total with taxes and fees

Property grounds

Apartment in Bluffton

United States

WENDY O.

$223 nightly

Jan 11 - Jan 12

Total with taxes and fees

Sun loungers

Apartment in South End

United States

Howard B.

$208 nightly

Jan 7 - Jan 8

Total with taxes and fees

Property grounds

Villa in Mid Island

United States

cheryl j.

$262 nightly

Jan 11 - Jan 12

Total with taxes and fees

Exterior

Vacation Home in Sea Pines

United States

Landry

$204 nightly

Jan 7 - Jan 8

Total with taxes and fees

Floor plan

Cottage in Mid Island

$309 nightly

Jan 11 - Jan 12

Total with taxes and fees

Bar (on property)

Condo resort in Mid Island

United States

Larisa

$159 nightly

Jan 12 - Jan 13

Total with taxes and fees

Fridge, microwave, oven, stovetop

Villa in Mid Island

United States

Ellen W.

$224 nightly

Jan 7 - Jan 8

Total with taxes and fees

On the beach

Condo in South End

Canada

Kerry S.

$231 nightly

Jan 7 - Jan 8

Total with taxes and fees

On the beach, beach towels

Condo in Mid Island

United States

Barbara C.

$220 nightly

Jan 11 - Jan 12

Total with taxes and fees

Outdoor pool

Condo in Mid Island

United States

Anonymous traveler

$253 nightly

Jan 25 - Jan 26

Total with taxes and fees

Beach nearby

Cottage in Old Town Bluffton

United States

Maryellen M.

$348 nightly

Jan 11 - Jan 12

Total with taxes and fees

Indoor pool

Condo in Mid Island

United States

Cheryl S.

$295 nightly

Jan 7 - Jan 8

Total with taxes and fees

On the beach

Condo in South End

United States

Charlotte T.

$231 nightly

Jan 7 - Jan 8

Total with taxes and fees

Outdoor dining

Condo in Sea Pines

United States

Steve and Rosemary L.

$282 nightly

Jan 9 - Jan 10

Total with taxes and fees

House (2 Bedrooms) | Floor plan

Cottage in Mid Island

$297 nightly

Jan 7 - Jan 8

Total with taxes and fees

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Top Hilton Head Island Hotel Reviews

The Westin Hilton Head Island Resort & Spa

The Westin Hilton Head Island Resort & Spa

10/10 Excellent

"Was was clean and comfortable and the staff was so kind and very helpful."

Palmera Inn and Suites

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."

Island Escape! Pool, Elevator, Pinball, Foosball, Arcade, Nursery,Infrared Sauna

Island Escape! Pool, Elevator, Pinball, Foosball, Arcade, Nursery,Infrared Sauna

10/10 Excellent

"This home is top notch!! The kitchen is well equipped and modern. High end appliances and 2 full size refrigerators!!! Plus a wet bar in living room with an ice machine…each en-suite room is so comfortable and decorated in a different theme. Huge TV in living room. We loved the pool and hot tub! Plenty of room and hot tub heats up on demand very quickly. The linens were all fresh and clean. Huge washer and dryer were handy too!! Host was responsive and very pleasant. One night we hired a chef to come and prepare and serve us dinner. He was very impressed with the home. Plus, elevator was helpful to carry suitcases etc. we just loved Island Escape!!!"

Price trends for vacation rentals in Hilton Head Island

Less expensive	More expensive	This month	Next month
January	July	$232	$248

Month	Price
January	$232
February	$248
March	$276
April	$291
May	$283
June	$324
July	$332
August	$324
September	$321
October	$330
November	$295
December	$286

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Hilton Head Island. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Hilton Head Island

Everything you need to know about Hilton Head Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hilton Head Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hilton Head Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Hilton Head Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $175 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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 vacation rentals in Hilton Head Island?

Yes, you can find vacation rentals in Hilton Head Island close to The Sandbox, or you can select a 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 vacation rentals that Hilton Head Island has to offer?

Sunset Rentals | Duck Hawk 27: Visitors give good reviews to this Hilton Head Island vacation home rental, which is located by the ocean and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. Other favorite 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 vacation rentals are there in Hilton Head Island?

With 938 Expedia vacation rentals, you're sure 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 vacation rental in Hilton Head Island like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Hilton Head Island. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.

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