Hilton Head Island Vacation Rentals from $317: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Hilton Head Island has to offer?

Marriott's Heritage Club : Visitors give good reviews to this Hilton Head Island vacation home rental, which is located in the historical district and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a selection of games and a hot tub. Another good choice for your trip to Hilton Head Island is Charming Pet-Friendly Beach Home .

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Vacation Rentals in Hilton Head Island

2 Bedroom Wilson Village Home 5049 | Terrace/patio

"This was our second visit to Montage Palmetto Bluff and once again it did not disappoint. The hospitality we find here is second to none. Everywhere we went we were greeted with smiling faces. We’d like to give a special shout out to Carmela at the concierge desk who was so incredibly wonderful with our 4 year-old son, Henry. Everything she did and every recommendation she provided enhanced our stay. The natural beauty of this place is beyond compare. We cannot wait to visit again. "

$1,598 nightly

Aug 7 - Aug 8

Total includes taxes and fees

"Family wedding and we loved this complex. Couldn’t have been more convenient or perfect for our group"

$707 nightly

Jul 10 - Jul 11

Total includes taxes and fees

"This is an apartment complex. We were definitely overcharged for this property. It doesn't look like the pictures. The property manager was very helpful and nice. I would not stay here again."

$397 nightly

Jul 13 - Jul 14

Total includes taxes and fees

"What a beautiful home. Beautiful and quite on a private road. We absolutely loved our stay. Cant wait to go back"

$289 nightly

Jul 14 - Jul 15

Total includes taxes and fees

"town home was very clean and in a great location to easily access a couple of the lesser known Hilton Head beaches and still have easy access to all of the restaurants and shopping that you would want. Family had a great time and community was quiet."

$430 nightly

Jul 13 - Jul 14

Total includes taxes and fees

"Clean and comfortable "

$319 nightly

Jul 22 - Jul 23

Total includes taxes and fees

"The house is very clean and pretty. It had everything we needed and is close to things to do"

$504 nightly

Aug 6 - Aug 7

Total includes taxes and fees

$368 nightly

Jul 9 - Jul 10

Total includes taxes and fees

"The house was beautiful, the owner was amazing. "

$470 nightly

Jul 23 - Jul 24

Total includes taxes and fees

"Comfy. Perfectly set up!! "

$393 nightly

Jul 9 - Jul 10

Total includes taxes and fees

"Nice, clean condo! Great location! Rode our bikes to the beach! This was our second stay at this condo. We will definitely come back!"

$528 nightly

Jul 19 - Jul 20

Total includes taxes and fees

"Outstanding "

$451 nightly

Jul 22 - Jul 23

Total includes taxes and fees

"Host was available and accommodating. Would stay here again. "

$331 nightly

Jul 30 - Jul 31

Total includes taxes and fees

"Nice and quiet neighborhood Everything was hreat"

$347 nightly

Jul 9 - Jul 10

Total includes taxes and fees

"We enjoyed the location and it was perfect for walking to Old Town Bluffton. "

$346 nightly

Jul 12 - Jul 13

Total includes taxes and fees

$455 nightly

Jul 9 - Jul 10

Total includes taxes and fees

"Large clean well equipped home with nice furnishings. Great choice!!"

$1,286 nightly

Jul 24 - Jul 25

Total includes taxes and fees

"We had a group of 7 adults staying at the house and it was spacious, clean and kitchen had everything we needed. Property manager answered all our questions and was very timely in responding. "

$1,219 nightly

Jul 18 - Jul 19

Total includes taxes and fees

"Great support from owner and well maintained. We will be back"

$308 nightly

Jul 20 - Jul 21

Total includes taxes and fees

"We enjoyed our stay. The home was conveniently located and within walking distance to downtown Bluffton. "

$347 nightly

Jul 27 - Jul 28

Total includes taxes and fees

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Price trends for vacation rentals in Hilton Head Island

Less expensive	More expensive	This month	Next month
February	July	$328	$284

Month	Price
January	$191
February	$177
March	$209
April	$245
May	$219
June	$244
July	$328
August	$284
September	$234
October	$209
November	$209
December	$197

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 $317 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.

Recent reviews of Hilton Head Island properties

Hilton Beachfront Resort & Spa Hilton Head Island

5/5 Excellent

"Great beachfront hotel - staff was excellent and everything was clean"

A verified traveler from Douglasville stayed at Hilton Beachfront Resort & Spa Hilton Head Island

Posted 2 days ago

5/5 Excellent

"Great location to beach. Resort has 3 pools, including an adult pool and 2 bars! Room was very spacious with mini dining table including dishes and silverware. Every floor had free laundry, best amenity for family beach resort so we didn't have to rewaer wet bathing suits. Staff was outstanding. Only 1 elevator was working. There were 2 fire pits and plentiful rocking chairs. Smore kit was pricey at $20 for the box...but if you plan well Krogers is down the street and you can buy everything for quarter of the price. Overall, very family friendly resort."

A verified traveler from Elgin stayed at Omni Hilton Head Oceanfront Resort

Posted 3 days ago

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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?

Marriott's Heritage Club: Visitors give good reviews to this Hilton Head Island vacation home rental, which is located in the historical district and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a selection of games and a hot tub. Another good choice for your trip to Hilton Head Island is Charming Pet-Friendly Beach Home.

How many vacation rentals are there in Hilton Head Island?

With 2977 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. Marine Corps Recruit Depot Parris Island and River Street are other popular places to visit in the area.

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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Hilton Head Island Vacation Rentals

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Vacation Rentals in Hilton Head Island

Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences

Walk into Bluffton/ BOHO Home & Carriage House-HA

Walk into Bluffton/ BOHO Home & Carriage House-HA

#61 Beautiful Condo Ideal Location 2BDR/2 Parking

#61 Beautiful Condo Ideal Location 2BDR/2 Parking

Great views of the New River close to Savannah and Hilton Head.

Great views of the New River close to Savannah and Hilton Head.

Golf, Swim & Explore HHI

Golf, Swim & Explore HHI

Marriott's Heritage Club

Marriott's Heritage Club

Cozy coastal pet friendly home located in downtown Bluffton!

Cozy coastal pet friendly home located in downtown Bluffton!

Beachfront Complex - 2025 Remodeled

Beachfront Complex - 2025 Remodeled

GOLF CART! Remodeled home near Old Town, Xbox!

GOLF CART! Remodeled home near Old Town, Xbox!

2 Bedroom 2 Bath Recently Remodeled

2 Bedroom 2 Bath Recently Remodeled

Relax in Paradise

Relax in Paradise

Marriott's Harbour Club

Marriott's Harbour Club

Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Beach. View. Suite. 1 br. 1 ba. Sleeps 5

House with a view/sleep upto 6 Guest, pets welcome

House with a view/sleep upto 6 Guest, pets welcome

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton

Lowcountry Luxe - Golf, Bike, Eat, Fun!

Lowcountry Luxe - Golf, Bike, Eat, Fun!

Sea Pines house ~ Golf Sim / Putting Green / Game Room ~ Golf & Beach Retreat

Sea Pines house ~ Golf Sim / Putting Green / Game Room ~ Golf & Beach Retreat

Heron Hideaway: Grand Marsh Home w/ Pool & Hottub

Heron Hideaway: Grand Marsh Home w/ Pool & Hottub

Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly

Breath and Relax/can sleep up to 6 guest/pets ok

Breath and Relax/can sleep up to 6 guest/pets ok

Price trends for vacation rentals in Hilton Head Island

Price trends for vacation rentals in Hilton Head Island

Find out more about Hilton Head Island

Find out more about Hilton Head Island

Recent reviews of Hilton Head Island properties

Recent reviews of Hilton Head Island properties

Hilton Beachfront Resort & Spa Hilton Head Island

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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Frequently asked questions

Expedia's Latest Trends