Hilton Head Island Vacation Rentals from $237: Search Short-Term Rentals

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

New Four BR Luxury Vacation Home on Hilton Head : Visitors give good reviews to this Hilton Head Island vacation home rental, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a microwave, so you can cook with friends or family. Other favorite homes for rent in Hilton Head Island are Palmetto Dunes, pool, hot tub, walk to beach, dog friendly, bikes, sleeps 15 and Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380 .

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Our top choices for Hilton Head Island vacation rentals

A covered outdoor seating area with a view of the sunset over a body of water.

1. Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Mid Island

Gary T

$215 nightly

Nov 1 - Nov 2

Total with taxes and fees

A spacious living area with a high ceiling, large windows, and a central seating arrangement.

2. Marriott's Heritage Club

Sea Pines

Christine

$251 nightly

Nov 4 - Nov 5

Total with taxes and fees

A beach with a calm sea and a clear sky.

3. Steps to Beach-hilton Head Condo-pet Friendly

Mid Island

$396 nightly

Oct 13 - Oct 14

Total with taxes and fees

A modern living room with a glass coffee table, a sofa, a white nightstand, and a large mirror.

4. Beachfront Condo w/ Pool Access in Hilton Head!

South End

"The security guard was friendly. The condo was clean. I am not sure if all of these were from the host or left behind but there was a coffee maker, spice rack (which I’ve never seen in a condo before), dishwasher, plenty of pots and pans, not a lot of utensils for cooking, a hair dryer, small tin of coffee creamer, pool towel (clean), extra blankets (clean), a single trash bag for the kitchen, paper towels, kitchen towel, chairs and beach things on the deck. It was on the beach just have to walk...

Manuel

$351 nightly

Oct 9 - Oct 10

Total with taxes and fees

5. Beachfront Condo w/ Pool Access in Hilton Head!

South End

Gary B.

$356 nightly

Oct 9 - Oct 10

Total with taxes and fees

A wooden deck with lounge chairs and a sign indicating sunleak for Sea Side Villas 1 & 2.

6. Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

South End

Elizabeth

$295 nightly

Oct 13 - Oct 14

Total with taxes and fees

A view from inside a building looking out to a paved area with palm trees and a body of water in the distance.

7. SeaClusion-Oceanview, Mini split AC, Beach Chairs

South End

Nicholas P.

$239 nightly

Oct 6 - Oct 7

Total with taxes and fees

A deck with sun loungers overlooking a natural landscape.

8. Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

South End

Shane W.

$277 nightly

Oct 11 - Oct 12

Total with taxes and fees

9. Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!

South End

John P.

$318 nightly

Oct 23 - Oct 24

Total with taxes and fees

A waterfront restaurant with outdoor seating and a view of the water.

10. Disney's Hilton Head Island Resort

Mid Island

Melissa

$166 nightly

Oct 21 - Oct 22

Total with taxes and fees

An aerial view of a resort with multiple buildings, a central swimming pool, and a beach in the background.

11. Marriott's Grande Ocean

South End

Richard

$303 nightly

Oct 20 - Oct 21

Total with taxes and fees

A hotel entrance with a grand staircase, a covered walkway, and a brick-paved area.

12. Marriott's Harbour Club

Sea Pines

CLAUDIA

$251 nightly

Nov 3 - Nov 4

Total with taxes and fees

A pool area with lounge chairs, palm trees, and a clear sky.

13. Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

South End

Caitlin

$352 nightly

Nov 1 - Nov 2

Total with taxes and fees

A sandy beach with tall grasses in the foreground and a clear blue sky.

14. Oceanfront Hilton Head Island Condo w/ Pool!

South End

Beverly

$316 nightly

Oct 11 - Oct 12

Total with taxes and fees

15. Castaways King Villa on Beach, Free Bikes!

South End

Kathleen

$253 nightly

Oct 6 - Oct 7

Total with taxes and fees

A view from a balcony with a railing, overlooking a landscaped garden with palm trees and a clear sky.

16. Barefoot Bungalow! Ocean View Couple’s Retreat

South End

Betsy P.

$251 nightly

Oct 21 - Oct 22

Total with taxes and fees

A courtyard with a central fountain, surrounded by palm trees and a large tree in the background.

17. Coligny Beach, Pools, & Shops- Few Steps Away

South End

Robert G.

$333 nightly

Nov 2 - Nov 3

Total with taxes and fees

18. Feelin Tip'Sea-Oceanview Retreat Steps to Beach

South End

Carter K.

$236 nightly

Oct 6 - Oct 7

Total with taxes and fees

19. Flip Flop Paradise-Steps to the Sand! Free Bikes

South End

Linda P.

$245 nightly

Oct 19 - Oct 20

Total with taxes and fees

A room with a sliding glass door leading to an outdoor patio with a table and chairs, a ceiling fan, and a flat-screen TV mounted on the wall.

20. SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

South End

Beth T.

$245 nightly

Oct 6 - Oct 7

Total with taxes and fees

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Top Hilton Head Island Hotel Reviews

Hilton Beachfront Resort & Spa Hilton Head Island

10/10 Excellent

"Very nice place to stay!! Well maintained and staff was so nice"

Doubletree by Hilton Hilton Head Island

10/10 Excellent

"Our first time to Hilton Head Island and the hotel and staff were wonderful. You have about a 4-5 minute walk to the beach. The restaurant had good food and great staff. During our stay Andrew at the front desk was fantastic and helped us tremendously. I would definitely stay here again."

Coral Sands Resorts by Palmera

8/10 Good

"The rental was nearly perfect for our family get away. We had a toddler and two infants, and as you can imagine, three bedrooms were great! We even had up to six adults and an additional two kids over for the day and we did not feel cramped at all. The location was excellent - a half mile from the beach, close to shopping and a children's museum. We didn't have to put the kids in the car the entire stay. The pool was clean and truly great for our family. The babies even napped poolside a bit. We didn't participate on the resort activities, but the check in process was smooth and we were able to easily enter our room. My complaints are somewhat minor and has to do with cleanliness - the master bathroom ceiling had mold and the baseboards and nooks and crannies were in need of better dusting. We did have some trouble with the dining table since the chairs didn't actually fit the table, but again very minor. The guest service was excellent and all instructions were super clear starting at booking. Final thought - WE WILL BOOK AGAIN!!"

Price trends for vacation rentals in Hilton Head Island

Less expensive	More expensive	This month	Next month
January	April	$285	$293

Month	Price
January	$282
February	$303
March	$330
April	$343
May	$314
June	$336
July	$325
August	$304
September	$283
October	$285
November	$293
December	$287

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 $237 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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Things to do in Hilton Head Island

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 scenic seaside 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?

New Four BR Luxury Vacation Home on Hilton Head: Visitors give good reviews to this Hilton Head Island vacation home rental, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a microwave, so you can cook with friends or family. Other favorite homes for rent in Hilton Head Island are Palmetto Dunes, pool, hot tub, walk to beach, dog friendly, bikes, sleeps 15 and Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380.

How many vacation rentals are there in Hilton Head Island?

With 986 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.

Hilton Head Island Vacation Rentals

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Check prices for these dates

Our top choices for Hilton Head Island vacation rentals

1. Marriott's Harbour Point and Sunset Pointe at Shelter Cove

2. Marriott's Heritage Club

3. Steps to Beach-hilton Head Condo-pet Friendly

4. Beachfront Condo w/ Pool Access in Hilton Head!

5. Beachfront Condo w/ Pool Access in Hilton Head!

6. Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

7. SeaClusion-Oceanview, Mini split AC, Beach Chairs

8. Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

9. Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!

10. Disney's Hilton Head Island Resort

11. Marriott's Grande Ocean

12. Marriott's Harbour Club

13. Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

14. Oceanfront Hilton Head Island Condo w/ Pool!

15. Castaways King Villa on Beach, Free Bikes!

16. Barefoot Bungalow! Ocean View Couple’s Retreat

17. Coligny Beach, Pools, & Shops- Few Steps Away

18. Feelin Tip'Sea-Oceanview Retreat Steps to Beach

19. Flip Flop Paradise-Steps to the Sand! Free Bikes

20. SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

Find vacation rentals that suit your style

Top Hilton Head Island Hotel Reviews

Hilton Beachfront Resort & Spa Hilton Head Island

Price trends for vacation rentals in Hilton Head Island

Find out more about Hilton Head Island

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

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