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

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

1. Marriott's Grande Ocean

South End

Richard

$303 nightly

Oct 20 - Oct 21

Total with taxes and fees

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

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

South End

Gary B.

$358 nightly

Oct 21 - Oct 22

Total with taxes and fees

3. 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 21 - Oct 22

Total with taxes and fees

A living room with a television, a wicker chair, a glass coffee table, and a view of the ocean through a sliding glass door.

4. Palm Breezy Living-Coligny+Bikes included-#228

South End

Mayra S.

$347 nightly

Oct 12 - Oct 13

Total with taxes and fees

A multi-story building with balconies, surrounded by various tropical plants and a clear view of the ocean.

5. Beach Daze-Gorgeous new shower! Bikes Included

South End

Kathleen

$260 nightly

Oct 10 - Oct 11

Total with taxes and fees

6. Totally Beachin' Coligny OceanViews w/new bikes/chairs

South End

Casey B.

$246 nightly

Oct 6 - Oct 7

Total with taxes and fees

A covered outdoor area with a view of the ocean, surrounded by greenery and a railing.

7. Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed

South End

Margaret

$253 nightly

Oct 4 - Oct 5

Total with taxes and fees

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

8. Marriott's Harbour Club

Sea Pines

CLAUDIA

$311 nightly

Oct 11 - Oct 12

Total with taxes and fees

A deck with sun loungers overlooking a natural landscape.

9. 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

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

South End

Linda P.

$246 nightly

Oct 19 - Oct 20

Total with taxes and fees

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

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

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

South End

Elizabeth

$236 nightly

Nov 1 - Nov 2

Total with taxes and fees

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

South End

John P.

$324 nightly

Oct 23 - Oct 24

Total with taxes and fees

14. Coastal Getaway: Oceanview Condo in Hilton Head

South End

Wendy C.

$242 nightly

Oct 22 - Oct 23

Total with taxes and fees

A dining area with a wooden table, chairs, and a chandelier. There is a painting on the wall and a cabinet with decorative items.

15. Hilton Head Condo: Beach Supplies, Walk to Shore!

Mid Island

"I’m thrilled with the location of this condo. It’s just a quick walk to the beach, and there are also easy-to-access walking, running, and biking trails. There are plenty of local restaurants, food trucks, grocery stores, and attractions nearby. The only downside is that I didn’t receive the email from Evolve with the check-in/out instructions, as it was delivered to my spam folder. The unit was a bit dusty, probably because it was the off-season when I visited, but a quick trip to the local...

Derval

$288 nightly

Oct 9 - Oct 10

Total with taxes and fees

A living room with a dining area, a sofa, a coffee table, and a TV.

16. Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse

Sea Pines

Kathy B.

$304 nightly

Oct 4 - Oct 5

Total with taxes and fees

17. Coastal Nest - Oceanviews! Near Coligny

South End

Andrea R.

$227 nightly

Oct 6 - Oct 7

Total with taxes and fees

18. Stunning Oceanview Luxury Remodel, Bikes Included!

South End

Bob F.

$265 nightly

Oct 4 - Oct 5

Total with taxes and fees

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

19. Marriott's Heritage Club

Sea Pines

Christine

$314 nightly

Nov 1 - Nov 2

Total with taxes and fees

A beach with sand dunes, a wooden fence, and a clear blue sky.

20. Oceanfront with easy beach access, large pool, and tiki bar/restaurant!

Mid Island

Candace D.

$324 nightly

Oct 3 - Oct 4

Total with taxes and fees

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Top Hilton Head Island Hotel Reviews

Hilton Beachfront Resort & Spa Hilton Head Island

8/10 Good

"The location"

Doubletree by Hilton Hilton Head Island

10/10 Excellent

"Room was clean and modern. C onvenient walk to the beach, It was nice sitting at the bar and having a meal and then being able to go up to my room. I love the location and everything about it. Will definitely be booking here again when I come back for work in a week. week."

Players Club Resort

10/10 Excellent

"I’m hesitant to write this because I would love for this place to remain a secret but I couldn’t do it. Here is my 100% honest opinion. This place is incredible! The price was so low I almost didn’t book but went with my gut and boy was I pleased. The room was cheaper than the double tree by 30 bucks per night and it came with 2 bedrooms, full kitchen, living room, 2 bathrooms and a Sauna. A private in the unit sauna. Unreal. The living room and master bedroom had their own unattached balconies over looking the beautiful pond. The pond is full of life including giant carp, turtle’s and gators! We stayed out on the balcony for a couple hours watching the gators swim. Fun with just sitting no phone or tv screens, just enjoying the nature in the backyard. It’s less than 1 mile from cologne circle, seriously prime real estate less than a mile from the entrance to sea pines too. The reviews people left about it being dated are true but that didn’t bother us 1 but because it’s nice l, clean and comfortable. Some people will hate on anything and everything, so if you are one of them then don’t bother. If you want space to spread out and enjoy quality time with you family and friends i highly recommend suggest you book a room here! 5 of 5 stars for the staff so friendly. This was my first visit to the south and the staff really embodies that southern hospitality. Thank you for a great stay!"

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 Grande Ocean

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

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

4. Palm Breezy Living-Coligny+Bikes included-#228

5. Beach Daze-Gorgeous new shower! Bikes Included

6. Totally Beachin' Coligny OceanViews w/new bikes/chairs

7. Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed

8. Marriott's Harbour Club

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

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

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

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

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

14. Coastal Getaway: Oceanview Condo in Hilton Head

15. Hilton Head Condo: Beach Supplies, Walk to Shore!

16. Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse

17. Coastal Nest - Oceanviews! Near Coligny

18. Stunning Oceanview Luxury Remodel, Bikes Included!

19. Marriott's Heritage Club

20. Oceanfront with easy beach access, large pool, and tiki bar/restaurant!

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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