Hilton Head Island Vacation Rentals from $316: 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 Stunning Ocean View Vacation House with Private Pool, 1 Min From Beach! .

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Hilton Head Island vacation rentals

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

South End

Nicholas P.

$233 nightly

Sep 23 - Sep 24

Total with taxes and fees

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

South End

Robin

$237 nightly

Sep 22 - Sep 23

Total with taxes and fees

3. Disney's Hilton Head Island Resort

Mid Island

Melissa

$166 nightly

Oct 7 - Oct 8

Total with taxes and fees

4. Luxury Penthouse near Beach, Tiki Hut, Coligny

South End

Thomas K.

$367 nightly

Sep 23 - Sep 24

Total with taxes and fees

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

South End

Shane W.

$277 nightly

Sep 22 - Sep 23

Total with taxes and fees

On the beach, sun loungers, beach towels

6. STUNNING ocean view! Brand new listing

South End

xiaoming w.

$237 nightly

Sep 22 - Sep 23

Total with taxes and fees

7. Beach Daze-Gorgeous new shower! Bikes Included

South End

Kathleen

$241 nightly

Sep 22 - Sep 23

Total with taxes and fees

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

South End

Elizabeth

$247 nightly

Sep 30 - Oct 1

Total with taxes and fees

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Top Hilton Head Island Hotel Reviews

Doubletree by Hilton Hilton Head Island

8/10 Good

"Room was nice and great staff. Was under the influence that was directly on beach but was not."

Hilton Beachfront Resort & Spa Hilton Head Island

8/10 Good

"This hotel is conveniently located right on the beach, which is a great perk. However, the pool area is quite crowded with chairs that are way too close together, leaving no privacy at all. Our first room was a major letdown. It was extremely musty and moldy, and the bedsheets were practically drenched in the humidity. Thankfully, the staff was kind and moved us to another room. While it was still a bit musty, it was significantly better than the first room."

Omni Hilton Head Oceanfront Resort

8/10 Good

"The resort is a very upscale facility. The only reason I gave it four stars rather than five is that when I checked out and saw my bill. There was so much "nickel and diming". For example, we got an "HHI Destination Charge" of $3 for every day we stayed and the money is not the problem but what is it? We rented the beach chairs and umbrella at the shore for one day. The advertised price was $35. When I got my bill, it came to $53. Every day we had a $45 "Resort Service Charge". So even though we paid for the stay up front, we received a lot of extra charges. Just beware."

The Westin Hilton Head Island Resort & Spa

10/10 Excellent

"I stayed here based on the glowing reviews from past visitors. The hotel was clean, up to date and had plenty of activities and amenities. I stayed in a very clean and spacious room. I had a descent view of the water and could even catch the evening poolside movies from my balcony. Every staff member i encountered greeted me with a smile. We had a power outage,completely out of the hotel's control, but the staff was apologeyic and considerate. They were close to all the things I wanted to do but staying at one of the hotel pools was also a perfect option. I am so glad I stayed here."

Price trends for vacation rentals in Hilton Head Island

Less expensive	More expensive	Next month
January	April	$285

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 $316 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 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 Stunning Ocean View Vacation House with Private Pool, 1 Min From Beach!.

How many vacation rentals are there in Hilton Head Island?

With 1012 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. SeaClusion-Oceanview, Mini split AC, Beach Chairs

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

3. Disney's Hilton Head Island Resort

4. Luxury Penthouse near Beach, Tiki Hut, Coligny

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

6. STUNNING ocean view! Brand new listing

7. Beach Daze-Gorgeous new shower! Bikes Included

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

9. SunnyDaze-Brand new reno- King bed, Free bikes!

10. Coastal Nest - Oceanviews! Near Coligny

11. Marriott's Grande Ocean

12. Coastal Getaway: Oceanview Condo in Hilton Head

13. Beautiful Couples Retreat Oceanview w/new bikes&Chairs

14. Shore Beats Work!-Stunning view 3 from oceanfront new bikes Incl.

15. Just Beachy! Absolute top notch design, Oceanviews

16. Steps to the beach! Newly Remodeled! New furniture. Avail

17. Good Times and Tan Lines!-Central air, free bikes!

18. Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny

19. Sunset Dunes Direct Beach Access

20. Beautiful Spacious w/Indoor Outdoor Pool, Hot Tub, Tennis, Pickle Ball & Beach !

Find vacation rentals that suit your style

Top Hilton Head Island Hotel Reviews

Doubletree by Hilton 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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