Hilton Head Island Vacation Rentals from CA $435: Short-Term Rentals for 2026

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Our top choices for Hilton Head Island vacation rentals

Apartment (1 Bedroom) | Front of property

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

South End

Roger

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

South End

Kevin W.

CA $378 total

includes taxes & fees

Sep 23 - Sep 24

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

South End

Elizabeth

CA $363 total

includes taxes & fees

Sep 21 - Sep 22

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

Mid Island

Alejandro

CA $435 total

includes taxes & fees

Sep 14 - Sep 15

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

South End

andrew b.

6. Beach Daze-Gorgeous new shower! Bikes Included

South End

Kathleen

CA $372 total

includes taxes & fees

Sep 7 - Sep 8

7. Coastal Nest - Oceanviews! Near Coligny

South End

Andrea R.

CA $372 total

includes taxes & fees

Sep 28 - Sep 29

8. Disney's Hilton Head Island Resort

Mid Island

Melissa

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Top Hilton Head Island Hotel Reviews

Sonesta Resort Hilton Head Island

10/10 Excellent

"Really enjoyed my stay at the Sonesta in Hilton Head! The hotel felt updated and modern, the adult pool was beautiful, and it was steps from the beach. The bed was also sooo comfortable! Staff was helpful and friendly. Food was good. Location was also great. I rented a bicycle and was able to ride to Coligny Plaza and Shelter Cove Marina easily. Would love to come back. My only feedback: communicate that the key cards stop working at the back gate at a certain time. No one seemed to know this, and I got locked out twice. Thankfully the lovely folks at security let me in :)"

Hampton Inn Hilton Head

8/10 Good

"Clean room bed was comfy larger room just appeared to be updated recently. We only stayed overnight. We checked in late. They did not have availability for a later. Check out. You can hear other conversations in the hallway and other rooms. Nice breakfast and pool area very convenient to the airport and surrounding area"

Island Links Resort by Palmera

8/10 Good

"I absolutely did not like that this was a time share property and we were roped into sitting through a time share presentation. Also, the property charges a $53 resort fee upon arrival. I must have missed that somewhere, not sure. The resort is getting old, the fridge did not close all the way so we had water every day in the fridge and on the floor, toilet ran constantly. The kids enjoyed the pool and the alligator. Also, there is no pool table as described and/or pictured. Descent stay for a descent price."

Home2 Suites by Hilton Hilton Head

8/10 Good

"The breakfast was hot & different daily. The rooms were clean & the only issue I had was the wifi didn't work in our room the first night. They moved us to a different room the next day, & we didn't have any other issues. The rooms were large & the refrigerators are larger. They hold more food than normal mini fridges. The rooms are set up with small kitchens! I plan to stay here the next time we visit Hilton Head."

Find out more about Hilton Head Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hilton Head Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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?

Spacious Upscale Home with Direct Private Access to the Beach and Heated Pool!: Visitors give good reviews to this Hilton Head Island vacation home rental, which is located on the beach and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade game room. Another good choice for your trip to Hilton Head Island is Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch.

How many vacation rentals are there in Hilton Head Island?

With 1026 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. Tybee Island Beach and Marine Corps Recruit Depot Parris Island 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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Our top choices for Hilton Head Island vacation rentals

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

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

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

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

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

6. Beach Daze-Gorgeous new shower! Bikes Included

7. Coastal Nest - Oceanviews! Near Coligny

8. Disney's Hilton Head Island Resort

9. Seas the Day! Beach & Sun, with Bikes & Chairs

10. Just Beachy! Absolute top notch design, Oceanviews

11. Walk to Beach: Hilton Head Condo w/ Pool Access

12. STUNNING ocean view! Brand new listing

13. Coastal Getaway: Oceanview Condo in Hilton Head

14. Marriott's Grande Ocean

15. Beachy chic, steps from the beach!

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

17. Beach Happy!-Nice ocean view Hilton Head Villa

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

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

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

Find vacation rentals that suit your style

Top Hilton Head Island Hotel Reviews

Sonesta Resort Hilton Head Island

Find out more about Hilton Head Island

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Frequently asked questions

Expedia's Latest Trends

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