Hilton Head Island Holiday Rentals from NZ$536: Search Short-Term Rentals

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Our top choices for Hilton Head Island holiday rentals

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

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

South End

Roger

includes taxes & fees

4 Sept - 5 Sept

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

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

South End

Kevin W.

includes taxes & fees

23 Sept - 24 Sept

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

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

South End

Elizabeth

includes taxes & fees

21 Sept - 22 Sept

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

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

Mid Island

Alejandro

includes taxes & fees

14 Sept - 15 Sept

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

South End

andrew b.

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

6. Beach Daze-Gorgeous new shower! Bikes Included

South End

Kathleen

7. Coastal Nest - Oceanviews! Near Coligny

South End

Andrea R.

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

8. Disney's Hilton Head Island Resort

Mid Island

Melissa

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Top Hilton Head Island Hotel Reviews

Palmera Inn and Suites

10/10 Excellent

"Easy and affordable"

Sonesta Resort Hilton Head Island

10/10 Excellent

"This trip was one of the best vacations I have ever had! The resort was clean, well maintained, safe, relaxing. Do not skimp on the spa either!-the massage was so worth it! Beyond all of that your staff was some of the friendliest staff I have ever encountered! The food at the resort restaurants was delicious and the drinks were fantastic. The only downside I could think of was that the shuttle service was very limited and it was very helpful to have a vehicle with us if we wanted to leave the resort for any reason. Jeff though was beyond kind and really helped make my birthday a special day! I cannot thank everyone there enough for your hospitality and I cannot wait to return!"

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."

The Westin Hilton Head Island Resort & Spa

10/10 Excellent

"Great experience. Beautiful beach, 3 pools, friendly non-pushy staff, plenty of pool seating, clean rooms, great fitness center, free water daily, decent food, quality covered self parking. The only negative we noticed is that the hallways in our area were loud because there was laminate floors due to beach/pool access. Walls are a little thin. But, no issue with sleeping at all."

Find out more about Hilton Head Island

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hilton Head Island holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hilton Head Island. 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 Hilton Head Island. 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 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 holiday 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 Hilton Head Island short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there holiday rentals in Hilton Head Island?

Yes, there are holiday rentals in Hilton Head Island close to The Sandbox, or you can select a more 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 holiday rentals that Hilton Head Island has to offer?

Spacious Upscale Home with Direct Private Access to the Beach and Heated Pool!: This highly rated holiday home rental in Hilton Head Island is located on the beach, and has an outdoor pool, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games 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 holiday rentals are there in Hilton Head Island?

With 1026 Expedia holiday rentals, you're guaranteed 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 holiday rental in Hilton Head Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hilton Head Island. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.

Hilton Head Island Holiday Rentals

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Our top choices for Hilton Head Island holiday 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 holiday rentals that suit your style

Top Hilton Head Island Hotel Reviews

Palmera Inn and Suites

Find out more about Hilton Head Island

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