Hilton Head Island Holiday Rentals from NZ$247: Search Short-Term Rentals

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

New Four BR Luxury Vacation Home on Hilton Head : This highly rated holiday home rental in Hilton Head Island 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 that you can cook with friends or family. Other favourite 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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In two weeks

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Our top choices for Hilton Head Island holiday 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

includes taxes & fees

4 Nov - 5 Nov

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

2. Marriott's Harbour Club

Sea Pines

Mark

includes taxes & fees

8 Nov - 9 Nov

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

South End

Robert

includes taxes & fees

20 Oct - 21 Oct

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

Matt H.

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

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

South End

Michael C.

includes taxes & fees

20 Oct - 21 Oct

A sandy beach with a wooden fence and a clear blue sky.

6. Fresh Coastal Retreat with Ocean Views | Bikes Incl.

South End

Crystal H.

includes taxes & fees

20 Oct - 21 Oct

A deck with sun loungers overlooking a natural landscape.

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

South End

Patsy

includes taxes & fees

22 Oct - 23 Oct

8. Coastal Nest - Oceanviews! Near Coligny

South End

Ellie

9. At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.

Mid Island

Shawn K.

includes taxes & fees

20 Oct - 21 Oct

10. Castaways King Villa on Beach, Free Bikes!

South End

Kopitar Kings 1.

A wooden boardwalk leading to a beach with a bicycle parked on it.

11. Marriott's Monarch at Sea Pines

Sea Pines

Sharon

includes taxes & fees

18 Nov - 19 Nov

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

12. Marriott's Heritage Club

Sea Pines

Christine

includes taxes & fees

4 Nov - 5 Nov

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

South End

Jake H.

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

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

South End

Cheryl M.

includes taxes & fees

18 Nov - 19 Nov

A beachside resort with a swimming pool, lounge chairs, and a small building, likely a lifeguard station.

15. Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116

Mid Island

Dora D.

includes taxes & fees

30 Oct - 31 Oct

A balcony with a wicker chair and a surfboard, overlooking a beach with palm trees and a clear sky.

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

South End

Matt W.

includes taxes & fees

20 Oct - 21 Oct

17. 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

includes taxes & fees

21 Oct - 22 Oct

18. Coastal Getaway: Oceanview Condo in Hilton Head

South End

Samantha K.

A landscaped area with tall trees, a paved path, and a view of the ocean.

19. Just Beachy! Absolute top notch design, Oceanviews

South End

Adam S.

A beachside resort with thatched-roof structures, outdoor seating, and a sandy beach.

20. True Oceanfront Last Min Oct22 10Nts S890!

South End

Jennifer S.

includes taxes & fees

31 Oct - 1 Nov

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Top Hilton Head Island Hotel Reviews

Beach House Resort Hilton Head

8/10 Good

"Great pool. The pool restaurant was a bit expensive. Staff was great"

Holiday Inn Express Hilton Head Island by IHG

8/10 Good

"It’s a nice facility overall, what I found unusual was that having the hallways open to the outside which allowed excessive humidity into the building. Because of this, the doors to the rooms were extremely wet for at least a few hours of each of the three days we visited."

Find out more about Hilton Head Island

Everything you need to know about Hilton Head Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hilton Head Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hilton Head Island holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hilton Head Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hilton Head Island holiday rentals we have selected for you start as low as NZ$247 per night. Entering your travel dates in the search wizard 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 holiday 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 holiday.

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 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 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 holiday rentals that Hilton Head Island has to offer?

New Four BR Luxury Vacation Home on Hilton Head: This highly rated holiday home rental in Hilton Head Island 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 that you can cook with friends or family. Other favourite 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 holiday rentals are there in Hilton Head Island?

With 986 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. Marine Corps Recruit Depot Parris Island and River Street 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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Check prices for these dates

Our top choices for Hilton Head Island holiday rentals

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

2. Marriott's Harbour Club

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

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

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

6. Fresh Coastal Retreat with Ocean Views | Bikes Incl.

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

8. Coastal Nest - Oceanviews! Near Coligny

9. At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.

10. Castaways King Villa on Beach, Free Bikes!

11. Marriott's Monarch at Sea Pines

12. Marriott's Heritage Club

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

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

15. Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116

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

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

18. Coastal Getaway: Oceanview Condo in Hilton Head

19. Just Beachy! Absolute top notch design, Oceanviews

20. True Oceanfront Last Min Oct22 10Nts S890!

Find holiday rentals that suit your style

Top Hilton Head Island Hotel Reviews

Beach House Resort Hilton Head

Find out more about Hilton Head Island

Explore a world of travel with Expedia

Frequently asked questions

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