Hilton Head Island Holiday Rentals from NZ$170: 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

In two months

In three months

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Our top choices for Hilton Head Island holiday rentals

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

1. Marriott's Monarch at Sea Pines

Sea Pines

Cory

includes taxes & fees

2 Dec - 3 Dec

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

2 Dec - 3 Dec

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

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

Mid Island

Dora D.

includes taxes & fees

7 Nov - 8 Nov

A sandy beach with blue umbrellas and lounge chairs.

4. STUNNING ocean view! Brand new listing

South End

xiaoming w.

includes taxes & fees

3 Nov - 4 Nov

A deck with sun loungers overlooking a natural landscape.

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

South End

Victor A.

includes taxes & fees

3 Nov - 4 Nov

A sandy beach with tall grasses in the foreground and a clear blue sky.

6. Oceanfront Hilton Head Island Condo w/ Pool!

South End

Beverly

includes taxes & fees

3 Nov - 4 Nov

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

7. Disney's Hilton Head Island Resort

Mid Island

Melissa

8. SeaRenity! Beautiful Reno! King bed! w/Bikes

South End

Elizabeth S.

includes taxes & fees

23 Nov - 24 Nov

A balcony with a table set for dining, overlooking a beach and a parking area with a car.

9. Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

South End

Will K.

includes taxes & fees

8 Nov - 9 Nov

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

Mid Island

Shawn K.

includes taxes & fees

2 Dec - 3 Dec

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

includes taxes & fees

30 Nov - 1 Dec

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

2 Dec - 3 Dec

A balcony with a view of the ocean and a forested area.

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

South End

David H.

includes taxes & fees

15 Nov - 16 Nov

An outdoor deck with wooden flooring, metal chairs, and tables, overlooking a body of water and greenery.

14. Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Mid Island

Carla J.

includes taxes & fees

3 Nov - 4 Nov

15. SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

South End

Hailey R.

A beach with a clear sky and calm waves.

16. Coral Paradise, Ocean View, Couple's Seaside Retreat, Pool, Walk to Shops Dining

South End

Candice L.

includes taxes & fees

3 Nov - 4 Nov

A room with a view of the ocean through a window with a metal railing.

17. Ocean Dunes 318🌴Modern Couple’s Getaway🌴Oceanfront+View with King Bed&Bikes

South End

Jeremy S.

A living room with a sofa, coffee table, and a dining area with chairs and a table. There is a ceiling fan, a TV mounted on the wall, and a large window offering a view of the outside.

18. Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

South End

Walker A.

includes taxes & fees

3 Nov - 4 Nov

A pool area with lounge chairs, palm trees, and a clear sky.

19. Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

South End

Mallory F.

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

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

South End

Margarita

includes taxes & fees

2 Dec - 3 Dec

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Top Hilton Head Island Hotel Reviews

Holiday Inn Express Hilton Head Island by IHG

10/10 Excellent

"It was a good location and walkable to coligny plaza where there were a multitude of restaurants and shopping. It was also walkable to the beach. The breakfast was good."

Doubletree by Hilton Hilton Head Island

10/10 Excellent

"The front desk staff was really the only downside this entire experience, both the check-in employee, and then the late night shift employee kind of made. It seem like a hassle to even speak to them for anything. The room was incredibly clean Everything was spectacular outside of the front desk staff"

Hilton Beachfront Resort & Spa Hilton Head Island

8/10 Good

"The place is not in better shape now that Hilton owns it, than it was when Marriott did. Closet doors don’t close, pool wasn’t working, shelves in the shower were falling off, toilet ran constantly. I’d expect more. The property is on a great spot and the view is gorgeous. It needs some TLC."

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$170 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 Monarch at Sea Pines

2. Marriott's Harbour Club

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

4. STUNNING ocean view! Brand new listing

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

6. Oceanfront Hilton Head Island Condo w/ Pool!

7. Disney's Hilton Head Island Resort

8. SeaRenity! Beautiful Reno! King bed! w/Bikes

9. Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

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

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

12. Marriott's Heritage Club

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

14. Beach. View. Suite. 1 br. 1 ba. Sleeps 5

15. SerenityByTheSea-Couples Retreat-King,Bikes,Chairs

16. Coral Paradise, Ocean View, Couple's Seaside Retreat, Pool, Walk to Shops Dining

17. Ocean Dunes 318🌴Modern Couple’s Getaway🌴Oceanfront+View with King Bed&Bikes

18. Coastal Calm Couples Paradise + KING Bed+ Bikes-#131

19. Ocean View Villa with Amazing Resort Amenities -- just steps from the beach!!!

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

Find holiday rentals that suit your style

Top Hilton Head Island Hotel Reviews

Holiday Inn Express Hilton Head Island by IHG

Find out more about Hilton Head Island

Explore a world of travel with Expedia

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