Hilton Head Island Holiday Rentals from NZ$172: 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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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

30 Nov - 1 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

7 Dec - 8 Dec

A compact living space with a kitchenette, a sofa, a coffee table, and a balcony with a view.

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

South End

Sherri P.

includes taxes & fees

9 Nov - 10 Nov

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

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

Mid Island

Dora D.

includes taxes & fees

18 Nov - 19 Nov

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

5. Beach Daze-Gorgeous new shower! Bikes Included

South End

Kathleen

includes taxes & fees

9 Nov - 10 Nov

A view of a beach with a parking lot and buildings in the foreground.

6. Castaways King Villa on Beach, Free Bikes!

South End

Kathleen

includes taxes & fees

9 Nov - 10 Nov

7. Flip Flop Paradise-Steps to the Sand! Free Bikes

South End

Linda P.

A modern kitchen with white cabinets, a dining area with a table and chairs, a sofa, and a ceiling fan.

8. Beachy Keen Seaside Villa Near Coligny W/Bikes!

South End

Katleen M.

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

South End

Jake H.

includes taxes & fees

9 Nov - 10 Nov

A cozy living area with a wooden table, a sofa, and a kitchen in the background.

10. Totally Beachin' Coligny OceanViews w/new bikes/chairs

South End

Micah N.

A hotel room with a balcony, a dining area, and a seating area with a view of the ocean.

11. Marriott's Monarch at Sea Pines

Sea Pines

Cory

includes taxes & fees

19 Nov - 20 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

2 Dec - 3 Dec

A room with a sliding glass door leading to an outdoor patio with a table and chairs, a ceiling fan, and a flat-screen TV mounted on the wall.

13. SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

South End

Beth T.

A view of a beachfront property with palm trees and a clear sky.

14. OceanEscape – Steps to the Beach

South End

Renee A.

A balcony with a table and chairs, overlooking a landscaped garden and distant hills.

15. Oceanfront Hilton Head Island Condo w/ Pool!

South End

Beverly

includes taxes & fees

9 Nov - 10 Nov

16. STUNNING ocean view! Brand new listing

South End

xiaoming w.

includes taxes & fees

9 Nov - 10 Nov

A balcony with a view of the ocean, palm trees, and a building with large windows.

17. Elegance at the beach -Ocean View Villa, Gorgeous!

South End

Allison A.

includes taxes & fees

9 Nov - 10 Nov

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

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

South End

Matt W.

A modern building with a view of the ocean.

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

South End

Griffith S.

A covered outdoor area with a view of the sea, featuring a railing and a pathway.

20. Sunset Dunes Direct Beach Access

South End

Celeste G.

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Find holiday rentals that suit your style

Top Hilton Head Island Hotel Reviews

A modern kitchen with a built-in island, a flat-screen TV, and a coffee station.

Best Western Sea Island Inn

Historic District

8/10 Good

jeanette

A cozy hotel lobby with a Christmas tree, seating area, and a chandelier.

East Bay Inn, Historic Inns of Savannah Collection

Historic Downtown Savannah

10/10 Excellent

Warren

An indoor swimming pool with clear glass ceilings, multiple lounge chairs, and a view of the outdoors.

Marriott's Barony Beach Club

Mid Island

10/10 Excellent

Pauline

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$172 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.

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

Change your mind

Treat yourself

Be picky

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. Feelin Tip'Sea-Oceanview Retreat Steps to Beach

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

5. Beach Daze-Gorgeous new shower! Bikes Included

6. Castaways King Villa on Beach, Free Bikes!

7. Flip Flop Paradise-Steps to the Sand! Free Bikes

8. Beachy Keen Seaside Villa Near Coligny W/Bikes!

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

10. Totally Beachin' Coligny OceanViews w/new bikes/chairs

11. Marriott's Monarch at Sea Pines

12. Marriott's Heritage Club

13. SeaGem-Oceanview! Steps to ocean Many Upgrades New Reno

14. OceanEscape – Steps to the Beach

15. Oceanfront Hilton Head Island Condo w/ Pool!

16. STUNNING ocean view! Brand new listing

17. Elegance at the beach -Ocean View Villa, Gorgeous!

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

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

20. Sunset Dunes Direct Beach Access

Find holiday rentals that suit your style

Top Hilton Head Island Hotel Reviews

Best Western Sea Island Inn

8/10 Good

Find out more about Hilton Head Island

Hilton Head Island holiday rentals: An excellent choice for every season

How to find incredible deals on Hilton Head Island rentals

Frequently Asked Questions

Are there holiday rentals in Hilton Head Island?

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

How many holiday rentals are there in Hilton Head Island?

What’s there to see and do in Hilton Head Island?

What’s a holiday rental in Hilton Head Island like?

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