Hilton Head Island Holiday Rentals from NZ$171: 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 hotel room with a balcony, a dining area, and a seating area with a view of the ocean.

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

4. STUNNING ocean view! Brand new listing

South End

xiaoming w.

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

5 Nov - 6 Nov

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

6. Oceanfront Hilton Head Island Condo w/ Pool!

South End

Beverly

includes taxes & fees

5 Nov - 6 Nov

A waterfront hotel with multiple red-roofed buildings, a dock, and a marina.

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

5 Nov - 6 Nov

A courtyard with a central water feature, surrounded by brick flooring and benches.

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

South End

Will K.

includes taxes & fees

8 Nov - 9 Nov

A swimming pool with multiple lanes and lounge chairs, surrounded by a fenced area and buildings in the background.

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

Mid Island

Shawn K.

includes taxes & fees

5 Nov - 6 Nov

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

3 Dec - 4 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

25 Nov - 26 Nov

An aerial view of a coastal residential area with houses along the beach, a clear sky, and a calm sea.

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

Mid Island

Carla J.

includes taxes & fees

5 Nov - 6 Nov

A balcony with a wicker chair, a beach ball, and a view of the ocean and trees.

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

South End

Hailey R.

A hotel with multiple buildings, a parking lot, and a beach area with umbrellas.

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

South End

Candice L.

includes taxes & fees

8 Nov - 9 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

9 Nov - 10 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.

includes taxes & fees

5 Nov - 6 Nov

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

15 Nov - 16 Nov

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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 gym with cardio machines, weightlifting equipment, and a large exercise ball.

City Loft Hotel

Historic District

8/10 Good

jonQ

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$171 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 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

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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