Hilton Head Island Holiday Rentals from NZ$422: 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

An aerial view of a resort with multiple buildings, a central swimming pool, and a beach in the background.

1. Marriott's Grande Ocean

South End

Richard

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.

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

South End

Gary B.

includes taxes & fees

21 Oct - 22 Oct

3. 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

A living room with a television, a wicker chair, a glass coffee table, and a view of the ocean through a sliding glass door.

4. Palm Breezy Living-Coligny+Bikes included-#228

South End

Mayra S.

includes taxes & fees

12 Oct - 13 Oct

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

10 Oct - 11 Oct

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

South End

Casey B.

A covered outdoor area with a view of the ocean, surrounded by greenery and a railing.

7. Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed

South End

Margaret

includes taxes & fees

4 Oct - 5 Oct

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

8. Marriott's Harbour Club

Sea Pines

CLAUDIA

includes taxes & fees

11 Oct - 12 Oct

A deck with sun loungers overlooking a natural landscape.

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

South End

Shane W.

includes taxes & fees

11 Oct - 12 Oct

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

South End

Linda P.

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

1 Nov - 2 Nov

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

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

South End

Elizabeth

includes taxes & fees

1 Nov - 2 Nov

13. Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!

South End

John P.

14. Coastal Getaway: Oceanview Condo in Hilton Head

South End

Wendy C.

includes taxes & fees

22 Oct - 23 Oct

A dining area with a wooden table, chairs, and a chandelier. There is a painting on the wall and a cabinet with decorative items.

15. Hilton Head Condo: Beach Supplies, Walk to Shore!

Mid Island

"I’m thrilled with the location of this condo. It’s just a quick walk to the beach, and there are also easy-to-access walking, running, and biking trails. There are plenty of local restaurants, food trucks, grocery stores, and attractions nearby. The only downside is that I didn’t receive the email from Evolve with the check-in/out instructions, as it was delivered to my spam folder. The unit was a bit dusty, probably because it was the off-season when I visited, but a quick trip to the local...

Derval

includes taxes & fees

9 Oct - 10 Oct

A covered outdoor area with a table and chairs, surrounded by trees.

16. Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse

Sea Pines

Kathy B.

includes taxes & fees

4 Oct - 5 Oct

17. Coastal Nest - Oceanviews! Near Coligny

South End

Andrea R.

18. Stunning Oceanview Luxury Remodel, Bikes Included!

South End

Bob F.

includes taxes & fees

4 Oct - 5 Oct

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

19. Marriott's Heritage Club

Sea Pines

Christine

includes taxes & fees

1 Nov - 2 Nov

A beach with sand dunes, a wooden fence, and a clear blue sky.

20. Oceanfront with easy beach access, large pool, and tiki bar/restaurant!

Mid Island

Candace D.

includes taxes & fees

3 Oct - 4 Oct

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Top Hilton Head Island Hotel Reviews

Hampton Inn Hilton Head

10/10 Excellent

"Clean rooms good breakfast"

Doubletree by Hilton Hilton Head Island

10/10 Excellent

"Room was clean and modern. C onvenient walk to the beach, It was nice sitting at the bar and having a meal and then being able to go up to my room. I love the location and everything about it. Will definitely be booking here again when I come back for work in a week. week."

Players Club Resort

10/10 Excellent

"I’m hesitant to write this because I would love for this place to remain a secret but I couldn’t do it. Here is my 100% honest opinion. This place is incredible! The price was so low I almost didn’t book but went with my gut and boy was I pleased. The room was cheaper than the double tree by 30 bucks per night and it came with 2 bedrooms, full kitchen, living room, 2 bathrooms and a Sauna. A private in the unit sauna. Unreal. The living room and master bedroom had their own unattached balconies over looking the beautiful pond. The pond is full of life including giant carp, turtle’s and gators! We stayed out on the balcony for a couple hours watching the gators swim. Fun with just sitting no phone or tv screens, just enjoying the nature in the backyard. It’s less than 1 mile from cologne circle, seriously prime real estate less than a mile from the entrance to sea pines too. The reviews people left about it being dated are true but that didn’t bother us 1 but because it’s nice l, clean and comfortable. Some people will hate on anything and everything, so if you are one of them then don’t bother. If you want space to spread out and enjoy quality time with you family and friends i highly recommend suggest you book a room here! 5 of 5 stars for the staff so friendly. This was my first visit to the south and the staff really embodies that southern hospitality. Thank you for a great stay!"

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$422 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 Grande Ocean

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

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

4. Palm Breezy Living-Coligny+Bikes included-#228

5. Beach Daze-Gorgeous new shower! Bikes Included

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

7. Crashin' Waves-Oceanview w/new bikes, Chairs& King Bed

8. Marriott's Harbour Club

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

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

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

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

13. Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!

14. Coastal Getaway: Oceanview Condo in Hilton Head

15. Hilton Head Condo: Beach Supplies, Walk to Shore!

16. Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse

17. Coastal Nest - Oceanviews! Near Coligny

18. Stunning Oceanview Luxury Remodel, Bikes Included!

19. Marriott's Heritage Club

20. Oceanfront with easy beach access, large pool, and tiki bar/restaurant!

Find holiday rentals that suit your style

Top Hilton Head Island Hotel Reviews

Hampton Inn Hilton Head

Find out more about Hilton Head Island

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Frequently asked questions

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