Hilton Head Island Holiday Rentals from NZ$536: Search Short-Term Rentals

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Our top choices for Hilton Head Island holiday rentals

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

Mid Island

Alejandro

includes taxes & fees

7 Sept - 8 Sept

2. Disney's Hilton Head Island Resort

Mid Island

Melissa

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

South End

Thomas F.

includes taxes & fees

16 Aug - 17 Aug

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

South End

james

includes taxes & fees

16 Aug - 17 Aug

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

South End

Katleen M.

includes taxes & fees

3 Sept - 4 Sept

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

South End

Elizabeth

includes taxes & fees

1 Sept - 2 Sept

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

South End

Linda P.

includes taxes & fees

17 Aug - 18 Aug

On the beach, sun-loungers, beach towels

8. STUNNING ocean view! Brand new listing

South End

Angela C.

includes taxes & fees

16 Aug - 17 Aug

9. Marriott's Harbour Club

Sea Pines

CLAUDIA

includes taxes & fees

9 Sept - 10 Sept

10. Coastal Getaway: Oceanview Condo in Hilton Head

South End

Wendy C.

includes taxes & fees

15 Aug - 16 Aug

Indoor pool, 3 outdoor pools, pool cabanas (surcharge), pool umbrellas

11. Marriott's Barony Beach Club

Mid Island

Anneka

includes taxes & fees

30 Aug - 31 Aug

Apartment (1 Bedroom) | Front of property

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

South End

Roger

includes taxes & fees

26 Aug - 27 Aug

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

South End

Carey

includes taxes & fees

23 Aug - 24 Aug

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

South End

David L.

includes taxes & fees

16 Aug - 17 Aug

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

South End

charles g.

includes taxes & fees

20 Aug - 21 Aug

16. Sunset Dunes Direct Beach Access

South End

Tyler S.

includes taxes & fees

16 Aug - 17 Aug

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

South End

Arnas C.

includes taxes & fees

12 Aug - 13 Aug

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

South End

Michael B.

includes taxes & fees

16 Aug - 17 Aug

19. Marriott's Heritage Club

Sea Pines

Christine

includes taxes & fees

31 Aug - 1 Sept

20. Stunning Oceanview Luxury Remodel, Bikes Included!

South End

Connie Q.

includes taxes & fees

23 Aug - 24 Aug

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Top Hilton Head Island Hotel Reviews

Holiday Inn Express Hilton Head Island by IHG

10/10 Excellent

"I’m just"

Doubletree by Hilton Hilton Head Island

8/10 Good

"This place was amazing , nice clean rooms and nice bathrooms, only thing that could’ve been nice is if there was a heads up about the $100 deposit you must pay in case you purchase or break something. Not far from the beach and staff was amazing really close to shops"

The Westin Hilton Head Island Resort & Spa

10/10 Excellent

"We are really happy with this place. Very comfortable walk to beautiful beach, good food, room service almost zero trouble and complaining only ....It was just to hot outside :) nut it was Summer :) Yes it was great place and and maybe we will revisit again :) Thank You Westin and thank You Expedia"

Island Links Resort by Palmera

10/10 Excellent

"This was the perfect place for our family of 4. The condo was clean, and well appointed with all of the things you could need. The beds were comfortable and there were plenty of towels annd extra pillows. Enjoyed having a washer and dryer to clean some of our beach laundry! Location was great! The grounds were beautiful, but sadly, there was a bit of trash around and lots of trash in the lagoon by the pool. Did not seem to be something that was taken care of regularly. The pools were great, and that area was very clean. The beach shuttle was a great amenity."

Find out more about Hilton Head Island

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hilton Head Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hilton Head Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hilton Head Island. Seeing all the best attractions is bound to make you fall in love with Hilton Head Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hilton Head Island short-term rentals, that won’t be hard to do.

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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 Arts Center of Coastal Carolina, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the popular beaches 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?

Spacious Upscale Home with Direct Private Access to the Beach and Heated Pool!: This highly rated holiday home rental in Hilton Head Island is located on the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade/games room. Other favourite homes for rent in Hilton Head Island are Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch and Direct Oceanfront Luxury Home, Large Private Pool and Spa, Elevator, Concierge!.

How many holiday rentals are there in Hilton Head Island?

With 1015 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. Tybee Island Beach and Marine Corps Recruit Depot Parris Island 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. Disney's Hilton Head Island Resort

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

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

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

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

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

8. STUNNING ocean view! Brand new listing

9. Marriott's Harbour Club

10. Coastal Getaway: Oceanview Condo in Hilton Head

11. Marriott's Barony Beach Club

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

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

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

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

16. Sunset Dunes Direct Beach Access

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

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

19. Marriott's Heritage Club

20. Stunning Oceanview Luxury Remodel, Bikes Included!

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

Frequently asked questions

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