Hilton Head Holiday Rentals

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Holiday Rentals in Hilton Head

Coral Sands Resorts by Palmera
3.5 star property
9.4 out of 10, Exceptional, (510)
"Nice pool and the room was very nice and clean. Receptionist lady of color didn’t get her name but when we checked in she had zero personality and thought I was checking into a prison. She shouldn’t be working in customer service."
Coral Sands Resorts by Palmera
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
10.0 out of 10, Exceptional, (7)
"The house was great and perfect for multiple families. There were a few small hiccups such as trash pick not happening the day it was supposed to so it still had the other guest’s trash and we ran out of room for ours but the response was almost immediate and the trash was picked up within less than an hour of us messaging! The area was also great. We had a group of 15 for reference and we all had plenty of room!"
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
Island Links Resort by Palmera
3.0 star property
9.2 out of 10, Wonderful, (227)
"Alligator near the pool is a great attraction "
Island Links Resort by Palmera
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Steps from the ocean
9.2 out of 10, Wonderful, (46)
"Shaneka is a wonderful host who is prompt in all communications. The condo is very well located and a minute's walk from the beach. Great restraunts and other points of interest at the island are all a short drive away. All amenities were well thought of and we had a pleasant stay overall. The only hitch we had was the AC, which did not work during our stay. But to the host's credit, maintenence was informed and they came to fix it, albeit unsuccessfully. It happens, but we look forward to...
Steps from the ocean
Bluewater Resort & Marina by Spinnaker Resorts
3.5 star property
9.6 out of 10, Exceptional, (114)
"Spacious room and property, very clean and well looked after. Indoor and outdoor pools, fishing pier and many other activities. Property felt secure. Restaurants close by. "
Bluewater Resort & Marina by Spinnaker Resorts
Marriott's Barony Beach Club
3.5 star property
9.4 out of 10, Exceptional, (226)
" Excellent check in and unit very clean and spacious. "
The price is NZ$1,017
includes taxes & fees
19 May - 20 May
Marriott's Barony Beach Club
#232 Breakers Beach Front. King Bed! Best location on Hilton Head Island!
9.8 out of 10, Exceptional, (191)
"Very convenient location right on the beach! Great communication really enjoyed our stay. Thanks!"
#232 Breakers Beach Front. King Bed! Best location on Hilton Head Island!
Coastal Condo w/ Balcony & Luxe Resort Amenities!
10.0 out of 10, Exceptional, (30)
"The condo was nicely decorated, well maintained, and very clean. The patio view was pleasant and the beach and pool were easy to access. The host was quick to respond to any questions I had. I enjoyed my stay."
Coastal Condo w/ Balcony & Luxe Resort Amenities!
Royal Dunes Resort
3.5 star property
9.2 out of 10, Wonderful, (140)
"Absolutely excellent stay! Everything exceeded our expectations. The location was perfect, right on the best part of the beach on the island. The accommodation was wonderful, super clean and spacious. Excellent facilities. Comfy sun loungers. Wonderful helpful staff. So pleased we chose to stay here on Hilton Head Island! "
Royal Dunes Resort
Totally Beachin' Gorgeous! Incredible Ocean Views! Free bikes beach chairs
10.0 out of 10, Exceptional, (151)
"Great property in a great location. The condo was clean and convenient and the views were great. I had a wonderful trip."
The price is NZ$651
includes taxes & fees
25 May - 26 May
Totally Beachin' Gorgeous! Incredible Ocean Views! Free bikes beach chairs
SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136
10.0 out of 10, Exceptional, (181)
"Great property and easy access to beach with many great restaurants close by! This is our second time staying in the condo and we really enjoy it."
SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136
Brand New As seen on HGTV! Deluxe Beachfront Villa W Beautiful Ocean Front Views
9.0 out of 10, Wonderful, (70)
"Just like the pics! Adorable place and convenient location! Will plan on staying here again. Highly recommend ☺️"
Brand New As seen on HGTV! Deluxe Beachfront Villa W Beautiful Ocean Front Views
Hilton Head Family Condo w/ Community Pool & Bikes
9.0 out of 10, Wonderful, (61)
"Clean good location"
Hilton Head Family Condo w/ Community Pool & Bikes
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - Top Rental
10.0 out of 10, Exceptional, (66)
"Property was freshly updated and conveniently located on the first floor. All necessary amenities were available including a pretty comfortable power recliner. We would definitely stay here again. Thanks!"
The price is NZ$760
includes taxes & fees
9 Jun - 10 Jun
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - Top Rental
Seaside Villa 376 - Spectacular Ocean Views
10.0 out of 10, Exceptional, (31)
"Very peaceful place!"
Seaside Villa 376 - Spectacular Ocean Views
Hilton Head Townhouse - Walk to Coligny beach, restaurants, shops and more!
10.0 out of 10, Exceptional, (4)
"Great condo! Perfect location for Heritage Golf Tournament. Condo was very clean and spacious. Photos very accurate display and host was great. Easy to contact and very prompt in her responses. Hope to rent this condo again next year. 5 stars!"
The price is NZ$791
includes taxes & fees
14 May - 15 May
Hilton Head Townhouse - Walk to Coligny beach, restaurants, shops and more!
Resort-Style Hilton Head Condo - Walk to Beach!
9.2 out of 10, Wonderful, (41)
"Wonderful place and great location."
Resort-Style Hilton Head Condo - Walk to Beach!
SUPER VALUE VACATION HOUSE: PRIVATE BEACH, GOLF, POOL
9.6 out of 10, Exceptional, (91)
"This house is very spacious with lots of rooms. There are 2 bedrooms with full bathrooms and a third half bathroom. The location allows for easy access to very many places to visit including the Spring Lake recreation center where the pool, lazy river and splash pad is located. There are many restaurants near by as well as grocery stores and shopping outlets. The host is very responsive and so very helpful providing information not only about the house but things to do and places to see. The...
SUPER VALUE VACATION HOUSE: PRIVATE BEACH, GOLF, POOL
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
9.6 out of 10, Exceptional, (160)
"We really enjoyed this quiet location."
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
Ocean One 419 - Oceanfront 4th Floor Condo
9.0 out of 10, Wonderful, (76)
"Enjoyed our visit to HHI. The condo is very well equipped and close to everything. Weather was perfect and we had a great time. Parking is a little limited but we always seemed to find a spot without an issue."
Ocean One 419 - Oceanfront 4th Floor Condo
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See all available properties in Hilton Head
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Hilton Head you may be interested in

Hilton Beachfront Resort & Spa Hilton Head Island
4.5 star property
8.0 out of 10, Very good, (1065)
"This place exceeded all expectations. Really nice. Will be here again."
The price is NZ$421
includes taxes & fees
18 May - 19 May
Hilton Beachfront Resort & Spa Hilton Head Island
Sonesta Resort Hilton Head Island
4.0 star property
8.2 out of 10, Very good, (1004)
"Great venue! The view from our room was gorgeous. The staff was friendly and gave excellent recommendations for local places. The bar and lounge at the Sonesta was fantastic and the bartender provided friendly service and made great cocktails. "
The price is NZ$662
includes taxes & fees
16 May - 17 May
Sonesta Resort Hilton Head Island
Beach House Resort Hilton Head
3.0 star property
8.4 out of 10, Very good, (1010)
" We have stayed here before and we’re looking forward to our stay for the evening. When we arrived we were not informed that the hotel was under renovation. The pool and tiki bar were shut down . We did spend a few hours at the beach and they had music in the hotel lounge that evening which was nice . We were looking forward to pool time , I wish we had been made aware of the construction. I suggest anyone booking in the near future check in on the process of this . They are still charging...
The price is NZ$439
includes taxes & fees
20 May - 21 May
Beach House Resort Hilton Head
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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 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. 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. Seeing all the best attractions is bound to make you fall in love with Hilton Head. 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Hilton Head?

Yes, there are holiday rentals in Hilton Head 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. 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 has to offer?

Hilton Head Townhouse - Walk to Coligny beach, restaurants, shops and more! : This highly rated holiday home rental in Hilton Head offers an outdoor pool, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games. Other favourite homes for rent in Hilton Head are Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown and 14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!.

How many holiday rentals are there in Hilton Head?

With 2896 Expedia holiday rentals, you're guaranteed to find just the right place for your Hilton Head stay.

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

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 like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hilton Head. 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.

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