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, 517 reviews
"We loved everything about it! Super great place to vacation!!!"
Coral Sands Resorts by Palmera
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
10.0 out of 10, Exceptional, 7 reviews
"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, 228 reviews
"Clean property, kid friendly, quiet... friendly and accommodating staff. Large spacious rooms "
Island Links Resort by Palmera
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Brand New As seen on HGTV! Deluxe Beachfront Villa W Beautiful Ocean Front Views
9.0 out of 10, Wonderful, 70 reviews
"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 Island Beach and Tennis Resort
3.5 star property
8.4 out of 10, Very good, 13 reviews
"Close to restaurants, beachfront, room had everything you need. Full size refrigerator was great usually you get a tiny refrigerator. Kitchen had stove and microwave. Property has a front gate with full time security. Had a great time and will be back in the near future. "
Hilton Head Island Beach and Tennis Resort
Bluewater Resort & Marina by Spinnaker Resorts
3.5 star property
9.6 out of 10, Exceptional, 118 reviews
"Nothing bad to say "
Bluewater Resort & Marina by Spinnaker Resorts
Marriott's Barony Beach Club
3.5 star property
9.4 out of 10, Exceptional, 226 reviews
" Excellent check in and unit very clean and spacious. "
The price is NZ$1,293
per night
15 Jun - 16 Jun
Marriott's Barony Beach Club
WHAT A VIEW!!....BREATHTAKING VIEWS FROM THIS 5TH FLOOR PENTHOUSE!
9.2 out of 10, Wonderful, 20 reviews
"Nice and clean. Older property but nice. Kitchen was updated."
WHAT A VIEW!!....BREATHTAKING VIEWS FROM THIS 5TH FLOOR PENTHOUSE!
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
9.6 out of 10, Exceptional, 163 reviews
"Exactly what it says great view host was easy to work with. We already are planning on coming back!"
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
New Luxurious Remodeled Forest Gardens Villa, Walk to Beach, Pool, Free Bikes
9.8 out of 10, Exceptional, 36 reviews
"Very nice place to stay."
New Luxurious Remodeled Forest Gardens Villa, Walk to Beach, Pool, Free Bikes
Ocean Villa B213 - Quick Walk to Beach
9.6 out of 10, Exceptional, 13 reviews
"The property was exactly as stated in the listing. It was clean and even came with beach chairs. The balcony had a view of the ocean, and it was a short walk to the beach down a boardwalk. The pool in the complex was very nice, we loved the ice cream stand and beachy cocktail bar. The area felt safe and well taken care of. The property management were available when we needed them and replied immediately to our request to extend our stay. We will definitely stay with them again!"
Ocean Villa B213 - Quick Walk to Beach
Ocean view - Beautiful Penthouse Condo - Large heated pools & Hot Tubs!
9.8 out of 10, Exceptional, 150 reviews
"great place! great location! everything you need and all the amenities of the Ocean Oaks next door. We will be back!"
Ocean view - Beautiful Penthouse Condo - Large heated pools & Hot Tubs!
SeaClusion-Very tasteful decorated Ocean View, Mini split AC, free beach chairs
9.8 out of 10, Exceptional, 36 reviews
"The villa was right on the beach. The villa was recently renovated with up to date appliances. Everything was exactly as it was advertised. The place was clean and cozy. We walked to Coligny and enjoyed the beach. I would definitely stay here again"
The price is NZ$593
per night
8 Jun - 9 Jun
SeaClusion-Very tasteful decorated Ocean View, Mini split AC, free beach chairs
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes!
9.8 out of 10, Exceptional, 174 reviews
"Perfect location and perfect condo to celebrate my daughter’s 16th birthday with one of my close college friends and her daughter."
OCEAN VIEW! Coligny Area! UPDATED~1 BD, 1 BA ~2 Bikes!
Good Times and Tan Lines!-Steps to the Sand -Central air, free bikes!
9.8 out of 10, Exceptional, 30 reviews
"Although i was working, it was nice to look out from the couch & see the ocean. Short walk to the park for lunch made it convenient. Lots of restaurant & bar options even during the holiday with great people."
The price is NZ$612
per night
24 Jun - 25 Jun
Good Times and Tan Lines!-Steps to the Sand -Central air, free bikes!
1046 Caravel Court - Harbour Town! Walk to Lighthouse, Shops & Restaurants!
10.0 out of 10, Exceptional, 18 reviews
"Great Close too restaurants, golf and beauty of the area."
1046 Caravel Court - Harbour Town! Walk to Lighthouse, Shops & Restaurants!
#232 Breakers Beach Front. King Bed! Best location on Hilton Head!
9.8 out of 10, Exceptional, 192 reviews
"Perfect spot for my husband and I. Only thing I would love is a bigger bathroom!"
#232 Breakers Beach Front. King Bed! Best location on Hilton Head!
Flip Flop Paradise! Safe steps to sand-no streets to cross & free beach bikes
9.8 out of 10, Exceptional, 118 reviews
"The condo was everything it was said to be! Excellent location to food, shopping, and drinks! Kendall was very nice and answered all the questions we had! One of the best experiences we have had!"
The price is NZ$632
per night
9 Jun - 10 Jun
Flip Flop Paradise! Safe steps to sand-no streets to cross & free beach bikes
Resort Condo w/ Patio - Walk to Folly Field Beach!
9.8 out of 10, Exceptional, 39 reviews
"Condo had everything you needed for your vacation. The complex also had a gym tennis courts fishing and restaurant within a 5 min walk right on the beach. Easy check in process and the owner was very quick to answer all messages"
Resort Condo w/ Patio - Walk to Folly Field Beach!
Ocean Villa C246 - Views from Deck
9.8 out of 10, Exceptional, 16 reviews
"Just spent 5 days at this property. It is a little small but I did not expect much different. The bunk beds were too small for my son but he is 6 foot tall. The mattress in the bedroom was very hard and extremely uncomfortable. Replacing it with a more comfortable mattress or even adding a mattress topper would help a lot. The condo was properly stocked for what we needed. The coffee maker was a generic coffee maker and if you are an avid coffee drinker like me then you will agree that adding a...
Ocean Villa C246 - Views from Deck
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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, 1,084 reviews
"Staff was extremely friendly and the hotel itself was very clean. "
The price is NZ$376
per night
10 Jun - 11 Jun
Hilton Beachfront Resort & Spa Hilton Head Island
Beach House Resort Hilton Head
3.0 star property
8.4 out of 10, Very good, 1,031 reviews
"Beach access, cleanliness, hospitality "
The price is NZ$508
per night
18 Jun - 19 Jun
Beach House Resort Hilton Head
14 Laughing Gull - FRIDAY TO FRIDAY BOOKINGS! SEA PINES LUXURY OCEANFRONT!
10.0 out of 10, Exceptional, 7 reviews
"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!
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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