Hilton Head Island Holiday Rentals

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Holiday Rentals in Hilton Head Island

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!
Coastal Condo w/ Balcony & Luxe Resort Amenities!
10.0 out of 10, Exceptional, (29)
"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!
Totally Beachin' Gorgeous! Incredible Ocean Views! Free bikes beach chairs
10.0 out of 10, Exceptional, (151)
"It is compact and has everything you need but three is a crowd to stay there. Wonderful owners."
The price is HK$1,555
per night
21 May - 22 May
Totally Beachin' Gorgeous! Incredible Ocean Views! Free bikes beach chairs
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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
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 HK$1,563
per night
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 HK$1,563
per night
12 May - 13 May
Hilton Head Townhouse - Walk to Coligny beach, restaurants, shops and more!
RENOVATED! Seaside Villas 1 BDRM, 1 BA, 2 Free Bikes! Great Ocean Views!
10.0 out of 10, Exceptional, (19)
"Our stay was absolutely fantastic. We loved that the beach was within walking distance. We also took a stroll on the beach to the more touristy area which was about 5-10 minutes walk to the shopping areas. The kitchen was well equipped i made Cajun pasta one night. Definitely would come back again."
RENOVATED! Seaside Villas 1 BDRM, 1 BA, 2 Free Bikes! Great Ocean Views!
Oceanfront Resort-Beach-Tennis-Pickleball-Indoor/Outdoor Pools - Fitness Center!
10.0 out of 10, Exceptional, (1)
"The Spa at Port Royal is very quiet and easy to drive all over Hilton Head. Enjoyed our stay thoroughly....only recommendation is to get some new pillows on all beds. Thanks so much for sharing your space!"
Oceanfront Resort-Beach-Tennis-Pickleball-Indoor/Outdoor Pools - Fitness Center!
#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!
SeaClusion-Very tasteful decorated Ocean View, Mini split AC, free beach chairs
9.8 out of 10, Exceptional, (35)
"Location was very nice. The beach is beautiful! The property itself needs some looking after. The bathroom door does not close for instance. The faucet in the shower needs help. Not a repeat stay i'm afraid."
The price is HK$1,164
per night
12 May - 13 May
SeaClusion-Very tasteful decorated Ocean View, Mini split AC, free beach chairs
AWESOME AMENITIES!!!1 BDRM 1 BA OCEAN VIEW!! 2 Bikes INCLUDED!
9.8 out of 10, Exceptional, (161)
"Great location & great property. The pool was excellent!"
AWESOME AMENITIES!!!1 BDRM 1 BA OCEAN VIEW!! 2 Bikes INCLUDED!
Hilton Head Condo w/ Pool Access - Walk to Beach!
9.8 out of 10, Exceptional, (73)
"Very clean, check in was easy and quick. The condo met our needs and was very inviting. We had three adults and two teenagers. Easy access to the pool and beach. Great location to restaurants and shopping. Overall excellent stay. Would definitely come back again."
Hilton Head Condo w/ Pool Access - Walk to Beach!
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
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
Recently updated First Floor Condo Tennis- Pool- Pickle Ball -Walk to the Beach!
9.6 out of 10, Exceptional, (9)
"As others have said this is a small place, but it gets the job done. The pickleball courts are right across the way and we used them a lot. Unfortunately, the large pool was broken for a couple of days, but once working it was great. The walk to the beach was easy, as well. I would recommend this place."
Recently updated First Floor Condo Tennis- Pool- Pickle Ball -Walk to the Beach!
Newly Renovated Hilton Head Resort Beach Condo - 2 Bedroom - Private Balcony
9.6 out of 10, Exceptional, (158)
"The condo was very nice, exactly as described. It has games for kids, and adults. The kitchen is well stocked! There is a little porch that was nice to sit out on. There is an indoor pool inside this building. The pools are big and nice and clean. There is a deli at one of the pools and a tiki bar at the end of the boardwalk by the beach that has great food! The owner is very nice and informative! Overall it was a nice, short vacation. We would definitely stay here again!"
Newly Renovated Hilton Head Resort Beach Condo - 2 Bedroom - Private Balcony
Coral Sands Resorts by Palmera
3.5 star property
9.4 out of 10, Exceptional, (510)
"Plenty of space and very clean."
Coral Sands Resorts by Palmera
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 HK$4,244
per night
15 May - 16 May
Marriott's Barony Beach Club
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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 Island you may be interested in

Omni Hilton Head Oceanfront Resort
4.0 star property
8.8 out of 10, Excellent, (1001)
"We stayed in the south building and it seemed newly renovated. Love the “beach” Colors in the room along with the small kitchenette and the double bathroom sink (with one outside the toilet area). Very clean, staff were attentive, beach was terrific! Location was very good too. My only suggestion - there is a $40/day resort fee. That SHOULD include beach chairs or the use of bikes. While I appreciated the ability to park and the other small perks included in the fee - most of those are standard...
The price is HK$3,274
per night
12 May - 13 May
Omni Hilton Head Oceanfront Resort
Beach House Resort Hilton Head
3.0 star property
8.4 out of 10, Very good, (1010)
"They have a beautiful property except for the construction out our window looking at the ocean. It’ll be great next year… Comfy bed, close to everything, easy parking, fast elevators, quiet hallways, super hot water and good shower water pressure. Things needing improvement: the air blows strong from the upper wall directly on you while laying in bed. Woke us every time it came on. It needs a plastic fitting to force the air coming out to go UP not at the guest. The ventilation in the bathroom...
The price is HK$1,766
per night
17 May - 18 May
Beach House Resort Hilton Head
Sonesta Resort Hilton Head Island
4.0 star property
8.2 out of 10, Very good, (1001)
"Great location. Beach access. Fun pool with drinks and food. Would come back again."
The price is HK$2,524
per night
12 May - 13 May
Sonesta Resort Hilton Head Island
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.

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.