Hilton Head Vacation Rentals

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May 15 - May 16
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May 16 - May 17
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May 17 - May 19
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May 24 - May 26

Vacation Rentals in Hilton Head

Pool
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!
Pool
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!
Outdoor pool
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 CA $272
CA $536 total
includes taxes & fees
May 21 - May 22
Totally Beachin' Gorgeous! Incredible Ocean Views! Free bikes beach chairs
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Sun loungers
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
Outdoor pool
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 CA $273
CA $625 total
includes taxes & fees
Jun 9 - Jun 10
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - Top Rental
TV
Seaside Villa 376 - Spectacular Ocean Views
10.0 out of 10, Exceptional, (32)
"We really enjoyed the views, easy access to surrounding shopping and eats and beautiful property which we selected. Will do it again and again in the future. Plan on multiple returns!!!"
Seaside Villa 376 - Spectacular Ocean Views
Fridge, microwave, oven, stovetop
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 CA $137
CA $477 total
includes taxes & fees
Jun 13 - Jun 14
Hilton Head Townhouse - Walk to Coligny beach, restaurants, shops and more!
Smart TV
RENOVATED! Seaside Villas 1 BDRM, 1 BA, 2 Free Bikes! Great Ocean Views!
10.0 out of 10, Exceptional, (20)
"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!
Property grounds
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!
Outdoor pool
#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!
Property grounds
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 CA $203
CA $449 total
includes taxes & fees
May 16 - May 17
SeaClusion-Very tasteful decorated Ocean View, Mini split AC, free beach chairs
Outdoor pool, a heated pool
AWESOME AMENITIES!!!1 BDRM 1 BA OCEAN VIEW!! 2 Bikes INCLUDED!
9.8 out of 10, Exceptional, (162)
"Place & arrangements were great but next time we hope for more ocean view where we stay! Thank you! Stay was too short to enjoy bikes & more pool time!"
AWESOME AMENITIES!!!1 BDRM 1 BA OCEAN VIEW!! 2 Bikes INCLUDED!
Pool
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!
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
Bluewater Resort & Marina by Spinnaker Resorts
3.5 star property
9.6 out of 10, Exceptional, (115)
"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
Pool
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
Indoor pool, outdoor pool
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
9.6 out of 10, Exceptional, (161)
"We really enjoyed this quiet location."
🌴Waterfront Relaxing Retreat Wonderful Views & Amenities! Snowbird Special
Outdoor dining
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!
Fitness facility
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
3 outdoor pools, pool umbrellas, sun loungers
Coral Sands Resorts by Palmera
3.5 star property
9.4 out of 10, Exceptional, (514)
"Excellent property that is close to the beach, shopping, and restaurants. It has a beautiful pool and spacious hot tub. The staff is extremely helpful and friendly. You can’t go wrong staying here."
Coral Sands Resorts by Palmera
Restaurant
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 CA $845
CA $938 total
includes taxes & fees
May 16 - May 17
Marriott's Barony Beach Club
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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.

Hilton Head Island Vacation Rental Travel Info

Number of vacation rentals
2,140
Popular accommodation
Hilton Head Island condos
Known landmarks
Coligny Beach, Folly Field Beach Park and The Sandbox
International airports
Hilton Head Island, SC (HHH) and Savannah, GA (SAV-Savannah - Hilton Head Intl.)

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

3 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)
Omni Hilton Head Oceanfront Resort
4.0 star property
8.8 out of 10, Excellent, (1002)
"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 CA $565
CA $692 total
includes taxes & fees
May 27 - May 28
Omni Hilton Head Oceanfront Resort
Exterior
Beach House Resort Hilton Head
3.0 star property
8.4 out of 10, Very good, (1007)
" 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 CA $286
CA $373 total
includes taxes & fees
May 21 - May 22
Beach House Resort Hilton Head
Exterior
Sonesta Resort Hilton Head Island
4.0 star property
8.2 out of 10, Very good, (1002)
"The staff are amazing and the area is beautiful "
The price is CA $441
CA $544 total
includes taxes & fees
May 16 - May 17
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Hilton Head Island?

Yes, you can find vacation rentals in Hilton Head Island close to The Sandbox, or you can select a 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 vacation rentals that Hilton Head Island has to offer?

Hilton Head Townhouse - Walk to Coligny beach, restaurants, shops and more! : Visitors give good reviews to this Hilton Head Island vacation home rental, which offers an outdoor pool, a balcony, and a barbecue grill 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 favorite homes for rent in Hilton Head Island 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 vacation rentals are there in Hilton Head Island?

With 2896 Expedia vacation rentals, you're sure 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 vacation rental in Hilton Head Island like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Hilton Head Island. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.

Recent reviews of Hilton Head properties
Expedia verified reviews

Courtyard by Marriott Hilton Head Island

Courtyard by Marriott Hilton Head Island

5/5 Excellent
"Enjoyed my stay!"
A verified traveller stayed at Courtyard by Marriott Hilton Head Island
Posted 1 day ago
Courtyard by Marriott Hilton Head Island