We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Hilton Head, SC

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 2,409 Rentals in Hilton Head
loading...
Sort by
From
$256
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details Reviews (13) Make Enquiry
From
$409
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 12
16 photos Details Reviews (10) Make Enquiry
From
$358
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
24 photos Details Reviews (8) Make Enquiry
Also consider
Marriott Grande Ocean Resort 2BDRM Hilton Head SC
2 Bedrooms, sleeps 8
$336 / night
85 Dune, Spacious Seven Bedroom Oceanfront Home
7 Bedrooms, sleeps 16
$682 - $1,544 / night
Serene Townhouse Condo-Beach,Ten,Golf-FALL DISCT.
3 Bedrooms, sleeps 8
$136 - $256 / night
Luxury, private, walk to beach condominium
2 Bedrooms, sleeps 1
$159 / night
From
$2,268
Per Week
6 Bedrooms, 6 Bathrooms, Sleeps 16
16 photos Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 22 July 2013
There were 13 of us, from age 5 to grandparents, and the house was perfect for us. There was plenty of room, easy walk to the beach, nice pool, and clean accommodations.
See all reviews
From
$148
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details Reviews (6) Make Enquiry
From
$1,080
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details Reviews (3) Make Enquiry
4 of 5 stars Reviewed 4 September 2013
We selected this property because we could walk to the beach and have access to the Marriott Grand Ocean resort next door. The house had everything promised in the description...
See all reviews
From
$142
Per Night
1 Bedroom, 1 Bathroom, Sleeps 5
13 photos Details Reviews (5) Make Enquiry
From
$790
Per Week
1 Bedroom, 2 Bathrooms, Sleeps 4
10 photos Details Reviews (7) Make Enquiry
Get the List
From
$4,427
Per Week
7 Bedrooms, 9 Bathrooms, Sleeps 16
17 photos Details Reviews (22) Make Enquiry
5 of 5 stars Reviewed 12 October 2014
Stayed here at the end of September. Had a great time. The house was in great condition and met our every need. Very close to Coligny Plaza and just a few steps from the beach...
5 of 5 stars Reviewed 16 September 2014
Our 16 member family thoroughly enjoyed this "mini-mansion". It was spacious enough for a large group but yet there were so many places one could get away for alone time or quiet...
See all reviews
From
$1,017
Per Week
1 Bedroom, 2 Bathrooms, Sleeps 4
17 photos Details Reviews (8) Make Enquiry
5 of 5 stars Reviewed 4 August 2012
The condo met and exceeded all of my expectations. I was pleased with all of the interior decorations, funiture, and functionality of the kitchen to acccomodate cooking for four...
4 of 5 stars Reviewed 4 September 2011
I was worried about this unit being on the second floor but it had beautiful views. We enjoyed our breakfast on the patio each morning. How the unit is located in the building...
See all reviews
From
$169
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
10 photos Details Reviews (3) Make Enquiry
From
$625
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 16
21 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 15 October 2014
Fantastic home, great condition, beautifully close to the beach and Coligny, and Flipkey was wonderful in addressing any opportunities!
See all reviews
From
$546
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 14
19 photos Details Reviews (17) Make Enquiry
5 of 5 stars Reviewed 19 July 2014
This was our second family gathering at 1 Lands End. Everyone Grandparents, Children & Grandchildren love it. Plenty of sleeping accomodations and space for time together...
4 of 5 stars Reviewed 20 May 2014
On the plus side: Tastefully decorated Beautiful quiet location Sunsets The beach is right there Nicely appointed kitchen and bathrooms Big enough for extended family to fit...
See all reviews
From
$249
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
8 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 22 September 2014
We loved this place. The view, the amenities, the area were all top notch. The only downside is the double and twin bed in the second bedroom. The double is uncomfortable for a...
3 of 5 stars Reviewed 28 July 2014
The pictures made the condo seem much larger than it actually was. The bedrooms were adequit . Second bedroom needed new matresses. Both could use new bedding. Not as clean as I...
See all reviews
From
$363
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
12 photos Details Reviews (5) Make Enquiry
From
$182
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
10 photos Details Reviews (17) Make Enquiry
4 of 5 stars Reviewed 22 September 2014
Good place. Needs lights replaced in bathroom with LED or something that does not give off so much heat. Had to leave door open when getting ready because of the heat from lights...
5 of 5 stars Reviewed 7 July 2014
We absolutely loved the location of this villa! Steps away from the beach and pool and a very short walk to South Beach Marina where we enjoyed shops, music, drinks, food, and...
See all reviews
From
$499
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 12
17 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 8 October 2014
The photos of 34 N. Live Oak do not do this property justice. This is a fabulous home with a beautiful lot and in an exceptional location. Beautifully furnished, WELL stocked...
See all reviews
From
$125
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
7 photos Details Reviews (2) Make Enquiry
From
$131
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
13 photos Details Reviews (22) Make Enquiry
5 of 5 stars Reviewed 13 July 2013
This condo was clean and equipped with everything you could need. Even a closet with fishing poles, beach chairs, toys, etc.Nicely updated and on the ocean.They even have 2 tv s...
1 of 5 stars Reviewed 23 September 2014
À notre arrivée, il y avait deux insectes indésirables dans le douche, un mort et l'autre vivant. À la réception, vue la situation, on nous a offert un autre condo dans la même...
See all reviews
From
$119
Per Night
1 Bedroom, 1 Bathroom, Sleeps 5
13 photos Details Reviews (15) Make Enquiry
4 of 5 stars Reviewed 14 August 2013
Number 240 was very comfortable, clean,well furnished, and convient to everything we wanted to do. If you are looking for a 5 star hotel...stay home or go pay $400 per night near...
See all reviews
From
$405
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 12
23 photos Details Reviews (7) Make Enquiry
5 of 5 stars Reviewed 3 August 2014
Without a doubt, the best house we've rented since we started going to HHI 10 years ago. Absolutely beautiful, very spacious, well built, lots of thought given to layout of the...
5 of 5 stars Reviewed 31 July 2014
Hands down, the best house our family has stayed in since vacationing in HH the past 10 years. Oftentimes the property is not as nice as what is shown in the pictures~we had the...
See all reviews
From
$125
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
14 photos Details Reviews (6) Make Enquiry
From
$261
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
17 photos Details Reviews (1) Make Enquiry
From
$141
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details Reviews (1) Make Enquiry
From
$284
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
29 photos Details Reviews (2) Make Enquiry
From
$125
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
28 photos Details Reviews (2) Make Enquiry
From
$1,137
Per Night
8 Bedrooms, 8 Bathrooms, Sleeps 20
31 photos Details Reviews (6) Make Enquiry
From
$385
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
36 photos Details Reviews (12) Make Enquiry
From
$681
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
39 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 11 October 2014
This home provided four couples their "own space" and every amenity we would want in a location where we could enjoy the beach and have easy access to all of the fun Hilton Head...
See all reviews
From
$249
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
15 photos Details Reviews (2) Make Enquiry
From
$81
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 4 September 2014
This place was great for the price. Very clean, all necessities provided along with the bikes which were awesome, although one of the chains came off while riding and only two...
See all reviews
From
$293
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
25 photos Details Reviews (2) Make Enquiry
From
$625
Per Night
7 Bedrooms, 8 Bathrooms, Sleeps 22
23 photos Details Reviews (5) Make Enquiry
From
$91
Per Night
1 Bedroom, 1 Bathroom, Sleeps 5
23 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 27 September 2014
I rented this wonderful condo just recently. The amenities were tremendous! Steps to the beach and very close to the shops at Coligny Plaza. I don't know if i would ever stay in a...
See all reviews
From
$1,705
Per Night
6 Bedrooms, 6 Bathrooms, Sleeps 14
39 photos Details Reviews (19) Make Enquiry
From
$243
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
15 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 13 August 2014
We had a great time and it was everything that was advertised. Good Job Guys! Ocean views were unbelievable
See all reviews
From
$114
Per Night
1 Bedroom, 1 Bathroom, Sleeps 6
Bookings
18 photos Details Reviews (4) Make Enquiry
3 of 5 stars Reviewed 9 September 2014
The owner, Arnold, was very helpful whenever I asked a question. The condo was clean but needs to be updated. Carpet needs to be replaced and so do the appliances. Key on front...
5 of 5 stars Reviewed 31 May 2014
This was our first trip to Hilton Head celebrating our 25th anniversary and we were not disappointed. Everything we needed was available, it was clean, and the pictures show...
See all reviews
From
$283
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
23 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 16 October 2014
I hosted a small Ladies Retreat gathering ( 7 ladies) at Beachside 32 Crabline Court. The house was beautiful with everything that we needed. It is hard to please EVERYONE...
See all reviews
From
$119
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
10 photos Details Reviews (5) Make Enquiry
5 of 5 stars Reviewed 23 September 2014
We really enjoyed being on the first floor and having access to all of the amenities in the area. This unit in particular is great for all of the little add-ons(keurig machine...
5 of 5 stars Reviewed 20 May 2014
The unit was recently updated. The owner included extras that made for a great stay. From water bottles in the fridge, large cooler to borrow, board games, DVD's, etc. we enjoyed...
See all reviews
From
$74
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
27 photos Details Reviews (11) Make Enquiry
5 of 5 stars Reviewed 10 October 2014
The condo was very neat and clean. Good Location. Owner was very pleasant to work with. Would not hesitate to stay at Sandy Feet again.
4 of 5 stars Reviewed 1 October 2014
My family, including our four young children (ages 9 and under), my husband and I visited Sandy Feet Retreat for a second time this summer. We only stayed a couple nights the...
See all reviews
Go to map view
Rental communities
See all communities    
Book Online(1018)
Use filters to find the best results!

Suitability

  • Wheelchair access (65)
  • Elder access (178)
  • Suitable for children (242)
  • Pet friendly (276)
  • Smoking allowed (1)

Amenities

  • All pools (2,067)
  • Public pool (1,595)
  • Other outdoor space (1,096)
  • Internet (953)
  • Grill (909)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Hilton Head Vacation Rentals

Hilton Head, South Carolina is a vacationer’s paradise with miles of sandy beaches, world-class golf courses and lots of bike paths and hiking trails. A great way to experience island life is with a vacation home rental instead of a hotel. From beachfront condos to spacious rental homes that’ll fit the entire family, we’ve got a vacation rental that is just right for you. We’ve got money-saving deals on rentals in every budget. Plus, we have unbiased user reviews that will allow you to book with confidence.

Hilton Head Attractions and Activities

No matter where you choose to stay in Hilton Head, you’re sure to be within range of a golf course or a beach whether you’re in a beach rental or a condo in Harbour Town. A great way to explore the island is by bike. Hilton Head has miles of trails that’ll lead you to the islands many sandy beaches where you can lie on the beach and read a book or watch dolphins swim offshore. To get an even closer view, go for a sail. Hilton Head also has miles of trails for hikers. Golfers will want to spend time on one of Hilton Head’s world-class courses.

Hilton Head family vacation rentals

A vacation rental home in Hilton Head is a great way for families to enjoy all the island has to offer. Hilton Head has a range of home rentals from luxurious beachfront villas to rental homes on the golf course. A short bike ride will take you to the beach where the kids can build sandcastles or hunt for seashells. Venture into Harbour Town for a visit to the Coastal Discovery Museaum to see a live alligator not in the wild. For more water fun, rent kayaks and see sea turtles and dolphins up close.

Money-saving deals on Hilton Head vacation rentals

Whether you’re looking for a luxury beachfront villa or a rental house that’ll fit a family on a budget, everyone likes to save money. Discounts are available on vacation rentals for all budgets. And you’ll be saving money by renting – with a kitchen in your rental home or condo, you won’t have to eat out at every meal.