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.

Vacation rentals in Hilton Head, SC

Payment Protection
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
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 2,184 Rentals in Hilton Head
loading...
Sort by
From
$113
Per Night
View Details
1 / 9
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 6
Booking
Details Reviews (1) Make Enquiry
From
$248
Per Night
View Details
1 / 15
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (2) Make Enquiry
From
$91
Per Night
View Details
1 / 23
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 5
Booking
Details Reviews (1) Make Enquiry
Also consider inquiring on or booking these rentals
Pet Perfect/People Friendly Sea Pines Home
2 Bedrooms, sleeps 6
$170 / night
HHBT - AR305 - Direct Ocean Front on the Beach!
1 Bedroom, sleeps 4
$112 - $158 / night
Cozy Villa, Pet Friendly, Short Walk to Beach,WIFI
2 Bedrooms, sleeps 6
$130 - $226 / night
Oceanfront - 3 Bdrm - 2 Pools - Wireless Cable
3 Bedrooms, sleeps 8
$243 - $517 / night
From
$1,088
Per Night
View Details
1 / 28
Payment Protection
7 Bedrooms, 8 Bathrooms, Sleeps 22
Booking
Details Reviews (5) Make Enquiry
4 of 5 stars Reviewed 14 October 2014
This is the second time we have stayed in this rental home. First time was 6 years ago. It is showing a little amount of wear and tear on the outside. All the black railings and...
See all reviews
From
$266
Per Night
View Details
1 / 10
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 21 June 2013
This was our first trip to Hilton Head and the villa, surrounded by dense foliage with a lagoon in back gave us the feeling of seclusion from the back deck. One unexpected...
See all reviews
From
$142
Per Night
View Details
1 / 18
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 10 October 2014
This was our first time to SC what a wonderful difference from our other holidays to Orlando and surrounding areas.The second home of Michael and Lisa has been carringly thought...
See all reviews
From
$340
Per Night
View Details
1 / 20
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 12 August 2013
Our condo was clean and nicely appointed. The pools were just across from our building. We had easy access to the ocean. We were traveling with our 4 children, 2 of which are...
See all reviews
From
$91
Per Night
View Details
1 / 20
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (7) Make Enquiry
5 of 5 stars Reviewed 29 August 2014
We thoroughly enjoyed our family vacation to Hilton Head Beach and Tennis. The condo was spacious and immaculate with beautiful views of a lagoon. It was about a 5 minute walk to...
5 of 5 stars Reviewed 14 May 2014
Apartment was clean, everything worked great, and we had a terrific time. The pool, beach, and bike rentals were all very close and easy to use making for a no hassle, great-times...
See all reviews
Get the List
From
$210
Per Night
View Details
1 / 21
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 1 August 2014
This year was our 6th trip to 5 Cotton Lane. Many improvements have been made over the years. We enjoy the pool shaded by the beautiful trees after a day at the beach. Very...
See all reviews
From
$113
Per Night
View Details
1 / 18
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (4) Make Enquiry
3 of 5 stars Reviewed 8 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 30 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
$159
Per Night
View Details
1 / 9
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (11) Make Enquiry
5 of 5 stars Reviewed 24 September 2014
The location is perfect. The condo was nice and clean. We had such a good time that we plan on going back next year. It really is just the perfect spot. The room was on the first...
5 of 5 stars Reviewed 4 August 2013
We had such an enjoyable stay and highly recommend it. We've never booked a vacation rental and were a bit gunshy. When I requested more information before booking, Karen...
See all reviews
From
$484
Per Night
View Details
1 / 16
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 9
Details Reviews (3) Make Enquiry
From
$96
Per Night
View Details
1 / 25
Payment Protection
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (10) Make Enquiry
5 of 5 stars Reviewed 25 August 2014
Our vacation was amazing! The condo was clean, beautiful and very spacious. It was stocked with everything! And I mean EVERYTHING! If it's something you forgot I'm certain Paul...
5 of 5 stars Reviewed 9 June 2014
An overdue reaction to a terrific off-season visit to Hilton Head, our first visit there. Treetops was a delightful experience, a place that was easy to reach (45 minutes from...
See all reviews
From
$282
Per Night
View Details
1 / 23
Payment Protection
5 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 15 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
$85
Per Night
View Details
1 / 13
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (4) Make Enquiry
4 of 5 stars Reviewed 13 September 2014
We had a great time staying here and we're sad to leave. Room was very clean and had a nice view. Great for 2 people, but would be a little tight if you had more than that...
5 of 5 stars Reviewed 13 June 2014
My husband and I had a great time! We rented bikes right at the resort, everything was very clean and we loved the decor! We ate just about every meal on th balcony! It was...
See all reviews
From
$153
Per Night
View Details
1 / 12
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 28 April 2014
Roomy one bedroom, comfortable matress. Very quiet, receives morning sun, was nice to sit out out on the deck with my morning coffee. Provided beach chairs and sand toys for...
3 of 5 stars Reviewed 25 August 2013
The condo was average, owner should consider replacing linen in master bdrm. Bleach spots were apparent on sheets, pillowcases. Mattress could use replacing also. Positives were...
See all reviews
From
$68
Per Night
View Details
1 / 21
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (9) Make Enquiry
5 of 5 stars Reviewed 15 September 2014
Nice accommodations for short trip to HHI!! Convenient to Folly Field Beach and great restaurants!! Condo facilities are very nice and well maintained!!! Would stay here again!!
4 of 5 stars Reviewed 4 September 2014
My husband and I enjoyed this lovely retreat overlooking the pool and palmetto trees. Amber has done an excellent job decorating and updating the condo for guests. The screened in...
See all reviews
From
$292
Per Night
View Details
1 / 25
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
Details Reviews (2) Make Enquiry
From
$193
Per Night
View Details
1 / 19
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (7) Make Enquiry
4 of 5 stars Reviewed 2 October 2014
We signed up for this beachfront condo sight unseen, and it turned out great. The balcony overlooks the ocean, which is just a short walk over the dunes. The beach was stunning...
5 of 5 stars Reviewed 22 July 2014
First time visiting, great accommodations, right on the beach, great view, wonderful condo, definitely would go back. Owners were very nice to work with, loved the condo, had...
See all reviews
From
$113
Per Night
View Details
1 / 22
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (5) Make Enquiry
5 of 5 stars Reviewed 23 June 2014
Our family of five just got back from a very relaxing vacation at Seascape Villas. The condo was clean and had enough room for all of us. We used the neighborhood access across...
4 of 5 stars Reviewed 13 April 2014
- My wife and I stayed here for the second week in March of this year. The description is accurate, the accommodations are clean and comfortable and the owner and on-site...
See all reviews
From
$227
Per Night
View Details
1 / 10
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 12 June 2014
This home is truly beautiful...it is certainly your home away from home. The property is located in one of the nicest plantations in Hilton Head. The owners took great care in...
See all reviews
From
$125
Per Night
View Details
1 / 27
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
From
$136
Per Night
View Details
1 / 12
Payment Protection
2 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 4 August 2013
Bill and his wife were really nice and great to work with. The town home was very clean and had everything we needed. It backs up to a very nice courtyard with a pool and pond...
See all reviews
From
$85
Per Night
View Details
1 / 47
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (22) Make Enquiry
5 of 5 stars Reviewed 15 November 2014
Very pleasantly surprised at how well stocked this condo was. I have rented very expensive beach houses that did not have the contents that these cupboards contained. First rental...
5 of 5 stars Reviewed 20 July 2014
The condo was laid out well and every need was thought of by the owners. The beach equipment was excellent and it was great to not have to bring extra things along for the...
See all reviews
From
$102
Per Night
View Details
1 / 15
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (6) Make Enquiry
4 of 5 stars Reviewed 21 August 2014
Would be great with kids and adults. Nice place clean and updated in the building with the indoor pool. It is well within walking distance of the beach and the outdoor pool is...
5 of 5 stars Reviewed 22 June 2014
The location is wonderful! The 3 swimming pools are great if you don't want sand between your toes. The beach is beautiful and clean and lots of sea creatures for my boys to...
See all reviews
From
$113
Per Night
View Details
1 / 18
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (15) Make Enquiry
5 of 5 stars Reviewed 25 October 2014
Lovely. Had everything we needed. Great, convenient location. Only suggestions: new linens for MB; new patio furniture
4 of 5 stars Reviewed 30 June 2014
This condo was the perfect size for our party of 7. We absolutely loved it! It was close to the beach and there were directions provided on how to get there. It was clean and...
See all reviews
From
$79
Per Night
View Details
1 / 26
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 4 July 2014
This two bedroom rental was spacious, extremely comfortable, pristine, and came with all the necessities we needed for our stay. Located on the first floor, it had a wonderful...
See all reviews
From
$227
Per Night
View Details
1 / 8
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (5) Make Enquiry
5 of 5 stars Reviewed 21 July 2014
Great location and great resort! Rooms are a bit outdated but overall they have been well kept up!! The resort staff was friendly and approachable. Highly recommend.
See all reviews
From
$119
Per Night
View Details
1 / 10
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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 19 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
$91
Per Night
View Details
1 / 18
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (9) Make Enquiry
4 of 5 stars Reviewed 1 August 2014
We really enjoyed staying here! It was perfect for my husband and I and our 2 year old son. The beach is only a short walk away (about 100 yards) and the condo was convenient to...
5 of 5 stars Reviewed 14 July 2014
This was my first time using FlipKey and I am extremely satisfied. Seasidevillas provides walking access to the beach and Coligny Plaza. Our rental had everything one could need...
See all reviews
From
$74
Per Night
View Details
1 / 27
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (13) Make Enquiry
5 of 5 stars Reviewed 9 November 2014
Great location, very nice condo, boardwalk to the beach is beautiful and only takes about 7-10 minutes to walk it.
5 of 5 stars Reviewed 5 November 2014
Seamless rental experience. The place was spotless and it working order. Great beach accessories: chairs, soft-sided cooler, buckets for our 4 year to build sand castles, and a...
See all reviews
From
$125
Per Night
View Details
1 / 21
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (33) Make Enquiry
4 of 5 stars Reviewed 6 August 2014
Overall, we really liked our rental and found Steve the owner very responsive to e-mail and even when we had a key issue. It is nice that he lives locally. The rental has...
5 of 5 stars Reviewed 23 April 2014
This villa is perfect for a stay at Hilton Head Island! Ocean FRONT, with only the swimming pool and boardwalk between the building and the ocean! Open the door to the balcony...
See all reviews
From
$68
Per Night
View Details
1 / 14
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (11) Make Enquiry
5 of 5 stars Reviewed 7 November 2014
Mark is the best! He quickly corrected a problem we had on arrival and compensated us for the inconvienance. The condo is clean, organized, big enough to be comfortable for a long...
4 of 5 stars Reviewed 28 September 2014
My husband, my best friend, her husband and I celebrated 41 yrs of marriage for both couples at this wonderful condo. It is perfect for two couples and equipped with everything...
See all reviews
From
$113
Per Night
View Details
1 / 15
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Enquiry
5 of 5 stars Reviewed 26 August 2014
My wife and I along with another couple rented this condo for a week. It was the perfect location on Hilton Head. Having the two bathrooms made it comfortable to vacation with two...
5 of 5 stars Reviewed 7 July 2014
Lovely condo in a nice clean building and the price was great. The unit itself is clean and modern. Very comfortable for our family of four (two kids aged 9 and 6). Kitchen had...
See all reviews
From
$164
Per Night
View Details
1 / 17
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (1) Make Enquiry
4 of 5 stars Reviewed 6 August 2014
This condo is maybe 300 yards from the beach. If the opportunity arises, Ill definitely book again. Reasonable rate, great value.
See all reviews
From
$198
Per Night
View Details
1 / 4
Payment Protection
2 Bedrooms, 3 Bathrooms, Sleeps 5
Bookings
Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 20 May 2011
After two weeks staying in hotels, we enjoyed a relaxing self catering few days. The apartment was extremely comfortable and well equipped, and superbly located - very peaceful...
See all reviews
From
$198
Per Night
View Details
1 / 15
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
Details Reviews (6) Make Enquiry
4 of 5 stars Reviewed 16 March 2014
This unit has 1 huge master bedroom and 2 additional nice but smaller bedrooms. One has two beds in it -- a double or queen and then a twin also--good for the kids. Each bedroom...
5 of 5 stars Reviewed 20 June 2013
This is our fourth summer vacation at Hilton Head and our family (including 4 teenagers) agreed that this was the nicest villa that we have rented. My son's response when we...
See all reviews
From
$113
Per Night
View Details
1 / 13
Payment Protection
2 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (4) Make Enquiry
From
$187
Per Night
View Details
1 / 16
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
From
$12
Per Night
View Details
1 / 40
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Enquiry
3 of 5 stars Reviewed 2 July 2014
Villa was very nice, clean and well stocked. My 4 year old grand daughter loved the large pools and netflixs! The only drawback would be the long haul to the beach. However, the...
5 of 5 stars Reviewed 28 March 2014
We stayed for the month of March, 2014. Everything about our stay was excellent, from the nicely furnished villa to the amenities offered by the resort. Gary worked very hard to...
See all reviews
Go to map view
Rental communities
See all communities    
Book Online(1003)
Use filters to find the best results!

Suitability

  • Wheelchair access (66)
  • Elder access (175)
  • Suitable for children (234)
  • Pet friendly (281)
  • Smoking allowed (1)

Amenities

  • All pools (1,835)
  • Public pool (1,391)
  • Other outdoor space (870)
  • Grill (773)
  • Internet (729)
  • 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.