3,729 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Bungalows
Cabins
Condos
Cottages
Homes
Studios
Townhomes
Villas
Yachts
Barns
Boats
Castles
Chalets
Estates
Farmhouses
Hotels
Lodges

Booking Options

Location Type

Even More Filters

Features

Managed By

3,729 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Hilton Head Vacation Rentals with air conditioning(3,729)

3,729 Results
$214 - $336
per night
4 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
4 - 7 night min stay
(39)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night min stay
(98)
  • 6 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 12
4 - 7 night min stay
(31)
  • 5 BR,
  • 3 BA,
  • Sleeps 11
4 - 7 night min stay
(15)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(23)
$408 - $1,450
per week
7 - 90 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
7 - 90 night min stay
(16)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
4 - 7 night min stay
(99)
  • 4 BR,
  • 4 BA,
  • Sleeps 10
3 - 30 night min stay
(28)
  • 7 BR,
  • 8 BA,
  • Sleeps 22
7 night min stay
(10)
$475 - $525
per night
4 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
4 night min stay
(13)
$225 - $325
per night
4 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night min stay
(22)
  • 3 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night min stay
(14)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night min stay
(25)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(26)
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night min stay
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 28 night min stay
(37)
$225 - $325
per night
4 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night min stay
(20)
  • 2 BR,
  • 2 BA,
  • Sleeps 7
4 - 28 night min stay
(38)
  • 5 BR,
  • 4 BA,
  • Sleeps 12
7 night min stay
(26)
$130 - $250
per night
3 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night min stay
(16)
  • 6 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 14
7 night min stay
(48)
  • 6 BR,
  • 5 BA,
  • Sleeps 14
4 - 7 night min stay
(21)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(54)
  • 2 BR,
  • 2 BA,
  • Sleeps 7
3 - 7 night min stay
(13)
  • 1 BR,
  • 1 BA,
  • Sleeps 6
7 night min stay
(121)
  • 2 BR,
  • 2 BA,
  • Sleeps 7
2 - 7 night min stay
(49)
$100 - $132
per night
3 - 7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night min stay
(24)
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 20
3 - 7 night min stay
(36)
$295 - $495
per night
4 - 7 night min stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
4 - 7 night min stay
(23)
$392 - $1,345
per week
7 - 90 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 - 90 night min stay
(24)
 

Recent Hilton Head Reviews

Wonderful accommodations and breathtaking view!!

5 of 5
This was our first visit to Sea Pines, and we were not disappointed. So much to do around the area, and of course we thoroughly enjoyed the beautiful pool and our easy access to the beach! The new addition to the home is fabulous, as it allows many families to have privacy within the house. Our only complaint is that our visit was too short! Ted was so quick to respond to any questions, and the property managers did a great job too! You will not be disappointed!
  • Submitted: May 23, 2015
  • Stayed: May 2015

Excellent Experience / Great Owner!

5 of 5
I just happened upon this rental on a website and emailed the owner, Jane. She was very responsive and timely. We talked by phone and exchanged several emails. I thoroughly enjoyed working with her. She offered many helpful tips, favorite places to eat and shop, etc. Although the complex is older than some, it is immaculate. Everything was spotless and meticulous. Having access to all the amenities in all four buildings was awesome. The outdoor pool is very large and beautiful and is flanked by a store and restaurant. (We ate there one night and it was very good and the cook and hostess were super friendly!) We used the weight room, indoor pool, and sauna in another building. You can walk from building to building without even going outside. This condo faces the ocean. Although not right on the water, there is a beautiful boardwalk so it is an enjoyable 5 minute walk. (There is a restaurant and bathroom at the end of the boardwalk, near the beach.) A couple of bonuses: (1) Jane has a cart which makes it easy to carry everything to the beach. (2) The porch is screen-in - so no bugs! (3) The A/C is great - gets nice and cool/cold. We thoroughly enjoyed it and hope to go back soon! Thanks, Jane!!!
  • Submitted: May 19, 2015
  • Stayed: May 2015

Exceeded any and all Expectation!

5 of 5
While the pictures represented 1 Capri very well, photos can't begin to show the spacious, well designed, gracious and comfortably appointed attributes of this wonderful vacation home. And the convenience factor of pool, beach, shopping and eateries made it the perfect setting for family enjoyment. Would and will definitely recommend to others (except I hope it doesn't get so booked up I can't reserve it again someday soon!) Thank you 1 Capri for providing us the setting for a memorable, fantastic week!
  • Submitted: May 18, 2015
  • Stayed: May 2015