Hilton Head Island Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Lagoon Villas 1586

Hilton Head Island
Located in one of Hilton Head Island's prime locations near South Beach, Lagoon Villas 1586 is an ad...
Villa 3 / 2 / 6

*
Online booking available

$240 - $515
Per Night

$1225 - $2590
Per Week

4 Ocean Club Villa

Hilton Head Island
Welcome to 4 Ocean Club Villa, a wonderful oceanfront complex located close to Coligny Plaza.  This ...
Home 2 / 2 / 8

*
Online booking available

$190 - $345
Per Night

$1330 - $2415
Per Week

Corine Lane 13, Deluxe 6 Bedrooms, Private Pool, Sleeps 16

Hilton Head Island
13 Corine Lane in Singleton Beach is a fantastic new construction home with a private pool. Decorate...
Home 6 / 6.5 / 16

*
Online booking available

$439 - $1085
Per Night

$2195 - $5423
Per Week

Captains Walk 411, Oceanfront, Deluxe 2 Bedroom, Large Po...

Hilton Head Island
If you're in the process of planning a seaside getaway and are interested in renting a modern, ocean...
Condo 2 / 2 / 7

*
Online booking available

$270 - $550
Per Night

$1350 - $2750
Per Week

52 North Forest Beach - Brand New 7 BR, 8 Bath Home and s...

Hilton Head Island
52 North Forest Beach - Brand New 7 BR, 8 Bath Home and so much more As you enter this gorgeous 7 b...
Home 7 / 8 / 16

*
Online booking available

$3595 - $9295
Per Week

2315 Windsor Place II -Beautiful Oceanfront 1 Bedroom Villa!

Hilton Head Island
One of the finest oceanfront accommodations located in the heart of Palmetto Dunes Resort. This 3rd...
Villa 1 / 2 / 4

*
Online booking available

$695 - $1695
Per Week

2311 Racquet Club-Beautiful 1st floor flat quick walk to ...

Hilton Head Island
2311 Racquet Club-Beautiful 1st floor flat quick walk to Harbour Town! Recently renovated, this tra...
Villa 3 / 2 / 8

*
Online booking available

$595 - $3000
Per Week

Surf Court 70 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 2.5 / 6

*
Online booking available

$120 - $210
Per Night

$600 - $1050
Per Week

Hilton Head Beach Club 23 -Updated 3 BR Townhouse with a ...

Hilton Head Island
Hilton Head Beach Club 23 -Updated 3 BR Townhouse with a private patio! Located in the forest beach...
Condo 3 / 2 / 8

*
Online booking available

$155 - $275
Per Night

$775 - $1375
Per Week

Seaside Villa 316 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
THIS IS A ONE OF A KIND villa is unlike some others offers an AIR CONDITIONER IN THE BEDROOM with...
Condo 1 / 1 / 4

*
Online booking available

$89 - $165
Per Night

$345 - $825
Per Week

Ocean Dunes Villas 113 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This newly renovated one bedroom villa has a full kitchen, combined living room dining room area and...
Condo 1 / 1 / 4

*
Online booking available

$199 - $259
Per Night

$995 - $1295
Per Week

Ocean Dunes Villa 206 - 1 BR 1 BA Oceanfront Deluxe Flat

Hilton Head Island
With a spectacular view of the Atlantic Ocean from the oceanfront balcony, the villa is just steps t...
Condo 1 / 1 / 4

*
Online booking available

$134 - $199
Per Night

$665 - $1295
Per Week

Charming 3 bedroom home in Sea Pines with Private Pool

Hilton Head Island
**Water Oak 33** This lovely 3 Bedroom home is situated within the Sea Pines Resort and features ...
Home 3 / 3 / 8

*
Online booking available

$350 - $750
Per Night

$1750 - $3750
Per Week

319 Breakers, Fully Remodeled in 2016! Beautiful Oceanfro...

Hilton Head Island
319 Breakers, Fully Remodeled in 2016! Beautiful Oceanfront, Pool, Beach BEACHFRONT BEAUTY This vi...
Villa 1 / 1 / 4

*
Online booking available

$121 - $154
Per Night

$725 - $1150
Per Week

404 North Shore Place-Bright and airy 4th Floor Villa-100...

Hilton Head Island
404 North Shore Place-Bright and airy 4th Floor Villa-100 yards to the beach. This ocean-oriented 2...
Villa 2 / 2 / 6

*
Online booking available

$695 - $1795
Per Week

Ocean Dunes Villas 203 - 1 Bedroom 1 Bathroom Oceanview Flat

Hilton Head Island
This nicely furnished one bedroom villa has a full kitchen, combined living room dining room area an...
Condo 1 / 1 / 6

*
Online booking available

$89 - $181
Per Night

$395 - $905
Per Week

Ocean Dunes Villas 119 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
The villa offers one bedroom, one bathroom, full size kitchen with dishwasher, living-dining area ar...
Condo 1 / 1 / 6

*
Online booking available

$114 - $215
Per Night

$560 - $1075
Per Week

Oceanfront 1 Bedroom Villa with Private Oceanfront Balcony!

Hilton Head Island
**Breakers 114** This charming one bedroom villa boasts spectacular Oceanfront Views and a Privat...
Villa 1 / 1 / 4

*
Online booking available

$150 - $200
Per Night

$750 - $1350
Per Week

Pet Friendly 5th Row Ocean Home in Sea Pines w/ Pool Acce...

Hilton Head Island
Pet Friendly 5th Row Ocean Home in Sea Pines w/ Pool Access at South Beach **South Beach Lane 47** ...
Home 4 / 2 / 8

*
Online booking available

$280 - $380
Per Night

$1400 - $2500
Per Week

Captains Walk

Hilton Head Island
In all the years of coming to stay and play on Hilton Head Island I have never found a more Direct O...
Villa 2 / 2 / 6

*
Online booking available

$385 - $415
Per Night

$2310 - $2555
Per Week

Calibogue Club 2630

Hilton Head Island
Calibogue Club 2630 is a three-bedroom, three-bath condo located in Sea Pines that offers lagoon vie...
Villa 3 / 3 / 8

*
Online booking available

$205 - $535
Per Night

$1085 - $2730
Per Week

Old Military Road 15

Hilton Head Island
This newly updated ranch style home offers a peaceful island retreat with a private pool. Heating is...
Home 3 / 2 / 7

*
Online booking available

$335 - $710
Per Night

$1715 - $3570
Per Week

S. Live Oak 25

Hilton Head Island
Golf Course Renovation Through Mid-2016 – Call Office for Details. This lovely ranch-style home is ...
Home 4 / 4 / 12

*
Online booking available

$470 - $990
Per Night

$2380 - $5005
Per Week

2113 Villamare

Hilton Head Island
Welcome to 2113 Villamare located in the community of Palmetto Dunes Plantation!  The villa has been...
Villa 2 / 2 / 6

*
Online booking available

$230 - $435
Per Night

$1610 - $3045
Per Week

Ocean Dunes Villas 213 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$104 - $215
Per Night

$495 - $1075
Per Week

 

More Getaway Locations and Properties