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

Surf Scoter 12

Hilton Head Island
4 BD/4 BA, 4th row ocean, two story home. Screened porch. King, Queen, Queen, Queen & Twin beds. ...
Home 4 / 4 / 11

*
Online booking available

$420 - $960
Per Night

$2100 - $4800
Per Week

Deluxe two bedroom oceanview condo

Hilton Head Island
Deluxe two bedroom oceanview condo Unit Description: This 850 sq. ft. two bedroom unit features a f...
Condo 2 / 2 / 6

*
Online booking available

$119 - $260
Per Night

$833 - $1820
Per Week

Courtside 113 - Forest Beach Townhouse

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

*
Online booking available

$110 - $200
Per Night

$550 - $1000
Per Week

Ocean Dunes Villa 309 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 309 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc This charming 3rd floor oceanfron...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
Per Week

Seaside Villa 273 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa is one of the closest villas to the ocean and has a wonderful ocean view. This one bedroo...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

Ocean Dunes Villa 308 - 1 BR 1 BA Oceanfront Deluxe Flat

Hilton Head Island
Newley Rennovated in 2011!! This villa offers WIRELESS INTERNET, a separate bedroom with a queen si...
Condo 1 / 1 / 4

*
Online booking available

$140 - $235
Per Night

$650 - $1175
Per Week

Seaside Villa 391 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

25 Ruddy Turnstone - $600 Off Spring Rental Weeks till 5/...

Hilton Head Island
25 Ruddy Turnstone - $600 Off Spring Rental Weeks till 5/23. Book Now Gorgeous custom built Sea Pin...
Home 5 / 6 / 12

*
Online booking available

$427 - $427
Per Night

$2995 - $7495
Per Week

17 Kingston Cove - Charming beach cottage and renovated!

Hilton Head Island
This cute beach cottage is just a quick bicycle ride to the beach. With 3 bedrooms and 2 completely ...
Home 3 / 2 / 8

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

36 Kingston Road - Pretty, 4 Bedrooms Home w/ Pool & Spa.

Hilton Head Island
What a great home!! This 4 bedroom, 3 bath home with large *HEATED pool and Spa has an awesome view ...
Home 4 / 3 / 9

*
Online booking available

$171 - $171
Per Night

$1195 - $3095
Per Week

238 Shorewood. Landscape View 2 bedroom Villa.

Hilton Head Island
This is a beautifully situated vacation villa in South Forest Beach, which offers an enviable combin...
Villa 2 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

Courtside 97 - 1st Floor Flat - Wonderful Ground Floor Flat

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2 / 6

*
Online booking available

$110 - $210
Per Night

$550 - $1050
Per Week

2-E Golfmaster - 3 BR Villa. Pool and tennis courts on site!

Hilton Head Island
This charming 2nd floor 3 bedroom, 3 bath villa at Golfmaster has a great golf course view. Tucked ...
Villa 3 / 3 / 8

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

Ocean Dunes Villa 105 - 2 Bedroom 2 Bathroom Oceanfront Flat

Hilton Head Island
This villa is a 1st floor end unit which has wonderful Ocean AND Pool views from every window!! You...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
Per Week

Upscale Harbour Town Home, Private Pool, Free Bikes & Ten...

Hilton Head Island
Upscale Harbour Town Home, Private Pool, Free Bikes & Tennis, Pet Friendly Bike to Beach, Vacation ...
Home 4 / 4 / 8

*
Online booking available

$199 - $1750
Per Night

$1395 - $7000
Per Week

An unbelievable oceanfront view!

Hilton Head Island
This beautifully decorated 2 bedroom, 2 bath, 2nd floor beach villa looks straight to the sea. An u...
Villa 2 / 2 / 6

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

Ocean Club 29 - Oceanside 1st Floor Flat

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 2 / 2 / 6

*
Online booking available

$150 - $299
Per Night

$750 - $1495
Per Week

Ocean One 419 -Updated Lovely Oceanfront 4th Floor Condo

Hilton Head Island
Ocean One 419 is OCEAN FRONT on the FOURTH FLOOR of a five story elevator building. This 3 bedroom ...
Condo 3 / 3 / 10

*
Online booking available

$250 - $570
Per Night

$1250 - $2850
Per Week

Surf Court 12 - 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

$110 - $200
Per Night

$550 - $1000
Per Week

Beachwalk 122 - Beautiful 1st Floor Flat

Hilton Head Island
Beachwalk condominiums are within Shipyard Plantation, a private residental and resort community. Th...
Condo 2 / 2 / 6

*
Online booking available

$139 - $225
Per Night

$695 - $1125
Per Week

Courtside 110 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex, about 1 1/2 blocks to the beach. Courtside 110 is a 3 story...
Condo 3 / 3.8 / 8

*
Online booking available

$165 - $280
Per Night

$825 - $1400
Per Week

Surf Court 26 - Updated Townhouse - Great Location

Hilton Head Island
Surf Court 26 is a two-story townhouse, one flight above street level. This property is 1 to 1.5 bl...
Condo 2 / 2.5 / 6

*
Online booking available

$110 - $200
Per Night

$550 - $1000
Per Week

27 Mallard- Renovated! 4th Row Ocean - Free Pool/Spa Heat...

Hilton Head Island
27 Mallard- Renovated! 4th Row Ocean - Free Pool/Spa Heat For Spring This beautifully renovated 6 b...
Home 6 / 6 / 16

*
Online booking available

$399 - $399
Per Night

$2795 - $7195
Per Week

189 Twin Oaks - Beautiful 2 BR Townhouse on the Harbour T...

Hilton Head Island
189 Twin Oaks - Beautiful 2 BR Townhouse on the Harbour Town Golf Course This 2 bedroom, 2.5 bath T...
Villa 2 / 2.5 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $5000
Per Week

6 Cassina-3rd Row Ocean, spacious and cute! The Beach is ...

Hilton Head Island
6 Cassina-3rd Row Ocean, spacious and cute! The Beach is beautiful in fall. Dramatic, Funky & Fun i...
Home 4 / 4.5 / 10

*
Online booking available

$227 - $227
Per Night

$1595 - $4295
Per Week

 

More Getaway Locations and Properties