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

Stoney Creek 14

Hilton Head Island
3 BD/ 3.5 BA ground level home with golf & lagoon views. 3 King beds. Private Pool. FREE WIFI. Walk ...
Home 3 / 4 / 6

*
Online booking available

$300 - $700
Per Night

$1500 - $3500
Per Week

2 br/2 ba evian 165

Hilton Head Island
2 br/2 ba evian 165 Unit Description: Located along picturesque fairways and Lowcountry lagoons, th...
Condo 2 / 2 / 5

*
Online booking available

$149 - $999
Per Night

$1043 - $6993
Per Week

2 br/2 ba southwind II

Hilton Head Island
2 br/2 ba southwind II Unit Description: Located along picturesque fairways and Lowcountry lagoons,...
Condo 2 / 2 / 6

*
Online booking available

$149 - $999
Per Night

$1043 - $6993
Per Week

21 Windjammer - Completely renovated and beautiful

Hilton Head Island
Overlooking the 10th tee of the Harbour Town Golf Links this wonderfully decorated 3 bedroom, 3.5 ba...
Home 3 / 4 / 8

*
Online booking available

$185 - $313
Per Night

$1295 - $15000
Per Week

1029 Caravel Court - Beautiful Harbourview 1 BR/1 bath vi...

Hilton Head Island
1029 Caravel Court - Beautiful Harbourview 1 BR/1 bath villa. Romantic! This 1 bedroom, 1 bath Cara...
Villa 1 / 1 / 3

*
Online booking available

$85 - $142
Per Night

$595 - $2100
Per Week

3101 Seacrest - Wow!! Fully Renovated And more!!! 1st Flo...

Hilton Head Island
3101 Seacrest - Wow!! Fully Renovated And more!!! 1st Floor 3 BR/3bath This OCEANFRONT 3 bedroom, 3...
Villa 3 / 3 / 10

*
Online booking available

$228 - $228
Per Night

$1595 - $4395
Per Week

Springwood 26 - Forest Beach Townhouse

Hilton Head Island
Springwood is an ocean-oriented complex with first-floor apartments and townhouses. Springwood 26 is...
Condo 3 / 4 / 6

*
Online booking available

$175 - $255
Per Night

$875 - $1275
Per Week

3001 Turtle Lane-Oceanfront Spectacular Views!!! May & Au...

Hilton Head Island
3001 Turtle Lane-Oceanfront Spectacular Views!!! May & August weeks available Stay at one of the mo...
Villa 4 / 4 / 8

*
Online booking available

$242 - $242
Per Night

$1695 - $4495
Per Week

1 Quail Street- Free Pool Heat when you rent 5/3, 5/17 or...

Hilton Head Island
1 Quail Street- Free Pool Heat when you rent 5/3, 5/17 or 5/24 week This 5 bedroom, 4.5 bath home ...
Home 5 / 5 / 12

*
Online booking available

$271 - $271
Per Night

$1895 - $4895
Per Week

Colonnade Club 148

Hilton Head Island
2 BD/2 BA second floor villa. King & 2 Twin beds plus a Sleep sofa (Sofa linens provided for a fee)....
Villa 2 / 2 / 6

*
Online booking available

$155 - $230
Per Night

$775 - $1150
Per Week

Courtside 43 - Forest Beach 1st 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

$140 - $199
Per Night

$695 - $995
Per Week

Ocean One 209 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 209 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$215 - $359
Per Night

$1075 - $1795
Per Week

Shorewood 333 -Renovated Oceanview 3rd Floor Condo with S...

Hilton Head Island
Shorewood 333 -Renovated Oceanview 3rd Floor Condo with Stunning Views With a balcony accessible by...
Condo 2 / 2 / 6

*
Online booking available

$215 - $359
Per Night

$1075 - $1795
Per Week

Waterford C-5 - Shipyard Townhouse

Hilton Head Island
Waterford is a quiet, golf-oriented community within Shipyard Plantation. By biking along the leisur...
Condo 2 / 2 / 6

*
Online booking available

$155 - $210
Per Night

$775 - $1050
Per Week

823 Ketch Court - Sea Pines is Beautiful in the Fall - Bo...

Hilton Head Island
823 Ketch Court - Sea Pines is Beautiful in the Fall - Book Now NEWLY RENOVATED - UNBELIEVABLE LOCA...
Villa 2 / 3 / 4

*
Online booking available

$85 - $171
Per Night

$595 - $2500
Per Week

3422 Villamare - Fully Renovated - Book Now for 2014.

Hilton Head Island
3422 Villamare is located Oceanfront in Palmetto Dunes, This 2 bedroom, 2 bath villa is located on t...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2395
Per Week

25 Ruddy Turnstone - 5 Bedrooms & Beautiful.

Hilton Head Island
Gorgeous custom built Sea Pines home is ready for your family! 5 bedrooms with a den and a nursery a...
Home 5 / 6 / 12

*
Online booking available

$427 - $427
Per Night

$2995 - $7495
Per Week

1505 Seacrest

Hilton Head Island
This Lovely 5th floor villa in building 1 has and outstanding ocean view! This villa had new beauti...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

2201 Seacrest - 1 Bedroom, 2 Full Bath and Fully Renovated.

Hilton Head Island
This very cute 1 bedroom, 2 baths SeaCrest Villa is beautifully decorated in bright cheery colors. ...
Villa 1 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

Courtside 40 - Ground Level Updated Condo

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

$140 - $199
Per Night

$695 - $995
Per Week

10 Curlew - Oceanfront - 5 Bedrooms, Sleeps 10 w/ Pool & Spa

Hilton Head Island
Beach living at its finest can be found in this modern OCEANFRONT 5 bedroom, 4.5 bathroom home with ...
Home 5 / 5 / 12

*
Online booking available

$514 - $514
Per Night

$3595 - $9295
Per Week

Beachside Tennis 1881

Hilton Head Island
2 BD/2 BA 5th floor villa with views of ocean, pool & sound. King & 2 Queens. Vaulted ceiling in l...
Villa 2 / 2 / 6

*
Online booking available

$220 - $440
Per Night

$1100 - $2200
Per Week

Shorewood 302 - Oceanfront 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 302 enj...
Condo 2 / 2 / 6

*
Online booking available

$215 - $359
Per Night

$1075 - $1795
Per Week

Courtside 51 - Updated Delightful Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 3 / 6

*
Online booking available

$140 - $199
Per Night

$695 - $995
Per Week

Courtside 107 - Updated Forest Beach Townhouse - Brand New

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 3 / 7

*
Online booking available

$140 - $199
Per Night

$695 - $995
Per Week

 

More Getaway Locations and Properties