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

1720 Bluff-Beautiful views & renovated! 1st Floor and min...

Hilton Head Island
1720 Bluff-Beautiful views & renovated! 1st Floor and minutes to the marina. This charming two bedr...
Villa 2 / 2 / 4

*
Online booking available

$114 - $114
Per Night

$795 - $1495
Per Week

2203 Seacrest- Pretty! Newly Updated 2nd Floor Villa!

Hilton Head Island
Enjoy a relaxing retreat at the luxurious oceanfront SeaCrest Resort. 2203 is a spacious villa boast...
Villa 1 / 1.5 / 4

*
Online booking available

$85 - $85
Per Night

$595 - $1595
Per Week

24 Red Cardinal -2nd row Ocean, Quick Walk to New Sea Pin...

Hilton Head Island
24 Red Cardinal -2nd row Ocean, Quick Walk to New Sea Pines Beach Club Beautiful 2nd row ocean-orie...
Home 4 / 4.5 / 10

*
Online booking available

$2195 - $5595
Per Week

3 Scaup - Quick walk to the beach & to South Beach Marina

Hilton Head Island
This charming 3 bedroom, 3 bathroom vacation home in South Beach, Sea Pines just received A NEW COAT...
Home 3 / 3 / 8

*
Online booking available

$1195 - $3395
Per Week

707 Schooner Court-Located in Harbourtown steps to Lighth...

Hilton Head Island
707 Schooner Court-Located in Harbourtown steps to Lighthouse, dining & shops UNPARALLELED VIEWS OF...
Villa 3 / 3.5 / 7

*
Online booking available

$364 - $364
Per Night

$2550 - $4500
Per Week

Sea Crest 2110 - Oceanside 1st Floor Condo

Hilton Head Island
Sea Crest is an Ocean Front resort with all the amenities you could ask for. On-site gym, restauran...
Condo 2 / 2 / 6

*
Online booking available

$175 - $375
Per Night

$875 - $1875
Per Week

Seaside Villa 173 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Just recently rennovated in April of 2010!! This one bedroom, one bath offers a wonderful view of t...
Condo 1 / 1 / 4

*
Online booking available

$83 - $83
Per Night

$395 - $395
Per Week

12 N. Live Oak-8 min easy walk to beach,

Hilton Head Island
Walk to the beach from this newly updated 3 bedroom, 3 bath Sea Pines home on the 4th hole of the Oc...
Home 3 / 3 / 10

*
Online booking available

$1195 - $3295
Per Week

Seascape Villa 3251, 2 bedroom, 2 bath, lagoon view

Hilton Head Island
Looking for a nice place to relax and rejuvenate? Look no farther!! This newly renovated 2 bedroom...
Condo 2 / 2 / 4

*
Online booking available

$77 - $77
Per Night

$435 - $435
Per Week

Lake Forest 3356

Hilton Head Island
3 BD/3 BA townhouse w/ lagoon view. 2 Kings & 2 Twins. Pool & Tennis on site. Walk to the Forest Pr...
Villa 3 / 3 / 8

*
Online booking available

$190 - $360
Per Night

$950 - $1800
Per Week

Shorewood 438 - Beautiful Oceanview 4th Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 438 enj...
Condo 2 / 2 / 6

*
Online booking available

$190 - $390
Per Night

$950 - $1950
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 / 3.5 / 6

*
Online booking available

$150 - $265
Per Night

$750 - $1325
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

$78 - $78
Per Night

$320 - $320
Per Week

117 N. Sea Pines-Quick Walk to the New Sea Pines Beach Cl...

Hilton Head Island
117 N. Sea Pines-Quick Walk to the New Sea Pines Beach Club & Plantation Club Right in the middle o...
Home 4 / 2.5 / 10

*
Online booking available

$1195 - $3095
Per Week

1B/1B Condo at 371 SeaSide Villas

Hilton Head Island
1B/1B Condo at 371 SeaSide Villas Unit Description: Relax in this 1 bedroom condo with a living, di...
Condo 1 / 1 / 6

*
Online booking available

$109 - $149
Per Night

$763 - $1043
Per Week

Ocean Club 10 - Oceanside Townhouse

Hilton Head Island
Stay ocean-side at Ocean Club Villas. You will enjoy a lanscaped courtyard and pool view, while bei...
Condo 2 / 2 / 6

*
Online booking available

$155 - $310
Per Night

$775 - $1550
Per Week

29 Singleton Beach Place: Oceanfront w/ Pool

Hilton Head Island
Please note these Check-in Day Requirements for this property: May 14 2016 - May 20 2016 : Saturday ...
Home 6 / 7 / 18

*
Online booking available

$1590 - $2540
Per Night

$8470 - $17780
Per Week

257 Stoney Creek - Fresh & Fun Harbour Town Townhouse!

Hilton Head Island
Beautiful 3 bedroom townhouse in the heart of Harbour Town! 257 Stoney Creek has been recently updat...
Villa 3 / 3 / 6

*
Online booking available

$995 - $3500
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

$85 - $85
Per Night

$695 - $1795
Per Week

3501 Seacrest - Oceanfront 5th Floor Penthouse. Wow views!

Hilton Head Island
This top floor penthouse OCEANFRONT villa is the premier 3 bedroom accommodation on Hilton Head Isla...
Villa 3 / 3 / 6

*
Online booking available

$228 - $228
Per Night

$1595 - $4495
Per Week

13 Dune Lane - Oceanfront with Large Screened Porch/4Bedroom

Hilton Head Island
This wonderfully decorated family friendly 4 bedroom, 4 bath oceanfront home with *PRIVATE HEATED PO...
Home 4 / 4 / 10

*
Online booking available

$2295 - $6095
Per Week

238 Shorewood- 2nd Floor Landscape View steps to the beach.

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

$695 - $1695
Per Week

119 Beachwalk - Fully Renovated 3 BR Townhouse - Sleeps 8

Hilton Head Island
The completely renovated 3 bedroom, 3.5 bath Beach Walk villa is one of the closest villas to the po...
Villa 3 / 3 / 8

*
Online booking available

$99 - $99
Per Night

$695 - $1895
Per Week

Dune Lane 116

Hilton Head Island
4BD/3.5Ba 2nd row oceanview home with Private Pool* (*can be heated for add'l fee) 2 Kings, Queen, 2...
Home 4 / 3.5 / 10

*
Online booking available

$550 - $1200
Per Night

$2750 - $6000
Per Week

Ocean One 424 - Beautiful Oceanside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Ocean One 424 en...
Condo 3 / 3 / 8

*
Online booking available

$199 - $430
Per Night

$995 - $2150
Per Week

 

More Getaway Locations and Properties