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

Sound Villa 1458

Hilton Head Island
Sound Villa 1458 is a beautiful, five bedroom townhouse that overlooks the Calibogue Sound in Sea Pi...
Villa 5 / 5 / 10

*
Online booking available

$625 - $1310
Per Night

$3115 - $6580
Per Week

Villamare 1507

Hilton Head Island
Villamare 1507 is an ocean view, two bedroom condo located in Palmetto Dunes that has been recently ...
Villa 2 / 2 / 8

*
Online booking available

$350 - $720
Per Night

$1715 - $3640
Per Week

8 Hilton Head Cabana

Hilton Head Island
Welcome to 8 Hilton Head Cabana located in South Forest Beach! This 2 story villa has been updated ...
Home 2 / 1.5 / 6

*
Online booking available

$125 - $200
Per Night

$875 - $1400
Per Week

Greens 195, 2 Bedrooms, Near Beach, Ocean Pool, Golf View...

Hilton Head Island
Step inside this lovely (all new furnishings throughout) 2 bedroom, 2 ½ bath, two story townhome in ...
Condo 2 / 2.5 / 6

*
Online booking available

$125 - $239
Per Night

$595 - $1195
Per Week

Xanadu 6-C, 1 Bedroom, Large Pool, Tennis, Walk to Beach

Hilton Head Island
C-6 Xanadu in South Forest Beach is a 1 Bedroom, 1 Bathroom Villa that overlooks the pool and is a b...
Condo 1 / 1 / 4

*
Online booking available

$119 - $219
Per Night

$595 - $1095
Per Week

Cutter Court 922, 3 Bedroom, Elevator, Golf Views, Sleeps 8

Hilton Head Island
922 Cutter Court is a premier condo located in the heart of world famous Harbour Town! Modern from t...
Condo 3 / 3 / 8

*
Online booking available

$239 - $893
Per Night

$1195 - $4466
Per Week

Courtside 53 - 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

$125 - $219
Per Night

$625 - $1095
Per Week

Ocean One 321 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 321 enjoy panoramic v...
Condo 3 / 3 / 10

*
Online booking available

$245 - $550
Per Night

$1225 - $2750
Per Week

Ocean One 323 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 323 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$195 - $440
Per Night

$975 - $2200
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

$140 - $225
Per Night

$700 - $1125
Per Week

Ocean Dunes Villas 311 - 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

Fabulous Home with Private Pool & Spa plus views of Harbo...

Hilton Head Island
Fabulous Home with Private Pool & Spa plus views of Harbour Town Golf Links! **Battery Road 25** ...
Home 4 / 3.5 / 8

*
Online booking available

$390 - $1200
Per Night

$1950 - $6000
Per Week

2 Bedroom Pet Friendly Ground Floor Villa with Golf Views!

Hilton Head Island
**104 Fairway Lane** This lovely villa offers tranquil Lagoon and Golf course views. The villa fe...
Villa 2 / 2 / 6

*
Online booking available

$165 - $285
Per Night

$825 - $1500
Per Week

1 BR Townhouse plus Loft in Palmetto Dunes easy Bike Ride...

Hilton Head Island
1 BR Townhouse plus Loft in Palmetto Dunes easy Bike Ride to The Beach! **St. Andrews Common 1660**...
Villa 1 / 2 / 6

*
Online booking available

$160 - $240
Per Night

$800 - $1400
Per Week

14 Collier Beach Road

Hilton Head Island
Note: This unit is undergoing renovations at this time. The photos pictured are prior to renovations...
Home 6 / 6 / 16

*
Online booking available

$940 - $2020
Per Night

$5775 - $14140
Per Week

6 Highrigger-Newly renovated 2nd row home in Palmetto Dunes!

Hilton Head Island
This 2nd row ocean home with private *heated pool will make you say WOW! 6 High Rigger was completel...
Home 4 / 3.5 / 10

*
Online booking available

$2595 - $6795
Per Week

Harbourside 7164

Hilton Head Island
Harbourside 7164 is a gorgeous, two-bedroom condo in Shelter Cove that overlooks the harbour. This c...
Villa 2 / 2 / 6

*
Online booking available

$180 - $355
Per Night

$945 - $1750
Per Week

Plantation Club 425

Hilton Head Island
Golf Course Renovation through late September2016 – Call Office for Details. Plantation Club 425 is...
Villa 2 / 2 / 6

*
Online booking available

$195 - $415
Per Night

$980 - $2065
Per Week

SeaCrest 3504

Hilton Head Island
SeaCrest 3504 is a two bedroom condo, overlooking the Atlantic, located in Forest Beach. This condo ...
Villa 2 / 2 / 9

*
Online booking available

$370 - $770
Per Night

$1855 - $3885
Per Week

Sandhill Crane 16

Hilton Head Island
This is a Dog Friendly Home! (Off Season Only - Must Call for Details & Restrictions) The recently ...
Home 4 / 3 / 10

*
Online booking available

$625 - $1310
Per Night

$3115 - $6580
Per Week

Sand Dollar 31, 4 Bedrooms, Large Private Pool, Sleeps 12

Hilton Head Island
31 Sand Dollar Road in Folly Field is a Beach House with private pool only a 2 minute walk to the be...
Home 4 / 2 / 12

*
Online booking available

$319 - $784
Per Night

$1595 - $3921
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

50 Harleston Green

Hilton Head Island
Simply put this is a vacationer?s dream home. 5 bedrooms plus loft and a *PRIVATE POOL this has it a...
Home 5 / 5.5 / 12

*
Online booking available

$5950 - $12000
Per Week

2411 Seacrest-Beautiful 4th Floor Oceanview & Updated.

Hilton Head Island
Pretty Oceanview 4th Floor Villa!!! This 2 bedroom, 2 bath, Forest Beach OCEANVIEW villa rental lo...
Villa 2 / 2 / 8

*
Online booking available

$995 - $2495
Per Week

Courtside 58 - 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

$120 - $210
Per Night

$600 - $1050
Per Week

 

More Getaway Locations and Properties