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

89 Dune Lane-Oceanfront - 7 BRs, Available 8/23 & 8/30 we...

Hilton Head Island
89 Dune Lane-Oceanfront - 7 BRs, Available 8/23 & 8/30 weeks. A magnificent 7 bedroom*, 7.5 bath oc...
Home 7 / 8 / 19

*
Online booking available

$5695 - $15300
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 / 3 / 6

*
Online booking available

$110 - $199
Per Night

$550 - $995
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

$190 - $419
Per Night

$950 - $2095
Per Week

Seaside Villa 325 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 325 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Internet Access!!!! This villa offer...
Condo 1 / 1 / 6

*
Online booking available

$115 - $190
Per Night

$500 - $950
Per Week

1832 Beachside Tennis- 3rd Floor w/ expansive views -

Hilton Head Island
Pretty, 3rd floor 2 bedroom, 2 bath villa end unit with wrap around patio has gorgeous views of the ...
Villa 2 / 2 / 8

*
Online booking available

$128 - $128
Per Night

$895 - $2295
Per Week

189 Twin Oaks - Completely Renovated 2 Bedroom Townhouse

Hilton Head Island
This 2 bedroom, 2.5 bath Twin Oaks Villas has an outstanding view of the 10th Fairway of the Harbour...
Villa 2 / 3 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $5000
Per Week

458 Plantation Club - 3 BR Townhouse - 5-7 minutes to the...

Hilton Head Island
458 Plantation Club - 3 BR Townhouse - 5-7 minutes to the beach. Pretty These 3 Bedroom, 3.5 Bath s...
Villa 3 / 4 / 9

*
Online booking available

$99 - $214
Per Night

$695 - $1695
Per Week

1205 Seacrest-Pool to the Ocean Views.

Hilton Head Island
Recently remodeled, this fabulous 2nd floor, 2 bedroom, 2 bathroom OCEANVIEW SeaCrest condo will kno...
Villa 2 / 2 / 7

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

Ocean One 406 - Oceanside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 3 / 7

*
Online booking available

$190 - $395
Per Night

$950 - $1975
Per Week

Ocean Dunes Villa 406 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 406 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc This villa offers WIRELESS INTERN...
Condo 1 / 1 / 6

*
Online booking available

$120 - $195
Per Night

$550 - $975
Per Week

Ocean Dunes Villa 418 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 418 - 1 BR 1 BA Oceanfront Flat Hilton Head Rennovated in 2010!! This villa offe...
Condo 1 / 1 / 6

*
Online booking available

$120 - $195
Per Night

$550 - $975
Per Week

516 Plantation Club-Fully renovated,1st floor Villa-Avail...

Hilton Head Island
516 Plantation Club-Fully renovated,1st floor Villa-Available 8/2 & 8/9 wks Beautiful 2 bedroom, 2 ...
Villa 2 / 2 / 6

*
Online booking available

$100 - $185
Per Night

$695 - $1495
Per Week

213 Twin Oaks - Close to the pool & available Late Summer...

Hilton Head Island
213 Twin Oaks - Close to the pool & available Late Summer & Fall weeks This vacation villa is an en...
Villa 3 / 3 / 10

*
Online booking available

$85 - $199
Per Night

$595 - $4500
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

Ocean Gate 9 - Forest Beach Townhouse

Hilton Head Island
This ocean-oriented townhouse is two-stories with the entry and first floor a few steps above street...
Condo 2 / 2.5 / 6

*
Online booking available

$110 - $199
Per Night

$550 - $995
Per Week

Ocean Dunes Villa 116 - 2 Bedroom 2 Bathroom Oceanfront Flat

Hilton Head Island
This villa offers WIRELESS INTERNET, two bedrooms, two bathrooms, full size kitchen, living and dini...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
Per Week

1726 Bluff-Fully Renovated 1st Floor Villa w/ Braddock Co...

Hilton Head Island
1726 Bluff-Fully Renovated 1st Floor Villa w/ Braddock Cove Views Avail 8/2-9 Located in the heart ...
Villa 2 / 2 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
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

$170 - $359
Per Night

$850 - $1795
Per Week

3 bedroom 2 bath Seascape Villa 3234 - newly renovated

Hilton Head Island
This townhome is a three bedroom two bathroom beach getaway that has been completely updated and off...
Condo 3 / 2 / 8

*
Online booking available

$150 - $270
Per Night

$750 - $1350
Per Week

Carolina Beach Club 225 - 2 BR 2 BA Oceanside Flat

Hilton Head Island
This villa offers WIRELESSS INTERNET, two bedrooms, two bathrooms, full size kitchen, living and din...
Condo 2 / 2 / 6

*
Online booking available

$120 - $240
Per Night

$600 - $1200
Per Week

Shorewood 437 - 4th Floor Ocean View- 10% off Aug 9-16

Hilton Head Island
Shorewood Villas is in the heart of South Forest Beach and a short stroll over to Coligny Plaza, whe...
Condo 2 / 2 / 5

*
Online booking available

$170 - $359
Per Night

$850 - $1795
Per Week

2 Bedroom Resort View Villa

Hilton Head Island
2 Bedroom Resort View Villa Unit Description: This resort view villa is located in the premier comm...
Condo 2 / 2 / 6

*
Online booking available

$149 - $999
Per Night

$1043 - $6993
Per Week

Bluff 1817

Hilton Head Island
2BD/2BA 3rd floor villa overlooking Braddock Cove. King , 2 Twin beds. Sleep Sofa linens available f...
Villa 2 / 2 / 6

*
Online booking available

$160 - $240
Per Night

$800 - $1200
Per Week

Evian 113

Hilton Head Island
3 BD/3 BA Freestanding Townhouse with Golf Course Views. King, Queen & 2 Twin beds. Pool on Site. Fr...
Villa 3 / 3 / 6

*
Online booking available

$190 - $330
Per Night

$950 - $1650
Per Week

Ocean One 411 - Stunning Ocean Views from 4th Floor

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 411 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$250 - $555
Per Night

$1250 - $2775
Per Week

 

More Getaway Locations and Properties