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

66 Dune Lane-2nd Row Ocean & 5 Bedrooms w/ Pool & Hot Tub

Hilton Head Island
Beautifully remodeled Forest Beach home rental leaves nothing to chance. 5 bedrooms (5th bedroom ha...
Home 5 / 5 / 10

*
Online booking available

$2395 - $6095
Per Week

Shorewood 305 - Oceanfront 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 305 enj...
Condo 2 / 2 / 7

*
Online booking available

$210 - $439
Per Night

$1050 - $2195
Per Week

2 Bed/2.5 Bath Villa at 11 Hickory Cove

Hilton Head Island
2 Bed/2.5 Bath Villa at 11 Hickory Cove Unit Description: Unit features a living room, dining area ...
Condo 2 / 2 / 6

*
Online booking available

$159 - $999
Per Night

$1113 - $6993
Per Week

115 Mooring Buoy- The Vacation Company No longer Rents th...

Hilton Head Island
115 Mooring Buoy- The Vacation Company No longer Rents this home This 4 bedroom, 4 bath 4th row pri...
Home 4 / 4 / 12

*
Online booking available

$2395 - $4695
Per Week

1305 Seacrest - Pretty Oceanviews, 3rd Floor and Recently...

Hilton Head Island
1305 Seacrest - Pretty Oceanviews, 3rd Floor and Recently Updated This newly renovated 2 bedroom, 2...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

Shorewood 203

Hilton Head Island
2 BD/2 BA oceanfront villa. King & 2 Twin beds. Sleep Sofa (Sofa bed linens rentable for $25 fee) ...
Villa 2 / 2 / 6

*
Online booking available

$280 - $460
Per Night

$1400 - $2300
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 - $2550
Per Week

Courtside 115 - 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

$115 - $200
Per Night

$575 - $1000
Per Week

403 Ocean Dunes Villas - 1 Bedroom 1 Bathroom Oceanview Flat

Hilton Head Island
This villa offers WIRELESS INTERNET, a separate bedroom with a queen size bed, full size kitchen, li...
Condo 1 / 1 / 6

*
Online booking available

$105 - $175
Per Night

$450 - $875
Per Week

Xanadu Villa B9 - 3 BR 2 and 1/2 BA Poolside Flat Hilton ...

Hilton Head Island
Xanadu Villa B9 - 3 BR 2 and 1/2 BA Poolside Flat Hilton Head, Sc Newly remodeled and beautifully d...
Condo 3 / 2.5 / 8

*
Online booking available

$205 - $340
Per Night

$950 - $1700
Per Week

3221 Villamare - Sunny & Bright 2nd Floor Courtyard View ...

Hilton Head Island
3221 Villamare - Sunny & Bright 2nd Floor Courtyard View Villa. Sleeps 8 Villamare condo in Palmett...
Villa 2 / 2 / 8

*
Online booking available

$114 - $114
Per Night

$795 - $1995
Per Week

1411 South Beach Villa- 4 BR Fully Renovated Pottery Barn...

Hilton Head Island
1411 South Beach Villa- 4 BR Fully Renovated Pottery Barn Inspired Villa The brightly colored inter...
Villa 4 / 3 / 8

*
Online booking available

$199 - $199
Per Night

$1395 - $3595
Per Week

898 Ketch Court-Steps to Harbourtown, pool & dining, Shop...

Hilton Head Island
898 Ketch Court-Steps to Harbourtown, pool & dining, Shopping & Activities Wow! This gorgeous 3 bed...
Villa 3 / 3.5 / 6

*
Online booking available

$128 - $1170
Per Night

$895 - $1695
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 / 7

*
Online booking available

$239 - $530
Per Night

$1195 - $2650
Per Week

Shorewood 431 - Oceanview 4th Floor

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 431 enj...
Condo 2 / 2 / 6

*
Online booking available

$175 - $365
Per Night

$875 - $1825
Per Week

Ocean Dunes Villas 213 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
Per Week

1508 Villamare-Stunning Ocean Views & Beautifully Furnished

Hilton Head Island
Located Oceanfront in Palmetto Dunes, this luxurious 5th floor villa is surrounded by lagoons and pa...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

Courtside 55 - 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

Surf Court 57 - 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

$115 - $200
Per Night

$575 - $1000
Per Week

Ocean Dunes Villa 210 - 2 BR 2 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 210 - 2 BR 2 BA Oceanfront Flat Hilton Head, Sc Newly renovated and beautifully d...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
Per Week

4506 Windsor Court - Beautiful Oceanfront Palmetto Dunes ...

Hilton Head Island
4506 Windsor Court - Beautiful Oceanfront Palmetto Dunes Villa! Beautiful 2 bedroom, 2 bath ocean f...
Villa 2 / 2 / 4

*
Online booking available

$171 - $171
Per Night

$1195 - $2395
Per Week

Seaside Villa 234 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Seaside 234 is a beautifully decorated villa that offers a separate bedroom with a queen size bed, f...
Condo 1 / 1 / 4

*
Online booking available

$110 - $193
Per Night

$475 - $965
Per Week

New To Market! Pet Friendly 3 BR Heritage Villa, Free Bik...

Hilton Head Island
New To Market! Pet Friendly 3 BR Heritage Villa, Free Bikes and Tennis 2301 Heritage Villas Prime ...
Villa 3 / 3 / 6

*
Online booking available

$114 - $700
Per Night

$795 - $2800
Per Week

New Beach Getaway, 2 BR Ocean Club Villa, Free Bikes, Beach

Hilton Head Island
This recently updated Cozy Beach House rental property is new on the market. Steps from the sandy b...
Villa 2 / 2 / 6

*
Online booking available

$114 - $171
Per Night

$795 - $1495
Per Week

12 Portside - Beautiful Braddock Cove Views - 4 BR Home.

Hilton Head Island
Outstanding is the thought that comes to mind when describing this lovely 4 bedroom, 4 bath Portside...
Home 4 / 4 / 8

*
Online booking available

$1195 - $3195
Per Week

 

More Getaway Locations and Properties