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

New to Market, Newly Renovated Villa, 106 Breakers, Free ...

Hilton Head Island
New to Market, Newly Renovated Villa, 106 Breakers, Free Bikes! Beachfront Value This unit include...
Villa 1 / 1 / 4

*
Online booking available

$85 - $114
Per Night

$495 - $995
Per Week

6 Bayberry - Family Friendly, 3rd Row Ocean & 4 Bedrooms

Hilton Head Island
In November of 2015 this wonderful 3rd row home with private *heated pool & spa was updated with all...
Home 4 / 3 / 12

*
Online booking available

$1495 - $3995
Per Week

6304 Hampton Place-Beautiful Oceanfront Villa!

Hilton Head Island
Romantic 3rd floor, 1 bedroom, 2 bath Palmetto Dunes villa. Gorgeously redecorated to include tile ...
Villa 1 / 2 / 4

*
Online booking available

$995 - $1995
Per Week

Ocean Club 49 - Oceanfront Renovated 1st Floor Flat

Hilton Head Island
The beach is steps away from this oceanfront ground floor condo in South Forest Beach. With a priva...
Condo 2 / 2 / 6

*
Online booking available

$180 - $375
Per Night

$900 - $1875
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

$78 - $152
Per Night

$395 - $815
Per Week

Ocean Dunes Villas 203 - 1 Bedroom 1 Bathroom Oceanview Flat

Hilton Head Island
This nicely furnished one bedroom villa has a full kitchen, combined living room dining room area an...
Condo 1 / 1 / 6

*
Online booking available

$78 - $152
Per Night

$395 - $815
Per Week

Ocean Dunes Villa 114 - 1 Bedroom 1 Bathroom 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

$93 - $190
Per Night

$495 - $970
Per Week

Direct Oceanfront with panoramic view of beach. Cozy and ...

Hilton Head Island
Direct Oceanfront with panoramic view of beach. Cozy and nicely appointed. Panoramic view and dire...
Condo 1 / 1 / 5

*
Online booking available

$88 - $180
Per Night

$445 - $920
Per Week

4 Merganser Court - Quick Walk to the Beach & South Beach...

Hilton Head Island
4 Merganser Court - Quick Walk to the Beach & South Beach Marina "Ocean Star" is the name of this l...
Home 3 / 3 / 8

*
Online booking available

$1195 - $2495
Per Week

Paradise found! Amazing Renovated 5 Hollyberry Lane, Free...

Hilton Head Island
Paradise found! Amazing Renovated 5 Hollyberry Lane, Free Bikes, Pool, Tennis A beautifully remodel...
Home 3 / 2 / 9

*
Online booking available

$142 - $550
Per Night

$895 - $2200
Per Week

71 Springwood Villas

Hilton Head Island
Please note these Check-in Day Requirements for this property: Dec 17 2015 - Dec 31 2024 : Saturday ...
Villa 2 / 2 / 6

*
Online booking available

$105 - $205
Per Night

$735 - $1435
Per Week

Exquisite Home on 11 Mile Lagoon with Private Pool & Spa ...

Hilton Head Island
Exquisite Home on 11 Mile Lagoon with Private Pool & Spa + Dock & Canoe **Mooring Buoy 121** Sit...
Home 4 / 4.5 / 10

*
Online booking available

$700 - $1200
Per Night

$3500 - $7000
Per Week

134 Shorewood - Glorious views, Zero Entry Pool & Kiddy P...

Hilton Head Island
134 Shorewood - Glorious views, Zero Entry Pool & Kiddy Pool & So much more This newly remodeled 1s...
Villa 3 / 3 / 6

*
Online booking available

$995 - $2595
Per Week

1654 Bluff Villa-Beautiful first floor villa-Quick walk t...

Hilton Head Island
1654 Bluff Villa-Beautiful first floor villa-Quick walk to beach & marina This beautifully furnishe...
Villa 2 / 2 / 8

*
Online booking available

$795 - $1495
Per Week

48 Crabline Court: Singleton Beach, Near Ocean

Hilton Head Island
Please note these Check-in Day Requirements for this property: May 21 2016 - Jun 03 2016 : Saturday ...
Home 5 / 5.5 / 12

*
Online booking available

$410 - $710
Per Night

$2765 - $4935
Per Week

3410 Carolina Place

Hilton Head Island
Please note these Check-in Day Requirements for this property: Dec 17 2015 - Dec 31 2024 : Saturday ...
Villa 3 / 3 / 8

*
Online booking available

$185 - $295
Per Night

$1295 - $2065
Per Week

Direct Oceanfront Views, 339 Breakers. Sleeps 4-6

Hilton Head Island
The Atlantic Ocean at your Doorstep! This 3rd floor unit has some of the best views in all of the b...
Villa 1 / 1 / 6

*
Online booking available

$85 - $128
Per Night

$495 - $1095
Per Week

Sylvan Lane 3

Hilton Head Island
Please note these Check-in Day Requirements for this property: May 31 2016 - Jun 24 2016 : Saturday ...
Home 3 / 3 / 10

*
Online booking available

$285 - $860
Per Night

$1470 - $4305
Per Week

204 Shipmaster. Spacious 3 bedroom Shipyard townhouse!

Hilton Head Island
This beautifully decorated, 3 bedroom, 3 bath townhouse has beautiful fairway views. Nicely furnish...
Villa 3 / 3 / 6

*
Online booking available

$595 - $1595
Per Week

73-74 Moorings- Book Now/ 5/28 week, $200 off

Hilton Head Island
This 1st floor 2 bedroom, 3 bath villa is located only a few steps away from the beach of the Atlant...
Villa 2 / 3 / 8

*
Online booking available

$695 - $1495
Per Week

Shorewood 501 - Oceanfront 5th Floor Penthouse

Hilton Head Island
With a 5th floor balcony accessible by the living room, guests staying in Shorewood 501 enjoy sweep...
Condo 3 / 3 / 8

*
Online booking available

$275 - $600
Per Night

$1375 - $3000
Per Week

Port Villa 1612 - Townhouse near South Beach Marina

Hilton Head Island
Port Villas are adjacent to the South Beach Marina and the famous Salty Dog Cafe, a dockside bar and...
Condo 3 / 3.5 / 8

*
Online booking available

$200 - $345
Per Night

$1000 - $1725
Per Week

7636 Huntington-Heated Pool/Spa March & April, 5 BRs- Bea...

Hilton Head Island
7636 Huntington-Heated Pool/Spa March & April, 5 BRs- Beautiful! Start destressing the moment you w...
Villa 5 / 4 / 12

*
Online booking available

$1695 - $3695
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

Ocean Dunes Villa 304 - 2 BR 2 BA Oceanview Flat Hilton H...

Hilton Head Island
Ocean Dunes Villa 304 - 2 BR 2 BA Oceanview Flat Hilton Head, Sc Renovated and Beautifully Decorate...
Condo 2 / 2 / 6

*
Online booking available

$147 - $276
Per Night

$810 - $1410
Per Week

 

More Getaway Locations and Properties