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

2 Bedroom 2 Bathroom Oceanfront Flat at Ocean Dunes Villas

Hilton Head Island
Newly renovated in 2013 and beautifully decorated, this two bedroom, two bathroom villa has a full s...
Condo 2 / 2 / 6

*
Online booking available

$187 - $357
Per Night

$1010 - $1860
Per Week

Colonnade Club 143, 2 Bedrooms, Wifi, Pet Friendly, Sleeps 4

Hilton Head Island
Shipyard Plantation is one of Hilton Head’s most popular communities, with bike and walking trails, ...
Condo 2 / 2 / 4

*
Online booking available

$125 - $234
Per Night

$875 - $1638
Per Week

Updated Beachfront 2Br w/ 2 Balconies + Pool, Grill & Cou...

Hilton Head Island
Updated Beachfront 2Br w/ 2 Balconies + Pool, Grill & Courtyard PROPERTY OVERVIEW One of the most ...
Condo 2 / 2 / 8

*
Online booking available

$218 - $465
Per Night

$1593 - $3250
Per Week

1502 Seacrest -5th Floor, Beautiful Oceanviews -

Hilton Head Island
This lovely 2 bedroom, 2 bath villa with an ocean view is located in building 1 on the fifth floor a...
Villa 2 / 2 / 8

*
Online booking available

$500 - $520
Per Night

$1043 - $2853
Per Week

Courtside 97 - 1st Floor Flat - Wonderful Ground Floor Flat

Hilton Head Island
Courtside 97 is a favorite among repeat guests with it's close proximity to the pool and short walk ...
Condo 2 / 2 / 6

*
Online booking available

$130 - $225
Per Night

$650 - $1125
Per Week

Ocean One 120 - Beachside Condo-Kitchen Reno in 2017

Hilton Head Island
Ocean One 120 remodeled the kitchen in March/April 2017, with new cabinets, granite counters, and Bl...
Condo 2 / 2 / 6

*
Online booking available

$200 - $385
Per Night

$1000 - $1925
Per Week

Ocean One 402 - Beachside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 4 / 3 / 9

*
Online booking available

$290 - $580
Per Night

$1450 - $2900
Per Week

Seascape Villa 3239 - Ocean Oriented, Short walk to the b...

Hilton Head Island
Seascape Villa 3239 - Ocean Oriented, Short walk to the beach & Coligny Plaza This Nicely Decorated...
Condo 3 / 2 / 10

*
Online booking available

$132 - $267
Per Night

$745 - $1420
Per Week

25 Ruddy Turnstone-3Rd Row Ocean - Just Steps to the Beach.

Hilton Head Island
Gorgeous custom built 2nd-row ocean Sea Pines home ready for your family! Spaciously designed 5 Bedr...
Home 5 / 6 / 12

*
Online booking available

$1440 - $1500
Per Night

$3143 - $9555
Per Week

31 Springwood Villa

Hilton Head Island
Come relax in our completed renovated Springwood Villa. This 1st floor 2 bedroom, 2 bathroom villa f...
Villa 2 / 2 / 6

*
Online booking available

$100 - $200
Per Night

$700 - $1400
Per Week

C-8 Xanadu

Hilton Head Island
Enjoy onsite tennis and pool, while relaxing in this recently renovated 2 bedroom villa. Located jus...
Condo 2 / 2 / 6

*
Online booking available

$115 - $205
Per Night

$805 - $1435
Per Week

Hampton Place 5501

Hilton Head Island
Hampton Place 5501 is an ocean view, one-bedroom condo located in Palmetto Dunes. This condo is loca...
Villa 1 / 2 / 2

*
Online booking available

$205 - $470
Per Night

$1015 - $2380
Per Week

1464 Sound Villa - Fully Renovated - Gorgeous views of th...

Hilton Head Island
1464 Sound Villa - Fully Renovated - Gorgeous views of the Calibogue Sound! 1464 Sound Villa was co...
Villa 5 / 4 / 12

*
Online booking available

$780 - $800
Per Night

$2095 - $5099
Per Week

1425 South Beach Villa

Hilton Head Island
Welcome to 1425 South Beach Villa located in Sea Pines Plantation across from South Beach Marina! Th...
Villa 4 / 3 / 10

*
Online booking available

$270 - $510
Per Night

$1435 - $3570
Per Week

2 Driftwood Lane

Hilton Head Island
Welcome to 2 Driftwood Lane, the home is only 100 steps from the beach and is on  a private lane in ...
Home 3 / 2.5 / 10

*
Online booking available

$290 - $610
Per Night

$2030 - $4270
Per Week

Sailmaster 37, 2 Bedrooms, Pool, Patio, Sleeps 6

Hilton Head Island
Enjoy the best of Hilton Head Island from SailMaster 37, a condo nestled within the popular gated co...
Condo 2 / 2.5 / 6

*
Online booking available

$104 - $209
Per Night

$729 - $1464
Per Week

Seascape Villa 3079 - Beautiful pool view 5 minute walk t...

Hilton Head Island
Seascape Villa 3079 - Beautiful pool view 5 minute walk to relax on the beach Newly furnished and a...
Condo 1 / 1 / 4

*
Online booking available

$73 - $148
Per Night

$420 - $795
Per Week

Luxe 6Br/7Ba w/ Game Room, Pool, Screened-In Dining ? Ste...

Hilton Head Island
Luxe 6Br/7Ba w/ Game Room, Pool, Screened-In Dining ? Steps to Beach, Golf Enjoy a luxury, multi-fa...
Home 6 / 7 / 18

*
Online booking available

$820 - $1654
Per Night

$5739 - $11527
Per Week

Queens Grant 763, 2 Bedrooms, Pool Access, Wifi, Sleeps 4

Hilton Head Island
Why drive to the beach when you can walk instead? Queens Grant 763 is only a 10-minute stroll to the...
Condo 2 / 1 / 4

*
Online booking available

$125 - $244
Per Night

$875 - $1709
Per Week

Ocean Breeze 33, 3 Bedrooms, Large Pool, Tennis, Sleeps 8

Hilton Head Island
Situated in the aptly named Forest Beach neighborhood, Ocean Breeze 33 puts you close to the beach, ...
Condo 3 / 3 / 8

*
Online booking available

$142 - $279
Per Night

$992 - $1954
Per Week

1106 Seacrest-Oceanviews, walk to dining, shopping & acti...

Hilton Head Island
1106 Seacrest-Oceanviews, walk to dining, shopping & activities. This beautiful 3 bedroom, 3 bath v...
Villa 3 / 3 / 10

*
Online booking available

$340 - $660
Per Night

$1358 - $4201
Per Week

1 Kingfisher- 5th Row Ocean to this Incredible Beach Home.

Hilton Head Island
Incredible 5 bedroom, 6 bath home with private heated* pool and hot tub. Decorated with comfortable ...
Home 5 / 6 / 13

*
Online booking available

$429 - $1239
Per Night

$2200 - $6822
Per Week

9 Lands End Rd - Fully renovated, beautiful view & Pool O...

Hilton Head Island
9 Lands End Rd - Fully renovated, beautiful view & Pool On-Site Right out of the pages of Coastal L...
Home 4 / 3 / 8

*
Online booking available

$1309 - $4736
Per Week

Ocean Dunes Villa 308 - Stunning views of the Ocean and n...

Hilton Head Island
Ocean Dunes Villa 308 - Stunning views of the Ocean and new Pool This one bedroom villa has a full...
Condo 1 / 1 / 4

*
Online booking available

$122 - $259
Per Night

$665 - $1295
Per Week

Beachwalk 169

Hilton Head Island
Beachwalk 169 is a two-bedroom, two-bathroom condo located in Shipyard that offers golf course and l...
Condo 2 / 2 / 6

*
Online booking available

$135 - $305
Per Night

$700 - $1505
Per Week

 

More Getaway Locations and Properties