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

1873 Beachside Tennis

Hilton Head Island
This beautifully decorated and spacious 2 bedrooms, 2-bathroom beachfront villa offers breathtaking ...
Villa 2 / 2 / 6

*
Online booking available

$199 - $256
Per Night

$1395 - $2500
Per Week

Schooner Court 741

Hilton Head Island
2 BD/ 2.5 BA townhouse overlooking the Calibogue Sound. King & 2 Twins. Harbour Town Pool Access. ...
Villa 2 / 3 / 4

*
Online booking available

$220 - $255
Per Night

$1100 - $1275
Per Week

335 Shorewood Beautiful fully renovated oceanfront villa,...

Hilton Head Island
335 Shorewood Beautiful fully renovated oceanfront villa, Fall weeks availabl Beautifully situated ...
Villa 3 / 3 / 6

*
Online booking available

$142 - $271
Per Night

$995 - $2595
Per Week

Shorewood 130 - Oceanside

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 2 / 2 / 6

*
Online booking available

$160 - $235
Per Night

$795 - $1175
Per Week

Shorewood 430 - New Unit - Stunning Oceanview 4th Floor C...

Hilton Head Island
Shorewood 430 - New Unit - Stunning Oceanview 4th Floor Condo With an oversized balcony accessible ...
Condo 2 / 2 / 6

*
Online booking available

$170 - $270
Per Night

$850 - $1350
Per Week

1 Bedroom Ocean View Condo

Hilton Head Island
1 Bedroom Ocean View Condo Unit Description: Ideal for a couple or small family, this 500 square fo...
Condo 1 / 1 / 5

*
Online booking available

$140 - $425
Per Night

$980 - $2975
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 - $135
Per Night

$550 - $700
Per Week

47 Mooring Buoy - Renovated 5th Row Ocean Home. Fall date...

Hilton Head Island
47 Mooring Buoy - Renovated 5th Row Ocean Home. Fall dates still available. 3 Bedroom + Plus Den, ...
Home 3 / 5 / 8

*
Online booking available

$213 - $427
Per Night

$1495 - $4095
Per Week

33 Dune Lane-Oceanfront-Available weeks Sept. 13 & 20.

Hilton Head Island
The very best! Nothing could top the beauty of this 7 bedroom, 7.5 bathroom oceanfront home with *H...
Home 7 / 8 / 17

*
Online booking available

$799 - $799
Per Night

$5595 - $15195
Per Week

404 North Shore Place-Bright and airy 4th Floor Villa-100...

Hilton Head Island
404 North Shore Place-Bright and airy 4th Floor Villa-100 yards to the beach. This ocean-oriented 2...
Villa 2 / 2 / 6

*
Online booking available

$85 - $199
Per Night

$595 - $1595
Per Week

3101 Seacrest-Fully Renovated & more! Late Sept/Oct Weeks...

Hilton Head Island
3101 Seacrest-Fully Renovated & more! Late Sept/Oct Weeks Available This OCEANFRONT 3 bedroom, 3 ba...
Villa 3 / 3 / 10

*
Online booking available

$228 - $428
Per Night

$1595 - $4395
Per Week

Beautiful views from this lovely 2 bedroom ocean view villa!

Hilton Head Island
Beautiful angled ocean views from this lovely 2 bedroom ocean view villa! Decorated in light, bright...
Villa 2 / 2 / 6

*
Online booking available

$114 - $214
Per Night

$795 - $1995
Per Week

2 bedroom, 2 bath resort view Seascape Villa

Hilton Head Island
Seascape Villas offers a relaxing atmosphere with naturally landscaped grounds with walking trails, ...
Condo 2 / 2 / 6

*
Online booking available

$115 - $135
Per Night

$550 - $675
Per Week

6 Wanderer Lane - 2nd Row Ocean - New to Vrbo - Fall week...

Hilton Head Island
6 Wanderer Lane - 2nd Row Ocean - New to Vrbo - Fall weeks Available. Beautiful and newly updated 5...
Home 5 / 3 / 10

*
Online booking available

$314 - $585
Per Night

$2195 - $5695
Per Week

Shorewood 136

Hilton Head Island
2BD/2 BA Ocean View Villa. King, Queen & Twin bed. Sleep sofa. (Sofa bed linens rentable for $25 fee...
Villa 2 / 2 / 7

*
Online booking available

$220 - $260
Per Night

$1100 - $1300
Per Week

22 Surf Scoter - 3 Bedroom 3rd Row ocean beach home.

Hilton Head Island
This 3 bedroom, 3 bath traditional Sea Pines beach home with private pool is just 3rd row from the o...
Home 3 / 3 / 6

*
Online booking available

$142 - $270
Per Night

$995 - $2795
Per Week

312 Barrington Court - Oceanfront, 3rd Floor & Renovated.

Hilton Head Island
A charming OCEANFRONT 3rd floor 2 bedroom, 2 bath villa in Palmetto Dunes has everything on your vac...
Villa 2 / 2 / 6

*
Online booking available

$128 - $228
Per Night

$895 - $2195
Per Week

Within earshot of the rolling surf

Hilton Head Island
Within earshot of the rolling surf, this 1 bedroom, 2 bath villa is located in the closest Shipyard ...
Villa 1 / 2 / 4

*
Online booking available

$71 - $142
Per Night

$495 - $1195
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 - $242
Per Night

$895 - $2295
Per Week

Breakers 114

Hilton Head Island
1 Bd/1 Ba 1st floor Ocean Front Villa. Queen bed & Sleep Sofa. Sleep Sofa linens available for $25. ...
Villa 1 / 1 / 4

*
Online booking available

$150 - $170
Per Night

$750 - $850
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

$170 - $270
Per Night

$850 - $1350
Per Week

7126 Harbourside I-Its all about the View, 4th floor Vill...

Hilton Head Island
7126 Harbourside I-Its all about the View, 4th floor Villa.august weeks Avail This 2 BR/2.5 Bath Ha...
Villa 2 / 3 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

89 Dune Lane-Oceanfront - 7 Bedrooms, Available 8/30 weeks.

Hilton Head Island
A magnificent 7 bedroom*, 7.5 bath oceanfront home with *heated pool and hot tub boasts 3 living roo...
Home 7 / 8 / 19

*
Online booking available

$814 - $814
Per Night

$5695 - $15300
Per Week

Lake Forest 3320 - One Level Condo w/ private screened porch

Hilton Head Island
Lake Forest is a quiet community adjacent to the 600 acre Sea Pines Forest Preserve which features t...
Condo 2 / 2 / 4

*
Online booking available

$140 - $195
Per Night

$695 - $975
Per Week

Hilton Head Beach Villa 3 - 3 BR 3 BA Oceanfront Townhome

Hilton Head Island
Located oceanfront on South Forest Beach Drive, this tri-level oceanfront townhome offers three bedr...
Condo 3 / 3 / 8

*
Online booking available

$325 - $395
Per Night

$1550 - $1900
Per Week

 

More Getaway Locations and Properties