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

8 Hilton Head Beach Villa-Oceanfront Villa Complex w/ Poo...

Hilton Head Island
8 Hilton Head Beach Villa-Oceanfront Villa Complex w/ Pool - Pretty Villa! Hilton Head Beach Villas...
Villa 3 / 3 / 8

*
Online booking available

$156 - $156
Per Night

$1095 - $2695
Per Week

Cozy, Private, Spotless Villa, Golf Views, Free Bikes, Po...

Hilton Head Island
Cozy, Private, Spotless Villa, Golf Views, Free Bikes, Pool, Hot Tub This charming villa is located...
Villa 2 / 3 / 4

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

18 Spinnaker Court - Gorgeous 3 bedroom Harbour Town villa!

Hilton Head Island
Beautiful remodeled 3 bedroom, 3.5 bath townhouse located in world famous Harbour Town. Decorated in...
Home 3 / 4 / 6

*
Online booking available

$156 - $156
Per Night

$1095 - $6800
Per Week

4102 Windsor Court - Beautiful !!! Sunny & Bright 1st Flo...

Hilton Head Island
4102 Windsor Court - Beautiful !!! Sunny & Bright 1st Floor Oceanview Villa. Remodeled in 2011, thi...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $1995
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 - $365
Per Night

$850 - $1825
Per Week

Ocean Dunes Villa 308 - 1 BR 1 BA Oceanfront Deluxe Flat

Hilton Head Island
Newley Rennovated in 2011!! This villa offers WIRELESS INTERNET, a separate bedroom with a queen si...
Condo 1 / 1 / 4

*
Online booking available

$140 - $235
Per Night

$650 - $1175
Per Week

South Beach Villa 1402

Hilton Head Island
4 BD/ 3 BA townhouse with Screened Porch. King, 2 Twins, 2 Twins plus Trundle in bonus room. Walk to...
Villa 4 / 3 / 9

*
Online booking available

$220 - $440
Per Night

$1100 - $2000
Per Week

Courtside 86 - 3 Bedroom Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with a beautiful landscaped courtyard, lagoon and large pool ...
Condo 3 / 4 / 8

*
Online booking available

$165 - $280
Per Night

$825 - $1400
Per Week

New Listing! Beachfront Ocean Club Villa. Pool, Free Bike...

Hilton Head Island
New Listing! Beachfront Ocean Club Villa. Pool, Free Bikes, Wifi This Ocean Club villa is the jewel...
Villa 2 / 2 / 6

*
Online booking available

$114 - $171
Per Night

$795 - $1495
Per Week

104 Oceanwood - Beautiful Oceanfront 4 Bedroom home.

Hilton Head Island
Everchanging, panoramic views of the Atlantic from any window or deck of this 4 bedroom, 4.5 bath OC...
Home 4 / 5 / 10

*
Online booking available

$2595 - $6995
Per Week

2-E Golfmaster - 3 BR Villa. Pool and tennis courts on site!

Hilton Head Island
This charming 2nd floor 3 bedroom, 3 bath villa at Golfmaster has a great golf course view. Tucked ...
Villa 3 / 3 / 8

*
Online booking available

$85 - $128
Per Night

$595 - $1595
Per Week

20 Egret Street- 4th Row Ocean- 2015 is right around the ...

Hilton Head Island
20 Egret Street- 4th Row Ocean- 2015 is right around the corner. Book Now. Stunning 6 bedroom, 6.5 ...
Home 6 / 7 / 14

*
Online booking available

$442 - $614
Per Night

$3095 - $8095
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. These 3 Bedroom, 3.5 Bath spacious...
Villa 3 / 4 / 9

*
Online booking available

$99 - $128
Per Night

$695 - $1695
Per Week

503 Windsor Place-Oceanfront 5th Floor - Fall/Winter date...

Hilton Head Island
503 Windsor Place-Oceanfront 5th Floor - Fall/Winter dates available. This gorgeous 5th floor villa...
Villa 1 / 2 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1895
Per Week

Ocean Club 49 - Oceanfront Renovated1st 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

$179 - $385
Per Night

$895 - $1925
Per Week

Beachwalk 175

Hilton Head Island
2BD/2.5BA Townhouse with Golf Course View. King, 2 Double beds plusSleep Sofa. Sleep Sofa Linens ava...
Villa 2 / 3 / 8

*
Online booking available

$155 - $230
Per Night

$775 - $1150
Per Week

Ketch Court 856

Hilton Head Island
3BD/2BA 3rd Floor Villa with Balocony overlooking Harbourtown Marina. King, Queen & 2 Twins.Located ...
Villa 3 / 2 / 6

*
Online booking available

$260 - $1000
Per Night

$1300 - $5000
Per Week

77 Mooring Buoy-150 Yards To The Ocean - Large Pool & Awe...

Hilton Head Island
77 Mooring Buoy-150 Yards To The Ocean - Large Pool & Awesome Views Whippoorwill Cove - This 6,000 ...
Home 6 / 6 / 14

*
Online booking available

$428 - $428
Per Night

$2995 - $7795
Per Week

Courtside 40 - Ground Level Updated Condo

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

$110 - $210
Per Night

$550 - $1050
Per Week

Surf Court 7 - 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 / 3 / 6

*
Online booking available

$110 - $215
Per Night

$550 - $1075
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 town home offers three bed...
Condo 3 / 3 / 8

*
Online booking available

$325 - $565
Per Night

$1550 - $2825
Per Week

Breakers 109

Hilton Head Island
1BD/1BA Oceanfront Villa. Queen bed plus Sleep Sofa. Sleep Sofa Linens available for $25. Oceanfront...
Villa 1 / 1 / 4

*
Online booking available

$150 - $219
Per Night

$750 - $1095
Per Week

Haul Away 33

Hilton Head Island
4 BD/3.5 BA elevated home with golf course view. 2 Kings & 4 Twins. Private Pool (can be heated fo...
Home 4 / 4 / 10

*
Online booking available

$330 - $700
Per Night

$1650 - $3500
Per Week

South Beach Club 1905

Hilton Head Island
3 BD/2.5 BA 1st floor villa with Pool & Sound views. King, Queen & 2 Twins. 1 HR/Day free tennis...
Villa 3 / 2 / 6

*
Online booking available

$260 - $530
Per Night

$1300 - $2650
Per Week

3304 Seacrest -3rd Floor/Direct Oceanfront Views that are...

Hilton Head Island
3304 Seacrest -3rd Floor/Direct Oceanfront Views that are Outstanding Beautifully remodeled OCEANFR...
Villa 2 / 2 / 8

*
Online booking available

$185 - $185
Per Night

$1295 - $3495
Per Week

 

More Getaway Locations and Properties