Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Courtside 53 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 3 / 6

*
Online booking available

$110 - $210
Per Night

$550 - $1050
Per Week

Ocean Gate 9 - Forest Beach Townhouse

Hilton Head Island
This ocean-oriented townhouse is two-stories with the entry and first floor a few steps above street...
Condo 2 / 2.5 / 6

*
Online booking available

$110 - $200
Per Night

$550 - $1000
Per Week

2 Bedroom Resort View Villa

Hilton Head Island
2 Bedroom Resort View Villa Unit Description: This resort view villa has two bedrooms and bathrooms...
Condo 2 / 2 / 10

*
Online booking available

$155 - $409
Per Night

$1085 - $2863
Per Week

213 Twin Oaks - Close to the pool & Harbour Town!

Hilton Head Island
This vacation villa is an end unit overlooking the pool with easy access to the amenities in Harbour...
Villa 3 / 3 / 10

*
Online booking available

$85 - $156
Per Night

$595 - $4500
Per Week

313 Breakers

Hilton Head Island
Recently renovated, this 1 bedroom, 1 bath OCEANFRONT villa has everything you'll want for a perfect...
Villa 1 / 1 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1295
Per Week

Gadwall 3

Hilton Head Island
4 BD/ 4 BA 2nd Row Ocean. King, King, Queen & Trundle, Queen & Trundle. Private Pool (can b...
Home 4 / 4 / 12

*
Online booking available

$500 - $1200
Per Night

$2500 - $6000
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

$110 - $210
Per Night

$550 - $1050
Per Week

Shorewood 332 - Oceanview 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 332 enj...
Condo 2 / 2 / 6

*
Online booking available

$165 - $319
Per Night

$825 - $1595
Per Week

3202 Seacrest - Oceanfront with Wow views, 2nd Floor & Fu...

Hilton Head Island
3202 Seacrest - Oceanfront with Wow views, 2nd Floor & Fully Renovated Fully renovated in the Fall ...
Villa 2 / 2 / 6

*
Online booking available

$185 - $185
Per Night

$1295 - $3495
Per Week

New Beach Treasure, Free Bikes, Pool, Tennis, Pet Friendly

Hilton Head Island
This townhome is located just steps from the main pool (one of three on the resort) and a short walk...
Condo 2 / 3 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

1029 Caravel Court - Beautiful view of Harbour Town!

Hilton Head Island
This 1 bedroom, 1.5 bath Caravel Court villa has a spectacular view of the Harbour Town Lighthouse a...
Villa 1 / 2 / 3

*
Online booking available

$99 - $115
Per Night

$695 - $2400
Per Week

Sandpiper 30

Hilton Head Island
6BD/4BA 3rd Row Ocean home with Private Pool (can be heated for fee)4 Kings, 2 Fulls, 2 Twins, Day B...
Home 6 / 4 / 16

*
Online booking available

$550 - $1500
Per Night

$2750 - $7500
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 Beautifully Decorated!!! This vi...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
Per Week

Kingston Cove 23

Hilton Head Island
3 BD/ 2 BA Home with Screened Porch overlooking Lagoon & Golf Course.King, Queen, 2 Twins plus Futon...
Home 3 / 2 / 7

*
Online booking available

$220 - $330
Per Night

$1100 - $1650
Per Week

1 bedroom Forest Beach Villa

Hilton Head Island
Relax and enjoy your Hilton Head Island experience in this nicely decorated 1 bedroom, 1 bath villa....
Condo 1 / 1 / 4

*
Online booking available

$95 - $135
Per Night

$400 - $675
Per Week

6 Red Cardinal - Beautiful 5 BR 4th row Sea Pines home wi...

Hilton Head Island
6 Red Cardinal - Beautiful 5 BR 4th row Sea Pines home with Pool & Spa This wonderful 5 bedroom, 5 ...
Home 5 / 5 / 12

*
Online booking available

$371 - $371
Per Night

$2600 - $6800
Per Week

3429 Villamare

Hilton Head Island
Located Oceanfront in Palmetto Dunes, This 2 bedroom, 2 bath villa is located on the 4 th floor and...
Villa 2 / 2 / 8

*
Online booking available

$114 - $114
Per Night

$795 - $1995
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 Dunes Villa 408 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 408 - 1 BR 1 BA Oceanfront Flat Hilton Head This villa offers WIRELESS INTERNET, ...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
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 - $196
Per Night

$995 - $2795
Per Week

412 Captains Walk-2nd Floor Oceanfront Views- Book Now fo...

Hilton Head Island
412 Captains Walk-2nd Floor Oceanfront Views- Book Now for the Fall We cannot overstate the feeling...
Villa 3 / 3 / 8

*
Online booking available

$171 - $171
Per Night

$1195 - $2995
Per Week

2 BR 2 BA Poolside Flat at Xanadu Villas, Hilton Head, Sc

Hilton Head Island
Internet Access!! This villa is a flat style apartment that offers two bedrooms and two bathrooms a...
Condo 2 / 2 / 6

*
Online booking available

$115 - $205
Per Night

$550 - $1025
Per Week

Spotless Evian Villa, Free Bikes Tennis and Wifi

Hilton Head Island
2 Bedroom Evian Villa 1 King Bed 2 Twin Beds 2 Bathrooms 4 Bicycles Included 4 B...
Villa 2 / 2 / 4

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

3001 Turtle Lane- Spectacular Oceanfront Views with aweso...

Hilton Head Island
3001 Turtle Lane- Spectacular Oceanfront Views with awesome sunrises/sunsets Stay at one of the mos...
Villa 4 / 4 / 8

*
Online booking available

$242 - $242
Per Night

$1695 - $4495
Per Week

169 Mooring Buoy - 5th Row Low Country Beach Home w/ Pool...

Hilton Head Island
169 Mooring Buoy - 5th Row Low Country Beach Home w/ Pool & Spa This lovely 3 bedroom, 2.5 bath hom...
Home 3 / 3 / 10

*
Online booking available

$142 - $214
Per Night

$995 - $2995
Per Week

 

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