Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 - $314
Per Night

$1595 - $4395
Per Week

2 Sea Spray-New Owners & lots of Renovations, 2nd Row Oce...

Hilton Head Island
2 Sea Spray-New Owners & lots of Renovations, 2nd Row Ocean- New pictures Now 2nd row ocean FUN bea...
Home 4 / 4 / 12

*
Online booking available

$256 - $413
Per Night

$1795 - $4995
Per Week

# 3 Beachside Homes - 5 BR Home at The Beachside Homes. B...

Hilton Head Island
# 3 Beachside Homes - 5 BR Home at The Beachside Homes. Book Now! This gorgeous 5bedroom, 5 bath h...
Home 5 / 5 / 10

*
Online booking available

$256 - $385
Per Night

$1795 - $4795
Per Week

Ocean One 202 - Oceanside 2nd Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 4 / 4 / 10

*
Online booking available

$250 - $410
Per Night

$1250 - $2050
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

11 Gunnery Lane-5 BR beach home- 4 minute bike ride to th...

Hilton Head Island
11 Gunnery Lane-5 BR beach home- 4 minute bike ride to the beach TV?S EVERYWHERE, BIKE PATH PASSES ...
Home 5 / 6 / 12

*
Online booking available

$170 - $270
Per Night

$1195 - $3195
Per Week

27 Pelican-New custom built 3rd row ocean-Available 9/13-20

Hilton Head Island
27 Pelican - Rent as a 4, 5 or 6 bedroom Sept thru May. This gorgeous brand new 3rd row ocean cust...
Home 6 / 6 / 20

*
Online booking available

$471 - $713
Per Night

$3295 - $8395
Per Week

Courtside 66 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with a large pool, and beautiful landscaped garden with lagoo...
Condo 2 / 3 / 6

*
Online booking available

$110 - $175
Per Night

$550 - $875
Per Week

Courtside 85 - Ground Floor - Forest Beach

Hilton Head Island
Courtside 85 is a short walk to the beach and ocean. The unit includes free tennis at Van Der Meer ...
Condo 2 / 2 / 6

*
Online booking available

$110 - $175
Per Night

$550 - $875
Per Week

1865 Beachside Tennis - Reserve now for 2014.

Hilton Head Island
This beautiful 2 bedroom, 2-bathroom 1st floor beachfront villa has just had a new kitchen with Cor...
Villa 2 / 2 / 6

*
Online booking available

$199 - $199
Per Night

$1395 - $2500
Per Week

Colonnade Club 148

Hilton Head Island
2 BD/2 BA second floor villa. King & 2 Twin beds plus a Sleep Sofa. Sofa linens available for $25. P...
Villa 2 / 2 / 6

*
Online booking available

$155 - $155
Per Night

$775 - $775
Per Week

Evian 240

Hilton Head Island
3BD/3BA townhouse with golf and lagoon views. King, Queen & 2 Twins.Pool & Tennis located on site. W...
Villa 3 / 3 / 8

*
Online booking available

$190 - $190
Per Night

$950 - $950
Per Week

6 Cassina-3rd Row Ocean, spacious and cute! The Beach is ...

Hilton Head Island
6 Cassina-3rd Row Ocean, spacious and cute! The Beach is beautiful in fall. Dramatic, Funky & Fun i...
Home 4 / 5 / 10

*
Online booking available

$227 - $342
Per Night

$1595 - $4295
Per Week

Courtside 97 - 1st Floor Flat - Short walk to the Beach

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 - $175
Per Night

$550 - $875
Per Week

Ocean One 523 Penthouse - 5th Floor - Spectacular View

Hilton Head Island
Ocean One 523 is very spacious with a unique floorplan with the only units at Ocean One with a secon...
Condo 4 / 4 / 10

*
Online booking available

$350 - $510
Per Night

$1750 - $2550
Per Week

9 Loblolly- 4 BRs, quick bike ride to beach,Harbourtown &...

Hilton Head Island
9 Loblolly- 4 BRs, quick bike ride to beach,Harbourtown & South Beach This spacious and private 4 b...
Home 4 / 5 / 12

*
Online booking available

$171 - $256
Per Night

$1195 - $3195
Per Week

21 Windjammer - Completely renovated and beautiful

Hilton Head Island
Overlooking the 10th tee of the Harbour Town Golf Links this wonderfully decorated 3 bedroom, 3.5 ba...
Home 3 / 4 / 8

*
Online booking available

$185 - $313
Per Night

$1295 - $15000
Per Week

2215 Seacrest - 2nd Floor & Pretty! August & September we...

Hilton Head Island
2215 Seacrest - 2nd Floor & Pretty! August & September weeks Avail. 2215 SeaCrest OCEANSIDE RENOVA...
Villa 3 / 3 / 10

*
Online booking available

$171 - $199
Per Night

$1195 - $2895
Per Week

89 Dune Lane - Fantastic 7 Bedroom Oceanfront Home!

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

$5695 - $15300
Per Week

233 Beachside Home-4 BR / renovated & additional 1000 sq ...

Hilton Head Island
233 Beachside Home-4 BR / renovated & additional 1000 sq ft added. WOW... describes this 2 story 4 ...
Home 4 / 5 / 10

*
Online booking available

$171 - $256
Per Night

$1195 - $3195
Per Week

Shorewood 131 - Oceanside 1st Floor Condo

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

Seaside Villa 269 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 269 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Recently renovated and beautifully de...
Condo 1 / 1 / 6

*
Online booking available

$115 - $198
Per Night

$500 - $990
Per Week

3221 Villamare - Sunny & Bright 2nd Floor Courtyard View ...

Hilton Head Island
3221 Villamare - Sunny & Bright 2nd Floor Courtyard View Villa. Sleeps 8 Villamare condo in Palmett...
Villa 2 / 2 / 8

*
Online booking available

$114 - $156
Per Night

$795 - $1995
Per Week

Shorewood 203

Hilton Head Island
2 BD/2 BA oceanfront villa. King & 2 Twin beds. Sleep Sofa (Sofa bed linens rentable for $25 fee) ...
Villa 2 / 2 / 6

*
Online booking available

$240 - $240
Per Night

$1200 - $1200
Per Week

Courtside 72 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 3 / 3.8 / 7

*
Online booking available

$165 - $230
Per Night

$825 - $1150
Per Week

 

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