Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Luxurious Renovated Sea Pines Home. Everything is new! Fr...

Hilton Head Island
Luxurious Renovated Sea Pines Home. Everything is new! Free Bikes & Tennis Lagoon Views Short ride...
Home 3 / 2 / 8

*
Online booking available

$156 - $256
Per Night

$1095 - $2495
Per Week

Beachwalk 125 - 3 BR Short Walk to the Beach - Renovatedt...

Hilton Head Island
Beachwalk 125 - 3 BR Short Walk to the Beach - Renovatedtownhouse Beachwalk condominiums are within...
Condo 3 / 3.5 / 8

*
Online booking available

$179 - $310
Per Night

$895 - $1550
Per Week

Courtside 105 - Charming Updated Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 7

*
Online booking available

$120 - $210
Per Night

$600 - $1050
Per Week

Seaside Villa 326 - 1 BR 1 BA Oceanfront Flat Hilton Head...

Hilton Head Island
Seaside Villa 326 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc Internet Access!!! More view, more b...
Condo 1 / 1 / 4

*
Online booking available

$100 - $140
Per Night

$500 - $750
Per Week

321 Ocean Dunes Villas - 2 BR 2 BA Oceanfront Flat

Hilton Head Island
This nicely decorated two bedroom, two bathroom villa has a full sized kitchen and a combined living...
Condo 2 / 2 / 6

*
Online booking available

$157 - $192
Per Night

$785 - $1035
Per Week

Deluxe 2 BR 2 BA Oceanview Condo - Ocean Dunes Villa 104

Hilton Head Island
Renovated in 2007 and nicely decorated, this villa has two bedrooms, two bathrooms, a full sized kit...
Condo 2 / 2 / 6

*
Online booking available

$112 - $162
Per Night

$635 - $885
Per Week

New Beach Getaway, 2 BR Ocean Club Villa, Free Bikes, Beach

Hilton Head Island
This recently updated Cozy Beach House rental property is new on the market. Steps from the sandy b...
Villa 2 / 2 / 6

*
Online booking available

$114 - $171
Per Night

$795 - $1495
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 / 3.5 / 8

*
Online booking available

$313 - $313
Per Night

$1295 - $3395
Per Week

A hop, skip and a jump to the beach and across the street...

Hilton Head Island
A hop, skip and a jump to the beach and across the street from Coligny Plaza. This adorable 4 bedro...
Home 4 / 3.5 / 10

*
Online booking available

$1395 - $3795
Per Week

913 Cutter Court-Quick walk to the Marina - $100 Off Summ...

Hilton Head Island
913 Cutter Court-Quick walk to the Marina - $100 Off Summer weeks Quality, Comfort, Location in the...
Villa 1 / 1 / 4

*
Online booking available

$107 - $115
Per Night

$895 - $1295
Per Week

898 Ketch Court-Steps to Harbourtown, pool & dining, Shop...

Hilton Head Island
898 Ketch Court-Steps to Harbourtown, pool & dining, Shopping & Activities Wow! This gorgeous 3 bed...
Villa 3 / 3.5 / 6

*
Online booking available

$128 - $1170
Per Night

$895 - $1695
Per Week

Twin Oaks 205 - Sea Pines Townhouse with Great Views

Hilton Head Island
Twin Oaks is named for the specimen live oak trees that adorn this community. The complex is surroun...
Condo 3 / 3 / 8

*
Online booking available

$185 - $285
Per Night

$925 - $1425
Per Week

Ocean Club 10 - Oceanside Townhouse

Hilton Head Island
Stay ocean-side at Ocean Club Villas. You will enjoy a lanscaped courtyard and pool view, while bei...
Condo 2 / 2 / 6

*
Online booking available

$155 - $299
Per Night

$775 - $1495
Per Week

Courtside 94 - Updated Ground Floor 2 bedroom

Hilton Head Island
Courtside 94 has been remodeled with all the modern amenities. New bathrooms, flooring and all new ...
Condo 2 / 2 / 8

*
Online booking available

$120 - $210
Per Night

$600 - $1050
Per Week

119 S. Forest Beach - 3rd row from the ocean w/ Pool & Spa

Hilton Head Island
This delightful 4 bedroom, 3 bath, third row vacation paradise is located off South Forest Beach Dri...
Home 4 / 3 / 10

*
Online booking available

$1899 - $4099
Per Week

258 Evian-Quick bike ride to beach. Pool & Tennis on-site...

Hilton Head Island
258 Evian-Quick bike ride to beach. Pool & Tennis on-site-Book Now for Summer This lovely 2nd floor...
Villa 2 / 2 / 6

*
Online booking available

$85 - $85
Per Night

$595 - $1395
Per Week

3528 Villamare - Oceanview 2 bedrooms 5th Floor Villa.

Hilton Head Island
This Ocean view 2 bedroom, 2 bath villa is located on the 5th floor in Palmetto Dunes, this beautifu...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2395
Per Week

4501 Windsor Court North -Pretty 5th Floor Oceanview, 2 B...

Hilton Head Island
4501 Windsor Court North -Pretty 5th Floor Oceanview, 2 BRs. Sleeps 7 Breathtaking ocean views from...
Villa 2 / 2 / 7

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

Beachwood 1E - Oceanside One Level 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

$139 - $235
Per Night

$695 - $1175
Per Week

Courtside 27 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 6

*
Online booking available

$115 - $200
Per Night

$575 - $1000
Per Week

Ocean One 503 - Oceanfront 5th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 503 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$190 - $419
Per Night

$950 - $2095
Per Week

Seaside Villa 250 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Nicely Decorated!! This villa offers a separate bedroom with a queen size bed, fully equipped kitch...
Condo 1 / 1 / 6

*
Online booking available

$80 - $110
Per Night

$325 - $600
Per Week

1B/1B Condo at 371 SeaSide Villas

Hilton Head Island
1B/1B Condo at 371 SeaSide Villas Unit Description: Relax in this 1 bedroom condo with a living, di...
Condo 1 / 1 / 6

*
Online booking available

$109 - $149
Per Night

$763 - $1043
Per Week

Beachwalk 174 - Shipyard Townhouse

Hilton Head Island
174 Beachwalk is located within Shipyard Plantation, a private residental and resort community. Thi...
Condo 3 / 3.5 / 8

*
Online booking available

$179 - $310
Per Night

$895 - $1550
Per Week

7634 Huntington-3 BR w/ pretty canal views - New on Vrbo

Hilton Head Island
Beautifully updated and decorated villa with gorgeous lagoon views! This 3 bedroom, 3.5 bath villa i...
Villa 3 / 3.5 / 10

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

 

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