Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

184 Beachwalk - Pretty 1 BR, 2nd floor villa - 5 min. wal...

Hilton Head Island
184 Beachwalk - Pretty 1 BR, 2nd floor villa - 5 min. walk to the beach. Within earshot of the roll...
Villa 1 / 2 / 4

*
Online booking available

$85 - $99
Per Night

$595 - $1195
Per Week

189 Twin Oaks - Beautiful 2 BR Townhouse on the Harbour T...

Hilton Head Island
189 Twin Oaks - Beautiful 2 BR Townhouse on the Harbour Town Golf Course This 2 bedroom, 2.5 bath T...
Villa 2 / 3 / 6

*
Online booking available

$85 - $128
Per Night

$595 - $5000
Per Week

Courtside 117 - 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

$110 - $200
Per Night

$550 - $1000
Per Week

Surf Court 31 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 3 / 2.5 / 8

*
Online booking available

$165 - $290
Per Night

$825 - $1450
Per Week

Cozy Ocean Breeze Villa, Walk to the Beach, Free Bikes, 3...

Hilton Head Island
Cozy Ocean Breeze Villa, Walk to the Beach, Free Bikes, 3 on-site Pools. This spacious townhouse ha...
Villa 2 / 3 / 4

*
Online booking available

$71 - $128
Per Night

$495 - $995
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

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 / 4 / 10

*
Online booking available

$199 - $285
Per Night

$1395 - $3795
Per Week

Ocean One 315 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 315 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$200 - $439
Per Night

$1000 - $2195
Per Week

Ocean Dunes Villa 110 - 2 Bedroom 2 Bathroom Oceanfront Flat

Hilton Head Island
This villa offers WIRELESS INTERNET, two bedrooms, two bathrooms, full size kitchen, living and dini...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
Per Week

9 Lands End Road - 4 BRs & Waterfront (Calibogue Sound Vi...

Hilton Head Island
9 Lands End Road - 4 BRs & Waterfront (Calibogue Sound Views). This lovely 4 bedroom, 3 bathroom vi...
Home 4 / 3 / 8

*
Online booking available

$1195 - $3095
Per Week

Ocean One 322 - Oceanside 3rd Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 3 / 7

*
Online booking available

$190 - $399
Per Night

$950 - $1995
Per Week

Surf Court 4 - New Unit - Update 2014 - Short Walk to the...

Hilton Head Island
Surf Court 4 - New Unit - Update 2014 - Short Walk to the Beach Surf Court is an ocean-oriented com...
Condo 2 / 3 / 6

*
Online booking available

$110 - $215
Per Night

$550 - $1075
Per Week

Shorewood 501 - Oceanfront 5th Floor Penthouse

Hilton Head Island
With a 5th floor balcony accessible by the living room, guests staying in Shorewood 501 enjoy sweep...
Condo 3 / 3 / 7

*
Online booking available

$265 - $579
Per Night

$1325 - $2895
Per Week

1 Bedroom Oceanside Seaside Villa 328 , Hilton Head, Sc

Hilton Head Island
The villa offers a separate bedroom with a queen size bed, full size kitchen, living and dining area...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

Upscale Harbour Town Home, Private Pool, Free Bikes & Ten...

Hilton Head Island
Upscale Harbour Town Home, Private Pool, Free Bikes & Tennis, Pet Friendly Bike to Beach, Vacation ...
Home 4 / 4 / 8

*
Online booking available

$199 - $1750
Per Night

$1395 - $7000
Per Week

14 Braddock Cove Club - Unbeatable views of South Beach M...

Hilton Head Island
14 Braddock Cove Club - Unbeatable views of South Beach Marina Located within a small and exclusive...
Villa 3 / 4 / 8

*
Online booking available

$126 - $185
Per Night

$885 - $2295
Per Week

2112 Windsor Place II - Beautiful Villa with Beautiful La...

Hilton Head Island
2112 Windsor Place II - Beautiful Villa with Beautiful Landscape Views! This 1st floor 2 bedroom, 2...
Villa 2 / 2 / 7

*
Online booking available

$128 - $128
Per Night

$895 - $2295
Per Week

1106 Seacrest-Oceanviews & quick walk to dining, shopping...

Hilton Head Island
1106 Seacrest-Oceanviews & quick walk to dining, shopping and activities Located in building 1 this...
Villa 3 / 3 / 10

*
Online booking available

$185 - $185
Per Night

$1295 - $3295
Per Week

1702 Bluff Villas - Fully Renovated and Beautiful 1st Flo...

Hilton Head Island
1702 Bluff Villas - Fully Renovated and Beautiful 1st Floor Villa! This charming two bedroom flat i...
Villa 2 / 2 / 6

*
Online booking available

$99 - $128
Per Night

$695 - $1495
Per Week

206 Barrington Arms-Oceanfront Views. Fall at the beach i...

Hilton Head Island
206 Barrington Arms-Oceanfront Views. Fall at the beach is warm & beautiful Enjoy a fabulous vacati...
Villa 1 / 2 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1895
Per Week

Ocean One 424 - Beautiful Oceanside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Ocean One 424 en...
Condo 3 / 3 / 8

*
Online booking available

$195 - $419
Per Night

$975 - $2095
Per Week

257 Captain Quarters - Magnificent views of Broad Creek! ...

Hilton Head Island
257 Captain Quarters - Magnificent views of Broad Creek! New to Vrbo. This lovely 4th floor 2 bedro...
Villa 2 / 2 / 6

*
Online booking available

$99 - $114
Per Night

$695 - $1395
Per Week

Newly renovated 1Bedroom, 1 bath oceanside Seaside villa

Hilton Head Island
TOTALLY RENNOVATED AND BEAUTIFUL!!! This villa offers a separate bedroom with a queen size bed, ful...
Condo 1 / 1 / 6

*
Online booking available

$110 - $193
Per Night

$475 - $965
Per Week

28 E. Beach Lagoon - 5 BR Oceanfront Sea Pines Home! Slee...

Hilton Head Island
28 E. Beach Lagoon - 5 BR Oceanfront Sea Pines Home! Sleeps 16 View, view, view! This wonderful 5 b...
Home 5 / 6 / 16

*
Online booking available

$4795 - $12095
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

 

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