Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Courtside 95 - 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

$115 - $200
Per Night

$575 - $1000
Per Week

220 Shorewood - Beautifully updated 2 BR Shorewood villa!

Hilton Head Island
This cute 2 bedroom unit was renovated in early June 2010. Located in the heart of very popular and ...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $1895
Per Week

Seaside Villa 331 - 1 BR 1 BA Oceanside Flat Hilton Head

Hilton Head Island
Great view of the ocean and steps to the beach and swimming pool. This cozy condo is centrally loca...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

2366 Racquet Club- Updated 1st floor villa, quick walk to...

Hilton Head Island
2366 Racquet Club- Updated 1st floor villa, quick walk to Harbourtown This lovely 1 bedroom villa i...
Villa 1 / 1 / 4

*
Online booking available

$107 - $108
Per Night

$750 - $1295
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

70 S. Sea Pines-5 Minute Walk to the Beach-Avail. 6/27, 8...

Hilton Head Island
70 S. Sea Pines-5 Minute Walk to the Beach-Avail. 6/27, 8/15 & 8/26-$500 Off This 6 Bedroom, 6 bath...
Home 6 / 6 / 14

*
Online booking available

$342 - $342
Per Night

$2395 - $6295
Per Week

Spotted Sandpiper 12

Hilton Head Island
5 BD/ 3 BA 2nd Row Ocean View home. King, Queen, Full & Twin, 2 Twins, 2 Twins. FREE WIFI. Multiple ...
Home 5 / 3 / 13

*
Online booking available

$500 - $1150
Per Night

$2500 - $5750
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

Ocean Club 12 - Stunning Oceanside Townhouse

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

$159 - $310
Per Night

$795 - $1550
Per Week

Seaside Villa 173 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Just recently rennovated in April of 2010!! This one bedroom, one bath offers a wonderful view of t...
Condo 1 / 1 / 4

*
Online booking available

$110 - $193
Per Night

$475 - $965
Per Week

Seaside Villa 138 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Recently renovated... This villa offers a separate bedroom with a queen size bed, fully equipped kit...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

2415 Seacrest - Wow Views! 4th Floor, very pretty and lot...

Hilton Head Island
2415 Seacrest - Wow Views! 4th Floor, very pretty and lots of sunlight This beautiful 4th Floor 3 B...
Villa 3 / 3 / 9

*
Online booking available

$199 - $199
Per Night

$1395 - $3595
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

$199 - $199
Per Night

$1395 - $3795
Per Week

2301 Seacrest-3rd Floor,1 BR & 2 Full Baths. Awesome Beac...

Hilton Head Island
2301 Seacrest-3rd Floor,1 BR & 2 Full Baths. Awesome Beach Location This 1 bedroom, 2 bath ANGLED O...
Villa 1 / 2 / 4

*
Online booking available

$99 - $99
Per Night

$695 - $1695
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

$300 - $460
Per Night

$1500 - $2300
Per Week

Ocean One 511 - Oceanfront 5th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 511 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$210 - $439
Per Night

$1050 - $2195
Per Week

16 Piping Plover - Oceanfront, Fully Renovated 5 BR Home....

Hilton Head Island
16 Piping Plover - Oceanfront, Fully Renovated 5 BR Home. Sleeps 12 Amazing oceanfront home in Sea ...
Home 5 / 4 / 12

*
Online booking available

$4195 - $10595
Per Week

Poolside 2nd Story End Unit Villa, Walk to Beach, Free Bi...

Hilton Head Island
Poolside 2nd Story End Unit Villa, Walk to Beach, Free Bikes, Pet Friendly Your next Hilton Head Va...
Villa 2 / 2.5 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

Bluff 1796

Hilton Head Island
2 BD/2 BA 1st floor villa with Private patio. King & 2 Twin beds. Sleep Sofa Linens available fo...
Villa 2 / 2 / 6

*
Online booking available

$185 - $250
Per Night

$925 - $1250
Per Week

Hilton Head Beach Villa 12 - 3 BR 3 BA Oceanview Townhome

Hilton Head Island
Located oceanfront on South Forest Beach Drive this complex offers three bedrooms, three bath tri-le...
Condo 3 / 3 / 8

*
Online booking available

$245 - $465
Per Night

$1150 - $2325
Per Week

Seaside Villa 316 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
THIS IS A ONE OF A KIND villa is unlike some others offers an AIR CONDITIONER IN THE BEDROOM with...
Condo 1 / 1 / 4

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

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

Hilton Head Island
This villa is a flat style apartment that offers two bedrooms and two bathrooms and has a fully equi...
Apartment 2 / 2 / 6

*
Online booking available

$115 - $205
Per Night

$550 - $1025
Per Week

3202 Seacrest-Oceanfront/Fully Renovated Avail 6/25 & 7/2...

Hilton Head Island
3202 Seacrest-Oceanfront/Fully Renovated Avail 6/25 & 7/25 & 8/1 weeks Fully renovated in the Fall ...
Villa 2 / 2 / 6

*
Online booking available

$185 - $185
Per Night

$1295 - $3495
Per Week

1 Kingfisher-25 Yards to the Beach & Beautiful! Screend P...

Hilton Head Island
1 Kingfisher-25 Yards to the Beach & Beautiful! Screend Porch ,Pool & Hot Tub This beautiful 5 bedr...
Home 5 / 6 / 13

*
Online booking available

$299 - $299
Per Night

$2095 - $5495
Per Week

Ocean Dunes Villa 105 - 2 Bedroom 2 Bathroom Oceanfront Flat

Hilton Head Island
This nicely decorated oceanfront villa is a first floor end unit. It has a direct ocean view straig...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
Per Week

 

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