Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Ocean Club 40 - Rooftop Deck!! Ocean Front

Hilton Head Island
With an over 660 square ft. rooftop deck plus a deck off of the living room area, guests staying in ...
Condo 3 / 3 / 7

*
Online booking available

$230 - $530
Per Night

$1150 - $2650
Per Week

Ocean One 321 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 321 enjoy panoramic v...
Condo 3 / 3 / 7

*
Online booking available

$230 - $530
Per Night

$1150 - $2650
Per Week

Ocean One 502 - Oceanside 5th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 4 / 3 / 9

*
Online booking available

$250 - $530
Per Night

$1250 - $2650
Per Week

Ocean Dunes Villa 303 - 1 BR 1 BA Deluxe Oceanview Flat

Hilton Head Island
Totally Rennovated in 2010!! This villa offers WIRELESS INTERNET, a separate bedroom with a queen s...
Condo 1 / 1 / 4

*
Online booking available

$115 - $195
Per Night

$550 - $975
Per Week

107 Oceanwood-Pretty 3 BR Home-Oceanfront Pool -Location,...

Hilton Head Island
107 Oceanwood-Pretty 3 BR Home-Oceanfront Pool -Location, Location!!! Tucked away in a charming oce...
Home 3 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2795
Per Week

Pristine End Unit, Golf Views, Easy Pool Access, Close to...

Hilton Head Island
Pristine End Unit, Golf Views, Easy Pool Access, Close to Beach, Pet Friendly THIS VILLA IS ONLY AV...
Villa 2 / 2 / 6

*
Online booking available

$500 - $500
Per Night

$595 - $2000
Per Week

1457 Sound Villas - This very spacious waterfront villa h...

Hilton Head Island
1457 Sound Villas - This very spacious waterfront villa has two living areas, This very spacious wa...
Villa 4 / 4 / 10

*
Online booking available

$242 - $242
Per Night

$1695 - $3995
Per Week

Full Sweep 16

Hilton Head Island
4 BD/4.5BA home with lagoon & golf view. 2 Queens & 4 Twin beds. Private Pool* & Spa* (*can be heate...
Home 4 / 4 / 10

*
Online booking available

$700 - $1200
Per Night

$3500 - $6000
Per Week

2 BR 11/2 Bath Hilton Head Beach Club - Pool and Courtyar...

Hilton Head Island
2 BR 11/2 Bath Hilton Head Beach Club - Pool and Courtyard View The Condo is styled as an eclectic ...
Condo 2 / 1.5 / 4

*
Online booking available

$115 - $215
Per Night

$550 - $1075
Per Week

Courtside 31- Gorgeous & Updated 1st Floor Flat

Hilton Head Island
Courtside 31 is a ground floor condo with easy access and no steps to navigate. Courtside is locate...
Condo 2 / 2 / 6

*
Online booking available

$110 - $210
Per Night

$550 - $1050
Per Week

5 Robin Street -Fully Renovated 3rd row ocean- New to Vrbo

Hilton Head Island
Inspired from the pages of Coastal Living Magazine this fantastic 4 bedroom home is just steps to th...
Home 4 / 3.5 / 10

*
Online booking available

$258 - $258
Per Night

$1795 - $5795
Per Week

Walk to Beach, Pool, Shopping, Pet Friendly, Free Bikes &...

Hilton Head Island
Walk to Beach, Pool, Shopping, Pet Friendly, Free Bikes & Tennis, 2 Master bd Be Right in the Middl...
Condo 3 / 3 / 6

*
Online booking available

$99 - $156
Per Night

$695 - $1395
Per Week

Captains Walk 481

Hilton Head Island
2 BD/2 BA fifth floor oceanfront villa. King & 2 Twin beds plus Sleep Sofa. Sofa linens available f...
Villa 2 / 2 / 6

*
Online booking available

$220 - $440
Per Night

$1100 - $2200
Per Week

Heritage Villas 2221

Hilton Head Island
3BD/3BA townhouse situated on #1 Green of Harbour Town Golf Links. King, 2 Queens & 2 Twins. Pool o...
Villa 3 / 3 / 8

*
Online booking available

$235 - $1000
Per Night

$1175 - $5000
Per Week

Racquet Club 2312 - Harbour Town Area One Level Condo

Hilton Head Island
Racquet Club is near the Sea Pines Center and the famous Harbour Town Yacht Basin. Both venues offer...
Condo 1 / 1 / 4

*
Online booking available

$119 - $195
Per Night

$595 - $975
Per Week

1103 Villamare-1st floor Villa just steps to the beach!

Hilton Head Island
Located Oceanfront in Palmetto Dunes, this nice villa looks toward the pool & ocean and is surround...
Villa 2 / 2 / 8

*
Online booking available

$114 - $114
Per Night

$795 - $1895
Per Week

Ocean One 119 - Oceanfront 1st Floor Condo

Hilton Head Island
The beach is steps away from your Ocean One patio at this oceanfront complex in South Forest Beach. ...
Condo 3 / 3 / 10

*
Online booking available

$230 - $530
Per Night

$1150 - $2650
Per Week

Ocean Dunes Villa 220 - 1 BR 1 BA Oceanfront Flat Hilton ...

Hilton Head Island
Ocean Dunes Villa 220 - 1 BR 1 BA Oceanfront Flat Hilton Head, Sc WIRELESS INTERNET!!!!! This nice...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
Per Week

198 Greens - 7 minutes walk to the beach. Cute 1 BR Townh...

Hilton Head Island
198 Greens - 7 minutes walk to the beach. Cute 1 BR Townhouse This 1 bedroom, 1.5 bath townhouse co...
Villa 1 / 1.5 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1195
Per Week

1873 Beachside Tennis

Hilton Head Island
This beautifully decorated and spacious 2 bedrooms, 2-bathroom beachfront villa offers breathtaking ...
Villa 2 / 2 / 6

*
Online booking available

$200 - $200
Per Night

$1395 - $2600
Per Week

1402 Seacrest - Fully renovated, 4th Floor Villa - Sleeps 8

Hilton Head Island
Completely Renovated - Just Beautiful!!! Incredible OCEANVIEWS from this 4th floor villa in Buildi...
Villa 2 / 2 / 8

*
Online booking available

$171 - $171
Per Night

$1200 - $2595
Per Week

Ocean One 407

Hilton Head Island
2 BD/2 BA ocean front villa. King & 2 Twin beds, Sleep Sofa ( sofa linensprovided for additional $25...
Villa 2 / 2 / 6

*
Online booking available

$220 - $440
Per Night

$1100 - $2200
Per Week

Ocean One 402 - Oceanside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 4 / 3 / 9

*
Online booking available

$250 - $530
Per Night

$1250 - $2650
Per Week

Seaside Villa 273 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa is one of the closest villas to the ocean and has a wonderful ocean view. This one bedroo...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

2302 Seacrest-3rd Floor and Beautiful Ocean Views & Quick...

Hilton Head Island
2302 Seacrest-3rd Floor and Beautiful Ocean Views & Quick walk to Dining, etc Beautiful designer de...
Villa 3 / 3 / 8

*
Online booking available

$185 - $185
Per Night

$1295 - $3295
Per Week

 

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