Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

40 Ocean Breeze, Updated for 2017! Pet Friendly, Free Bik...

Hilton Head Island
40 Ocean Breeze, Updated for 2017! Pet Friendly, Free Bikes, Tennis & Pool Upgrades abound, new fur...
Condo 3 / 3 / 8

*
Online booking available

$133 - $183
Per Night

$695 - $1495
Per Week

Seaside Villa 234 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
Seaside 234 is a beautifully decorated villa that offers a separate bedroom with a queen size bed, f...
Condo 1 / 1 / 4

*
Online booking available

$94 - $184
Per Night

$420 - $920
Per Week

Brand New Beautiful Breakers Villa. Sleeps 4, Free Bikes,...

Hilton Head Island
Brand New Beautiful Breakers Villa. Sleeps 4, Free Bikes, Pool Beachfront Paradise The best kitche...
Villa 1 / 1 / 4

*
Online booking available

$121 - $154
Per Night

$725 - $1150
Per Week

3410 Carolina Place

Hilton Head Island
Come unwind in this beautiful 2 bedroom plus loft villa near the entrance to Sea Pines. Carolina Pla...
Villa 3 / 3 / 8

*
Online booking available

$185 - $295
Per Night

$1295 - $2065
Per Week

Charming 3 bedroom home in Sea Pines with Private Pool

Hilton Head Island
**Water Oak 33** This lovely 3 Bedroom home is situated within the Sea Pines Resort and features ...
Home 3 / 3 / 8

*
Online booking available

$350 - $750
Per Night

$1750 - $3750
Per Week

196 Beachwalk

Hilton Head Island
Beautiful, Spacious, Incredible View and Close to the Beach!3 Bedrooms3 Full Baths and 1 Half Bath2 ...
Home 3 / 3 / 10

*
Online booking available

$230 - $345
Per Night

$1365 - $2170
Per Week

Bluff Villas 1724

Hilton Head Island
Bluff Villa 1724 is a two bedroom villa located in the South Beach area of Sea Pines and offers a vi...
Villa 2 / 2 / 6

*
Online booking available

$180 - $370
Per Night

$910 - $1890
Per Week

Oceanwood 101

Hilton Head Island
This elevated, oceanfront home sits in a quaint North Forest Beach neighborhood and provides a commu...
Home 4 / 3 / 8

*
Online booking available

$515 - $1105
Per Night

$2625 - $5565
Per Week

Plantation Club 464

Hilton Head Island
Golf Course Renovation through late September 2016 – Call Office for Details. Plantation Club 464 i...
Villa 2 / 2 / 6

*
Online booking available

$165 - $415
Per Night

$875 - $2100
Per Week

10 Knotts Way

Hilton Head Island
Welcome to 10 Knotts Way a beautifully appointed 3 story home in a gated community in North Forest B...
Home 6 / 6.5 / 16

*
Online booking available

$625 - $1440
Per Night

$4375 - $10080
Per Week

3402 Seacrest - Direct Oceanfront views!

Hilton Head Island
Beautiful views of the ocean from this 4th floor, 2 bedroom, 2 bath SeaCrest villa! Newly updated w...
Villa 2 / 2 / 8

*
Online booking available

$1695 - $3995
Per Week

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

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

*
Online booking available

$1295 - $3295
Per Week

1809 Bluff Villas - Steps to Beach, Marina & Pool

Hilton Head Island
This spacious 2 bedroom, 2 bath flat with a pretty view of Braddock Cove and is beautifully furnishe...
Villa 2 / 2 / 6

*
Online booking available

$795 - $1495
Per Week

Sea Crest 2110 - Oceanside 1st Floor Condo

Hilton Head Island
Sea Crest is an Ocean Front resort with all the amenities you could ask for. On-site gym, restauran...
Condo 2 / 2 / 6

*
Online booking available

$185 - $380
Per Night

$925 - $1900
Per Week

Ocean Dunes Villas 210 - 1 BR 1 BA Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$114 - $215
Per Night

$560 - $1075
Per Week

Racquet Club Villas 2321- Charming Sea Pines 1 BR plus Bo...

Hilton Head Island
Racquet Club Villas 2321- Charming Sea Pines 1 BR plus Bonus Loft!! Racquet Club 2321 is a cozy vil...
Villa 1 / 2 / 6

*
Online booking available

$130 - $210
Per Night

$650 - $1050
Per Week

N. Sea Pines Dr. 171

Hilton Head Island
Golf Course Renovation through late September 2016 – Call Office for Details. North Sea Pines Dr. 1...
Home 4 / 4 / 10

*
Online booking available

$600 - $1300
Per Night

$3010 - $6545
Per Week

401 Ocean One Villas - Direct Ocean Front!

Hilton Head Island
Enjoy spectacular views from this 4 bedroom, 3 bath OCEANFRONT villa in Ocean One Villas. Located in...
Villa 4 / 3 / 10

*
Online booking available

$1695 - $3995
Per Week

1108 Villamare - 1st floor renovated Oceanview Villamare ...

Hilton Head Island
1108 Villamare - 1st floor renovated Oceanview Villamare - Sleeps 6 Located Oceanfront in Palmetto ...
Villa 2 / 2 / 6

*
Online booking available

$995 - $2095
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 / 4.5 / 10

*
Online booking available

$1195 - $3395
Per Week

206 Barrington Arms- Oceanfront and Beautiful

Hilton Head Island
Enjoy a fabulous vacation in the luxurious Barrington Villas. This 1 bedroom, 1.5 Bath 2nd floor oce...
Villa 1 / 1.5 / 4

*
Online booking available

$895 - $1695
Per Week

Courtside 110 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex, about 1 1/2 blocks to the beach. Courtside 110 is a 3 story...
Condo 3 / 3.8 / 8

*
Online booking available

$185 - $310
Per Night

$925 - $1550
Per Week

26 Ocean Club- Oceanfront Complex - Pool Side - Fully Ren...

Hilton Head Island
26 Ocean Club- Oceanfront Complex - Pool Side - Fully Renovated - Beautifully renovated and redecor...
Villa 2 / 2 / 8

*
Online booking available

$1195 - $1895
Per Week

4 BR Home on the Ocean Side with Private Pool & Pet Friendly

Hilton Head Island
**Seaspray 1** This casual Beach House is just 2 houses from the Beach & offers a large Wrap Arou...
Home 4 / 3 / 10

*
Online booking available

$340 - $520
Per Night

$1700 - $4000
Per Week

Queens Grant 676

Hilton Head Island
Queens Grant 676 is a two bedroom villa located just a short walk from the beach, golf courses and t...
Villa 2 / 2 / 4

*
Online booking available

$155 - $335
Per Night

$805 - $1680
Per Week

 

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