Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Lovely Ocean View 2 Bd/2Ba Villa with Pool & Poolside Spa!

Hilton Head Island
**Barrington Court 210** This lovely 2 Bedroom Villa is located on the second floor and offers be...
Villa 2 / 2 / 6

*
Online booking available

$250 - $600
Per Night

$1100 - $2500
Per Week

Ketch Court 825

Hilton Head Island
This is a Pet Friendly Villa! (Dogs Only - Must Call for Details) Ketch Court 825 is a two bedroom ...
Villa 2 / 1 / 6

*
Online booking available

$125 - $510
Per Night

$665 - $2555
Per Week

108 North Shore Place

Hilton Head Island
Welcome to 108 North Shore Place located directly across the street from the beach in North Forest B...
Condo 2 / 2 / 6

*
Online booking available

$140 - $275
Per Night

$980 - $1925
Per Week

Mooring Buoy 191, 4 Bedroom, Sleeps 10, Private Pool, Nea...

Hilton Head Island
Mooring Buoy is your perfect vacation destination here at Hilton Head Island. Located on a quiet str...
Home 4 / 4.5 / 10

*
Online booking available

$285 - $828
Per Night

$1995 - $5794
Per Week

St. Andrews Common 1774, 1 Bedroom, Pool, Pet Friendly, S...

Hilton Head Island
Bring your dog, bring your friends, and enjoy a wonderful Hilton Head Island vacation at St. Andrews...
Condo 1 / 1.5 / 4

*
Online booking available

$99 - $201
Per Night

$694 - $1409
Per Week

Water Oak 24, 2 Br, 3Ba, Golf View, Large Pool, Wifi, Sle...

Hilton Head Island
With lush golf course views right off your patio and an easy walk or bike ride to the beach, Water O...
Condo 2 / 3 / 8

*
Online booking available

$116 - $227
Per Night

$811 - $1586
Per Week

Xanadu 12-B, 3 Bedroom, Pool, Tennis, Walk to Beach, Sleep 8

Hilton Head Island
Xanadu 12-B Villas is a 3 bedroom, 3 bath spacious villa, the only 3rd row from the beach, has a bea...
Condo 3 / 3 / 8

*
Online booking available

$142 - $279
Per Night

$992 - $1954
Per Week

Courtside 97 - 1st Floor Flat - Wonderful Ground Floor Flat

Hilton Head Island
Courtside 97 is a favorite among repeat guests with it's close proximity to the pool and short walk ...
Condo 2 / 2 / 6

*
Online booking available

$130 - $225
Per Night

$650 - $1125
Per Week

1620 Port Villa-Fully Renovated and Wow views of Braddock...

Hilton Head Island
1620 Port Villa-Fully Renovated and Wow views of Braddock Cove. No expense has been spared on this ...
Villa 4 / 3.5 / 8

*
Online booking available

$340 - $340
Per Night

$1007 - $2525
Per Week

Seaside Villa 152 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed, fully equipped kitchen, living and dinin...
Condo 1 / 1 / 6

*
Online booking available

$78 - $162
Per Night

$345 - $865
Per Week

Seaside Villa 277 Oceanview close to beach, dining, shopp...

Hilton Head Island
Seaside Villa 277 Oceanview close to beach, dining, shopping & Coligny This villa offers a separate...
Condo 1 / 1 / 6

*
Online booking available

$78 - $162
Per Night

$345 - $865
Per Week

Beautiful Beachside Villa Overlooking Pool, Sound & Ocean...

Hilton Head Island
Beautiful Beachside Villa Overlooking Pool, Sound & Ocean. Walk to Salty Dog! **Beachside Tennis 18...
Villa 2 / 2 / 6

*
Online booking available

$250 - $400
Per Night

$1100 - $2750
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

$375 - $800
Per Night

$1750 - $3750
Per Week

Laughing Gull 04

Hilton Head Island
This home sits on the pathway to the beach, just four rows back from the ocean. It has an open plan ...
Home 4 / 4 / 8

*
Online booking available

$260 - $640
Per Night

$1330 - $3185
Per Week

Old Military Road 15

Hilton Head Island
This newly updated ranch style home offers a peaceful island retreat with a private pool. Heating is...
Home 3 / 2 / 7

*
Online booking available

$270 - $650
Per Night

$1365 - $3255
Per Week

1403 S. Beach Villas- Steps to the Beach & South Beach Ma...

Hilton Head Island
1403 S. Beach Villas- Steps to the Beach & South Beach Marina. This townhouse conveniently located ...
Villa 4 / 3 / 7

*
Online booking available

$280 - $280
Per Night

$1066 - $3287
Per Week

2 BR/2 Bath Evian Villa with Pool & Free Tennis on site!

Hilton Head Island
**Evian 231** This charming 2nd story villa is nestled within the private community of Evian in S...
Villa 2 / 2 / 7

*
Online booking available

$190 - $300
Per Night

$825 - $1550
Per Week

Seascape Villa 3261, 2 bedroom, 2 bath, lagoon view

Hilton Head Island
Seascape Villa 3261 is a two story, two bedroom, two bath villa with a sleeper sofa and adjacent cha...
Condo 2 / 2 / 6

*
Online booking available

$82 - $202
Per Night

$485 - $1010
Per Week

Ocean Walk 203, 2 Bedrooms, Walk to Beach, Wifi, Pool Spa...

Hilton Head Island
With a beautiful indoor and outdoor community pools and hot tub along with a private balcony all you...
Condo 2 / 2 / 6

*
Online booking available

$116 - $227
Per Night

$811 - $1586
Per Week

Ocean Dunes Villa 315 - Beautiful Oceanfront, Beach and P...

Hilton Head Island
Ocean Dunes Villa 315 - Beautiful Oceanfront, Beach and Pool view. This one bedroom villa has a ful...
Condo 1 / 1 / 6

*
Online booking available

$101 - $203
Per Night

$560 - $1075
Per Week

Carolina Beach Club 529 - Spectacular Ocean View with Hea...

Hilton Head Island
Carolina Beach Club 529 - Spectacular Ocean View with Heated Pool Welcome to Carolina Beach Club 52...
Condo 2 / 2 / 6

*
Online booking available

$133 - $262
Per Night

$740 - $1310
Per Week

Surf Court 4 - Updated 2 bedroom - Short Walk to the Beach

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

*
Online booking available

$140 - $239
Per Night

$700 - $1195
Per Week

Surf Court 14 - Impressive Must See!! Forest Beach Townhouse

Hilton Head Island
Surf Court 14 is a two-story townhouse, one flight above street level. These properties are within 1...
Condo 2 / 2.5 / 8

*
Online booking available

$140 - $239
Per Night

$700 - $1195
Per Week

1101 Villamare-1st floor Oceanfront villa overlooking poo...

Hilton Head Island
1101 Villamare-1st floor Oceanfront villa overlooking pool/ocean. This beach themed 2 bedroom, 2 ba...
Villa 2 / 2 / 7

*
Online booking available

$240 - $240
Per Night

$938 - $2533
Per Week

1303 Seacrest - 3rd Floor - Gorgeous Ocean Views & Walk t...

Hilton Head Island
1303 Seacrest - 3rd Floor - Gorgeous Ocean Views & Walk to Shopping & Dining Delightful 2 bedroom, ...
Villa 2 / 2 / 8

*
Online booking available

$280 - $280
Per Night

$1043 - $2836
Per Week

 

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