Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Beach & Tennis Admirals Row 105, Ocean Front, 1 Bedroom, ...

Hilton Head Island
The Hilton Head Beach and Tennis Resort is your final destination for fun during your vacation. When...
Condo 1 / 1 / 6

*
Online booking available

$104 - $208
Per Night

$730 - $1458
Per Week

Greens 203, 1 Bedroom, End Unit, Large Pool, Golf View, S...

Hilton Head Island
203 The Greens is a great vacation destination in the beautiful Shipyard Plantation. Located within ...
Condo 1 / 1.5 / 4

*
Online booking available

$89 - $192
Per Night

$625 - $1342
Per Week

Award-Winning Palmetto Dunes 6Br w/ Private Pool, Hot Tub...

Hilton Head Island
Award-Winning Palmetto Dunes 6Br w/ Private Pool, Hot Tub & Multiple Decks Luxurious beach vacation...
Home 6 / 6.5 / 17

*
Online booking available

$525 - $739
Per Night

$3662 - $7847
Per Week

6 Cassina-3rd Row Ocean with Pool/Spa & Steps to the Beach.

Hilton Head Island
Enjoy this dramatic, funky, and fun 4 Bedroom, 4.5 bath beach house with *heated pool and spa. Locat...
Home 4 / 4.5 / 10

*
Online booking available

$320 - $320
Per Night

$1595 - $4872
Per Week

2411 Seacrest-Beautiful, Oceanview & Updated.

Hilton Head Island
This exceptional 2 bedroom, 2 bath ocean view villa is located on the fourth floor at the SeaCrest R...
Villa 2 / 2 / 8

*
Online booking available

$200 - $280
Per Night

$995 - $2625
Per Week

Surf Court 64 - Stunning Beach Condo - Short Walk to the ...

Hilton Head Island
Surf Court 64 - Stunning Beach Condo - Short Walk to the Ocean. Surf Court is an ocean-oriented com...
Condo 2 / 2.5 / 6

*
Online booking available

$120 - $225
Per Night

$600 - $1125
Per Week

Shorewood 333 -Renovated Oceanview 3rd Floor Condo with S...

Hilton Head Island
Shorewood 333 -Renovated Oceanview 3rd Floor Condo with Stunning Views Shorewood is hands down one ...
Condo 2 / 2 / 6

*
Online booking available

$200 - $420
Per Night

$1000 - $2100
Per Week

1832 Beachside Tennis - Gorgeous Views of Calibogue Sound

Hilton Head Island
You will not want to leave! Not enough can be said to describe the beautiful views and the wonderful...
Villa 2 / 2 / 8

*
Online booking available

$180 - $240
Per Night

$875 - $2536
Per Week

27 Singleton Beach Place: Oceanfront

Hilton Head Island
This 6 bedroom 6.5 bathroom home sleeps 18 and is sure to please with its open concept floor plan an...
Home 6 / 6.5 / 18

*
Online booking available

$835 - $2325
Per Night

$4935 - $16275
Per Week

14 Singleton Shores Manor

Hilton Head Island
Views, Views, Views! 14 Singleton Shores Manor offers marsh and ocean views from every level of the ...
Home 6 / 6.5 / 20

*
Online booking available

$575 - $1190
Per Night

$2975 - $8330
Per Week

Canvas Back 02

Hilton Head Island
Canvas Back 2 is a six bedroom home located in Sea Pines, just seven rows back from the beach. This ...
Home 6 / 6 / 15

*
Online booking available

$650 - $1415
Per Night

$3255 - $7070
Per Week

Sandhill Crane 16

Hilton Head Island
This is a Dog Friendly Home! (Off Season Only - Must Call for Details & Restrictions) The recently ...
Home 4 / 3 / 10

*
Online booking available

$575 - $1245
Per Night

$2870 - $6230
Per Week

Wendover Dunes 8136

Hilton Head Island
This is a Pet Friendly Condo! (Dogs Only - Must Call for Details) Wendover Dunes 8136 is a second f...
Condo 2 / 2 / 8

*
Online booking available

$205 - $470
Per Night

$1015 - $2380
Per Week

Captains Walk 444, 2 Bedrooms, Oceanfront, Pool

Hilton Head Island
Are you planning a vacation? Do you want to enjoy a beach life? Do you want to be the first guest of...
Condo 2 / 2 / 6

*
Online booking available

$218 - $492
Per Night

$1523 - $3442
Per Week

Ocean Dunes Villas 214 - Direct Oceanfront Flat facing th...

Hilton Head Island
Ocean Dunes Villas 214 - Direct Oceanfront Flat facing the Atlantic Ocean This one bedroom villa ha...
Condo 1 / 1 / 6

*
Online booking available

$101 - $215
Per Night

$560 - $1075
Per Week

209 Shorewood - Direct Oceanfront! Unbelievable views.

Hilton Head Island
Beautifully decorated with hardwood flooring and nautical blue and white furnishings, this 2 bedroom...
Villa 2 / 2 / 6

*
Online booking available

$220 - $300
Per Night

$1050 - $2642
Per Week

Courtside 55 - Forest Beach 1st Floor Flat

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2 / 6

*
Online booking available

$130 - $225
Per Night

$650 - $1125
Per Week

190 Twin Oaks-Wow! View of the famous Harbour Town Golf L...

Hilton Head Island
190 Twin Oaks-Wow! View of the famous Harbour Town Golf Links/Fully Renovated Newly renovated, this...
Villa 2 / 2 / 4

*
Online booking available

$240 - $300
Per Night

$700 - $4500
Per Week

Direct Oceanfront home, 5 BRs, 5.5 Baths with Private Pool

Hilton Head Island
**Collier Beach 16** This exquisite 3 story Oceanfront Home offers the ultimate Vacation Retreat ...
Home 5 / 5.5 / 12

*
Online booking available

$1000 - $1600
Per Night

$5000 - $12000
Per Week

Oceanfront 5 Bedroom Beach Home with Large Pool & Spa

Hilton Head Island
**Flotilla 7** This 4000+ sq. ft. 3 level oceanfront beach home offers beautiful views of the oce...
Home 5 / 5.5 / 14

*
Online booking available

$750 - $1360
Per Night

$3750 - $9350
Per Week

Queens Grant 597

Hilton Head Island
Queens Grant 597 is a recently remodeled two bedroom villa located just a short walk from the beach,...
Villa 2 / 2 / 6

*
Online booking available

$135 - $295
Per Night

$700 - $1470
Per Week

St. Andrews Common 1758, End Unit, 2 Bedrooms, Pool, Slee...

Hilton Head Island
1758 St. Andrews Common in Palmetto Dunes. This spacious 1st floor St. Andrews property with a priva...
Condo 2 / 2 / 7

*
Online booking available

$113 - $216
Per Night

$788 - $1511
Per Week

2 Bedrooms - Golf Views - Townhouse

Hilton Head Island
Evian 125 has lovely decor and beautiful views. The town home has a large French doors leading ont...
Villa 2 / 2 / 6

*
Online booking available

$130 - $225
Per Night

$650 - $1125
Per Week

7 Guscio Way- Direct Ocean Front Home w/ Elevator, Pool &...

Hilton Head Island
7 Guscio Way- Direct Ocean Front Home w/ Elevator, Pool & Spa Spectacular oceanfront North Forest B...
Home 7 / 7.5 / 24

*
Online booking available

$1140 - $1140
Per Night

$4900 - $14300
Per Week

2 BR, 1 1/2 bath Ocean Oriented Coligny Villa - Close to ...

Hilton Head Island
2 BR, 1 1/2 bath Ocean Oriented Coligny Villa - Close to Coligny Plaza Welcome to Coligny Villas!! ...
Condo 2 / 1.5 / 4

*
Online booking available

$82 - $186
Per Night

$485 - $930
Per Week

 

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