Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

13 Mizzenmast Court-Golf Course View w/ Pool and Quick wa...

Hilton Head Island
13 Mizzenmast Court-Golf Course View w/ Pool and Quick walk to Harbourtown This beautifully decorat...
Home 3 / 2.5 / 7

*
Online booking available

$1774 - $12000
Per Week

31 Singleton Beach Place: Direct Oceanfront Luxury Home -...

Hilton Head Island
First Floor: Kitchen, Living, Dining (table seats 14 and bar seats 6), TV, Two Half Baths, Laundry, ...
Home 6 / 9 / 20

*
Online booking available

$1150 - $2770
Per Night

$6825 - $19390
Per Week

2386 Lighthouse Tennis

Hilton Head Island
Warm relaxing views await you at 2386 Lighthouse Tennis. This 2nd floor upper villa has cathedral ce...
Villa 2 / 2 / 6

*
Online booking available

$150 - $255
Per Night

$1050 - $1785
Per Week

31 Springwood Villa

Hilton Head Island
Come relax in our completed renovated Springwood Villa. This 1st floor 2 bedroom, 2 bathroom villa f...
Villa 2 / 2 / 6

*
Online booking available

$105 - $250
Per Night

$735 - $1435
Per Week

12 Greenwing Teal - Oceanviews

Hilton Head Island
The very best in coastal living! This wonderful 4BR, 3BA home has ocean views and a private *heated ...
Home 4 / 3 / 11

*
Online booking available

$3295 - $8190
Per Week

16 Surf Scoter - 4th Row Ocean and Spacious.

Hilton Head Island
What a great Sea Pines Style house that greets you inside with a large Savannah Grey Brick fireplac...
Home 4 / 4.5 / 10

*
Online booking available

$2595 - $8924
Per Week

Bluff Villas 1673

Hilton Head Island
Bluff 1673 is a two-bedroom, two-bathroom villa located a short walk away from the beach in the Sout...
Villa 2 / 2 / 6

*
Online booking available

$165 - $360
Per Night

$875 - $1820
Per Week

Stoney Creek Villa 268

Hilton Head Island
Stoney Creek 268 is a one bedroom villa located just a short walk from Harbour Town in Sea Pines. T...
Villa 1 / 1 / 4

*
Online booking available

$130 - $405
Per Night

$665 - $2065
Per Week

Villamare 3231

Hilton Head Island
This recently remodeled two bedroom condo has been upgraded from floor to ceiling. The renovations i...
Villa 2 / 2 / 8

*
Online booking available

$310 - $660
Per Night

$1575 - $3325
Per Week

Windsor Court N. 4204

Hilton Head Island
Windsor Court North 4204 is an ocean view, one bedroom condo located in Palmetto Dunes. This condo i...
Condo 1 / 2 / 4

*
Online booking available

$240 - $490
Per Night

$1190 - $2520
Per Week

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

$99 - $230
Per Night

$851 - $851
Per Week

Beachwalk 186, 1 Bedroom, Pool, Near Beach, Sleeps 4

Hilton Head Island
186 Beachwalk, Shipyard Plantation. This very attractive 1BR/2 full bath, second-floor Beachwalk vil...
Condo 1 / 2 / 4

*
Online booking available

$99 - $219
Per Night

$810 - $810
Per Week

1851 Beachside Tennis - Gorgeous VIes of Calibogue Sound!

Hilton Head Island
This stunning 2 bedroom, 2-bathroom 1st floor beachfront villa is just fabulous! Located on the 1st ...
Villa 2 / 2 / 7

*
Online booking available

$1366 - $4672
Per Week

Ocean One 402 - Beachside 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

$270 - $560
Per Night

$1350 - $2800
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 This beautiful 2 bedro...
Villa 2 / 2 / 8

*
Online booking available

$1366 - $4672
Per Week

Deluxe Seaside Villa 241 - 1 BR 1 BA Oceanside Flat

Hilton Head Island
This condo is one you?ll definitely want to stay in again!! Completely remodeled in 2015 with all n...
Condo 1 / 1 / 5

*
Online booking available

$94 - $184
Per Night

$420 - $920
Per Week

Beautiful 34 Ocean Breeze beach oriented. Pet friendly, f...

Hilton Head Island
Beautiful 34 Ocean Breeze beach oriented. Pet friendly, free bikes and tennis The following ameniti...
Condo 2 / 2.5 / 6

*
Online booking available

$99 - $141
Per Night

$495 - $995
Per Week

8 Osprey - Oceanviews from your porch & 25 steps to the b...

Hilton Head Island
8 Osprey - Oceanviews from your porch & 25 steps to the beach. Just steps to the beach! This newly ...
Home 5 / 3.5 / 11

*
Online booking available

$3226 - $11049
Per Week

Bradley Beach 42, 6 Bedrooms, Private Pool, Near Ocean Sl...

Hilton Head Island
Bradley Beach 42 is a 6 bedroom, 4.5 bathroom home with small pool offers fun, charm, and excitement...
Home 6 / 4.5 / 13

*
Online booking available

$333 - $891
Per Night

$3295 - $3295
Per Week

St. Andrews Common 1753, 2 Bedrooms, Pet Friendly, Sleeps 7

Hilton Head Island
1753 St. Andrews Commons in Palmetto Dunes. Enter this property and let your cares slip away! Cozy a...
Condo 2 / 2 / 7

*
Online booking available

$107 - $239
Per Night

$884 - $884
Per Week

Seaside Villa 176 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
More pictures to follow still underway... Seaside 176 is a nicely furnished one bedroom, one bathr...
Condo 1 / 1 / 6

*
Online booking available

$94 - $184
Per Night

$420 - $920
Per Week

12 Portside - Beautiful Braddock Cove Views - 4 BR Home.

Hilton Head Island
Outstanding is the thought that comes to mind when describing this lovely 4 bedroom, 4 bath Portside...
Home 4 / 4 / 8

*
Online booking available

$1595 - $4144
Per Week

2212 Seacrest - 2nd Floor, 3 BR, Oceanviews and more. Bea...

Hilton Head Island
2212 Seacrest - 2nd Floor, 3 BR, Oceanviews and more. Beautiful!!! The beach is beckoning you from ...
Villa 3 / 3 / 8

*
Online booking available

$1762 - $6033
Per Week

6 Bayberry - Family Friendly, 3rd Row Ocean & 4 Bedrooms

Hilton Head Island
In November of 2015 this wonderful 3rd row home with private *heated pool & spa was updated with all...
Home 4 / 3 / 12

*
Online booking available

$2095 - $7648
Per Week

9 Driftwood-Oceanfront w/ Large 15 x 34 Pool

Hilton Head Island
Outstanding 4 bedroom, 4 bath OCEANFRONT home with *HEATED POOL & SPA and stunning oceanfront views....
Home 4 / 4.5 / 8

*
Online booking available

$4795 - $18694
Per Week

 

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