Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

523 Plantation Club, Beautifully Renovated, Free Bikes, P...

Hilton Head Island
523 Plantation Club, Beautifully Renovated, Free Bikes, Pool, Pet Friendly Plantation Club is locat...
Villa 2 / 2 / 6

*
Online booking available

$116 - $500
Per Night

$595 - $2000
Per Week

5003 Treetops, New Elegant Renovated Beach Villa, Free Bi...

Hilton Head Island
5003 Treetops, New Elegant Renovated Beach Villa, Free Bikes, Tennis, Pool If you're looking for mo...
Villa 2 / 2.5 / 6

*
Online booking available

$99 - $133
Per Night

$495 - $995
Per Week

18 Beachside - Just steps to the beach and The Salty Dog

Hilton Head Island
This lovely 4 bedroom Beachside home is just steps to the beach and right across the street from the...
Home 4 / 4 / 8

*
Online booking available

$720 - $720
Per Night

$1319 - $4618
Per Week

4 BR Oceanview Home with Private Pool just 20 yards to th...

Hilton Head Island
4 BR Oceanview Home with Private Pool just 20 yards to the Beach! **Dune Lane 116** Ideal for Be...
Home 4 / 3.5 / 10

*
Online booking available

$560 - $900
Per Night

$2800 - $4500
Per Week

Pet Friendly Townhouse with Partial Golf Views & Pool on ...

Hilton Head Island
Pet Friendly Townhouse with Partial Golf Views & Pool on Site. **Shipmaster 604** This charming ...
Villa 2 / 2.5 / 5

*
Online booking available

$170 - $300
Per Night

$850 - $1300
Per Week

410 Captain's Walk

Hilton Head Island
410 Captain's Walk is a beautiful two bedroom two full bath oceanfront condo. This condo is immacula...
Villa 2 / 2 / 6

*
Online booking available

$320 - $500
Per Night

$2030 - $3500
Per Week

1206 Villamare Villas

Hilton Head Island
Completely Remodeled3 Bedrooms All with Ensuite Private BathsEach Bedroom has its own oceanside priv...
Condo 3 / 3 / 8

*
Online booking available

$530 - $845
Per Night

$3220 - $5915
Per Week

Lake Forest 3360

Hilton Head Island
Lake Forest 3360 is a beautifully updated town-home overlooking the lagoon. The kitchen features gr...
Villa 3 / 3 / 6

*
Online booking available

$180 - $385
Per Night

$910 - $1925
Per Week

Muirfield 10

Hilton Head Island
This is a Pet Friendly Home! (Dogs Only - Must Call for Details) Situated along the second hole of ...
Home 3 / 3 / 8

*
Online booking available

$260 - $1535
Per Night

$1365 - $7700
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

New for 2017! Beautifully remodeled Sea Pines home, golf ...

Hilton Head Island
New for 2017! Beautifully remodeled Sea Pines home, golf views, free bikes 20 Tupelo Road! In the h...
Home 3 / 2 / 8

*
Online booking available

$166 - $625
Per Night

$895 - $2500
Per Week

2503 Seacrest- Ocean views & Beautiful Interior. 7/22 & 7...

Hilton Head Island
2503 Seacrest- Ocean views & Beautiful Interior. 7/22 & 7/29 Weeks Available This 1 bedroom, 1.5 ba...
Villa 1 / 1.5 / 4

*
Online booking available

$340 - $440
Per Night

$1155 - $3034
Per Week

2 Quail- 5th row ocean. Beautiful home!

Hilton Head Island
Magnificent custom built 5th row ocean home in North Forest Beach perfect for large family vacations...
Home 7 / 5.5 / 17

*
Online booking available

$1859 - $1859
Per Night

$3570 - $11305
Per Week

Fantastic Sunset Vews of the Calibogue Sound from this Be...

Hilton Head Island
Fantastic Sunset Vews of the Calibogue Sound from this Beautiful Townhouse **Schooner Court 704** ...
Villa 4 / 4.5 / 8

*
Online booking available

$300 - $1000
Per Night

$1500 - $5000
Per Week

Heath 20

Hilton Head Island
This pleasant, four bedroom home includes a private loft with sleeping area and is a great choice fo...
Home 5 / 4 / 14

*
Online booking available

$445 - $995
Per Night

$2240 - $5005
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

$335 - $710
Per Night

$1680 - $3570
Per Week

Shorewood 133

Hilton Head Island
Shorewood 133 is a two bedroom, two bathroom condo located in the Forest Beach area is offers slight...
Villa 2 / 2 / 6

*
Online booking available

$250 - $515
Per Night

$1260 - $2625
Per Week

Bradley Beach 40, 4 Bedrooms, Private Pool, Walk to Ocean...

Hilton Head Island
Look no further and be prepared to be pleasantly surprised. Bradley Beach 40 is a lovely 4 bedroom, ...
Home 4 / 3.5 / 12

*
Online booking available

$224 - $659
Per Night

$2833 - $2833
Per Week

Harbourside One 7129, 3 Bedroom, Marina View, Sleeps 6

Hilton Head Island
7129 Harbourside One in Shelter Cove Harbor is a 3 bedroom, 3 bath penthouse that has it all! With i...
Condo 3 / 3 / 6

*
Online booking available

$143 - $359
Per Night

$1116 - $1544
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

$128 - $290
Per Night

$1247 - $1247
Per Week

New to Market, 4 Bd, Bike to Sea Pines Beach, Free Bikes ...

Hilton Head Island
New to Market, 4 Bd, Bike to Sea Pines Beach, Free Bikes & Beach Chairs BOOK NOW! 4 BD Sea Pines Ho...
Home 4 / 3.5 / 9

*
Online booking available

$283 - $750
Per Night

$1395 - $3495
Per Week

806 Tennismaster - 3 Bedroom Villa with golf course views!

Hilton Head Island
806 Tennismaster is a newly renovated 3 bedroom, 3.5 townhouse in Shipyard Plantation. This gorgeous...
Villa 3 / 3.5 / 8

*
Online booking available

$220 - $320
Per Night

$695 - $1595
Per Week

3205 Wcs - Beautiful Oceanview luxury villa w/ Oceanfront...

Hilton Head Island
3205 Wcs - Beautiful Oceanview luxury villa w/ Oceanfront Pool This two bedroom oceanfront , 2nd fl...
Villa 2 / 2 / 6

*
Online booking available

$360 - $520
Per Night

$1240 - $3630
Per Week

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 1 Year under new ownersh...
Condo 3 / 3 / 8

*
Online booking available

$133 - $183
Per Night

$695 - $1495
Per Week

21 Singleton Beach Place

Hilton Head Island
First Floor: Kitchen Living, Dining, Access to Pool (15' x 13'- Can be heated for $500/week) and Dec...
Home 6 / 7.5 / 18

*
Online booking available

$880 - $2285
Per Night

$5005 - $15995
Per Week

 

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