Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Spacious Sea Pines Townhome, Free Bikes, Walk to Beach, P...

Hilton Head Island
Spacious Sea Pines Townhome, Free Bikes, Walk to Beach, Pool, Golfer's Dream Amazing Golf Course Vi...
Villa 3 / 3.5 / 8

*
Online booking available

$128 - $600
Per Night

$795 - $2400
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 and u...
Villa 2 / 2 / 4

*
Online booking available

$1195 - $1795
Per Week

17 Kingston Cove-Charming beach cottage & renovated! 5 Mi...

Hilton Head Island
17 Kingston Cove-Charming beach cottage & renovated! 5 Min Bike Ride to beach This cute beach cotta...
Home 3 / 2 / 8

*
Online booking available

$595 - $1595
Per Week

104 Northshore Place- 2 BR Villa just 100 Yards to the Be...

Hilton Head Island
104 Northshore Place- 2 BR Villa just 100 Yards to the Beach! Beautiful, ocean-oriented, 2 bedroom...
Villa 2 / 2 / 6

*
Online booking available

$695 - $1795
Per Week

1607 Port Villas - Gorgeous views of Braddock Cove

Hilton Head Island
This lovely 2 bedroom, 2.5 bath villa is located in the South Beach area of Sea Pines Plantation. ...
Villa 2 / 2.5 / 6

*
Online booking available

$995 - $1595
Per Week

Surf Court 81 - Forest Beach Townhouse

Hilton Head Island
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townh...
Condo 2 / 2.5 / 4

*
Online booking available

$120 - $205
Per Night

$600 - $1025
Per Week

Springwood 26 - Forest Beach Townhouse

Hilton Head Island
Springwood is an ocean-oriented complex with first-floor apartments and townhouses. Springwood 26 is...
Condo 3 / 3.5 / 6

*
Online booking available

$155 - $265
Per Night

$775 - $1325
Per Week

Beautiful views from this lovely 2 bedroom ocean view villa!

Hilton Head Island
Beautiful angled ocean views from this lovely 2 bedroom ocean view villa! Decorated in light, bright...
Villa 2 / 2 / 6

*
Online booking available

$795 - $1995
Per Week

1720 Bluff-Beautiful views & renovated! 1st Floor and min...

Hilton Head Island
1720 Bluff-Beautiful views & renovated! 1st Floor and minutes to the marina. This charming two bedr...
Villa 2 / 2 / 4

*
Online booking available

$795 - $1495
Per Week

New To Market! Pet Friendly 3 BR Heritage Villa, Free Bik...

Hilton Head Island
New To Market! Pet Friendly 3 BR Heritage Villa, Free Bikes and Tennis 2301 Heritage Villas Prime ...
Villa 3 / 3 / 8

*
Online booking available

$135 - $750
Per Night

$845 - $3000
Per Week

Fabulous Ocean Views from this 2 Bedroom Villa in Shorewood

Hilton Head Island
**Shorewood 433** Situated on the 4th floor this charming villa looks directly out to the Oceanfr...
Villa 2 / 2 / 6

*
Online booking available

$200 - $440
Per Night

$1000 - $1850
Per Week

404 North Shore Place-Bright and airy 4th Floor Villa-100...

Hilton Head Island
404 North Shore Place-Bright and airy 4th Floor Villa-100 yards to the beach. This ocean-oriented 2...
Villa 2 / 2 / 6

*
Online booking available

$695 - $1795
Per Week

11 Flotilla- Oceanfront & Available 5/28 & 7/23 weeks

Hilton Head Island
Spectacular OCEANFRONT home that is newly decorated. This lovely 5 bedroom 5.5 bath home with *PRIV...
Home 5 / 5.5 / 10

*
Online booking available

$4395 - $11095
Per Week

3507 Windsor Court South-Oceanfront 5th Floor - 6/25-7/2 ...

Hilton Head Island
3507 Windsor Court South-Oceanfront 5th Floor - 6/25-7/2 Week Available This 5th floor OCEANFRONT p...
Villa 3 / 3 / 8

*
Online booking available

$1595 - $3895
Per Week

66 Dune Lane-2nd Row Ocean & 5 Bedrooms w/ Pool & Hot Tub

Hilton Head Island
Beautifully remodeled Forest Beach home rental leaves nothing to chance. 5 bedrooms (5th bedroom ha...
Home 5 / 5 / 10

*
Online booking available

$2395 - $6095
Per Week

2311 Racquet Club-Beautiful 1st floor flat quick walk to ...

Hilton Head Island
2311 Racquet Club-Beautiful 1st floor flat quick walk to Harbour Town! Recently renovated, this tra...
Villa 3 / 2 / 8

*
Online booking available

$157 - $157
Per Night

$595 - $3000
Per Week

Egret Lane 18 - North Forest Beach Home

Hilton Head Island
A fifth-row vacation property is ideal for a large family looking for a quiet neighborhood, a privat...
Home 4 / 3 / 10

*
Online booking available

$325 - $720
Per Night

$1625 - $3600
Per Week

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

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

$125 - $220
Per Night

$625 - $1100
Per Week

Beachwalk 122 - Beautiful 1st Floor Flat

Hilton Head Island
Beachwalk condominiums are within Shipyard Plantation, a private residental and resort community. Th...
Condo 2 / 2 / 6

*
Online booking available

$150 - $230
Per Night

$750 - $1150
Per Week

1BR 1 BA Oceanfront Seaside Villa newly renovated S Fores...

Hilton Head Island
1BR 1 BA Oceanfront Seaside Villa newly renovated S Forest Beach **Weekly rentals only Saturday to ...
Condo 1 / 1 / 4

*
Online booking available

$98 - $210
Per Night

$520 - $1070
Per Week

Xanadu Villa B9 - 3 BR 2 and 1/2 BA Poolside Flat Hilton ...

Hilton Head Island
Xanadu Villa B9 - 3 BR 2 and 1/2 BA Poolside Flat Hilton Head, Sc Newly remodeled and beautifully d...
Condo 3 / 2.5 / 8

*
Online booking available

$162 - $308
Per Night

$820 - $1570
Per Week

2366 Racquet Club-1st floor, Pretty & a Quick Walk to Har...

Hilton Head Island
2366 Racquet Club-1st floor, Pretty & a Quick Walk to Harbourtown This lovely 1 bedroom villa is lo...
Villa 1 / 1 / 4

*
Online booking available

$108 - $108
Per Night

$700 - $2300
Per Week

5 BR Home with Pool & Spa! Bike or Free Seasonal Trolley ...

Hilton Head Island
5 BR Home with Pool & Spa! Bike or Free Seasonal Trolley to the Beach! **Crabline Court 34** Sit...
Home 5 / 4 / 12

*
Online booking available

$400 - $875
Per Night

$2000 - $4200
Per Week

11 Marsh Wren-2nd Row Ocean beach home - Coastal Fun -

Hilton Head Island
This wonderful 2nd row, 2 story 5 BR, 3BA home with *HEATED Pool is just steps to the beach! Located...
Home 5 / 3 / 14

*
Online booking available

$2295 - $5995
Per Week

50 Harleston Green

Hilton Head Island
Simply put this is a vacationer?s dream home. 5 bedrooms plus loft and a *PRIVATE POOL this has it a...
Home 5 / 5.5 / 12

*
Online booking available

$5950 - $12000
Per Week

 

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