Hilton Head Island Vacation Rental Getaways


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  • High Speed Internet
  • Elevator
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  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
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  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
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  • Ocean View
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  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

Battery 25

Hilton Head Island
4BD/3.5BA home overlooking # 5 Fairway of Harbour Town Golf Linkswith Private Pool & Spa (can be hea...
Home 4 / 3.5 / 8

*
Online booking available

$375 - $680
Per Night

$1875 - $3400
Per Week

Ocean Dunes Villa 114 - 1 Bedroom 1 Bathroom Oceanfront Flat

Hilton Head Island
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroo...
Condo 1 / 1 / 6

*
Online booking available

$120 - $205
Per Night

$550 - $1025
Per Week

1505 Villamare - Wow views from this 5th floor villa over...

Hilton Head Island
1505 Villamare - Wow views from this 5th floor villa overlooking pool & ocean This beautiful 5th fl...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2395
Per Week

Shorewood 438 - Beautiful Oceanview 4th Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 438 enj...
Condo 2 / 2 / 6

*
Online booking available

$175 - $365
Per Night

$875 - $1825
Per Week

Seaside Villa 309 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
WIRELESS INTERNET!!!! This villa offers a separate bedroom with a queen size bed, fully equipped ki...
Condo 1 / 1 / 6

*
Online booking available

$105 - $178
Per Night

$400 - $890
Per Week

New to rental market! Beautiful Renovated Plantation Club...

Hilton Head Island
New to rental market! Beautiful Renovated Plantation Club Villa Pet Friendly Plantation Club is loc...
Villa 2 / 2 / 8

*
Online booking available

$85 - $500
Per Night

$595 - $2000
Per Week

Oversized 2 Bd Jewel, Walk to Beach, Free Tennis, Free Bi...

Hilton Head Island
Oversized 2 Bd Jewel, Walk to Beach, Free Tennis, Free Bikes, Pet Friendly This beautiful unit come...
Villa 2 / 2 / 6

*
Online booking available

$71 - $142
Per Night

$495 - $1095
Per Week

An unbelievable oceanfront view!

Hilton Head Island
This beautifully decorated 2 bedroom, 2 bath, 2nd floor beach villa looks straight to the sea. An u...
Villa 2 / 2 / 6

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

1205 Villamare - Pretty 2nd Floor Villa overlooking the p...

Hilton Head Island
1205 Villamare - Pretty 2nd Floor Villa overlooking the pool to the ocean. Located Oceanfront in Pa...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2395
Per Week

77A Dune Ln- Brand New home w/ Ocean Views - Available Au...

Hilton Head Island
77A Dune Ln- Brand New home w/ Ocean Views - Available Aug/Sept Weeks Custom built and completed in...
Home 5 / 5.8 / 16

*
Online booking available

$3995 - $10295
Per Week

New Beach Oriented Villa. Free Bikes, Pet Friendly, Updat...

Hilton Head Island
New Beach Oriented Villa. Free Bikes, Pet Friendly, Updated Kitchen & Baths Beautiful Beach Oriente...
Condo 3 / 3 / 6

*
Online booking available

$99 - $156
Per Night

$695 - $1395
Per Week

6 Turtle Lane - Pretty Lagoon View Townhouse -Book Now fo...

Hilton Head Island
6 Turtle Lane - Pretty Lagoon View Townhouse -Book Now for Fall Located in the Oceanfront complex o...
Villa 3 / 3 / 6

*
Online booking available

$156 - $156
Per Night

$1095 - $2795
Per Week

Forest Beach - 2 Bedroom Condo - No Steps all 1 level

Hilton Head Island
Courtside 67 has a King in the Master Bedroom, 2 Twins in the Guest Room plus a sofa bed. Wireless ...
Condo 2 / 2 / 6

*
Online booking available

$115 - $200
Per Night

$575 - $1000
Per Week

Ocean One 413 - Oceanfront 4th Floor Condo

Hilton Head Island
With decks off the living room and two bedrooms, guests staying in Ocean One 413 enjoy panoramic vie...
Condo 3 / 3 / 7

*
Online booking available

$259 - $570
Per Night

$1295 - $2850
Per Week

3202 Seacrest-Oceanfront/Fully Renovated 8/22-29 Availabl...

Hilton Head Island
3202 Seacrest-Oceanfront/Fully Renovated 8/22-29 Available $300 Off rate Fully renovated in the Fal...
Villa 2 / 2 / 6

*
Online booking available

$185 - $185
Per Night

$1295 - $3495
Per Week

27 Ocean Club- Steps to beach. Aug/Sept dates available

Hilton Head Island
Welcome to 27 Ocean Club Villa in South Forest Beach! This two story updated villa offers an open fi...
Villa 2 / 2 / 8

*
Online booking available

$114 - $114
Per Night

$795 - $1695
Per Week

1108 Villamare - 1st floor renovated Villamare - 2 BRs/2 ...

Hilton Head Island
1108 Villamare - 1st floor renovated Villamare - 2 BRs/2 baths. Sleeps 6 Located Oceanfront in Palm...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $2095
Per Week

2407 Seacrest-Fantastic Ocean View- A few Summer Weeks st...

Hilton Head Island
2407 Seacrest-Fantastic Ocean View- A few Summer Weeks still Avail This 1 bedroom, 1.5 bath OCEANVI...
Villa 1 / 1.5 / 4

*
Online booking available

$114 - $114
Per Night

$795 - $1895
Per Week

2 Sea Spray-Just Steps to the Beach 2nd Row Ocean w/ Hot ...

Hilton Head Island
2 Sea Spray-Just Steps to the Beach 2nd Row Ocean w/ Hot Tub & Pool 2nd row ocean FUN beach home ha...
Home 4 / 3.5 / 12

*
Online booking available

$1795 - $4995
Per Week

2 BR 2 BA Poolside Flat at Xanadu Villas, Hilton Head, Sc

Hilton Head Island
Nicely Decorated 1st floor villa close to the pool with Internet Access and Free Long Distance five...
Condo 2 / 2 / 6

*
Online booking available

$115 - $205
Per Night

$550 - $1025
Per Week

25 Ruddy Turnstone -Custom 2Nd Row Ocean Beach House. Ste...

Hilton Head Island
25 Ruddy Turnstone -Custom 2Nd Row Ocean Beach House. Steps to the Beach ```Gorgeous custom built 2...
Home 5 / 6 / 12

*
Online booking available

$2995 - $7495
Per Week

Carolina Place 3412- Sea Pines Townhouse

Hilton Head Island
Carolina Place is a quiet community adjacent to the 600 acre Sea Pines Forest Preserve which feature...
Condo 3 / 3 / 8

*
Online booking available

$145 - $219
Per Night

$725 - $1095
Per Week

206 Barrington Arms-$150 discount off weekly rate for Aug...

Hilton Head Island
206 Barrington Arms-$150 discount off weekly rate for August! Book now! Enjoy a fabulous vacation i...
Villa 1 / 1.5 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1895
Per Week

1620 Port Villa-Fully Renovated 4 BR-Quick Walk to Pool, ...

Hilton Head Island
1620 Port Villa-Fully Renovated 4 BR-Quick Walk to Pool, Marina & Tennis Light, African touches eve...
Villa 4 / 3.5 / 8

*
Online booking available

$1295 - $2395
Per Week

Ocean Dunes Villa 110 - 2 Bedroom 2 Bathroom Oceanfront Flat

Hilton Head Island
This nicely decorated two bedroom, two bathroom villa has a full sized kitchen and a combined living...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
Per Week

 

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