Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

$170 - $365
Per Night

$850 - $1825
Per Week

Xanadu Villa B1 - 3 BR 2 and 1/2 BA Poolside Flat Hilton ...

Hilton Head Island
Xanadu Villa B1 - 3 BR 2 and 1/2 BA Poolside Flat Hilton Head, Sc "Newly renovated top to bottom." ...
Condo 3 / 3 / 8

*
Online booking available

$205 - $340
Per Night

$950 - $1700
Per Week

1691 Bluff Villas - Cute 1 BR Villa, 2nd floor a quick wa...

Hilton Head Island
1691 Bluff Villas - Cute 1 BR Villa, 2nd floor a quick walk to the beach This 1 bedroom, 1 bath fla...
Villa 1 / 1 / 4

*
Online booking available

$99 - $114
Per Night

$695 - $1295
Per Week

6 Cassina-3rd Row Ocean, spacious and cute! The Beach is ...

Hilton Head Island
6 Cassina-3rd Row Ocean, spacious and cute! The Beach is beautiful in fall. Dramatic, Funky & Fun i...
Home 4 / 5 / 10

*
Online booking available

$227 - $342
Per Night

$1595 - $4295
Per Week

707 Schooner Court-Located in Harbourtown looking over Ca...

Hilton Head Island
707 Schooner Court-Located in Harbourtown looking over Calibogue Sound-Pretty UNPARALLELED VIEWS OF...
Villa 3 / 4 / 7

*
Online booking available

$299 - $364
Per Night

$2550 - $4500
Per Week

1 Bedroom Ocean View Condo

Hilton Head Island
1 Bedroom Ocean View Condo Unit Description: Ideal for a couple or small family, this 500 square fo...
Condo 1 / 1 / 5

*
Online booking available

$140 - $325
Per Night

$980 - $2275
Per Week

Deluxe Ocean Dunes Villa 205 - 2 BR 2 BA Oceanfront Hilto...

Hilton Head Island
Deluxe Ocean Dunes Villa 205 - 2 BR 2 BA Oceanfront Hilton Head Totally Renovated in 2010 and Beaut...
Condo 2 / 2 / 6

*
Online booking available

$200 - $335
Per Night

$1000 - $1675
Per Week

Kingston Cove 23

Hilton Head Island
3 BD/ 2 BA Home with Screened Porch overlooking Lagoon & Golf Course.King, Queen, 2 Twins plus Futon...
Home 3 / 2 / 7

*
Online booking available

$220 - $220
Per Night

$1100 - $1100
Per Week

Ocean One 523 Penthouse - 5th Floor - Spectacular View

Hilton Head Island
Ocean One 523 is very spacious with a unique floorplan with the only units at Ocean One with a secon...
Condo 4 / 4 / 10

*
Online booking available

$350 - $765
Per Night

$1750 - $3825
Per Week

Regal Sea Pines Home, Free Pool Bikes Tennis Pet Friendly

Hilton Head Island
LARGE PRIVATE SEA PINES HOME WITH FENCED YARD 4 Bedroom, 4 Bath Home. 5 Minute Drive To The Beach ...
Home 4 / 4 / 10

*
Online booking available

$128 - $800
Per Night

$895 - $3200
Per Week

504 Barrington Arms- 5th Floor Oceanfront Villa!

Hilton Head Island
Enjoy a fabulous vacation in the luxurious Barrington Villas. This 3 bedroom, 3 baths oceanfront vi...
Villa 3 / 3 / 8

*
Online booking available

$171 - $228
Per Night

$1195 - $2995
Per Week

1305 Seacrest - 3rd Floor and recently renovated

Hilton Head Island
This newly renovated 2 bedroom, 2 bath villa OCEANVIEW villa located in building 1 on the 3rd floor....
Villa 2 / 2 / 8

*
Online booking available

$142 - $199
Per Night

$995 - $2595
Per Week

5 Troon - Beautiful 5 BR Home - Sleeps 10. Quick Walk to ...

Hilton Head Island
5 Troon - Beautiful 5 BR Home - Sleeps 10. Quick Walk to the Beach. Gorgeous 5 bedroom house with *...
Home 5 / 4 / 10

*
Online booking available

$228 - $342
Per Night

$1595 - $4295
Per Week

Ocean One 321 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 321 enjoy panoramic v...
Condo 3 / 3 / 7

*
Online booking available

$230 - $530
Per Night

$1150 - $2650
Per Week

Ocean One 406 - Oceanside 4th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 3 / 3 / 8

*
Online booking available

$190 - $399
Per Night

$950 - $1995
Per Week

New Beach Gem. Tennis, Pool & Lagoon Views, Free Bikes

Hilton Head Island
Great Location in the heart of South Forest Beach Freshly painted, new carpet. 2 Bedroom Villa Te...
Villa 2 / 3 / 6

*
Online booking available

$71 - $142
Per Night

$495 - $1095
Per Week

Harbour Town Haven, New to Market 3 Bb Villa in the heart...

Hilton Head Island
Harbour Town Haven, New to Market 3 Bb Villa in the heart of Sea Pines Action #805 Clipper Court W...
Villa 3 / 3 / 6

*
Online booking available

$114 - $800
Per Night

$795 - $3200
Per Week

709 Barrington Park-Lagoon View & on the Ocean! Fall date...

Hilton Head Island
709 Barrington Park-Lagoon View & on the Ocean! Fall dates still available. Enjoy a fabulous vacati...
Villa 1 / 2 / 4

*
Online booking available

$71 - $85
Per Night

$495 - $1095
Per Week

1735 Bluff Villas - 2nd floor Braddock Cove View - 1 BR/ ...

Hilton Head Island
1735 Bluff Villas - 2nd floor Braddock Cove View - 1 BR/ efficiency. This romantic one bedroom effi...
Villa 1 / 1 / 2

*
Online booking available

$71 - $85
Per Night

$495 - $995
Per Week

73-74 Moorings-Pretty 2 BR Villa Just Steps to the Beach!

Hilton Head Island
This 1st floor 2 bedroom, 3 bath villa is located only a few steps away from the beach of the Atlant...
Villa 2 / 3 / 8

*
Online booking available

$85 - $114
Per Night

$595 - $1495
Per Week

Singleton Beach 5

Hilton Head Island
6 BD/6.5 BA three story Oceanfront home. 2 Kings, 2 Queens, 2 Doubles & 2 Twins. Sleep sofa (Sofa li...
Home 6 / 7 / 16

*
Online booking available

$1000 - $1100
Per Night

$5000 - $5500
Per Week

Deluxe one bedroom resortview condo

Hilton Head Island
Deluxe one bedroom resortview condo Unit Description: This 500 sq. ft. one bedroom unit features a ...
Condo 1 / 1 / 6

*
Online booking available

$109 - $169
Per Night

$763 - $1183
Per Week

Ocean One 522 - Outstanding Oceanside 5th Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. ...
Condo 2 / 2 / 5

*
Online booking available

$170 - $365
Per Night

$850 - $1825
Per Week

Breakers 320

Hilton Head Island
1BD/1BA Pool & Ocean View Villa. Queen bed plus Sleep Sofa. Sleep Sofa Linens available for $25. Oce...
Villa 1 / 1 / 4

*
Online booking available

$145 - $145
Per Night

$725 - $725
Per Week

36 Kingston Road - Pretty, 4 Bedrooms Home w/ Pool & Spa.

Hilton Head Island
What a great home!! This 4 bedroom, 3 bath home with large *HEATED pool and Spa has an awesome view ...
Home 4 / 3 / 9

*
Online booking available

$171 - $242
Per Night

$1195 - $3095
Per Week

 

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