Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

204 Shipmaster - Spacious 3 bath townhouse has fairway vi...

Hilton Head Island
204 Shipmaster - Spacious 3 bath townhouse has fairway views - Book Now. LIVE THE GOLF TRADITION IN...
Villa 3 / 3 / 6

*
Online booking available

$85 - $199
Per Night

$595 - $1595
Per Week

Ocean One 323 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 323 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$190 - $419
Per Night

$950 - $2095
Per Week

Surf Court 85 - 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

$110 - $199
Per Night

$550 - $995
Per Week

Hilton Head Cabana 43 - 2 BR 1 and 1/2 BA Poolside Townhome

Hilton Head Island
Located on South Forest Beach Drive just across the street from the beach, this two bedroom one and ...
Condo 2 / 2 / 6

*
Online booking available

$110 - $190
Per Night

$500 - $945
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

$114 - $114
Per Night

$795 - $1995
Per Week

452 Captains Walk-Rare oceanfront 5 BR Penthouse.august W...

Hilton Head Island
452 Captains Walk-Rare oceanfront 5 BR Penthouse.august Weeks Available What a spectacular ocean vi...
Villa 5 / 3 / 12

*
Online booking available

$228 - $228
Per Night

$1595 - $3895
Per Week

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

Hilton Head Island
709 Barrington Park-Lagoon View & on the Ocean! Available August Weeks Enjoy a fabulous vacation in...
Villa 1 / 2 / 4

*
Online booking available

$71 - $71
Per Night

$495 - $1095
Per Week

2415 Seacrest - 4th Floor,Ocean View. Available 8/16 & 8/...

Hilton Head Island
2415 Seacrest - 4th Floor,Ocean View. Available 8/16 & 8/23 weeks This beautiful 4th Floor 3 Bedroo...
Villa 3 / 3 / 9

*
Online booking available

$199 - $199
Per Night

$1395 - $3595
Per Week

306 Tennismaster - 3 BR, Shipyard townhouse- 5 minutes to...

Hilton Head Island
306 Tennismaster - 3 BR, Shipyard townhouse- 5 minutes to the beach These Tennismaster Townhouse vi...
Villa 3 / 3 / 6

*
Online booking available

$85 - $199
Per Night

$595 - $1595
Per Week

20 Egret Street- 4th Row Ocean- Available: 8/16 ,8/23 - $...

Hilton Head Island
20 Egret Street- 4th Row Ocean- Available: 8/16 ,8/23 - $5000 + taxes per wk Stunning 6 bedroom, 6....
Home 6 / 7 / 14

*
Online booking available

$442 - $442
Per Night

$3095 - $7995
Per Week

2 Sea Spray-New Owners & lots of Renovations, 2nd Row Oce...

Hilton Head Island
2 Sea Spray-New Owners & lots of Renovations, 2nd Row Ocean- New pictures Now 2nd row ocean FUN bea...
Home 4 / 4 / 12

*
Online booking available

$256 - $256
Per Night

$1795 - $4695
Per Week

4102 Windsor Court - Beautiful !!! Sunny & Bright 1st Flo...

Hilton Head Island
4102 Windsor Court - Beautiful !!! Sunny & Bright 1st Floor Oceanview Villa. Remodeled in 2011, thi...
Villa 2 / 2 / 6

*
Online booking available

$114 - $114
Per Night

$795 - $1995
Per Week

Courtside 65 - Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2.5 / 5

*
Online booking available

$110 - $199
Per Night

$550 - $995
Per Week

Seaside Villa 112 - 1 BR 1 BA Oceanside Flat Hilton Head, Sc

Hilton Head Island
This villa offers a separate bedroom with a queen size bed and 22 inch flat screen tv, fully equipp...
Condo 1 / 1 / 6

*
Online booking available

$105 - $170
Per Night

$400 - $850
Per Week

The Greens 200 - New Unit 2 bedroom Shipyard Townhouse

Hilton Head Island
The Greens 200 is a spacious 2 bedroom, 2 1/2 bath townhouse. The complex is just 3 blocks from the...
Condo 2 / 3 / 6

*
Online booking available

$140 - $219
Per Night

$695 - $1095
Per Week

11 Flotilla- Oceanfront & Beautiful-Available 8/16, 8/23,...

Hilton Head Island
11 Flotilla- Oceanfront & Beautiful-Available 8/16, 8/23, 8/30 & 9/6 wks Spectacular OCEANFRONT hom...
Home 5 / 6 / 10

*
Online booking available

$4395 - $11095
Per Week

104 Oceanwood - Beautiful Oceanfront 4 Bedroom home.

Hilton Head Island
Everchanging, panoramic views of the Atlantic from any window or deck of this 4 bedroom, 4.5 bath OC...
Home 4 / 5 / 10

*
Online booking available

$2595 - $6695
Per Week

Heritage Villas 2221

Hilton Head Island
3BD/3BA townhouse situated on #1 Green of Harbour Town Golf Links. King, 2 Queens & 2 Twins. Pool o...
Villa 3 / 3 / 8

*
Online booking available

$190 - $1000
Per Night

$950 - $5000
Per Week

335 Shorewood Beautiful fully renovated oceanfront villa-...

Hilton Head Island
335 Shorewood Beautiful fully renovated oceanfront villa-Aug. Weeks Available Beautifully situated ...
Villa 3 / 3 / 6

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

Ocean One 307 - Oceanfront 3rd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 307 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$190 - $419
Per Night

$950 - $2095
Per Week

89 Fairway Lane -5-7 minute walk to the beach. Available ...

Hilton Head Island
89 Fairway Lane -5-7 minute walk to the beach. Available weeks in Aug & Sept Spacious 2 bedroom, 2 ...
Villa 2 / 2 / 6

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

1873 Beachside Tennis

Hilton Head Island
This beautifully decorated and spacious 2 bedrooms, 2-bathroom beachfront villa offers breathtaking ...
Villa 2 / 2 / 6

*
Online booking available

$200 - $200
Per Night

$1395 - $2500
Per Week

3429 Villamare

Hilton Head Island
Located Oceanfront in Palmetto Dunes, This 2 bedroom, 2 bath villa is located on the 4 th floor and...
Villa 2 / 2 / 8

*
Online booking available

$114 - $114
Per Night

$795 - $1995
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 - $228
Per Night

$1595 - $4295
Per Week

Shorewood 131 - Oceanside 1st Floor Condo

Hilton Head Island
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. G...
Condo 2 / 2 / 6

*
Online booking available

$160 - $315
Per Night

$795 - $1575
Per Week

 

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