Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

2411 Seacrest - Oceanview, 4th Floor and renovated.

Hilton Head Island
Pretty Oceanview 4th Floor Villa!!! This 2 bedroom, 2 bath, Forest Beach OCEANVIEW villa rental lo...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2495
Per Week

Courtside 105 - Charming Forest Beach Townhouse

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 3 / 7

*
Online booking available

$140 - $199
Per Night

$695 - $995
Per Week

Shorewood 136

Hilton Head Island
2 BD / 2 BA ocean view villa. King, Queen & Twin bed. Sleep sofa. Pool, Hot Tub & Baby Pool on site....
Villa 2 / 2 / 7

*
Online booking available

$220 - $400
Per Night

$1100 - $2000
Per Week

117 N. Sea Pines Drive - 4 BR nearby the Sea Pines Beach ...

Hilton Head Island
117 N. Sea Pines Drive - 4 BR nearby the Sea Pines Beach Club. Right in the middle of Sea Pines, yo...
Home 4 / 3 / 10

*
Online booking available

$171 - $171
Per Night

$1195 - $3095
Per Week

452 Captains Walk Penthouse- Rare oceanfront 5 BR villa. ...

Hilton Head Island
452 Captains Walk Penthouse- Rare oceanfront 5 BR villa. Book Now! What a spectacular ocean view fr...
Villa 5 / 3 / 12

*
Online booking available

$228 - $228
Per Night

$1595 - $3895
Per Week

1654 Bluff Villa - Beautiful first floor Bluff Villa and ...

Hilton Head Island
1654 Bluff Villa - Beautiful first floor Bluff Villa and Fully Renovated! This beautifully furnishe...
Villa 2 / 2 / 8

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

109 Oceanwood -4 BR Fully Upgraded -Avail wks: 5/24,7/12 ...

Hilton Head Island
109 Oceanwood -4 BR Fully Upgraded -Avail wks: 5/24,7/12 & 8/2 4 bedrooms, 4 bathrooms, 4th row fro...
Home 4 / 4 / 10

*
Online booking available

$214 - $214
Per Night

$1495 - $3995
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

1503 Villamare

Hilton Head Island
Located Oceanfront in Palmetto Dunes, these luxurious villas are surrounded by lagoons and paved wal...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2395
Per Week

Ocean One 503 - Oceanfront 5th Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 503 enjoy panoramic v...
Condo 2 / 2 / 6

*
Online booking available

$235 - $419
Per Night

$1175 - $2095
Per Week

11 Gunnery Lane-5 BR beach home- 4 minute bike ride to th...

Hilton Head Island
11 Gunnery Lane-5 BR beach home- 4 minute bike ride to the beach TV?S EVERYWHERE, BIKE PATH PASSES ...
Home 5 / 6 / 12

*
Online booking available

$156 - $156
Per Night

$1095 - $2895
Per Week

1101 Villamare - Views abound! 1st floor villa with pool/...

Hilton Head Island
1101 Villamare - Views abound! 1st floor villa with pool/ocean views. PLENTY OF FEATURES AND AMENIT...
Villa 2 / 2 / 7

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

Surf Court 15 - Beautiful Townhouse - 1 block to the Beach

Hilton Head Island
Surf Court 15 is a large spacious townhouse with a second floor entry. This property is is 1 block ...
Condo 2 / 3 / 7

*
Online booking available

$140 - $199
Per Night

$695 - $995
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

1505 Villamare - 2 BR, 2 bath villa has outstanding views...

Hilton Head Island
1505 Villamare - 2 BR, 2 bath villa has outstanding views of the ocean This beautiful 5th floor Oce...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2395
Per Week

Deluxe two bedroom resortview condo

Hilton Head Island
Deluxe two bedroom resortview condo Unit Description: This 850 sq. ft. two bedroom unit features a ...
Condo 2 / 2 / 6

*
Online booking available

$159 - $999
Per Night

$1113 - $6993
Per Week

Ocean One 121 - Oceanfront 1st Floor Condo

Hilton Head Island
The beach is steps away from your Ocean One patio at this oceanfront complex in South Forest Beach. ...
Condo 3 / 3 / 8

*
Online booking available

$285 - $515
Per Night

$1425 - $2575
Per Week

3401 Seacrest - 4th Floor Oceanfront. Views, Views, Views!

Hilton Head Island
This gorgeous OCEANFRONT, 3 BR, 3 BA villa has endless views of the sunny shores of the Atlantic. Vo...
Villa 3 / 3 / 10

*
Online booking available

$228 - $228
Per Night

$1595 - $4395
Per Week

25 Ruddy Turnstone - 5 Bedrooms & Beautiful.

Hilton Head Island
Gorgeous custom built Sea Pines home is ready for your family! 5 bedrooms with a den and a nursery a...
Home 5 / 6 / 12

*
Online booking available

$427 - $427
Per Night

$2995 - $7495
Per Week

9 Loblolly- 4 BRs, quick bike ride to beach,Harbourtown &...

Hilton Head Island
9 Loblolly- 4 BRs, quick bike ride to beach,Harbourtown & South Beach This spacious and private 4 b...
Home 4 / 5 / 12

*
Online booking available

$171 - $171
Per Night

$1195 - $3195
Per Week

3 Braddock Cove Club-Beautiful Views of Braddock Cove-Upd...

Hilton Head Island
3 Braddock Cove Club-Beautiful Views of Braddock Cove-Updated 4 BR villa This 4 Bedroom, 3.5 bathro...
Villa 4 / 4 / 10

*
Online booking available

$142 - $314
Per Night

$995 - $2495
Per Week

2nd Floor Oceanfront Views from 412 Captain's Walk Villa ...

Hilton Head Island
2nd Floor Oceanfront Views from 412 Captain's Walk Villa in Pd! We cannot overstate the feeling of ...
Villa 3 / 3 / 8

*
Online booking available

$171 - $171
Per Night

$1195 - $2995
Per Week

Breakers 112

Hilton Head Island
1 BD/1 BA Oceanfront villa on the 1st floor. Queen bed plus Sleep Sofa. (sofa linens provided for a...
Villa 1 / 1 / 4

*
Online booking available

$150 - $219
Per Night

$750 - $1095
Per Week

6 Cassina - 3rd Row Ocean, Newly updated and very spaciou...

Hilton Head Island
6 Cassina - 3rd Row Ocean, Newly updated and very spacious - Sleeps 12 Dramatic, Funky & Fun is the...
Home 4 / 5 / 10

*
Online booking available

$214 - $214
Per Night

$1495 - $4095
Per Week

47 Mooring Buoy - 3 BR + Den Fully Renovated 5th Row Ocea...

Hilton Head Island
47 Mooring Buoy - 3 BR + Den Fully Renovated 5th Row Ocean Home. 3 Bedroom + Plus Den, 4th row oce...
Home 3 / 5 / 8

*
Online booking available

$199 - $199
Per Night

$1395 - $3795
Per Week

 

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