Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Ocean One 101- Direct Ocean Front 4 Bedroom Condo

Hilton Head Island
Ocean One 101 is a 4 bedroom Ocean Front Condo. There are 2 of the 4 bedrooms facing the ocean each...
Condo 4 / 3 / 9

*
Online booking available

$285 - $625
Per Night

$1425 - $3125
Per Week

1305 Seacrest - Pretty Oceanviews, 3rd Floor and Recently...

Hilton Head Island
1305 Seacrest - Pretty Oceanviews, 3rd Floor and Recently Updated This newly renovated 2 bedroom, 2...
Villa 2 / 2 / 8

*
Online booking available

$142 - $142
Per Night

$995 - $2595
Per Week

Bittern 15

Hilton Head Island
3BD/2BA fifth row ocean home with private pool (can be heated for a fee) . 2 Queens, 2 Twins & Sleep...
Home 3 / 2 / 8

*
Online booking available

$330 - $660
Per Night

$1650 - $3300
Per Week

Shorewood 537 - Oceanview 5th Floor Condo

Hilton Head Island
With a 5th floor balcony accessible by the living room and master bedroom, guests staying in Shorewo...
Condo 2 / 2 / 6

*
Online booking available

$190 - $379
Per Night

$950 - $1895
Per Week

Shorewood 305 - Oceanfront 3rd Floor Condo

Hilton Head Island
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 305 enj...
Condo 2 / 2 / 7

*
Online booking available

$210 - $439
Per Night

$1050 - $2195
Per Week

Planters Wood 49

Hilton Head Island
3 BD/2.5 BA home with wooded view. King, King, 2 Twins +2 Sleep Sofas. (Sofa linens available for $2...
Home 3 / 2.5 / 10

*
Online booking available

$280 - $360
Per Night

$1400 - $1800
Per Week

229 Beachside Homes - 4 Bedroom South Beach home

Hilton Head Island
This 2-story, 4 bedroom, 4 bathroom home has been updated with bright furnishings, carpet, tile, har...
Home 4 / 4 / 12

*
Online booking available

$156 - $156
Per Night

$1095 - $2995
Per Week

1411 South Beach Villa- 4 BR Fully Renovated Pottery Barn...

Hilton Head Island
1411 South Beach Villa- 4 BR Fully Renovated Pottery Barn Inspired Villa The brightly colored inter...
Villa 4 / 3 / 8

*
Online booking available

$199 - $199
Per Night

$1395 - $3595
Per Week

119 Beachwalk - Fully Renovated 3 BR Townhouse - Sleeps 8

Hilton Head Island
The completely renovated 3 bedroom, 3.5 bath Beach Walk villa is one of the closest villas to the po...
Villa 3 / 3 / 8

*
Online booking available

$99 - $99
Per Night

$695 - $1895
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

$110 - $200
Per Night

$550 - $1000
Per Week

Sandpiper 30

Hilton Head Island
6BD/4BA 3rd Row Ocean home with Private Pool (can be heated for fee)4 Kings, 2 Fulls, 2 Twins, Day B...
Home 6 / 4 / 16

*
Online booking available

$550 - $1500
Per Night

$2750 - $7500
Per Week

Penthouse 5 at Seacrest - Oceanfront 4 BRs & Beautiful - ...

Hilton Head Island
Penthouse 5 at Seacrest - Oceanfront 4 BRs & Beautiful - Sleeps 10 SeaCrest Penthouse 5 is a stunni...
Villa 4 / 4 / 10

*
Online booking available

$314 - $314
Per Night

$2195 - $5695
Per Week

Ocean Dunes Villas 213 - 1 BR 1 BA 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

Ocean Dunes Villa 116 - 2 Bedroom 2 Bathroom Oceanfront Flat

Hilton Head Island
This nicely decorated oceanfront villa is a first floor unit. It has a direct ocean view straight a...
Condo 2 / 2 / 6

*
Online booking available

$195 - $305
Per Night

$900 - $1525
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

New Beach Treasure, Free Bikes, Pool, Tennis, Pet Friendly

Hilton Head Island
This townhome is located just steps from the main pool (one of three on the resort) and a short walk...
Condo 2 / 2.5 / 6

*
Online booking available

$71 - $128
Per Night

$495 - $995
Per Week

2215 Seacrest - 2nd floor villa.

Hilton Head Island
2215 SeaCrest OCEANSIDE RENOVATION SENSATION! Lovely 2nd-floor, 3 bedroom, 3 bathroom, villa in Sea...
Villa 3 / 3 / 10

*
Online booking available

$171 - $171
Per Night

$1195 - $2895
Per Week

206 Barrington Arms-Oceanfront Views. Fall at the beach i...

Hilton Head Island
206 Barrington Arms-Oceanfront Views. Fall at the beach is warm & beautiful Enjoy a fabulous vacati...
Villa 1 / 1.5 / 4

*
Online booking available

$128 - $128
Per Night

$895 - $1895
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 - $200
Per Night

$550 - $1000
Per Week

Courtside 113 - 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 / 6

*
Online booking available

$115 - $200
Per Night

$575 - $1000
Per Week

Shorewood 539

Hilton Head Island
2 BD/ 2 BA 5th floor ocean view villa. King, Queen & Sleep Sofa. (sofa linens rentable for $25 fee) ...
Villa 2 / 2 / 6

*
Online booking available

$250 - $350
Per Night

$1250 - $1750
Per Week

4 Beachside Drive - Oceanside Home at South Beach Marina

Hilton Head Island
Beachside is an oceanside complex within steps of the Atlantic Ocean. This beach is one of the most ...
Home 4 / 4 / 10

*
Online booking available

$300 - $675
Per Night

$1500 - $3375
Per Week

1 Bed/1 Bath at 207 The Breakers

Hilton Head Island
1 Bed/1 Bath at 207 The Breakers Unit Description: Just steps from Coligny Beach Park, these recent...
Condo 1 / 1 / 4

*
Online booking available

$139 - $999
Per Night

$973 - $6993
Per Week

Walk to Beach, Pool, Shopping, Pet Friendly, Free Bikes &...

Hilton Head Island
Walk to Beach, Pool, Shopping, Pet Friendly, Free Bikes & Tennis, 2 Master bd Be Right in the Middl...
Condo 3 / 3 / 6

*
Online booking available

$99 - $156
Per Night

$695 - $1395
Per Week

Windsor Place 107

Hilton Head Island
2 BD/2 BA 1st Floor Ocean View Villa. King & 2 Twin Beds, Sleep Sofa (Sofa bed linens rentable for $...
Villa 2 / 2 / 6

*
Online booking available

$265 - $410
Per Night

$1325 - $2050
Per Week

 

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