Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Ocean Dunes Villas 111 - 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

$101 - $203
Per Night

$560 - $1075
Per Week

2 Oleander, 3 Bedrooms, Pet Friendly, Private Pool, Sleeps 7

Hilton Head Island
You’ll enjoy the best of Hilton Head Island when you vacation at 2 Oleander, a home with a private p...
Home 3 / 2 / 7

*
Online booking available

$242 - $585
Per Night

$1692 - $4096
Per Week

1764 Bluff Villas - In the center of South Beach and Beau...

Hilton Head Island
1764 Bluff Villas - In the center of South Beach and Beautifully Furnished This bright and spacious...
Villa 2 / 2 / 6

*
Online booking available

$721 - $1736
Per Week

18 Ibis Street-One Summer Week Left !- 7/28-8/4 Week Avai...

Hilton Head Island
18 Ibis Street-One Summer Week Left !- 7/28-8/4 Week Available! This North Forest Beach rental is a...
Home 7 / 7.5 / 20

*
Online booking available

$4638 - $13782
Per Week

Ocean Dunes Villa 217 - Beautiful Oceanfront, Beach and P...

Hilton Head Island
Ocean Dunes Villa 217 - Beautiful Oceanfront, Beach and Pool view villa This nicely decorated two b...
Condo 2 / 2 / 6

*
Online booking available

$165 - $312
Per Night

$900 - $1560
Per Week

6 Portside- Fully Renovated / Fantastic views of Braddock...

Hilton Head Island
6 Portside- Fully Renovated / Fantastic views of Braddock Cove & Marina Enjoy spectacular views of ...
Home 4 / 3 / 8

*
Online booking available

$700 - $700
Per Night

$1520 - $3500
Per Week

27 Singleton Beach Place: Oceanfront

Hilton Head Island
This 6 bedrooms 6.5 bathroom home sleeps 18 and is sure to please with its open concept floor plan a...
Home 6 / 6.5 / 18

*
Online booking available

$940 - $2440
Per Night

$4095 - $17080
Per Week

Mooring Buoy 155

Hilton Head Island
Mooring Buoy 155 is located in the community of Palmetto Dunes on Hilton Head Island. This five bedr...
Home 5 / 5 / 12

*
Online booking available

$575 - $1480
Per Night

$2870 - $7420
Per Week

Plantation Club 425

Hilton Head Island
Plantation Club 425 is a recently updated two bedroom villa, finished with stylish furniture and tas...
Villa 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$770 - $1960
Per Week

Queens Grant 784

Hilton Head Island
This beautiful two bedroom villa was completely renovated during the fall of 2014. It is located clo...
Villa 2 / 2 / 8

*
Online booking available

$135 - $280
Per Night

$700 - $1435
Per Week

Tennismaster 1203, 2 Bedrooms, Short Walk to Beach, Pool,...

Hilton Head Island
1203 Tennismaster in Shipyard Plantation. Welcome to BEACH Central! Step into the foyer of this brig...
Condo 2 / 2.5 / 6

*
Online booking available

$116 - $227
Per Night

$811 - $1586
Per Week

11 Heritage Court - Private Pool & a Quick Bike Ride to t...

Hilton Head Island
11 Heritage Court - Private Pool & a Quick Bike Ride to the beach Beautiful 5 bedroom, 4.5 bath hom...
Home 5 / 4.5 / 12

*
Online booking available

$800 - $800
Per Night

$1465 - $4298
Per Week

4 Jessamine Place - New to Vrbo, All New Furnishings and ...

Hilton Head Island
4 Jessamine Place - New to Vrbo, All New Furnishings and Private pool Welcome to 4 Jessamine Place!...
Home 4 / 4.5 / 12

*
Online booking available

$2590 - $5593
Per Week

2503 Seacrest- Ocean views & Beautifully renovated Interior.

Hilton Head Island
This wonderful 1 bedroom, 1.5 bath villa is in building 2 on the fifth floor at the SeaCrest Resort....
Villa 1 / 1.5 / 4

*
Online booking available

$260 - $260
Per Night

$1148 - $2508
Per Week

4102 Windsor Court-Oceanviews and Coastal Inspired

Hilton Head Island
This beautiful oceanfront 2 bedroom, 2 bath villa has stunning views of the Atlantic Ocean! Upon ent...
Villa 2 / 2 / 6

*
Online booking available

$220 - $220
Per Night

$833 - $2292
Per Week

2411 Seacrest-Beautiful, Oceanview & Updated.

Hilton Head Island
This exceptional 2 bedroom, 2 bath ocean view villa is located on the fourth floor at the SeaCrest R...
Villa 2 / 2 / 8

*
Online booking available

$280 - $280
Per Night

$1043 - $2715
Per Week

Twin Oaks 205 - Sea Pines with Great Views

Hilton Head Island
Twin Oaks is named for the specimen live oak trees that adorn this community. The complex is surroun...
Condo 3 / 3 / 8

*
Online booking available

$200 - $310
Per Night

$1000 - $1550
Per Week

5 Robin Street-3rd row ocean- Coastal Chic Beach Home!

Hilton Head Island
Remodeled in a chic beach cottage style; this home sets a new standard for vacation living! Fantasti...
Home 4 / 3.5 / 10

*
Online booking available

$2408 - $7094
Per Week

48 Crabline Court: Singleton Beach, Near Ocean

Hilton Head Island
This beautiful new (built in 2015) Crabline home is a great choice for families, couples, and multi-...
Home 5 / 5.5 / 12

*
Online booking available

$530 - $810
Per Night

$2275 - $5425
Per Week

48 Hilton Head Cabana

Hilton Head Island
Welcome to 48 Hilton Head Cabana a beautiful ocean oriented 2 story townhome located in North Forest...
Home 2 / 2.5 / 4

*
Online booking available

$120 - $190
Per Night

$840 - $1330
Per Week

St. Andrews Common 1657, 1 Bedroom, Ground Level, Pool, S...

Hilton Head Island
Look no further – you’ve found the ideal headquarters for your Hilton Head Island vacation. St. And...
Condo 1 / 1.5 / 4

*
Online booking available

$99 - $201
Per Night

$694 - $1409
Per Week

Plantation Club 452 - Gorgeous 3 BR Sea Pines Townhouse!

Hilton Head Island
Plantation Club 452 has a wonderful Master bedroom with a King Bed, and large on suite bathroom with...
Condo 3 / 3.5 / 8

*
Online booking available

$220 - $360
Per Night

$1100 - $1800
Per Week

Breakers 311

Hilton Head Island
Escape to a week of coastal bliss on Hilton Head Island in this 500 square foot, completely renovate...
Condo 1 / 1 / 4

*
Online booking available

$135 - $295
Per Night

$700 - $1505
Per Week

77 Mooring Buoy-5th Row Ocean w/ Large pool & Lagoon View.

Hilton Head Island
Large private lot with lagoon views and just a 3-minute walk to the beach! This spacious Palmetto Du...
Home 6 / 6 / 14

*
Online booking available

$3143 - $9273
Per Week

Courtside 100 - Forest Beach 1st Floor Flat

Hilton Head Island
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho...
Condo 2 / 2 / 6

*
Online booking available

$115 - $200
Per Night

$575 - $1000
Per Week

 

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