Hilton Head Island Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

6 Bayberry - Family Friendly, 3rd Row Ocean & 4 Bedrooms

Hilton Head Island
Fun, family-friendly, 4 bedroom, 3 bath beach home with HEATED* POOL & SPA (*pool can be heated for...
Home 4 / 3 / 10

*
Online booking available

$171 - $171
Per Night

$1195 - $3195
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. Pool* ...
Home 6 / 7 / 16

*
Online booking available

$1000 - $2400
Per Night

$5000 - $12000
Per Week

Surf Court 76 - Forest Beach 1st Floor Flat

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

*
Online booking available

$140 - $199
Per Night

$695 - $995
Per Week

Shorewood 430 - New Unit - Stunning Oceanview 4th Floor C...

Hilton Head Island
Shorewood 430 - New Unit - Stunning Oceanview 4th Floor Condo With an oversized balcony accessible ...
Condo 2 / 2 / 6

*
Online booking available

$215 - $359
Per Night

$1075 - $1795
Per Week

3 bedroom ocean view condo

Hilton Head Island
3 bedroom ocean view condo Unit Description: This spacious condo is only steps away from the beache...
Condo 3 / 3 / 8

*
Online booking available

$325 - $600
Per Night

$2275 - $4200
Per Week

4501 Windsor Court North -Pretty 5th Floor Oceanview, 2 B...

Hilton Head Island
4501 Windsor Court North -Pretty 5th Floor Oceanview, 2 BRs. Sleeps 7 Breathtaking ocean views from...
Villa 2 / 2 / 7

*
Online booking available

$128 - $128
Per Night

$895 - $2195
Per Week

10 Brigantine-Rent as a 4, 5, 6 or 7 BR in March/April & ...

Hilton Head Island
10 Brigantine-Rent as a 4, 5, 6 or 7 BR in March/April & May. 2ND ROW OCEAN, NEWLY RENOVATED, INCRE...
Home 7 / 7 / 18

*
Online booking available

$514 - $514
Per Night

$3595 - $8995
Per Week

Courtside 40 - Ground Level Updated Condo

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

$140 - $199
Per Night

$695 - $995
Per Week

Ocean One 219 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 219 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$305 - $555
Per Night

$1525 - $2775
Per Week

7636 Huntington - 5 Bedrooms and All new kitchen - Book Now!

Hilton Head Island
Start de-stressing the moment you walk in on the main floor and see the shaded lagoon view through s...
Villa 5 / 4 / 12

*
Online booking available

$199 - $399
Per Night

$1395 - $3095
Per Week

South Beach Villa 1402

Hilton Head Island
4 BD/ 3 BA townhouse with Screened Porch. King, 2 Twins, 2 Twins plus Trundle in bonus room. Walk to...
Villa 4 / 3 / 9

*
Online booking available

$220 - $440
Per Night

$1100 - $2000
Per Week

124 N. Forest Beach Ct-Oceanfront-Available 5/31-6/7, 8/1...

Hilton Head Island
124 N. Forest Beach Ct-Oceanfront-Available 5/31-6/7, 8/16-23 & Sept Weeks. Beautiful is the only ...
Home 6 / 7 / 14

*
Online booking available

$514 - $514
Per Night

$3595 - $9095
Per Week

Night Heron 28

Hilton Head Island
2 BD/2 BA freestanding villa with Landscape view. 2 Queen beds. Complex pool on site or walk easily...
Villa 2 / 2 / 4

*
Online booking available

$150 - $219
Per Night

$750 - $1095
Per Week

Surf Court 26 - Updated Townhouse - Great Location

Hilton Head Island
Surf Court 26 is a two-story townhouse, one flight above street level. This property is 1 to 1.5 bl...
Condo 2 / 3 / 6

*
Online booking available

$140 - $199
Per Night

$695 - $995
Per Week

21 Heron Street- Oceanfront/Sleeps14 - 5/3 & 8/16 Weeks A...

Hilton Head Island
21 Heron Street- Oceanfront/Sleeps14 - 5/3 & 8/16 Weeks Available This updated 6 bedroom, 6.5 bath ...
Home 6 / 7 / 14

*
Online booking available

$528 - $528
Per Night

$3695 - $9495
Per Week

258 Stoney Creek - Lovely 3 Bedroom Townhouse in Harbourtown

Hilton Head Island
This lovely 3 bedroom, 3 bath townhouse is located in the heart of Harbour Town. Decorated in bright...
Villa 3 / 3 / 7

*
Online booking available

$85 - $199
Per Night

$595 - $1639
Per Week

Sporty 3 Br, 2 Ba, remodeled villa in the heartbeat of Ha...

Hilton Head Island
Sporty 3 Br, 2 Ba, remodeled villa in the heartbeat of Harbourtown, read on.. Recently renovated, t...
Villa 3 / 2 / 8

*
Online booking available

$85 - $199
Per Night

$595 - $2456
Per Week

Ocean One 211 - Oceanfront 2nd Floor Condo

Hilton Head Island
With decks off the living room and master bedroom, guests staying in Ocean One 211 enjoy panoramic v...
Condo 3 / 3 / 8

*
Online booking available

$285 - $515
Per Night

$1425 - $2575
Per Week

103 Oceanwood,- Pretty Oceanfront Home - Available 4/20-5...

Hilton Head Island
103 Oceanwood,- Pretty Oceanfront Home - Available 4/20-5/3 & 5/24-31 weeks An ocean-lover's vacati...
Home 3 / 2 / 8

*
Online booking available

$194 - $194
Per Night

$1360 - $3695
Per Week

823 Ketch Court - Sea Pines is Beautiful in the Fall - Bo...

Hilton Head Island
823 Ketch Court - Sea Pines is Beautiful in the Fall - Book Now NEWLY RENOVATED - UNBELIEVABLE LOCA...
Villa 2 / 3 / 4

*
Online booking available

$85 - $171
Per Night

$595 - $1395
Per Week

Shorewood 310

Hilton Head Island
2BD/2BA ocean front villa located on the 3rd floor. King bed, Queen &Twin bed. Sleep Sofa (linens pr...
Villa 2 / 2 / 7

*
Online booking available

$240 - $460
Per Night

$1200 - $2300
Per Week

1029 Caravel Court - Beautiful Harbourview 1 BR/1 bath vi...

Hilton Head Island
1029 Caravel Court - Beautiful Harbourview 1 BR/1 bath villa. Romantic! This 1 bedroom, 1 bath Cara...
Villa 1 / 1 / 3

*
Online booking available

$85 - $142
Per Night

$595 - $1195
Per Week

2419 Villamare - Beautiful 4th floor Villa - Indoor Heate...

Hilton Head Island
2419 Villamare - Beautiful 4th floor Villa - Indoor Heated Pool and More!!! All dressed up and read...
Villa 2 / 2 / 8

*
Online booking available

$114 - $114
Per Night

$795 - $1995
Per Week

Deluxe one bedroom oceanview condo

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

*
Online booking available

$139 - $999
Per Night

$973 - $6993
Per Week

Ocean One 422 - 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

$230 - $395
Per Night

$1150 - $1975
Per Week

 

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