Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 2400 Of 7786 Vacation Rentals
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Exceptional(24)

$599.39

/ Nightly
Private Vacation Home

Stunning pet friendly home, centrally located, great golf course views!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(5)

$915.2

/ Nightly
Private Vacation Home

5 Mi to Beach: Spacious Home on Hilton Head Island

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 3

Bath

Sleep 18

Sleeps
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$816.67

/ Nightly
Condo

Marriott's SurfWatch Beautiful Two Bedroom Villa. Book now!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(10)

$308.29

/ Nightly
Condo

Ocean View - Ocean Villas B325-Professionally Managed by HHIB&T Vacation Rentals

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(72)

$501.25

/ Nightly
Private Vacation Home

50 Shell Ring: A BESTNEST by Beverly Serral

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(26)

$421.45

/ Nightly
Condo

6505 Hampton Place - Beautiful OCEANFRONT Villa! Free Tennis and Pickleball.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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$407.09

/ Nightly
Private Vacation Home

Coastal SurfWatch Getaway with Ocean Vista & Spacious 2BR Comfort

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$295.67

/ Nightly
Private Vacation Home

Coastal SurfWatch Getaway with Ocean Vista & Spacious 2BR Comfort

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(37)

$352.09

/ Nightly
Condo

Oceanfront Villa w/ Rooftop Pool on Hilton Head

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(2)

$269.21

/ Nightly
Villa

Charming Seascape Villa —Just a Short Walk to the Beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(30)

$745.08

/ Nightly
Private Vacation Home

34 Mooring Buoy-Dog Friendly,4-minute walk to the Beach, Private Pool

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 13

Sleeps
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Exceptional(37)

$335.19

/ Nightly
Condo

7526 Yacht Club: 3 BR, 3 BA Condominium in Hilton Head Island, Sleeps 6

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(5)

$857.67

/ Nightly
Private Vacation Home

Sunset Rentals | South Live Oak 25

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 13

Sleeps
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Exceptional(149)

$951.21

/ Nightly
Private Vacation Home

21 Crabline Court @ Singleton Beach | Private Pool | Walk to Beach | Sleeps 24 |

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 24

Sleeps
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Exceptional(126)

$256.3

/ Nightly
Condo

Hilton Head Haven: Beach House Lookout w/ Pool

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(2)

$567.58

/ Nightly
Condo

MyStay at 334 Shorewood | Ocean + Pool Views | Walk to Coligny | Sleeps 7

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps
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Exceptional(95)

$363.37

/ Nightly
Villa

Big, beautiful home; 3 King bedrooms with granite and glass en suite baths.

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(27)

$436.26

/ Nightly
Condo

Coastal Calm | Golf Views + Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(58)

$673.45

/ Nightly
Private Vacation Home

Designer Decorated ~ Golf Course Views ~ LARGE Private Pool & Spa ~ 28 Woodbine Pl

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(17)

$402.93

/ Nightly
Villa

Lovely Light and Bright Queens Grant Villa!

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(17)

$1391.79

/ Nightly
Private vacation home

3rd Row Ocean ~ Five Bedroom Sea Pines Home ~ Private Pool & Spa ~ Sleeps 20

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Exceptional(17)

$1371.94

/ Nightly
Private vacation home

4 Elderberry Ln, New Build, Elevator, Steps to Beach, Putting Green, Private Pool

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 18

Sleeps
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Exceptional(17)

$1373.75

/ Nightly
Private vacation home

Pet Friendly 6BR w/ Golf Simulator, Tiki Hut Bar, Private Pool & Spa

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(17)

$1381.97

/ Nightly
Private vacation home

1 Loblolly Rd in Sea Pines - 5-Bedroom Home, Private Heated Pool/Spa, Sleeps 14.

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(17)

$1385.82

/ Nightly
Private vacation home

Pvt Pool/Spa-Game Room-Theater-Cold Plunge-Sauna-2min Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 17

Sleeps
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Exceptional(17)

$1386.57

/ Nightly
Private vacation home

10 Wood Ibis: A NEW BESTNEST by Beverly Serral

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(17)

$1390.63

/ Nightly
Private vacation home

58 Heritage Road - Harbour Town Golf Course Views & a Short Walk to the Beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(17)

$1402.59

/ Nightly
Private vacation home

Bayberry Family Beach House 5 BR 4 BA Pool Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 18

Sleeps
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Exceptional(17)

$1422.67

/ Nightly
Private vacation home

1A Sea Lane - 4th Row Exceptional Family Home with Private Pool & Spa!

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 20

Sleeps
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Exceptional(17)

$1418.40

/ Nightly
Private vacation home

17 Dune Ln-The Cottage-Oceanfront, Super Cute! Fire Pit, Pool & Spa

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 16

Sleeps

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