Home Vacation Home Rentals By Owner In Hilton Head Island, SC

Showing 900 Of 2125 Vacation Rentals
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Exceptional(2)

$802.02

/ Nightly
Private Vacation Home

Palmetto Dunes house with private pool, shared tennis courts plus near beach & golf

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(55)

$803.11

/ Nightly
Private Vacation Home

Singleton Beach 6B/6B Sleeps 18. Pool. Walk or FREE shuttle to best BEACH on HHI

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 18

Sleeps
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$803.12

/ Nightly
Private Vacation Home

Sunset Rentals | Gloucester 26

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(5)

$803.88

/ Nightly
Private Vacation Home

Elegant Golf View Retreat with Private Pool & Peek-a-Boo Ocean Views

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(1)

$804.26

/ Nightly
Private Vacation Home

Beautiful 2nd Row Beach Home w/ Beautiful Views

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(33)

$804.49

/ Nightly
Private Vacation Home

9 Snowy Egret-Dog-Friendly, 3rd Row (75 yards) to the Ocean, private pool

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 13

Sleeps
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$805.41

/ Nightly
Private Vacation Home

Spacious 5BR Home with Private Pool & 11-Mile Lagoon Views

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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$805.51

/ Nightly
Private Vacation Home

Sunset Rentals | Club Course 121

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 9

Sleeps
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Exceptional(15)

$806.08

/ Nightly
Private Vacation Home

8 Brigantine- 2nd Row (40 yard walk) to the Beach with Private Pool

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(48)

$806.68

/ Nightly
Private Vacation Home

Steps to Beach + Historic Cottage | Primary Balcony + Hammock | Sandpiper

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(4)

$807.8

/ Nightly
Private Vacation Home

6 Cedar Waxwing - 4th row (131 yards) from the ocean! Private Pool

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(28)

$807.88

/ Nightly
Private Vacation Home

13 Flamingo St - 6 Bedroom Hilton Head Home, 2 minutes to the beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 16

Sleeps
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Exceptional(26)

$808.37

/ Nightly
Private Vacation Home

67 Plantation Dr - Golf Paradise, Harbour Town 8th Green and 9th Tee

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 15

Sleeps
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Exceptional(30)

$808.56

/ Nightly
Private Vacation Home

Recently renovated Palmetto Dunes home minutes from the beach with pool

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(1)

$809.17

/ Nightly
Private Vacation Home

Family Sea Pines Oasis - Walk to Beach, Pool, Golf

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(42)

$809.36

/ Nightly
Private Vacation Home

104 Oceanwood - Beautiful Oceanfront 4 Bedroom home w/ Hot Tub

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(9)

$809.57

/ Nightly
Private Vacation Home

Pet Friendly Palmetto Dunes Home w/ Free Heated Pool, Fire Pit & Golf Views

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(32)

$810.79

/ Nightly
Private Vacation Home

Walk to Beach, Perfect for Multi-Family, Free Heated Pool, Spa, 3D Theater, Arcades (83 Sandcastle)

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 22

Sleeps
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Exceptional(131)

$811.33

/ Nightly
Private Vacation Home

Fall Special! Home inside Sea Pines! 3min walk to Beach. Private Pool-Hot Tub

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(35)

$812.02

/ Nightly
Private Vacation Home

6 Quail - 3rd Row Home, Dog Friendly, Spa

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 19

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(35)

$1418.28

/ 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(35)

$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(35)

$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(35)

$1390.86

/ 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(35)

$1395.43

/ Nightly
Private vacation home

Castle by the Sea 7BR/8BA Luxury Home with Elevator

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 8

Bath

Sleep 18

Sleeps
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Exceptional(35)

$1397.24

/ Nightly
Private vacation home

Stunning Lagoon Front Home with Private Pool and Spa, 4th row from the beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(35)

$1412.11

/ Nightly
Private vacation home

79 Mooring Buoy- Beautiful home & Only a 3 Minute(180 yard)Walk to the Beach!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(35)

$1428.17

/ Nightly
Private vacation home

Newer home - steps from Burkes Beach

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 24

Sleeps
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Exceptional(35)

$1451.51

/ Nightly
Private vacation home

Forest Beach Luxury Estate | Pool, Spa, Game Room & Steps to Beach

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 5

Bath

Sleep 22

Sleeps
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Exceptional(35)

$1447.11

/ Nightly
Private vacation home

6 Bedroom, Free Heated Pool + Elevator Sleeps 26

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 22

Sleeps

Most Popular Cities in South Carolina