Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 780 Of 7773 Vacation Rentals
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Exceptional(21)

$788.38

/ Nightly
Private Vacation Home

89 Singleton Beach - Villa La Spiaggia

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(33)

$276.1

/ Nightly
Condo

Relaxing 2BR/2Ba Condo in HHI, minutes from the beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(28)

$1216.98

/ Nightly
Private Vacation Home

2nd Row Palmetto Dunes home with private pool and cabana at 162 Mooring Buoy

Hilton Head, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Exceptional(5)

$429.25

/ Nightly
Condo

Great Marina Views, Steps to Pool, Bike to Beach

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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$330.86

/ Nightly
Condo

2BR Villa w/ Bonus Lounge & Wine Fridge, Indoor & Outdoor Pools, Near Coligny

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$579.77

/ Nightly
Villa

2BR Palmetto Dunes villa with Fairway Views and Community Pool!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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$439.69

/ Nightly
Hotel Resort

Hilton Ocean Oak resort located on Hilton Head, SC

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath
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$132.11

/ Nightly
Condo

1 Mi to Beach! HHI Extended Escape w/ Balcony

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$599.57

/ Nightly
Private Vacation Home

New Listing! Luxury Updated 4 BR 3 BA Golf View Near the Beach Pool Sea Pines

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$306.83

/ Nightly
Villa

Sunset Rentals | Queens Grant 616 | Dog Friendly

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(31)

$335.5

/ Nightly
Condo

Heated Pool 2BR 2BA Walk-In Shower Sofa Bed Sleeps 7 WiFi Porch Pool Hot Tub

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(15)

$672.94

/ Nightly
Villa

Luxury 3br/2nd Floor Ocean Front Villa w/ Views!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(17)

$391.6

/ Nightly
Condo

Beach Elegant 4U - 1st Floor - King Bed - Beach Tennis Resort - SNOWBIRDS - A119

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(2)

$1169.33

/ Nightly
Private Vacation Home

Stunning Vacation Home Just Steps to the Beach!

Hilton Head Island, South Carolina, United States

Bed 9

Bed

Bath 9

Bath

Sleep 22

Sleeps
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Exceptional(16)

$269.49

/ Nightly
Condo

Condo Near Harbour Town w/ Pool & Tennis!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$170.28

/ Nightly
Apartment

Hilton Head Beach Getaway | 4 Pools + Hot Tub

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

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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$199.1

/ Nightly
Condo

2 Bedroom Villa at Grande Ocean Resort w/Amenities

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath
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Exceptional(192)

$270.05

/ Nightly
Villa

Beach Lover's Retreat End Unit Villa House w Pet-Private Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(21)

$555.87

/ Nightly
Private Vacation Home

Stunning 4 bedroom beach retreat w/ private pool

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(21)

$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(21)

$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(21)

$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(21)

$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(21)

$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(21)

$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(21)

$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(21)

$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(21)

$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(21)

$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

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