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

Showing 1380 Of 2125 Vacation Rentals
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Exceptional(1)

$1012.48

/ Nightly
Private Vacation Home

Featured on Netflix: Private Island Oasis with Complimentary Boat Trip

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$1098.22

/ Nightly
Private Vacation Home

Hilton Head Coastal Compound Pool Putting Green

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Exceptional(26)

$1188.49

/ Nightly
Private Vacation Home

Stunning Renovated home near Harbour Town with pool, game room and more!

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 15

Sleeps
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$1397.98

/ Nightly
Private Vacation Home

5 Bed/5.5 Bath Home in Palmetto Dunes with Front and Back Porch

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(1)

$4311.07

/ Nightly
Private Vacation Home

Private Island in Hilton Head, Events & Poolside

Hilton Head Island, South Carolina, United States

Bed 8

Bed

Bath 8

Bath

Sleep 26

Sleeps
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Exceptional(6)

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Private Vacation Home

Hilton Head with 4 rounds of golf and tennis a day included!!!!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(41)

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Private Vacation Home

6 Bedroom 4 Bath - Private Pool - Close to Beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 16

Sleeps
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Exceptional(7)

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Private Vacation Home

Spectacular home with large outdoor space! 2nd row and steps to the beach!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(17)

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Private Vacation Home

Luxury 6BR 3rd Row Home w/ Patio & Private Pool

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 16

Sleeps
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Exceptional(2)

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Private Vacation Home

Luxury Folly Field Retreat • King Suites • Pool + Hot Tub | Perfect for Families, Walk 2 Beach

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Private Vacation Home

Private home in Hilton Head Island with a private pool and hot tub!

Hilton Head, South Carolina, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(1)

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Private Vacation Home

Spacious Home - Private Pool & Big Deck with Gas Grill, Free WiFi

Hilton Head, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(55)

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Private Vacation Home

Luxurious home with private pool, central AC, & high-speed WiFi - walk to beach

Hilton Head, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 18

Sleeps
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Exceptional(77)

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Private Vacation Home

Beautiful Home, Close to Beach, Lagoon, Fantastic Pool!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(7)

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Private Vacation Home

20 Knotts Way @ North Forest Beach | Luxury Retreat | Steps from the Beach | Loaded with Amenities

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 25

Sleeps
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Exceptional(2)

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Private Vacation Home

9 Bald Eagle West - South Beach Sea Pines

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 9

Sleeps
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Exceptional(53)

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Private Vacation Home

157 N. Sea Pines 4th Row Ocean, Golf views, Private Pool, Backyard Beach Path

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 11

Sleeps
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Exceptional(17)

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Private Vacation Home

Gorgeous newly renovated home w/ private pool and pool table w/ lagoon views.

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(158)

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Private Vacation Home

Top Rated Hilton Head Island Shipyard Beach Adjacent, Lagoon Front Bikes, Golf

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Private Vacation Home

Luxury Dunes Paradise - Private Pool

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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$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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$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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$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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$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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$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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$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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$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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$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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$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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$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