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

Showing 1060 Of 2125 Vacation Rentals
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Exceptional(26)

$879.3

/ Nightly
Private Vacation Home

113 Custom Sandcastle, Pool, Hot Tub, Kids Suite

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 17

Sleeps
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Exceptional(12)

$879.38

/ Nightly
Private Vacation Home

17 Green Heron - 3rd Row (93 yard walk) to the Ocean and a Private Pool

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(116)

$879.63

/ Nightly
Private Vacation Home

7 Bedroom Oceanview Home (Sleeps 24 Guests)

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 5

Bath

Sleep 24

Sleeps
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Exceptional(122)

$880.66

/ Nightly
Private Vacation Home

Backyard Oasis with pool, hot tub, outdoor kitchen and a fenced in backyard!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(12)

$880.7

/ Nightly
Private Vacation Home

Palatial Home Just a Short Walk to the Beach!

Hilton Head, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(15)

$880.71

/ Nightly
Private Vacation Home

1 Roadrunner - 4th Row (45-yard walk) to the Ocean, Private Pool & Spa

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 13

Sleeps
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Exceptional(6)

$882.75

/ Nightly
Private Vacation Home

Modern Coastal Retreat: Spacious 6-bedroom house in fabulous Hilton Head Island

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 22

Sleeps
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Exceptional(131)

$883.07

/ Nightly
Private Vacation Home

Something for everyone- private pool on the water and pool table!

Hilton Head, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 9

Sleeps
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$883.12

/ Nightly
Private Vacation Home

41 Deer Run Lane at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(3)

$883.99

/ Nightly
Private Vacation Home

55 Sea Lane - short walk to beach with lagoon and golf course views!!

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(6)

$885.88

/ Nightly
Private Vacation Home

2 Duck Hawk - Sea Pines just a Short Walk to the Beach & Private Pool

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(187)

$886.05

/ Nightly
Private Vacation Home

2 Min Walk 2 Beach. Walk 2 Pickleball Golf Tennis Restaurants Pvt Pool SPA Bikes

Hilton Head, South Carolina, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(41)

$887.32

/ Nightly
Private Vacation Home

Spacious Home with Private Pool, Game Room, & Big Backyard - Great for Groups

Hilton Head, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(3)

$887.92

/ Nightly
Private Vacation Home

Multi-Family Beach House w/ Private Pool & Hot Tub

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 16

Sleeps
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Exceptional(3)

$889.49

/ Nightly
Private Vacation Home

MyStay at 72 Off Shore | Pool + Spa Golf Retreat!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(25)

$890.33

/ Nightly
Private Vacation Home

Burkes Beach home with open floor plan & private pool/spa and ocean views.

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Exceptional(23)

$892.62

/ Nightly
Private Vacation Home

231 Beachside Homes-3 min walk to the beach (352 yards) or South Beach Marina

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(27)

$892.77

/ Nightly
Private Vacation Home

Five Bedroom Palmetto Dunes Home - Quick Walk to Beach - Private Pool/Spa

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(1)

$893.08

/ Nightly
Private Vacation Home

Sea Pines Home on Golf Course with Private Pool

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 15

Sleeps
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Exceptional(17)

$894.57

/ Nightly
Private Vacation Home

6 Piping Plover-A true smart home with media room! 146 Yard walk to the Beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 17

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(17)

$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(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)

$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)

$1390.86

/ 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(17)

$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(17)

$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(17)

$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(17)

$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(17)

$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(17)

$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