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

Showing 1340 Of 2125 Vacation Rentals
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Exceptional(1)

$332.75

/ Nightly
Private Vacation Home

Cozy Beach Townhome w Patio Near Shops & Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(5)

$381.77

/ Nightly
Private Vacation Home

Beautiful and spacious home the charming, gated community of Sea Pines

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(31)

$382.47

/ Nightly
Private Vacation Home

New Luxury 4 BR 3.5 BA Vacation Home 2 Kings 3 Queen Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(81)

$387.57

/ Nightly
Private Vacation Home

Recently Built House! Pets Stay Free! Close to Amenities - STR Permit #029405

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(35)

$398.57

/ Nightly
Private Vacation Home

Spectacular Sunset Views on the Marsh in Hilton Head Island Sleeps 8

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(144)

$401.5

/ Nightly
Private Vacation Home

Moss Creek - Serenity Awaits You!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$458.39

/ Nightly
Private Vacation Home

Beautiful 3 BR, 3 bath Key West style villa on the waterfront

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(2)

$472.01

/ Nightly
Private Vacation Home

Brand New LUX Townhome-Mins to Beaches, private pool, Game Room!

Hilton Head, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(4)

$501.96

/ Nightly
Private Vacation Home

Luxury Hilton Head Villa Getaway 4BR 3 Full BA 1 Half BA Beach Essentials Included

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(26)

$522.5

/ Nightly
Private Vacation Home

4 Mi to Beach: Family-Friendly Hilton Head Retreat

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps
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Exceptional(4)

$552.56

/ Nightly
Private Vacation Home

34 Broad View Lane @ Broad Creek | Direct Marsh Views | Private Pool | Modern Furnishings

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 9

Sleeps
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Exceptional(9)

$556.31

/ Nightly
Private Vacation Home

4BR, 3BA, Near Folly Field Beach, Sleeps 18

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 18

Sleeps
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Exceptional(1)

$556.48

/ Nightly
Private Vacation Home

Gated North End Townhome w/ Screened Porches, Community Pool, Sleeps 8

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$574.54

/ Nightly
Private Vacation Home

Pink Sand Paradise - A Peaceful Luxury Retreat

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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$604.92

/ Nightly
Private Vacation Home

240 Olive Shell Court @ Spanish Wells | Golf Simulator | Private Pool | Modern Amenities

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(2)

$607.8

/ Nightly
Private Vacation Home

4 Luxury Home w/ Pool, FirePit, Outdoor Dining,| The Marshes Broad View

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(1)

$622.04

/ Nightly
Private Vacation Home

New Waterfront 4 BR Home Private Pool Elevator Sleeps 10 Bikes & Beach Gear

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(8)

$644.23

/ Nightly
Private Vacation Home

1 Mi to Beach: Family-Friendly Hilton Head Retreat

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(3)

$657.07

/ Nightly
Private Vacation Home

Backyard pickleball. Private Pool. Large family home! Custom Outdoor kitchen.

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps
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Exceptional(1)

$658.33

/ Nightly
Private Vacation Home

Serene Beach Home w/ private pool & Tesla Charger – Walk to Port Royal Sound!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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