Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 720 Of 7773 Vacation Rentals
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Exceptional(51)

$286.98

/ Nightly
Villa

Shorewood 231 - Beautifully Furnished 2BR/2BA Ocean Side Unit

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$177.21

/ Nightly
Villa

Great Rates, First Floor Living with 2 BR/2 Baths and Short Walk to the Beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$263.45

/ Nightly
Condo

Elegant lagoon villa near ocean

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(53)

$420.62

/ Nightly
Condo

Charming Ocean view Retreat! Newly Remodeled

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(159)

$668.09

/ Nightly
Private Vacation Home

Beautiful 3rd Row Palmetto Dunes House w/ Direct Beach Path Access

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Cottage

Thanksgiving in Hilton Head

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(80)

$591.49

/ Nightly
Private Vacation Home

12 Heron Street- The Happy Heron

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(16)

$624.61

/ Nightly
Private Vacation Home

216 Cordillo Parkway is a pet-friendly home that sleeps 10 with a private pool!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(1)

$8157.08

/ Nightly
Condo

Modern Coastal Villa, Community Pool & Tennis, 10 Min Walk to Forest Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(4)

$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(4)

$288.2

/ Nightly
Apartment

The Spa on Port Royal Sound #2221 l 2 BR en-Suite l 3 Pools & Tennis

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(11)

$316.18

/ Nightly
Condo

Ocean One 220 - Second Floor Beachside Condo

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(2)

Select Dates for Price
Villa

New to Rental Market in 2026 Spacious 3 BR/ 3BA Villa in Shipyard

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$279.43

/ Nightly
Condo

Luxury Coastal Retreat at The Spa | FIRST FLOOR | Beach, Pools & Lagoon Views

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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$240.5

/ Nightly
Condo

Beautiful 2 BR Villa - Hilton Head Marriot Monarch

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(1)

$240.5

/ Nightly
Condo

Beautiful 2 BR Villa - Hilton Head Marriot Monarch

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(46)

$249.45

/ Nightly
Condo

Ocean Villa C231 - Beach FrontResort

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(7)

$215.13

/ Nightly
Condo

Quiet Condo on Hilton Head Island with Gated Beach Access, 2 Pools, and more!!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$240.5

/ Nightly
Condo

Beautiful 2 BR Villa - Hilton Head Marriot Monarch

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 8

Sleeps
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$240.5

/ Nightly
Condo

Beautiful 2 BR Villa - Hilton Head Marriot Monarch

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 8

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