Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 440 Of 7773 Vacation Rentals
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Exceptional(52)

$242.44

/ Nightly
Condo

Spacious, Updated Villa – Perfect for Family Beach Vacations, Two King Beds!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(29)

$424.83

/ Nightly
Villa

Recently Renovated Gorgeous 2 bedroom villa with fantastic ocean views.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$386.87

/ Nightly
Villa

Sunset Rentals | Evian 141

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$376.57

/ Nightly
Villa

Sunset Rentals | Shipmaster 1703 | Dog Friendly

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$286.43

/ Nightly
Villa

Sunset Rentals | Racquet Club 2358 | Dog-Friendly

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(11)

$1091.81

/ Nightly
Private Vacation Home

7Br Home in Sea Pines w/ Pool & Putting Green!

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 18

Sleeps
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Exceptional(56)

$320.47

/ Nightly
Condo

267 Seaside Villa - Steps to the beach!

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$256.3

/ Nightly
Condo

Welcome to Turtleville, Remodeled 2025. On the beach. 1 Queen 1 kid bed

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(76)

$622.08

/ Nightly
Private Vacation Home

Pet friendly ~ Upscale Renovations & Decor ~ Private Pool ~ 2 St. Andrews Place

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(1)

$777.36

/ Nightly
Private Vacation Home

Large Family Home w/ Private Pool & Deck

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(2)

$301.67

/ Nightly
Villa

Sunset Rentals | Breakers 305

Hilton Head, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(2)

$595.1

/ Nightly
Private Vacation Home

Quiet Sea Pines Home: Screened Porch + Beach Gear

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(1)

$293.15

/ Nightly
Villa

Marshview Sea Pines Treehouse Walk to HarbourTown

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(16)

$302.73

/ Nightly
Villa

288 Stoney Creek - Sea Pines - 3 Bed 3.5 Bath Sleeps 8 - Hilton Head Rentals

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(43)

$310.02

/ Nightly
Villa

Beautiful Palmetto Dunes 2 BR Villa. Steps from the Beach and Ocean

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(3)

$327.25

/ Nightly
Condo

Couples Getaway - Beachfront Bungalow +Walk Everywhere

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(5)

Select Dates for Price
Private Vacation Home

Sunset Rentals | Full Sweep 60

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(12)

$269.19

/ Nightly
Condo

Brigantine Quarters First Floor Secluded Condo; Short Private Walk To Beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(8)

$368.98

/ Nightly
Condo

New on VRBO! Stunning Views in a Perfect Location at Captain's Quarters!

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(20)

$199.51

/ Nightly
Condo

Beach Retreat! Just steps to ocean and Coligny Plaza

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(20)

$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(20)

$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(20)

$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(20)

$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(20)

$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(20)

$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(20)

$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(20)

$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(20)

$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(20)

$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