Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 960 Of 7773 Vacation Rentals
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Exceptional(31)

$1131.13

/ Nightly
Private Vacation Home

125 Luxury Beach Home | Pool | Elevator | Kids Play

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 22

Sleeps
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$381.79

/ Nightly
Condo

Island Thyme - Hilton Head 3BR 2BA Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(1)

$484.46

/ Nightly
Condo

Remodeled Oceanfront Condo | Direct Balcony Views, Private Pool, King Suite

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$248.33

/ Nightly
Condo

Luxe Coastal Beach Villa - King Bed

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(3)

$331.73

/ Nightly
Villa

Sunset Rentals | Bluff Villas 1768

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(164)

$329.78

/ Nightly
Villa

The Greens / Bikes / Beach Locker / Walk to beach / Pool / Near Coligny / Pet

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(32)

$393.01

/ Nightly
Private Vacation Home

3 Bedroom ~ Pet Friendly ~ Coastal Casual & Refined Style ~ 8 Cotton Lane

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$1078.13

/ Nightly
Private Vacation Home

New to the rental market, 4th row home!

Hilton Head, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(4)

$509.65

/ Nightly
Villa

4th Floor Villa w/ Ocean Views in Palmetto Dunes

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(2)

$464.01

/ Nightly
Villa

Pet Friendly Villa w/ Lagoon Views!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(26)

$970.33

/ Nightly
Private Vacation Home

105 Luxury Beach Home | Pool + Hot Tub | Elevator

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 22

Sleeps
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Exceptional(6)

$220.79

/ Nightly
Villa

Hilton Head Spinnaker-Shipyard Plantation Townhouse -2 Bdroom, 2.5 Bath, Sleep 6

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Select Dates for Price
Condo

Ocean Oak Resort! Two-bedroom condo on the beach with oceanfront pool!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$361.9

/ Nightly
Condo

Resort Perks Beach Access: Condo in Hilton Head

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(258)

$205.7

/ Nightly
Condo

Cozy, Private, Gated, Hilton Head Location with Great Views. Steps to the beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(31)

$1131.13

/ Nightly
Private Vacation Home

124 Family Beach Home | Heated Pool & Elevator | EV Charger

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 22

Sleeps
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Exceptional(47)

$314.79

/ Nightly
Condo

NEWLY RENOVATED, Nicely Equipped, Steps to the Beach, Perfect for Families

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(18)

$222.57

/ Nightly
Villa

Amazing 1-bd Beach Villa, best location Hilton Head Island -Heart of the Island!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(19)

$316.25

/ Nightly
Condo

Sun, Sand & HHI Charm: Beach Walk Condo w/ Pool!

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(3)

$382.07

/ Nightly
Villa

1st Floor Fiddler's Cove Villa - Monthly Rates Until March 2027!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(3)

$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(3)

$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(3)

$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(3)

$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(3)

$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(3)

$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(3)

$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(3)

$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(3)

$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(3)

$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