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

Showing 500 Of 2125 Vacation Rentals
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Exceptional(4)

$612.7

/ Nightly
Private Vacation Home

Luxury 6BR Family Beach Oasis

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 20

Sleeps
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Exceptional(33)

$613.03

/ Nightly
Private Vacation Home

Stylish Sea Pines Home Hot Tub, Hilton Head

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$613.43

/ Nightly
Private Vacation Home

Sunset Rentals | Oceanwood 101

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(39)

$613.94

/ Nightly
Private Vacation Home

Newly updated home w/ multiple living spaces offers pool, lagoon & golf views

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(12)

$614.09

/ Nightly
Private Vacation Home

1 West Garrison- 4 Bedroom Home in Sea Pines and Only1/2 mile to the Beach!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(2)

$615.25

/ Nightly
Private Vacation Home

Large four Bedroom Four Bathroom Home on Robert Trent Jones Golf Course!

Hilton Head, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(77)

$616

/ Nightly
Private Vacation Home

Beachwalk Cottage – Steps to Beach, Free Seasonal Pool Heat, Sleeps 10, 4 King Suites

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(9)

$616.23

/ Nightly
Private Vacation Home

Lovely property located on a private cul-de-sac in Palmetto Dunes on HHI.

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(29)

$617.51

/ Nightly
Private Vacation Home

17 Heron Street - 200 Feet to the Beach!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(20)

$618.83

/ Nightly
Private Vacation Home

4 BR Home, Private Pool, and Spa on Tranquil Lagoon

Hilton Head, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(17)

$619.37

/ Nightly
Private Vacation Home

Spacious one-level vacation rental offering the best of both worlds!

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(9)

$619.73

/ Nightly
Private Vacation Home

Sea Pines Home w/ Fenced Private Pool

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 11

Sleeps
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$619.73

/ Nightly
Private Vacation Home

Beautiful Home in the Heart of Sea Pines

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(28)

$620.03

/ Nightly
Private Vacation Home

Amazing Vacation Home With Short Walk To The Beach - Pet Friendly

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 16

Sleeps
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Exceptional(48)

$621.85

/ Nightly
Private Vacation Home

Beautiful Singleton Beach Multi-Level Home, Private Pool, Grill, Game Room,Walk to Beach,Pool Table

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

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(9)

$623.63

/ Nightly
Private Vacation Home

Pet-Friendly Palmetto Dunes House Walk to Beach &

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(50)

$624.07

/ Nightly
Private Vacation Home

2 Willow Oak | 3 Bedroom Home | Pool | Golf Course View | STR #28007

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 9

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(147)

$624.8

/ Nightly
Private Vacation Home

Great Beach House-2 min. Walk to Beach, Private Splash Pool, Gas Grill, 5 min. Walk to Coligny Plaza

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(147)

$1430.28

/ 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
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Exceptional(147)

$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(147)

$1398.91

/ 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(147)

$1402.59

/ 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(147)

$1423.48

/ Nightly
Private vacation home

17 Dune Ln-The Cottage-Oceanfront, Super Cute! Fire Pit, Pool & Spa

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 16

Sleeps
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Exceptional(147)

$1423.49

/ Nightly
Private vacation home

Gorgeous 7 Bed 6 & 1-2 Bath Home with Private Heated Pool!

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 16

Sleeps
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Exceptional(147)

$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(147)

$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(147)

$1457.19

/ Nightly
Private vacation home

10 Bald Eagle - 3rd row (108 yard walk) to the Ocean. Endless Summer Awaits!

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 20

Sleeps
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Exceptional(147)

$1452.39

/ Nightly
Private vacation home

\"Driftwood\" in S. Forest Beach!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps

Most Popular Cities in South Carolina