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

Showing 40 Of 2121 Vacation Rentals
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Exceptional(2)

$4191.16

/ Nightly
Private Vacation Home

Extraordinary Family Friendly Ocean Front Home with private pool & hot tub!

Hilton Head Island, South Carolina, United States

Bed 9

Bed

Bath 7

Bath

Sleep 24

Sleeps
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Exceptional(21)

$4452.8

/ Nightly
Private Vacation Home

Ocean Front family-friendly house with amazing views on Gold Coast in Sea Pines!

Daufuskie Island, South Carolina, United States

Bed 7

Bed

Bath 8

Bath

Sleep 14

Sleeps
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Exceptional(1)

$4504.12

/ Nightly
Private Vacation Home

Ultra-Luxury Oceanfront Palmetto Dunes Escape with Private Pool & Hot Tub

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 16

Sleeps
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Exceptional(2)

$4553.4

/ Nightly
Private Vacation Home

Sleeps 48, 2 Homes w/ Private Beach Access | Bradley Circle Buyout by AvantStay

Hilton Head Island, South Carolina, United States

Bed 20

Bed

Bath 22

Bath

Sleep 48

Sleeps
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Exceptional(3)

$4901.08

/ Nightly
Private Vacation Home

Luxury, Stunning 6 Bedroom Home with Saltwater Pool on the Beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 20

Sleeps
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Exceptional(4)

$4957.39

/ Nightly
Private Vacation Home

2 East Beach Lagoon - Brand New Gold Coast Oceanfront Oasis - 2026 Discounts!

Hilton Head Island, South Carolina, United States

Bed 8

Bed

Bath 9

Bath

Sleep 22

Sleeps
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$5049.6

/ Nightly
Private Vacation Home

Destination Vacation HHI, 6-BR Oceanfront Luxury Home in Sea Pines w/ Pool & Spa

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 18

Sleeps
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Exceptional(1)

$6149.28

/ Nightly
Private Vacation Home

Truly Exceptional, Sea Pines Luxury Oceanfront Home

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 11

Bath

Sleep 20

Sleeps
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Exceptional(31)

$7203.17

/ Nightly
Private Vacation Home

23 South Beach Lagoon: A BESTNEST Luxe by Beverly Serral Oceanfront

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 8

Bath

Sleep 14

Sleeps
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Exceptional(39)

$288.1

/ Nightly
Private Vacation Home

32 Windjammer Court - Harbor Town Golf Views

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(19)

$1352.34

/ Nightly
Private Vacation Home

37 Dune Lane - Island Dream Home, 7 Bedroom Oceanfront

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 20

Sleeps
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Exceptional(24)

$2008.53

/ Nightly
Private Vacation Home

10 Sea Oak - Casa Beleza

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 9

Sleeps
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Exceptional(1)

$2468.36

/ Nightly
Private Vacation Home

Amazing Oceanfront estate

Hilton Head, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 15

Sleeps
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Exceptional(5)

$2266.3

/ Nightly
Private Vacation Home

A private island sanctuary in Sea Pines

Hilton Head Island, South Carolina, United States

Bed 8

Bed

Bath 8

Bath

Sleep 22

Sleeps
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Exceptional(67)

$2276.69

/ Nightly
Private Vacation Home

Perfect 10 Sea Hawk-Spectacular Oceanfront Dream House & Absolute Best Location

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 8

Bath

Sleep 20

Sleeps
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Exceptional(48)

$2285.64

/ Nightly
Private Vacation Home

Direct OCEANFRONT Updated Six Bedroom Sea Pines Home w/ Private Pool & Spa!

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 19

Sleeps
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Exceptional(46)

$2292.15

/ Nightly
Private Vacation Home

Charming oceanfront home with brand new renovations and private pool & spa

Hilton Head Island, South Carolina, United States

Bed 8

Bed

Bath 8

Bath

Sleep 20

Sleeps
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Exceptional(1)

$2303.97

/ Nightly
Private Vacation Home

Sunset Rentals | North Sea Pines 70

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(26)

$2305.28

/ Nightly
Private Vacation Home

Luxury 7 BR 7BA Gorgeous Ocean Views Private Pool Hot Tub Gourmet Kitchen

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 24

Sleeps
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Exceptional(3)

$2331.4

/ Nightly
Private Vacation Home

26 Surf Scoter - 2nd Row Luxury Home in Sea Pines w/ Private Pool & Spa

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 16

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(3)

$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(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)

$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(3)

$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(3)

$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(3)

$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(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)

$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(3)

$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