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

Showing 2000 Of 2121 Vacation Rentals
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Exceptional(10)

$952.83

/ Nightly
Private Vacation Home

Outdoor Oasis w/ Private Pool, Hot Tub, Pool Deck & Outdoor Atrium; Dog Friendly, Sea Pines Retreat

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 14

Sleeps
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Exceptional(1)

$953.71

/ Nightly
Private Vacation Home

Stunning updated waterfront 4 bed home -perfect blend of luxury & convenience

Hilton Head, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(37)

$953.97

/ Nightly
Private Vacation Home

Best House in Sandcastles w/Kids Cave, Putting Green, Free Heated Pool, Walk to Beach, Arcade Room

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 5

Bath

Sleep 24

Sleeps
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Exceptional(10)

$956.19

/ Nightly
Private Vacation Home

Relaxing Golf Course Getaway in Palmetto Dunes with Private Pool, Spa, and Outdoor Kitchen

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(62)

$957.41

/ Nightly
Private Vacation Home

3 Sutherland, Pool, Beach, Palmetto Dunes, Free Golf

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(30)

$958.29

/ Nightly
Private Vacation Home

77A Dune-Awesome Ocean Views, Pool, Spa, Pool Table, Elevator & Much More

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(146)

$958.62

/ Nightly
Private Vacation Home

2nd Row Ocean Sea Pines Home – Beach Path Next to Home – Private Pool & Spa

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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$958.87

/ Nightly
Private Vacation Home

Spacious 7BR home with pool, free golf cart, fenced yard & near beach

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 4

Bath

Sleep 22

Sleeps
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Exceptional(64)

$958.94

/ Nightly
Private Vacation Home

Classic DOG FRIENDLY Five Bedroom 2nd Row Ocean Sea Pines Home with a Pool

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 3

Bath

Sleep 11

Sleeps
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Exceptional(7)

$961.67

/ Nightly
Private Vacation Home

3 min walk to Beach | Private Pool Oasis | Family-Friendly Hilton Head

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(97)

$963.23

/ Nightly
Private Vacation Home

SPACIOUS HOUSE. 5 BR, 4 BATH, PRIVATE POOL-SINGLETON BEACH-CLOSE TO SHOPS

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(24)

$963.54

/ Nightly
Private Vacation Home

Stunning Beach House! Private Pool

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(23)

$963.88

/ Nightly
Private Vacation Home

4 Beach Lagoon Rd - GORGEOUS 6 bedroom home in Sea Pines & Private Pool

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 19

Sleeps
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Exceptional(40)

$964.31

/ Nightly
Private Vacation Home

10 Audubon Pond - A Sophisticated Beach Chic Home in Sea Pines!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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$964.9

/ Nightly
Private Vacation Home

5 Bedroom 4.5 Bathroom Updated Home

Hilton Head, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(36)

$965.27

/ Nightly
Private Vacation Home

11 Gunnery Lane: Sea Pines

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(8)

$965.36

/ Nightly
Private Vacation Home

Beachfront Ocean Dream on the Sand

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 13

Sleeps
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Exceptional(3)

$966.44

/ Nightly
Private Vacation Home

59 Sandcastle - Best Mid-Century Modern Beach Escape — 7BR, Pool, 3D-Theater

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 24

Sleeps
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Exceptional(4)

$966.65

/ Nightly
Private Vacation Home

3 Gull Point — Marshfront Luxury in the Heart of South Beach, Sea Pines

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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$967.78

/ Nightly
Private Vacation Home

16 Dove St - Private Home, Steps to the Beach and private pool/spa!

Hilton Head Island, SC, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 20

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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$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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$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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$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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$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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$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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$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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$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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$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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$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