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

Showing 1100 Of 2125 Vacation Rentals
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Exceptional(5)

$904.4

/ Nightly
Private Vacation Home

Sunset Rentals | Corine Lane 13

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 19

Sleeps
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Exceptional(6)

$904.85

/ Nightly
Private Vacation Home

Pet Friendly North Forest Beach House w/ Private Pool, 1 Min Walk to the Sand

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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$904.94

/ Nightly
Private Vacation Home

21 Water Oak at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(1)

$905.25

/ Nightly
Private Vacation Home

4 Suite Golf Retreat, Sleeps 11, Kids Loft & Carolina Room, Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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$905.96

/ Nightly
Private Vacation Home

Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
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Exceptional(105)

$907.49

/ Nightly
Private Vacation Home

3rd Row, Pool, Dogs OK, Easy Quick Walk To The Beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 18

Sleeps
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Exceptional(177)

$907.69

/ Nightly
Private Vacation Home

VACAY TIME:HHI Retreat: Pool/Hot Tub/Near Beach, Pets Early Booking 2027 Summer

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(3)

$908.6

/ Nightly
Private Vacation Home

Modern Sea Pines Home w/ Lagoon & Golf Views

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 16

Sleeps
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Exceptional(31)

$908.86

/ Nightly
Private Vacation Home

Sea Pines Home w/ FREE Pool Heat Seasonally - Four Minute Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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$909.27

/ Nightly
Private Vacation Home

Covered Pool + Lagoon Views + Elevator + Walk to Beach | The Grand Sandcastle

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 22

Sleeps
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Exceptional(3)

$909.59

/ Nightly
Private Vacation Home

Coastal Luxe Retreat - Heated Pool - Games - Games

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Exceptional(4)

$910.39

/ Nightly
Private Vacation Home

Beautiful Palmetto Dunes Vacation Home with Private Pool & Outdoor Living, 5 Min To Beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Exceptional(73)

$910.8

/ Nightly
Private Vacation Home

1776 discount When you book 7days in 2026 3minute walk to the beach, Sea Pines

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 3

Bath

Sleep 16

Sleeps
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Exceptional(2)

$911.5

/ Nightly
Private Vacation Home

25 Sandcastle @ Folly Field Beach | Pool & Games | Lagoon Views | Pet-Friendly | Sleeps 22

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 22

Sleeps
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Exceptional(9)

$911.7

/ Nightly
Private Vacation Home

New Listing Pet Friendly 4 BR 3 BA Vacation Home Private Pool Beach Gear & Bikes

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(17)

$912.59

/ Nightly
Private Vacation Home

85 Mooring Buoy -Dock, Private Pool & Lagoon Views. 176 Yards to the ocean

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(39)

$912.75

/ Nightly
Private Vacation Home

Sandcastle by the Sea - 3 blocks to beach, private pool, elevator

Hilton Head, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 18

Sleeps
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Exceptional(59)

$913.55

/ Nightly
Private Vacation Home

117 Dune Lane- The Bluebell

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Exceptional(12)

$914.7

/ Nightly
Private Vacation Home

Beach Access Across the Street!

Hilton Head, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(6)

$917.82

/ Nightly
Private Vacation Home

Wonderful Palmetto Dunes home features great lagoon views with a dock!

Hilton Head, 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(6)

$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(6)

$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(6)

$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(6)

$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(6)

$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(6)

$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(6)

$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(6)

$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(6)

$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(6)

$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