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

Showing 1980 Of 2121 Vacation Rentals
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Exceptional(31)

$937.77

/ Nightly
Private Vacation Home

BESTNEST by Beverly Serral: 74 Baynard Cove Road *Private Pool*

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(36)

$938.14

/ Nightly
Private Vacation Home

57 Heritage Road - Harbour Town Jewel - vacation home with private pool

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 20

Sleeps
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Exceptional(35)

$939.4

/ Nightly
Private Vacation Home

Pup Friendly Ocean Front Home w/ Pool & Deck!

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(15)

$941.62

/ Nightly
Private Vacation Home

Massive Luxury Beach Home Private Pool Hilton Head

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 18

Sleeps
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Exceptional(2)

$942.23

/ Nightly
Private Vacation Home

Luxury 2nd Row Beach Estate l 6BR l Private Courtyard Pool & Spa l Sleeps 12

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 12

Sleeps
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Exceptional(6)

$942.49

/ Nightly
Private Vacation Home

5BR Lagoon View Retreat, Sleeps 15, Bunk Room & Loft, Near Harbour Town

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 15

Sleeps
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Exceptional(193)

$944.63

/ Nightly
Private Vacation Home

3 Surf Watch Way, Pool, Pet Friendly, Close To Beach, Free Golf

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 17

Sleeps
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Exceptional(1)

$944.93

/ Nightly
Private Vacation Home

Sunset Rentals | Cedar Waxwing 1

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(3)

$946.62

/ 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(24)

$946.96

/ Nightly
Private Vacation Home

27 Pelican-Private Pool & 3rd Row (270 feet or 1 minute walk) to the Ocean

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 20

Sleeps
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Exceptional(25)

$947.98

/ Nightly
Private Vacation Home

MyStay at 4 Slack Tide | Private Indoor Pool, Lagoon Views & Game Room

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(2)

$949.07

/ Nightly
Private Vacation Home

Group Retreat w/ Shuffleboard, Air Hockey & Foosball, Near South Beach Marina

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(15)

$949.09

/ Nightly
Private Vacation Home

11 Promontory - Tennis & Pickleball Included/Private Pool & Spa/Lagoon Views

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(14)

$949.24

/ Nightly
Private Vacation Home

Four Bedroom Sea Pines Home with a Private Pool * 5 Min Walk to Beach *

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 11

Sleeps
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$949.36

/ Nightly
Private Vacation Home

64 Lawton Road at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(31)

$949.51

/ Nightly
Private Vacation Home

Extravagant Hilton Head Luxury Home Private Pool

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(33)

$950.26

/ Nightly
Private Vacation Home

52 N. Forest Beach-4th row (176 yard walk) to ocean w/ elevator & much more!

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 16

Sleeps
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Exceptional(122)

$950.63

/ Nightly
Private Vacation Home

4 Barrier Beach Cove: Steps from the Beach with Private Pool, Spa, Elevator & Free Activities!

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 19

Sleeps
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Exceptional(149)

$951.21

/ Nightly
Private Vacation Home

21 Crabline Court @ Singleton Beach | Private Pool | Walk to Beach | Sleeps 24 |

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 24

Sleeps
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Exceptional(81)

$952.8

/ Nightly
Private Vacation Home

Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch

Hilton Head Island, South Carolina, United States

Bed 5

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(81)

$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(81)

$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(81)

$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(81)

$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(81)

$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(81)

$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(81)

$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(81)

$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(81)

$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(81)

$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