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

Showing 80 Of 2121 Vacation Rentals
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Exceptional(105)

$2733.5

/ Nightly
Private Vacation Home

V. Large House with Pool/Elevator/Fire pit in Palmetto Dunes-2 min walk to beach

Hilton Head Island, South Carolina, United States

Bed 10

Bed

Bath 10

Bath

Sleep 34

Sleeps
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Exceptional(3)

$2751.55

/ Nightly
Private Vacation Home

Charming Completely Renovated 5 bedroom Oceanfront home with private pool

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(34)

$2761.05

/ Nightly
Private Vacation Home

Ocean Front Retreat w/ Private (Heatable) Pool, Beach Access, Wall-to-Wall Windows & Ocean Views

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps
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Exceptional(15)

$2772.33

/ Nightly
Private Vacation Home

24 Duck Hawk-Oceanfront, Large Pool & Amazing Game Room. Coastal Chic!

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 18

Sleeps
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$542.11

/ Nightly
Private Vacation Home

Beautiful Home w/ Private Pool & Spa

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(3)

$559.02

/ Nightly
Private Vacation Home

Center of Sea Pines w/ Private Pool!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(68)

$558.98

/ Nightly
Private Vacation Home

Renovated, Dog Friendly Coastal Home w/ Private Screened Pool, Community Tennis & Basketball Courts

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(24)

$558.86

/ Nightly
Private Vacation Home

28 Moonshell - Luxury in Folly Field

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(36)

$558.07

/ Nightly
Private Vacation Home

3 Bed/3 Bath Thoughtfully Renovated Comfortable Sea Pines Beach Retreat!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(9)

$557.85

/ 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(1)

$557.81

/ Nightly
Private Vacation Home

Pool, Hot Tub, Fairway Views & Quick Bike Ride to Beach | Loblolly Retreat

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(212)

$556.97

/ Nightly
Private Vacation Home

Walk to the beach! SEA PINES 4 BED + LOFT - Private pool

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 13

Sleeps
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Exceptional(35)

$556.65

/ Nightly
Private Vacation Home

Cozy Dog-Friendly Cottage Near Salty Dog Cafe

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(5)

$556.26

/ Nightly
Private Vacation Home

4 Lark Street - 4th Row North Forest Beach

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(18)

$555.92

/ Nightly
Private Vacation Home

Hilton Hideaway by AvantStay | Private Pool, Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(18)

$555.79

/ Nightly
Private Vacation Home

BESTNEST by Beverly Serral 44 Heritage Rd, Sea Pines *Pet Friendly*

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(11)

$555.78

/ Nightly
Private Vacation Home

Hilton Head Island Resort Home w/ Fire Pit!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(79)

$555.76

/ Nightly
Private Vacation Home

HGTV Top Pick! Gorgeous 5 Star Coastal Cottage, Private Pool & Patio, Walk to Beach & Coligny Plaza!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 9

Sleeps
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Exceptional(6)

$555.71

/ Nightly
Private Vacation Home

Sunset Rentals | Rum Row 29

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 11

Sleeps
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$555.37

/ 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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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