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

Showing 20 Of 2121 Vacation Rentals
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Exceptional(2)

$3323.65

/ Nightly
Private Vacation Home

Destination Vacation HHI Luxury Oceanfront Home in South Beach area of Sea Pines

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 18

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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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(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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$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(6)

$3503.5

/ Nightly
Private Vacation Home

36 East Beach Lagoon - New on Vrbo... Premier Oceanfront Luxury!

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 21

Sleeps
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Exceptional(1)

$3479.36

/ Nightly
Private Vacation Home

Beautiful 6BR Oceanfront Home in Sea Pines with Private Beach Path, Pool and Spa

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 16

Sleeps
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$3458.18

/ Nightly
Private Vacation Home

6 Sea Oak - Oceanfront luxury, historic southern architecture in S. Forest Beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 16

Sleeps
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Exceptional(3)

$3431.52

/ Nightly
Private Vacation Home

New luxury second row from ocean10 bedroom beach home in Palmetto Dunes

Hilton Head Island, South Carolina, United States

Bed 10

Bed

Bath 11

Bath

Sleep 24

Sleeps
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$3342.6

/ Nightly
Private Vacation Home

31 S. Beach Lane at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 9

Sleeps
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Exceptional(1)

$3584.9

/ Nightly
Private Vacation Home

206 N. Sea Pines Drive – Luxury Resort-Style Living

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 20

Sleeps
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$3310.13

/ Nightly
Private Vacation Home

63Dune | Oceanfront | Pool & Hot Tub | Elevator | Games | Proximity to Coligny

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 9

Bath

Sleep 26

Sleeps
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Exceptional(1)

$3251.82

/ Nightly
Private Vacation Home

Beautifully Decorated Home on one of the prettiest Oceanfront lots in Sea Pines!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 17

Sleeps
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Exceptional(68)

$3237.85

/ Nightly
Private Vacation Home

10 Iron Clad- Luxury Ocean Front Home, 6 Br, 6.5 Ba- Private Beach Access

Hilton Head, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 17

Sleeps
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Exceptional(2)

$3141.17

/ Nightly
Private Vacation Home

61 Dune Lane | Oceanfront | Private Pool & Spa | Gameroom | Walk to Coligny

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 24

Sleeps
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Exceptional(7)

$3133.53

/ Nightly
Private Vacation Home

Spectacular Oceanfront 8 Bedroom Palmetto Dunes Home with Private Balconies

Hilton Head Island, South Carolina, United States

Bed 8

Bed

Bath 10

Bath

Sleep 24

Sleeps
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Exceptional(2)

$3024.27

/ Nightly
Private Vacation Home

Gorgeous oceanfront beach home with private pool in Palmetto Dunes sleeps 22

Hilton Head, South Carolina, United States

Bed 8

Bed

Bath 8

Bath

Sleep 21

Sleeps
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Exceptional(9)

$2990.78

/ Nightly
Private Vacation Home

Five Bedroom Oceanfront Sea Pines Home with Private Pool and Oceanfront Views

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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$2978.41

/ Nightly
Private Vacation Home

Amazing Hilton Head oceanfront home

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 19

Sleeps
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Exceptional(6)

$2939.36

/ Nightly
Private Vacation Home

Oceanfront home with huge windows and a panoramic views

Hilton Head, South Carolina, United States

Bed 9

Bed

Bath 10

Bath

Sleep 22

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(6)

$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(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)

$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(6)

$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(6)

$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(6)

$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(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)

$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(6)

$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