Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 7700 Of 7754 Vacation Rentals
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Exceptional(1)

$130.95

/ Nightly
Condo

Marriott`s Monarch at Sea Pines 2BD

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(88)

$666.13

/ Nightly
Private Vacation Home

Private Resort Style Pool/Spa, Completely Renovated 5BR/5BA in Gated Community

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps
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Exceptional(172)

$352

/ Nightly
Villa

Spacious Villa Walking Distance to Ocean

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(13)

$366.66

/ Nightly
Villa

Top Floor Villa, Across the Street from the Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(50)

$1131.13

/ Nightly
Private Vacation Home

34 Luxury Beach House w/ Pool & Hot Tub | FirePit | Fenced Yard | Sleeps 24

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 24

Sleeps
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Exceptional(108)

$167.93

/ Nightly
Condo

Direct Oceanfront Bright and Airy Condo

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(79)

$743.92

/ Nightly
Private Vacation Home

Spectacular Golf Course/Lagoon View, Southern Exposure, Terrific Amenities

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps
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Exceptional(37)

$639.3

/ Nightly
Villa

Large Updated Three-Bedroom Condominium on the Oceanfront!

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(68)

$79.2

/ Nightly
Condo

1st Floor Perfection - Beach and Tennis Oceanfront Resort - SNOWBIRDS - C145

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(125)

$284.74

/ Nightly
Condo

Top Floor, Direct Ocean View 2BR in Ocean One Complex, Ocean One 517

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(45)

$241.55

/ Nightly
Condo

Ocean Villa C246 - Views from Deck

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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$217.08

/ Nightly
Villa

Lagoon View Villa Near Beach and Tennis

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$580.49

/ Nightly
Hotel Resort

Oceanfront Marriott Grande Ocean- Stunning Two Bedroom Villa! Book Now!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(2)

$254.55

/ Nightly
Condo

Treetop Balcony + 3 Pools +| Walk to Beach + Coligny | Treetops 4904

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(42)

$432.14

/ Nightly
Private Vacation Home

Rates Jan through mid March 2027 are reduced for longer stays.

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 5

Bath

Sleep 9

Sleeps
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Exceptional(49)

$582.74

/ Nightly
Private Vacation Home

Beautiful renovated home in the heart of Sea Pines with Private Pool!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(28)

$231.55

/ Nightly
Condo

Private Beach Access: Hilton Head Island Condo!

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(24)

$666.16

/ Nightly
Private Vacation Home

Nicely Renovated North Forest Beach Home w/ Pool - 5 Minute Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps
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Exceptional(16)

$411.39

/ Nightly
Villa

4101 Island Club: Steps from the beach on Hilton Head Island, with a hot tub, pool, and more!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 10

Sleeps
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$337.5

/ Nightly
Condo

Short walk to Shipyard Beach Club from 181 Greens.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

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