Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 2420 Of 7786 Vacation Rentals
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$1338.23

/ Nightly
Private Vacation Home

3 Bedroom Cottage at Port O' Call in HILTON HEAD ISLAND'S LUXURY RESORT

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(112)

$285.82

/ Nightly
Villa

Fall is beautiful,beach locker & chairs/ 8 min walk to Shipyard Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$361

/ Nightly
Condo

Updated Villa w Scenic Views ; Near Beach & Marina

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(13)

$410.49

/ Nightly
Condo

3527 Villamare has an upbeat, fun style with ocean views!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(41)

$266.2

/ Nightly
Condo

Hilton Head Condo: Walk to Coligny Beach & Plaza!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(220)

$232.83

/ Nightly
Villa

True DIRECT Oceanfront - Admiral's Row 305 - Right on the Beach! Best View!

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(62)

$270.23

/ Nightly
Condo

First Floor, Updated, and a Short Walk to the Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(123)

$311.85

/ Nightly
Villa

Wildlife Watching! Lagoon & Golf view, beach gear included. Peaceful & Private!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(26)

$1598.91

/ Nightly
Private Vacation Home

Beautiful & Spacious Third Row Ocean Sea Pines Home with Private Pool & Spa

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(44)

$711.16

/ Nightly
Private Vacation Home

Beautifully Updated Three Bedroom Sea Pines Home ~ Short Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(30)

$631.02

/ Nightly
Private Vacation Home

Birdie by AvantStay | Group Retreat at Hilton Head

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(25)

Select Dates for Price
Private Vacation Home

Hilton Ivory | 15th Hole of Harbourtown Golf Course | Private Pool + Hot Tub

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(67)

$752.88

/ Nightly
Private Vacation Home

New Listing! Completely Remodeled Beach House - Private Pool (sleeps 22 In Beds)

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 22

Sleeps
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Exceptional(128)

$271.7

/ Nightly
Condo

Closest 2 bedroom to the beach! Just steps to the boardwalk!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(47)

$469.26

/ Nightly
Private Vacation Home

Sea Pines Home- 4 Bedrooms & Dog Friendly!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps
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Exceptional(10)

$222.2

/ Nightly
Condo

Poolside Ground Floor Villa w/Tennis /Pickleball- Walk to Beach & Coligny Plaza!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Private Vacation Home

Pleasant 2-bedroom with loft townhome in Hilton Head Island

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(16)

$496.1

/ Nightly
Villa

Spacious, cozy villa in Coligny Villas

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(2)

$286.97

/ Nightly
Villa

2 bedroom 2.5 bathroom townhouse- walking distance to the beach!

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(2)

$587.42

/ Nightly
Private Vacation Home

Lovely single level Palmetto Dunes home with a pool and lagoon views!

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(2)

$1391.79

/ Nightly
Private vacation home

3rd Row Ocean ~ Five Bedroom Sea Pines Home ~ Private Pool & Spa ~ Sleeps 20

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Exceptional(2)

$1371.94

/ Nightly
Private vacation home

4 Elderberry Ln, New Build, Elevator, Steps to Beach, Putting Green, Private Pool

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 18

Sleeps
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Exceptional(2)

$1373.75

/ 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(2)

$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(2)

$1385.82

/ Nightly
Private vacation home

Pvt Pool/Spa-Game Room-Theater-Cold Plunge-Sauna-2min Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 17

Sleeps
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Exceptional(2)

$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(2)

$1390.63

/ Nightly
Private vacation home

58 Heritage Road - Harbour Town Golf Course Views & a Short Walk to the Beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(2)

$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(2)

$1422.67

/ Nightly
Private vacation home

1A Sea Lane - 4th Row Exceptional Family Home with Private Pool & Spa!

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 20

Sleeps
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Exceptional(2)

$1418.40

/ 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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