Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 7340 Of 7786 Vacation Rentals
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Exceptional(8)

$570.34

/ Nightly
Villa

Spacious 3BR Villa w/ Incredible Oceanfront Views

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(3)

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Villa

<> Gorgeous 2BR 2.5 BA Villa sleeps 6 Pool, Beach & Dinning + Golf Pkg

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$193.45

/ Nightly
Condo

Remodel Condo overlooks Pool walk to Celebration Park Beach & Coligny!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(82)

$108.31

/ Nightly
Condo

Poolview Condo: Private Boardwalk to Beach-Indoor/Outdoor Pools-Tennis

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(321)

$309.83

/ Nightly
Condo

Direct Oceanfront: Million Dollar Sunrise Views & Steps to Coligny

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(66)

$429.31

/ Nightly
Villa

Premium 3 BR Villa with Lagoon/Golf Views - 5 Minute Walk To Beach - Fall Promo

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(66)

$231.06

/ Nightly
Condo

NEW to VRBO! Ocean View and Freshly Renovated First Floor Villa!!

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(4)

$199.83

/ Nightly
Condo

Experience Paradise at a gorgeous Coligny Villa with pool, & walk to the beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(177)

$298.58

/ Nightly
Villa

90 Second Walk to Beach, 2 Hours Free Pickleball/Tennis Daily, Secure WIFI

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(34)

$146.57

/ Nightly
Villa

111 Seaside Villa Right On The Beach

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(89)

$124.76

/ Nightly
Villa

2BR 2BA New King Mattress, Walk-In Shower, Pool, Balcony, Tennis, Pickleball

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(62)

$427.41

/ Nightly
Condo

Golf Course Views, Near Beach, Steps to the Pool!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(62)

$296.67

/ Nightly
Private Vacation Home

Quiet Hilton Head 3bd 2bath home in Shipyard on golf course, minutes from beach

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(46)

$458.15

/ Nightly
Condo

Hilton head island voted best island 6 years by Condé Nast. Location location!

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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$831.71

/ Nightly
Private Vacation Home

Lovely Sea Pines home with large pool & pet friendly! Short walk to the beach

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 11

Sleeps
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Exceptional(145)

$196.53

/ Nightly
Condo

Beautiful 5 Star condo in tropical oasis- Perfect location! S Forest Beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$346.59

/ Nightly
Villa

Dog- Friendly Villa- Walk to the Beach

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$143.03

/ Nightly
Cottage

Golf and Tennis Heaven! Private Room with Private Bath. Short term rental.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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$4204.97

/ 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(3)

$2328.37

/ Nightly
Private Vacation Home

26 Surf Scoter - 2nd Row Luxury Home in Sea Pines w/ Private Pool & Spa

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 16

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(3)

$1418.28

/ 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(3)

$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(3)

$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(3)

$1390.86

/ 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(3)

$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(3)

$1397.24

/ Nightly
Private vacation home

Stunning Lagoon Front Home with Private Pool and Spa, 4th row from the beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(3)

$1412.11

/ 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(3)

$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(3)

$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(3)

$1447.11

/ 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

Most Popular Cities in South Carolina