Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 660 Of 7773 Vacation Rentals
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$359.86

/ Nightly
Hotel Resort

Bluewater by Spinnaker Resorts - 1 BR Villa

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath
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Exceptional(9)

$809.57

/ Nightly
Private Vacation Home

Pet Friendly Palmetto Dunes Home w/ Free Heated Pool, Fire Pit & Golf Views

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(6)

$199.65

/ Nightly
Villa

Modern TreeTops 5404 3 Pools/Tennis Courts/2 Beach Bikes/Wagon

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(13)

$374.12

/ Nightly
Villa

407 Barrington Arms: Beachfront Villa. 2 Bedrooms. Palmetto Dunes. Sleeps 7

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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$386.51

/ Nightly
Villa

Sunset Rentals | Island Club 6102

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(14)

$859.97

/ Nightly
Private Vacation Home

Sunset Rentals | Osprey 3

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(219)

$251.9

/ Nightly
Condo

Direct Oceanfront, Private Balcony, WIFI, King bed, walk-in-shower, central air

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(61)

$271.38

/ Nightly
Villa

537 Shorewood:2 Bedroom Ocean View Villa, Top Floor, Free Bikes, Beach Chairs

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(47)

$1478.18

/ Nightly
Private Vacation Home

2nd Row Luxury home with a game room, a golf simulator and private pool

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 24

Sleeps
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Exceptional(16)

$351

/ Nightly
Condo

Treetops 5004 - Stunning Villa near Beach & Coligny

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(47)

$388.46

/ Nightly
Villa

Completely renovated, spacious villa right next to the beach w/ pool access

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(29)

$602.91

/ Nightly
Condo

2537 Gleneagle Green: BESTNEST by Beverly Serral

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(22)

$248.65

/ Nightly
Condo

Coastal Nest - Oceanviews! Near Coligny

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(1)

$304.79

/ Nightly
Villa

Sunny Surf Villa | Beach Across the Street

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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$737.54

/ Nightly
Hotel Resort

Beachside 2BR Villa at Marriott’s Grande Ocean – Spacious, Sunny & Relaxing

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(50)

$515.93

/ Nightly
Private Vacation Home

4 Minute Walk to Beach! Private Pool With Pool Heater.* Back Deck w/ Lagoon & Golf Course Views!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 5

Bath

Sleep 11

Sleeps
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Exceptional(29)

$620.03

/ Nightly
Private Vacation Home

Amazing Vacation Home With Short Walk To The Beach - Pet Friendly

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 16

Sleeps
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Villa

Seven Night Stay in a 2 Bedroom Villa Near the Beach for Golf Tournament

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(23)

$213.4

/ Nightly
Condo

Family-Friendly Condo w/ Pools + Tennis Courts!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(161)

$356.14

/ Nightly
Villa

Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(161)

$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(161)

$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(161)

$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(161)

$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(161)

$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(161)

$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(161)

$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(161)

$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(161)

$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(161)

$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