Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 640 Of 7773 Vacation Rentals
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$565.4

/ Nightly
Hotel Resort

Marriott Grande Ocean Resort ✨ Experience Paradise in a 2BR Villa - Sleeps 8!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(19)

$345.66

/ Nightly
Condo

2 bedroom 8 guests villa in Palmetto Dunes. THE Place to Be! Close to beach.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(119)

$514.8

/ Nightly
Condo

Luxury Penthouse near Beach, Tiki Hut, Coligny

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(13)

$388.91

/ Nightly
Condo

Updated Luxury 3 BR Free Harbourtown Pool Usage w Beach Gear & Bike Rentals

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(32)

$376.06

/ Nightly
Condo

46 Springwood: Ground floor unit directly across from complex pool!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(103)

$268.4

/ Nightly
Condo

Hilton Head Shipyard Condo, Walk to Beach, Pool, Pet Friendly

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(61)

$831.99

/ Nightly
Private Vacation Home

63 South Sea Pines: A BESTNEST by Beverly Serral

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(65)

$477.77

/ Nightly
Private Vacation Home

SeaPines, Ranch style home, Nicely updated, Great outdoor space, Pet friendly

Hilton Head, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(107)

$290.68

/ Nightly
Condo

Wonderful First Floor Condo, Located Close to Tennis, Golf, and The Beach.

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(82)

$1266.65

/ Nightly
Private Vacation Home

Custom Putting Green, Game Room, Steps to Beach, Private Pool w/ TV, Elevator

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 21

Sleeps
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Exceptional(9)

$706.42

/ Nightly
Private Vacation Home

28 Pelican | Luxury Home | 300 ft to the beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(48)

$1658.07

/ Nightly
Private Vacation Home

Island Escape! Pool, Elevator, Pinball, Foosball, Arcade, Nursery,Infrared Sauna

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 8

Bath

Sleep 16

Sleeps
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$269.62

/ Nightly
Condo

3BR/3BA condo on Hilton Head Island with use of amenities at The Westin Hotel

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(32)

$275.42

/ Nightly
Private Vacation Home

8 Hollyberry - Sea Pines Home with community pool and tennis

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(33)

$656.53

/ Nightly
Private Vacation Home

Newly renovated home with great golf course views, minutes from the beach!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(22)

$1551

/ Nightly
Private Vacation Home

19 Port Tack | 4 Bedroom | Lagoon View | Private Pool & Spa | STR #025887

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(114)

$572

/ Nightly
Villa

Hilton Head Paradise: 3BR/3BA, Close to Westin, Beach, Tennis & Golf

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps
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Exceptional(32)

$336.6

/ Nightly
Private Vacation Home

Harbour Town Golf Links 11th Tee Ranch Walkable to Harbour Town

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(36)

$425.39

/ Nightly
Condo

Renovated Villa w/ Community Pool, Patio and Spectacular Golf Course Views

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(58)

$424.75

/ Nightly
Condo

Dog Friendly! Community Pool, Walk to Harbour Town Shops & Restaurants

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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Exceptional(58)

$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(58)

$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(58)

$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(58)

$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(58)

$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(58)

$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(58)

$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(58)

$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(58)

$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(58)

$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