Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 760 Of 7773 Vacation Rentals
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$326.58

/ Nightly
Condo

Ocean Oriented Oasis! Indoor Heated Pool! Pickleball! Hot Tub!

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(129)

$322.02

/ Nightly
Villa

3 Bedroom, 3 Bath Oceanside Beach Villa

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(19)

$212.2

/ Nightly
Condo

Beautiful Condo in Palmetto Dunes, Easy walk to Beach, Pickleball, Tennis, Golf

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(1)

$1012.48

/ Nightly
Private Vacation Home

Featured on Netflix: Private Island Oasis with Complimentary Boat Trip

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$783.53

/ Nightly
Private Vacation Home

Sea Pines beach home with screened porch and sundeck. Walk to the Salty Dog!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(2)

$2152.81

/ Nightly
Private Vacation Home

Private Pool/Spa, Walk to the Beach & Close to South Beach Marina and Salty Dog

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 15

Sleeps
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Exceptional(13)

$235.56

/ Nightly
Villa

Charming Low Country Villa at the Westin Port Royal Resort & Spa

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(4)

$309.43

/ Nightly
Villa

Upscale Beach Villa w/ Indoor Pool

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(101)

$318.63

/ Nightly
Villa

Sea Pines Lighthouse Villa.

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(18)

$975.56

/ Nightly
Private Vacation Home

40 N. Forest Beach-New Owners & Vrbo listing - 176 Yard walk to the beach.

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 20

Sleeps
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$306.09

/ Nightly
Condo

Ocean View - Ocean Villas A201-Professionally Managed by HHB&T Vacation Rentals

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(8)

$742.47

/ Nightly
Private Vacation Home

Beach Access & Pool, 1-Min Walk | Sweetbay by AvantStay

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 15

Sleeps
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Exceptional(6)

$904.85

/ Nightly
Private Vacation Home

Pet Friendly North Forest Beach House w/ Private Pool, 1 Min Walk to the Sand

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(60)

$266.88

/ Nightly
Villa

2285 Heritage: Free Bikes, Pool, Pet Friendly

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(3)

$525.65

/ Nightly
Villa

Experience luxury at 24 Hilton Head Beach Villas, a spacious 3-bedroom retreat

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(16)

$487.74

/ Nightly
Villa

Spacious 3BR Villa | Plantation Club, Sea Pines

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 5

Bath

Sleep 8

Sleeps
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$351.77

/ Nightly
Villa

Minutes to Beach & Golf | Pet-Friendly Villa

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 3

Bath

Sleep 4

Sleeps
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$365.2

/ Nightly
Hotel Resort

Resort with 2 bedrooms, 2 Bathrooms, Kitchen Dining Room in Hilton Head Island.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath
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Exceptional(37)

$259.8

/ Nightly
Condo

2BR Beach Villa for 6, Walk to Beach & Trails!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(5)

$561.98

/ Nightly
Condo

Free Tennis & Pickleball, 3 minute Walk to beach, 29 Moorings!

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(5)

$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(5)

$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(5)

$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(5)

$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(5)

$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(5)

$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(5)

$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(5)

$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(5)

$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(5)

$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