Home Vacation Home Rentals By Owner In Hilton Head Island, SC

Showing 1760 Of 2125 Vacation Rentals
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Exceptional(1)

$1107.85

/ Nightly
Private Vacation Home

3 Dinghy - 2nd Row (25 Yards) to the Ocean. NEW, Beautiful Beach Home.

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 20

Sleeps
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$1108.1

/ Nightly
Private Vacation Home

Escape to the ultimate island getaway within the community of Palmetto Dunes.

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 5

Bath

Sleep 10

Sleeps
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Exceptional(63)

$1112.41

/ Nightly
Private Vacation Home

Beautiful spacious home close to the beach!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 11

Sleeps
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Exceptional(1)

$1114.87

/ Nightly
Private Vacation Home

5 Bedroom Near Ocean Home

Hilton Head, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(3)

$1115.04

/ Nightly
Private Vacation Home

Now Offering up to 25% OFF Fall 2026, New in 2026 , Steps to Beach, Pool, Free Golf, Dogs OK

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 20

Sleeps
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Exceptional(54)

$1117.77

/ Nightly
Private Vacation Home

Exquisite Home w/ Private Pool & Dock Hilton Head

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(87)

$1118.05

/ Nightly
Private Vacation Home

2 Collier, Oceanfront, Dogs OK, Pool, Free Golf, Elevator

Hilton Head, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(14)

$1118.14

/ Nightly
Private Vacation Home

30 W. Beach Lagoon-Golf Course Views, Pool, 2nd row (147 yards) to the ocean

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(36)

$1119.52

/ Nightly
Private Vacation Home

2nd row beach home with multiple living spaces along with private pool & spa

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(37)

$1119.86

/ Nightly
Private Vacation Home

10 Brigantine- 2nd Row Ocean, Large/Open & Beautiful, Lots of GREAT features

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 18

Sleeps
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Exceptional(18)

$1120.87

/ Nightly
Private Vacation Home

Newly updated! 3rd Row 4 Bedroom/4 Bathroom Beach Home with Pool/Beach Access

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(27)

$1120.96

/ Nightly
Private Vacation Home

Spacious, Pet-Friendly Home Sea Pines Golf Views

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(7)

$1121.51

/ Nightly
Private Vacation Home

New on VRBO, Beautifully updated, close to the beach, come make family memories!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(12)

$1122.47

/ Nightly
Private Vacation Home

1 Wanderer Lane New luxury 7 bedroom house 100 yards from beach. Large pool spa

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 20

Sleeps
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Exceptional(31)

$1124.73

/ Nightly
Private Vacation Home

3B Hickory Lane-CUSTOM built house! 200 Yards till your feet are in the sand

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 15

Sleeps
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Exceptional(8)

$1125.01

/ Nightly
Private Vacation Home

5 bedroom luxurious retreat overlooking the lagoon

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(75)

$1128.88

/ Nightly
Private Vacation Home

Ocean View, 3-Patio, 6BR, 6300sf Home w/Pool; 50 Steps to Beach, Coligny Circle!

Hilton Head Isalnd, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 18

Sleeps
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Exceptional(25)

$1129.55

/ Nightly
Private Vacation Home

*NEWLY BUILT HOME* 6 Bedrooms - Close to Beach - Sea Pines - Private Pool/Spa

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 13

Sleeps
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Exceptional(101)

$1130.8

/ Nightly
Private Vacation Home

PALMETTO DUNES MINS TO BEACH LG POOL ON ROBERT TRENT JONES GLF CRSE SLEEPS 23

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 23

Sleeps
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Exceptional(50)

$1131.13

/ Nightly
Private Vacation Home

34 Luxury Beach House w/ Pool & Hot Tub | FirePit | Fenced Yard | Sleeps 24

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 24

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(50)

$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(50)

$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(50)

$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(50)

$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(50)

$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(50)

$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(50)

$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(50)

$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(50)

$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(50)

$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