Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 1440 Of 7786 Vacation Rentals
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$2206.59

/ Nightly
Private Vacation Home

Spacious 3rd Row Ocean Home in Sea Pines

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 6

Bath

Sleep 22

Sleeps
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$240.67

/ Nightly
Apartment

Near Beach Condo w/ Pool · Hot Tub · Pickleball

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(9)

$604.34

/ Nightly
Condo

3327 Villamare! NEW LUXURY POOL COMPLEX!!! TENNIS & PICKLEBALL INCLUDED.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(51)

$867.95

/ Nightly
Private Vacation Home

Golf Lovers Dream Home on PGA Course! Hilton Head

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 18

Sleeps
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Exceptional(68)

$358.23

/ Nightly
Villa

SeaPines, Pet friendly, Walk to the Beach Club, On site pool and tennis

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(18)

$333.29

/ Nightly
Condo

Updated New Luxury Vacation Condo w New Kitchen Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$286.61

/ Nightly
Condo

Updated luxury 2 BR Lake Forest in Sea Pines Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(7)

$530.23

/ Nightly
Villa

View of the Robert Trent Jones Golf Course!

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(41)

$422

/ Nightly
Villa

Fully Renovated Hilton Head Vacation Rental!

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(17)

$749.9

/ Nightly
Private Vacation Home

Pet Friendly 5BR Home w/ Deck & Private Pool

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(28)

$270.81

/ Nightly
Condo

Ocean Villa B314: Top Floor Views, Beachfront Pool & Pickleball Access

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(164)

$355.58

/ Nightly
Condo

Island Club 6404 - Remodeled Top floor Condo with Spectacular Ocean Views

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$753.37

/ Nightly
Private Vacation Home

New to the Rental Market!

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(19)

$441.47

/ Nightly
Villa

Connect Yourself with the Perfect Vacation at Beachwalk!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(1)

$737.68

/ Nightly
Private Vacation Home

Vacation Paradise - Private Pool, Fire Pit & BBQ

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(3)

$325.05

/ Nightly
Condo

Community Perks! Sunny Hilton Head Island Retreat

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(20)

$319.11

/ Nightly
Condo

Sea Pines-Harbour Town, Incredible Golf View, Free Bikes, Pet Friendly

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(32)

$1010.68

/ Nightly
Private Vacation Home

Spacious Five Bedroom Sea Pines Harbourtown Home with a Private Pool/Spa

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 6

Bath

Sleep 12

Sleeps
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$373.45

/ Nightly
Condo

Pool & Beach! Lagoon-View Island Club Resort Condo

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(5)

$242.17

/ Nightly
Villa

Gorgeous 1bd, 1bth Oceanview Villa in the Hilton Head Beach and Tennis Resort!

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 31

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