Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 680 Of 7773 Vacation Rentals
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Exceptional(8)

$583

/ Nightly
Villa

Modern Island Serenity!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$776.83

/ Nightly
Private Vacation Home

Freshly Updated Throughout!

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(20)

$562.44

/ Nightly
Condo

452 Captains Walk-5 Bedroom OCEANFRONT Penthouse - Sleeps 12

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(8)

$487.67

/ Nightly
Villa

Lovely One Bedroom Condominium with an Ocean View!

Hilton Head, South Carolina, United States

Bed 1

Bed

Bath 2

Bath

Sleep 2

Sleeps
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Exceptional(37)

$467.5

/ Nightly
Villa

1625 Port Villas: Water Views, Dock and Steps to the Salty Dog - Free Bikes

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(46)

$221.83

/ Nightly
Condo

Ocean-View Balcony: Beachfront Hilton Head Condo

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(17)

$580.18

/ Nightly
Private Vacation Home

8 Henry Lane - Charming 4-bedroom house with AC, WiFi on Hilton Head Island

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 16

Sleeps
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Exceptional(1)

$286.12

/ Nightly
Condo

After Dune Delight, Walk to Beach, Full Kitchen, Pickleball, Indoor Pool Hot Tub

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(1)

$282.82

/ Nightly
Condo

Hip Nautic - Couple's Getaway, Indoor Pool Hot Tub, Walk to Beach, Pickleball

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(1)

$320.59

/ Nightly
Villa

Coastal Vibes & Community Amenities Await You!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(6)

$370.48

/ Nightly
Condo

Pet Friendly, Shelter Cove Views - Bike to Beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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$564.82

/ Nightly
Villa

Pet Friendly Sea Pines Villa, Walk to Harbour Town Marina, Shops & Lighthouse

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(3)

$421.22

/ Nightly
Condo

Pet Friendly Shelter Cove Condo w/ Marina Views & Covered Balcony

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(34)

$356.76

/ Nightly
Condo

Updated Luxury 3 BR Townhome Short Walk to Beach Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 9

Sleeps
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Exceptional(19)

$263.95

/ Nightly
Condo

Updated Luxury Condo G K 2Q Sleeper Sofa Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(26)

$388.53

/ Nightly
Condo

Ocean One 102 - Beachside Ground Floor Condo

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(3)

$702.77

/ Nightly
Private Vacation Home

Renovated Hilton Head Retreat • Pool + Outdoor Kitchen + Near Beach | Wisteria

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 6

Bath

Sleep 10

Sleeps
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Exceptional(4)

$227.9

/ Nightly
Villa

7447 Anchorage: Pet Friendly 2 Bedroom Villa with Water Views, Sleeps 6

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$307.17

/ Nightly
Villa

Sunset Rentals | Island Club 116

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(31)

$348

/ Nightly
Condo

Queens Grant 3 BR Gorgeous Kitchen & Baths Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(31)

$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(31)

$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(31)

$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(31)

$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(31)

$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(31)

$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(31)

$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(31)

$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(31)

$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(31)

$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