Vacation Home Rentals By Owner In Hilton Head Island, SC

Showing 260 Of 2125 Vacation Rentals

Exceptional(72)

$501.25

/ Nightly

Private Vacation Home

50 Shell Ring: A BESTNEST by Beverly Serral

Hilton Head Island, South Carolina, United States

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Exceptional(6)

$501.78

/ Nightly

Private Vacation Home

Chic Pet-Friendly Getaway | Steps from the Sand

Hilton Head Island, South Carolina, United States

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Exceptional(89)

$502.54

/ Nightly

Private Vacation Home

Sea Pines! Total renovation completed in 2022! Just a bike ride from the beach!

Hilton Head Island, South Carolina, United States

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Exceptional(1)

$502.54

/ Nightly

Private Vacation Home

Family Friendly Villa!

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Bath

Exceptional(99)

$502.76

/ Nightly

Private Vacation Home

Spacious Upscale Home with Direct Private Access to the Beach and Heated Pool!

Hilton Head Island, South Carolina, United States

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Sleeps

Exceptional(34)

$503.03

/ Nightly

Private Vacation Home

Driftwood – 2nd Row Sea Pines Home, Retro Charm, Sleeps 8, Steps to Beach

Hilton Head Island, South Carolina, United States

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Exceptional(39)

$504.38

/ Nightly

Private Vacation Home

Private Pool ~ Cabana ~ 5 Deer Run Lane

Hilton Head Island, South Carolina, United States

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Exceptional(71)

$504.9

/ Nightly

Private Vacation Home

Outstanding location on 6th Green of Harbour Town Golf Course

Hilton Head Island, South Carolina, United States

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Exceptional(82)

$506.73

/ Nightly

Private Vacation Home

RESTFUL RETREAT!

Hilton Head Island, South Carolina, United States

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Exceptional(44)

$507.21

/ Nightly

Private Vacation Home

4 Pelican Street - 4 Bedroom Dog Friendly North Forest Beach Home

Hilton Head Island, South Carolina, United States

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$507.65

/ Nightly

Private Vacation Home

Shipyard Golf: Where Family Memories Happen!

Hilton Head Island, South Carolina, United States

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Exceptional(42)

$508.15

/ Nightly

Private Vacation Home

New Listing Wonderful Updated Home. Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

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Exceptional(31)

$509.12

/ Nightly

Private Vacation Home

48 Kingston Road -Private Pool, Lagoon View & 5 Minute Bike Ride to the ocean

Hilton Head Island, South Carolina, United States

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Exceptional(32)

$509.82

/ Nightly

Private Vacation Home

29 Stoney Creek - Harbour Town is just a quick walk away - Dog Friendly

Hilton Head Island, South Carolina, United States

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Exceptional(7)

$509.83

/ Nightly

Private Vacation Home

Experience luxury at 14 Kingston Road a home in the beautiful Shipyard area of Hilton Head Island.

Hilton Head Island, South Carolina, United States

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Exceptional(8)

$510.59

/ Nightly

Private Vacation Home

Luxury Sea Pines Home, Lagoon Views on Hilton Head

Hilton Head Island, South Carolina, United States

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Exceptional(71)

$510.73

/ Nightly

Private Vacation Home

Beautiful Pet-Friendly House with Fairway Views! 5 Mins from Harbour Town!

Hilton Head Island, South Carolina, United States

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Bath

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Exceptional(68)

$511.4

/ Nightly

Private Vacation Home

Serenity by the Sea – Pet-Friendly Sea Pines Home, Fenced Yard, Pool, Sleeps 8

Hilton Head Island, South Carolina, United States

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Exceptional(28)

$511.89

/ Nightly

Private Vacation Home

79 Kingston Dunes- NEW AND IMPROVED- Shipyard Sanctuary!

Hilton Head Island, South Carolina, United States

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Exceptional(39)

$512.52

/ Nightly

Private Vacation Home

18 Audubon Pond - Beautiful Marsh Views, Private Pool and an EV Charger too!

Hilton Head Island, South Carolina, United States

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Rent a place that suits your needs

Hotel resort

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View 2121 Private vacation home

Condo

View 2978 Condo

Villa

View 2152 Villa

Most popular vacation rentals in Hilton Head Island

Exceptional(39)

$1430.28

/ Nightly

Private vacation home

6 Bedroom, Free Heated Pool + Elevator Sleeps 26

Hilton Head Island, South Carolina, United States

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Exceptional(39)

$1395.43

/ Nightly

Private vacation home

Castle by the Sea 7BR/8BA Luxury Home with Elevator

Hilton Head Island, South Carolina, United States

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Exceptional(39)

$1398.91

/ 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

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Exceptional(39)

$1402.59

/ Nightly

Private vacation home

Bayberry Family Beach House 5 BR 4 BA Pool Walk to Beach

Hilton Head Island, South Carolina, United States

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Exceptional(39)

$1423.48

/ Nightly

Private vacation home

17 Dune Ln-The Cottage-Oceanfront, Super Cute! Fire Pit, Pool & Spa

Hilton Head Island, South Carolina, United States

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Exceptional(39)

$1423.49

/ Nightly

Private vacation home

Gorgeous 7 Bed 6 & 1-2 Bath Home with Private Heated Pool!

Hilton Head Island, South Carolina, United States

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Exceptional(39)

$1428.17

/ Nightly

Private vacation home

Newer home - steps from Burkes Beach

Hilton Head Island, South Carolina, United States

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Exceptional(39)

$1451.51

/ Nightly

Private vacation home

Forest Beach Luxury Estate | Pool, Spa, Game Room & Steps to Beach

Hilton Head Island, South Carolina, United States

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Exceptional(39)

$1457.19

/ Nightly

Private vacation home

10 Bald Eagle - 3rd row (108 yard walk) to the Ocean. Endless Summer Awaits!

Hilton Head Island, South Carolina, United States

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Exceptional(39)

$1452.39

/ Nightly

Private vacation home

\"Driftwood\" in S. Forest Beach!

Hilton Head Island, South Carolina, United States

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Vacation Home Rentals By Owner In Hilton Head Island, SC

$501.25

$501.78

$502.54

$502.54

$502.76

$503.03

$504.38

$504.9

$506.73

$507.21

$507.65

$508.15

$509.12

$509.82

$509.83

$510.59

$510.73

$511.4

$511.89

$512.52

Rent a place that suits your needs

Most popular vacation rentals in Hilton Head Island

$1430.28

$1395.43

$1398.91

$1402.59

$1423.48

$1423.49

$1428.17

$1451.51

$1457.19

$1452.39

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