Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 7600 Of 7754 Vacation Rentals
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Exceptional(246)

$229.35

/ Nightly
Condo

Awesome Ocean View - Beautifully Remodeled - Relax at the Beach!

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(34)

$1767.36

/ Nightly
Private Vacation Home

Newly Renovated Oceanfront Getaway on Guscio Way with private pool and Spa

Hilton Head Island, South Carolina, United States

Bed 8

Bed

Bath 7

Bath

Sleep 25

Sleeps
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Exceptional(161)

$276.47

/ Nightly
Condo

301 North Shore End Unit, No carpet, CLEAN, Wrap-around Balcony, Oct. Avail.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(13)

$391.57

/ Nightly
Villa

Beachwalk 165 - Renovated villa just steps from beach & pool in Shipyard HHI

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(13)

$298.07

/ Nightly
Condo

Beachwalk 136 - 2BR/2Bath Ground Floor Flat Shipyard Villa

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(2)

$319.22

/ Nightly
Condo

HHI Villa with WestinResort amenities, PLUS golf tennis pickleball included

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(99)

$520.77

/ Nightly
Private Vacation Home

Private, Immaculate 4BR/4BA Home—community pool/tennis, minutes to beach/golf

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(48)

$324.87

/ Nightly
Villa

Sea Pines- South Beach! 1st Flr with a 4-minute walk to beach & Pickle Ball

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(5)

$404.46

/ Nightly
Condo

Stylish Oceanview Getaway – Just Steps to Beach & Oceanside Pool

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(4)

$456.78

/ Nightly
Private Vacation Home

Just Renovated SeaPines Escape Golf Beach Hot Tub

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(39)

$1245.2

/ Nightly
Private Vacation Home

Island Cottage 3rd Row 5 Bedroom N Forest Beach Home steps to beach and Coligny

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(43)

$263.48

/ Nightly
Villa

8001 Treetops: Pet Friendly Villa, Free Bikes, Beach Chairs, Tennis, Pool

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(12)

$244.06

/ Nightly
Villa

Beautiful Ocean Palms Villa with Fabulous Westin amenities

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(75)

$816.37

/ Nightly
Private Vacation Home

Luxe 5BR on Heron Point | Chef's Kitchen | Pool, Spa & Walk to Harbour Town | 24 Stoney Creek Road

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 11

Sleeps
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Exceptional(68)

$410.19

/ 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

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(1)

$397.83

/ Nightly
Private Vacation Home

Hilton Head Family Townhome, Steps to Beach + Pool, 3BR Coastal Escape

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 9

Sleeps
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$307.45

/ Nightly
Villa

Lagoon-View Villa - Walk to Shelter Cove

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(58)

Select Dates for Price
Villa

Shorewood! Ocean front 3 Bedrooms end villa with extra windows and privacy

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(173)

$136.03

/ Nightly
Villa

'Just Another Day In Paradise' in our 2BR-2BA Villa

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(57)

$424.33

/ Nightly
Condo

Walk to beach! Beautiful Villa w/ Pool Hilton Head

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(57)

$1430.28

/ 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
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Exceptional(57)

$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(57)

$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

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(57)

$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

Bed 5

Bed

Bath 4

Bath

Sleep 18

Sleeps
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Exceptional(57)

$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

Bed 7

Bed

Bath 7

Bath

Sleep 16

Sleeps
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Exceptional(57)

$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

Bed 7

Bed

Bath 6

Bath

Sleep 16

Sleeps
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Exceptional(57)

$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(57)

$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(57)

$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

Bed 7

Bed

Bath 6

Bath

Sleep 20

Sleeps
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Exceptional(57)

$1452.39

/ Nightly
Private vacation home

\"Driftwood\" in S. Forest Beach!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps

Most Popular Cities in South Carolina