Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 1980 Of 7786 Vacation Rentals
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$1001.73

/ Nightly
Hotel Resort

Marriott's Heritage Club 12 Free Rounds of Golf

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(12)

$534.4

/ Nightly
Villa

Near Robert Trent Jones golf course with just short walk to the beach.

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(53)

$1094.3

/ Nightly
Private Vacation Home

Beautiful and FUN Five Bedroom Sea Pines Home with a Private Pool & Game Room

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 6

Bath

Sleep 16

Sleeps
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Exceptional(67)

$1090.26

/ Nightly
Private Vacation Home

DOG FRIENDLY Five Bedroom Sea Pines Home with Private Pool - 2nd Row Ocean

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(148)

$252.27

/ Nightly
Condo

Time for a Fall Beach Getaway!! Check Out Our Specials!!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(20)

$846.43

/ Nightly
Private Vacation Home

4 Bedroom home with luxury finishes and upscale furnishings!

Hilton Head, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(216)

Select Dates for Price
Private Vacation Home

Luxury 4 BR Vacation Home Private Pool/Hot Tub Walk to Beach Bikes & Beach Gear

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 14

Sleeps
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$270.21

/ Nightly
Condo

Marriott's Grande Ocean - Family Friendly Resort Condo - Right On The Beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$385.3

/ Nightly
Condo

Marriott's Grande Ocean - Family Friendly Resort Condo - Right On The Beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(5)

$207.62

/ Nightly
Villa

Sea Side Villas 258| | Beach View | Private Pool | Near Coligny & Sea Pines

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(7)

$1172.11

/ Nightly
Private Vacation Home

Sleeps 20, 7 Private Baths, Rooftop Fire Pit, 5 Min Walk to the Beach

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 20

Sleeps
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Exceptional(64)

$958.94

/ Nightly
Private Vacation Home

Classic DOG FRIENDLY Five Bedroom 2nd Row Ocean Sea Pines Home with a Pool

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 3

Bath

Sleep 11

Sleeps
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Exceptional(12)

$399.63

/ Nightly
Villa

Convenient Location plus Golf Course Views!

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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$307.06

/ Nightly
Condo

Courtyard Villas - Marriott's Grande Ocean - Family Friendly Resort Condo - Right On The Beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$307.06

/ Nightly
Condo

Marriott's Grande Ocean - Family Friendly Resort Condo - Right On The Beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(11)

$624.07

/ Nightly
Condo

Oceanfront, All New! 3rd Floor, 2BR/2 BA, Updated, Open Plan & Super Stylish

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(24)

$453.53

/ Nightly
Villa

Fully renovated condo with views of the 11 mile lagoon system!

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Select Dates for Price
Condo

1 Bedroom Condo-Close to Coligny

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(20)

$429.12

/ Nightly
Condo

Huge 3 BR 3.5 BA Townhome Near the Beach Tennis Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 12

Sleeps
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$200.93

/ Nightly
Condo

Pool Access! Family Getaway in Hilton Head Resort

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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$1391.79

/ Nightly
Private vacation home

3rd Row Ocean ~ Five Bedroom Sea Pines Home ~ Private Pool & Spa ~ Sleeps 20

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 16

Sleeps
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$1371.94

/ Nightly
Private vacation home

4 Elderberry Ln, New Build, Elevator, Steps to Beach, Putting Green, Private Pool

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 18

Sleeps
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$1373.75

/ 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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$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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$1385.82

/ Nightly
Private vacation home

Pvt Pool/Spa-Game Room-Theater-Cold Plunge-Sauna-2min Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 17

Sleeps
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$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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$1390.63

/ Nightly
Private vacation home

58 Heritage Road - Harbour Town Golf Course Views & a Short Walk to the Beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
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$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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$1422.67

/ Nightly
Private vacation home

1A Sea Lane - 4th Row Exceptional Family Home with Private Pool & Spa!

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 20

Sleeps
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$1418.40

/ 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

Most Popular Cities in South Carolina