Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 2340 Of 7786 Vacation Rentals
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$499.73

/ Nightly
Villa

Beautiful 2-Bedroom Condo in Barrington Park

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(91)

$392.15

/ Nightly
Condo

Stunning Harbour Town Penthouse Flat in Sea Pines, Spectacular Location!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(6)

$413.6

/ Nightly
Condo

Newly Furnished 3 BR 2.5 Bath HH Condo. A 4-Minute Walk to Folly Field Beach!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(2)

$185.35

/ Nightly
Condo

Ocean View! Remodeled! Just Steps to the Beach, large pool and Bar. Gated resort

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(1)

$807.1

/ Nightly
Private Vacation Home

Beautiful 2nd Row Beach Home w/ Beautiful Views

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(11)

$943.12

/ Nightly
Private Vacation Home

205 Jacana-The Sandy Pelican only a few sandy steps (93 yards) to the beach

Hilton Head, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 16

Sleeps
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Exceptional(2)

$404.34

/ Nightly
Condo

Big Ocean View Beach Bar FREE Pool Pickleball Tennis Gym!

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$316.48

/ Nightly
Apartment

Island Club Villa | Ocean Views & Beach Access

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(48)

$1669.01

/ Nightly
Private Vacation Home

Large luxury 6bdrm, just steps to the beach, private pool, world class golf

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 18

Sleeps
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Exceptional(50)

$378.4

/ Nightly
Condo

Beach, Golf, and Tennis - all 5 minutes from the front door

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(27)

$333.41

/ Nightly
Villa

SeaPines, Lovely Updates, Single Level Living, Lagoon view, Pet friendly

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(15)

$1211.91

/ Nightly
Villa

424 Captains Walk has panoramic ocean views located in Palmetto Dunes.

Hilton Head, South Carolina, United States

Bed 5

Bed

Bath 3

Bath

Sleep 11

Sleeps
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Exceptional(25)

$302.16

/ Nightly
Condo

Coastal Chic Villa Near Beach & Marina Hilton Head

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(5)

$168.45

/ Nightly
Condo

Resort Daze-2 Bedroom, Short Walk to the Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(47)

$306.46

/ Nightly
Condo

Stunningly Updated Villa! A quick walk to the beach and Coligny. Great Tennis

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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$816.67

/ Nightly
Condo

Beautiful 2 Bedroom Villa in Hilton Head's Sea Pines Resort!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(54)

$215.26

/ Nightly
Villa

Surf Court 52 - Newly Remodeled - Ground Floor Flat

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$966.44

/ Nightly
Private Vacation Home

59 Sandcastle - Best Mid-Century Modern Beach Escape — 7BR, Pool, 3D-Theater

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 24

Sleeps
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Exceptional(13)

$312.4

/ Nightly
Condo

Ocean View! Steps to the beach! Remodeled HHBT Condo ️

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(13)

$367.77

/ Nightly
Villa

Stunning 3rd Floor Ocean View - Monthly Rates Until March 2027!

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(13)

$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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Exceptional(13)

$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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Exceptional(13)

$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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Exceptional(13)

$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(13)

$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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Exceptional(13)

$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(13)

$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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Exceptional(13)

$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(13)

$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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Exceptional(13)

$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

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