Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 2520 Of 7786 Vacation Rentals
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Very Good(1)

$849.85

/ Nightly
Private Vacation Home

78 Kingston Dunes | 5 Bed | Dog Friendly | Screened Porch/Pool | STR #058680

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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$559.53

/ Nightly
Private Vacation Home

Modern Hilton Head Oasis ~ Pool, Fire Pit, Dog Friendly, Steps to Beach!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 11

Sleeps
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Exceptional(12)

$899.28

/ Nightly
Villa

463 Captains Walk is a gorgeous villa with breathtaking views of the ocean.

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(5)

$222.2

/ Nightly
Condo

Beautiful Condo-Pool Hot Tub Tennis Walk to Beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(7)

$464.42

/ Nightly
Condo

12 Turtle Lane Club - Lagoon Views & Steps to the Beach

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(123)

$226.52

/ Nightly
Condo

Coastal 2BR w Shared Pool & Tennis, Near Beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(40)

$210.65

/ Nightly
Condo

Peaceful 2BR Beach Condo with Pools, Tennis, Pickleball, Sauna, Gym & More!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$8325.99

/ Nightly
Hotel Resort

Oceanfront - 3 Bedroom - Marriott's Monarch at Sea Pines - Full Resort Access

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(119)

$269.5

/ Nightly
Condo

Hilton Head Condo w/ Pool Bar: Walk to Beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$465.3

/ Nightly
Condo

Spacious,remodeled 3-bedroom 2.5 bath one level ground floor condo Coligny Beach

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(20)

$679.07

/ Nightly
Villa

Oceanfront newly renovated 3 bedroom villa with community pool and tennis!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Private Vacation Home

Coastal Haven Near Beach & Golf

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(8)

$496.37

/ Nightly
Condo

Steps to Beach | Pool | Pet Friendly | Sleeps 8 | Hilton Head

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(9)

$2947.41

/ Nightly
Private Vacation Home

Five Bedroom Oceanfront Sea Pines Home with Private Pool and Oceanfront Views

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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$800.88

/ Nightly
Hotel Resort

Grande Ocean 2BR Courtyard Villa – Bright, Spacious & Close to Hilton Head Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$607.54

/ Nightly
Hotel Resort

Grande Ocean 2BR Courtyard Villa – Bright, Spacious & Close to Hilton Head Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$372.07

/ Nightly
Hotel Resort

Beachside 2BR Villa at Marriott’s Grande Ocean – Spacious, Sunny & Relaxing

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(9)

$294.83

/ Nightly
Villa

Upscale Resort Villa - Right On The Beach! Family Friendly - Sleeps 6!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(2)

$372.98

/ Nightly
Private Vacation Home

1611 Port Villa @ South Beach - Waterfront Villa

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$356.77

/ Nightly
Condo

Beautiful Bluewater Resort and Marina. Two Bedroom/ Two Bathroom.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

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