Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 2540 Of 7786 Vacation Rentals
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$398.3

/ Nightly
Private Vacation Home

Waterfront Sea Pines Villa | 3 Private Suites, Balconies, Dock Access

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(3)

$597.16

/ Nightly
Private Vacation Home

Tranquil 4-Bedroom Retreat in the Heart of Sea Pines w/ a private pool & spa

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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$263.09

/ Nightly
Private Vacation Home

Tranquil Villa Steps from Sea Pines Beaches

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$294.51

/ Nightly
Condo

MyStay at 308 Forest Beach Villas • 2nd Row • Pool • Balcony

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(33)

$1447.11

/ 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(105)

$679.55

/ Nightly
Private Vacation Home

10% Off 5+ Night 2027 Rental + 250.00 Dining Card at Beachside 32 Crabline Court

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(56)

$806.08

/ Nightly
Villa

108 Barrington Arms is a lovely ocean view end unit, close to the pool.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$731.4

/ Nightly
Private Vacation Home

Private Pool Retreat on One Level | 2 Living Areas | Pet Friendly| Near Palmetto Dunes Beaches

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps
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$1706.42

/ Nightly
Private Vacation Home

Oceanfront 5BR , Private Pool, Sleeps 13, Upper Balcony Views, in Forest Beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 13

Sleeps
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Exceptional(7)

$233.49

/ Nightly
Condo

Luxury 2BR Shipyard Villa: Golf Views, Heated Spa & Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(86)

$412.17

/ Nightly
Condo

Wendover Dunes 8139 - 2 Master Bedrooms/Master Baths - Screened Verandah

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(24)

$196.9

/ Nightly
Condo

2 bdrm. Oceanside Resort. Private Beach Access. 3 pools. Hot Tub. Pack N Play.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(21)

$634.2

/ Nightly
Villa

132 Evian Villa Pool, Tennis, Pickleball & Beach

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps
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Exceptional(3)

$439.01

/ Nightly
Villa

Newly Renovated Beachfront Villa with Ocean Views

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(7)

$306.53

/ Nightly
Condo

Harbour Town retreat with lighthouse views!

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(9)

$759.45

/ Nightly
Private Vacation Home

200 Jacana Street - 6 Bedroom 3rd Row Home

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 12

Sleeps
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Exceptional(13)

$1562.44

/ Nightly
Private Vacation Home

3 Bald Eagle Immaculate Sea Pines Home: 6 Bedrooms, Pool, Brand New

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(47)

$1287.97

/ Nightly
Private Vacation Home

Luxury 7BR Beach House w/ Pool, Hot Tub &Game Room

Hilton Head, South Carolina, United States

Bed 8

Bed

Bath 7

Bath

Sleep 22

Sleeps
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Exceptional(86)

$903.52

/ Nightly
Private Vacation Home

Walk to beach, Coligny shops, heated pool, new furnishings, large yard 070566

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(4)

$366.26

/ Nightly
Condo

306 Barrington Arms - An Oceanfront Escape in Palmetto Dunes

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(4)

$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(4)

$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(4)

$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(4)

$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(4)

$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(4)

$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(4)

$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(4)

$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(4)

$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(4)

$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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