Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 2360 Of 7786 Vacation Rentals
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Exceptional(21)

$500.13

/ Nightly
Private Vacation Home

Private Pool & Putting Green- 3 bed, 2.5 bath Shipyard Home- Sleeps 10

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(1)

$869.72

/ Nightly
Private Vacation Home

Luxurious Oceanside Home w/ Private Pool

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 6

Bath

Sleep 12

Sleeps
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$483.67

/ Nightly
Villa

279 Evian Villa Pristine Getaway Heart of Shipyard

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 4

Bath

Sleep 9

Sleeps
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Exceptional(10)

$509.73

/ Nightly
Condo

Luxury Villa Rooftop Pool near Beach Hilton Head

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$201.85

/ Nightly
Condo

Cozy retreat 5 min walk to natural beach 2-bedroom condo with AC

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(3)

$3769.51

/ Nightly
Private Vacation Home

MyStay at 35 Ruddy Turnstone - 5BR Oceanfront Luxury Living!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 7

Bath

Sleep 18

Sleeps
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Exceptional(23)

$547.72

/ Nightly
Villa

Top Floor Oceanfront 3 Bedroom villa with panoramic views and community pool

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(202)

$255.75

/ Nightly
Villa

Immaculate condo. and is Direct Oceanfront - 2nd floor. Breathtaking Views.

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(5)

$206.07

/ Nightly
Private Vacation Home

Modern Villa 4 Minute Walk from a Private Beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(56)

$555.13

/ Nightly
Private Vacation Home

SeaPines-2 Laughing Gull, 2 Minute Walk to the Beach, Private pool, Pet friendly

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(16)

$241.82

/ Nightly
Villa

Luxe 2BR/2.5BA Marsh View Villa Near Harbour Town - Stoney Splash - 260 Stoney Creek Road

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$424.16

/ Nightly
Condo

MyStay at 4405 Windsor Court North - Oceanfront Resort Bliss

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(7)

$403.81

/ Nightly
Condo

3106 Windsor Court S - Amazing Oceanfront Villa in Palmetto Dunes!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(278)

$223.85

/ Nightly
Condo

SUPER NICE! New King Bed! Great Ocean View!1 BD ~ 1 BA, 2 Bikes! #136

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(13)

$233.93

/ Nightly
Villa

New! 3 min to beach and pool, 1st floor master, pet-friendly w/outdoor shower.

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 9

Sleeps
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Exceptional(5)

$336.93

/ Nightly
Private Vacation Home

25 Wildwood Rd: Pet Friendly Sea Pines Home. 3 Beds. 2 Bathrooms. Sleeps 9.

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(2)

$880.23

/ Nightly
Private Vacation Home

65 Mooring Buoy - 4th Row ocean home on the11 Mile Lagoon in Palmetto Dunes!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(2)

$458.81

/ Nightly
Private Vacation Home

Brand New LUX Townhome-Mins to Beaches, private pool, Game Room!

Hilton Head, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(3)

$1064.19

/ Nightly
Private Vacation Home

Pet Friendly 6BR w/ 3D Movie Theater, Bunk Room & Ping Pong, Near Beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 27

Sleeps
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Exceptional(1)

$487.68

/ Nightly
Condo

Heritage Hideaway ~ Sea Pines renovated dog-friendly condo

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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Exceptional(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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