Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 1800 Of 7786 Vacation Rentals
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Exceptional(48)

$703.3

/ Nightly
Private Vacation Home

Steps to Beach + Historic Cottage | Primary Balcony + Hammock | Sandpiper

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(7)

$251.17

/ Nightly
Villa

652 Queen's Grant: 2 Bedroom, 2 Bath Pet Friendly Villa in Palmetto Dunes

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(6)

$2982.46

/ Nightly
Private Vacation Home

New Oceanfront Oasis in Palmetto Dunes with a private pool and EV plug

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 15

Sleeps
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Exceptional(36)

$236.13

/ Nightly
Villa

26 Hilton Head Cabanas: 2BR Villa Across the street from the beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$594.9

/ Nightly
Private Vacation Home

Center of Sea Pines w/ Private Pool!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(21)

$4480.67

/ Nightly
Private Vacation Home

Ocean Front family-friendly house with amazing views on Gold Coast in Sea Pines!

Daufuskie Island, South Carolina, United States

Bed 7

Bed

Bath 8

Bath

Sleep 14

Sleeps
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Exceptional(2)

$352.37

/ Nightly
Private Vacation Home

Cozy 1BR King suite in Palmetto Dunes, Hilton Head Island, perfect for couples!

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(1)

$432.44

/ Nightly
Private Vacation Home

Spacious 4BR Townhouse in Shipyard, Hilton Head Island - Perfect for Large Groups!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(14)

$386.65

/ Nightly
Villa

NEWLY RENOVATED CONDO IN PALMETTO DUNES!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(4)

$443.55

/ Nightly
Villa

Sunset Rentals | Ocean Course 556

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$516.9

/ Nightly
Private Vacation Home

2BR Forest Beach townhome with Community Pool, Deck, and 8 min walk to beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(40)

$572.79

/ Nightly
Condo

Pet Friendly Villa w/ Dock Superb View Hilton Head

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(2)

$679.38

/ Nightly
Villa

Sea Pines Villa w/ Short Walk to the Beach!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(93)

$272.43

/ Nightly
Villa

Newly Remodeled, 900 S.F. Luxury Villa, minutes from Coligny Beach and Shopping

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$323.4

/ Nightly
Villa

Beautiful condo in Hilton Head Resort, renovated and minutes from the beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(5)

$747.43

/ Nightly
Private Vacation Home

Eight Palms | Pet-Friendly, Single Level 4BR Sea Pines Home w/ Resort Pool & Beach

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(1)

$785.92

/ Nightly
Private Vacation Home

3 Jessamine - A Coastal Comfort Escape Available Starting August 2026!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(1)

$320.07

/ Nightly
Villa

2880 - Perfect 2BR w/ Pool & Harbour Access

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(31)

$245.23

/ Nightly
Villa

29 Sailmaster: Shipyard Villa. 2BDS/2.5BA/Hosts 4

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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$771.6

/ Nightly
Condo

Luxury 2-Bedroom Condo with Direct Sound Views

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