Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 840 Of 7773 Vacation Rentals
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Exceptional(35)

$335.82

/ Nightly
Villa

Coastal Breezes & Ocean Views Seaside Hilton Head

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(88)

$464.2

/ Nightly
Villa

3BR Palmetto Dunes villa in beautiful, tranquil neighborhood-walk/bike to beach!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(59)

$357.23

/ Nightly
Condo

BREATHTAKING VIEWS FROM THIS 5TH FLOOR VILLAMARE PENTHOUSE!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(9)

$237.16

/ Nightly
Private Vacation Home

Steps to the Beach with Pool Next Door. Family, Baby & Toddler Gear Galore!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(43)

$248.05

/ Nightly
Condo

Stunning Condo 4U - Couples Beach & Oceanfront Resort Retreat - King Bed - B209

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(18)

$369.05

/ Nightly
Condo

Walk to Beach - 3BD Condo w/ NEW Bathrooms - Indoor & Outdoor Pools

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$531.52

/ Nightly
Hotel Resort

Marriott Monarch at Sea Pines- 2 Bedroom Unit Sleeps 6!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(38)

$782.45

/ Nightly
Private Vacation Home

Pool, Game Room, Golf, Palmetto Dunes, Lagoon

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 20

Sleeps
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Exceptional(1)

$342.27

/ Nightly
Condo

211 Barrington Court - Oceanfront & Pet Friendly

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(22)

$1319.27

/ Nightly
Private Vacation Home

Luxurious Sea Pines getaway a short walk to the beach!

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(31)

$2169.59

/ Nightly
Private Vacation Home

45 S.Sea Pines - 2026 Luxury Remodel, Top Tier Home

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 23

Sleeps
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Exceptional(2)

$337.45

/ Nightly
Condo

Resort View - Tennis Villas G15- Professionally Managed by HHB&T Vacation Rentals
STR # 053904

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(6)

Select Dates for Price
Villa

Fabulous Vacation Villa @ Ocean Palms

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$341.73

/ Nightly
Condo

3 bed/2 bath beach condo @ HH Resort

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(23)

$250.25

/ Nightly
Condo

Hilton Head Villa-Walk To Beach-Tons of Resort Amenities-sleeps 6 #1423

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(8)

$306.27

/ Nightly
Condo

Beautiful completely renovated 2 bed/ 2 bath condo overlooking lagoon

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(22)

$295.54

/ Nightly
Condo

Beach Retreat! Prime Location, Close to Coligny Plaza

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(54)

$793.94

/ Nightly
Private Vacation Home

8 Heritage Road: A BESTNEST by Beverly Serral *Private Pool* and fenced yard

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(8)

$395.02

/ Nightly
Villa

Sunset Rentals | Lake Forest 3299

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(10)

$268.13

/ Nightly
Condo

907 Cutter Court- Harbour Town Condo with Clubhouse View

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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Exceptional(10)

$1418.28

/ 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(10)

$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(10)

$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(10)

$1390.86

/ 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(10)

$1395.43

/ Nightly
Private vacation home

Castle by the Sea 7BR/8BA Luxury Home with Elevator

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 8

Bath

Sleep 18

Sleeps
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Exceptional(10)

$1397.24

/ Nightly
Private vacation home

Stunning Lagoon Front Home with Private Pool and Spa, 4th row from the beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(10)

$1412.11

/ Nightly
Private vacation home

79 Mooring Buoy- Beautiful home & Only a 3 Minute(180 yard)Walk to the Beach!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(10)

$1428.17

/ Nightly
Private vacation home

Newer home - steps from Burkes Beach

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 24

Sleeps
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Exceptional(10)

$1451.51

/ Nightly
Private vacation home

Forest Beach Luxury Estate | Pool, Spa, Game Room & Steps to Beach

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 5

Bath

Sleep 22

Sleeps
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Exceptional(10)

$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

Most Popular Cities in South Carolina