Home Vacation Home Rentals By Owner In Hilton Head Island, SC

Showing 620 Of 2125 Vacation Rentals
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Exceptional(3)

$675.22

/ Nightly
Private Vacation Home

Sunset Rentals | Canvasback 4

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(24)

$675.83

/ Nightly
Private Vacation Home

Wonderful Three Bedroom Home on the 11-Mile Lagoon!

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(5)

$676.28

/ Nightly
Private Vacation Home

Dive into Coastal Bliss at our Newly Renovated Beach Retreat!

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(7)

$676.5

/ Nightly
Private Vacation Home

5BR Steps to Beach | Private Pool, Spa & Game Room

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(18)

$676.6

/ Nightly
Private Vacation Home

Comfortable Palmetto Dunes Home with Private Pool and Screened in Porch

Hilton Head, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(21)

$676.68

/ Nightly
Private Vacation Home

3 Bedroom Ranch Style Home located on 13th hole of Robert Trent Jones Course!

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(23)

$676.73

/ Nightly
Private Vacation Home

Private South Beach Pup Friendly Home

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(27)

$676.87

/ Nightly
Private Vacation Home

Sea Pines house ~ Golf Sim / Putting Green / Game Room ~ Golf & Beach Retreat

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(2)

$677.05

/ Nightly
Private Vacation Home

1,500 for the week! Beautiful 3br3bth Townhome W- FREE GOLF for 4 people daily!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(8)

$677.47

/ Nightly
Private Vacation Home

Beautiful and Well-Maintained Three Bedroom Home with Large Private Pool!

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(15)

$677.62

/ Nightly
Private Vacation Home

Gorgeous Sea Pines 3 bedroom home with private pool

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(8)

$678.07

/ Nightly
Private Vacation Home

Ideal Hilton Head vacation rental for family gatherings!

Hilton Head, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(20)

$678.53

/ Nightly
Private Vacation Home

Stunning Sea Pines Retreat with private pool and spa

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(9)

$679.06

/ Nightly
Private Vacation Home

Elegant 4-Bedroom Golf Retreat w/ Luxe Upgrades & Stunning Outdoor Oasis

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(105)

$679.55

/ Nightly
Private Vacation Home

10% Off 3+ Night 2026 Rental + 100.00 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(5)

$680.38

/ Nightly
Private Vacation Home

Daydream Believer – Mid-Century Retreat w/ Brand New Pool & Spa, Pet Friendly, Near Beach

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(34)

$680.8

/ Nightly
Private Vacation Home

47 Off Shore, Dogs OK, Private Pool, Palmetto Dunes

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(25)

$681.67

/ Nightly
Private Vacation Home

84 Mooring Buoy- Pet & Spa and just 176 Yards to the Beach!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(10)

$681.77

/ Nightly
Private Vacation Home

Spacious Modern Beach Home w/ Private Pool

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 16

Sleeps
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Exceptional(15)

$682.43

/ Nightly
Private Vacation Home

1 Black Duck- 50 Yards(2 minute walk) to the Ocean, PRIVATE POOL.

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(15)

$1430.28

/ 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(15)

$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(15)

$1398.91

/ 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(15)

$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(15)

$1423.48

/ 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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Exceptional(15)

$1423.49

/ Nightly
Private vacation home

Gorgeous 7 Bed 6 & 1-2 Bath Home with Private Heated Pool!

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 16

Sleeps
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Exceptional(15)

$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(15)

$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(15)

$1457.19

/ Nightly
Private vacation home

10 Bald Eagle - 3rd row (108 yard walk) to the Ocean. Endless Summer Awaits!

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 20

Sleeps
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Exceptional(15)

$1452.39

/ Nightly
Private vacation home

\"Driftwood\" in S. Forest Beach!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps

Most Popular Cities in South Carolina