Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 380 Of 7773 Vacation Rentals
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Exceptional(49)

$213.4

/ Nightly
Villa

Quiet Upper Unit Shipyard Plantation Hilton Head Island

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(158)

$230.63

/ Nightly
Condo

WINTER WONDER! Beautiful Beachside Resort-Heated Pool-Tennis-Jacuzzi

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(73)

$264.71

/ Nightly
Condo

Updated 2 BR, 2 BA Condo,150 yds to beach, Week 09/26-10/03/26 avail-Great rates

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(82)

$801.08

/ Nightly
Private Vacation Home

Best location - 3 minute walk to semi-private beach! Heated pool. Dog Friendly.

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(198)

$194.33

/ Nightly
Condo

Beautiful, Full Remodel! 2 Bd/2 Bath, 1st Floor, Secluded, Closest To Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(144)

$401.5

/ Nightly
Private Vacation Home

Moss Creek - Serenity Awaits You!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$1248.13

/ Nightly
Private Vacation Home

New Direct Oceanfront Available Starting Fall 2026 Best Views on HHI

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 14

Sleeps
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Exceptional(61)

$242.73

/ Nightly
Condo

Hilton Head Admirals Row by Ocean TV Upgrades, Free Wifi, Feet from Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(77)

$616

/ Nightly
Private Vacation Home

Beachwalk Cottage – Steps to Beach, Free Seasonal Pool Heat, Sleeps 10, 4 King Suites

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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$279.18

/ Nightly
Condo

Beach Haven - ramp access, 2 min. to beach, Shibumi shade, lighthouse display.

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(73)

$301.58

/ Nightly
Villa

Premium 2 BR Golf & Tennis Villa - 8 Minute Walk to the Beach - Fall Promo

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(58)

$446.6

/ Nightly
Private Vacation Home

Great for Families!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(99)

$260.7

/ Nightly
Villa

Hilton Head Island is a great beach. Book now for a perfect vacation villa!!!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(91)

$203.49

/ Nightly
Private Vacation Home

Springwood 111 - Updated Forest Beach Townhouse

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(146)

$958.62

/ Nightly
Private Vacation Home

2nd Row Ocean Sea Pines Home – Beach Path Next to Home – Private Pool & Spa

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(33)

$1105.87

/ Nightly
Private Vacation Home

Elegant Home Singleton Beach Area 20%off June20-27

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 16

Sleeps
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Exceptional(129)

$488.95

/ Nightly
Private Vacation Home

Waterfront Oasis w/Panoramic Views! Your Home Away from Home!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 7

Sleeps
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Exceptional(6)

$488.24

/ Nightly
Cottage

3bed/3bath, 6/20-6/27/2026 only, Daily Golf and Tennis included!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(204)

$297.18

/ Nightly
Condo

Oceanfront condo steps to beach & Coligny Plaza!

Hilton Head, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(65)

$525.01

/ Nightly
Villa

Sept Openings - Fall is Best Time to Enjoy HHI & Our Peaceful Sea Pines Oasis

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(65)

$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(65)

$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(65)

$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(65)

$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(65)

$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(65)

$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(65)

$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(65)

$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(65)

$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(65)

$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