Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 160 Of 7754 Vacation Rentals
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$195.25

/ Nightly
Hotel Resort

Egret Point HH-3 Bed/3 bath Condo- FREE golf for foursome daily; Full kitchen

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$124.81

/ Nightly
Private Vacation Home

2 Mi to Coligny Beach! HHI Home w/ Deck

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$1528.22

/ Nightly
Private Vacation Home

Private Infinity Pool + Elevator + Pool Table | Steps to Sand | Boardwalk & Blue

Hilton Head Island, South Carolina, United States

Bed 9

Bed

Bath 9

Bath

Sleep 22

Sleeps
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$1170.8

/ Nightly
Hotel

Desert Retreat 2BR | King Bed + Kitchen + Balcony

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$218.63

/ Nightly
Condo

Steps to Beach | South Forest Beach Haven 4-BIKES

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$215.38

/ Nightly
Condo

Cozy 1-bedroom condo near Hilton Head Island airport at Port Royal Sound

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$4778.24

/ Nightly
Villa

4 BDR/ 4BA Marriott's Grande Ocean, South Carolina

Hilton Head Island, Hilton Head Island, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(29)

$413.65

/ Nightly
Condo

Luxury Sea Pines 3BR Walk to Beach Lagoon View Free Bikes & Beach Gear Golf View

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$317.5

/ Nightly
Villa

Island Ease Villa Golf, Beach, Marina Nearby

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps
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$660.08

/ Nightly
Private Vacation Home

82 South Sea Pines: Artful Midcentry Modern Living in the Heart of Sea Pines

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 14

Sleeps
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$981.49

/ Nightly
Private Vacation Home

9 Beach Lagoon | Lagoon Luxury with Infinity Pool | Walk to the Beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 16

Sleeps
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$320.1

/ Nightly
Villa

Pet Friendly Shipyard Condo, Golf and Tennis

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$311.1

/ Nightly
Condo

2BR Condo for 6 w Patio & Resort Pool, Near Beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$254.1

/ Nightly
Condo

Relax, Recharge, Repeat: Hilton Head Resort Condo

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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$286.77

/ Nightly
Condo

Newly renovated 2-bedroom condo in lovely Hilton Head Island with AC

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$370.7

/ Nightly
Hotel Resort

Island Links Resort – 3BR/2BA Villa • Thanksgiving Week 2026

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(1)

$291.5

/ Nightly
Villa

Beautiful 2 BR Ocean Palms Villa - Daily Golf & Tennis + Westin Amenities

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$412.37

/ Nightly
Villa

First Floor Villa with Golf Course Views

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 4

Bath

Sleep 8

Sleeps
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$350.9

/ Nightly
Condo

The Tidal Cottage - Beach Access + Pools

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$813.78

/ Nightly
Hotel Resort

Coastal SurfWatch Getaway with Ocean Vista & Spacious 2BR Comfort

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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$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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$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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$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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$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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$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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$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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$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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$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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$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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$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