Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 520 Of 7773 Vacation Rentals
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Exceptional(124)

$423.23

/ Nightly
Private Vacation Home

Sea Pines Home with private pool & tennis. Also location, location, location!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(25)

$342.14

/ Nightly
Villa

SeaPines, On site pool, Walk to Beach Club, Pet Friendly, Golf Views

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$421.11

/ Nightly
Villa

Beautiful 2nd Floor Villa w/ Ocean Views!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$400.95

/ Nightly
Private Vacation Home

Greenside Haven - Beach & Golf - Pet-Friendly House in Gated Shipyard Community

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(23)

$205.37

/ Nightly
Condo

Charming Oceanside Beach Retreat! Steps to Coligny

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(1)

$214.5

/ Nightly
Condo

Boardwalk to the Beach! Hilton Head Resort Condo

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(33)

$475.02

/ Nightly
Condo

Oceanfront Villa w/Pool Beach Access Hilton Head

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$294.8

/ Nightly
Condo

Unwind Poolside, Walk to Beach! Tennis, Pickleball

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(34)

$621.32

/ Nightly
Villa

Oceanfront Villa Direct Beach Access

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 3

Bath

Sleep 7

Sleeps
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Exceptional(13)

$342.36

/ Nightly
Condo

Luxury Updated Townhome 3 BR w Pool View Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(95)

$289.46

/ Nightly
Condo

Renovated Oceanfront Resort and oceanview condo - 3521 Villamare

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(18)

$474.19

/ Nightly
Villa

Sunset Rentals | Ocean Cove 808

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(8)

$767.31

/ Nightly
Private Vacation Home

Sunset Rentals | West Beach Lagoon 23

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

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(10)

$574.21

/ Nightly
Villa

3 bedroom/3 bathroom 2nd floor Shipyard villa with community tennis and pool

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(8)

$343

/ Nightly
Condo

Gorgeous Three Bedroom Villa with Community Pool and Short Walk to the Beach

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(1)

$305.8

/ Nightly
Hotel Resort

Relaxing Oasis within Resort on Hilton Head Island

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(9)

Select Dates for Price
Villa

Serene Courtside Villa • 2 Pools • Free Pickleball, Tennis • 5-min Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(23)

$291.05

/ Nightly
Guest House

Renovated Hilton Head Beach Club 4 Townhouse – 5 Min Walk to Coligny Beach, Pool, Celebration Park

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(97)

$270.6

/ Nightly
Condo

Beachin It!-Oceanview, steps to the beach King Bed, Free Bikes

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(97)

$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(97)

$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(97)

$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(97)

$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(97)

$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(97)

$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(97)

$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(97)

$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(97)

$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(97)

$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