Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 480 Of 7773 Vacation Rentals
Slider Thumb

$469.11

/ Nightly
Villa

Scenic Villa w/ Large Screened Porch & Amenities

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(8)

$365.79

/ Nightly
Villa

Walkout 2-bedroom dog friendly villa very close to the beach!!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(12)

$281.23

/ Nightly
Villa

Walkout 2-bedroom villa very close to the beach and huge community pool.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(9)

$253.55

/ Nightly
Condo

Walk to Beach: Hilton Head Condo w/ Screened Porch

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(14)

$367.44

/ Nightly
Condo

276 Evian: Newly renovated single story unit with golf course views and tennis court access!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(55)

$344.35

/ Nightly
Condo

2408 SeaCrest- Beautiful Ocean Views

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(17)

$208.69

/ Nightly
Condo

Oct.31,-Nov. 7 ,2026 Special HURRY and book while you can. Free Golf And Tennis

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(8)

$599.23

/ Nightly
Villa

Beautiful 4th Floor Ocean Views in Palmetto Dunes!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(112)

$726.11

/ Nightly
Private Vacation Home

Hilton Head Singleton Beach- Close To The Beach & Park - Sleeps 20

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 20

Sleeps
Slider Thumb
Exceptional(29)

$326.38

/ Nightly
Condo

Shorewood 508 - Top Floor Direct Oceanfront 2BR/2 Bath

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb

$851.29

/ Nightly
Hotel Resort

Hilton Head South Carolina 2 Bedroom Villa

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(13)

$252.42

/ Nightly
Villa

127 Breakers: Standout villa, 2 Sleeping Areas! Pool and Ocean views.

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb

$310.47

/ Nightly
Condo

Tranquility Base - Steps to the Beach - 2BR 2BA

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(1)

$310.47

/ Nightly
Condo

Lagoon View Villa - Steps to the Beach - 2BR 2BA

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(1)

$271.97

/ Nightly
Condo

Easy Beach Walk! Modern Fiddlers Cove 2BR Villa

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
Slider Thumb
Exceptional(26)

$310.86

/ Nightly
Condo

4402 Island Club - Toes in the Sand and so much more

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(38)

$856.94

/ Nightly
Villa

Ocean Views Immaculate Windsor Court Villa

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 3

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(33)

$561.73

/ Nightly
Condo

Gorgeous Direct Ocean and Pool Views! 2BR 2BA Smart TV’s Beach Chairs 4th Floor

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(2)

$514.58

/ Nightly
Condo

Renovated Shipyard End Unit Villa on Galleon's 6th Hole, 0.4 Mi to Beach

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(2)

$218.85

/ Nightly
Condo

Ocean View Good Vibes Villa Coastal 2BR 2BA

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
map-loader

Home Rent a place that suits your needs

Hotel resort

Hotel resort

View 231 Hotel resort
Private vacation home

Private vacation home

View 2121 Private vacation home
Condo

Condo

View 2978 Condo
Villa

Villa

View 2152 Villa

Home Most popular vacation rentals in Hilton Head Island

Slider Thumb
Exceptional(2)

$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
Slider Thumb
Exceptional(2)

$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
Slider Thumb
Exceptional(2)

$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
Slider Thumb
Exceptional(2)

$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
Slider Thumb
Exceptional(2)

$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
Slider Thumb
Exceptional(2)

$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
Slider Thumb
Exceptional(2)

$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
Slider Thumb
Exceptional(2)

$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
Slider Thumb
Exceptional(2)

$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
Slider Thumb
Exceptional(2)

$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