Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 920 Of 7773 Vacation Rentals
Slider Thumb
Exceptional(7)

$345.4

/ Nightly
Condo

2 Blocks to Beach: Hilton Head Condo, Pool, Tennis

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(68)

$744.49

/ Nightly
Villa

FULL REMODEL COMPLETED JUNE 2025 - Beachfront Condo w/ STUNNING Sunset Views!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb

$532.3

/ Nightly
Hotel Resort

Relaxing 2BR Garden Villa at SurfWatch in Palmetto Dunes, Hilton Head

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(20)

$2260.6

/ Nightly
Private Vacation Home

New Home! Free Heated Pool, Short Stroll to Beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 20

Sleeps
Slider Thumb
Exceptional(3)

$617.07

/ Nightly
Villa

Stunning Panoramic Views from 4th Floor Villa

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb

$235.4

/ Nightly
Condo

Brand New Lux Condo - Ocean View! Steps to Beach!

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb

$352.69

/ Nightly
Villa

Pet Friendly Gem | Near Golf, Beach & Marina

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(8)

$254.54

/ Nightly
Condo

2 Bdrm., 2 Bath Condo at Hilton Head with Gated Beach Access, 2 Pools and more!!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(40)

$231.77

/ Nightly
Villa

Beachside Bliss Villa with Pools & Tennis

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 3

Bath

Sleep 5

Sleeps
Slider Thumb
Exceptional(3)

$271.72

/ Nightly
Villa

Brand New Seascape Townhome, 2 min Beachwalk

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(90)

$596.75

/ Nightly
Villa

449 CAPTAINS WALK -OCEANFRONT Condo with DIRECT POOL and OCEAN VIEWS!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(180)

$374

/ Nightly
Villa

Amazing Oceanfront Views-Top Floor Corner Villa with Direct Access to the Beach!

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb

$462.07

/ Nightly
Villa

2282 Heritage Villas at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb

Select Dates for Price
Condo

Gorgeous 3-bedroom condo with AC in Hilton Head Island Playground Near The Beach

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb

$583.7

/ Nightly
Private Vacation Home

Sea Pines Haven | Private Pool | Harbour Town

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(48)

$1796.29

/ Nightly
Private Vacation Home

STUNNING, Updated 2nd Row Ocean Sea Pines Home with all of the Luxuries

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 6

Bath

Sleep 13

Sleeps
Slider Thumb
Exceptional(124)

$1353.68

/ Nightly
Private Vacation Home

Oceanfront, Private Beach Access

Hilton Head, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(62)

$337.7

/ Nightly
Condo

203 N Shore Place, New Master Shower, 2BR 2BA Sofa Bed Porch. Smart TV’s 2 Pools

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(89)

$739.75

/ Nightly
Condo

LUXURY ABOUNDS - BOOKING FOR 2025

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(10)

$476.27

/ Nightly
Private Vacation Home

Private Sea Pines Home- 3 bedrooms 3 full baths- Club Course area

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
map-loader

Home Rent a place that suits your needs

Hotel resort

Hotel resort

View 232 Hotel resort
Private vacation home

Private vacation home

View 2125 Private vacation home
Condo

Condo

View 2981 Condo
Villa

Villa

View 2162 Villa

Home Most popular vacation rentals in Hilton Head Island

Slider Thumb
Exceptional(10)

$1418.28

/ Nightly
Private vacation home

Pet Friendly 6BR w/ Golf Simulator, Tiki Hut Bar, Private Pool & Spa

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(10)

$1381.97

/ Nightly
Private vacation home

1 Loblolly Rd in Sea Pines - 5-Bedroom Home, Private Heated Pool/Spa, Sleeps 14.

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(10)

$1386.57

/ Nightly
Private vacation home

10 Wood Ibis: A NEW BESTNEST by Beverly Serral

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(10)

$1390.86

/ 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(10)

$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(10)

$1397.24

/ Nightly
Private vacation home

Stunning Lagoon Front Home with Private Pool and Spa, 4th row from the beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 6

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(10)

$1412.11

/ 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(10)

$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(10)

$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(10)

$1447.11

/ 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

Most Popular Cities in South Carolina