Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 1760 Of 7786 Vacation Rentals
Slider Thumb
Exceptional(40)

$392.12

/ Nightly
Villa

3401 Island Club - Folly Field - 2 Bed 2 Bath Sleeps 6 - Hilton Head Rentals

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(21)

$379.35

/ Nightly
Villa

3301 Island Club - Folly Field - 2 Bed 2 Bath Sleeps 6 - Hilton Head Rentals

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(105)

$396

/ Nightly
Condo

Ocean View Condo - Perfect location! 2 BR 2 BA

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(18)

$562.65

/ Nightly
Condo

Stay by the Ocean at HHI, South Forest Beach Drive

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
Slider Thumb

$2221.89

/ Nightly
Private Vacation Home

Luxury Vacation Rental, Oceanside 4th Row with Private Pool and Spa

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(1)

$858

/ Nightly
Condo

Luxury Soundfront Villa just steps from Beach and Salty Dog Cafe!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb

$271.7

/ Nightly
Villa

Walk to Beach & Coligny/Lagoon View/Pool/Tennis/2 Bikes

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(15)

$878.18

/ Nightly
Private Vacation Home

This home has all the modern comforts to make your vacation a memorable one!

Hilton Head, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 13

Sleeps
Slider Thumb
Exceptional(12)

$193.55

/ Nightly
Private Vacation Home

A little slice of heaven! Brigantine Quarters 3BR/2.5 BA #212, SAT TO SAT ONLY

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(19)

$333.21

/ Nightly
Private Vacation Home

1 Sea Spray - Pet-friendly, 3rd row home

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(34)

$426.69

/ Nightly
Condo

Pet Friendly Luxury Villa Lagoon Views Hilton Head

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(56)

$670.01

/ Nightly
Condo

Ocean One - 424 Oceanside 3BR/3Bath Condo Sleeps 10! Owner managed unit,Updated

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(51)

$417.53

/ Nightly
Villa

4th floor renovated oceanfront villa w/ panoramic pool, lagoon & ocean views

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(2)

$876.58

/ Nightly
Private Vacation Home

Sunset Rentals | Red Oak 40

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(53)

$336.97

/ Nightly
Villa

Now Booking for 2027 - Dates still available - Enjoy Beach, Golf & Tennis

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
Slider Thumb

$1178.2

/ Nightly
Private Vacation Home

Sunset Rentals | Planters Wood 48

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(3)

$668.32

/ Nightly
Condo

Palmetto Dunes Villa Overlooking George Fazio Golf Course, Near the Beach

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(43)

$477.13

/ Nightly
Villa

Pool & Beach Access: Hilton Head Island Villa!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 4

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(4)

$652.55

/ Nightly
Private Vacation Home

New! Lovely Lowcountry 4 BR Shipyard Home, Private Pool, Balcony, Grill, Lagoon Views, Beach Locker

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(33)

$802.27

/ Nightly
Private Vacation Home

Beautiful 2nd Row Home, Steps to the Beach, Close to Coligny Private Pool Hot Tub

HIlton Head, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 18

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 2131 Private vacation home
Condo

Condo

View 2984 Condo
Villa

Villa

View 2166 Villa

Home Most popular vacation rentals in Hilton Head Island

Slider Thumb
Exceptional(33)

$1391.79

/ Nightly
Private vacation home

3rd Row Ocean ~ Five Bedroom Sea Pines Home ~ Private Pool & Spa ~ Sleeps 20

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 16

Sleeps
Slider Thumb
Exceptional(33)

$1371.94

/ Nightly
Private vacation home

4 Elderberry Ln, New Build, Elevator, Steps to Beach, Putting Green, Private Pool

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 18

Sleeps
Slider Thumb
Exceptional(33)

$1373.75

/ 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(33)

$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(33)

$1385.82

/ Nightly
Private vacation home

Pvt Pool/Spa-Game Room-Theater-Cold Plunge-Sauna-2min Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 17

Sleeps
Slider Thumb
Exceptional(33)

$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(33)

$1390.63

/ Nightly
Private vacation home

58 Heritage Road - Harbour Town Golf Course Views & a Short Walk to the Beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(33)

$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(33)

$1422.67

/ Nightly
Private vacation home

1A Sea Lane - 4th Row Exceptional Family Home with Private Pool & Spa!

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 20

Sleeps
Slider Thumb
Exceptional(33)

$1418.40

/ 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

Most Popular Cities in South Carolina