Home Vacation Home Rentals By Owner In Hilton Head Island, SC

Showing 1940 Of 2121 Vacation Rentals
Slider Thumb
Exceptional(2)

$911.5

/ Nightly
Private Vacation Home

25 Sandcastle @ Folly Field Beach | Pool & Games | Lagoon Views | Pet-Friendly | Sleeps 22

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 22

Sleeps
Slider Thumb

$912.01

/ Nightly
Private Vacation Home

Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
Slider Thumb
Exceptional(17)

$912.59

/ Nightly
Private Vacation Home

85 Mooring Buoy -Dock, Private Pool & Lagoon Views. 176 Yards to the ocean

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(39)

$912.75

/ Nightly
Private Vacation Home

Sandcastle by the Sea - 3 blocks to beach, private pool, elevator

Hilton Head, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 18

Sleeps
Slider Thumb
Exceptional(58)

$913.55

/ Nightly
Private Vacation Home

117 Dune Lane- The Bluebell

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 16

Sleeps
Slider Thumb
Exceptional(33)

$914.02

/ Nightly
Private Vacation Home

4th row North Forest Beach home with private pool & large screened-in porch

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(12)

$914.7

/ Nightly
Private Vacation Home

Beach Access Across the Street!

Hilton Head, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(54)

$915.21

/ Nightly
Private Vacation Home

16 Singleton Shores, OceanViews, Pool, Elevator, Free Golf

Hilton Head, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(5)

$915.88

/ Nightly
Private Vacation Home

Single Level Sea Pines Home on the 7th Green, Heated Pool, Spa & Fire Pit

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(3)

$917.25

/ Nightly
Private Vacation Home

Modern Sea Pines Home w/ Lagoon & Golf Views

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 16

Sleeps
Slider Thumb
Exceptional(86)

$917.4

/ Nightly
Private Vacation Home

Walk to beach, Coligny shops, heated pool, new furnishings, large yard 070566

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(6)

$917.82

/ Nightly
Private Vacation Home

Wonderful Palmetto Dunes home features great lagoon views with a dock!

Hilton Head, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(3)

$918.87

/ Nightly
Private Vacation Home

Updated 4th row beach home, private pool, fenced in yard, and putting green!

Hilton Head, South Carolina, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(10)

$919.33

/ Nightly
Private Vacation Home

17 Cartgate - Palmetto Dunes - 4 Bed 4 Bath Private Pool -Hilton Head Rentals

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(24)

$920.81

/ Nightly
Private Vacation Home

19 Crabline - Stunning 6-bedroom home in Hilton Head is a dream! Near beach.

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 20

Sleeps
Slider Thumb
Exceptional(7)

$921.96

/ Nightly
Private Vacation Home

MyStay at 1 Spanish Moss - Private Pool, Near Harbour Town & Beach & Bring Fido!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 15

Sleeps
Slider Thumb

$922.13

/ Nightly
Private Vacation Home

5 Bedroom Waterfront Home

Hilton Head, South Carolina, United States

Bed 5

Bed

Bath 3

Bath

Sleep 9

Sleeps
Slider Thumb

$922.87

/ Nightly
Private Vacation Home

5 Genoa Court at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 2

Bath

Sleep 11

Sleeps
Slider Thumb
Exceptional(73)

$923.45

/ Nightly
Private Vacation Home

1776 discount When you book 7days in 2026 3minute walk to the beach, Sea Pines

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 3

Bath

Sleep 16

Sleeps
Slider Thumb
Exceptional(79)

$924.55

/ Nightly
Private Vacation Home

MyStay at 1 Mallard: 7BR Oasis w/ Pool, Hot Tub & Pet-Friendly Fun

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 20

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(79)

$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(79)

$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(79)

$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(79)

$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(79)

$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(79)

$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(79)

$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(79)

$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(79)

$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(79)

$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