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

Showing 60 Of 2121 Vacation Rentals
Slider Thumb

$2350.62

/ Nightly
Private Vacation Home

8 West Beach Lagoon at The Sea Pines Resort

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(5)

$2369.36

/ Nightly
Private Vacation Home

8 bedroom/7 bathroom 3rd row corner home, luxurious and family friendly

Hilton Head Island, South Carolina, United States

Bed 8

Bed

Bath 7

Bath

Sleep 24

Sleeps
Slider Thumb
Exceptional(14)

$2372.43

/ Nightly
Private Vacation Home

139 Mooring Buoy - Brand New on the Lagoon and Steps to the Beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 16

Sleeps
Slider Thumb
Exceptional(30)

$2382.05

/ Nightly
Private Vacation Home

New Home! Spacious 10-bedroom oceanfront on Hilton Head Island Sleeps 24 in Beds

Hilton Head Island, South Carolina, United States

Bed 10

Bed

Bath 10

Bath

Sleep 24

Sleeps
Slider Thumb
Exceptional(21)

$2412.64

/ Nightly
Private Vacation Home

Luxurious oceanfront home with private pool with spa

Hilton Head Island, South Carolina, United States

Bed 8

Bed

Bath 9

Bath

Sleep 26

Sleeps
Slider Thumb
Exceptional(15)

$2415.6

/ Nightly
Private Vacation Home

Ultra Luxe Home, Pool & Spa, Screened Porch, 5 Min Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(1)

$2431.14

/ Nightly
Private Vacation Home

15 Dune Lane: Oceanfront Views Await, New Pool & Additions Coming Spring '27!

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 16

Sleeps
Slider Thumb
Exceptional(33)

$2456.61

/ Nightly
Private Vacation Home

Fabulous Oceanview Palmetto Dunes 6 Bedrooms 7 Bathrooms

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 16

Sleeps
Slider Thumb
Exceptional(14)

$2264.19

/ Nightly
Private Vacation Home

Sleeps 24! Priv Beach Boardwalk, Free Pool Heat, Ocean View | 24 Bradley Cir

Hilton Head Island, South Carolina, United States

Bed 10

Bed

Bath 11

Bath

Sleep 24

Sleeps
Slider Thumb
Exceptional(10)

$2480.88

/ Nightly
Private Vacation Home

9 Dogwood - Oceanfront Beach Retreat with a Private Pool

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 16

Sleeps
Slider Thumb

$2485.22

/ Nightly
Private Vacation Home

7 Bedroom Renovated Oceanfront Home

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 20

Sleeps
Slider Thumb
Exceptional(6)

$2499.44

/ Nightly
Private Vacation Home

5 bedroom oceanfront home in Sea Pines with a pool & unbeatable views!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(74)

$2527.31

/ Nightly
Private Vacation Home

Ultimate Oceanfront Updated Home - Beautiful & Spacious with a Private Pool

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 18

Sleeps
Slider Thumb
Exceptional(23)

$2546.6

/ Nightly
Private Vacation Home

True coastal luxury! 2 pools and more await you at this 2nd row beach home!

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 5

Bath

Sleep 15

Sleeps
Slider Thumb
Exceptional(21)

$2616.66

/ Nightly
Private Vacation Home

Newly Built 7-bedroom Oceanfront Stunner with private pool.

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 20

Sleeps
Slider Thumb
Exceptional(7)

$2621.47

/ Nightly
Private Vacation Home

45 Canvasback-3rd Row Ocean, large screened porch, pool & fire table

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 6

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(48)

$2628.46

/ Nightly
Private Vacation Home

Oceanfront Five Bedroom Sea Pines Home with FREE Pool & Spa Heat Seasonally!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(6)

$2632.63

/ Nightly
Private Vacation Home

8 Sea Front, Oceanfront Estate, Pool, Huge Game Room, Elevator

Hilton Head Island, South Carolina, United States

Bed 10

Bed

Bath 11

Bath

Sleep 22

Sleeps
Slider Thumb
Exceptional(97)

$2659.54

/ Nightly
Private Vacation Home

14 Collier Beach, Oceanfront, Pool, Elevator, Free Golf

Hilton Head, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 16

Sleeps
Slider Thumb

$2693.6

/ Nightly
Private Vacation Home

Updated Luxury Home Rare Ocean & Golf Views 7 BR 7 BA Private Pool New Kitchen

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 8

Bath

Sleep 17

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

$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

$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

$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

$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

$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

$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

$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

$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

$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

$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