Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 340 Of 7773 Vacation Rentals
Slider Thumb
Exceptional(65)

$402.32

/ Nightly
Private Vacation Home

Pet Perfect/People Friendly Sea Pines Home - Walk to the Beach and Pool!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(54)

$213.77

/ Nightly
Villa

HHI Beach & Tennis Resort 2BR/2BA Condo Great Pool - 3 MIN Walk to the Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
Slider Thumb
Exceptional(79)

$455.4

/ Nightly
Condo

Brand New As Seen on HGTV! Deluxe Beachfront Villa W/ Beautiful Ocean Views

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 5

Sleeps
Slider Thumb
Exceptional(57)

$670.22

/ Nightly
Private Vacation Home

150 Yards to the Beach, Private Pool on Private Street in North Forest Beach

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(83)

$536.25

/ Nightly
Villa

SOUTH FOREST BEACH. Coligny, pool. walk to beach. updated. sleep 8. SURF COURT

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(57)

$278.77

/ Nightly
Condo

REDUCED 2026 RATES - Beautiful Executive style 2-bedroom, 2-bathroom Condo

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(156)

$340.27

/ Nightly
Villa

185 Twin Oaks Villa on the 10th Fairway- 2BD/2BA/close to Harbour Town

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 5

Sleeps
Slider Thumb
Exceptional(68)

Select Dates for Price
Villa

1602 Port Villa - South Beach Villa - Tennis/View of Cove

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
Slider Thumb
Exceptional(50)

$899.18

/ Nightly
Private Vacation Home

Private Beach House on Hilton Head -Free Golf cart beach shuttle during summer

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 6

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(179)

$175.45

/ Nightly
Condo

Newly Renovated Condo in Beautiful Beach Front Resort

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(93)

$539.55

/ Nightly
Private Vacation Home

SEA PINES on Beach Lagoon 2nd Row 2 min walk to beach. Additional GUEST HOUSE

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(73)

$330.11

/ Nightly
Villa

SeaPines, 31 Lighthouse, Pets OK, Walk to the Beach Club, Golf View, Updated

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(1)

$391

/ Nightly
Villa

Sunset Rentals | Queens Grant 731

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(156)

$529.73

/ Nightly
Villa

Panoramic Ocean Views in this Luxury 3 Bedroom Updated Oceanfront Villa

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(147)

$246.67

/ Nightly
Villa

Newly Remodeled! Luxury Oceanfront with 2 BeachBikes, Beach Chairs and Umbrella

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(143)

$367.03

/ Nightly
Condo

Oceanfront - Very Comfortable - Windsor Court

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 2

Bath

Sleep 3

Sleeps
Slider Thumb
Exceptional(96)

$239.99

/ Nightly
Condo

Refreshed beach front property. 2 BD-2 BA, Sleeps 5-6.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(136)

$287.1

/ Nightly
Villa

Awesome Beachside and Dog-friendly 2 Bed, 2.5 bath!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(3)

$352.73

/ Nightly
Villa

Beautiful Villa Directly Across from Beach & Shops

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(54)

$213.62

/ Nightly
Villa

Beautiful villa on the Lagoon...August & Fall weeks available, Beach is calling!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

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(54)

$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(54)

$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(54)

$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(54)

$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(54)

$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(54)

$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(54)

$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(54)

$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(54)

$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(54)

$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