Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 7620 Of 7754 Vacation Rentals
Slider Thumb
Exceptional(69)

$252.17

/ Nightly
Condo

Stunning Condo in Plantation Club with Views of the Golf Course and On-site Amenities!

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(43)

$259.05

/ Nightly
Villa

Walk to Beach • 2BR Villa w/ Pool & Pickleball

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(73)

$455.4

/ Nightly
Villa

4 BR,3 BA.Tennis & pickleball courts, pool. Water views.Spacious!! Permit#063194

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(74)

$280.87

/ Nightly
Villa

Shipyard: 271 Evian Island Villa-Relaxing Setting Weekly Rates Discounted

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(9)

$721.94

/ Nightly
Villa

Stunning Villa w/ Expansive Oceanfront Views

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(71)

$565.77

/ Nightly
Villa

1306 SeaCrest - Beachfront Villa with Amazing Beach View!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(143)

$609.77

/ Nightly
Private Vacation Home

Private Pool, kayak, bikes, hot tub, wtr views, close to beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 15

Sleeps
Slider Thumb
Exceptional(107)

$201.12

/ Nightly
Condo

Stunning Ocean & Tidal Creek Views -- Best Resort Vantage Point!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(4)

$1102.77

/ Nightly
Private Vacation Home

Large Six Bedroom Custom-Built Home with Private Pool!

Hilton Head, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 11

Sleeps
Slider Thumb
Exceptional(141)

$213.77

/ Nightly
Villa

Book now for Fall 2026! Short walk to park/playground & Beach, near Coligny

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(31)

$346.98

/ Nightly
Condo

Villa at the Westin- 3BR-3BA-5-STAR Rated- Guests Say Best Location-What a View!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(60)

$256.77

/ Nightly
Condo

DISCOUNTED 2026 RATES! UPSCALE OCEANSIDE SHOREWOOD VILLA - close to pool/beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(1)

$833.8

/ Nightly
Private Vacation Home

4 Lands End Ct, Updated South Beach Home w/ Sundeck, Water Views & On-site Pool

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(83)

$320.65

/ Nightly
Villa

Enjoy views of the golf course, marshlands & ocean from our balcony STR#-039462

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(9)

$308.17

/ Nightly
Villa

7502 Treetops Villa Pet-Friendly Walk to the Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(31)

$358.7

/ Nightly
Private Vacation Home

New Luxury 4 BR 3.5 BA Vacation Home 2 Kings 3 Queen Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(2)

$333.93

/ Nightly
Condo

Single Level 2BR in Palmetto Dunes w/ Private Deck, Near Tennis & Golf

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(1)

$526.45

/ Nightly
Condo

Cozy, Newly Renovated Villa, Family Getaway

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb

$500.75

/ Nightly
Condo

MyStay at 531 Shorewood - Top Floor with Direct Oceanfront Views in S. Forest!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(20)

$1282.6

/ Nightly
Private Vacation Home

7BR Custom Home | Private Pool & Spa | Elevator | 5-Min to Beach

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 7

Bath

Sleep 16

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(20)

$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(20)

$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(20)

$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(20)

$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(20)

$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(20)

$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(20)

$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(20)

$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(20)

$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(20)

$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