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

Showing 1640 Of 2125 Vacation Rentals
Slider Thumb

$341

/ Nightly
Private Vacation Home

Hilton Head · Beautiful Hilton Head Condo across from the beach!

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(2)

$341.2

/ Nightly
Private Vacation Home

Bright, Secluded Family Home w/ Bikes, Complex Pool

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(128)

$341.73

/ Nightly
Private Vacation Home

201 Tennismaster, Beautifully Remodeled End Unit with Pool View!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(37)

$342.84

/ Nightly
Private Vacation Home

Renovated Dog Friendly Villa with Patio & Pool Near Golf & Beach

Hilton Head, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(2)

$343.07

/ Nightly
Private Vacation Home

Golf Course Views in Sea Pines | 3BR Villa | Bike to Beach | Pet Friendly

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(78)

$343.29

/ Nightly
Private Vacation Home

Renovated, screened porch, one-level home, pet-friendly with outdoor shower

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(49)

$343.36

/ Nightly
Private Vacation Home

Amazing Ocean Views - Direct Oceanfront - 3 Bed/3 Bath Hilton Head Beach Villa

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(113)

$343.42

/ Nightly
Private Vacation Home

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
Slider Thumb
Exceptional(11)

$343.6

/ Nightly
Private Vacation Home

516 Plantation Club: Updated pet-friendly villa, located in the heart of Sea Pines Plantation!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(85)

$344.03

/ Nightly
Private Vacation Home

Private End Of Street - Home In Lawton Woods

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
Slider Thumb
Exceptional(76)

$344.98

/ Nightly
Private Vacation Home

Charming Pet-Friendly Bungalow in Sea Pines – Walk to the Beach, Lagoon View

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(4)

$345.62

/ Nightly
Private Vacation Home

Luxury Villa•fully renovated•Stylish•co•Pool and beach access•Hilton Head Island

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(42)

$345.82

/ Nightly
Private Vacation Home

Beachwalk 209 - Completely Renovated 3BR/3.5 Bath Shipyard Townhouse

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(23)

$345.95

/ Nightly
Private Vacation Home

Cozy Coastal Chic - Palmetto Dunes, beach, bike, tennis, golf, pickleball, swim

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(6)

$347.27

/ Nightly
Private Vacation Home

103 Golfmaster- 2 Bedroom Townhouse in Shipyard Ocean Front Community. Golf & Lagoon View Sleeps 6

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(73)

$347.54

/ Nightly
Private Vacation Home

Well-appointed villa with rooftop pool & beach access - 1 block to Coligny Plaza

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(7)

$347.65

/ Nightly
Private Vacation Home

Lowcountry Luxury,Updated Shipyard Townhouse, Steps to Pool, 8 Min Walk to Beach, Grill, Golf View

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(5)

$348

/ Nightly
Private Vacation Home

Luxury Hilton Head Townhome with pool and biking distance to beach

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(52)

$348.7

/ Nightly
Private Vacation Home

New Renovation, Best in Surf Court, Steps from Coligny & South Forest Beach

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(1)

$350.11

/ Nightly
Private Vacation Home

JULY 11-17, 2026 Only! Shipyard-Spinnaker-Beach-Pool-Golf Included-2 Bdrm Condo

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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