Vacation Home Rentals By Owner In Hilton Head Island, SC

Showing 1480 Of 2125 Vacation Rentals

Exceptional(64)

$267.73

/ Nightly

Private Vacation Home

Surf Court 53 - Perfect Couples Retreat - 2 Bed 2 1/2 Bath

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(74)

$267.73

/ Nightly

Private Vacation Home

Courtside 95 - Close to the beach - Large 2 bedroom Townhouse

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(14)

$268.4

/ Nightly

Private Vacation Home

Walk to Beach: HHI Townhome w/ Pool Access!

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(26)

$271.99

/ Nightly

Private Vacation Home

Paradise found, look no further

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

Exceptional(30)

$273.13

/ Nightly

Private Vacation Home

30 Forest Dr- Blue Oyster

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(21)

$273.29

/ Nightly

Private Vacation Home

80 Ocean Breeze: Beach Oriented Townhome, Free Bikes, Tennis, Pool, 80OB

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(19)

$273.35

/ Nightly

Private Vacation Home

Shipyard Townhouse close to Beach with Pool/Pickleball/Gym

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

Exceptional(120)

$273.9

/ Nightly

Private Vacation Home

Beach. View. Suite. 1 br. 1 ba. Sleeps 5

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(18)

$273.9

/ Nightly

Private Vacation Home

Modern, Spacious Townhome with Expansive Golf and Water Views

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(20)

$274.63

/ Nightly

Private Vacation Home

Walk to Forest Beach: Hilton Head Getaway!

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(87)

$275

/ Nightly

Private Vacation Home

Relaxing and Affordable Harbour Town Villa Getaway, Close to Beach and Hiking

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(67)

$275

/ Nightly

Private Vacation Home

Walk to Beach • King Bed • Dog-friendly • Pool • Grill • Updated

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$275.4

/ Nightly

Private Vacation Home

576 - Sleeps 6, Mins 2 Beach, Pool & Fire Pit

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$275.4

/ Nightly

Private Vacation Home

581 - Charming 2 Bedroom Villa, Pool, Fire Pit

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

$275.4

/ Nightly

Private Vacation Home

570 - Sleeps 6, Pool, Fire Pit - Sea Pines

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$275.4

/ Nightly

Private Vacation Home

580 - Sleeps 6, Steps to Beach, 3 Floors + Pool

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$275.4

/ Nightly

Private Vacation Home

575 - Sleeps 6, Pool + Fire Pit

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

$275.4

/ Nightly

Private Vacation Home

579 - Pool, Fire Pit, 2 Bedrooms, Steps to Beach

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

$275.4

/ Nightly

Private Vacation Home

588 - Mins to Beach, Fire Pit & Pool, Sleeps 6

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$275.4

/ Nightly

Private Vacation Home

583 - Spicebush Sleeps 6, Lagoon Views + Pool

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Rent a place that suits your needs

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Most popular vacation rentals in Hilton Head Island

$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

Bath

Sleeps

$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

Bath

Sleeps

$1386.57

/ Nightly

Private vacation home

10 Wood Ibis: A NEW BESTNEST by Beverly Serral

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$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

Bath

Sleeps

$1395.43

/ Nightly

Private vacation home

Castle by the Sea 7BR/8BA Luxury Home with Elevator

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$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

Bath

Sleeps

$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

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Bath

Sleeps

$1428.17

/ Nightly

Private vacation home

Newer home - steps from Burkes Beach

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$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

Bath

Sleeps

$1447.11

/ Nightly

Private vacation home

6 Bedroom, Free Heated Pool + Elevator Sleeps 26

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Vacation Home Rentals By Owner In Hilton Head Island, SC

$267.73

$267.73

$268.4

$271.99

$273.13

$273.29

$273.35

$273.9

$273.9

$274.63

$275

$275

$275.4

$275.4

$275.4

$275.4

$275.4

$275.4

$275.4

$275.4

Rent a place that suits your needs

Most popular vacation rentals in Hilton Head Island

$1418.28

$1381.97

$1386.57

$1390.86

$1395.43

$1397.24

$1412.11

$1428.17

$1451.51

$1447.11

Most Popular Cities in South Carolina