Vacation Home Rentals By Owner In Hilton Head Island, SC

Showing 1680 Of 2125 Vacation Rentals

Exceptional(62)

$366.23

/ Nightly

Private Vacation Home

3 BR/3BA Home + Plus a Bonus BR- Fenced W/Private Pool

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(1)

$367.77

/ Nightly

Private Vacation Home

Heron's Haven · Sea Pines Retreat·Short Walk to Beach·3BR Sleeps 10·Pet-Friendly

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

$368.77

/ Nightly

Private Vacation Home

Beautiful condo close to tennis/pickleball courts, beach access, golf and pool

Hilton Head, South Carolina, United States

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Bath

Sleeps

Exceptional(20)

$368.95

/ Nightly

Private Vacation Home

3 bedroom home Palm lined hideaway with pool and Dog Friendly

Hilton Head, South Carolina, United States

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Bath

Sleeps

Exceptional(6)

$368.98

/ Nightly

Private Vacation Home

Relax in Paradise

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(33)

$369.75

/ Nightly

Private Vacation Home

77 Lawton: Elegant 3 Bedroom Lawton Woods Home. Deck and Fire Pit, NEW Pool

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(44)

$372.2

/ Nightly

Private Vacation Home

541 Plantation Club 3 Bedroom Villa with Grill Near Community Pool Short walk to Beach Club Sleeps 8

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(12)

$373.06

/ Nightly

Private Vacation Home

Lovely Serene 3 BR/3 BA Family Home on Lagoon and Golf Course

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(1)

$373.1

/ Nightly

Private Vacation Home

Gorgeous and sunny home with pool, beach access, & washer dryer, dogs welcome

Hilton Head, South Carolina, United States

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Bath

Sleeps

Exceptional(30)

$373.29

/ Nightly

Private Vacation Home

Picturesque home- 7 min walk from the beach with private pool and elevator.

Hilton Head Island, South Carolina, United States

Bed

Sleeps

Exceptional(59)

$373.81

/ Nightly

Private Vacation Home

5 Cannon Row: Pet Friendly, close to the beach. Free Bikes, Beach Chairs

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(129)

$374.94

/ Nightly

Private Vacation Home

Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! Steps to the beach!!

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(90)

$375.29

/ Nightly

Private Vacation Home

604 Tennismaster, OWNER Mgmt, Beach Locker, Handicap & Family Friendly

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(35)

$375.58

/ Nightly

Private Vacation Home

69 Shell Ring - Nestled in A Quiet Sea Pines Community offering Pool & Tennis

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(65)

$376.2

/ Nightly

Private Vacation Home

103 The Greens***5 Star Value***Closest To Beach***WiFi***Keyless entry

Hilton Head Island,, South Carolina, United States

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Bath

Sleeps

Exceptional(4)

$376.57

/ Nightly

Private Vacation Home

Luxury Sea Pines home. NEW Pool. All Newly renovated, 7 min walk 2 beach.

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(29)

$376.75

/ Nightly

Private Vacation Home

Townhome with pool - short walk to Coligny beach, restaurants, shops & more!

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(83)

$378.13

/ Nightly

Private Vacation Home

Ocean Club 38 - Oceanfront Townhouse with Large Rooftop Deck

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(137)

$379.48

/ Nightly

Private Vacation Home

Stunning Beach Home/Private pool with large backyard/ 7 Min walk to beach

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(10)

$380.05

/ Nightly

Private Vacation Home

3 bedroom, short walk to the beach with an amazing game room!

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

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Most popular vacation rentals in Hilton Head Island

Exceptional(10)

$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

Exceptional(10)

$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

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Bath

Sleeps

Exceptional(10)

$1386.57

/ Nightly

Private vacation home

10 Wood Ibis: A NEW BESTNEST by Beverly Serral

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(10)

$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

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Bath

Sleeps

Exceptional(10)

$1395.43

/ Nightly

Private vacation home

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

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(10)

$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

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Bath

Sleeps

Exceptional(10)

$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

Exceptional(10)

$1428.17

/ Nightly

Private vacation home

Newer home - steps from Burkes Beach

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(10)

$1451.51

/ Nightly

Private vacation home

Forest Beach Luxury Estate | Pool, Spa, Game Room & Steps to Beach

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(10)

$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

$366.23

$367.77

$368.77

$368.95

$368.98

$369.75

$372.2

$373.06

$373.1

$373.29

$373.81

$374.94

$375.29

$375.58

$376.2

$376.57

$376.75

$378.13

$379.48

$380.05

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