Vacation Home Rentals By Owner In Hilton Head Island, SC

Showing 240 Of 2121 Vacation Rentals

Exceptional(80)

$1146.57

/ Nightly

Private Vacation Home

Large beach house, pool and tiki hut. Walk to Everything. Sleeps 20. 16 in beds

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(49)

$1155.52

/ Nightly

Private Vacation Home

Oceanfront, Pool, Bike or Walk to Coligny, Large Private Pool

Hilton Head, South Carolina, United States

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Bath

Sleeps

Exceptional(95)

$1160.72

/ Nightly

Private Vacation Home

Spacious Home on Lake W/Pool & Spa Short Walk to Beach Permit #016113

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(28)

$1163.39

/ Nightly

Private Vacation Home

Luxurious Ocean Front Home w/ Rec Room

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(1)

$1205.85

/ Nightly

Private Vacation Home

Spacious Multi Family Beach Home w/ Private Pool

Hilton Head Island, South Carolina, United States

Bed

Sleeps

Exceptional(7)

$1205.97

/ Nightly

Private Vacation Home

3 Night Harbour - Spring Special! 3rd Row Dream Getaway in Palmetto Dunes

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(1)

$1208.96

/ Nightly

Private Vacation Home

Spacious 7BR, New Build, Near Ocean, Private Pool, Elevator, Free Golf

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(3)

$1211.74

/ Nightly

Private Vacation Home

Private Marshfront Oasis w/ Pool & Sunset Views

Hilton Head Island, South Carolina, United States

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Sleeps

Exceptional(2)

$1222.49

/ Nightly

Private Vacation Home

Elegant Escape, Private Pool and Screened Porch!

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(14)

$1238.34

/ Nightly

Private Vacation Home

Luxe Waterfront Family Retreat w/ Pool, Game Room/Theater, Concierge Services, Bikes

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(39)

$1245.2

/ Nightly

Private Vacation Home

Island Cottage 3rd Row 5 Bedroom N Forest Beach Home steps to beach and Coligny

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(17)

$1251.95

/ Nightly

Private Vacation Home

SeaSide 48- Steps to Beach- 3rd Row, Private Pool, North Forest Beach, Sleeps 14

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(34)

$1264.18

/ Nightly

Private Vacation Home

7 Bayberry - 2nd Row, 6BR/6.5BA, Fully Renovated, Steps from the Beach, Pool

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(16)

$1266.2

/ Nightly

Private Vacation Home

Sandy Beach Retreat – Burkes Beach w/ Private Pool

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(69)

$1268.52

/ Nightly

Private Vacation Home

Jaw-dropping Vacation House with Luxurious Private Pool, Golf Views!

Hilton Head Island, South Carolina, United States

Bed

Bath

Sleeps

$1270.99

/ Nightly

Private Vacation Home

Destination Vacation HHI, 2nd Row Sea Pines Beach Home, Private Pool & Golf View

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(4)

$1276.02

/ Nightly

Private Vacation Home

Pet Friendly North Forest Beach 5BR w/ Heated Pool & Fire Pit, Walk to Beach

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(5)

$1293.36

/ Nightly

Private Vacation Home

New in 2025, Easy Walk to Beach, Private Pool, Hot Tub

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(14)

$1293.73

/ Nightly

Private Vacation Home

Brand New Construction 3rd Row Home in Palmetto Dunes!

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Exceptional(3)

$1299.9

/ Nightly

Private Vacation Home

New to VRBO, 5 min walk to beach, pool, elevator, tiki bar, near Sea Pines

Hilton Head Island, South Carolina, United States

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Bath

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Rent a place that suits your needs

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Condo

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Most popular vacation rentals in Hilton Head Island

Exceptional(3)

$1430.28

/ 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

Exceptional(3)

$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(3)

$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

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Sleeps

Exceptional(3)

$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

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Bath

Sleeps

Exceptional(3)

$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

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Bath

Sleeps

Exceptional(3)

$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

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Bath

Sleeps

Exceptional(3)

$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(3)

$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(3)

$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

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Bath

Sleeps

Exceptional(3)

$1452.39

/ Nightly

Private vacation home

\"Driftwood\" in S. Forest Beach!

Hilton Head Island, South Carolina, United States

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Bath

Sleeps

Vacation Home Rentals By Owner In Hilton Head Island, SC

$1146.57

$1155.52

$1160.72

$1163.39

$1205.85

$1205.97

$1208.96

$1211.74

$1222.49

$1238.34

$1245.2

$1251.95

$1264.18

$1266.2

$1268.52

$1270.99

$1276.02

$1293.36

$1293.73

$1299.9

Rent a place that suits your needs

Most popular vacation rentals in Hilton Head Island

$1430.28

$1395.43

$1398.91

$1402.59

$1423.48

$1423.49

$1428.17

$1451.51

$1457.19

$1452.39

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