Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 7400 Of 7773 Vacation Rentals
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$295.77

/ Nightly
Condo

Serene Villa Steps From Beach w/ Pool and Tennis!

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$321.66

/ Nightly
Condo

Coastal Adventure Near Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(100)

$159.5

/ Nightly
Condo

FIRE SALE 25% OFF HH Resort 2B/2B POOL; closest to boardwalk; FREE BEACH SHUTTLE

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(60)

$535.52

/ Nightly
Condo

Oceanfront Hilton Head with fabulous views ,updated baths, cozy fireplace

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(67)

$660.1

/ Nightly
Private Vacation Home

Pelican's Perch – 4th Row Sea Pines Home, Pool, Free Seasonal Heat, 800 Ft to Beach

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps
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Exceptional(79)

$1564.2

/ Nightly
Private Vacation Home

8 Cassina Ln-2nd Row-sleeps 14, private pool, near Coligny

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(16)

$1098.93

/ Nightly
Private Vacation Home

Stunning 2 Story Home w/ Beautiful Decor & Pool

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 4

Bath

Sleep 12

Sleeps
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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

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(33)

$530.9

/ Nightly
Private Vacation Home

Beautifully Remodeled 3Bdm Home in the Heart of Sea Pines Resort

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(113)

$262.46

/ Nightly
Condo

DIRECT OCEAN FRONT- INCREDIBLE OCEAN AND POOL VIEW

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(59)

$330.11

/ Nightly
Villa

SeaPines Prime Location on Lighthouse, Single level, Updated and Pet Friendly

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(162)

$291.13

/ Nightly
Condo

Direct Oceanfront Luxury, Miles of Ocean View, King bed, Walk-in Shower.

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(3)

$322.41

/ Nightly
Condo

Modern Oceanview End Unit - Blue View 1-bedroom beach condo in Hilton Head

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(64)

$223.85

/ Nightly
Condo

Walk to Beach, Coligny Plaza | Hilton Head Villa

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(1)

$494.72

/ Nightly
Villa

Oceanfront Villa w/ Balcony, Views & Amenities

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(115)

$471.17

/ Nightly
Private Vacation Home

Charming Harbour Town Home - Walk to Harbor, Pool, Golf with 2 King/2 Queen

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(72)

$221.83

/ Nightly
Villa

Ground Floor Corner Villa/Ocean Front Resort With Large Pool/On Site Restaurants

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(28)

$390.17

/ Nightly
Private Vacation Home

Tranquil Two-Bed Bungalow in Sea Pines – Walk to the Beach & Pool, Pet Friendly

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(35)

$364.1

/ Nightly
Private Vacation Home

1 St. George-Pool on Lagoon, Free Tennis/Pickleball Daily

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 14

Sleeps
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Exceptional(48)

$274.62

/ Nightly
Condo

Spa on Port Royal-Waterfront Complex, Beach Access, Gated Community w/Great Amenities, Tennis, Pools

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(48)

$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
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Exceptional(48)

$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
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Exceptional(48)

$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
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Exceptional(48)

$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
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Exceptional(48)

$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
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Exceptional(48)

$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
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Exceptional(48)

$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
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Exceptional(48)

$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
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Exceptional(48)

$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
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Exceptional(48)

$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