Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 7740 Of 7754 Vacation Rentals
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Exceptional(110)

$444.4

/ Nightly
Condo

Hilton Head Island in Shipyard! FREE Bikes! Golf Discount. Great Reviews!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(12)

$388.54

/ Nightly
Villa

1712 Bluff Villa is conveniently Located in South Beach Marina and is newly remodeled!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(56)

$325.53

/ Nightly
Condo

Great Ocean views, Oceanfront Heated Pool!

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(24)

$289.63

/ Nightly
Condo

Oceanfront Condo King Double & Bunks Oceanfront Pool Bikes & Beach Gear included

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(112)

$283.07

/ Nightly
Condo

Renovated. Beautiful. Immaculate. Direct Ocean Front in Full Amenity Resort.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(4)

$337

/ Nightly
Condo

Lagoon & Golf View Villa Beach Access! Hilton Head

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(6)

$406.25

/ Nightly
Villa

Beautifully Decorated Villa w/ Patio & Amenities

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(12)

$483.09

/ Nightly
Private Vacation Home

Spacious 3BR Villa in Palmetto Dunes with Pool Access

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(2)

$2044.22

/ Nightly
Private Vacation Home

51 Mooring Buoy-New Home w/elevator & AMAZING POOL, 2 min walk to the Beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 13

Sleeps
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Exceptional(25)

$1067.12

/ Nightly
Private Vacation Home

*NEWLY BUILT HOME* 6 Bedrooms - Close to Beach - Sea Pines - Private Pool/Spa

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 13

Sleeps
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Exceptional(3)

$781.35

/ Nightly
Private Vacation Home

Backyard Oasis! Lagoon View Villa on Hilton Head

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps
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$694.31

/ Nightly
Villa

3BR Villa, SurfWatch Hilton Head Island, South Carolina

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(163)

$174.68

/ Nightly
Condo

Quiet Top Floor Condo w/ Ocean View / Sleeps up to 7

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(3)

$261.4

/ Nightly
Condo

HH Beach & Tennis C10 | Upgraded, Great View, Resort Amenities

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(81)

$217.07

/ Nightly
Condo

Walk to Beach: HHI Beach & Tennis Resort Condo

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$325.97

/ Nightly
Villa

Steps to Beach | Palmetto Dunes Pool & Hot Tub

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(98)

$389.02

/ Nightly
Guest House

Ocean Views; Community Pool, Hot Tub, Grilling Area & Boardwalk to Beach; All Rooms on One Level.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(74)

$319.37

/ Nightly
Villa

DISCOUNTED RATE Sept-Dec 2026 Beautiful Cozy Renovated Villa.Perfect Location

Hilton Head, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(35)

$356.1

/ Nightly
Villa

Newly updated villa with pool access & stunning views of the Calibogue Sound!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$964.9

/ Nightly
Private Vacation Home

5 Bedroom 4.5 Bathroom Updated Home

Hilton Head, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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$1430.28

/ 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
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$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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$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

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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$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

Bed 5

Bed

Bath 4

Bath

Sleep 18

Sleeps
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$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

Bed 7

Bed

Bath 7

Bath

Sleep 16

Sleeps
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$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

Bed 7

Bed

Bath 6

Bath

Sleep 16

Sleeps
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$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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$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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$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

Bed 7

Bed

Bath 6

Bath

Sleep 20

Sleeps
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$1452.39

/ Nightly
Private vacation home

\"Driftwood\" in S. Forest Beach!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps

Most Popular Cities in South Carolina