Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 7380 Of 7786 Vacation Rentals
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Exceptional(44)

$282.89

/ Nightly
Condo

Hilton Head Beach & Tennis Resort: Steps to Sand & Largest Island Pool

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(15)

$230.57

/ Nightly
Condo

Ocean Villa C203 - Balcony Views

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(63)

$268.06

/ Nightly
Condo

Tennis Villa B16 - Easy Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(55)

$222.97

/ Nightly
Condo

Seaside Villa 207 - Ocean Front with Balcony

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(1)

$292.7

/ Nightly
Condo

2-bedroom condo Experience Sunshine on Hilton Head Island. Walk to the beach

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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$527.26

/ Nightly
Villa

The Moorings: 2BR/3BA Beach Retreat with Community Pool | Palmetto Dunes

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(23)

$690.96

/ Nightly
Private Vacation Home

Hilton Head Island, SC - N Forest Beach Gem STR Permit # 066322

Hilton Head Island, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(39)

$290.84

/ Nightly
Villa

Hilton Head, Palmetto Dunes, Inverness, a cozy and fanciful retreat

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(32)

$342.65

/ Nightly
Villa

DISCOUNTED 2026 RATES! Steps to Pool/Ocean - 2 BED/2 BATH GROUND FLOOR OCEANSIDE

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(95)

$1170.84

/ Nightly
Private Vacation Home

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

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 17

Sleeps
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Exceptional(70)

Select Dates for Price
Condo

Palmetto Dunes Getaway - Queens Grant Villa - 2/2 Bdrm. - Dogs Welcome - #624

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(166)

$276.1

/ Nightly
Villa

Owner Operated Hilton Head Island North Shore Place #201 2 Bed 2 Bath Villa

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(59)

$434.5

/ Nightly
Condo

Hilton Head Resort, Family Friendly, Beautiful Beach and Cabana. Great Amenities

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(39)

$156.44

/ Nightly
Condo

Seas the Day! Beach & Sun, with Bikes & Chairs

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(52)

$1635.52

/ Nightly
Private Vacation Home

10%off wk,Private Acre Est, Heated Pool/Spa, PickleBall, Screenporch ,near beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 13

Sleeps
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Exceptional(68)

$262.53

/ Nightly
Condo

DIRECT OCEANFRONT BOOK YOUR FALL VACATION NOW

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(158)

$427.08

/ Nightly
Condo

Beautifully Redecorated Villamare 2517

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(49)

$1999.25

/ Nightly
Private Vacation Home

20 Sandpiper - Fantastic Compound - Quick Walk to Beach!

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 23

Sleeps
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Exceptional(38)

$852.78

/ Nightly
Condo

LUXURIOUSLY RENOVATED ~ #3129 Steps To The Beach - 2 HOURS COURT TIME DAILY

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(38)

$210.82

/ Nightly
Condo

New Listing Wonderful Luxury updated 1 BR Harbourtown Beach Gear & Bike Rentals

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Home Most popular vacation rentals in Hilton Head Island

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Exceptional(38)

$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(38)

$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(38)

$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(38)

$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(38)

$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(38)

$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(38)

$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(38)

$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(38)

$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(38)

$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