Home Vacation Rentals By Owner In Hilton Head Island, SC

Showing 2620 Of 7786 Vacation Rentals
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$951.57

/ Nightly
Private Vacation Home

16 Dove St - Private Home, Steps to the Beach and private pool/spa!

Hilton Head Island, SC, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 20

Sleeps
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Exceptional(5)

$321.16

/ Nightly
Villa

1586 Lagoon Villa, Pet Friendly,Hosts 8 in Sea Pines

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(9)

$244.22

/ Nightly
Private Vacation Home

215 Evian: Shipyard Villa. 2 Bedrooms. Hosts 7. Pet Friendly

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(16)

$1000.15

/ Nightly
Private Vacation Home

6 Baynard Cove - Escape to this luxury 5-bedroom Sea Pines home!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(30)

$271.47

/ Nightly
Condo

2 BR Golf View Townhome in Evian Community 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(3)

$493.41

/ Nightly
Villa

Enjoy 4th Floor Ocean & Pool Views from 1br Villa

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(42)

$545.58

/ Nightly
Private Vacation Home

Outdoor Cabana ~ Firepit ~ Private Pool & Spa ~ Pet Friendly ~ 72 Baynard Cove Road

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(4)

$750.3

/ Nightly
Private Vacation Home

Boutique Updated Home with Much to Offer!

Hilton Head, South Carolina, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(4)

$1892.3

/ Nightly
Private Vacation Home

20 Ibis -Oceanfront, 7 Bedroom home w/ private pool. Sleeps 19

Hilton Head Island, South Carolina, United States

Bed 7

Bed

Bath 6

Bath

Sleep 19

Sleeps
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Exceptional(11)

$1097.69

/ Nightly
Private Vacation Home

115 N. Sea Pines - Luxury Lowcountry Living Awaits at this Sea Pines Home!

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Exceptional(33)

$236.94

/ Nightly
Condo

1G Beachwood Place- Oceanview Villa

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(7)

$277.46

/ Nightly
Condo

Tennis Villa D2 - 2BR Walk to Beach & Pool

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$174.35

/ Nightly
Condo

Oceanfront Resort. Steps to the Beach. Sleeps 6.

Hilton Head Island, South Carolina, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(5)

$246.66

/ Nightly
Villa

Charming Condo Overlooking Pool, Minutes to Beach!

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(2)

$353.43

/ Nightly
Condo

MyStay at 821 Ketch Ct - 3-BR Harbour Town + Pool!

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(40)

$474.9

/ Nightly
Villa

226 Captains Quarters has beautiful views of Shelter Cove Marina on HHI.

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(33)

$385

/ Nightly
Cottage

2 Mi to Beach: Hilton Head Home w/ Furnished Deck

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(5)

$549.63

/ Nightly
Villa

New Listing! Penthouse Oceanfront Sea Cloisters Condo w/ Breathtaking Views + Outdoor Pool

Hilton Head Island, South Carolina, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(81)

$290.4

/ Nightly
Villa

2 Br/2Ba Villas Beautiful, Spacious, Immaculate, & tennis/ pickleball court time

Hilton Head Island, South Carolina, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(95)

$201.3

/ Nightly
Condo

Book now for the spring and summer! Close to elevator!

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(95)

$1391.79

/ Nightly
Private vacation home

3rd Row Ocean ~ Five Bedroom Sea Pines Home ~ Private Pool & Spa ~ Sleeps 20

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Exceptional(95)

$1371.94

/ Nightly
Private vacation home

4 Elderberry Ln, New Build, Elevator, Steps to Beach, Putting Green, Private Pool

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 18

Sleeps
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Exceptional(95)

$1373.75

/ 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(95)

$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(95)

$1385.82

/ Nightly
Private vacation home

Pvt Pool/Spa-Game Room-Theater-Cold Plunge-Sauna-2min Walk to Beach

Hilton Head Island, South Carolina, United States

Bed 5

Bed

Bath 4

Bath

Sleep 17

Sleeps
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Exceptional(95)

$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(95)

$1390.63

/ Nightly
Private vacation home

58 Heritage Road - Harbour Town Golf Course Views & a Short Walk to the Beach

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 6

Bath

Sleep 14

Sleeps
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Exceptional(95)

$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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Exceptional(95)

$1422.67

/ Nightly
Private vacation home

1A Sea Lane - 4th Row Exceptional Family Home with Private Pool & Spa!

Hilton Head Island, South Carolina, United States

Bed 6

Bed

Bath 7

Bath

Sleep 20

Sleeps
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Exceptional(95)

$1418.40

/ 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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