Hilton Head Island, South Carolina

Vacation Rentals in Hilton Head Island, South Carolina

Discover 2,804 vacation rental properties in Hilton Head Island. From 1 to 10 bedrooms. Average $339/night. 100% have pools.

2,804 verified listings Book securely on VRBO Prices updated March 2026

2,804 properties available

Seaside Villa 376 - Spectacular Ocean Views

Seaside Villa 376 - Spectacular Ocean Views

1 bed 1 bath
PoolA/CWiFiBalcony
$166/night
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Brand New As seen on HGTV! Deluxe Beachfront Villa W Beautiful Ocean Front Views

Brand New As seen on HGTV! Deluxe Beachfront Villa W Beautiful Ocean Front Views

1 bed 1 bath
PoolA/CWiFiBalcony
$196/night
View Details → Book on VRBO
Panoramic sea views in Admirals Row

Panoramic sea views in Admirals Row

1 bed 1 bath
PoolA/CWiFiBalcony
$241/night
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20% off jun8-15 wk,Huge Ocean View,central air, elevator, pool,WIFI,one bedroom

20% off jun8-15 wk,Huge Ocean View,central air, elevator, pool,WIFI,one bedroom

1 bed 1 bath
PoolA/CWiFiBalcony
$175/night
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This Is The Ocean and Pool View From Our Amazing Balcony

This Is The Ocean and Pool View From Our Amazing Balcony

1 bed 1 bath
PoolA/CWiFiBalcony
$169/night
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Charming and relaxing 1 Bedroom Racquet Club Villa, Free Bikes, Pool, Tennis

Charming and relaxing 1 Bedroom Racquet Club Villa, Free Bikes, Pool, Tennis

1 bed 1 bath
PoolA/CWiFiBalcony
$183/night
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4102 Windsor Court-Oceanviews and Coastal Inspired

4102 Windsor Court-Oceanviews and Coastal Inspired

2 beds 2 baths
PoolA/CWiFiBalcony
$227/night
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First Floor Condo - One Block from Beach - Bikes Included!

First Floor Condo - One Block from Beach - Bikes Included!

2 beds 2 baths
PoolA/CWiFiBalcony
$136/night
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The perfect couples’ coastal getaway for a little “you” time💙

The perfect couples’ coastal getaway for a little “you” time💙

1 bed 1 bath
PoolA/CWiFiBalcony
$221/night
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Modern Hilton Head Escape w/ Resort Access!

Modern Hilton Head Escape w/ Resort Access!

2 beds 2 baths
PoolA/CWiFiBalcony
$182/night
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105 Beachwalk-1st Floor, Quick walk to Beach Club & Dog Friendly

105 Beachwalk-1st Floor, Quick walk to Beach Club & Dog Friendly

2 beds 2 baths
PoolA/CWiFiBalcony
$166/night
View Details → Book on VRBO
August 12-17 available- Great ratings- Hidden Gem Great Lagoon/ Golf/ pool view

August 12-17 available- Great ratings- Hidden Gem Great Lagoon/ Golf/ pool view

2 beds 2 baths
PoolA/CWiFiBalcony
$166/night
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Breakers 114 - Remodeled Oceanfront 1 bedroom condo

Breakers 114 - Remodeled Oceanfront 1 bedroom condo

1 bed 1 bath
PoolA/CWiFiBalcony
$184/night
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1591 Lagoon Villa - TRANQUIL! EASY WALK TO BEACH! SOUTH BEACH MARINA!

1591 Lagoon Villa - TRANQUIL! EASY WALK TO BEACH! SOUTH BEACH MARINA!

2 beds 2 baths
PoolA/CWiFiBalcony
$194/night
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Bright and Cheery 2 Bedroom Villa - Completely Updated

Bright and Cheery 2 Bedroom Villa - Completely Updated

2 beds 2 baths
PoolA/CWiFiBalcony
$131/night
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Newly Listed & Furnished Home, Dog Friendly, 4 bedrooms, Bikes, Beach Chairs

Newly Listed & Furnished Home, Dog Friendly, 4 bedrooms, Bikes, Beach Chairs

4 beds 4 baths
PoolA/CWiFiBalcony
$298/night
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163 The Greens-Across from the pool minutes to the beach and Fido Friendly!

163 The Greens-Across from the pool minutes to the beach and Fido Friendly!

2 beds 2 baths
PoolA/CWiFiBalcony
$155/night
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Cozy Beach Retreat! Close to Beach, Shops, Restaurants and Celebration Park

Cozy Beach Retreat! Close to Beach, Shops, Restaurants and Celebration Park

1 bed 1 bath
PoolA/CWiFiBalcony
$178/night
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Gorgeous View and just steps to the Beach!

Gorgeous View and just steps to the Beach!

2 beds 2 baths
PoolA/CWiFiBalcony
$175/night
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AWESOME AMENITIES!!!1 BDRM 1 BA OCEAN VIEW!! 2 Bikes INCLUDED!

AWESOME AMENITIES!!!1 BDRM 1 BA OCEAN VIEW!! 2 Bikes INCLUDED!

1 bed 1 bath
PoolA/CWiFiBalcony
$276/night
View Details → Book on VRBO
12 Ocean Gate - BUDGET-FRIENDLY, CLOSE TO BEACH, POOL, COMFY COZY!

12 Ocean Gate - BUDGET-FRIENDLY, CLOSE TO BEACH, POOL, COMFY COZY!

2 beds 2 baths
PoolA/CWiFiBalcony
$151/night
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200 Steps to the Huge Oceanside Pool and Only a Few More to the Beach!

200 Steps to the Huge Oceanside Pool and Only a Few More to the Beach!

1 bed
PoolA/CWiFiBalcony
$133/night
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Ocean Club Villa steps from the beach, minutes away from Coligny Plaza!

Ocean Club Villa steps from the beach, minutes away from Coligny Plaza!

2 beds 2 baths
PoolA/CWiFiBalcony
$182/night
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Seascapes 3061 - Roomy Villa Close to Beach

Seascapes 3061 - Roomy Villa Close to Beach

1 bed 1 bath
PoolA/CWiFiBalcony
$133/night
View Details → Book on VRBO
Spa on Port Royal-Waterfront Complex, Beach Access, Gated Community w/Great Amenities, Tennis, Pools

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

2 beds 2 baths
PoolA/CWiFiBalcony
$133/night
View Details → Book on VRBO
Brand New As Seen on HGTV! Deluxe Beachfront Villa W/ Beautiful Ocean Views

Brand New As Seen on HGTV! Deluxe Beachfront Villa W/ Beautiful Ocean Views

1 bed 1 bath
PoolA/CWiFiBalcony
$155/night
View Details → Book on VRBO
Stunning Harbour Town Penthouse Flat in Sea Pines, Spectacular Location!

Stunning Harbour Town Penthouse Flat in Sea Pines, Spectacular Location!

2 beds 2 baths
PoolA/CWiFiBalcony
$307/night
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Shipmaster 801 - Perfect Beach and Golf

Shipmaster 801 - Perfect Beach and Golf

2 beds 2 baths
PoolA/CWiFiBalcony
$155/night
View Details → Book on VRBO
Awesome Condo! King size bed! Updated! Ocean Views! 2 Bikes!

Awesome Condo! King size bed! Updated! Ocean Views! 2 Bikes!

1 bed 1 bath
PoolA/CWiFiBalcony
$217/night
View Details → Book on VRBO
320 Breakers -1 Bedroom Villa with Spectacular Ocean Views, Pool & Baby Pool!

320 Breakers -1 Bedroom Villa with Spectacular Ocean Views, Pool & Baby Pool!

1 bed 1 bath
PoolA/CWiFiBalcony
$189/night
View Details → Book on VRBO
FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!

FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!

2 beds 2 baths
PoolA/CWiFiBalcony
$241/night
View Details → Book on VRBO
Book now for August! Short walk to new park/playground & Beach, Near Coligny

Book now for August! Short walk to new park/playground & Beach, Near Coligny

2 beds 2 baths
PoolA/CWiFiBalcony
$191/night
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South Forest Beach villa - Walk to Beach

South Forest Beach villa - Walk to Beach

2 beds 2 baths
PoolA/CWiFiBalcony
$196/night
View Details → Book on VRBO
331 Breakers, Fully Remodeled! Beautiful Oceanfront, Pool, Beach Free Bikes

331 Breakers, Fully Remodeled! Beautiful Oceanfront, Pool, Beach Free Bikes

1 bed 1 bath
PoolA/CWiFiBalcony
$213/night
View Details → Book on VRBO
Awesome Harborfront Townhouse on Shelter Cove Marina

Awesome Harborfront Townhouse on Shelter Cove Marina

1 bed 1 bath
PoolA/CWiFiBalcony
$182/night
View Details → Book on VRBO
Direct Oceanfront Views, 339 Breakers. Sleeps 4

Direct Oceanfront Views, 339 Breakers. Sleeps 4

1 bed 1 bath
PoolA/CWiFiBalcony
$239/night
View Details → Book on VRBO
*Fully Renovated* Ocean View from Top Floor Villa, Pool View, Free Wi-Fi

*Fully Renovated* Ocean View from Top Floor Villa, Pool View, Free Wi-Fi

1 bed 1 bath
PoolA/CWiFiBalcony
$155/night
View Details → Book on VRBO
Coastal Soul-Gorgeous OceanFront! Brand new remodel completed 5/22

Coastal Soul-Gorgeous OceanFront! Brand new remodel completed 5/22

1 bed 1 bath
PoolA/CWiFiBalcony
$298/night
View Details → Book on VRBO
Awesome Ocean View - Beautifully Remodeled - Relax at the Beach!

Awesome Ocean View - Beautifully Remodeled - Relax at the Beach!

1 bed 1 bath
PoolA/CWiFiBalcony
$151/night
View Details → Book on VRBO
NEW COMPLETE RENOVATION Deluxe Beachfront Villa W/ Beautiful Ocean Front Views

NEW COMPLETE RENOVATION Deluxe Beachfront Villa W/ Beautiful Ocean Front Views

1 bed 1 bath
PoolA/CWiFiBalcony
$182/night
View Details → Book on VRBO
Oceanfront Breakers Villa 239 Direct Access Boardwalk to Beach -

Oceanfront Breakers Villa 239 Direct Access Boardwalk to Beach -

1 bed 1 bath
PoolA/CWiFiBalcony
$246/night
View Details → Book on VRBO
PrvtHomeDeerIsl,2Bdrm2Bth,FreeWifi, lrgDeck,HrbrTwn, pets welcome,sm pet fee

PrvtHomeDeerIsl,2Bdrm2Bth,FreeWifi, lrgDeck,HrbrTwn, pets welcome,sm pet fee

2 beds 2 baths
PoolA/CWiFiBalcony
$183/night
View Details → Book on VRBO
Beach Bliss-Gorgeous 2 Bedroom Oceanview Free bikes/chairs and more!

Beach Bliss-Gorgeous 2 Bedroom Oceanview Free bikes/chairs and more!

2 beds 2 baths
PoolA/CWiFiBalcony
$269/night
View Details → Book on VRBO
NEW to vacation market! 2BR Seascape w/ community pool and private beach access!

NEW to vacation market! 2BR Seascape w/ community pool and private beach access!

2 beds 2 baths
PoolA/CWiFiBalcony
$168/night
View Details → Book on VRBO
$129/Nite Start, Kid Friendly, Close to Beach and Coligny Plaza

$129/Nite Start, Kid Friendly, Close to Beach and Coligny Plaza

3 beds 3 baths
PoolA/CWiFiBalcony
$177/night
View Details → Book on VRBO
Beachwalk 106 Shipyard Hilton Head Island, 5 Min. Walk to Beach

Beachwalk 106 Shipyard Hilton Head Island, 5 Min. Walk to Beach

1 bed 2 baths
PoolA/CWiFiBalcony
$155/night
View Details → Book on VRBO
Hilton Head just steps away from the beach 🏖

Hilton Head just steps away from the beach 🏖

1 bed 1 bath
PoolA/CWiFiBalcony
$126/night
View Details → Book on VRBO
Hilton Head Family Condo w/ Community Pool & Bikes

Hilton Head Family Condo w/ Community Pool & Bikes

1 bed 1 bath
PoolA/CWiFiBalcony
$178/night
View Details → Book on VRBO

Showing 48 of 2,804 properties

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