Hilton Head Island Vacation Rentals With Private Pool

Top-Rated Vacation Rentals in Hilton Head Island, SC

Book a vacation rental in Hilton Head Island that has the highest visitor rating. Here are 6 of the best vacation rentals in Hilton Head Island.
Price drop
New Listing | Walk to Beach | Lagoon Views | Fishing Dock | Pool
10

Excellent

·
Hilton Head Island
·
4 br
·
Sleeps 14
·
Kitchen · Private Pool · Wifi ·
From
$468/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Private Pool
Wifi
Swimming Pool
Air Conditioning
Fitness Center
Oven
Waterfront
Fireplace
Other spaces
Kitchen
51 Mooring Buoy-Brand New Luxury Home w/elevator, 2 minute walk to the Beach
10

Excellent

·
Hilton Head Island
·
6 br
·
Sleeps 13
·
Air Conditioning · Dishwasher · Oven ·
From
$1,849/night
Check availability
Property
House · 6 Beds · 7 baths
Amenities
Air Conditioning
Dishwasher
Oven
Fitness Center
Elevator
On Site Laundry
Pool
Beach
Other spaces
Kitchen, Balcony
Price drop
1 Tupelo - Sea Pines 4 Bedroom Dog Friendly Home
10

Excellent

·
Hilton Head Island
·
4 br
·
Sleeps 8
·
Oven · Wifi · Balcony ·
From
$312/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Oven
Wifi
Pool
Assigned Parking
Private Pool
Air Conditioning
Furnished
Dishwasher
Other spaces
Balcony, Kitchen
Price drop
BEST VALUE ON THE BEACH IN SEA PINES! 20% DISCOUNT ON REMAINING 2023 WEEKS!!
10

Excellent

·
Hilton Head Island
·
4 br
·
Sleeps 11
·
Residents Lounge · Workspace · On Site Laundry ·
From
$385/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Residents Lounge
On Site Laundry
Air Conditioning
Pool
Swimming Pool
Dishwasher
Fireplace
Furnished
Other spaces
Workspace, Balcony, Kitchen
Price drop
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
10

Excellent

·
Hilton Head Island
·
1 br
·
Sleeps 4
·
Beach · Waterfront · Balcony ·
From
$119/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Beach
Waterfront
Dishwasher
Roof Deck
Hot Tub
Wifi
Private Pool
Elevator
Other spaces
Balcony, Kitchen
Price drop
4 Slack Tide - INCREDIBLE HOME! PRIVATE POOL! EXPANSIVE DECK! LAGOON VIEWS!
10

Excellent

·
Hilton Head Island
·
4 br
·
Sleeps 12
·
Air Conditioning · Kitchen · Furnished ·
From
$367/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Air Conditioning
Furnished
Oven
Private Pool
Residents Lounge
Pool
Dishwasher
On Site Laundry
Other spaces
Kitchen, Workspace

Budget-Friendly Vacation Rentals in Hilton Head Island, SC

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Hilton Head Island starting at $62. Use the price filter at the top of the page to search for more specific prices.
Price drop
Sand Dollar Paradise
10

Excellent

·
Hilton Head Island
·
1 br
·
Sleeps 6
·
Wifi · Private Pool · Ocean ·
From
$62/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Wifi
Private Pool
Ocean
Elevator
Oven
Pool
Waterfront
Air Conditioning
Other spaces
Balcony, Kitchen
Price drop
Reserve your Spring and Summer vacation with us before we book solid
10

Excellent

·
Hilton Head Island
·
1 br
·
Sleeps 6
·
Waterfront · Beach · Residents Lounge ·
From
$70/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Waterfront
Beach
Residents Lounge
Wheelchair Accessible
Private Pool
Wifi
Pool
In Unit Laundry
Other spaces
Kitchen, Balcony
Price drop
Palmetto Dunes Resort Condo, 2 Miles to Beach!
10

Excellent

·
Hilton Head Island
·
2 br
·
Sleeps 4
·
Dishwasher · Furnished · Private Pool ·
From
$71/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Dishwasher
Furnished
Private Pool
Pool
Garage Parking
In Unit Laundry
Beach
Oven
Other spaces
Kitchen, Balcony, Workspace
NEW! Condo on Hilton Head Island Beach!
10

Excellent

·
Hilton Head Island
·
1 br
·
Sleeps 4
·
Elevator · Pool · Air Conditioning ·
From
$72/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Elevator
Pool
Air Conditioning
On Site Laundry
Furnished
In Unit Laundry
Wifi
Beach
Other spaces
Balcony, Kitchen
Price drop
South Carolina Retreat w/ Pools & Beach Access!
10

Excellent

·
Hilton Head Island
·
2 br
·
Sleeps 6
·
Garage Parking · Kitchen · Balcony ·
From
$74/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Garage Parking
Fitness Center
Swimming Pool
Oven
Elevator
Dishwasher
Private Pool
Pool
Other spaces
Kitchen, Balcony
Price drop
Hilton Head Island Townhome - Walk to Beach!
10

Excellent

·
Hilton Head Island
·
3 br
·
Sleeps 8
·
Air Conditioning · Pool · Wifi ·
From
$77/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Air Conditioning
Pool
Wifi
Oven
Beach
Private Pool
Swimming Pool
Dishwasher
Other spaces
Balcony, Kitchen

Vacation Rentals With AC and/or Heat in Hilton Head Island, SC

Whether you need air conditioning or central heating, these vacation rentals are for you.
Price drop
Hilton Head Villa w/ Balcony, Walk to Beach!
10

Excellent

·
Hilton Head Island
·
2 br
·
Sleeps 6
·
Assigned Parking · Central Heat · Pool ·
From
$92/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Assigned Parking
Central Heat
Pool
Furnished
Fitness Center
Ocean
Wifi
Oven
Other spaces
Balcony, Kitchen
Hilton Head Condo w/ Shared Pool - Walk to Beach!
7.6

Very good

·
Hilton Head Island
·
2 br
·
Sleeps 6
·
Toiletries · Swimming Pool · Pool ·
From
$120/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Toiletries
Swimming Pool
Pool
Ceiling Fan
Tv
Microwave
Cable
Dishwasher
Other spaces
Kitchen, Garden
Modern Retreat w/ Patio + BBQ
9.8

Excellent

·
Hilton Head Island
·
3 br
·
Sleeps 8
·
Walk In Closets · Cable · Dishwasher ·
From
$175/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Walk In Closets
Cable
Dishwasher
On Site Laundry
Assigned Parking
Air Conditioning
Ocean
Wifi
Other spaces
Garden, Workspace, Kitchen
Expand your search criteria to see more vacation rentals near Hilton Head Island.
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Updated: September 21, 2023