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Vacations by Zumper

Hilton Head Island Vacation Rentals With Oceanfront

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
Ocean Dunes Villas Coligny Beach 43 S Forest Beach Dr, Hilton Head SC #111 Heated Pool Ocean View By Vacation Rental HHI LLC
9.4

Excellent

·
Hilton Head Island
·
1 br
·
Sleeps 4
·
Assigned Parking · Beach · Oven ·
From
$640/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Beach
Oven
Air Conditioning
Elevator
Dishwasher
Pool
Ocean
Other spaces
Kitchen, Balcony
Coastal Condo with Pool and Direct Beach Access!
9.4

Excellent

·
Hilton Head Island
·
1 br
·
Sleeps 4
·
Waterfront · Balcony · Air Conditioning ·
From
$316/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Waterfront
Air Conditioning
Oven
Ocean
Free Parking
Wifi
Pool
On Site Laundry
Other spaces
Balcony, Kitchen
Island Club Condos 3
9

Excellent

·
Hilton Head Island
·
2 br
·
Sleeps 8
·
Balcony · Wifi · Elevator ·
From
$262/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Wifi
Elevator
Hot Tub
Swimming Pool
Pool
Dishwasher
Ocean
Fitness Center
Other spaces
Balcony, Workspace, Kitchen
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South Beach Pearl
8.7

Very good

·
Hilton Head Island
·
1 br
·
Sleeps 2
·
Fireplace · Workspace · Ocean ·
From
$582/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Fireplace
Ocean
Furnished
Waterfront
Air Conditioning
Assigned Parking
In Unit Laundry
On Site Laundry
Other spaces
Workspace, Kitchen
Price drop
Spa on Port Royal Sound IV
8.4

Very good

·
Hilton Head Island
·
2 br
·
Sleeps 6
·
Kitchen · Furnished · Ocean ·
From
$211/night
Check availability
Property
Hotel · 2 Beds · 2 baths
Amenities
Furnished
Ocean
Swimming Pool
Wifi
Oven
Hot Tub
Air Conditioning
In Unit Laundry
Other spaces
Kitchen
Beachfront Resort Condo with Ocean-View Balcony!
8.3

Very good

·
Hilton Head Island
·
1 br
·
Sleeps 6
·
Ocean · Residents Lounge · In Unit Laundry ·
From
$465/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Ocean
Residents Lounge
In Unit Laundry
Waterfront
Pool
Air Conditioning
Oven
Swimming Pool
Other spaces
Balcony, Kitchen

Our Recommended Vacation Rentals in Hilton Head Island, SC

We analyzed vacation rentals in Hilton Head Island from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Hilton Head Island to help you find a deal for your next trip.
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Sea Side Villas II 269

No rating

·
Hilton Head Island
·
1 br
·
Sleeps 4
·
Swimming Pool · Balcony · Waterfront ·
From
$289/night
Check availability
Property
Hotel · 1 Bed · 1 bath
Amenities
Swimming Pool
Waterfront
Wifi
Dishwasher
Ocean
Oven
Beach
Elevator
Other spaces
Balcony, Kitchen
Sea Cloisters 409

No rating

·
Hilton Head Island
·
2 br
·
Sleeps 8
·
Ocean · Kitchen · Swimming Pool ·
From
$506/night
Check availability
Property
Hotel · 2 Beds · 2 baths
Amenities
Ocean
Swimming Pool
Pool
Wifi
Furnished
Air Conditioning
Elevator
On Site Laundry
Other spaces
Kitchen, Balcony
Price drop
Sea Side Villas 244
7.8

Very good

·
Hilton Head Island
·
2 br
·
Sleeps 4
·
Wifi · Waterfront · Air Conditioning ·
From
$265/night
Check availability
Property
Hotel · 2 Beds · 1 bath
Amenities
Wifi
Waterfront
Air Conditioning
Furnished
Oven
Beach
Dishwasher
On Site Laundry
Other spaces
Balcony, Kitchen
Hilton Head Condo with On-site Pool, Bars and Bikes!
5

Good

·
Hilton Head Island
·
1 br
·
Sleeps 6
·
Ocean · Wheelchair Accessible · Business Center ·
From
$337/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Ocean
Wheelchair Accessible
Business Center
Fitness Center
Air Conditioning
Furnished
On Site Laundry
Waterfront
Other spaces
Kitchen, Balcony

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 $57. Use the price filter at the top of the page to search for more specific prices.
Bluff Villas 1733
8.3

Very good

·
Hilton Head Island
·
1 br
·
Sleeps 7
·
Wifi · Ocean · Outdoor Space ·
From
$57/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Wifi
Ocean
In Unit Laundry
Air Conditioning
Furnished
Oven
Dishwasher
On Site Laundry
Other spaces
Balcony, Kitchen
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
Ocean Dunes Condos
8

Very good

·
Hilton Head Island
·
1 br
·
Sleeps 4
·
On Site Laundry · Waterfront · Pool ·
From
$64/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
On Site Laundry
Waterfront
Pool
Oven
Wifi
Ocean
Furnished
Dishwasher
Other spaces
Balcony, Kitchen
Hilton Head Resort Condo with Beach and Pool Access!
8.7

Very good

·
Hilton Head Island
·
2 br
·
Sleeps 6
·
Kitchen · Waterfront · Beach ·
From
$66/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Waterfront
Beach
Air Conditioning
Wifi
Oven
Hot Tub
Residents Lounge
Swimming Pool
Other spaces
Kitchen
Breakers 215
7.1

Very good

·
Hilton Head Island
·
1 br
·
Sleeps 4
·
Oven · Air Conditioning · Elevator ·
From
$67/night
Check availability
Property
Hotel · 1 Bed · 1 bath
Amenities
Oven
Air Conditioning
Elevator
Wifi
Ocean
Pool
Waterfront
Dishwasher
Other spaces
Balcony, Kitchen
Windsor II
9.2

Excellent

·
Hilton Head Island
·
1 br
·
Sleeps 6
·
Air Conditioning · Oven · Elevator ·
From
$71/night
Check availability
Property
Apartment · 1 Bed · 2 baths
Amenities
Air Conditioning
Oven
Elevator
Pool
Dishwasher
Furnished
Ocean
Swimming Pool
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 Resort Condo: Amenities, Beach Access!
10

Excellent

·
Hilton Head Island
·
2 br
·
Sleeps 6
·
Beach · Kitchen · On Site Laundry ·
From
$71/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Beach
On Site Laundry
Business Center
Ceiling Fan
In Unit Laundry
Air Conditioning
Fitness Center
Wifi
Other spaces
Kitchen, Balcony
Price drop
Hilton Head Island Retreat: Beach & Pool Access!
10

Excellent

·
Hilton Head Island
·
2 br
·
Sleeps 6
·
Outdoor Space · Swimming Pool · Balcony ·
From
$108/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Swimming Pool
Oven
Ceiling Fan
Hot Tub
Pool
Dishwasher
On Site Laundry
Furnished
Other spaces
Balcony, Kitchen, Workspace
Price drop
Family-Friendly Condo w/ Pools + Tennis Courts!
10

Excellent

·
Hilton Head Island
·
2 br
·
Sleeps 6
·
Fitness Center · Beach · In Unit Laundry ·
From
$220/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Fitness Center
Beach
In Unit Laundry
Wifi
Furnished
Dishwasher
Central Heat
Air Conditioning
Other spaces
Balcony, Kitchen

Pet-Friendly Vacation Rentals in Hilton Head Island, SC

Pets are part of the family, so instead of leaving them at home, book one of these pet-friendly vacation rentals in Hilton Head Island. Read the details of each rental more closely for specific pet policies.
Price drop
MaMa Get Your Beach On! PaPa Grab Your Clubs! Book Your Stay at Dunehaven
10

Excellent

·
Hilton Head Island
·
4 br
·
Sleeps 8
·
Swimming Pool · Dishwasher · Kitchen ·
From
$478/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Swimming Pool
Dishwasher
Beach
Ocean
Air Conditioning
Furnished
Waterfront
Oven
Other spaces
Kitchen, Workspace
8 Wanderer - Oceanfront Home w/ pool & hot tub We have open weeks, send inquiry!
10

Excellent

·
Hilton Head Island
·
5 br
·
Sleeps 14
·
Private Pool · Fitness Center · Swimming Pool ·
From
$929/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Private Pool
Fitness Center
Swimming Pool
Oven
Waterfront
Garage Parking
Hot Tub
Furnished
Other spaces
Kitchen, Balcony
7 Brown Pelican ~ Direct Ocean Front Home with Pool and Putting Green
10

Excellent

·
Hilton Head Island
·
7 br
·
Sleeps 18
·
Residents Lounge · Hot Tub · High Ceilings ·
From
$1,385/night
Check availability
Property
House · 7 Beds · 7 baths
Amenities
Residents Lounge
Hot Tub
High Ceilings
Dishwasher
Fireplace
Private Pool
Ceiling Fan
Air Conditioning
Other spaces
Balcony, Kitchen
Expand your search criteria to see more vacation rentals near Hilton Head Island.
Home > South-carolina Vacation Rentals > Hilton Head Island Vacation Rentals > Hilton Head Island oceanfront Vacation Rentals
Updated: October 3, 2023