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$927+ Cheap flights from Hilton Head Island (HHH) to Maui

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — OGG
Mar 20 — Mar 271
Fri 3/20
Fri 3/27
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Maui

Cheapest flights from Hilton Head Island to Maui
Explore the most affordable flight options available from Hilton Head Island to Maui. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 18, 2026.

This American Airlines deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:03 am
HHH
-
OGG
2 stops16h 22m
American Airlines
Mon 3/91:46 pm
OGG
-
HHH
2 stops16h 07m
American Airlines
Deal found 2/18$927
This United Airlines deal was found by Cheapflights users on 2/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:45 pm
HHH
-
OGG
2 stops27h 59m
United Airlines
Wed 9/21:10 pm
OGG
-
HHH
2 stops17h 42m
United Airlines
Deal found 2/14$1,807

Find flight deals from Hilton Head Island to Maui

Keep the following information in mind while searching for Hilton Head Island to Maui flight deals. Data was last updated February 18, 2026.

Round-trip from

$927
(American Airlines)
From Hilton Head Island to Maui
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Maui that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 18, 2026.
Use the filters below to find and compare flights from Hilton Head Island to Maui that are best for you.

Fly from

Hilton Head Island

Fly to

Maui

Route

Depart

Return

Price

Hilton Head IslandKahului

HHH - OGG

HHHOGG

Hilton Head Island

Thu 3/5

11:03 am-10:25 pm

2 stops16h 22m

Kahului

Mon 3/9

1:46 pm-11:53 am

2 stops16h 07m

$927

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Best time to book a flight from Hilton Head Island to Maui

Have a flexible travel schedule? Discover the best time to fly to Maui from Hilton Head Island with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Hilton Head Island to Maui

What is the cheapest month to book a flight from Hilton Head Island to Maui?

Currently, September is the cheapest month in which you can book a flight from Hilton Head Island to Maui (average of $331). Flying from Hilton Head Island to Maui in August is currently the most expensive (average of $772). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Maui. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hilton Head Island to Maui?

    For a flight from Hilton Head Island to Maui, you will be flying from Hilton Head. Hilton Head Island (HHH) is just 3.3 mi from the center of the city.

  • How long is the flight from Hilton Head Island to Maui?

    For as low as $927, American Airlines can have you in Maui from Hilton Head Island in 16h 22m. Airlines will cover a distance of 4651 mi.

  • Can I find deals for flights from Hilton Head Island to Maui that include hotel bookings?

    Yes. In addition to deals on Hilton Head Island to Maui flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hilton Head Island to Maui?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilton Head Island to Maui.

  • Can I find deals for business class flights from Hilton Head Island to Maui?

    Yes. Cheapflights offers flight deals from Hilton Head Island to Maui by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Hilton Head Island to Maui?

    Currently, September is the cheapest month in which you can book a flight from Hilton Head Island to Maui (average of $331). Flying from Hilton Head Island to Maui in August is currently the most expensive (average of $772). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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