$790+ Cheap flights from Maui to Caribbean
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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — SJU
Jan 14 — Jan 211
1 adult, Economy
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1. Tell us where you want to go
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Maui to Caribbean
Best flights from Maui to CaribbeanDiscover carefully curated flight deals from Maui to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 15, 2025.
Discover carefully curated flight deals from Maui to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 15, 2025.
This United Airlines deal was found by Cheapflights users on 12/12. 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 1/262:13 pmOGG - AUA
2 stops20h 27mUnited Airlines
Thu 1/295:50 pmAUA - OGG
2 stops25h 07mUnited Airlines
Deal found 12/12![United Airlines logo]()
$790
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Tue 4/211:10 pmOGG - KIN
2 stops19h 42mUnited Airlines
Thu 4/232:59 pmKIN - OGG
2 stops24h 49mUnited Airlines
Deal found 12/13![United Airlines logo]()
$1,726
Find flight deals from Maui to Caribbean
Keep the following information in mind while searching for Maui to Caribbean flight deals. Data was last updated December 15, 2025.
Round-trip from | $790 (United Airlines) |
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Cheapflights Fare Finder
Customize your flight search to find flights from Maui to Caribbean 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 December 15, 2025.
Use the filters below to find and compare flights from Maui to Caribbean that are best for you.
Fly from
Maui
Fly to
Caribbean
Route
Depart
Return
Price
KahuluiOranjestad
OGG - AUA
OGGAUA
Kahului
Mon 1/26
2:13 pm-4:40 pm
2 stops20h 27m
Oranjestad Reina Beatrix
Thu 1/29
5:50 pm-12:57 pm
2 stops25h 07m
$790
KahuluiKingston
OGG - KIN
OGGKIN
Kahului
Tue 4/21
1:10 pm-1:52 pm
2 stops19h 42m
Kingston Norman Manley
Thu 4/23
2:59 pm-10:48 am
2 stops24h 49m
$1,726
Best time to book a flight from Maui to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Maui 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 Maui to Caribbean
What is the cheapest time of day to fly from FUK to CB?
Find hourly flight availability from Maui to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 15, 2025.
It’s typically best to fly out from Maui to Caribbean in the afternoon. Doing so could potentially save you 15% on the flight price compared to flying in the morning, which is usually more expensive.