$1,084 Find Cheap Flights from Kailua-Kona to Caribbean

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Kailua-Kona to Caribbean departing on 4/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Book Cheap Kailua-Kona to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Kailua-Kona to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Kailua-Kona to Caribbean

Fri, Apr 24 - Tue, Apr 28
American Airlines Logo
1:49 pm - 6:35 pmKOA-NAS
22h 46m2 stops
American Airlines Logo
6:50 pm - 1:59 pmNAS-KOA
25h 09m2 stops
$1,084American Airlines
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Sun, Apr 26 - Wed, Apr 29
American Airlines Logo
1:49 pm - 11:20 amKOA-ELH
15h 31m2 stops
American Airlines Logo
2:50 pm - 1:59 pmELH-KOA
29h 09m2 stops
$1,155American Airlines
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Booking Insights

KAYAK's insights & trends for Kailua-Kona to Caribbean flights

Get data-powered insights and trends into flights from Kailua-Kona to Caribbean to help you find the cheapest flights, the best time to fly and much more.

Which airlines fly non-stop between Kailua-Kona and Caribbean?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Kailua-Kona to Caribbean.

There is just one airline that flies from Kailua-Kona to Caribbean direct and that is United Airlines. The best round-trip deal found from United Airlines for the route is to San Juan Luis Munoz Marin Intl Airport (SJU) and costs $707.

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FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Kailua-Kona to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Kailua-Kona to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Kailua-Kona to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Kailua-Kona to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Kailua-Kona to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Kailua-Kona to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Kailua-Kona to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Kailua-Kona to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Kailua-Kona to Caribbean

 
Need help choosing which airline to fly with from Kailua-Kona to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9009 reviews
8.1Crew
6.6Food
7.3Comfort
7.1Entertainment
7.7Boarding
Airline reviews

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

4.0 OkayOlatunde, Nov 2025ORD - IAD
Read more United Airlines reviews

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Not pleasant trip cross country when the entertainment and WiFi system not working. No entertainment for entirety of route. Staff was rather nonchalant in that they dismissed the problem due to age of plane. It would have been nice to know this up front so I could have come prepared to read or download movies before boarding Coincidentally or not, there was a similar issue with the entertainment system on my previous flight I took on my fist leg of the trip. There are no seat TVs, so you must rely on the app when it works. United can do better. Also, what use it it to pay for boarding group 2 when half of the passengers are in the same line as you?

Plane boarded early a quickly, was mostly full. We left close to on time. And landed early.

My experience on this United Airlines flight was highly uncomfortable, primarily due to two issues: Cabin Temperature: The temperature on the Boeing 737 MAX 8 was unacceptably high, feeling consistently around 80 degrees throughout the flight. This made sleeping impossible and significantly detracted from the experience. Seating Arrangement: Being stuck in a middle seat for a six-and-a-half-hour overnight flight compounded the discomfort. Moving forward, I will always purchase a seat assignment to avoid this situation.

Premium Plus is a really good idea for longer flights

7 hours delayed due to operational issues on United’s end. Basically laziness.

Short flight but an "eager to help" crew made the journey more enjoyable!

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

The person I bought the ticket for didn’t make the flight.

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Kailua-Kona (KOA)