$859 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 12/20. 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

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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

Sat, Dec 20 - Wed, Dec 31
Multiple Airlines Logo
11:30 pm - 2:15 pmKOA-NAS
33h 45m2 stops
Multiple Airlines Logo
4:40 pm - 10:28 pmNAS-KOA
34h 48m2 stops
$859Multiple Airlines
Find Deal
Sat, Dec 20 - Wed, Dec 31
Multiple Airlines Logo
11:30 pm - 2:15 pmKOA-NAS
33h 45m2 stops
Multiple Airlines Logo
4:40 pm - 10:28 pmNAS-KOA
34h 48m3 stops
$902Multiple Airlines
Find Deal
Sat, Dec 20 - Wed, Dec 31
WestJet Logo
11:30 pm - 3:50 pmKOA-NAS
35h 20m3 stops
WestJet Logo
4:40 pm - 10:28 pmNAS-KOA
34h 48m3 stops
$991WestJet
Find Deal
Sat, Dec 20 - Wed, Dec 31
American Airlines Logo
10:55 pm - 8:28 pmKOA-NAS
16h 33m2 stops
American Airlines Logo
3:10 pm - 3:16 pmNAS-KOA
29h 06m1 stop
$1,073American Airlines
Find Deal
Sat, Dec 20 - Wed, Dec 31
United Airlines Logo
2:23 pm - 11:53 amKOA-NAS
16h 30m2 stops
United Airlines Logo
2:35 pm - 12:51 pmNAS-KOA
27h 16m2 stops
$1,084United Airlines
Find Deal
Sat, Dec 20 - Wed, Dec 31
American Airlines Logo
6:30 pm - 2:10 pmKOA-NAS
14h 40m1 stop
American Airlines Logo
3:10 pm - 3:16 pmNAS-KOA
29h 06m1 stop
$1,169American Airlines
Find Deal
Tue, Oct 28 - Sat, Nov 1
American Airlines Logo
9:45 pm - 11:23 amKOA-ELH
31h 38m2 stops
American Airlines Logo
12:05 pm - 3:02 pmELH-KOA
32h 57m2 stops
$1,626American Airlines
Find Deal
Sat, Dec 20 - Wed, Dec 31
United Airlines Logo
6:05 pm - 3:22 pmKOA-NAS
16h 17m1 stop
United Airlines Logo
3:35 pm - 12:51 pmNAS-KOA
26h 16m2 stops
$9,539United Airlines
Find Deal
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.

Which airlines provide the cheapest flights from Kailua-Kona to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Kailua-Kona to Caribbean were found on WestJet ($991) and American Airlines ($1,073).

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 8982 reviews
6.6Food
7.3Comfort
8.1Crew
7.7Boarding
7.1Entertainment
Airline reviews

Flight was good but there are way to many announcements for credit cards etc.

8.0 Excellentryan, Oct 2025DEN - YYC
Read more United Airlines reviews

Flight was good but there are way to many announcements for credit cards etc.

During booking, I kept trying submitting my payment from the Mexican website and it didn't work. After I had the idea to change it to the Canadian website, it worked but I had to be charged the equivalent of 50 CAD more. I received the clear instruction that I would only be able to check-in at the airport and that it was impossible to select a seat 24 hours before departure, that I had to pay 144 CAD to do so, although not only was I able to check-in 24 hours before departure, but I could have selected my seats for free then. All in all, I almost threw $200 out the window due to misleading information. Besides, the app kept crashing, the information to get to the gate on the app was inaccurate, my gate was switched and I was only informed once in the air (luckily I had noticed the departure pannel), I was not addressed in my language beforehand and even if I tried I was immediately answered in English (which meant the crew understood but didn't want to answer accordingly), there was only one snack & beverage service on my medium haul flight and no beverage service on my short haul flight. To be fair, the planes were comfortable, the crew apart from the language issue was helpful, dynamic and engaging, the plane was clean and the directions were clear and direct. United has a lot of potential to be one of my favourite airlines, but the devil is in the details and a lot of them missed the target.

Flight was timely, relatively comfortable, with decent entertainment and food served. Only problem encountered was with the free messaging which I highly appreciate, but it did not work from iphone to non-iphones.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

The entertainment available didn’t work for anyone on the flight. Long 6 hr flight with no entertainment option and the staff didn’t know until an hour into the flight when we made sure they knew about it. They had no way to fix it.

Crew seemed a bit cranky. No seatback screens. But boarding was efficient and on time and we arrived early.

The worst landing I have ever had on a domestic flight. Thought we would lose the landing gear on landing in Newark. Then we spent 40 minutes trying to position the plane in the right place to be able to get the jet way to the plane. The plane arrived stopped. The announcer was that we were there. Everybody got up, then we were told to sit back down because they had to have us towed to a different position. We got towed and then everyone stood up and they told us we were in the wrong position to sit back down again, and then we got towed to a different position This did not happen immediately. It was 30 minutes while we wandered around a small section of the tarmac in Newark close to the gate, but apparently not close enough. Horrifying experience The CAB should be investigating that flight

Food was poorly timed and not good.. Hand held snacks, really. I kept asking for water and never got any. Service was rushed for a 7-hour flight.

Boarding was organized. Old plane. Seat fairly comfortable. Business Class much too large so you don’t receive as much attention as you should considering what you pay for the seat.

Boarding was organized. Plane seats comfortable and service was attentive. Food options were good.

Everything you need to know for your flight to Caribbean

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