$640 Find Cheap Flights from Caribbean to Kailua-Kona

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight to Kailua-Kona departing on 10/29. 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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Everything you should know

Cheapest round-trip
$640
United Airlines
Wed 10/29Sat 11/1
SJU - KOA • 2 stops
Cheapest one-way
Multiple Airlines
Thu 10/9
LAX - KOA • multi-stop
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Flight Deals

Cheap Flights from Caribbean to Kailua-Kona

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Kailua-Kona 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 Caribbean to Kailua-Kona

Wed, Oct 29 - Sat, Nov 1
United Airlines Logo
1:20 pm - 12:00 pmSJU-KOA
28h 40m2 stops
United Airlines Logo
1:40 pm - 6:25 pmKOA-SJU
22h 45m3 stops
$640United Airlines
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Fri, Nov 7 - Fri, Nov 14
United Airlines Logo
4:18 pm - 4:18 pmSDQ-KOA
30h 00m2 stops
United Airlines Logo
2:20 pm - 11:46 pmKOA-SDQ
27h 26m2 stops
$756United Airlines
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Wed, Oct 29 - Sat, Nov 1
United Airlines Logo
2:46 pm - 12:00 pmSJU-KOA
27h 14m2 stops
United Airlines Logo
8:55 pm - 6:25 pmKOA-SJU
15h 30m1 stop
$764United Airlines
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Tue, Oct 28 - Sat, Nov 1
United Airlines Logo
1:05 am - 3:18 pmSJU-KOA
20h 13m2 stops
United Airlines Logo
1:20 pm - 6:25 pmKOA-SJU
23h 05m2 stops
$766United Airlines
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Wed, Dec 3 - Sat, Jan 31
Delta Logo
7:15 am - 7:30 pmSJU-KOA
18h 15m2 stops
Delta Logo
9:45 pm - 11:58 pmKOA-SJU
20h 13m2 stops
$810Delta
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Tue, Mar 3 - Wed, Mar 4
Delta Logo
6:15 am - 6:54 pmSJU-KOA
18h 39m2 stops
Delta Logo
10:55 pm - 11:58 pmKOA-SJU
19h 03m2 stops
$855Delta
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Tue, Mar 3 - Wed, Mar 4
Delta Logo
6:15 am - 6:54 pmSJU-KOA
18h 39m2 stops
Delta Logo
10:55 pm - 11:58 pmKOA-SJU
19h 03m2 stops
$865Delta
Find Deal
Sun, Mar 1 - Sun, Mar 8
American Airlines Logo
5:41 am - 8:12 pmSJU-KOA
20h 31m2 stops
American Airlines Logo
9:40 pm - 7:45 pmKOA-SJU
16h 05m2 stops
$875American Airlines
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Sun, Mar 1 - Sun, Mar 8
American Airlines Logo
5:41 am - 8:12 pmSJU-KOA
20h 31m2 stops
American Airlines Logo
9:40 pm - 7:45 pmKOA-SJU
16h 05m2 stops
$895American Airlines
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Wed, Dec 3 - Sat, Jan 31
American Airlines Logo
3:45 pm - 3:12 pmSJU-KOA
29h 27m1 stop
American Airlines Logo
6:30 pm - 3:05 pmKOA-SJU
14h 35m1 stop
$924American Airlines
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Useful Info

Good to know

Cheapest flight$640
Flight from San Juan to Kailua-Kona

FAQs for booking flights from Caribbean to Kailua-Kona

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

    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 Caribbean to Kailua-Kona.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kailua-Kona from 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 Caribbean to Kailua-Kona?

    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 to Kailua-Kona with an airline and back to Caribbean with another airline.

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

    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 to Kailua-Kona from 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 Caribbean to Kailua-Kona

 
Need help choosing which airline to fly with from Caribbean to Kailua-Kona? 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 8968 reviews
7.7Boarding
8.1Crew
7.1Entertainment
7.3Comfort
6.6Food
Airline reviews

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

6.0 GoodArmando, Oct 2025TPA - EWR
Read more United Airlines reviews

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

This was a very average flight. The seat was out of alignment so more uncomfortable than usual. The cabin felt not well maintained. But I safely got where I needed to go.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

The internet service I paid for didn’t work at all and the flight crew was not very friendly.

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Late FA meant slow boarding. WiFi did not work. I’m a medium plus sized passenger. The seatbelt was for the first time ever barely fitting. And we delayed on the tarmac 40 min

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

Flight is clean and ontime. Crew is friendly. Snack can be better and the internet connection is poor

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

Everything you need to know for your flight to Kailua-Kona

Information on the airport you'll fly into in Kailua-Kona

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