$224 Find Cheap Flights from Kailua-Kona to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Kailua-Kona to Caribbean departing on 3/4. 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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Flight Deals

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

Mon, Mar 2 - Thu, Mar 5
Air Canada Logo
10:55 pm - 8:10 pm
KOA
-
NAS
40h 15m
2 stops
Air Canada Logo
1:50 pm - 12:44 pm
NAS
-
KOA
27h 54m
2 stops
$825Air Canada
Wed, Mar 4 - Wed, Mar 11
Multiple Airlines Logo
2:00 pm - 12:25 pm
KOA
-
NAS
41h 25m
2 stops
Multiple Airlines Logo
6:15 pm - 8:47 pm
NAS
-
KOA
56h 32m
2 stops
$916Multiple Airlines
Wed, Mar 4 - Wed, Mar 11
Multiple Airlines Logo
2:00 pm - 12:25 pm
KOA
-
NAS
41h 25m
2 stops
Multiple Airlines Logo
4:40 pm - 9:27 pm
NAS
-
KOA
34h 47m
3 stops
$997Multiple Airlines
Wed, Mar 4 - Wed, Mar 11
American Airlines Logo
6:30 pm - 2:37 pm
KOA
-
NAS
15h 07m
1 stop
American Airlines Logo
5:45 pm - 3:14 pm
NAS
-
KOA
27h 29m
2 stops
$1,030American Airlines
Mon, Apr 27 - Thu, Apr 30
United Airlines Logo
2:30 pm - 1:47 pm
KOA
-
NAS
17h 17m
2 stops
United Airlines Logo
3:59 pm - 10:47 am
NAS
-
KOA
24h 48m
2 stops
$1,080United Airlines
Mon, Mar 2 - Thu, Mar 5
United Airlines Logo
2:08 pm - 2:32 pm
KOA
-
NAS
19h 24m
3 stops
United Airlines Logo
2:35 pm - 12:33 pm
NAS
-
KOA
26h 58m
2 stops
$1,180United Airlines
Wed, Mar 4 - Wed, Mar 11
American Airlines Logo
6:30 pm - 2:37 pm
KOA
-
NAS
15h 07m
1 stop
American Airlines Logo
3:32 pm - 2:22 pm
NAS
-
KOA
28h 50m
1 stop
$1,246American Airlines
Mon, Mar 2 - Thu, Mar 5
American Airlines Logo
6:30 pm - 2:44 pm
KOA
-
NAS
15h 14m
2 stops
American Airlines Logo
3:47 pm - 3:30 pm
NAS
-
KOA
28h 43m
1 stop
$1,257American Airlines
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 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 Air Canada ($825) and American Airlines ($1,030).

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 9174 reviews
8.1Crew
6.6Food
7.7Boarding
7.3Comfort
7.1Entertainment
Airline reviews

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

8.0 ExcellentAnonymous, Jan 2026
BNA - EWR
Read more United Airlines reviews

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

The flight crew where really good. Better then the crew from BNE to SFO

Food should be changed in menu Many muslims travels in this airlime they need to add one Halal meal

Delayed, toilets did not flush, pilot parked to far away from Gate

Was happy we finally got upgraded in 1st class. The seat getting old. The cushiness need some improvement.

Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.

Ineffective communication with United resulted in lost baggage. Their Baggage Tracing counter at MUC was shut down from 11:00-14:15 on my arrival. Undertrained, underinformed staff had me Running all over MUC to find someone to help me to no avail. Staff was rude, unhelpful, and unable to effectively use the systems they did have operational. They refused to contact United in any way or provide any accommodation or other resources while I waited for my luggage. This has destroyed my downstream itinerary. If they had even the slightest visibility I may have been able to reschedule/plan, but again, their staff provided nothing, and did nothing more than their website, which doesn’t even work on a standard phone browser. Miserable failure at all levels that weren’t associated with the operation of the aircraft.

Miserable. They moved my seat, but canceled the next leg of my flight. I resolved the issue at my transfer, but that resulted in lost luggage that has taken days off my schedule with no resolution. Worse, they fail to interface effectively with Lufthansa, forcing me to bounce between two equally useless help desks. The apps are unable to handle the situation, the bag dropped off the tracker, and while the call centers are polite, they do not provide written information to assist with cross-airline communication.

left on time, reasonable boarding process arrived early luggage came out quickly

I like flying first class, and United has a nice one

Everything you need to know for your flight to Caribbean

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