$381 Find Cheap Flights from Caribbean Islands to Hawaii

1 adult
1 adult, Economy, 0 bags

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Useful Info

Good to know

Low seasonOctober
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 5% lower on average.

FAQs for booking flights from Caribbean Islands to Hawaii

  • How does KAYAK find such low prices on flights from Caribbean Islands to Hawaii?

    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 Islands to Hawaii.

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

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

    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 Caribbean Islands to Hawaii 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 Caribbean Islands to Hawaii?

    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 Caribbean Islands to Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many airports are there in Hawaii?

    There are 11 airports in Hawaii. The busiest airport is Honolulu Airport (HNL), with 50% of all flights arriving there.

  • What is the cheapest month to fly from Caribbean Islands to Hawaii?

    The cheapest month for flights from Caribbean Islands to Hawaii is January, when tickets cost $785 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $1,209 and $1,086 respectively.

  • How far in advance should I book a flight from Caribbean Islands to Hawaii?

    To get a below average price on the flight from Caribbean Islands to Hawaii, you should book around 2 weeks before departure, which saves you about 22% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

  • How long is the flight to Hawaii?

    An average nonstop flight from Caribbean Islands to Hawaii takes 27h 34m, covering a distance of 5657 miles. The shortest route is San Juan Luis Munoz Marin Intl Airport (SJU) to Kahului (OGG) with an average flight time of 17h 46m.

  • What are the most popular destinations in Hawaii?

    Based on KAYAK flight searches, the most popular destination is Honolulu (81% of total searches to Hawaii). The next most popular destinations are Kailua-Kona (10%) and Kahului (8%). Searches for flights to Kapalua (1%) are also popular.

Reviews of the top airlines flying from Caribbean Islands to Hawaii

 
Need help choosing which airline to fly with from Caribbean Islands to Hawaii? 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 9643 reviews
7.7Boarding
7.3Comfort
6.6Food
8.1Crew
7.1Entertainment
Airline reviews

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

6.0 GoodGuido, Apr 2026
BOI - ORD
Read more United Airlines reviews

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

My food prefer was confirmed by email 2x and still the crew claim they had no pre-order. I taken ill while in India so I needed to avoid Indian sauces and spices, so the problem with the preorder was unacceptable. Additionally, is there a new rule to automatically not to disturb passengers? I would like this as an option. Lastly, for breakfast I needed to avoid Indian and I’m allergic to eggs.. therefore the only option was pancakes and guess what was not available!!!

They told us yesterday APR21st that they were cleaning the plane and we got delayed. After that they said they didn't had any crew for the flight so they cancelled the flight till next day.

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

The flight crew on this leg of my trip was very friendly and pleasant. Every one of them was humorous, as well as helpful and accommodating. This group was BY FAR the best crew I’ve flown with. They deserve kudos.

It was a really seamless flight and the entertainment selection was excellent.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

It was terrible. sat on airplane 2 hours then flight was canceled. made to pick up bags and go through Panama immagration to rebook another flight. worst experice ever at a airport.

The flight was delayed from take off because only one runway was operational in San Francisco.

Poor... food was horrible, boarding very slow, service on board mediocre

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Flying in the United States with the major airlines has become so underwhelming. A 2-3hr flight in most other parts of the world with the major carriers of the area comes with newer, CLEANER aircraft and significantly better in flight service in terms of both staff attitude and a actual meal service.

On time departure and early arrival. Flight attendant very nice.

As we approached Denver, we encountered quite a bit of turbulence. I know this can sometimes be the case as I frequently fly this route but not on American. My gripe: Usually a pilot or co-pilot alerts passengers to the possibility of turbulance ahead of time. This did not occur nor did he communiucate during what was a pretty rough ride.

The staff was nice. I appreciated that I was able to take an earlier flight, even though it was last minute. The boarding process felt rather chaotic.

Overall a good experience, however Wifi was not working on the flight.

Airlines should be prohibited from using the seats they get away with.

My flight got delayed a total of five times. And the boarding gate changed four times. most of the time the platform was not up-to-date with the changes taking place. The most discouraging part of the entire trip by far.

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

Everything you need to know for your flight to Hawaii

Cabin class types available on flights to Caribbean Islands

Cabin classes available on flights to Caribbean Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.