$366 Find Cheap Flights from Caribbean to Hawaii - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Caribbean to Hawaii departing on 8/13. 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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Useful Info

Good to know

Low seasonOctober
Cheapest flight$366
Best time to beat the crowds with an average 16% drop in price.
Flight from San Juan to Honolulu

FAQs for booking flights from Caribbean to Hawaii

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Caribbean 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 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 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 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 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 51% of all flights arriving there.

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

    The cheapest month for flights from Caribbean to Hawaii is December, when tickets cost $354 (return) on average. On the other hand, the most expensive months are April and June, when the average cost of round-trip tickets is $562 and $528 respectively.

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

    To get a below average price on the flight from Caribbean to Hawaii, you should book around 3 weeks before departure, which saves you about 6% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

  • How long is the flight to Hawaii?

    An average nonstop flight from Caribbean to Hawaii takes 29h 16m, 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 18h 10m.

  • What are the most popular destinations in Hawaii?

    Based on KAYAK flight searches, the most popular destination is Honolulu (72% of total searches to Hawaii). The next most popular destinations are Kahului (19%) and Kailua-Kona (8%). Searches for flights to Kapalua (1%) are also popular.

Reviews of the top 3 airlines serving from Caribbean to Hawaii

 
Need help choosing which airline to fly with from Caribbean 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.
7.9
SouthwestOverall score based on 4250 reviews
7.0Food
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
Airline reviews

My experience will Southwest was good. I wish there was more entertainment and the boarding process was slow at time but other than that my experience was great definitely will be flying with SouthWest again.

8.0 ExcellentAnonymous, Jul 2026
PHL - BNA
Read more Southwest reviews

My experience will Southwest was good. I wish there was more entertainment and the boarding process was slow at time but other than that my experience was great definitely will be flying with SouthWest again.

Flight was delayed by 2 hours, meaning that a flight to Dwnver which should have arrived at 11pm came into the airport at 1 am. Made for a very long day.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

Much better than the.last. flight on SW on Thanksgiving day

Unfortunately it was not a good experience. There was a rude stewardess.

Boarding was well explained and smooth. The flight was short, so there was no time for snacks. They did offer water or juice, though.

The flight was very short, 45 mins, therefore no snacks/drinks were provided; there should be a NA option for food and entertainment survey questions. Also, there were no charging ports onboard for cell phones. My experience was overall positive.

Price was right. Add power to the seats, television, larger plane to accommodate a long flight to improve mental health and overall comfort for a 5 hour flight.

Great staff. Clean plane, but we were delayed for more than an hour due to maintenance issues and had to board another plane.

Overall a good experience, but no wifi available for free or for purchase and we got wet from condensation or other water source during descent.

It was a more comfortable seat don't get stuck in middle, makes for uncomfortable situation

So bad, flight was been cancelled due to aircraft problem, so ended up buying anothet ticket.

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

Older aircraft, no meal, only food was for purchase. Not impressed United.

Stuck on tarmac for two hours plus a 5.5 hour flight. Rude flight attendant. And no meals, not even for purchase!

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

Boarding seemed to be organized bedlam. For what ever reason, preboarding took longer than 20 minutes. Made the plane 20 minutes late taking off. Luckily we arrived on time. Flight crew seemed very friendly. Only slight turbulence.

The personnel were professional and friendly. The Boeing 737 Max 9 is too claustrophobic and was very warm at both airport gates, and still warm in the air.

I got bumped by Qantas to American Airlines incurring a 6 hr layover at lax. I was not happy

3 hour delay before takeoff & another 30 minutes on the plane before taxi to runway

I found the seats ergonomically uncomfortable forcing the body to seat slightly hunched. For a short flight I worked on adjustments but for a longer flight, it would be difficult.

Flight pulled out on time but sat on runway for 30 mins. It was extremely cold in the aircraft despite wearing a winter coat. Surprisingly they had a vegetarian meal but could have some better snack choices for a 8 hour flight.

For a 5 1/2 hour flite i considered the "business class" to be subpar. The seats were just ok, no amenities, really nothing more than a long domestic flight. Frankly disappointed.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

Almost a 6 hour flight and the only food option is a cheese plate… and chips. Also how is it there are no options for texting on American. I’ll be going back to delta and united.

Angela was the best fa ever. She made that 8 hour flight a breeze

Crew were attentive and friendly. Flight was smooth and early! I enjoyed the less crowded plane. Thank you!

Being back games on the in-flight entertainment. Also your flight attendants need a break, raise, or overall attitude adjustment.

Everything you need to know for your flight to Hawaii

Cabin class types available on flights to Caribbean

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