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Find cheap flights from Caribbean to Hawaii from $369

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 8/14. 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
0 bags
Thu 7/11
Thu 7/18

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Good to know

Low season

January

High season

October

Cheapest flight

$369
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly and prices are also 14% lower on average.
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 to Hawaii 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 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 to Hawaii 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 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 to Hawaii from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 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.
7.6
JetBlueOverall score based on 4271 reviews
7.1Food
7.5Entertainment
7.8Comfort
7.8Boarding
8.2Crew
Airline reviews

They put me on a chair in between two men, one overweight who was almost falling on top of me, and the other was even uncomfortable because I was half falling because of what the other was pushing me. I stayed with. my feet were swollen from fluid retention and from being unable to accommodate myself. it was very uncomfortable. I asked for help but they told me that the flight was full and they couldn't help me. I got off the plane almost unable to walk due to the inflammation. and then at FLL airport I asked for help because I couldn't go to my next flight, which was a connection.

2.0 Mediocrelidia, Jun 2024LAX - FLL
Read more about JetBlue reviews

They put me on a chair in between two men, one overweight who was almost falling on top of me, and the other was even uncomfortable because I was half falling because of what the other was pushing me. I stayed with. my feet were swollen from fluid retention and from being unable to accommodate myself. it was very uncomfortable. I asked for help but they told me that the flight was full and they couldn't help me. I got off the plane almost unable to walk due to the inflammation. and then at FLL airport I asked for help because I couldn't go to my next flight, which was a connection.

The walk from baggage claim to the taxi is very difficult for older people I will never fly into JFK again. It is physically challenging

Overall fine but both ways for this trip was delayed.

Flight was delayed by almost 5 hours. Suitcase was not loaded despite the flight being near empty (my colleagues’ suitcases did reach JFK, unlike mine). Had to argue on phone to get JetBlue to deliver the case to my hotel. Never again

The flight was excellent. The crew was welcoming and attentive.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

Delay flight more than 8hours waiting and poor customer service!

Plane was extremely small so mind the size of your carry on

Other than lack of snacks, everything else went very well.

They don’t keep you updated on the flight status very well. It was late but nothing said

Pros: "Nothing!!! Horrible airline with horrible staff members."
Cons: "Everything. The staff and crew of Intercaribbean airlines are very unprofessional and not helpful at all. On top of the flight delays all the luggage for that particular flight was left in Kingston. Everybody was rather nonchalant and unapologetic about the situation. I was told I would get the the following day. The next day only two of my three bags showed up. I was not compensated for the inconvenience and was told point blank that they will only deliver one of my bags to my address even though they were the reason I had NONE of my luggage in the first place. They are disgusting!!! I would never recommend this airline to anyone."
Pros: "Nice people"
Cons: "A long walk to the D3 gate, but there were no amenities there I.e. snacks (to be fair a new terminal is under construction)"
Cons: "There was no air. I understand when you are on the ground it can be limited but even after getting to altitude there was no air conditioning."
Cons: "The flight was delayed for over three hours, apparently it is a regular occurence."
Pros: "almost nothing"
Cons: "The plane had a problem that forced us to turn around right after take off and as of this writing we still don’t know what’s going on or how long we are stuck here. Planes are old and apparently maintenance could be better."
Cons: "Was a bit difficult understanding the flight attendant, she had a thick Spanish accent"

Did not realize seats did not recline. Best to travel in an exit row... No question

I strongly dislike Frontier. I find them barebones, the seats not particularly comfortable, the nickel and diming is maddening, the app is TERRIBLE - super confusing to navigate, and the last 4 frontier flights I have flown have been on AVERAGE 2 hours late, one ruining a fancy night out in Vegas with reservations made well in advance, which was nodded to with a measly 5000 miles, which translates to almost nothing. At least credit a free checked bag or something.

When we arrived we lasted 48 minutes to be able to get off the plane without air and the plane turned off more than half of the passengers because after they started to leave they realized that the bridge was defective

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

My flight was cancelled from Gainesville. I was able to get on another flight on Friday. Will see if this one cancels also?

the hospitality was excellent to me and I will return flying with them

I am very disappointed. I booked with kiwi when I got to the airport there was no reservation I had to purchase another ticket after my card was already charged for almost double the cost I payed through kiwi eight days after I went to their office in Tortola and they refuse to give me a receipt so that I can cancel the original payment. They said “ there is no record that you used silver to travel “ I know I did not swim to Puerto Rico . If someone can help me please so that I can cancel the payment the credit card company said I need it, I have less than 14 days or I will loose my money. This is terrible and there is no local number for them.

I booked because of time of the flights. I needed to be at my destination at a specific time, and missed my appointment because of your delays.Get rid of these junk planes. The ATR planes are dated old scary planes. And maybe you could actually be on time. This airlines on time record is horrible. The communications between the gate agents and this company dont exist.. They couldn't give any answers,. When trying to find out when the flight would leave, they get no response when they asked for details on flights, they receivedconflicting information. I felt bad for the gate agents having to deal with Silver's inability to communicate simple information. This is my last choice in air travel. On time flights are everywhere, and both flights I took were delayed. It's a sad company.

The flight itself was good and the flight attendant was very good.

It was awesome until we ran into some bad weather but the pilots did an amazing job getting us to safety and landed

If you take this airline, they WILL change the flight time, and make you miss your connection. It has happened every time I used it. It's so unreliable that I think it shouldn't be offered on Kayak. You will regret it!

In addition to the fact that Silver changed the flight time several days before the trip without offering any choices , I was sick with Covid and unable to go on the trip. I tried to ask Silver for a credit for a flight when I’d recooperated but they don’t do credits, even for illness. I will Never fly on Silver again

I canceled due to a 7 hour delay. Was forced to book another airline last minute , very expensive. Silver Aorways sucks

I spent hours with orbitz to get my tsa # on my ticket. They didn’t have a place to enter. I will never use orbitz again. No customer service. A number in which u press offered options and the message replays instead of getting customer to that area. Silver did not make the promised call back. Finally someone responded to my email and took care of it after I lost hours of my vacation arranging this. Staff on flight barked orders.

Book cheap flights from Caribbean to Hawaii

Recent round-trip flight deals

9/16Mon
2 stopsUnited Airlines
23h 32mSJU-HNL
9/30Mon
2 stopsUnited Airlines
17h 45mHNL-SJU
$678
9/16Mon
2 stopsUnited Airlines
23h 32mSJU-HNL
9/30Mon
1 stopUnited Airlines
13h 47mHNL-SJU
$695
9/21Sat
2 stopsUnited Airlines
31h 42mSJU-HNL
9/30Mon
2 stopsUnited Airlines
22h 55mHNL-SJU
$711
12/3Tue
1 stopAmerican Airlines
15h 40mSJU-HNL
12/10Tue
2 stopsAmerican Airlines
17h 55mHNL-SJU
$714
10/16Wed
2 stopsAmerican Airlines
26h 52mSJU-HNL
10/23Wed
2 stopsAmerican Airlines
20h 50mHNL-SJU
$727
9/21Sat
2 stopsDelta
19h 04mSJU-HNL
9/30Mon
1 stopDelta
17h 29mHNL-SJU
$739
11/4Mon
2 stopsCopa Airlines
23h 36mPOS-HNL
11/19Tue
2 stopsCopa Airlines
22h 18mHNL-POS
$744
11/7Thu
1 stopJetBlue
17h 55mSJU-HNL
11/15Fri
1 stopJetBlue
15h 15mHNL-SJU
$1,020
6/23Sun
1 stopJetBlue
15h 54mSJU-HNL
7/4Thu
1 stopJetBlue
17h 24mHNL-SJU
$1,291
7/18Thu
2 stopsAir Canada
34h 03mBGI-HNL
7/29Mon
2 stopsAir Canada
24h 55mHNL-BGI
$1,472

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Recent one-way flight deals

8/14Wed
2 stopsAlaska Airlines
34h 28mSJU-HNL
$369
8/19Mon
2 stopsAmerican Airlines
26h 15mSJU-HNL
$387
8/21Wed
2 stops
27h 15mSJU-HNL
$427
6/16Sun
2 stopsAmerican Airlines
19h 15mSJU-HNL
$467
8/13Tue
2 stopsUnited Airlines
19h 59mSJU-HNL
$507
8/14Wed
3 stopsUnited Airlines
28h 00mSJU-HNL
$525
7/10Wed
3 stops
34h 35mSDQ-HNL
$525
8/22Thu
1 stopJetBlue
15h 54mSJU-HNL
$563
8/14Wed
1 stopJetBlue
15h 54mSJU-HNL
$640
7/10Wed
1 stopDelta
25h 38mSDQ-HNL
$819

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Last minute flights from Caribbean to Hawaii

Last minute flight, train and bus deals

6/16Sun
multi-stopAmerican Airlines
19h 15mSJU-HNL
6/21Fri
multi-stopAmerican Airlines
19h 14mHNL-SJU
$994
6/15Sat
multi-stopUnited Airlines
24h 30mSJU-HNL
6/21Fri
multi-stopUnited Airlines
20h 14mHNL-SJU
$1,072
6/15Sat
multi-stopUnited Airlines
18h 13mSJU-HNL
8/3Sat
multi-stopUnited Airlines
28h 30mHNL-SJU
$1,082
6/15Sat
multi-stopUnited Airlines
18h 13mSJU-HNL
8/3Sat
multi-stopUnited Airlines
13h 52mHNL-SJU
$1,089
6/16Sun
multi-stopUnited Airlines
14h 13mSJU-HNL
6/21Fri
multi-stopUnited Airlines
20h 14mHNL-SJU
$1,100
6/15Sat
multi-stopUnited Airlines
18h 48mSJU-HNL
8/3Sat
multi-stopUnited Airlines
28h 30mHNL-SJU
$1,132
6/16Sun
multi-stopUnited Airlines
14h 13mSJU-HNL
8/3Sat
multi-stopUnited Airlines
28h 30mHNL-SJU
$1,187
6/15Sat
multi-stopUnited Airlines
19h 48mSJU-OGG
6/21Fri
multi-stopUnited Airlines
19h 47mOGG-SJU
$1,194
6/16Sun
multi-stopAmerican Airlines
28h 39mPOS-HNL
6/23Sun
multi-stopAmerican Airlines
24h 40mHNL-POS
$1,407
6/16Sun
multi-stopCopa Airlines
23h 26mPOS-HNL
6/23Sun
multi-stopCopa Airlines
30h 22mHNL-POS
$1,436

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Flights to Hawaii