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Find cheap flights from Caribbean Islands to Hawaii from $375

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 Islands to Hawaii departing on 5/8. 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 5/16
Thu 5/23

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Good to know

Low season

March

High season

November

Cheapest flight

$375
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from San Juan to Honolulu

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 to Hawaii from Caribbean Islands 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 to Hawaii with an airline and back to Caribbean Islands 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 to Hawaii from Caribbean Islands 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 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.
7.9
Caribbean AirlinesOverall score based on 195 reviews
8.3crew
7.6comfort
8.2boarding
6.7entertainment
6.7food
Airline reviews

Their bar selection could be greatly improved; they only had one spirit option

10.0 ExcellentChris, Apr 2024KIN - YYZ
Read more about Caribbean Airlines reviews

Their bar selection could be greatly improved; they only had one spirit option

Music would have been great and information about the flight. Meaning how high and the weather conditions.

It was good but the food was small for the duration of the flight.

I wrote to the entertainment and food OK because it was non-applicable All excellent

Checking in online still requires going on the physical check in line

I enjoyed the smooth flow and well coordinated boarding and the very courteous attitude from the cabin crew We look forward to flying with ya’ll again

Pleasant experience checking in. Seating is way too tight, especially for persons who are not petite. I thought the pilot was excellent in terms of his commentary and information. Wrong gate information on boarding passes. If I was not alert I could have lined up to board the wrong plane.

The crew was excellent, check in was easy ,the food wasn't good, movies should be recent and more selections

The captain was great he made jokes and make thebflight very comfortable. Alerted us about the islands we flew over and Yolandra and her team took great care of us, very personable.

Checking in was seamless Flight left on time Flight arrived 45 minutes ahead of time, Overall, it was a good experience

Terrible. Flight was cancelled due to the weather in the east and sout east(florida). Did not get any compesation of any kind. According to them, it was not under their control so I lost all the money paid for the 2 fairs from Raleigh, NC to Orlando, Fl.

great flight. Pilot was communicative, flight attendants were excellent. Really nice experience except my tv didn’t work.

The best experience that I have had traveling with JetBlue!

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

Crew was just ok. Flight was packed. On a 3/4 hour flight I would hope they would come around more than once to see if you needed anything further. Not very attentive.

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

Nothing. Jet Blue is a great choice for me And I’m going to miss flying with them Since I travel to Lima Peru very often 😞😞😞

I had back trouble prior to my flight and everyone was great about helping me.

40 minute delay before take off after boarding flight. Bright lights throughout night flight due Issues with light panels. In flight Entertainment nonfunctional

After 14 hour delaybwith departure time changed 9 times then announcing the flight was canceled. Another later announcement said the cancelation was in error. Also after paying a higher fare to leave in the afternoon then departing at 4am was not right.

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

Terrible. Seats are bad and the baggage policy is inconsistent

Flight delayed 3 times, resulting in late arrival, rental car place gave car away resulting in increased BS charges because I was late. Frontier blows.

I paid for extra leg room. The flimsy plastic seat underneath the floatation seat did not line up with the arm rests. It seemed as if the plastic part was zip tied on but immovable. This caused severe uncomfortable for the duration of the flight.

Left Denver late, then sat on tarmac 30 min after arrival

Better than I expected but I did pay for a seat and carry on bags ahead of time.

Crew members are very rude and not cooperate with passengers.

30 minute delay due to boarding and settling of a family.

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.

Our pilot and flight attendant, Desiree, were great. I always fly this route and this crew was better than most.

The worst flight ever; 1st and last flying to this airlines

Easy boarding and deplaning. Short flight. Water was given but that was it.

Flight was delayed a bit since booking but otherwise everything was very good.

While this is a VERY SMALL plane; take-off to landing was fine. It's the constant departure time changes that wore me out and I'll try to never use this inconsistent airway again. Four delays in one day. Done!!!!!!

This has been, by far, my worst experience with an airline company. I had a reservation for a Tuesday at 8:30 pm departure from Gainesville, FL (1.5 hours - direct flight) I received an email on Monday that my flight had been changed to Monday at night to depart from Jacksonville, FL (and it was an 11 .5 hours flight ). There was no way I would have had the time to gather my things, drive 1.5 hours to the Jacksonville airport, and make it on time to board the plane. Besides, I had a full day of work on Tuesday. The only good thing I xan say about Silver airlines is that they did give me a refund, but I had to wait about 4 hours for a call back

Book cheap flights from Caribbean Islands to Hawaii

Recent round-trip flight deals

5/14Tue
2 stopsDelta
33h 00mSDQ-HNL
5/21Tue
2 stopsDelta
22h 05mHNL-SDQ
$830
5/30Thu
2 stopsDelta
28h 00mSDQ-OGG
9/10Tue
2 stopsDelta
18h 43mOGG-SDQ
$830
9/30Mon
2 stopsUnited Airlines
28h 36mSDQ-OGG
10/3Thu
2 stopsUnited Airlines
24h 20mOGG-SDQ
$853
5/7Tue
2 stopsAmerican Airlines
16h 10mSJU-HNL
5/12Sun
2 stopsAmerican Airlines
17h 15mHNL-SJU
$870
5/7Tue
2 stopsAmerican Airlines
23h 28mSJU-HNL
5/12Sun
1 stopAmerican Airlines
14h 46mHNL-SJU
$871
9/17Tue
2 stopsUnited Airlines
24h 07mPOS-HNL
9/22Sun
2 stopsUnited Airlines
21h 13mHNL-POS
$885
10/4Fri
2 stopsCopa Airlines
21h 33mPOS-HNL
10/8Tue
2 stopsCopa Airlines
30h 33mHNL-POS
$886
5/7Tue
1 stopJetBlue
17h 21mSJU-HNL
5/12Sun
1 stopJetBlue
18h 15mHNL-SJU
$1,117
4/26Fri
1 stopJetBlue
17h 26mSJU-HNL
5/4Sat
1 stopJetBlue
18h 15mHNL-SJU
$1,183
6/19Wed
2 stopsCopa Airlines
23h 26mPOS-HNL
6/26Wed
2 stopsCopa Airlines
20h 52mHNL-POS
$1,306

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Recent one-way flight deals

5/8Wed
2 stopsUnited Airlines
20h 24mSJU-HNL
$375
5/14Tue
3 stops
31h 00mSDQ-HNL
$401
5/14Tue
2 stops
19h 24mSDQ-HNL
$406
5/7Tue
2 stopsUnited Airlines
24h 47mSJU-HNL
$445
5/7Tue
2 stopsUnited Airlines
21h 32mSJU-HNL
$503
5/7Tue
1 stopJetBlue
17h 21mSJU-HNL
$510
5/8Wed
3 stopsUnited Airlines
32h 36mSJU-HNL
$583
5/14Tue
1 stopDelta
25h 20mSDQ-HNL
$602
5/8Wed
3 stopsUnited Airlines
32h 36mSJU-HNL
$654
4/30Tue
2 stopsAmerican Airlines
34h 09mSJU-OGG
$893

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Last minute flights from Caribbean Islands to Hawaii

Last minute flight, train and bus deals

4/19Fri
multi-stopUnited Airlines
27h 47mSJU-HNL
4/21Sun
multi-stopUnited Airlines
22h 10mHNL-SJU
$1,146
4/21Sun
multi-stopUnited Airlines
24h 18mPOS-HNL
4/27Sat
multi-stopUnited Airlines
21h 43mHNL-POS
$1,148
4/18Thu
multi-stopUnited Airlines
24h 47mSJU-HNL
4/21Sun
multi-stopUnited Airlines
20h 22mHNL-SJU
$1,189
4/19Fri
multi-stopAmerican Airlines
26h 33mSJU-HNL
4/21Sun
multi-stopAmerican Airlines
14h 29mHNL-SJU
$1,213
4/18Thu
multi-stopUnited Airlines
21h 32mSJU-HNL
4/21Sun
multi-stopUnited Airlines
15h 27mHNL-SJU
$1,324
4/19Fri
multi-stop
19h 55mSJU-HNL
4/21Sun
multi-stop
28h 30mHNL-SJU
$1,378
4/18Thu
multi-stopJetBlue
17h 36mSJU-HNL
4/21Sun
multi-stopJetBlue
17h 57mHNL-SJU
$1,477
4/21Sun
multi-stop
21h 00mPOS-HNL
4/27Sat
multi-stop
38h 40mHNL-POS
$1,632

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