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Find cheap flights from Honolulu to Caribbean Islands from $298

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Honolulu to Caribbean Islands departing on 5/9. 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
Fri 5/24
Fri 5/31

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Best Caribbean Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana2 stops$1,017
Montego Bay
Montego Bay1 stop$839
Santo Domingo
Santo Domingo2 stops$873
Oranjestad
Oranjestad2 stops$1,109
Nassau
Nassau2 stops$828
Port of Spain
Port of Spain2 stops$951

Good to know

Low season

September

High season

December

Cheapest flight

$298
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 29% increase in price.
Flight from Honolulu to Santiago de los Caballeros

FAQs - booking Caribbean Islands flights

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

    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 Honolulu to Caribbean Islands.

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

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

    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 Caribbean Islands with an airline and back to Honolulu with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Honolulu to Caribbean Islands?

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

See more FAQs

Top airlines flying from Honolulu to Caribbean Islands

 
Need help choosing which airline to fly with from Honolulu to Caribbean Islands? 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 11255 reviews
7.1entertainment
8.1crew
7.7boarding
7.2comfort
6.7food
Airline reviews

Due to one crew member not showing up to work, our flight was significantly delayed causing us to miss our connecting flight in Houston to Mississippi causing us to be delayed by more than 6 hours and missing our event all together. Very disappointing. All because ONE crew member called in sick. United did grant us a $15 meal voucher, which was a small but appreciated concession that I wasn’t able to use because I ordered my lunch and paid for it before applying the concession, and the staff said it was too late to use it. Ugh! We also had a TWO delay coming back from Mississippi, but that was on American Airlines and it was due to weather, so not their fault. Anyway, not at all impressed with United’s handling of our flight and the HUGE disappointment of missing our important family event for our 90 year old mother. All that money and all that stress and emotions for nothing. Having to wait the hour to bring an employee from LAX seemed like something that should not have happened. Why don’t you have a local back-up? Santa Ana is not a little airport in a rural area.

2.0 MediocreAnonymous, Apr 2024SNA - IAH
Read more about United Airlines reviews

Due to one crew member not showing up to work, our flight was significantly delayed causing us to miss our connecting flight in Houston to Mississippi causing us to be delayed by more than 6 hours and missing our event all together. Very disappointing. All because ONE crew member called in sick. United did grant us a $15 meal voucher, which was a small but appreciated concession that I wasn’t able to use because I ordered my lunch and paid for it before applying the concession, and the staff said it was too late to use it. Ugh! We also had a TWO delay coming back from Mississippi, but that was on American Airlines and it was due to weather, so not their fault. Anyway, not at all impressed with United’s handling of our flight and the HUGE disappointment of missing our important family event for our 90 year old mother. All that money and all that stress and emotions for nothing. Having to wait the hour to bring an employee from LAX seemed like something that should not have happened. Why don’t you have a local back-up? Santa Ana is not a little airport in a rural area.

Flight delayed from Cape Town to Washington then got diverted to miami and in miami we had to fend for ourselves , im still trying to get to Shreveport now

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

I just wrote a text which was supposed to be for the flight from Denver to spokane not Frankfurt to Denver.

On time every leg of the journey and exceptional staff at counter, gate, and on board. I haven’t travelled in US for a long time and was genuinely surprised how pleasant this was.

Hated every minute of it. This flight should have only taken 1.5hrs but was delayed over 10hours. Now I am being told I cannot be compensated or refunded my ticket price or extra leg room, which I purchased but did not receive, because the airline is throwing the blame on the 3rd party I purchased tickets through and 3rd party putting the blame on airline. No one wants to help. They received their money and that's all they care about. Im going on 3 days of still trying to get to my final destination, had to cancel car rental, car insurance and hotel. Currently staying in airport until hotels open up. Thank you Lufthansa, Kayak, Underpricer and United for making this trip the worst ever.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

flight delays, staff only communicating when pushed, food service lasting a grand total of 7 minutes, stuck in seat from 45mins into flight until landing

Crew was great and did their best to make us comfortable and captain came out at the beginning to announce why the flight was delayed, weather situation up ahead, and kept us updated throughout the flight.

the flight from Tampa departed with a delay. The food on board was poor, usually on international airlines alcoholic beverages are offered free of charge , but here it was for a fee, the cutlery was wooden, there were no hot drinks (tea, coffee). Unfortunately, I didn't take pictures of the portions of food, but it wouldn't have been enough for a child either.And in the future, I will try not to use the services of this airline

Just get Economy Plus for international flights, so worth it the extra room, bigger seats…

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

The Flight attendant had an attitude and didn't allow anyone any time to prepare for landing despite being absent throughout the entire trip

Flight boarded without pilots. Sat on plane for 3 hrs. after over an hour late boarding. Plane never took off. Had to deplane near midnight. Line for rebooking was 3 hours + long. I had to leave.

The flight was great but board was a nightmare. The gate was changed 4 times during the layover period

The experience was great and much better than the flight going out. of course I was in first class but the service was excellent

Cold air blew constantly on my legs almost making me numb.

Book cheap flights from Honolulu to Caribbean Islands

Recent round-trip flight deals

8/22Thu
2 stopsAmerican Airlines
19h 41mHNL-SJU
9/2Mon
2 stopsAmerican Airlines
18h 27mSJU-HNL
$810
8/21Wed
1 stopAmerican Airlines
23h 22mHNL-SJU
9/3Tue
2 stopsAmerican Airlines
18h 27mSJU-HNL
$825
8/7Wed
1 stopAmerican Airlines
14h 04mHNL-MBJ
8/15Thu
1 stopAmerican Airlines
25h 59mMBJ-HNL
$839
8/7Wed
2 stopsDelta
23h 36mHNL-MBJ
8/15Thu
2 stopsDelta
30h 28mMBJ-HNL
$847
6/14Fri
2 stopsAeromexico
28h 36mHNL-SDQ
6/25Tue
2 stopsAeromexico
40h 15mSDQ-HNL
$873
9/7Sat
2 stopsAmerican Airlines
32h 08mHNL-MBJ
9/14Sat
2 stopsAmerican Airlines
24h 49mMBJ-HNL
$895
7/22Mon
2 stopsDelta
24h 55mHNL-MBJ
7/26Fri
2 stopsDelta
25h 37mMBJ-HNL
$912
8/21Wed
2 stopsUnited Airlines
19h 22mHNL-SJU
9/2Mon
2 stopsUnited Airlines
21h 06mSJU-HNL
$924
5/23Thu
2 stopsUnited Airlines
19h 43mHNL-POS
5/29Wed
2 stopsUnited Airlines
25h 14mPOS-HNL
$951
5/22Wed
2 stopsAir Canada
32h 55mHNL-PUJ
5/28Tue
2 stopsAir Canada
36h 48mPUJ-HNL
$1,017

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Recent one-way flight deals

5/9Thu
1 stopDelta
17h 54mHNL-STI
$298
10/15Tue
2 stopsCopa Airlines
34h 43mHNL-POS
$307
5/9Thu
2 stopsDelta
22h 06mHNL-STI
$368
5/10Fri
2 stopsUnited Airlines
34h 37mHNL-STI
$380
5/23Thu
2 stopsCopa Airlines
20h 43mHNL-SDQ
$442
10/15Tue
1 stopUnited Airlines
21h 33mHNL-POS
$487
6/13Thu
1 stopAmerican Airlines
23h 15mHNL-SJU
$522
7/19Fri
1 stopAmerican Airlines
23h 23mHNL-SJU
$602
7/19Fri
1 stopJetBlue
18h 14mHNL-SJU
$663
8/2Fri
1 stopHawaiian Airlines
27h 29mHNL-SJU
$686

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