$387 Find Cheap Flights from Honolulu to Caribbean Islands

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 10/19. 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.
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KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Honolulu to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Honolulu to Caribbean Islands, as well as popular online travel agencies
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Flights Deals

Best Caribbean Islands Flight Deals from Honolulu

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

Punta Cana
Punta Cana2 stops$1,183
Santo Domingo
Santo Domingo2 stops$1,023
Providenciales
Providenciales2 stops$1,118
Punta Cana
Punta Cana2 stops$1,183
Santo Domingo
Santo Domingo2 stops$1,023
Providenciales
Providenciales2 stops$1,118

Cheap Flights from Honolulu to Caribbean Islands

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Honolulu to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Honolulu to Caribbean Islands

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Honolulu to Caribbean Islands.
Discover the best prices for you by selecting your travel dates on KAYAK.
Southwest Logo
11:15 am - 1:05 pmHNL-SJU
19h 50m2 stops
Southwest Logo
5:50 pm - 10:10 amSJU-HNL
22h 20m2 stops
$795Southwest
Find Deal
Mon, May 26 - Mon, Jun 9
American Airlines Logo
12:45 pm - 12:20 pmHNL-STI
17h 35m2 stops
American Airlines Logo
1:35 pm - 11:14 amSTI-HNL
27h 39m2 stops
$879American Airlines
Find Deal
Mon, Sep 8 - Sat, Sep 20
United Airlines Logo
5:15 pm - 11:54 pmHNL-SJU
24h 39m1 stop
United Airlines Logo
3:56 pm - 10:00 amSJU-HNL
24h 04m2 stops
$964United Airlines
Find Deal
Thu, Aug 7 - Thu, Aug 14
United Airlines Logo
11:00 pm - 12:34 pmHNL-SJU
31h 34m2 stops
United Airlines Logo
4:55 pm - 11:17 amSJU-HNL
24h 22m2 stops
$977United Airlines
Find Deal
Mon, May 26 - Mon, Jun 9
JetBlue Logo
3:15 pm - 12:44 pmHNL-SJU
15h 29m1 stop
JetBlue Logo
3:33 am - 1:40 pmSJU-HNL
16h 07m1 stop
$983JetBlue
Find Deal
Tue, May 27 - Tue, Jun 10
JetBlue Logo
2:00 pm - 11:01 amHNL-SJU
15h 01m1 stop
JetBlue Logo
3:33 am - 1:40 pmSJU-HNL
16h 07m1 stop
$1,010JetBlue
Find Deal
Mon, May 26 - Sun, Jun 8
Delta Logo
3:09 pm - 4:44 pmHNL-SJU
19h 35m1 stop
Delta Logo
7:00 am - 8:57 pmSJU-HNL
19h 57m2 stops
$1,035Delta
Find Deal
Tue, May 27 - Wed, Jun 11
Delta Logo
3:09 pm - 12:58 pmHNL-SDQ
15h 49m1 stop
Delta Logo
7:05 am - 8:44 pmSDQ-HNL
19h 39m2 stops
$1,124Delta
Find Deal
Sun, May 18 - Sat, May 24
Hawaiian Airlines Logo
3:15 pm - 4:15 pmHNL-SJU
19h 00m1 stop
Hawaiian Airlines Logo
5:25 pm - 1:10 pmSJU-HNL
25h 45m1 stop
$1,208Hawaiian Airlines
Find Deal
Mon, May 26 - Mon, Jun 9
Hawaiian Airlines Logo
3:15 pm - 12:40 pmHNL-SJU
15h 25m1 stop
Hawaiian Airlines Logo
6:54 pm - 1:05 pmSJU-HNL
24h 11m1 stop
$1,333Hawaiian Airlines
Find Deal
Sat, Jun 7 - Sun, Jun 15
Useful Info

KAYAK's insights & trends for Honolulu to Caribbean Islands flights

Get data-powered insights and trends into flights from Honolulu to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Honolulu to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Honolulu to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Honolulu to Caribbean Islands is August, when tickets cost $819 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $1,250 and $1,209 respectively.

What’s the cheapest day of the week to fly from Honolulu to Caribbean Islands?

The average price of all round-trip flights from Honolulu to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

When flying from Honolulu to Caribbean Islands, you should consider leaving on a Tuesday and avoid Sundays if you are looking for the best rates. For your return to Honolulu, you’ll find the best rates on Thursdays and the most expensive ones on Sundays.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Honolulu to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Honolulu to Caribbean Islands, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.


Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$387
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly with an average 25% increase in price.
Flight from Honolulu to San Juan

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

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the morning, when round-trip flights cost $957 on average. Morning departures are around 6% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $1,250.

Top airlines flying from Honolulu to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Honolulu to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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 8701 reviews
7.1Entertainment
7.7Boarding
7.3Comfort
6.6Food
8.1Crew
Airline reviews

Liked fold flat bed. Didn’t like having no window. Didn’t like poor choice of food and being served dinner very late, hours after take off of a 7:40pm flight. Servers not friendly. Food horrible in business class.

2.0 MediocreJane, May 2025SFO - LHR
Read more United Airlines reviews

Liked fold flat bed. Didn’t like having no window. Didn’t like poor choice of food and being served dinner very late, hours after take off of a 7:40pm flight. Servers not friendly. Food horrible in business class.

Everything is good except the dinner and breakfast. The sandwich is very delicious. Toilet is clean, I only use one of them. Flight attendants are very nice. 👍👍

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Multiple delays and not straight answer from the United team

For economy, it was very good. Staff was great, they even let some of us change seats for more leg room... Put an empty seat between us which was fantastic for a 12hr flight. Onboard entertainment was excellent, I think over 200 choices of movies/tv/etc The bad was the barely/nonfunctional wifi that cost either $16.99 or 1700 miles (full flight). It was atrocious... Definitely the worst of the last 3 long haul major airlines I was on the last few months.

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

I didn’t get on plane. Passport being processed by consulate with visa application. Tried to cancel through underpricer after purchasing cacelling for any reason. No dice, they are thieves.

In flight connectivity (via T-Mobile) was often not working.

Pitch was very small. Knees were on the seat back in front of me.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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