$287 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 3/10. 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

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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Flight Deals

Cheap Flights from Honolulu to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$825
Santo Domingo
Santo Domingo1 stop$993
Montego Bay
Montego Bay2 stops$1,112
Oranjestad
Oranjestad2 stops$812
Nassau
Nassau2 stops$952
Kingston
Kingston2 stops$1,277
Providenciales
Providenciales2 stops$1,061
Port of Spain
Port of Spain2 stops$964
Punta Cana
Punta Cana1 stop$825
Santo Domingo
Santo Domingo1 stop$993
Montego Bay
Montego Bay2 stops$1,112
Oranjestad
Oranjestad2 stops$812
Nassau
Nassau2 stops$952
Kingston
Kingston2 stops$1,277
Providenciales
Providenciales2 stops$1,061
Port of Spain
Port of Spain2 stops$964

Book Cheap Honolulu to Caribbean Islands Plane Tickets

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Honolulu to Caribbean Islands

Tue, May 5 - Thu, May 7
United Airlines Logo
1:00 pm - 11:50 pm
HNL
-
SJU
28h 50m
2 stops
United Airlines Logo
1:00 am - 7:49 pm
SJU
-
HNL
24h 49m
2 stops
$702United Airlines
Tue, May 5 - Thu, May 7
United Airlines Logo
5:36 am - 5:38 pm
HNL
-
SJU
30h 02m
3 stops
United Airlines Logo
1:00 am - 7:49 pm
SJU
-
HNL
24h 49m
2 stops
$752United Airlines
Sun, May 24 - Sun, May 31
Southwest Logo
9:25 pm - 11:40 pm
HNL
-
SJU
20h 15m
2 stops
Southwest Logo
5:00 am - 9:05 pm
SJU
-
HNL
22h 05m
2 stops
$786Southwest
Tue, Mar 31 - Tue, Apr 7
American Airlines Logo
7:00 am - 5:28 am
HNL
-
SJU
16h 28m
2 stops
American Airlines Logo
6:45 am - 6:05 pm
SJU
-
HNL
17h 20m
2 stops
$806American Airlines
Tue, Mar 10 - Tue, Mar 17
Southwest Logo
8:50 pm - 10:15 pm
HNL
-
SJU
19h 25m
2 stops
Southwest Logo
8:20 pm - 2:25 pm
SJU
-
HNL
24h 05m
2 stops
$821Southwest
Thu, Mar 5 - Mon, Mar 9
American Airlines Logo
7:10 pm - 4:29 pm
HNL
-
PUJ
15h 19m
1 stop
American Airlines Logo
4:43 pm - 11:14 am
PUJ
-
HNL
24h 31m
2 stops
$825American Airlines
Sun, Mar 1 - Sun, Mar 8
Air Canada Logo
10:55 pm - 9:45 pm
HNL
-
PUJ
40h 50m
2 stops
Air Canada Logo
9:35 pm - 8:40 pm
PUJ
-
HNL
53h 05m
2 stops
$880Air Canada
Thu, Mar 5 - Mon, Mar 9
Air Canada Logo
10:55 pm - 10:00 pm
HNL
-
PUJ
41h 05m
2 stops
Air Canada Logo
12:05 pm - 8:40 pm
PUJ
-
HNL
38h 35m
2 stops
$896Air Canada
Fri, Mar 13 - Mon, Mar 23
Multiple Airlines Logo
3:01 pm - 5:31 am
HNL
-
SDQ
32h 30m
1 stop
Multiple Airlines Logo
3:55 am - 7:14 pm
SDQ
-
HNL
45h 19m
2 stops
$993Multiple Airlines
Fri, Mar 13 - Sun, Mar 22
Multiple Airlines Logo
3:01 pm - 5:31 am
HNL
-
SDQ
32h 30m
1 stop
Multiple Airlines Logo
3:55 am - 10:43 pm
SDQ
-
HNL
48h 48m
2 stops
$1,020Multiple Airlines
Booking Insights

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.

Can I save money by flying with a layover from Honolulu to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $713, prices are generally cheapest when you fly direct.

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 October, when tickets cost $780 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $1,319 and $1,129 respectively.

Good to know

Low seasonJanuary
Cheapest flight$287
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 4% lower on average.
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.

Reviews of the 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 9262 reviews
6.6Food
7.1Entertainment
7.3Comfort
8.1Crew
7.7Boarding
Airline reviews

Wifi took a while to kick in and we had a maintenance issue that took over 40 mins at the gate in Washington before pulling back

6.0 Goodrob, Feb 2026
IAD - YYZ
Read more United Airlines reviews

Wifi took a while to kick in and we had a maintenance issue that took over 40 mins at the gate in Washington before pulling back

Fine not above and beyond as I had a connection that was delayed due to maintenance

The power at the seat didn't work and the seat itself was difficult to adjust - this was a business class seat. Flight attendant gave me miles to compensate. The attendant was very professional and on top of his game the entire flight.

Terrible. Our first time back on United for 10 years, the seats in Polaris class are small and uncomfortable. They have squished too many people in to get more $$$. The staff are not friendly and not wanting to accommodate. I asked for two salads rather than a main meal and was advised no we wont do that. Then asked what I would like for breakfast and given something else anyway. I will not be flying United International anytime soon.

Same thing as flight from Pheonix to Newark. Uograded and Promised extra leg room and when I got to the seat it had none.

I upgraded my seat and was promised it would be next to the emergency door for extra leg room and they said it was premium plus but it was at the back of the plane...same thing happened from Newark to Dubai

Everything except the food and entertainment. It was a great experience though

Bad food, bad service, cold cabin with no additional blankets when asked for (they told me they don’t provide additional blankets). I’m a frequent traveler and this is one of the worst companies I traveled with (by the way I thought that I booked my ticket with Lufthansa but I didn’t see that the flights were handled by United).

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

The flight was significantly delayed for 6.5 hours because of snow. There was no communication once the plane returned to the gate regarding when the flight would resume. Other flights were departing while our flight was being unloaded for reasons unknown. Our flight also seemed out of the queue regarding further deicing, refueling, and waiting to Taxi to the runway.

Flight was on time and the meal and service were good.

The accessible bathroom should be visible to people in Economy class.

Flight was delayed for 2 hours, then last minute the change to on time. The satélite location is far and a nightmare to get to.

This was a horrible experience. I’ve experienced several delays at this point and still not home. I was supposed to be home by 8:30 last night and here I sit at 7 am on a plane STILL unable to go home because of American Airlines.

Lexus in first class was absolutely amazing! Beat flight attendant i’ve ever seen.

Generally good. Flight left on time and the seats are comfortable. Plenty of space in front if you in you choose a comfort plus seat, completely worth spending the extra money given the amount of hours the flight lasts. The food tastes good but I would say it’s a the amount is too little. The crew was friendly and efficient. There was a some turbulence at different points into the flight. American Airlines has good deals to NZ if you book with plenty of time before you plan on going.

the plane was so hot!! the air-conditioning was barely blowing. The flight was delayed, and we had to sit on the hot plane before take off for an extended amount of time, waiting on international passengers. Would not have been so bad if it was not so hot. They said it would get better after take off, but it did not.

They are always late and seats was also not having working charger

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports