$306 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 9/17. 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

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 Cana2 stops$808
Santo Domingo
Santo Domingo1 stop$915
Montego Bay
Montego Bay1 stop$945
Oranjestad
Oranjestad2 stops$1,084
Nassau
Nassau2 stops$1,016
Santiago de los Caballeros
Santiago de los Caballeros1 stop$915
Providenciales
Providenciales2 stops$1,128
Port of Spain
Port of Spain2 stops$779
Punta Cana
Punta Cana2 stops$808
Santo Domingo
Santo Domingo1 stop$915
Montego Bay
Montego Bay1 stop$945
Oranjestad
Oranjestad2 stops$1,084
Nassau
Nassau2 stops$1,016
Santiago de los Caballeros
Santiago de los Caballeros1 stop$915
Providenciales
Providenciales2 stops$1,128
Port of Spain
Port of Spain2 stops$779

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

Sun, Feb 1 - Wed, Feb 18
United Airlines Logo
2:35 pm - 6:25 pmHNL-SJU
21h 50m3 stops
United Airlines Logo
2:05 am - 9:10 pmSJU-HNL
25h 05m2 stops
$739United Airlines
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Sun, Feb 1 - Thu, Feb 19
United Airlines Logo
10:50 pm - 9:00 pmHNL-SJU
16h 10m2 stops
United Airlines Logo
8:35 am - 9:10 pmSJU-HNL
18h 35m2 stops
$745United Airlines
Find Deal
Thu, Nov 13 - Sun, Nov 16
Air Canada Logo
2:00 pm - 1:10 amHNL-POS
29h 10m2 stops
Air Canada Logo
2:15 am - 9:43 pmPOS-HNL
25h 28m2 stops
$779Air Canada
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Wed, Nov 5 - Wed, Nov 12
American Airlines Logo
2:36 pm - 1:05 pmHNL-SJU
16h 29m2 stops
American Airlines Logo
8:20 am - 8:08 pmSJU-HNL
17h 48m2 stops
$785American Airlines
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Wed, Oct 22 - Wed, Oct 29
Air Canada Logo
10:05 pm - 3:20 pmHNL-PUJ
35h 15m2 stops
Air Canada Logo
2:15 pm - 11:43 amPUJ-HNL
27h 28m2 stops
$808Air Canada
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Tue, Dec 30 - Fri, Jan 30
American Airlines Logo
10:31 pm - 9:11 pmHNL-SJU
16h 40m2 stops
American Airlines Logo
6:45 am - 4:05 pmSJU-HNL
15h 20m1 stop
$825American Airlines
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Fri, Sep 19 - Thu, Sep 25
Delta Logo
1:15 pm - 12:59 pmHNL-SJU
17h 44m2 stops
Delta Logo
7:00 am - 8:35 pmSJU-HNL
19h 35m2 stops
$870Delta
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Thu, Nov 6 - Mon, Nov 10
Copa Airlines Logo
8:00 am - 1:17 pmHNL-POS
23h 17m2 stops
Copa Airlines Logo
2:26 pm - 9:03 pmPOS-HNL
36h 37m2 stops
$883Copa Airlines
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Wed, Oct 22 - Wed, Oct 29
Delta Logo
3:30 pm - 12:28 pmHNL-PUJ
14h 58m1 stop
Delta Logo
3:56 pm - 1:36 pmPUJ-HNL
27h 40m2 stops
$907Delta
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Tue, Nov 11 - Thu, Nov 13
Copa Airlines Logo
8:00 am - 12:10 pmHNL-AUA
22h 10m2 stops
Copa Airlines Logo
1:15 pm - 9:03 pmAUA-HNL
37h 48m2 stops
$1,084Copa Airlines
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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 $1,529, 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 November, when tickets cost $744 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $1,204 and $1,129 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 5 weeks before departure, which saves you about 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

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Good to know

Low seasonJuly
Cheapest flight$306
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly with an average 30% 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.

Reviews of the top airline 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.
7.2
American AirlinesOverall score based on 10000 reviews
6.5Food
8.0Crew
6.9Entertainment
7.5Boarding
7.2Comfort
Airline reviews

The flight was canceled 3 hours after original take off time

2.0 MediocreAnonymous, Aug 2025PHL - LHR
Read more American Airlines reviews

The flight was canceled 3 hours after original take off time

My flight was delayed for several hours. Sitting at gate 16 for several hours, I got a text from Kayak the gate changed to 9 before it was announced. Very bad communication at each gate from American Airlines employees. I received 10 notifications of delay from Kayak. My vacation started off horrible! I will write to American Airlines corporate office also.

The AA staff person who checked our bags was curt and almost rude. The FA also seemed unhappy doing her job. Overall it was like riding the school bus back in grade school.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

My Internet did not work for Outlook email or basically anything. I paid for one hour of in-flight usage and it was terrible. I spent a lot of time on different sites and browsers with no luck and a lot of frustration. Other than that, the flight was on time, crew was nice, service was fine. Seat was OK even though I paid for the extra 6 inches. I cannot imagine how tight the seats in the back must be.

Delayed flight that lead to a missed connection and a 5-hour trip became a 12-hour flight 🙄

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

No issues. They did change our gate FOUR times in about 30 minutes which was mildly annoying but the flight was fine.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Honolulu (HNL)

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