$395 Find Cheap Flights from Hawaii to Caribbean Islands

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Useful Info
Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$395
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 29% increase in price.
Flight from Honolulu to Montego Bay

FAQs for booking flights from Hawaii to Caribbean Islands

  • How does KAYAK find such low prices on flights from Hawaii 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 Hawaii to Caribbean Islands.

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

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

    Based on KAYAK data, the cheapest day to fly to Caribbean Islands is Tuesday where round-trip tickets can be as cheap as $824. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $1,292 on average.

  • 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.

  • What is the cheapest month to fly from Hawaii to Caribbean Islands?

    The cheapest month for flights from Hawaii to Caribbean Islands is August, when tickets cost $819 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $1,269 and $1,250 respectively.

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

    To get a below average price on the flight from Hawaii 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.

  • How long is the flight to Caribbean Islands?

    An average nonstop flight from Hawaii to Caribbean Islands takes 25h 05m, covering a distance of 5444 miles. The shortest route is Honolulu (HNL) to Montego Bay (MBJ) with an average flight time of 12h 40m.

  • What are the most popular destinations in Caribbean Islands?

    Based on KAYAK flight searches, the most popular destination is Santiago de los Caballeros (28% of total searches to Caribbean Islands). The next most popular destinations are Nassau (15%) and Gregory Town (11%). Searches for flights to Montego Bay (8%), to Santo Domingo (8%) and to Kingston (5%) are also popular.

Book cheap flights from Hawaii to Caribbean Islands

Recent round-trip flight deals

8/24Sun
1 stopDelta
15h 25mHNL-SJU
9/4Thu
2 stopsDelta
20h 20mSJU-HNL
$765
5/26Mon
2 stopsSouthwest
17h 05mHNL-SJU
6/9Mon
2 stopsSouthwest
22h 20mSJU-HNL
$795
8/24Sun
1 stopUnited Airlines
13h 52mHNL-SJU
9/3Wed
2 stopsUnited Airlines
18h 21mSJU-HNL
$803
6/22Sun
2 stopsAmerican Airlines
18h 32mHNL-SJU
6/27Fri
2 stopsAmerican Airlines
18h 52mSJU-HNL
$815
8/24Sun
2 stopsUnited Airlines
32h 04mHNL-SJU
9/3Wed
2 stopsUnited Airlines
24h 44mSJU-HNL
$830
5/26Mon
3 stops
30h 46mHNL-SJU
6/9Mon
2 stops
39h 01mSJU-HNL
$858
9/8Mon
2 stopsAmerican Airlines
17h 35mHNL-STI
9/19Fri
2 stopsAmerican Airlines
27h 39mSTI-HNL
$879
5/26Mon
1 stopJetBlue
15h 29mHNL-SJU
6/8Sun
1 stopJetBlue
16h 07mSJU-HNL
$909
5/27Tue
1 stopJetBlue
15h 29mHNL-SJU
6/10Tue
1 stopJetBlue
16h 07mSJU-HNL
$944
5/26Mon
3 stops
30h 46mHNL-SJU
6/9Mon
3 stops
33h 16mSJU-HNL
$970

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Recent one-way flight deals

6/7Sat
2 stopsAir Canada
32h 05mHNL-MBJ
$395
7/13Sun
2 stopsSouthwest
17h 25mHNL-SJU
$398
9/1Mon
1 stopDelta
17h 39mHNL-SJU
$413
9/1Mon
2 stopsAmerican Airlines
19h 01mHNL-SJU
$433
6/7Sat
3 stops
32h 37mHNL-MBJ
$439
5/27Tue
2 stopsAmerican Airlines
16h 52mHNL-SJU
$444
6/7Sat
1 stopDelta
15h 15mHNL-MBJ
$462
7/13Sun
1 stopUnited Airlines
15h 30mHNL-SJU
$488
5/27Tue
1 stopUnited Airlines
15h 40mHNL-SJU
$493
7/26Sat
3 stops
35h 06mHNL-SJU
$552

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Last minute flights from Hawaii to Caribbean Islands

Last minute flight, train and bus deals

5/4Sun
multi-stopUnited Airlines
15h 35mHNL-SJU
5/28Wed
multi-stopUnited Airlines
24h 03mSJU-HNL
$939
5/4Sun
multi-stopJetBlue
15h 49mHNL-SJU
5/27Tue
multi-stopJetBlue
16h 07mSJU-HNL
$948
5/4Sun
multi-stopUnited Airlines
19h 15mHNL-SJU
5/27Tue
multi-stopUnited Airlines
23h 04mSJU-HNL
$1,090
5/2Fri
multi-stopAlaska Airlines
23h 44mKOA-NAS
5/4Sun
multi-stopAlaska Airlines
35h 24mNAS-KOA
$1,096
5/4Sun
multi-stopAlaska Airlines
22h 00mHNL-SJU
5/28Wed
multi-stopAlaska Airlines
31h 20mSJU-HNL
$1,127
5/2Fri
multi-stopUnited Airlines
14h 35mKOA-NAS
5/4Sun
multi-stopUnited Airlines
32h 46mNAS-KOA
$1,183
5/4Sun
multi-stopHawaiian Airlines
21h 44mHNL-SJU
5/28Wed
multi-stopHawaiian Airlines
24h 45mSJU-HNL
$1,288

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Everything you need to know for your flight to Caribbean Islands

Cabin class types available on flights to Hawaii

Cabin classes available on flights to Hawaii. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Caribbean Islandsfrom $378
Business Class flights to Caribbean Islandsfrom $377
Prem Econ Class flights to Caribbean Islandsfrom $377
Economy Class flights to Caribbean Islandsfrom $48

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