$382 Find Cheap Flights from Hawaii to Caribbean Islands

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Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$382
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from Honolulu to Port of Spain

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 $792 (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 $1,127 respectively.

  • How long is the flight to Caribbean Islands?

    An average nonstop flight from Hawaii to Caribbean Islands takes 24h 46m, covering a distance of 5444 miles. The shortest route is Honolulu (HNL) to Nassau (NAS) with an average flight time of 11h 55m.

  • What are the most popular destinations in Caribbean Islands?

    Based on KAYAK flight searches, the most popular destination is Santiago de los Caballeros (19% of total searches to Caribbean Islands). The next most popular destinations are Montego Bay (14%) and Gregory Town (10%). Searches for flights to Kingston (9%), to Oranjestad (9%) and to Providenciales (7%) are also popular.

Book cheap flights from Hawaii to Caribbean Islands

Recent round-trip flight deals

11/5Wed
2 stopsDelta
20h 55mHNL-SJU
11/12Wed
2 stopsDelta
20h 47mSJU-HNL
$785
9/5Fri
1 stopDelta
19h 02mHNL-SJU
9/19Fri
2 stopsDelta
18h 50mSJU-HNL
$810
9/5Fri
2 stopsUnited Airlines
20h 17mHNL-SJU
9/18Thu
2 stopsUnited Airlines
24h 44mSJU-HNL
$812
8/25Mon
2 stopsAmerican Airlines
18h 55mHNL-SJU
9/8Mon
2 stopsAmerican Airlines
21h 22mSJU-HNL
$825
11/5Wed
1 stopUnited Airlines
15h 40mHNL-SJU
11/11Tue
2 stopsUnited Airlines
24h 58mSJU-HNL
$840
11/6Thu
2 stopsAir Canada
27h 35mHNL-MBJ
11/10Mon
2 stopsAir Canada
48h 09mMBJ-HNL
$848
11/21Fri
2 stops
41h 05mHNL-PLS
11/29Sat
2 stops
34h 55mPLS-HNL
$856
7/12Sat
2 stopsAmerican Airlines
15h 40mHNL-SJU
7/19Sat
2 stopsAmerican Airlines
18h 57mSJU-HNL
$895
8/1Fri
3 stops
31h 20mHNL-MBJ
8/8Fri
2 stops
30h 25mMBJ-HNL
$950
10/16Thu
3 stopsAir Canada
32h 05mHNL-MBJ
10/23Thu
2 stopsAir Canada
37h 45mMBJ-HNL
$1,322

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Recent one-way flight deals

6/29Sun
2 stopsAir Canada
21h 20mHNL-POS
$382
9/21Sun
2 stopsUnited Airlines
27h 28mHNL-SJU
$410
7/8Tue
3 stops
30h 47mHNL-SJU
$413
9/1Mon
2 stopsDelta
18h 01mHNL-SJU
$428
7/7Mon
2 stopsSouthwest
18h 45mHNL-SJU
$438
9/1Mon
1 stopUnited Airlines
13h 37mHNL-SJU
$443
7/7Mon
1 stopDelta
14h 48mHNL-SJU
$448
6/29Sun
1 stopUnited Airlines
21h 28mHNL-POS
$543
7/7Mon
3 stopsAlaska Airlines
23h 37mHNL-SJU
$606
6/29Sun
3 stops
49h 00mHNL-POS
$616

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Last minute flights from Hawaii to Caribbean Islands

Last minute flight, train and bus deals

6/19Thu
multi-stopUnited Airlines
19h 14mHNL-SJU
6/24Tue
multi-stopUnited Airlines
18h 59mSJU-HNL
$1,015
6/19Thu
multi-stopUnited Airlines
15h 30mHNL-SJU
6/25Wed
multi-stopUnited Airlines
24h 04mSJU-HNL
$1,042
6/18Wed
multi-stopAmerican Airlines
18h 42mHNL-SJU
6/20Fri
multi-stopAmerican Airlines
17h 23mSJU-HNL
$1,060
6/19Thu
multi-stopAmerican Airlines
23h 52mHNL-SJU
7/5Sat
multi-stopAmerican Airlines
20h 36mSJU-HNL
$1,080
6/18Wed
multi-stopUnited Airlines
13h 47mHNL-SJU
7/4Fri
multi-stopUnited Airlines
21h 19mSJU-HNL
$1,090
6/18Wed
multi-stopUnited Airlines
13h 47mHNL-SJU
6/20Fri
multi-stopUnited Airlines
19h 59mSJU-HNL
$1,095
6/18Wed
multi-stopUnited Airlines
13h 47mHNL-SJU
6/19Thu
multi-stopUnited Airlines
16h 54mSJU-HNL
$1,101
6/19Thu
multi-stopHawaiian Airlines
15h 20mHNL-SJU
6/24Tue
multi-stopHawaiian Airlines
21h 55mSJU-HNL
$1,373
6/19Thu
multi-stopAlaska Airlines
26h 52mHNL-SJU
6/25Wed
multi-stopAlaska Airlines
21h 18mSJU-HNL
$2,098
6/19Thu
multi-stopAlaska Airlines
26h 52mHNL-SJU
6/23Mon
multi-stopAlaska Airlines
26h 34mSJU-HNL
$2,338

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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 $55

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