$305 Find Cheap Flights from Hawaii to Caribbean Islands

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Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$305
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from Honolulu to San Juan

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 $794 (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 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 24h 32m, covering a distance of 5444 miles. The shortest route is Hilo (ITO) to Nassau (NAS) with an average flight time of 14h 25m.

  • What are the most popular destinations in Caribbean Islands?

    Based on KAYAK flight searches, the most popular destination is Santiago de los Caballeros (20% of total searches to Caribbean Islands). The next most popular destinations are Kingston (13%) and Oranjestad (11%). Searches for flights to Gregory Town (10%), to Montego Bay (7%) and to Punta Cana (7%) are also popular.

Book cheap flights from Hawaii to Caribbean Islands

Recent round-trip flight deals

9/5Fri
2 stopsUnited Airlines
23h 45mHNL-SJU
9/19Fri
2 stopsUnited Airlines
25h 22mSJU-HNL
$641
9/5Fri
2 stopsUnited Airlines
24h 44mHNL-SJU
9/19Fri
2 stopsUnited Airlines
25h 22mSJU-HNL
$697
11/5Wed
2 stopsUnited Airlines
26h 51mHNL-SJU
11/11Tue
2 stopsUnited Airlines
24h 58mSJU-HNL
$724
11/5Wed
1 stopAmerican Airlines
13h 40mHNL-SJU
11/12Wed
2 stopsAmerican Airlines
19h 07mSJU-HNL
$762
9/10Wed
1 stopDelta
18h 55mHNL-SJU
9/19Fri
2 stopsDelta
19h 00mSJU-HNL
$785
8/25Mon
1 stopDelta
15h 00mHNL-PUJ
8/29Fri
2 stopsDelta
25h 54mPUJ-HNL
$801
8/25Mon
2 stopsAmerican Airlines
18h 19mHNL-SJU
9/8Mon
2 stopsAmerican Airlines
21h 22mSJU-HNL
$805
11/6Thu
2 stopsWestJet
57h 53mHNL-AUA
11/10Mon
2 stopsWestJet
36h 12mAUA-HNL
$811
11/6Thu
3 stops
34h 43mHNL-AUA
11/10Mon
2 stops
28h 05mAUA-HNL
$829
8/6Wed
2 stopsWestJet
34h 45mOGG-KIN
8/13Wed
2 stopsWestJet
59h 08mKIN-OGG
$1,262

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Recent one-way flight deals

9/15Mon
2 stopsUnited Airlines
22h 32mHNL-SJU
$305
8/29Fri
3 stops
36h 21mHNL-PUJ
$309
9/27Sat
3 stops
29h 15mHNL-AUA
$342
9/26Fri
2 stopsWestJet
54h 37mHNL-AUA
$382
9/1Mon
2 stopsDelta
18h 01mHNL-SJU
$423
7/30Wed
2 stopsSouthwest
16h 50mHNL-SJU
$438
9/15Mon
1 stopJetBlue
15h 52mHNL-SJU
$439
12/18Thu
2 stopsWestJet
33h 46mHNL-MBJ
$456
9/25Thu
1 stopJetBlue
18h 00mHNL-AUA
$470
9/30Tue
2 stopsDelta
23h 40mHNL-AUA
$578

Search by stops

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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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