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Caribbean

$393+ Cheap flights from Hawaii to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/13. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
Apr 11 — Apr 181
Sat 4/11
Sat 4/18
1 adult, Economy
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Cheap flight deals from Hawaii to Caribbean

Cheapest flights from Hawaii to Caribbean
Explore the most affordable flight options available from Hawaii to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 12, 2026.

This flugladen.de deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/37:30 am
HNL
-
SJU
2 stops20h 24m
Multiple Airlines
Thu 5/711:07 am
SJU
-
HNL
2 stops28h 52m
Multiple Airlines
Deal found 3/9$609
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/99:45 pm
HNL
-
SJU
2 stops17h 10m
Southwest
Fri 5/155:05 am
SJU
-
HNL
2 stops22h 00m
Southwest
Deal found 3/9$786
This flugladen.de deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:55 am
HNL
-
SDQ
3 stops43h 05m
Multiple Airlines
Wed 4/293:05 am
SDQ
-
HNL
3 stops25h 24m
Multiple Airlines
Deal found 3/9$797
This Southwest deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/311:55 am
HNL
-
SJU
2 stops18h 15m
Southwest
Thu 5/78:40 pm
SJU
-
HNL
2 stops23h 40m
Southwest
Deal found 3/10$806
This United Airlines deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/267:00 am
HNL
-
SJU
2 stops25h 44m
United Airlines
Fri 5/81:00 am
SJU
-
HNL
2 stops24h 49m
United Airlines
Deal found 3/12$822
This American Airlines deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/103:15 pm
HNL
-
SJU
2 stops17h 27m
American Airlines
Thu 5/1411:59 pm
SJU
-
HNL
1 stop18h 24m
American Airlines
Deal found 3/8$836
This United Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/229:40 pm
HNL
-
SJU
1 stop13h 58m
United Airlines
Wed 5/67:40 am
SJU
-
HNL
2 stops18h 09m
United Airlines
Deal found 3/7$837
This American Airlines deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/295:42 pm
HNL
-
SJU
1 stop23h 20m
American Airlines
Tue 5/56:45 am
SJU
-
HNL
2 stops20h 52m
American Airlines
Deal found 3/8$841
This United Airlines deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/39:40 pm
HNL
-
SJU
1 stop13h 58m
United Airlines
Wed 5/61:00 am
SJU
-
HNL
2 stops18h 42m
United Airlines
Deal found 3/10$856
This American Airlines deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:41 pm
HNL
-
SJU
1 stop22h 21m
American Airlines
Wed 5/611:59 pm
SJU
-
HNL
1 stop18h 24m
American Airlines
Deal found 3/7$861
This American Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:41 pm
HNL
-
PUJ
1 stop15h 44m
American Airlines
Thu 4/305:25 pm
PUJ
-
HNL
2 stops26h 12m
American Airlines
Deal found 3/9$895
This American Airlines deal was found by Cheapflights users on 3/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/165:36 pm
HNL
-
MBJ
1 stop15h 44m
American Airlines
Sun 8/231:10 pm
MBJ
-
HNL
1 stop28h 35m
American Airlines
Deal found 3/12$906

Find flight deals from Hawaii to Caribbean

Keep the following information in mind while searching for Hawaii to Caribbean flight deals. Data was last updated March 12, 2026.

Round-trip from

$609
(flugladen.de)

One-way from

$393
(Southwest)

Popular in

December

Cheapest in

October

Average price

$785
From Hawaii to Caribbean
Search Deals
One-way flight from Hawaii to Caribbean
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($106 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hawaii to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 12, 2026.
Use the filters below to find and compare flights from Hawaii to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Fri 9/4

10:20 pm-9:55 pm

2 stops17h 35m

San Juan Luis Munoz Marin Intl

Sat 9/12

5:05 am-9:20 pm

2 stops22h 15m

$786

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 5/10

3:15 pm-2:42 pm

2 stops17h 27m

San Juan Luis Munoz Marin Intl

Thu 5/14

10:03 am-9:35 pm

2 stops17h 32m

$836

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Wed 4/22

9:40 pm-5:38 pm

1 stop13h 58m

San Juan Luis Munoz Marin Intl

Wed 5/6

7:40 am-7:49 pm

2 stops18h 09m

$837

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 5/3

9:40 pm-5:38 pm

1 stop13h 58m

San Juan Luis Munoz Marin Intl

Wed 5/6

1:00 am-1:42 pm

2 stops18h 42m

$856

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 4/26

7:00 am-5:38 pm

3 stops28h 38m

San Juan Luis Munoz Marin Intl

Fri 5/8

1:00 am-7:49 pm

2 stops24h 49m

$862

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Tue 6/9

12:55 pm-10:25 am

2 stops15h 30m

San Juan Luis Munoz Marin Intl

Wed 6/17

8:35 pm-1:40 pm

2 stops23h 05m

$881

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Wed 4/22

5:42 pm-11:02 pm

1 stop23h 20m

San Juan Luis Munoz Marin Intl

Wed 4/29

11:59 pm-2:08 pm

1 stop20h 09m

$901

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Thu 8/13

8:00 pm-3:42 pm

1 stop13h 42m

San Juan Luis Munoz Marin Intl

Fri 8/21

7:00 am-7:48 pm

2 stops18h 48m

$901

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Wed 6/10

10:10 pm-9:30 pm

2 stops17h 20m

San Juan Luis Munoz Marin Intl

Mon 6/15

10:20 pm-1:40 pm

2 stops21h 20m

$911

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Thu 5/7

1:00 pm-8:34 pm

2 stops25h 34m

San Juan Luis Munoz Marin Intl

Mon 5/11

1:00 am-7:49 pm

3 stops24h 49m

$946

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/11

Showing 1-10 of 47 resultsSorted by cheapest first
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Best time to book a flight from Hawaii to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Hawaii with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Hawaii to Caribbean

What is the cheapest month to book a flight from Hawaii to Caribbean?

Currently, May is the cheapest month in which you can book a flight from Hawaii to Caribbean (average of $444). Flying from Hawaii to Caribbean in July is currently the most expensive (average of $924). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Hawaii to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Hawaii to Caribbean?

    Southwest, American Airlines, and United Airlines can get you from Hawaii to Caribbean in just under 13h 58m. Your travel time can differ by up to 3h 37m. The distance between Hawaii and Caribbean is about 5876 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Hawaii to Caribbean that include hotel bookings?

    Yes. In addition to deals on Hawaii to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hawaii to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hawaii to Caribbean.

  • Can I find deals for business class flights from Hawaii to Caribbean?

    Yes. Cheapflights offers flight deals from Hawaii to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Hawaii to Caribbean?

    Currently, May is the cheapest month in which you can book a flight from Hawaii to Caribbean (average of $444). Flying from Hawaii to Caribbean in July is currently the most expensive (average of $924). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Hawaii to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Hawaii to Caribbean

Discover the top 3 airlines that operate flights from Hawaii to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$412Average$1,005FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$516Average$1,232FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$604Average$1,067FlexibilityNo cancel feeOn-time71%

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