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$241+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
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 December 15, 2025.

This United Airlines deal was found by Cheapflights users on 12/14. 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.
Tue 12/308:30 pmHNL - SJU
1 stop14h 06mUnited Airlines
Fri 1/302:25 pmSJU - HNL
2 stops28h 38mUnited Airlines
Deal found 12/14$842
This United Airlines deal was found by Cheapflights users on 12/14. 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.
Mon 12/2911:59 pmHNL - SJU
2 stops15h 27mUnited Airlines
Fri 1/302:25 pmSJU - HNL
3 stops30h 45mUnited Airlines
Deal found 12/14$872
This Delta deal was found by Cheapflights users on 12/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/294:45 pmHNL - SJU
1 stop15h 48mDelta
Fri 1/307:30 amSJU - HNL
2 stops19h 58mDelta
Deal found 12/14$895
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Fri 12/268:30 pmHNL - AUA
1 stop14h 20mUnited Airlines
Wed 12/313:25 pmAUA - HNL
2 stops27h 08mUnited Airlines
Deal found 12/13$937
This Delta deal was found by Cheapflights users on 12/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/172:45 pmHNL - SJU
2 stops20h 35mDelta
Fri 12/263:45 amSJU - HNL
1 stop18h 23mDelta
Deal found 12/13$1,000
This Delta deal was found by Cheapflights users on 12/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/155:00 pmHNL - SJU
1 stop15h 14mDelta
Fri 12/266:30 amSJU - HNL
1 stop17h 03mDelta
Deal found 12/13$1,105
This American Airlines deal was found by Cheapflights users on 12/13. 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.
Fri 12/267:50 pmHNL - AUA
1 stop15h 09mAmerican Airlines
Wed 12/313:39 pmAUA - HNL
1 stop29h 38mAmerican Airlines
Deal found 12/13$1,132
This American Airlines deal was found by Cheapflights users on 12/14. 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 12/1710:45 pmHNL - SJU
2 stops18h 37mAmerican Airlines
Sat 12/2710:25 amSJU - HNL
2 stops19h 28mAmerican Airlines
Deal found 12/14$1,150
This United Airlines deal was found by Cheapflights users on 12/13. 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.
Mon 12/1512:35 pmHNL - SJU
2 stops26h 51mUnited Airlines
Fri 12/262:25 pmSJU - HNL
2 stops30h 14mUnited Airlines
Deal found 12/13$1,287
This United Airlines deal was found by Cheapflights users on 12/14. 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 12/149:55 amHNL - NAS
2 stops22h 38mUnited Airlines
Sun 12/213:35 pmNAS - HNL
2 stops32h 13mUnited Airlines
Deal found 12/14$2,284
This Expedia deal was found by Cheapflights users on 12/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1411:55 pmHNL - NAS
1 stop32h 00mAir Canada
Sun 12/211:50 pmNAS - HNL
2 stops36h 50mAir Canada
Deal found 12/14$4,563

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 December 15, 2025.

Round-trip from

$662
(FlightHub)

One-way from

$241
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$1,301
From Hawaii to Caribbean
Search Deals
One-way flight from Hawaii to Caribbean
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($96 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 15, 2025.
Use the filters below to find and compare flights from Hawaii to Caribbean that are best for you.

Fly from

Hawaii

Fly to

Caribbean

Route

Depart

Return

Price

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Thu 3/5

2:00 pm-9:35 pm

2 stops25h 35m

Punta Cana

Mon 3/9

9:35 pm-8:40 pm

2 stops29h 05m

$662

HonoluluNassau

HNL - NAS

HNLNAS

Honolulu

Mon 1/26

2:00 pm-8:10 pm

2 stops25h 10m

Nassau Intl

Wed 1/28

9:10 pm-9:40 pm

2 stops29h 30m

$668

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Sun 1/18

2:00 pm-9:45 pm

2 stops25h 45m

Punta Cana

Wed 1/21

1:05 pm-9:40 pm

2 stops38h 35m

$682

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 2/1

12:45 pm-9:00 pm

2 stops26h 15m

San Juan Luis Munoz Marin Intl

Wed 2/18

2:05 am-9:21 pm

2 stops25h 16m

$739

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 1/25

12:45 pm-6:25 pm

2 stops23h 40m

San Juan Luis Munoz Marin Intl

Wed 1/28

2:05 am-9:08 pm

2 stops25h 03m

$739

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Tue 3/10

9:00 am-1:40 pm

2 stops22h 40m

San Juan Luis Munoz Marin Intl

Tue 3/17

1:05 am-8:21 pm

2 stops25h 16m

$746

HonoluluNassau

HNL - NAS

HNLNAS

Honolulu

Mon 1/26

11:50 pm-5:12 pm

2 stops36h 22m

Nassau Intl

Wed 1/28

9:10 pm-9:40 pm

2 stops29h 30m

$764

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 1/25

2:35 pm-6:25 pm

3 stops21h 50m

San Juan Luis Munoz Marin Intl

Fri 1/30

2:05 am-9:08 pm

2 stops25h 03m

$769

HonoluluOranjestad

HNL - AUA

HNLAUA

Honolulu

Mon 1/26

5:00 pm-1:50 pm

1 stop14h 50m

Oranjestad Reina Beatrix

Thu 1/29

5:50 pm-2:12 pm

1 stop26h 22m

$786

HonoluluProvidenciales

HNL - PLS

HNLPLS

Honolulu

Sun 1/18

10:55 pm-5:40 pm

2 stops37h 45m

Providenciales

Wed 1/21

1:15 pm-9:40 pm

2 stops37h 25m

$793

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/12

Showing 1-10 of 60 results
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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 $448). Flying from Hawaii to Caribbean in July is currently the most expensive (average of $1,066). 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.

What is the cheapest time of day to fly from HI to CB?

Find hourly flight availability from Hawaii to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 15, 2025.

It’s typically best to fly out from Hawaii to Caribbean in the evening. Doing so could potentially save you 24% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Hawaii to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Hawaii to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Hawaii to Caribbean flight should consider departing on Friday at noon when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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?

    Air Canada, United Airlines, and American Airlines can get you from Hawaii to Caribbean in just under 14h 41m. Your travel time can differ by up to 11h 34m. The distance between Hawaii and Caribbean is about 5728 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 $448). Flying from Hawaii to Caribbean in July is currently the most expensive (average of $1,066). 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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$528Average$1,010FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$707Average$1,167FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$730Average$1,134FlexibilityNo cancel feeOn-time71%

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