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Caribbean

$408+ 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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Cheap flight deals from Hawaii to Caribbean

Keep the following information in mind while searching for Hawaii to Caribbean flight deals. Data was last updated April 17, 2025.

Round-trip from

$779
(United Airlines)

One-way from

$408
(United Airlines)

Popular in

July

Cheapest in

August

Average price

$874
From Hawaii to Caribbean
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One-way flight from Hawaii to Caribbean
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Highest demand for flights based on searches. 6% potential increase in price ($69 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find 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 April 17, 2025.

This American Airlines deal was found by Cheapflights users on 4/17. 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 11/57:50 pmHNL - SJU
1 stop13h 03mAmerican Airlines
Wed 11/127:25 amSJU - HNL
2 stops18h 12mAmerican Airlines
Deal found 4/17$755
This United Airlines deal was found by Cheapflights users on 4/17. 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 5/712:30 pmHNL - SJU
2 stops23h 00mUnited Airlines
Sat 5/101:05 amSJU - HNL
2 stops26h 58mUnited Airlines
Deal found 4/17$779
This Delta deal was found by Cheapflights users on 4/16. 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 5/73:09 pmHNL - SJU
1 stop19h 35mDelta
Sun 5/117:00 amSJU - HNL
2 stops19h 34mDelta
Deal found 4/16$830
This JetBlue deal was found by Cheapflights users on 4/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/42:15 pmHNL - SJU
1 stop15h 49mJetBlue
Tue 5/273:33 amSJU - HNL
1 stop16h 07mJetBlue
Deal found 4/17$840
This Delta deal was found by Cheapflights users on 4/17. 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 9/84:10 pmHNL - STI
2 stops21h 44mDelta
Fri 9/199:20 pmSTI - HNL
2 stops24h 51mDelta
Deal found 4/17$879
This United Airlines deal was found by Cheapflights users on 4/17. 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 10/109:35 pmHNL - PUJ
2 stops35h 30mUnited Airlines
Fri 10/171:50 pmPUJ - HNL
2 stops29h 36mUnited Airlines
Deal found 4/17$925
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Tue 10/2112:43 pmHNL - PLS
2 stops19h 47mAmerican Airlines
Tue 10/283:30 pmPLS - HNL
2 stops25h 41mAmerican Airlines
Deal found 4/17$932
This American Airlines deal was found by Cheapflights users on 4/16. 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.
Mon 9/110:20 pmHNL - SDQ
2 stops15h 40mAmerican Airlines
Sun 9/143:30 pmSDQ - HNL
2 stops26h 43mAmerican Airlines
Deal found 4/16$964
This Alaska Airlines deal was found by Cheapflights users on 4/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/58:00 amHNL - SJU
2 stops24h 40mAlaska Airlines
Wed 11/124:35 pmSJU - HNL
3 stops28h 50mAlaska Airlines
Deal found 4/16$1,120
This Hawaiian Airlines deal was found by Cheapflights users on 4/16. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/63:35 pmHNL - SJU
1 stop14h 59mHawaiian Airlines
Wed 5/286:55 pmSJU - HNL
1 stop24h 45mHawaiian Airlines
Deal found 4/16$1,143
This United Airlines deal was found by Cheapflights users on 4/17. 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 6/177:45 pmHNL - ELH
2 stops31h 45mUnited Airlines
Tue 6/242:40 pmELH - HNL
2 stops34h 54mUnited Airlines
Deal found 4/17$1,216
This Delta deal was found by Cheapflights users on 4/16. 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 9/13:00 pmHNL - SDQ
1 stop16h 24mDelta
Sun 9/146:10 amSDQ - HNL
2 stops19h 40mDelta
Deal found 4/16$1,294

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 April 17, 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

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Wed 5/7

12:30 pm-5:30 pm

2 stops23h 00m

San Juan Luis Munoz Marin Intl

Sat 5/10

1:05 am-10:03 pm

2 stops26h 58m

$779

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Wed 5/7

3:09 pm-4:44 pm

1 stop19h 35m

San Juan Luis Munoz Marin Intl

Sun 5/11

7:00 am-8:34 pm

2 stops19h 34m

$830

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 5/4

2:15 pm-12:04 pm

1 stop15h 49m

San Juan Luis Munoz Marin Intl

Tue 5/27

3:33 am-1:40 pm

1 stop16h 07m

$840

HonoluluSantiago de los Caballeros

HNL - STI

HNLSTI

Honolulu

Mon 9/8

4:10 pm-7:54 pm

2 stops21h 44m

Santiago de los Caballeros

Fri 9/19

9:20 pm-4:11 pm

2 stops24h 51m

$879

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Fri 10/10

9:35 pm-3:05 pm

2 stops35h 30m

Punta Cana

Fri 10/17

1:50 pm-1:26 pm

2 stops29h 36m

$925

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sat 6/7

5:33 pm-11:25 pm

1 stop23h 52m

San Juan Luis Munoz Marin Intl

Sun 6/15

6:05 am-5:28 pm

2 stops17h 23m

$1,177

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Tue 5/6

3:35 pm-4:15 pm

1 stop18h 40m

San Juan Luis Munoz Marin Intl

Wed 5/28

6:55 pm-1:40 pm

1 stop24h 45m

$1,208

HonoluluGregory Town

HNL - ELH

HNLELH

Honolulu

Tue 6/17

7:45 pm-9:30 am

2 stops31h 45m

Gregory Town North Eleuthera

Tue 6/24

2:40 pm-7:34 pm

2 stops34h 54m

$1,216

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 5/4

10:00 am-2:00 pm

2 stops22h 00m

San Juan Luis Munoz Marin Intl

Wed 5/28

6:30 am-6:39 am

3 stops30h 09m

$1,478

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Fri 10/10

5:30 pm-3:34 pm

1 stop16h 04m

Punta Cana

Fri 10/17

12:45 pm-12:13 pm

1 stop29h 28m

$1,628

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 12 results
1
2

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, September is the cheapest month in which you can book a flight from Hawaii to Caribbean (average of $254). Flying from Hawaii to Caribbean in December is currently the most expensive (average of $336). 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 April 17, 2025.

When flying from Hawaii to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated April 17, 2025.
Alaska Airlines
8.0
Very good
9,882 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,882 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,917 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Hawaiian Airlines
7.9
Good
2,382 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
JetBlue
7.3
Good
2,926 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Entertainment

7.1

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

7.9

Food

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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.

  • What are the cheapest airlines to fly from Hawaii to Caribbean one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $408. However, be on the lookout for offers from Delta and JetBlue, as they are both options that can get you from Hawaii to Caribbean for a low price.

  • 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, September is the cheapest month in which you can book a flight from Hawaii to Caribbean (average of $254). Flying from Hawaii to Caribbean in December is currently the most expensive (average of $336). 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

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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 4 airlines flying from Hawaii to Caribbean

Discover the top 4 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$567Average$974FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$685Average$1,010FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$711Average$1,066FlexibilityNo cancel feeOn-time71%
Hawaiian AirlinesCheapest$802Average$1,327FlexibilityNo cancel feeOn-time85%

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