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Caribbean Islands

$408+ Cheap flights from Hawaii to Caribbean Islands

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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheap flight deals from Hawaii to Caribbean Islands

Keep the following information in mind while searching for Hawaii to Caribbean Islands flight deals. Data was last updated April 24, 2025.

Round-trip from

$764
(Mytrip)

One-way from

$408
(Delta)

Popular in

July

Cheapest in

August

Average price

$874
From Hawaii to Caribbean Islands
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One-way flight from Hawaii to Caribbean Islands
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Highest demand for flights based on searches. 5% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($26 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 Islands

Cheapest flights from Hawaii to Caribbean Islands
Explore the most affordable flight options available from Hawaii to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This Delta deal was found by Cheapflights users on 4/23. 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 11/51:35 pmHNL - SJU
2 stops17h 23mDelta
Wed 11/127:30 amSJU - HNL
2 stops20h 17mDelta
Deal found 4/23$755
This Mytrip deal was found by Cheapflights users on 4/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2610:45 pmHNL - SJU
3 stops30h 46mMultiple Airlines
Mon 6/912:36 pmSJU - HNL
2 stops39h 01mMultiple Airlines
Deal found 4/23$764
This United Airlines deal was found by Cheapflights users on 4/23. 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 5/2611:00 pmHNL - SJU
2 stops15h 38mUnited Airlines
Wed 6/47:45 amSJU - HNL
2 stops17h 59mUnited Airlines
Deal found 4/23$777
This JetBlue deal was found by Cheapflights users on 4/24. 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 5/253:15 pmHNL - SJU
1 stop15h 29mJetBlue
Fri 5/303:33 amSJU - HNL
1 stop16h 07mJetBlue
Deal found 4/24$878
This American Airlines deal was found by Cheapflights users on 4/23. 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 9/812:45 pmHNL - STI
2 stops17h 35mAmerican Airlines
Fri 9/191:35 pmSTI - HNL
2 stops27h 39mAmerican Airlines
Deal found 4/23$879
This United Airlines deal was found by Cheapflights users on 4/24. 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 10/174:35 pmPUJ - HNL
2 stops24h 43mUnited Airlines
Deal found 4/24$881
This American Airlines deal was found by Cheapflights users on 4/23. 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 stops27h 20mAmerican Airlines
Deal found 4/23$932
This Delta deal was found by Cheapflights users on 4/24. 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 9/83:45 pmHNL - STI
2 stops22h 09mDelta
Fri 9/196:20 amSTI - HNL
2 stops19h 30mDelta
Deal found 4/24$946
This American Airlines deal was found by Cheapflights users on 4/23. 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 11/124:35 pmSJU - HNL
1 stop27h 15mAmerican Airlines
Deal found 4/23$956
This American Airlines deal was found by Cheapflights users on 4/23. 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 9/19:17 pmHNL - SDQ
2 stops16h 43mAmerican Airlines
Sun 9/145:00 pmSDQ - HNL
2 stops25h 13mAmerican Airlines
Deal found 4/23$964
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Thu 5/2211:35 amHNL - PLS
2 stops20h 50mUnited Airlines
Thu 5/293:30 pmPLS - HNL
2 stops28h 00mUnited Airlines
Deal found 4/23$1,017
This Alaska Airlines deal was found by Cheapflights users on 4/23. 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.
Tue 5/610:00 amHNL - SJU
2 stops22h 17mAlaska Airlines
Wed 5/282:50 pmSJU - HNL
3 stops31h 20mAlaska Airlines
Deal found 4/23$1,087

Cheapflights Fare Finder

Customize your flight search to find flights from Hawaii to Caribbean Islands 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 24, 2025.
Use the filters below to find and compare flights from Hawaii to Caribbean Islands that are best for you.

Fly from

Hawaii

Fly to

Caribbean Islands

Route

Depart

Return

Price

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Mon 5/26

10:45 pm-11:31 am

3 stops30h 46m

San Juan Luis Munoz Marin Intl

Mon 6/9

12:36 pm-9:37 pm

2 stops39h 01m

$764

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Mon 5/26

5:15 pm-2:44 pm

1 stop15h 29m

San Juan Luis Munoz Marin Intl

Wed 6/4

7:45 am-7:44 pm

2 stops17h 59m

$777

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 5/25

3:15 pm-12:44 pm

1 stop15h 29m

San Juan Luis Munoz Marin Intl

Fri 5/30

3:33 am-1:40 pm

1 stop16h 07m

$878

HonoluluSantiago de los Caballeros

HNL - STI

HNLSTI

Honolulu

Mon 9/8

12:45 pm-12:20 pm

2 stops17h 35m

Santiago de los Caballeros

Fri 9/19

1:35 pm-11:14 am

2 stops27h 39m

$879

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Fri 10/10

9:35 pm-3:05 pm

2 stops35h 30m

Punta Cana

Fri 10/17

4:35 pm-11:18 am

2 stops24h 43m

$881

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 5/25

1:20 pm-12:45 pm

2 stops17h 25m

San Juan Luis Munoz Marin Intl

Sat 5/31

7:30 am-8:44 pm

2 stops19h 14m

$920

HonoluluProvidenciales

HNL - PLS

HNLPLS

Honolulu

Tue 10/21

12:43 pm-2:30 pm

2 stops19h 47m

Providenciales

Tue 10/28

3:30 pm-12:50 pm

2 stops27h 20m

$932

HonoluluSantiago de los Caballeros

HNL - STI

HNLSTI

Honolulu

Mon 9/8

3:45 pm-7:54 pm

2 stops22h 09m

Santiago de los Caballeros

Fri 9/19

6:20 am-7:50 pm

2 stops19h 30m

$946

HonoluluSanto Domingo

HNL - SDQ

HNLSDQ

Honolulu

Mon 9/1

9:17 pm-8:00 pm

2 stops16h 43m

Santo Domingo Las Americas

Sun 9/14

5:00 pm-12:13 pm

2 stops25h 13m

$964

HonoluluProvidenciales

HNL - PLS

HNLPLS

Honolulu

Thu 5/22

11:35 am-2:25 pm

2 stops20h 50m

Providenciales

Thu 5/29

3:30 pm-1:30 pm

2 stops28h 00m

$1,017

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 21 results
1
2
3

Best time to book a flight from Hawaii to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

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

Currently, September is the cheapest month in which you can book a flight from Hawaii to Caribbean Islands (average of $254). Flying from Hawaii to Caribbean Islands 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 EPX?

Find hourly flight availability from Hawaii to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

When flying from Hawaii to Caribbean Islands, 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 Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated April 24, 2025.
Read reviews from past customers who have flown Alaska Airlines, Delta and Hawaiian Airlines from Hawaii to Caribbean Islands. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

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
9,918 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

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
7,920 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

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
2,393 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

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
8,685 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

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
2,924 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.1

Overall

8.0

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 Islands. 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 Islands one-way?

    $408 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $428 and $470, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Hawaii to Caribbean Islands 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 Islands?

    Currently, September is the cheapest month in which you can book a flight from Hawaii to Caribbean Islands (average of $254). Flying from Hawaii to Caribbean Islands 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

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Alternative routes for Hawaii to Caribbean Islands

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 Islands

Discover the top 4 airlines that operate flights from Hawaii to Caribbean Islands. 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 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$567Average$940FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$685Average$1,010FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$711Average$1,108FlexibilityNo cancel feeOn-time71%
Hawaiian AirlinesCheapest$802Average$1,327FlexibilityNo cancel feeOn-time85%

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