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Caribbean Islands

$352+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
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 3, 2025.

Round-trip from

$821
(United)

One-way from

$352
(Delta)

Popular in

July

Cheapest in

October

Average price

$875
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. 7% potential increase in price ($82 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($28 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 3, 2025.

This American Airlines deal was found by Cheapflights users on 4/2. 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
2 stops15h 25mAmerican Airlines
Wed 11/128:14 amSJU - HNL
2 stops17h 23mAmerican Airlines
Deal found 4/2$755
This United deal was found by Cheapflights users on 4/2. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/58:50 pmHNL - SJU
1 stop15h 29mUnited Airlines
Tue 11/112:05 amSJU - HNL
2 stops26h 23mUnited Airlines
Deal found 4/2$804
This Gotogate deal was found by Cheapflights users on 4/3. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1310:45 pmHNL - MBJ
2 stops55h 57mWestJet
Fri 6/2012:45 pmMBJ - HNL
2 stops36h 11mWestJet
Deal found 4/3$806
This United deal was found by Cheapflights users on 4/2. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/235:15 pmHNL - PUJ
2 stops37h 25mUnited Airlines
Wed 4/301:50 pmPUJ - HNL
2 stops27h 33mUnited Airlines
Deal found 4/2$821
This Delta deal was found by Cheapflights users on 4/2. 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 9/89:38 pmHNL - STI
2 stops21h 35mDelta
Sat 9/209:20 pmSTI - HNL
2 stops24h 51mDelta
Deal found 4/2$879
This American Airlines deal was found by Cheapflights users on 4/2. 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 4/237:00 pmHNL - PUJ
1 stop14h 40mAmerican Airlines
Wed 4/3012:18 pmPUJ - HNL
1 stop32h 19mAmerican Airlines
Deal found 4/2$906
This United Airlines deal was found by Cheapflights users on 4/2. 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.
Sat 5/179:45 pmHNL - MBJ
2 stops34h 45mUnited Airlines
Sat 5/244:33 pmMBJ - HNL
2 stops25h 57mUnited Airlines
Deal found 4/2$917
This American Airlines deal was found by Cheapflights users on 4/2. 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 4/2$959
This American Airlines deal was found by Cheapflights users on 4/1. 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 4/1$964
This Alaska Airlines deal was found by Cheapflights users on 4/2. 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 15mAlaska Airlines
Deal found 4/2$965
This American Airlines deal was found by Cheapflights users on 4/3. 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 8/147:00 pmHNL - MBJ
1 stop13h 55mAmerican Airlines
Tue 8/196:05 pmMBJ - HNL
2 stops24h 35mAmerican Airlines
Deal found 4/3$980
This United Airlines deal was found by Cheapflights users on 4/2. 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 5/149:45 pmHNL - ELH
2 stops29h 45mUnited Airlines
Wed 5/212:40 pmELH - HNL
2 stops58h 54mUnited Airlines
Deal found 4/2$1,065

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 3, 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

HonoluluMontego Bay

HNL - MBJ

HNLMBJ

Honolulu

Fri 6/13

10:45 pm-11:42 am

2 stops55h 57m

Montego Bay Sangster Intl

Fri 6/20

12:45 pm-7:56 pm

2 stops36h 11m

$806

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Wed 4/23

5:15 pm-12:40 pm

2 stops37h 25m

Punta Cana

Wed 4/30

1:50 pm-11:23 am

2 stops27h 33m

$821

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Mon 4/14

9:39 pm-8:28 pm

2 stops16h 49m

San Juan Luis Munoz Marin Intl

Thu 5/1

6:05 am-7:41 pm

2 stops19h 36m

$835

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Tue 4/15

3:50 pm-12:34 pm

1 stop14h 44m

San Juan Luis Munoz Marin Intl

Wed 4/23

1:05 am-9:58 pm

2 stops26h 53m

$839

HonoluluSantiago de los Caballeros

HNL - STI

HNLSTI

Honolulu

Mon 9/8

9:38 pm-1:13 am

2 stops21h 35m

Santiago de los Caballeros

Sat 9/20

9:20 pm-4:11 pm

2 stops24h 51m

$879

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Wed 4/23

7:00 pm-3:40 pm

1 stop14h 40m

Punta Cana

Wed 4/30

12:18 pm-2:37 pm

1 stop32h 19m

$906

HonoluluMontego Bay

HNL - MBJ

HNLMBJ

Honolulu

Sat 5/17

9:45 pm-1:30 pm

2 stops34h 45m

Montego Bay Sangster Intl

Sat 5/24

4:33 pm-1:30 pm

2 stops25h 57m

$917

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

$959

HonoluluSanto Domingo

HNL - SDQ

HNLSDQ

Honolulu

Mon 9/1

10:20 pm-8:00 pm

2 stops15h 40m

Santo Domingo Las Americas

Sun 9/14

3:30 pm-12:13 pm

2 stops26h 43m

$964

HonoluluMontego Bay

HNL - MBJ

HNLMBJ

Honolulu

Thu 8/14

7:00 pm-1:55 pm

1 stop13h 55m

Montego Bay Sangster Intl

Tue 8/19

6:05 pm-1:40 pm

2 stops24h 35m

$980

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 40 results
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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 3, 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 3, 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
9,827 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,827 reviews
Alaska Airlines
8.0
Very good
9,827 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,897 reviews
Alaska Airlines
8.0
Very good
9,827 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Hawaiian Airlines
7.9
Good
2,347 reviews
Alaska Airlines
8.0
Very good
9,827 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,619 reviews
Alaska Airlines
8.0
Very good
9,827 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,827 reviews

Overall

8.0

Boarding

8.2

Crew

8.5

Entertainment

7.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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?

    $352 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on WestJet and United Airlines, with prices starting from $369 and $397, 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 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$567Average$1,010FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$711Average$1,095FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$754Average$1,010FlexibilityNo cancel feeOn-time69%
Hawaiian AirlinesCheapest$1,217Average$1,327FlexibilityNo cancel feeOn-time85%

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