Caribbean

$384+ 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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
Feb 25 — Mar 41
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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 February 20, 2025.

Round-trip from

$659
(Expedia)

One-way from

$384
(JetBlue Airways)

Popular in

July

Cheapest in

October

Average price

$904
From Hawaii to Caribbean
One-way flight from Hawaii to Caribbean
Highest demand for flights based on searches. 6% potential increase in price ($74 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($24 potential savings vs. average RT price).
Average for round-trip flights in February 2025

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 February 20, 2025.

This Expedia deal was found by Cheapflights users on 2/20. 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.
Thu 4/109:55 pmHNL - PUJ
2 stops32h 50mAir Canada
Mon 4/146:25 amPUJ - HNL
2 stops19h 58mAir Canada
Deal found 2/20$659
This American Airlines deal was found by Cheapflights users on 2/19. 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 4/157:00 pmHNL - SJU
1 stop13h 27mAmerican Airlines
Thu 4/246:05 amSJU - HNL
2 stops19h 36mAmerican Airlines
Deal found 2/19$755
This Delta deal was found by Cheapflights users on 2/20. 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.
Fri 11/74:40 pmHNL - SJU
1 stop18h 30mDelta
Fri 11/147:00 amSJU - HNL
2 stops19h 12mDelta
Deal found 2/20$810
This Mytrip deal was found by Cheapflights users on 2/20. 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 4/79:55 pmHNL - NAS
3 stops34h 59mMultiple Airlines
Mon 4/143:50 pmNAS - HNL
2 stops35h 46mMultiple Airlines
Deal found 2/20$811
This United Airlines deal was found by Cheapflights users on 2/20. 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 11/78:50 pmHNL - SJU
2 stops21h 46mUnited Airlines
Thu 11/132:05 amSJU - HNL
2 stops26h 23mUnited Airlines
Deal found 2/20$819
This United Airlines deal was found by Cheapflights users on 2/20. 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 4/107:50 pmHNL - PUJ
1 stop13h 35mUnited Airlines
Mon 4/1412:02 pmPUJ - HNL
2 stops33h 18mUnited Airlines
Deal found 2/20$881
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/72:05 pmHNL - SDQ
2 stops15h 57mAmerican Airlines
Sun 3/165:00 amSDQ - HNL
2 stops22h 44mAmerican Airlines
Deal found 2/20$969
This United Airlines deal was found by Cheapflights users on 2/20. 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 4/77:50 pmHNL - NAS
1 stop12h 00mUnited Airlines
Mon 4/144:01 pmNAS - HNL
2 stops25h 22mUnited Airlines
Deal found 2/20$979
This American Airlines deal was found by Cheapflights users on 2/20. 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 4/277:00 pmHNL - PUJ
1 stop14h 40mAmerican Airlines
Fri 5/212:18 pmPUJ - HNL
1 stop30h 22mAmerican Airlines
Deal found 2/20$1,057
This American Airlines deal was found by Cheapflights users on 2/20. 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 4/77:00 pmHNL - NAS
1 stop13h 50mAmerican Airlines
Mon 4/143:55 pmNAS - HNL
1 stop28h 42mAmerican Airlines
Deal found 2/20$1,064
This United Airlines deal was found by Cheapflights users on 2/20. 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 3/169:50 pmHNL - POS
2 stops43h 33mUnited Airlines
Sat 3/2212:30 amPOS - HNL
2 stops45h 12mUnited Airlines
Deal found 2/20$1,114
This Delta deal was found by Cheapflights users on 2/20. 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.
Fri 3/76:16 pmHNL - SDQ
1 stop18h 15mDelta
Sun 3/167:16 amSDQ - HNL
2 stops19h 37mDelta
Deal found 2/20$1,124

Find flights from Hawaii to Caribbean within your budget

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 February 20, 2025.

Fly from

Hawaii

Fly to

Caribbean

Route

Depart

Return

Price

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Thu 4/10

9:55 pm-12:45 pm

2 stops32h 50m

Punta Cana

Mon 4/14

6:25 am-8:23 pm

2 stops19h 58m

$659

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Tue 4/15

7:00 pm-2:27 pm

1 stop13h 27m

San Juan Luis Munoz Marin Intl

Thu 4/24

6:05 am-7:41 pm

2 stops19h 36m

$755

HonoluluNassau

HNL - NAS

HNLNAS

Honolulu

Mon 4/7

9:55 pm-2:54 pm

3 stops34h 59m

Nassau Intl

Mon 4/14

3:50 pm-9:36 pm

2 stops35h 46m

$811

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Fri 3/7

2:25 pm-6:25 pm

2 stops22h 00m

San Juan Luis Munoz Marin Intl

Tue 3/11

1:25 pm-12:25 pm

2 stops29h 00m

$849

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Thu 4/10

7:50 pm-3:25 pm

1 stop13h 35m

Punta Cana

Mon 4/14

12:02 pm-3:20 pm

2 stops33h 18m

$881

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Thu 3/6

6:16 pm-4:56 pm

1 stop16h 40m

San Juan Luis Munoz Marin Intl

Sun 3/9

7:15 am-8:53 pm

2 stops19h 38m

$905

HonoluluSanto Domingo

HNL - SDQ

HNLSDQ

Honolulu

Fri 3/7

2:05 pm-12:02 pm

2 stops15h 57m

Santo Domingo Las Americas

Sun 3/16

5:00 am-9:44 pm

2 stops22h 44m

$969

HonoluluNassau

HNL - NAS

HNLNAS

Honolulu

Mon 4/7

7:50 pm-1:50 pm

1 stop12h 00m

Nassau Intl

Mon 4/14

4:01 pm-11:23 am

2 stops25h 22m

$979

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Sun 4/27

7:00 pm-3:40 pm

1 stop14h 40m

Punta Cana

Fri 5/2

12:18 pm-12:40 pm

1 stop30h 22m

$1,057

HonoluluNassau

HNL - NAS

HNLNAS

Honolulu

Mon 4/7

7:00 pm-2:50 pm

1 stop13h 50m

Nassau Intl

Mon 4/14

3:55 pm-2:37 pm

1 stop28h 42m

$1,064

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 29 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.

Travel insights for flights from Hawaii to Caribbean

Get recent, data-driven insights about flights from Hawaii to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 20, 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 February 20, 2025.

Food

7.1

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

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

Food

7.1

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

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

8.0
Very good

Food

7.1

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

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

Food

7.1

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

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

Food

7.1

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

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

Food

7.1

Crew

8.5

Entertainment

7.1

Boarding

8.2

Comfort

7.9

Overall

8.0

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. 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 JetBlue, with whom users have recently found tickets for as low as $384. However, be on the lookout for offers from Delta and Air Canada, 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 March is currently the most expensive (average of $363). 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.

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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$567Average$1,010FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$661Average$1,327FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$685Average$1,014FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$711Average$1,026FlexibilityNo cancel feeOn-time71%
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