Caribbean

$389+ 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 3/16. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
Dec 23 — Dec 301
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Cheap flight deals from Hawaii to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Hawaii (USHI) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2024.

Round-trip from

$722
(American Airlines)

One-way from

$389
(Alaska Airlines)
From Hawaii to Caribbean
One-way flight from Hawaii to Caribbean

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 December 18, 2024.

This United deal was found by Cheapflights users on 12/17. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/273:50 pmHNL - SJU
1 stop16h 50mUnited Airlines
Wed 1/82:05 amSJU - HNL
1 stop19h 25mUnited Airlines
Deal found 12/17$944
This Delta deal was found by Cheapflights users on 12/17. 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.
Fri 12/274:58 pmHNL - SJU
1 stop14h 01mDelta
Thu 1/97:00 amSJU - HNL
2 stops20h 56mDelta
Deal found 12/17$954
This American Airlines deal was found by Cheapflights users on 12/18. 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 12/237:05 amHNL - SJU
2 stops16h 05mAmerican Airlines
Wed 1/11:30 amSJU - HNL
2 stops17h 15mAmerican Airlines
Deal found 12/18$1,319
This JetBlue Airways deal was found by Cheapflights users on 12/18. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/183:15 pmHNL - SJU
1 stop30h 33mMultiple Airlines
Fri 1/34:19 amSJU - HNL
1 stop17h 56mMultiple Airlines
Deal found 12/18$1,560
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Sat 12/212:16 pmHNL - AUA
2 stops16h 19mAmerican Airlines
Mon 12/235:50 pmAUA - HNL
2 stops25h 59mAmerican Airlines
Deal found 12/17$1,746
This American Airlines deal was found by Cheapflights users on 12/18. 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 12/222:16 pmHNL - KIN
2 stops15h 19mAmerican Airlines
Tue 12/243:18 pmKIN - HNL
2 stops27h 31mAmerican Airlines
Deal found 12/18$1,791
This JetBlue deal was found by Cheapflights users on 12/17. 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.
Sat 12/214:45 pmHNL - SJU
1 stop18h 04mJetBlue
Mon 1/65:49 amSJU - HNL
1 stop16h 26mJetBlue
Deal found 12/17$1,846
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Sat 12/215:00 pmHNL - AUA
1 stop14h 50mUnited Airlines
Mon 12/233:25 pmAUA - HNL
2 stops27h 12mUnited Airlines
Deal found 12/17$2,232
This Alaska Airlines deal was found by Cheapflights users on 12/18. 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 12/1811:58 pmHNL - SJU
2 stops33h 12mAlaska Airlines
Sat 1/46:25 amSJU - HNL
2 stops21h 07mAlaska Airlines
Deal found 12/18$2,259
This Mytrip deal was found by Cheapflights users on 12/18. 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.
Sun 12/225:15 pmHNL - KIN
1 stop16h 15mMultiple Airlines
Tue 12/242:20 pmKIN - HNL
2 stops29h 15mMultiple Airlines
Deal found 12/18$2,337

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 December 18, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Fri 1/31

10:40 pm-11:58 pm

2 stops19h 18m

San Juan Luis Munoz Marin Intl

Fri 2/7

6:00 am-10:44 pm

2 stops22h 44m

$722

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Tue 2/18

8:20 pm-4:36 pm

1 stop14h 16m

San Juan Luis Munoz Marin Intl

Tue 3/4

5:50 pm-12:38 pm

2 stops24h 48m

$759

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Wed 2/26

4:50 pm-2:11 pm

1 stop15h 21m

San Juan Luis Munoz Marin Intl

Wed 3/12

6:15 am-8:56 pm

2 stops20h 41m

$764

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Fri 1/24

7:55 am-3:45 pm

3 stops25h 50m

Punta Cana

Wed 1/29

4:50 pm-9:05 pm

3 stops34h 15m

$825

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Fri 1/24

8:20 pm-4:15 pm

1 stop13h 55m

Punta Cana

Wed 1/29

7:15 pm-3:30 pm

1 stop26h 15m

$848

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Fri 1/24

5:15 pm-10:00 pm

1 stop22h 45m

Punta Cana

Wed 1/29

3:25 pm-9:34 pm

2 stops36h 09m

$850

HonoluluSanto Domingo

HNL - SDQ

HNLSDQ

Honolulu

Wed 1/15

7:49 pm-9:16 pm

2 stops19h 27m

Santo Domingo Las Americas

Tue 1/21

6:00 am-10:44 pm

2 stops22h 44m

$868

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Mon 2/17

10:00 am-4:36 pm

2 stops24h 36m

San Juan Luis Munoz Marin Intl

Thu 2/27

2:05 am-9:00 pm

2 stops24h 55m

$916

HonoluluMontego Bay

HNL - MBJ

HNLMBJ

Honolulu

Wed 4/23

7:00 pm-11:49 am

1 stop11h 49m

Montego Bay Sangster Intl

Tue 4/29

6:05 pm-1:55 pm

2 stops24h 50m

$959

HonoluluSanto Domingo

HNL - SDQ

HNLSDQ

Honolulu

Wed 1/15

5:05 pm-1:57 pm

1 stop14h 52m

Santo Domingo Las Americas

Tue 1/21

7:05 am-9:56 pm

2 stops20h 51m

$1,028

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 22 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 $334). 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 18, 2024.

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 December 18, 2024.
8.0
Very good
9,552 reviews

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Boarding

8.2

Overall

8.0

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

8.0
Very good
9,552 reviews
8.0
Very good
9,552 reviews

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Boarding

8.2

Overall

8.0

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

8.0
Very good
8,604 reviews
8.0
Very good
9,552 reviews

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Boarding

8.2

Overall

8.0

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

7.7
Good
1,723 reviews
8.0
Very good
9,552 reviews

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Boarding

8.2

Overall

8.0

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

7.4
Good
3,279 reviews
8.0
Very good
9,552 reviews

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Boarding

8.2

Overall

8.0

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

7.4
Good
9,059 reviews
8.0
Very good
9,552 reviews

Crew

8.5

Food

7.2

Comfort

7.9

Entertainment

7.1

Boarding

8.2

Overall

8.0

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

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 Alaska Airlines, with whom users have recently found tickets for as low as $389. However, be on the lookout for offers from United Airlines and American Airlines, 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 $334). 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 6 airlines flying from Hawaii to Caribbean

Discover the top 6 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 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$474Average$1,047FlexibilityNo cancel feeOn-time62%
DeltaCheapest$567Average$974FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$661Average$1,327FlexibilityNo cancel feeOn-time85%
United AirlinesCheapest$677Average$1,034FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$714Average$1,112FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$924Average$956FlexibilityNo cancel feeOn-time70%
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