HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$352+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
kwi 6 — kwi 131
ndz. 4/6
ndz. 4/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Hawaii to Caribbean with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 Kwiecień 1, 2025.

Round-trip from

$755
(American Airlines)

One-way from

$352
(Delta)

Popular in

July

Cheapest in

October

Average price

$875
From Hawaii to Caribbean
Search Deals
One-way flight from Hawaii to Caribbean
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($82 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 Kwiecień 1, 2025.

This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
śr. 11/51:16 pmHNL - SJU
2 stops19h 07mDelta
śr. 11/127:00 amSJU - HNL
2 stops19h 20mDelta
Deal found 4/1$755
This United Airlines deal was found by Cheapflights users on 3/31. 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.
śr. 11/58:50 pmHNL - SJU
1 stop13h 46mUnited Airlines
wt. 11/112:05 amSJU - HNL
2 stops26h 23mUnited Airlines
Deal found 3/31$794
This American Airlines deal was found by Cheapflights users on 3/31. 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.
pon. 4/146:15 amHNL - SJU
2 stops16h 45mAmerican Airlines
czw. 5/16:05 amSJU - HNL
2 stops19h 36mAmerican Airlines
Deal found 3/31$805
This Alaska Airlines deal was found by Cheapflights users on 3/31. 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.
pt. 5/2310:32 pmHNL - SJU
2 stops24h 40mAlaska Airlines
czw. 5/296:30 amSJU - HNL
2 stops21h 02mAlaska Airlines
Deal found 3/31$850
This Delta deal was found by Cheapflights users on 3/31. 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.
pon. 9/88:55 pmHNL - STI
2 stops22h 18mDelta
sob. 9/209:20 pmSTI - HNL
2 stops24h 51mDelta
Deal found 3/31$879
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
pt. 10/109:35 pmHNL - PUJ
3 stops33h 05mUnited Airlines
pt. 10/173:15 pmPUJ - HNL
3 stops28h 26mUnited Airlines
Deal found 4/1$881
This American Airlines deal was found by Cheapflights users on 3/31. 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.
pt. 8/810:20 pmHNL - SDQ
2 stops15h 40mAmerican Airlines
czw. 8/148:05 amSDQ - HNL
2 stops19h 16mAmerican Airlines
Deal found 3/31$884
This WestJet deal was found by Cheapflights users on 3/31. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
wt. 7/2210:45 pmHNL - MBJ
2 stops29h 42mWestJet
czw. 7/3112:45 pmMBJ - HNL
2 stops60h 11mWestJet
Deal found 3/31$934
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.
pon. 9/812:45 pmHNL - STI
2 stops17h 35mAmerican Airlines
pt. 9/191:35 pmSTI - HNL
2 stops27h 39mAmerican Airlines
Deal found 4/1$959
This Booking.com deal was found by Cheapflights users on 3/31. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sob. 9/610:05 pmHNL - MBJ
2 stops32h 10mAir Canada
wt. 9/1612:15 pmMBJ - HNL
2 stops37h 41mAir Canada
Deal found 3/31$1,000
This Southwest deal was found by Cheapflights users on 3/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
śr. 4/3011:15 amHNL - MBJ
2 stops18h 45mSouthwest
ndz. 5/43:35 pmMBJ - HNL
2 stops23h 30mSouthwest
Deal found 3/31$1,045
This American Airlines deal was found by Cheapflights users on 3/31. 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.
sob. 9/612:45 pmHNL - MBJ
2 stops19h 10mAmerican Airlines
wt. 9/163:15 pmMBJ - HNL
1 stop25h 58mAmerican Airlines
Deal found 3/31$1,085

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 Kwiecień 1, 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

wt. 8/12

10:51 pm-11:00 pm

2 stops18h 09m

San Juan Luis Munoz Marin Intl

wt. 8/19

6:35 am-5:03 pm

2 stops16h 28m

$755

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

pon. 9/8

5:15 pm-2:44 pm

1 stop15h 29m

San Juan Luis Munoz Marin Intl

wt. 9/16

3:56 pm-11:18 am

2 stops25h 22m

$825

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

pt. 5/23

10:32 pm-5:12 am

2 stops24h 40m

San Juan Luis Munoz Marin Intl

czw. 5/29

6:30 am-9:32 pm

2 stops21h 02m

$850

HonoluluSantiago de los Caballeros

HNL - STI

HNLSTI

Honolulu

pon. 9/8

8:55 pm-1:13 am

2 stops22h 18m

Santiago de los Caballeros

sob. 9/20

9:20 pm-4:11 pm

2 stops24h 51m

$879

HonoluluSanto Domingo

HNL - SDQ

HNLSDQ

Honolulu

pt. 8/8

10:20 pm-8:00 pm

2 stops15h 40m

Santo Domingo Las Americas

czw. 8/14

8:05 am-9:21 pm

2 stops19h 16m

$884

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

pt. 5/23

3:09 pm-4:44 pm

1 stop19h 35m

San Juan Luis Munoz Marin Intl

czw. 5/29

7:00 am-8:44 pm

2 stops19h 44m

$920

HonoluluMontego Bay

HNL - MBJ

HNLMBJ

Honolulu

wt. 7/22

10:45 pm-9:27 am

2 stops29h 42m

Montego Bay Sangster Intl

czw. 7/31

12:45 pm-7:56 pm

2 stops60h 11m

$934

HonoluluSantiago de los Caballeros

HNL - STI

HNLSTI

Honolulu

pon. 9/8

12:45 pm-12:20 pm

2 stops17h 35m

Santiago de los Caballeros

pt. 9/19

1:35 pm-11:14 am

2 stops27h 39m

$959

HonoluluMontego Bay

HNL - MBJ

HNLMBJ

Honolulu

sob. 9/6

10:05 pm-11:15 am

2 stops32h 10m

Montego Bay Sangster Intl

wt. 9/16

12:15 pm-8:56 pm

2 stops37h 41m

$1,000

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

pon. 8/4

9:40 pm-3:05 pm

2 stops35h 25m

Punta Cana

pon. 8/11

1:50 pm-2:04 pm

2 stops30h 14m

$1,040

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 35 results
1
2
3
4

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 Kwiecień 1, 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 Kwiecień 1, 2025.
Alaska Airlines
8.0
Very good
9,823 reviews

Food

7.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

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
Alaska Airlines
8.0
Very good
9,823 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Food

7.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

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
Southwest
8.0
Very good
4,275 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Food

7.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

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
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Food

7.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

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
Hawaiian Airlines
7.9
Good
2,345 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Food

7.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

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
United Airlines
7.4
Good
8,615 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Food

7.1

Entertainment

7.1

Comfort

7.9

Crew

8.5

Boarding

8.2

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 Delta, with whom users have recently found tickets for as low as $352. 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 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Hawaii to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Cancún flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
LaGuardia to Miami flights
LaGuardia to Fort Lauderdale flights
Newark to Miami flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Cancún flights
John F Kennedy Intl to Heathrow flights
Los Angeles to Haneda flights
Newark to Orlando flights
Los Angeles to John F Kennedy Intl flights
LaGuardia to Orlando flights
LaGuardia to Dallas/Fort Worth flights
Newark to Heathrow flights
John F Kennedy Intl to Las Vegas flights
John F Kennedy Intl to Charles de Gaulle flights
Dallas/Fort Worth to Seattle flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Las Vegas flights
John F Kennedy Intl to Orlando flights
Dallas/Fort Worth to LaGuardia flights
Dallas/Fort Worth to Cancún flights
John F Kennedy Intl to Haneda flights
John F Kennedy Intl to Gatwick flights
Los Angeles to Narita flights
Newark to Charles de Gaulle flights
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Leonardo da Vinci/Fiumicino flights
O'Hare Intl to Cancún flights
San Francisco to John F Kennedy Intl flights
LaGuardia to O'Hare Intl flights
Dallas/Fort Worth to O'Hare Intl flights
John F Kennedy Intl to Seattle flights
Newark to Seattle flights
LaGuardia to Atlanta flights
Newark to Haneda flights
Newark to Dallas/Fort Worth flights
John F Kennedy Intl to West Palm Beach flights
Newark to Leonardo da Vinci/Fiumicino flights
Dallas/Fort Worth to Las Vegas flights
Newark to Narita flights
Los Angeles to Honolulu flights
Newark to Los Angeles flights
Los Angeles to Newark flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Tampa flights
George Bush Intcntl to Cancún flights
O'Hare Intl to John F Kennedy Intl flights
LaGuardia to Los Angeles flights

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 Kwiecień 1, 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%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.