HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$322+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
Nov 9 — Nov 161
Sun 11/9
Sun 11/16
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Hawaii to Caribbean Islands 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 Islands

Keep the following information in mind while searching for Hawaii to Caribbean Islands flight deals. Data was last updated October 10, 2025.

Round-trip from

$722
(Air Canada)

One-way from

$322
(eDestinos)

Popular in

December

Cheapest in

November

Average price

$805
From Hawaii to Caribbean Islands
Search Deals
One-way flight from Hawaii to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 10, 2025.

This Mytrip deal was found by Cheapflights users on 10/6. 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.
Fri 11/2111:30 pmHNL - PUJ
3 stops34h 05mMultiple Airlines
Fri 11/289:30 amPUJ - HNL
3 stops43h 17mMultiple Airlines
Deal found 10/6$774
This Mytrip deal was found by Cheapflights users on 10/6. 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.
Fri 11/2111:30 pmHNL - PUJ
2 stops34h 05mWestJet
Fri 11/287:20 amPUJ - HNL
2 stops21h 10mWestJet
Deal found 10/6$782
This United Airlines deal was found by Cheapflights users on 10/8. 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 11/610:50 pmHNL - SJU
2 stops37h 35mUnited Airlines
Wed 11/122:25 pmSJU - HNL
2 stops28h 28mUnited Airlines
Deal found 10/8$786
This Mytrip deal was found by Cheapflights users on 10/9. 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 11/242:00 pmHNL - MBJ
2 stops23h 24mMultiple Airlines
Sat 11/292:50 pmMBJ - HNL
2 stops34h 45mMultiple Airlines
Deal found 10/9$803
This American Airlines deal was found by Cheapflights users on 10/8. 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 11/117:00 pmHNL - SJU
2 stops16h 52mAmerican Airlines
Wed 11/267:15 amSJU - HNL
2 stops20h 47mAmerican Airlines
Deal found 10/8$805
This United Airlines deal was found by Cheapflights users on 10/9. 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 10/299:50 pmHNL - SJU
2 stops37h 35mUnited Airlines
Tue 11/42:05 amSJU - HNL
2 stops24h 58mUnited Airlines
Deal found 10/9$811
This United Airlines deal was found by Cheapflights users on 10/8. 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 11/510:50 pmHNL - SJU
2 stops16h 36mUnited Airlines
Tue 11/258:10 amSJU - HNL
2 stops18h 53mUnited Airlines
Deal found 10/8$815
This United Airlines deal was found by Cheapflights users on 10/8. 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 11/56:05 pmHNL - SJU
1 stop15h 35mUnited Airlines
Tue 11/112:05 amSJU - HNL
2 stops24h 58mUnited Airlines
Deal found 10/8$822
This United Airlines deal was found by Cheapflights users on 10/8. 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 12/810:50 pmHNL - SJU
2 stops16h 36mUnited Airlines
Tue 12/168:10 amSJU - HNL
2 stops18h 53mUnited Airlines
Deal found 10/8$831
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/248:36 pmHNL - SJU
2 stops23h 26mMultiple Airlines
Tue 10/289:00 amSJU - HNL
1 stop34h 32mMultiple Airlines
Deal found 10/8$837
This United Airlines deal was found by Cheapflights users on 10/8. 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 11/88:45 pmHNL - SJU
1 stop15h 40mUnited Airlines
Tue 11/258:10 amSJU - HNL
2 stops18h 53mUnited Airlines
Deal found 10/8$840
This Delta deal was found by Cheapflights users on 10/9. 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 10/2910:15 pmHNL - SJU
2 stops19h 41mDelta
Wed 11/57:00 amSJU - HNL
2 stops20h 26mDelta
Deal found 10/9$855

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 October 10, 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

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Tue 3/3

2:00 pm-1:35 pm

2 stops17h 35m

Punta Cana

Thu 3/5

10:25 pm-9:40 pm

2 stops29h 15m

$722

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Thu 3/5

2:00 pm-9:25 pm

2 stops25h 25m

Punta Cana

Mon 3/9

2:15 pm-11:43 am

2 stops27h 28m

$763

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Fri 11/21

11:30 pm-3:35 pm

3 stops34h 05m

Punta Cana

Fri 11/28

9:30 am-10:47 pm

3 stops43h 17m

$774

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Fri 11/21

11:30 pm-3:35 pm

2 stops34h 05m

Punta Cana

Fri 11/28

7:20 am-10:30 pm

2 stops21h 10m

$782

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Thu 11/6

10:50 pm-6:25 pm

2 stops37h 35m

San Juan Luis Munoz Marin Intl

Wed 11/12

2:25 pm-12:53 pm

2 stops28h 28m

$786

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 2/1

9:57 am-6:25 pm

3 stops26h 28m

San Juan Luis Munoz Marin Intl

Wed 2/18

2:05 am-9:21 pm

2 stops25h 16m

$794

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Tue 3/3

12:35 pm-9:26 pm

2 stops26h 51m

San Juan Luis Munoz Marin Intl

Thu 3/5

5:50 pm-12:31 pm

2 stops24h 41m

$794

HonoluluMontego Bay

HNL - MBJ

HNLMBJ

Honolulu

Mon 11/24

2:00 pm-6:24 pm

2 stops23h 24m

Montego Bay Sangster Intl

Sat 11/29

2:50 pm-8:35 pm

2 stops34h 45m

$803

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Wed 11/5

2:25 pm-12:36 pm

2 stops16h 11m

San Juan Luis Munoz Marin Intl

Wed 11/12

7:15 am-9:49 pm

2 stops20h 34m

$815

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Wed 11/5

10:50 pm-9:26 pm

2 stops16h 36m

San Juan Luis Munoz Marin Intl

Tue 11/25

8:10 am-9:03 pm

2 stops18h 53m

$815

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/8

Showing 1-10 of 43 results
1
2
3
...
5

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, May is the cheapest month in which you can book a flight from Hawaii to Caribbean Islands (average of $448). Flying from Hawaii to Caribbean Islands in July is currently the most expensive (average of $1,066). 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 October 10, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 24% on flights from Hawaii to Caribbean Islands by exploring options for tickets in the evening.

What is the cheapest day to fly from Hawaii to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Hawaii to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Hawaii to Caribbean Islands flight should consider departing on Friday at noon when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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.

  • How long is the flight from Hawaii to Caribbean Islands?

    Airlines like Air Canada, WestJet, and United Airlines fly from Hawaii to Caribbean Islands in about 17h 35m. The time it takes to get you to your destination can typically vary by up to 20h. The distance between Hawaii and Caribbean Islands is about 5728 mi. This flight may include one or multiple stops.

  • 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, May is the cheapest month in which you can book a flight from Hawaii to Caribbean Islands (average of $448). Flying from Hawaii to Caribbean Islands in July is currently the most expensive (average of $1,066). 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 Islands

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to John F Kennedy Intl flights
John F Kennedy Intl to Miami flights
Newark to Cancún flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Cancún flights
Dallas/Fort Worth to John F Kennedy Intl flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Los Angeles flights
Dallas/Fort Worth to Las Vegas flights
Newark to Miami flights
LaGuardia to Fort Lauderdale flights
Dulles Intl to Dallas/Fort Worth flights
San Francisco to John F Kennedy Intl flights
Los Angeles to Newark flights
Dallas/Fort Worth to LaGuardia flights
LaGuardia to Miami flights
Newark to Orlando flights
John F Kennedy Intl to Las Vegas flights
O'Hare Intl to Cancún flights
LaGuardia to Dallas/Fort Worth flights
John F Kennedy Intl to Mexico City flights
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Dallas/Fort Worth flights
Newark to Los Angeles flights
John F Kennedy Intl to San Francisco flights
Los Angeles to San Francisco flights
Seattle to Los Angeles flights
San Francisco to Newark flights
O'Hare Intl to John F Kennedy Intl flights
Baltimore to Dallas/Fort Worth flights
Los Angeles to Seattle flights
Dallas/Fort Worth to Orlando flights
Dallas/Fort Worth to Newark flights
John F Kennedy Intl to O'Hare Intl flights
Los Angeles to Dallas/Fort Worth flights
Seattle to Dallas/Fort Worth flights
San Francisco to Las Vegas flights
Atlanta to LaGuardia flights
Newark to Mexico City flights
Seattle to Las Vegas flights
LaGuardia to O'Hare Intl flights
Newark to San Francisco flights
Newark to Las Vegas flights
Newark to O'Hare Intl flights
Dallas/Fort Worth to Los Angeles flights
LaGuardia to Orlando flights
Los Angeles to LaGuardia flights
Los Angeles to Honolulu flights
John F Kennedy Intl to Tampa flights
Dallas/Fort Worth to Denver flights

Top 3 airlines flying from Hawaii to Caribbean Islands

Discover the top 3 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 October 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$528Average$924FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$707Average$969FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$744Average$1,098FlexibilityNo cancel feeOn-time71%

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.