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$279+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

Round-trip from

$628
(Air Canada)

One-way from

$279
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$805
From Hawaii to Caribbean
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One-way flight from Hawaii to Caribbean
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Highest demand for flights based on searches. 8% potential increase in price ($88 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 October 2025
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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 October 30, 2025.

This Delta deal was found by Cheapflights users on 10/27. 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.
Thu 11/135:10 pmOGG - AUA
1 stop16h 10mDelta
Mon 11/173:10 pmAUA - OGG
2 stops34h 57mDelta
Deal found 10/27$799
This Delta deal was found by Cheapflights users on 10/30. 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.
Sun 12/142:45 pmHNL - PUJ
2 stops17h 40mDelta
Sun 12/212:45 pmPUJ - HNL
2 stops27h 27mDelta
Deal found 10/30$804
This United Airlines deal was found by Cheapflights users on 10/30. 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 11/238:00 amHNL - SJU
2 stops24h 40mUnited Airlines
Tue 12/92:05 amSJU - HNL
2 stops24h 58mUnited Airlines
Deal found 10/30$809
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Mon 11/109:35 pmHNL - SJU
2 stops47h 58mMultiple Airlines
Sun 11/237:11 amSJU - HNL
1 stop37h 34mMultiple Airlines
Deal found 10/30$855
This United Airlines deal was found by Cheapflights users on 10/30. 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 11/2212:40 pmHNL - SJU
2 stops18h 37mUnited Airlines
Fri 11/282:05 amSJU - HNL
1 stop18h 08mUnited Airlines
Deal found 10/30$885
This United Airlines deal was found by Cheapflights users on 10/28. 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 10/315:05 pmHNL - PUJ
1 stop15h 14mUnited Airlines
Sun 11/23:28 pmPUJ - HNL
2 stops27h 25mUnited Airlines
Deal found 10/28$892
This American Airlines deal was found by Cheapflights users on 10/28. 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 10/3112:59 pmHNL - PUJ
2 stops19h 35mAmerican Airlines
Sun 11/25:30 pmPUJ - HNL
2 stops25h 36mAmerican Airlines
Deal found 10/28$897
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/3010:31 pmHNL - SJU
2 stops16h 40mAmerican Airlines
Fri 1/308:20 amSJU - HNL
2 stops20h 23mAmerican Airlines
Deal found 10/30$905
This Mytrip deal was found by Cheapflights users on 10/29. 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.
Thu 12/411:45 pmHNL - PUJ
2 stops24h 40mMultiple Airlines
Tue 12/94:30 pmPUJ - HNL
3 stops26h 13mMultiple Airlines
Deal found 10/29$909
This Delta deal was found by Cheapflights users on 10/28. 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 12/152:45 pmHNL - PUJ
2 stops17h 40mDelta
Thu 1/86:06 pmPUJ - HNL
2 stops33h 22mDelta
Deal found 10/28$910
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/1311:30 pmHNL - SJU
2 stops16h 52mUnited Airlines
Sun 11/162:05 amSJU - HNL
2 stops20h 28mUnited Airlines
Deal found 10/29$915
This United Airlines deal was found by Cheapflights users on 10/28. 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 12/283:56 pmHNL - PUJ
1 stop15h 53mUnited Airlines
Sat 1/105:20 pmPUJ - HNL
1 stop26h 52mUnited Airlines
Deal found 10/28$929

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 October 30, 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

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Thu 3/5

2:00 pm-9:25 pm

2 stops25h 25m

Punta Cana

Mon 3/9

9:25 pm-8:40 pm

2 stops29h 15m

$641

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Sat 1/10

2:00 pm-12:05 pm

2 stops40h 05m

Punta Cana

Sun 1/18

10:25 pm-9:40 pm

2 stops29h 15m

$721

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Tue 3/3

8:00 am-12:49 pm

2 stops22h 49m

San Juan Luis Munoz Marin Intl

Wed 3/4

2:05 am-9:21 pm

2 stops25h 16m

$761

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 2/1

12:45 pm-6:25 pm

2 stops23h 40m

San Juan Luis Munoz Marin Intl

Thu 2/19

4:52 pm-1:06 pm

2 stops26h 14m

$769

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 2/1

4:45 pm-2:10 pm

1 stop15h 25m

San Juan Luis Munoz Marin Intl

Thu 2/19

6:15 am-10:09 pm

2 stops21h 54m

$785

KahuluiOranjestad

OGG - AUA

OGGAUA

Kahului

Thu 11/13

5:10 pm-3:20 pm

1 stop16h 10m

Oranjestad Reina Beatrix

Mon 11/17

3:10 pm-8:07 pm

2 stops34h 57m

$799

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Sun 12/14

2:45 pm-3:39 pm

2 stops18h 54m

Punta Cana

Fri 1/9

6:06 pm-5:58 pm

2 stops29h 52m

$804

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Sun 12/28

1:59 pm-12:28 pm

2 stops16h 29m

Punta Cana

Sat 1/10

1:56 pm-11:52 am

2 stops27h 56m

$804

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Sun 12/14

2:45 pm-2:25 pm

2 stops17h 40m

Punta Cana

Sun 12/21

2:45 pm-12:12 pm

2 stops27h 27m

$804

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Sun 12/14

5:00 pm-3:39 pm

1 stop16h 39m

Punta Cana

Wed 1/7

3:45 pm-4:23 pm

2 stops30h 38m

$804

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 47 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.

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, May is the cheapest month in which you can book a flight from Hawaii to Caribbean (average of $448). Flying from Hawaii to Caribbean 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 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 October 30, 2025.

It’s typically best to fly out from Hawaii to Caribbean in the evening. Doing so could potentially save you 24% on the flight price compared to flying in the morning, which is usually more expensive.

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

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

Travelers seeking maximum savings on their Hawaii to Caribbean 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. 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?

    Air Canada, United Airlines, and Delta can get you from Hawaii to Caribbean in just under 15h 25m. Your travel time can differ by up to 10h. The distance between Hawaii and Caribbean is about 5876 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Hawaii to Caribbean one-way?

    The cheapest airline one-way is Copa Airlines, with whom users have recently found tickets for as low as $355. However, be on the lookout for offers from Air Canada and WestJet, 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, May is the cheapest month in which you can book a flight from Hawaii to Caribbean (average of $448). Flying from Hawaii to Caribbean 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

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See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Hawaii to Caribbean

Discover the top 3 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$528Average$940FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$707Average$963FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$754Average$1,095FlexibilityNo cancel feeOn-time71%

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