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Caribbean Islands

$398+ 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 7/13. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
may. 6 — may. 131
mar. 5/6
mar. 5/13
1 adult, Economy
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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 mayo 1, 2025.

Round-trip from

$765
(Delta)

One-way from

$398
(Southwest)

Popular in

July

Cheapest in

August

Average price

$910
From Hawaii to Caribbean Islands
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One-way flight from Hawaii to Caribbean Islands
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Highest demand for flights based on searches. 6% potential increase in price ($75 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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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 mayo 1, 2025.

This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/58:55 pmHNL - SJU
2 stops20h 55mDelta
mié. 11/127:00 amSJU - HNL
2 stops20h 47mDelta
Deal found 4/29$765
This Southwest deal was found by Cheapflights users on 4/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/2611:15 amHNL - SJU
2 stops17h 05mSouthwest
lun. 6/95:50 pmSJU - HNL
2 stops22h 20mSouthwest
Deal found 4/30$795
This United Airlines deal was found by Cheapflights users on 4/29. 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.
dom. 8/247:50 pmHNL - SJU
1 stop13h 52mUnited Airlines
mié. 9/31:05 amSJU - HNL
2 stops18h 21mUnited Airlines
Deal found 4/29$803
This American Airlines deal was found by Cheapflights users on 4/28. 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.
dom. 6/225:33 pmHNL - SJU
2 stops18h 32mAmerican Airlines
vie. 6/278:00 amSJU - HNL
2 stops18h 52mAmerican Airlines
Deal found 4/28$815
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/2610:45 pmHNL - SJU
3 stops30h 46mMultiple Airlines
lun. 6/912:36 pmSJU - HNL
2 stops39h 01mMultiple Airlines
Deal found 4/30$857
This American Airlines deal was found by Cheapflights users on 4/30. 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.
lun. 9/812:45 pmHNL - STI
2 stops17h 35mAmerican Airlines
vie. 9/191:35 pmSTI - HNL
2 stops27h 39mAmerican Airlines
Deal found 4/30$879
This JetBlue deal was found by Cheapflights users on 4/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 6/73:15 pmHNL - SJU
1 stop15h 25mJetBlue
sáb. 6/143:23 amSJU - HNL
1 stop16h 17mJetBlue
Deal found 4/30$937
This American Airlines deal was found by Cheapflights users on 4/30. 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.
lun. 9/19:11 pmHNL - SDQ
2 stops17h 19mAmerican Airlines
dom. 9/148:00 amSDQ - HNL
2 stops19h 13mAmerican Airlines
Deal found 4/30$964
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/58:00 amHNL - SJU
2 stops24h 40mAlaska Airlines
mié. 11/124:35 pmSJU - HNL
3 stops30h 57mAlaska Airlines
Deal found 4/30$1,030
This United Airlines deal was found by Cheapflights users on 4/30. 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.
mié. 5/288:30 amHNL - MBJ
2 stops23h 40mUnited Airlines
mar. 6/34:12 pmMBJ - HNL
2 stops27h 52mUnited Airlines
Deal found 4/30$1,045
This Delta deal was found by Cheapflights users on 4/30. 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.
lun. 9/13:00 pmHNL - SDQ
1 stop16h 24mDelta
dom. 9/146:10 amSDQ - HNL
2 stops19h 40mDelta
Deal found 4/30$1,094
This WestJet deal was found by Cheapflights users on 4/30. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/2610:45 pmHNL - MBJ
2 stops31h 57mWestJet
mar. 6/310:30 amMBJ - HNL
2 stops40h 07mWestJet
Deal found 4/30$1,120

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 mayo 1, 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

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

dom. 8/24

3:45 pm-1:10 pm

1 stop15h 25m

San Juan Luis Munoz Marin Intl

jue. 9/4

7:00 am-9:20 pm

2 stops20h 20m

$765

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

lun. 5/26

11:15 am-10:20 am

2 stops17h 05m

San Juan Luis Munoz Marin Intl

lun. 6/9

5:50 pm-10:10 am

2 stops22h 20m

$795

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

dom. 8/24

7:50 pm-3:42 pm

1 stop13h 52m

San Juan Luis Munoz Marin Intl

mié. 9/3

1:05 am-1:26 pm

2 stops18h 21m

$803

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

dom. 6/22

5:33 pm-6:05 pm

2 stops18h 32m

San Juan Luis Munoz Marin Intl

vie. 6/27

8:00 am-8:52 pm

2 stops18h 52m

$815

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

lun. 5/26

10:45 pm-11:31 am

3 stops30h 46m

San Juan Luis Munoz Marin Intl

lun. 6/9

12:36 pm-9:37 pm

2 stops39h 01m

$857

HonoluluSantiago de los Caballeros

HNL - STI

HNLSTI

Honolulu

lun. 9/8

12:45 pm-12:20 pm

2 stops17h 35m

Santiago de los Caballeros

vie. 9/19

1:35 pm-11:14 am

2 stops27h 39m

$879

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

lun. 5/26

3:15 pm-12:44 pm

1 stop15h 29m

San Juan Luis Munoz Marin Intl

dom. 6/8

3:33 am-1:40 pm

1 stop16h 07m

$909

HonoluluSanto Domingo

HNL - SDQ

HNLSDQ

Honolulu

lun. 9/1

9:11 pm-8:30 pm

2 stops17h 19m

Santo Domingo Las Americas

dom. 9/14

8:00 am-9:13 pm

2 stops19h 13m

$964

HonoluluMontego Bay

HNL - MBJ

HNLMBJ

Honolulu

mié. 5/28

8:30 am-11:43 am

2 stops22h 13m

Montego Bay Sangster Intl

jue. 6/5

2:40 pm-3:04 pm

2 stops29h 24m

$1,045

HonoluluSanto Domingo

HNL - SDQ

HNLSDQ

Honolulu

lun. 9/1

3:00 pm-1:24 pm

1 stop16h 24m

Santo Domingo Las Americas

dom. 9/14

6:10 am-7:50 pm

2 stops19h 40m

$1,094

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 23 results
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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, September is the cheapest month in which you can book a flight from Hawaii to Caribbean Islands (average of $254). Flying from Hawaii to Caribbean Islands 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 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 mayo 1, 2025.

When flying from Hawaii to Caribbean Islands, 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 Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated mayo 1, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Hawaii to Caribbean Islands. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,294 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,408 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Boarding

8.1

Entertainment

7.1

Food

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

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

    $398 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $413 and $433, respectively.

  • 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, September is the cheapest month in which you can book a flight from Hawaii to Caribbean Islands (average of $254). Flying from Hawaii to Caribbean Islands 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

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Alternative routes for Hawaii to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Hawaii to Caribbean Islands

Discover the top 4 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 mayo 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$567Average$940FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$707Average$1,010FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$711Average$1,141FlexibilityNo cancel feeOn-time71%
Hawaiian AirlinesCheapest$802Average$1,327FlexibilityNo cancel feeOn-time85%

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