What is the cheapest airline that flies from Hawaii to Caribbean?

United Airlines, American Airlines, and Delta are the most popular carriers operating from Hawaii to Caribbean

What airlines fly to Caribbean?

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Caribbean from Hawaii according to our data. United Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 3 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

How long is the flight from Hawaii to Caribbean?

If you’re flying from a popular airport in Hawaii, such as Honolulu or Kailua-Kona, and flying into Caribbean, then you can expect flight times to average 23h 50m and 31h 30m, respectively.

When did momondo last update prices for flights from Hawaii to Caribbean?

Prices for flights from Hawaii to Caribbean are refreshed on a daily basis.

How many operators does momondo search for flights from Hawaii to Caribbean?

As of August 2026, there are 3 operators available to choose from for flights from Hawaii to Caribbean.

How old do you have to be to fly from Hawaii to Caribbean?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Hawaii to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$342 Cheap Flights from Hawaii to Caribbean in 2026

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Find the cheapest flights from Hawaii to Caribbean

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

10:55 pm - 6:35 pmHNL Honolulu-PUJ Punta Cana

37h 40m2 stops Vancouver Intl Toronto Pearson Intl

1:05 pm - 12:45 pmPUJ Punta Cana-HNL Honolulu

29h 40m2 stops Toronto Pearson Intl Vancouver Intl

$784Air Canada

Sun, Dec 6 - Wed, Dec 9

2:06 pm - 1:28 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

17h 22m2 stops Los Angeles Miami

6:00 am - 6:59 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

18h 59m2 stops Dallas/Fort Worth Los Angeles

$786American Airlines

Fri, Oct 16 - Wed, Oct 28

7:40 pm - 5:38 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

15h 58m1 stop Denver Intl

7:05 am - 9:10 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

20h 05m2 stops Washington, D.C. Dulles Intl San Francisco

$786United Airlines

Fri, Oct 16 - Wed, Oct 28

1:00 pm - 5:38 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

22h 38m2 stops Los Angeles Denver Intl

1:05 am - 8:06 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

25h 01m2 stops Newark Los Angeles

$812United Airlines

Fri, Oct 16 - Mon, Oct 26

1:05 pm - 4:49 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

21h 44m2 stops Seattle/Tacoma Intl Atlanta Hartsfield-Jackson

7:15 am - 7:48 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

18h 33m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl

$816Delta

Sun, Oct 18 - Tue, Oct 27

9:55 pm - 11:30 amHNL Honolulu-NAS Nassau Intl

31h 35m2 stops Vancouver Intl Toronto Pearson Intl

12:30 pm - 8:40 pmNAS Nassau Intl-HNL Honolulu

38h 10m2 stops Toronto Pearson Intl Vancouver Intl

$816Air Canada

Mon, Oct 26 - Thu, Oct 29

11:15 pm - 10:00 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

16h 45m2 stops San Diego Tampa

6:15 am - 9:20 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

21h 05m2 stops Baltimore/Washington San Diego

$876Southwest

Wed, Jan 20 - Mon, Jan 25

6:43 pm - 11:20 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

22h 37m1 stop Dallas/Fort Worth

6:00 am - 2:34 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

14h 34m1 stop Dallas/Fort Worth

$911American Airlines

Wed, Oct 14 - Tue, Oct 27

6:43 pm - 11:20 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

22h 37m1 stop Dallas/Fort Worth

6:00 am - 2:34 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

14h 34m1 stop Dallas/Fort Worth

$911American Airlines

Wed, Oct 14 - Wed, Oct 28

11:15 pm - 9:50 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

16h 35m2 stops San Diego Orlando

5:35 am - 9:20 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

21h 45m2 stops Orlando San Diego

$1,461Southwest

Wed, Dec 23 - Sun, Jan 3

Cheap last minute flights

Enter your travel dates to find the best prices.

2:00 pm - 2:38 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

18h 38m2 stops Los Angeles Miami

7:30 am - 8:10 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

18h 40m2 stops Charlotte Douglas Los Angeles

$1,016American Airlines

Thu, Aug 20 - Fri, Aug 28

8:00 pm - 3:42 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

13h 42m1 stop Houston George Bush Intcntl

7:00 am - 7:28 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

18h 28m2 stops Houston George Bush Intcntl San Francisco

$1,059United Airlines

Thu, Aug 20 - Fri, Aug 28

6:38 pm - 2:54 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

14h 16m1 stop Dallas/Fort Worth

7:22 pm - 12:20 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

22h 58m2 stops Miami Dallas/Fort Worth

$1,110American Airlines

Sat, Aug 22 - Mon, Aug 24

1:10 pm - 12:40 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

17h 30m2 stops Los Angeles Miami

7:22 pm - 12:20 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

22h 58m2 stops Miami Dallas/Fort Worth

$1,176American Airlines

Sat, Aug 22 - Mon, Aug 24

9:40 pm - 8:38 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

16h 58m2 stops Los Angeles Houston George Bush Intcntl

7:00 am - 7:48 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

18h 48m3 stops Houston George Bush Intcntl San Diego Los Angeles

$1,454United Airlines

Thu, Aug 20 - Fri, Aug 28

9:40 pm - 8:38 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

16h 58m2 stops Los Angeles Houston George Bush Intcntl

7:00 am - 7:48 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

18h 48m3 stops Houston George Bush Intcntl San Diego Los Angeles

$1,722United Airlines

Sat, Aug 22 - Mon, Aug 24

6:38 pm - 2:54 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

14h 16m1 stop Dallas/Fort Worth

3:44 pm - 12:20 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

26h 36m1 stop Dallas/Fort Worth

$1,802American Airlines

Sat, Aug 22 - Mon, Aug 24

5:45 pm - 2:54 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

15h 09m1 stop Dallas/Fort Worth

3:44 pm - 12:20 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

26h 36m1 stop Dallas/Fort Worth

$2,495American Airlines

Thu, Aug 20 - Fri, Aug 28

9:40 pm - 8:38 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

16h 58m2 stops Denver Intl Houston George Bush Intcntl

7:00 am - 7:15 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

18h 15m2 stops Houston George Bush Intcntl Denver Intl

$2,517United Airlines

Sat, Aug 22 - Sat, Aug 29

1:25 pm - 12:54 pmHNL Honolulu-SJU San Juan Luis Munoz Marin Intl

17h 29m2 stops San Francisco Washington, D.C. Dulles Intl

7:00 am - 7:15 pmSJU San Juan Luis Munoz Marin Intl-HNL Honolulu

18h 15m2 stops Houston George Bush Intcntl Denver Intl

$3,556United Airlines

Sat, Aug 22 - Sat, Aug 29

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United Airlines flights from Hawaii to Caribbean

Our best United Airlines deals on Hawaii to Caribbean flight tickets

United Airlines

Oct 16

HNL7:40 pmHonolulu

15h 58m

1 stop

SJU5:38 pmSan Juan Luis Munoz Marin Intl

Oct 28

SJU7:05 amSan Juan Luis Munoz Marin Intl

20h 05m

2 stops

HNL9:10 pmHonolulu

$786

United Airlines

Oct 16

HNL1:00 pmHonolulu

22h 38m

2 stops

SJU5:38 pmSan Juan Luis Munoz Marin Intl

Oct 26

SJU1:05 amSan Juan Luis Munoz Marin Intl

25h 01m

2 stops

HNL8:06 pmHonolulu

$812

United Airlines

Oct 16

HNL1:00 pmHonolulu

22h 38m

2 stops

SJU5:38 pmSan Juan Luis Munoz Marin Intl

Oct 28

SJU1:05 amSan Juan Luis Munoz Marin Intl

25h 01m

2 stops

HNL8:06 pmHonolulu

$828

Delta flights from Hawaii to Caribbean

Our best Delta deals on Hawaii to Caribbean flight tickets

Delta

Oct 18

HNL1:05 pmHonolulu

21h 44m

2 stops

SJU4:49 pmSan Juan Luis Munoz Marin Intl

Oct 30

SJU7:15 amSan Juan Luis Munoz Marin Intl

18h 33m

2 stops

HNL7:48 pmHonolulu

$816

Delta

Jan 20

HNL10:45 pmHonolulu

16h 15m

2 stops

SJU9:00 pmSan Juan Luis Munoz Marin Intl

Jan 25

SJU6:15 amSan Juan Luis Munoz Marin Intl

16h 20m

1 stop

HNL4:35 pmHonolulu

$831

Delta

Oct 16

HNL4:10 pmHonolulu

17h 00m

1 stop

SJU3:10 pmSan Juan Luis Munoz Marin Intl

Oct 27

SJU7:15 amSan Juan Luis Munoz Marin Intl

18h 33m

2 stops

HNL7:48 pmHonolulu

$836

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HonoluluPunta Cana

HNL Honolulu - PUJ Punta Cana

HNLPUJ

Honolulu

Sun 12/6

10:55 pm-6:35 pm

2 stops37h 40m

Punta Cana

Wed 12/9

1:05 pm-12:45 pm

2 stops29h 40m

$784

HonoluluSan Juan

HNL Honolulu - SJU San Juan Luis Munoz Marin Intl

HNLSJU

Honolulu

Fri 10/16

2:06 pm-1:28 pm

2 stops17h 22m

San Juan Luis Munoz Marin Intl

Wed 10/28

6:00 am-6:59 pm

2 stops18h 59m

$786

Quickest round-trip

HonoluluSan Juan

HNL Honolulu - SJU San Juan Luis Munoz Marin Intl

HNLSJU

Honolulu

Fri 10/16

7:40 pm-5:38 pm

1 stop15h 58m

San Juan Luis Munoz Marin Intl

Wed 10/28

7:05 am-9:10 pm

2 stops20h 05m

$786

HonoluluSan Juan

HNL Honolulu - SJU San Juan Luis Munoz Marin Intl

HNLSJU

Honolulu

Fri 10/16

1:00 pm-5:38 pm

2 stops22h 38m

San Juan Luis Munoz Marin Intl

Mon 10/26

1:05 am-8:06 pm

2 stops25h 01m

$812

HonoluluSan Juan

HNL Honolulu - SJU San Juan Luis Munoz Marin Intl

HNLSJU

Honolulu

Sun 10/18

1:05 pm-4:49 pm

2 stops21h 44m

San Juan Luis Munoz Marin Intl

Tue 10/27

7:15 am-7:48 pm

2 stops18h 33m

$816

HonoluluNassau

HNL Honolulu - NAS Nassau Intl

HNLNAS

Honolulu

Mon 10/26

9:55 pm-11:30 am

2 stops31h 35m

Nassau Intl

Thu 10/29

12:30 pm-8:40 pm

2 stops38h 10m

$816

HonoluluSan Juan

HNL Honolulu - SJU San Juan Luis Munoz Marin Intl

HNLSJU

Honolulu

Wed 1/20

11:15 pm-10:00 pm

2 stops16h 45m

San Juan Luis Munoz Marin Intl

Mon 1/25

6:15 am-9:20 pm

2 stops21h 05m

$876

HonoluluSan Juan

HNL Honolulu - SJU San Juan Luis Munoz Marin Intl

HNLSJU

Honolulu

Wed 10/14

6:43 pm-11:20 pm

1 stop22h 37m

San Juan Luis Munoz Marin Intl

Tue 10/27

6:00 am-2:34 pm

1 stop14h 34m

$911

HonoluluSan Juan

HNL Honolulu - SJU San Juan Luis Munoz Marin Intl

HNLSJU

Honolulu

Wed 10/14

6:43 pm-11:20 pm

1 stop22h 37m

San Juan Luis Munoz Marin Intl

Wed 10/28

6:00 am-2:34 pm

1 stop14h 34m

$911

HonoluluSan Juan

HNL Honolulu - SJU San Juan Luis Munoz Marin Intl

HNLSJU

Honolulu

Wed 12/23

11:15 pm-9:50 pm

2 stops16h 35m

San Juan Luis Munoz Marin Intl

Sun 1/3

5:35 am-9:20 pm

2 stops21h 45m

$1,461

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Hawaii to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Caribbean?

In general, October is the cheapest month to fly from Hawaii to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $843. If you don’t want to visit Caribbean in October, then you should wait until November to fly from Hawaii, when ticket prices are also cheap, with an average price of $925.

Can stopping save me money on Hawaii to Caribbean flights?

You could potentially save up to 22% on your flight if you consider stops on a Hawaii to Caribbean flight.

Cheap Hawaii to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hawaii to Caribbean

Best Price Found	$342
Fastest flight time	14h 16m
Direct flights	None

The best one-way flight to Caribbean from Hawaii in the past 72 hours is $342. The best round-trip flight deal from Hawaii to Caribbean found on momondo in the last 72 hours is $784.

The fastest flight from Hawaii to Caribbean takes 14h 16m

There are no direct flights from Hawaii to Caribbean. There are no popular flight routes from Hawaii to Caribbean.

Search flight deals

Frequently asked questions about flying from Hawaii to Caribbean

When did momondo last update prices for flights from Hawaii to Caribbean?
Prices for flights from Hawaii to Caribbean are refreshed on a daily basis.
How many operators does momondo search for flights from Hawaii to Caribbean?
As of August 2026, there are 3 operators available to choose from for flights from Hawaii to Caribbean.
How old do you have to be to fly from Hawaii to Caribbean?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Hawaii to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Hawaii to Caribbean

Compare and see reviews for airlines that fly from Hawaii to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $604	Free Cancellation	Rating 7.1 11,963 reviews	Search American Airlines flights
United Airlines	PriceFrom $775	Free Cancellation	Rating 7.4 10,104 reviews	Search United Airlines flights
Southwest	PriceFrom $786	Free Cancellation	Rating 8.0 4,217 reviews	Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Hawaii to Caribbean?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Hawaii to Caribbean. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Hawaii to Caribbean with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Hawaii to Caribbean flights to just show those with flexible booking policies.

How can momondo help me find flights from Hawaii to Caribbean?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean from Hawaii.

I’m not ready to book a flight from Hawaii to Caribbean right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caribbean from Hawaii. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.