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

United Airlines, Delta, and American Airlines 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 46% 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 45m and 27h, 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 June 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.

$438 Cheap Flights from Hawaii to Caribbean in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Hawaii to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:30 pm - 6:25 pm

LIH

SJU

15h 55m

1 stop

3:46 pm - 12:48 pm

SJU

LIH

27h 02m

2 stops

$720United Airlines

Mon, Nov 2 - Wed, Nov 4

1:00 pm - 8:38 pm

HNL

SJU

25h 38m

2 stops

2:00 pm - 11:51 am

SJU

HNL

27h 51m

2 stops

$750United Airlines

Tue, Sep 22 - Thu, Sep 24

9:55 pm - 10:00 pm

HNL

SJU

18h 05m

2 stops

5:30 am - 9:20 pm

SJU

HNL

21h 50m

2 stops

$806Southwest

Tue, Sep 1 - Mon, Sep 14

12:23 pm - 4:59 pm

HNL

AUA

22h 36m

2 stops

4:59 pm - 12:11 pm

AUA

HNL

25h 12m

2 stops

$826American Airlines

Mon, Jul 13 - Mon, Jul 20

10:25 pm - 10:20 pm

HNL

SJU

17h 55m

2 stops

9:45 pm - 1:20 pm

SJU

HNL

21h 35m

2 stops

$841Southwest

Thu, Oct 1 - Thu, Oct 15

4:30 pm - 12:45 pm

HNL

SJU

14h 15m

1 stop

7:00 am - 9:53 pm

SJU

HNL

20h 53m

2 stops

$866Delta

Wed, Dec 2 - Wed, Dec 9

6:45 pm - 5:52 pm

HNL

SJU

17h 07m

2 stops

8:18 am - 9:59 pm

SJU

HNL

19h 41m

2 stops

$901American Airlines

Sun, Dec 6 - Sat, Dec 12

2:00 pm - 6:35 pm

HNL

PUJ

22h 35m

2 stops

4:50 pm - 12:53 pm

PUJ

HNL

26h 03m

2 stops

$956Air Canada

Thu, Nov 26 - Thu, Dec 3

12:10 am - 12:10 pm

HNL

PUJ

30h 00m

1 stop

1:05 pm - 12:53 pm

PUJ

HNL

29h 48m

2 stops

$984Air Canada

Sun, Dec 6 - Thu, Dec 10

3:50 pm - 12:39 pm

HNL

SDQ

14h 49m

1 stop

2:53 pm - 11:28 am

SDQ

HNL

26h 35m

2 stops

$1,098Delta

Sun, Aug 2 - Fri, Aug 21

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Southwest flights from Hawaii to Caribbean

Our best Southwest deals on Hawaii to Caribbean flight tickets

Southwest

Sep 1

HNL9:55 pmHonolulu

18h 05m

2 stops

SJU10:00 pmSan Juan Luis Munoz Marin Intl

Sep 14

SJU5:30 amSan Juan Luis Munoz Marin Intl

21h 50m

2 stops

HNL9:20 pmHonolulu

$806

Southwest

Oct 1

HNL10:25 pmHonolulu

17h 55m

2 stops

SJU10:20 pmSan Juan Luis Munoz Marin Intl

Oct 15

SJU9:45 pmSan Juan Luis Munoz Marin Intl

21h 35m

2 stops

HNL1:20 pmHonolulu

$841

Southwest

Jul 14

HNL8:55 pmHonolulu

16h 50m

2 stops

SJU7:45 pmSan Juan Luis Munoz Marin Intl

Jul 20

SJU8:15 pmSan Juan Luis Munoz Marin Intl

22h 40m

2 stops

HNL12:55 pmHonolulu

$1,156

United Airlines flights from Hawaii to Caribbean

Our best United Airlines deals on Hawaii to Caribbean flight tickets

United Airlines

Nov 2

LIH8:30 pmLihue

15h 55m

1 stop

SJU6:25 pmSan Juan Luis Munoz Marin Intl

Nov 4

SJU3:46 pmSan Juan Luis Munoz Marin Intl

27h 02m

2 stops

LIH12:48 pmLihue

$720

United Airlines

Sep 22

HNL1:00 pmHonolulu

25h 38m

2 stops

SJU8:38 pmSan Juan Luis Munoz Marin Intl

Sep 24

SJU2:00 pmSan Juan Luis Munoz Marin Intl

27h 51m

2 stops

HNL11:51 amHonolulu

$750

United Airlines

Nov 2

LIH2:10 pmLihue

17h 07m

2 stops

SJU1:17 pmSan Juan Luis Munoz Marin Intl

Nov 3

SJU2:05 amSan Juan Luis Munoz Marin Intl

20h 54m

2 stops

LIH4:59 pmLihue

$773

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

LihueSan Juan

LIH - SJU

LIHSJU

Lihue

Mon 11/2

8:30 pm-6:25 pm

1 stop15h 55m

San Juan Luis Munoz Marin Intl

Wed 11/4

3:46 pm-12:48 pm

2 stops27h 02m

$720

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Tue 9/22

1:00 pm-8:38 pm

2 stops25h 38m

San Juan Luis Munoz Marin Intl

Thu 9/24

2:00 pm-11:51 am

2 stops27h 51m

$750

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Tue 9/1

9:55 pm-10:00 pm

2 stops18h 05m

San Juan Luis Munoz Marin Intl

Mon 9/14

5:30 am-9:20 pm

2 stops21h 50m

$806

HonoluluOranjestad

HNL - AUA

HNLAUA

Honolulu

Mon 7/13

12:23 pm-4:59 pm

2 stops22h 36m

Oranjestad Reina Beatrix

Mon 7/20

4:59 pm-12:11 pm

2 stops25h 12m

$826

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Thu 10/1

10:25 pm-10:20 pm

2 stops17h 55m

San Juan Luis Munoz Marin Intl

Thu 10/15

9:45 pm-1:20 pm

2 stops21h 35m

$841

Quickest round-trip

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Wed 12/2

4:30 pm-12:45 pm

1 stop14h 15m

San Juan Luis Munoz Marin Intl

Wed 12/9

7:00 am-9:53 pm

2 stops20h 53m

$866

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 12/6

6:45 pm-5:52 pm

2 stops17h 07m

San Juan Luis Munoz Marin Intl

Sat 12/12

8:18 am-9:59 pm

2 stops19h 41m

$901

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Thu 11/26

2:00 pm-6:35 pm

2 stops22h 35m

Punta Cana

Thu 12/3

4:50 pm-12:53 pm

2 stops26h 03m

$956

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Sun 12/6

12:10 am-12:10 pm

1 stop30h 00m

Punta Cana

Thu 12/10

1:05 pm-12:53 pm

2 stops29h 48m

$984

HonoluluSanto Domingo

HNL - SDQ

HNLSDQ

Honolulu

Sun 8/2

3:50 pm-12:39 pm

1 stop14h 49m

Santo Domingo Las Americas

Fri 8/21

2:53 pm-11:28 am

2 stops26h 35m

$1,098

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, April 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 $605. If you don’t want to visit Caribbean in April, then you should wait until December to fly from Hawaii, when ticket prices are also cheap, with an average price of $630.

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

Fastest flight time	12h 35m
Direct flights	None

The fastest flight from Hawaii to Caribbean takes 12h 35m

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 June 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 11,666 reviews	Search American Airlines flights
United Airlines	PriceFrom $775	Free Cancellation	Rating 7.4 9,842 reviews	Search United Airlines flights
Southwest	PriceFrom $786	Free Cancellation	Rating 7.9 4,237 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.