Cheap flights from Hawaii to Caribbean from $403

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hawaii to Caribbean departing on 6/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
9:25 pm - 10:00 pm
HNL
-
SJU
18h 35m
2 stops
Southwest Logo
8:20 am - 9:15 pm
SJU
-
HNL
18h 55m
2 stops
$678Southwest
Tue, Aug 18 - Wed, Aug 26
Southwest Logo
10:10 pm - 12:05 am
HNL
-
SJU
19h 55m
2 stops
Southwest Logo
5:00 am - 9:20 pm
SJU
-
HNL
22h 20m
2 stops
$806Southwest
Sun, Jul 12 - Sun, Jul 19
United Airlines Logo
9:40 pm - 8:38 pm
HNL
-
SJU
16h 58m
2 stops
United Airlines Logo
7:00 am - 7:48 pm
SJU
-
HNL
18h 48m
3 stops
$888United Airlines
Tue, Aug 18 - Wed, Aug 26
American Airlines Logo
12:23 pm - 4:59 pm
HNL
-
AUA
22h 36m
2 stops
American Airlines Logo
4:59 pm - 12:11 pm
AUA
-
HNL
25h 12m
2 stops
$896American Airlines
Mon, Jul 13 - Mon, Jul 20
United Airlines Logo
8:00 pm - 3:42 pm
HNL
-
SJU
13h 42m
1 stop
United Airlines Logo
7:00 am - 7:28 pm
SJU
-
HNL
18h 28m
2 stops
$907United Airlines
Tue, Aug 18 - Wed, Aug 26
American Airlines Logo
12:23 pm - 11:03 am
HNL
-
PUJ
16h 40m
2 stops
American Airlines Logo
5:56 pm - 12:11 pm
PUJ
-
HNL
24h 15m
2 stops
$993American Airlines
Mon, Jul 27 - Sun, Aug 2
Air Canada Logo
9:50 pm - 1:55 pm
HNL
-
KIN
35h 05m
2 stops
Air Canada Logo
3:05 pm - 8:35 pm
KIN
-
HNL
58h 30m
2 stops
$1,023Air Canada
Sun, Sep 6 - Wed, Sep 9
Air Canada Logo
9:50 pm - 1:55 pm
HNL
-
KIN
35h 05m
2 stops
Air Canada Logo
3:05 pm - 8:35 pm
KIN
-
HNL
58h 30m
2 stops
$1,026Air Canada
Sun, Sep 6 - Wed, Sep 9
Multiple Airlines Logo
9:45 pm - 5:30 pm
HNL
-
NAS
37h 45m
2 stops
Multiple Airlines Logo
6:30 pm - 8:55 pm
NAS
-
HNL
32h 25m
3 stops
$1,242Multiple Airlines
Tue, Jun 2 - Fri, Jun 12
Multiple Airlines Logo
9:55 pm - 2:30 pm
HNL
-
KIN
35h 35m
3 stops
Multiple Airlines Logo
3:05 pm - 8:35 pm
KIN
-
HNL
34h 30m
2 stops
$1,432Multiple Airlines
Sun, Aug 2 - Mon, Aug 10

Southwest flights from Hawaii to Caribbean

Our best Southwest deals on Hawaii to Caribbean flight tickets
Southwest
Aug 18
HNL9:25 pmHonolulu
18h 35m
2 stops
SJU10:00 pmSan Juan Luis Munoz Marin Intl
Aug 26
SJU8:20 amSan Juan Luis Munoz Marin Intl
18h 55m
2 stops
HNL9:15 pmHonolulu
$678
Southwest
Jul 12
HNL10:10 pmHonolulu
19h 55m
2 stops
SJU12:05 amSan Juan Luis Munoz Marin Intl
Jul 19
SJU5:00 amSan Juan Luis Munoz Marin Intl
22h 20m
2 stops
HNL9:20 pmHonolulu
$806
Southwest
Jun 1
HNL8:55 pmHonolulu
18h 10m
2 stops
SJU9:05 pmSan Juan Luis Munoz Marin Intl
Jun 12
SJU5:30 amSan Juan Luis Munoz Marin Intl
21h 50m
2 stops
HNL9:20 pmHonolulu
$841

United Airlines flights from Hawaii to Caribbean

Our best United Airlines deals on Hawaii to Caribbean flight tickets
United Airlines
Aug 18
HNL9:40 pmHonolulu
16h 58m
2 stops
SJU8:38 pmSan Juan Luis Munoz Marin Intl
Aug 26
SJU7:00 amSan Juan Luis Munoz Marin Intl
18h 48m
3 stops
HNL7:48 pmHonolulu
$888
United Airlines
Aug 18
HNL8:00 pmHonolulu
13h 42m
1 stop
SJU3:42 pmSan Juan Luis Munoz Marin Intl
Aug 26
SJU7:00 amSan Juan Luis Munoz Marin Intl
18h 28m
2 stops
HNL7:28 pmHonolulu
$907
United Airlines
May 26
HNL10:05 pmHonolulu
16h 33m
2 stops
SJU8:38 pmSan Juan Luis Munoz Marin Intl
Jun 2
SJU7:20 amSan Juan Luis Munoz Marin Intl
20h 18m
2 stops
HNL9:38 pmHonolulu
$951

momondo 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, momondo users made 832,500 searches. Data last updated April 29, 2026.
Use the filters below to find and compare flights from Hawaii to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Tue 8/18

9:25 pm-10:00 pm

2 stops18h 35m

San Juan Luis Munoz Marin Intl

Wed 8/26

8:20 am-9:15 pm

2 stops18h 55m

$678

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 7/12

10:10 pm-12:05 am

2 stops19h 55m

San Juan Luis Munoz Marin Intl

Sun 7/19

5:00 am-9:20 pm

2 stops22h 20m

$806

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Tue 8/18

9:40 pm-8:38 pm

2 stops16h 58m

San Juan Luis Munoz Marin Intl

Wed 8/26

7:00 am-7:48 pm

3 stops18h 48m

$888

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

$896
Quickest round-trip

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Tue 8/18

8:00 pm-3:42 pm

1 stop13h 42m

San Juan Luis Munoz Marin Intl

Wed 8/26

7:00 am-7:28 pm

2 stops18h 28m

$907

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Mon 7/27

12:23 pm-11:03 am

2 stops16h 40m

Punta Cana

Sun 8/2

5:56 pm-12:11 pm

2 stops24h 15m

$993

HonoluluKingston

HNL - KIN

HNLKIN

Honolulu

Sun 9/6

9:50 pm-1:55 pm

2 stops35h 05m

Kingston Norman Manley

Wed 9/9

3:05 pm-8:35 pm

2 stops58h 30m

$1,023

HonoluluKingston

HNL - KIN

HNLKIN

Honolulu

Sun 9/6

9:50 pm-1:55 pm

2 stops35h 05m

Kingston Norman Manley

Wed 9/9

3:05 pm-8:35 pm

2 stops58h 30m

$1,026

HonoluluNassau

HNL - NAS

HNLNAS

Honolulu

Tue 6/2

9:45 pm-5:30 pm

2 stops37h 45m

Nassau Intl

Fri 6/12

6:30 pm-8:55 pm

3 stops32h 25m

$1,242

HonoluluKingston

HNL - KIN

HNLKIN

Honolulu

Sun 8/2

9:55 pm-2:30 pm

3 stops35h 35m

Kingston Norman Manley

Mon 8/10

3:05 pm-8:35 pm

2 stops34h 30m

$1,432

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

What is the cheapest month to fly to Caribbean?

In general, May 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 $395. If you don’t want to visit Caribbean in May, then you should wait until June to fly from Hawaii, when ticket prices are also cheap, with an average price of $488.

Can stopping save me money on Hawaii to Caribbean flights?

You could potentially save up to 20% 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

13h 30m

Direct flights

None
The fastest flight from Hawaii to Caribbean takes 13h 30m
There are no direct flights from Hawaii to Caribbean. There are no popular flight routes from Hawaii to Caribbean.

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?

  • 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
United AirlinesPriceFrom $516Free CancellationRating
7.4
9,680 reviews
Search United Airlines flights
American AirlinesPriceFrom $604Free CancellationRating
7.1
11,678 reviews
Search American Airlines 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.

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1 adult
Fri 5/29
Fri 6/5

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