Cheap flights from Hawaii to Caribbean Islands 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 Islands departing on 11/8. 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
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
10:25 pm - 10:15 pm
HNL
-
SJU
17h 50m
2 stops
Southwest Logo
6:10 am - 9:20 pm
SJU
-
HNL
21h 10m
2 stops
$660Southwest
Mon, Oct 19 - Tue, Oct 27
Southwest Logo
11:00 am - 11:15 am
HNL
-
SJU
18h 15m
2 stops
Southwest Logo
3:20 pm - 11:45 am
SJU
-
HNL
26h 25m
2 stops
$778Southwest
Fri, Oct 16 - Mon, Oct 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
$816American Airlines
Mon, Jul 13 - Mon, Jul 20
Air Canada Logo
11:00 pm - 12:10 pm
HNL
-
PUJ
31h 10m
2 stops
Air Canada Logo
7:45 pm - 12:53 pm
PUJ
-
HNL
47h 08m
2 stops
$856Air Canada
Mon, Nov 23 - Sat, Nov 28
Delta Logo
3:10 pm - 11:36 am
HNL
-
SJU
14h 26m
1 stop
Delta Logo
7:00 am - 8:53 pm
SJU
-
HNL
19h 53m
2 stops
$856Delta
Sun, Oct 18 - Tue, Oct 27
United Airlines Logo
8:00 pm - 3:42 pm
HNL
-
SJU
13h 42m
1 stop
United Airlines Logo
7:00 am - 7:15 pm
SJU
-
HNL
18h 15m
2 stops
$861United Airlines
Mon, Aug 24 - Sat, Aug 29
United Airlines Logo
1:25 pm - 5:38 pm
HNL
-
SJU
22h 13m
3 stops
United Airlines Logo
1:05 am - 8:04 pm
SJU
-
HNL
24h 59m
2 stops
$872United Airlines
Mon, Oct 19 - Wed, Oct 28
American Airlines Logo
6:38 pm - 4:08 pm
HNL
-
MBJ
16h 30m
1 stop
American Airlines Logo
5:08 pm - 12:20 pm
MBJ
-
HNL
24h 12m
2 stops
$874American Airlines
Thu, Aug 13 - Mon, Aug 17
Delta Logo
4:18 pm - 3:34 pm
HNL
-
MBJ
18h 16m
2 stops
Delta Logo
1:09 pm - 11:34 am
MBJ
-
HNL
27h 25m
2 stops
$884Delta
Thu, Aug 13 - Mon, Aug 17
Air Canada Logo
9:50 pm - 3:15 pm
HNL
-
PUJ
35h 25m
2 stops
Air Canada Logo
4:20 pm - 8:35 pm
PUJ
-
HNL
34h 15m
2 stops
$984Air Canada
Mon, Jul 27 - Sun, Aug 2

Alaska Airlines flights from Hawaii to Caribbean Islands

Our best Alaska Airlines deals on Hawaii to Caribbean Islands flight tickets
Alaska Airlines
Jun 17
HNL9:20 pmHonolulu
20h 19m
3 stops
SJU11:39 pmSan Juan Luis Munoz Marin Intl
Jun 22
SJU12:57 amSan Juan Luis Munoz Marin Intl
26h 37m
2 stops
HNL9:34 pmHonolulu
$1,793
Alaska Airlines
Jun 13
HNL9:20 pmHonolulu
20h 19m
3 stops
SJU11:39 pmSan Juan Luis Munoz Marin Intl
Jun 17
SJU12:57 amSan Juan Luis Munoz Marin Intl
26h 37m
2 stops
HNL9:34 pmHonolulu
$1,827
Alaska Airlines
Jun 13
HNL9:20 pmHonolulu
20h 19m
3 stops
SJU11:39 pmSan Juan Luis Munoz Marin Intl
Jun 17
SJU12:57 amSan Juan Luis Munoz Marin Intl
24h 19m
2 stops
HNL7:16 pmHonolulu
$1,912

American Airlines flights from Hawaii to Caribbean Islands

Our best American Airlines deals on Hawaii to Caribbean Islands flight tickets
American Airlines
Jul 13
HNL12:23 pmHonolulu
22h 36m
2 stops
AUA4:59 pmOranjestad Reina Beatrix
Jul 20
AUA4:59 pmOranjestad Reina Beatrix
25h 12m
2 stops
HNL12:11 pmHonolulu
$816
American Airlines
Aug 13
HNL6:38 pmHonolulu
16h 30m
1 stop
MBJ4:08 pmMontego Bay Sangster Intl
Aug 17
MBJ5:08 pmMontego Bay Sangster Intl
24h 12m
2 stops
HNL12:20 pmHonolulu
$874
American Airlines
Jul 13
HNL12:23 pmHonolulu
21h 36m
2 stops
AUA3:59 pmOranjestad Reina Beatrix
Jul 20
AUA5:59 pmOranjestad Reina Beatrix
24h 12m
2 stops
HNL12:11 pmHonolulu
$896

momondo 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, momondo users made 832,500 searches. Data last updated June 4, 2026.
Use the filters below to find and compare flights from Hawaii to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Mon 10/19

10:25 pm-10:15 pm

2 stops17h 50m

San Juan Luis Munoz Marin Intl

Tue 10/27

6:10 am-9:20 pm

2 stops21h 10m

$660

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Fri 10/16

11:00 am-11:15 am

2 stops18h 15m

San Juan Luis Munoz Marin Intl

Mon 10/26

3:20 pm-11:45 am

2 stops26h 25m

$778

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

$816

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Mon 11/23

11:00 pm-12:10 pm

2 stops31h 10m

Punta Cana

Sat 11/28

7:45 pm-12:53 pm

2 stops47h 08m

$856

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 10/18

3:10 pm-11:36 am

1 stop14h 26m

San Juan Luis Munoz Marin Intl

Tue 10/27

7:00 am-8:53 pm

2 stops19h 53m

$856
Quickest round-trip

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Mon 8/24

8:00 pm-3:42 pm

1 stop13h 42m

San Juan Luis Munoz Marin Intl

Sat 8/29

7:00 am-7:15 pm

2 stops18h 15m

$861

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Mon 10/19

1:25 pm-5:38 pm

3 stops22h 13m

San Juan Luis Munoz Marin Intl

Wed 10/28

1:05 am-8:04 pm

2 stops24h 59m

$872

HonoluluMontego Bay

HNL - MBJ

HNLMBJ

Honolulu

Thu 8/13

6:38 pm-4:08 pm

1 stop16h 30m

Montego Bay Sangster Intl

Mon 8/17

5:08 pm-12:20 pm

2 stops24h 12m

$874

HonoluluMontego Bay

HNL - MBJ

HNLMBJ

Honolulu

Thu 8/13

4:18 pm-3:34 pm

2 stops18h 16m

Montego Bay Sangster Intl

Mon 8/17

1:09 pm-11:34 am

2 stops27h 25m

$884

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Mon 7/27

9:50 pm-3:15 pm

2 stops35h 25m

Punta Cana

Sun 8/2

4:20 pm-8:35 pm

2 stops34h 15m

$984

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Hawaii to Caribbean Islands

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

Can stopping save me money on Hawaii to Caribbean Islands flights?

You could potentially save up to 20% on your flight if you consider stops on a Hawaii to Caribbean Islands flight.

Cheap Hawaii to Caribbean Islands flight deals and tips

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

Fastest flight time

15h 30m

Direct flights

None
The fastest flight from Hawaii to Caribbean Islands takes 15h 30m
There are no direct flights from Hawaii to Caribbean Islands. There are no popular flight routes from Hawaii to Caribbean Islands.

Frequently asked questions about flying from Hawaii to Caribbean Islands

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

    Prices for flights from Hawaii to Caribbean Islands are updated daily.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hawaii to Caribbean Islands.

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

    The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Hawaii to Caribbean Islands?

Best airlines flying from Hawaii to Caribbean Islands

Compare and see reviews for airlines that fly from Hawaii to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $516Free CancellationRating
7.4
9,774 reviews
Search United Airlines flights
American AirlinesPriceFrom $604Free CancellationRating
7.1
11,640 reviews
Search American Airlines flights
SouthwestPriceFrom $786Free CancellationRating
8.0
4,256 reviews
Search Southwest flights

Why use momondo?

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

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

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

Yes. All flights to Caribbean Islands from Hawaii on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo provides multiple filters to help you find the best flight to Caribbean Islands from Hawaii. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Price alerts on flights to Caribbean Islands from Hawaii are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Caribbean Islands trip

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1 adult
Sat 7/4
Sat 7/11

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Popular flights according to clicks in the last 7 days on momondo