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Cheap flights from Hawaii to Caribbean Islands from $307

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 9/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Hawaii to Caribbean Islands

Cheap round-trip flights

Air Canada Logo
10:55 pm - 8:10 pmHNL-NAS
40h 15m2 stops
Air Canada Logo
1:50 pm - 12:43 pmNAS-HNL
27h 53m2 stops
$547Air Canada
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Mon, Dec 1 - Thu, Dec 4
United Airlines Logo
9:40 pm - 11:57 pmHNL-SJU
20h 17m2 stops
United Airlines Logo
1:05 am - 7:49 pmSJU-HNL
24h 44m2 stops
$549United Airlines
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Mon, Sep 22 - Thu, Sep 25
American Airlines Logo
1:15 pm - 2:15 pmHNL-SJU
19h 00m2 stops
American Airlines Logo
6:10 am - 9:32 pmSJU-HNL
21h 22m2 stops
$762American Airlines
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Fri, Sep 26 - Tue, Sep 30
WestJet Logo
10:45 pm - 10:49 amHNL-PUJ
30h 04m2 stops
WestJet Logo
3:30 pm - 9:30 pmPUJ-HNL
60h 00m2 stops
$777WestJet
Find Deal
Tue, Oct 21 - Tue, Oct 28
Logo
10:45 pm - 1:25 pmHNL-PUJ
32h 40m2 stops
Logo
6:10 am - 9:36 pmPUJ-HNL
45h 26m3 stops
$787
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Sat, Sep 20 - Sat, Sep 27
WestJet Logo
10:45 pm - 11:29 amHNL-PUJ
54h 44m2 stops
WestJet Logo
9:30 pm - 9:36 pmPUJ-HNL
30h 06m2 stops
$791WestJet
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Sat, Sep 20 - Sat, Sep 27
Delta Logo
3:30 pm - 12:28 pmHNL-PUJ
14h 58m1 stop
Delta Logo
2:49 pm - 3:04 pmPUJ-HNL
30h 15m2 stops
$801Delta
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Wed, Oct 22 - Wed, Oct 29
Logo
3:45 pm - 1:49 pmHNL-PUJ
16h 04m1 stop
Logo
7:20 am - 10:47 pmPUJ-HNL
21h 27m2 stops
$815
Find Deal
Thu, Dec 4 - Mon, Dec 8
American Airlines Logo
11:02 pm - 11:37 pmHNL-SJU
18h 35m2 stops
American Airlines Logo
6:10 am - 5:54 pmSJU-HNL
17h 44m2 stops
$825American Airlines
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Fri, Sep 5 - Fri, Sep 19
Delta Logo
3:25 pm - 12:43 pmHNL-STI
15h 18m1 stop
Delta Logo
8:40 pm - 2:43 pmSTI-HNL
24h 03m1 stop
$895Delta
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Mon, Sep 8 - Fri, Sep 19

American Airlines flights from Hawaii to Caribbean Islands

Our best American Airlines deals on Hawaii to Caribbean Islands flight tickets
American Airlines
Sep 26
HNL1:15 pmHonolulu
19h 00m
2 stops
SJU2:15 pmSan Juan Luis Munoz Marin Intl
Sep 30
SJU6:10 amSan Juan Luis Munoz Marin Intl
21h 22m
2 stops
HNL9:32 pmHonolulu
$762
Find similar
American Airlines
Sep 5
HNL11:02 pmHonolulu
18h 35m
2 stops
SJU11:37 pmSan Juan Luis Munoz Marin Intl
Sep 19
SJU6:10 amSan Juan Luis Munoz Marin Intl
17h 44m
2 stops
HNL5:54 pmHonolulu
$825
Find similar
American Airlines
Oct 3
HNL11:02 pmHonolulu
18h 35m
2 stops
SJU11:37 pmSan Juan Luis Munoz Marin Intl
Oct 11
SJU7:10 amSan Juan Luis Munoz Marin Intl
19h 34m
2 stops
HNL8:44 pmHonolulu
$850
Find similar

United Airlines flights from Hawaii to Caribbean Islands

Our best United Airlines deals on Hawaii to Caribbean Islands flight tickets
United Airlines
Sep 22
HNL9:40 pmHonolulu
20h 17m
2 stops
SJU11:57 pmSan Juan Luis Munoz Marin Intl
Sep 25
SJU1:05 amSan Juan Luis Munoz Marin Intl
24h 44m
2 stops
HNL7:49 pmHonolulu
$549
Find similar
United Airlines
Oct 30
HNL11:35 amHonolulu
26h 25m
2 stops
SJU8:00 pmSan Juan Luis Munoz Marin Intl
Nov 7
SJU4:52 pmSan Juan Luis Munoz Marin Intl
34h 11m
2 stops
HNL9:03 pmHonolulu
$617
Find similar
United Airlines
Oct 30
HNL11:35 amHonolulu
26h 25m
2 stops
SJU8:00 pmSan Juan Luis Munoz Marin Intl
Nov 6
SJU2:05 amSan Juan Luis Munoz Marin Intl
24h 58m
2 stops
HNL9:03 pmHonolulu
$629
Find similar

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 August 7, 2025.
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

HonoluluNassau

HNL - NAS

HNLNAS

Honolulu

Mon 12/1

10:55 pm-8:10 pm

2 stops40h 15m

Nassau Intl

Thu 12/4

1:50 pm-12:43 pm

2 stops27h 53m

$547

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Mon 9/22

9:40 pm-11:57 pm

2 stops20h 17m

San Juan Luis Munoz Marin Intl

Thu 9/25

1:05 am-7:49 pm

2 stops24h 44m

$549

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Fri 9/26

1:15 pm-2:15 pm

2 stops19h 00m

San Juan Luis Munoz Marin Intl

Tue 9/30

6:10 am-9:32 pm

2 stops21h 22m

$762

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Tue 10/21

10:45 pm-10:49 am

2 stops30h 04m

Punta Cana

Tue 10/28

3:30 pm-9:30 pm

2 stops60h 00m

$777

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Sat 9/20

10:45 pm-1:25 pm

2 stops32h 40m

Punta Cana

Sat 9/27

6:10 am-9:36 pm

3 stops45h 26m

$787

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Sat 9/20

10:45 pm-11:29 am

2 stops54h 44m

Punta Cana

Sat 9/27

9:30 pm-9:36 pm

2 stops30h 06m

$791

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Wed 10/22

3:30 pm-12:28 pm

1 stop14h 58m

Punta Cana

Wed 10/29

2:49 pm-3:04 pm

2 stops30h 15m

$801

HonoluluPunta Cana

HNL - PUJ

HNLPUJ

Honolulu

Thu 12/4

3:45 pm-1:49 pm

1 stop16h 04m

Punta Cana

Mon 12/8

7:20 am-10:47 pm

2 stops21h 27m

$815

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Fri 9/5

11:02 pm-11:37 pm

2 stops18h 35m

San Juan Luis Munoz Marin Intl

Fri 9/19

6:10 am-5:54 pm

2 stops17h 44m

$825

HonoluluSantiago de los Caballeros

HNL - STI

HNLSTI

Honolulu

Mon 9/8

3:25 pm-12:43 pm

1 stop15h 18m

Santiago de los Caballeros

Fri 9/19

8:40 pm-2:43 pm

1 stop24h 03m

$895

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

What is the cheapest month to fly to Caribbean Islands?

The month of August is, on average, the cheapest month to fly to Caribbean Islands from Hawaii, with most prices found around $794. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Hawaii averaging around $809.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Hawaii to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $824. If your travel schedule is flexible, try to avoid departing on a Sunday because tickets tend to average around $1,292. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the morning. momondo users have found flights departing from Hawaii to Caribbean Islands in the morning for as low as $957. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $1,250. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Hawaii when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $958 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Hawaii for as low as $729 on momondo.

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

No. A direct flight is the cheapest option for a flight between Hawaii to Caribbean Islands.

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

Best Price Found

$307

Fastest flight time

12h 03m

Direct flights

None

Airports in Caribbean Islands

7 airports
The best one-way flight to Caribbean Islands from Hawaii in the past 72 hours is $307. The best round-trip flight deal from Hawaii to Caribbean Islands found on momondo in the last 72 hours is $547.
The fastest flight from Hawaii to Caribbean Islands takes 12h 03m
There are no direct flights from Hawaii to Caribbean Islands. Popular non-direct routes for this connection are Honolulu Airport - Santo Domingo Las Americas Airport, Honolulu Airport - San Juan Luis Munoz Marin Intl Airport and Lihue Airport - San Juan Luis Munoz Marin Intl Airport.
There are 7 airports near Caribbean Islands: Santo Domingo Las Americas (SDQ), Nassau Intl (NAS), Punta Cana (PUJ), Montego Bay Sangster Intl (MBJ), Providenciales (PLS), Santiago de los Caballeros (STI), San Juan Luis Munoz Marin Intl (SJU)
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  • 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
DeltaPriceFrom $528Free CancellationRating
8.0
7,985 reviews
Search Delta flights
United AirlinesPriceFrom $707Free CancellationRating
7.4
8,917 reviews
Search United Airlines flights
American AirlinesPriceFrom $711Free CancellationRating
7.2
10,000 reviews
Search American Airlines 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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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