Cheap flights from Hawaii to Caribbean Islands from $306

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 3/25. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:41 pm - 11:02 pm
HNL
-
SJU
22h 21m
1 stop
American Airlines Logo
7:25 am - 9:35 pm
SJU
-
HNL
20h 10m
2 stops
$816American Airlines
Sun, May 10 - Thu, May 14
United Airlines Logo
1:25 pm - 3:40 pm
OGG
-
AUA
20h 15m
2 stops
United Airlines Logo
2:00 pm - 11:51 am
AUA
-
OGG
27h 51m
2 stops
$816United Airlines
Tue, Mar 17 - Mon, Mar 23
Delta Logo
3:15 pm - 12:52 pm
HNL
-
SJU
15h 37m
1 stop
Delta Logo
6:15 am - 9:06 pm
SJU
-
HNL
20h 51m
2 stops
$841Delta
Sun, Apr 26 - Sat, May 9
Multiple Airlines Logo
10:59 am - 11:02 pm
HNL
-
SJU
30h 03m
2 stops
Multiple Airlines Logo
6:45 am - 10:13 am
SJU
-
HNL
33h 28m
2 stops
$892Multiple Airlines
Fri, May 8 - Mon, May 11
Air Canada Logo
9:45 pm - 8:05 pm
HNL
-
NAS
40h 20m
2 stops
Air Canada Logo
9:10 pm - 11:31 am
NAS
-
HNL
44h 21m
2 stops
$926Air Canada
Mon, Apr 27 - Thu, Apr 30
WestJet Logo
2:55 pm - 11:24 am
HNL
-
MBJ
39h 29m
2 stops
WestJet Logo
1:55 pm - 9:42 pm
MBJ
-
HNL
36h 47m
2 stops
$945WestJet
Fri, Apr 17 - Fri, Apr 24
WestJet Logo
10:50 pm - 2:30 pm
OGG
-
KIN
34h 40m
2 stops
WestJet Logo
3:30 pm - 9:50 pm
KIN
-
OGG
35h 20m
2 stops
$967WestJet
Thu, Jun 11 - Wed, Jun 17
Air Canada Logo
9:45 pm - 8:05 pm
HNL
-
NAS
40h 20m
2 stops
Air Canada Logo
9:10 pm - 8:26 pm
NAS
-
HNL
29h 16m
2 stops
$974Air Canada
Tue, Apr 14 - Tue, Apr 21
Multiple Airlines Logo
2:56 pm - 4:45 pm
HNL
-
KIN
20h 49m
1 stop
Multiple Airlines Logo
6:25 pm - 9:42 pm
KIN
-
HNL
32h 17m
2 stops
$1,199Multiple Airlines
Fri, Apr 17 - Fri, Apr 24
Delta Logo
3:32 pm - 7:28 pm
HNL
-
STI
21h 56m
1 stop
Delta Logo
8:59 pm - 2:07 pm
STI
-
HNL
23h 08m
2 stops
$1,333Delta
Tue, May 12 - Sun, May 31

United Airlines flights from Hawaii to Caribbean Islands

Our best United Airlines deals on Hawaii to Caribbean Islands flight tickets
United Airlines
May 7
HNL7:40 pmHonolulu
14h 02m
1 stop
SJU3:42 pmSan Juan Luis Munoz Marin Intl
May 12
SJU7:40 amSan Juan Luis Munoz Marin Intl
18h 09m
2 stops
HNL7:49 pmHonolulu
$816
United Airlines
May 5
HNL9:40 pmHonolulu
20h 10m
2 stops
SJU11:50 pmSan Juan Luis Munoz Marin Intl
May 7
SJU1:00 amSan Juan Luis Munoz Marin Intl
20h 24m
2 stops
HNL3:24 pmHonolulu
$896
United Airlines
May 5
HNL9:40 pmHonolulu
16h 54m
2 stops
SJU8:34 pmSan Juan Luis Munoz Marin Intl
May 8
SJU7:00 amSan Juan Luis Munoz Marin Intl
18h 49m
2 stops
HNL7:49 pmHonolulu
$916

Alaska Airlines flights from Hawaii to Caribbean Islands

Our best Alaska Airlines deals on Hawaii to Caribbean Islands flight tickets
Alaska Airlines
May 6
HNL10:00 pmHonolulu
24h 32m
2 stops
SJU4:32 amSan Juan Luis Munoz Marin Intl
May 14
SJU11:59 pmSan Juan Luis Munoz Marin Intl
27h 06m
2 stops
HNL9:05 pmHonolulu
$939
Alaska Airlines
May 6
HNL10:00 pmHonolulu
24h 32m
2 stops
SJU4:32 amSan Juan Luis Munoz Marin Intl
May 11
SJU6:45 amSan Juan Luis Munoz Marin Intl
33h 28m
2 stops
HNL10:13 amHonolulu
$979
Alaska Airlines
May 6
HNL10:00 pmHonolulu
24h 32m
2 stops
SJU4:32 amSan Juan Luis Munoz Marin Intl
May 10
SJU11:59 pmSan Juan Luis Munoz Marin Intl
28h 30m
2 stops
HNL10:29 pmHonolulu
$1,044

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 March 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

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 5/10

6:41 pm-11:02 pm

1 stop22h 21m

San Juan Luis Munoz Marin Intl

Thu 5/14

7:25 am-9:35 pm

2 stops20h 10m

$816

KahuluiOranjestad

OGG - AUA

OGGAUA

Kahului

Tue 3/17

1:25 pm-3:40 pm

2 stops20h 15m

Oranjestad Reina Beatrix

Mon 3/23

2:00 pm-11:51 am

2 stops27h 51m

$816

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Sun 4/26

3:15 pm-12:52 pm

1 stop15h 37m

San Juan Luis Munoz Marin Intl

Sat 5/9

6:15 am-9:06 pm

2 stops20h 51m

$841

HonoluluSan Juan

HNL - SJU

HNLSJU

Honolulu

Fri 5/8

10:59 am-11:02 pm

2 stops30h 03m

San Juan Luis Munoz Marin Intl

Mon 5/11

6:45 am-10:13 am

2 stops33h 28m

$892

HonoluluNassau

HNL - NAS

HNLNAS

Honolulu

Mon 4/27

9:45 pm-8:05 pm

2 stops40h 20m

Nassau Intl

Thu 4/30

9:10 pm-11:31 am

2 stops44h 21m

$926

HonoluluMontego Bay

HNL - MBJ

HNLMBJ

Honolulu

Fri 4/17

2:55 pm-11:24 am

2 stops39h 29m

Montego Bay Sangster Intl

Fri 4/24

1:55 pm-9:42 pm

2 stops36h 47m

$945

KahuluiKingston

OGG - KIN

OGGKIN

Kahului

Thu 6/11

10:50 pm-2:30 pm

2 stops34h 40m

Kingston Norman Manley

Wed 6/17

3:30 pm-9:50 pm

2 stops35h 20m

$967

HonoluluNassau

HNL - NAS

HNLNAS

Honolulu

Tue 4/14

9:45 pm-8:05 pm

2 stops40h 20m

Nassau Intl

Tue 4/21

9:10 pm-8:26 pm

2 stops29h 16m

$974

HonoluluKingston

HNL - KIN

HNLKIN

Honolulu

Fri 4/17

2:56 pm-4:45 pm

1 stop20h 49m

Kingston Norman Manley

Fri 4/24

6:25 pm-9:42 pm

2 stops32h 17m

$1,199

HonoluluSantiago de los Caballeros

HNL - STI

HNLSTI

Honolulu

Tue 5/12

3:32 pm-7:28 pm

1 stop21h 56m

Santiago de los Caballeros

Sun 5/31

8:59 pm-2:07 pm

2 stops23h 08m

$1,333

Flights are sorted by cheapest round-trip flights 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 October is, on average, the cheapest month to fly to Caribbean Islands from Hawaii, with most prices found around $780. The month of March is another great option to travel to Caribbean Islands, with average flight prices from Hawaii averaging around $785.

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

Fastest flight time

13h 50m

Direct flights

None
The fastest flight from Hawaii to Caribbean Islands takes 13h 50m
There are no direct flights from Hawaii to Caribbean Islands. There are no popular flight routes 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
DeltaPriceFrom $412Free CancellationRating
7.9
8,245 reviews
Search Delta flights
United AirlinesPriceFrom $516Free CancellationRating
7.4
9,382 reviews
Search United Airlines flights
American AirlinesPriceFrom $604Free CancellationRating
7.1
11,378 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.

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1 adult
Fri 4/3
Fri 4/10

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Popular cities in Caribbean Islands

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