Cheap flights from Hawaii to Caribbean from $379
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 11/22. 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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Fly from
Fly to
Route
Depart
Return
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Thu 11/12
8:30 pm-4:36 pm
1 stop14h 06m
San Juan Luis Munoz Marin Intl
Sun 11/22
2:05 am-2:55 pm
1 stop18h 50m
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Thu 11/12
2:25 pm-1:32 pm
2 stops17h 07m
San Juan Luis Munoz Marin Intl
Sun 11/22
2:05 am-2:55 pm
1 stop18h 50m
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Thu 11/12
10:50 pm-9:24 pm
2 stops16h 34m
San Juan Luis Munoz Marin Intl
Mon 11/23
8:25 am-8:56 pm
2 stops18h 31m
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Thu 2/25
11:00 pm-9:26 pm
2 stops16h 26m
San Juan Luis Munoz Marin Intl
Tue 3/9
6:50 am-7:49 pm
2 stops18h 59m
HonoluluPunta Cana
HNL Honolulu - PUJ Punta Cana
HNLPUJ
Honolulu
Tue 11/17
10:55 pm-9:40 pm
2 stops40h 45m
Punta Cana
Tue 11/24
12:35 pm-12:45 pm
2 stops30h 10m
HonoluluPunta Cana
HNL Honolulu - PUJ Punta Cana
HNLPUJ
Honolulu
Tue 10/27
9:55 pm-11:10 am
2 stops31h 15m
Punta Cana
Thu 10/29
9:40 pm-8:40 pm
2 stops29h 00m
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Tue 2/2
6:59 pm-11:41 pm
1 stop22h 42m
San Juan Luis Munoz Marin Intl
Tue 2/9
6:28 am-3:46 pm
1 stop15h 18m
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Wed 12/2
9:40 pm-9:33 pm
2 stops17h 53m
San Juan Luis Munoz Marin Intl
Mon 12/14
6:28 am-7:21 pm
2 stops18h 53m
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Sun 12/20
1:55 pm-12:25 pm
2 stops16h 30m
San Juan Luis Munoz Marin Intl
Mon 1/11
6:15 am-9:20 pm
2 stops21h 05m
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Tue 12/22
11:15 pm-12:10 am
2 stops18h 55m
San Juan Luis Munoz Marin Intl
Mon 1/4
9:35 pm-3:25 pm
2 stops23h 50m
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, August 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 $895. If you don’t want to visit Caribbean in August, then you should wait until October to fly from Hawaii, when ticket prices are also cheap, with an average price of $922.
Can stopping save me money on Hawaii to Caribbean flights?
You could potentially save up to 14% on your flight if you consider stops on a Hawaii to Caribbean flight.
What is the cheapest airline that flies from Hawaii to Caribbean?
Delta, Air Canada, and United Airlines are the most popular carriers operating from Hawaii to Caribbean
What airlines fly to Caribbean?
American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Caribbean from Hawaii according to our data. American Airlines is the first choice among our users, with 48% 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.
Cheap Hawaii to Caribbean flight deals and tips
Find info about flight duration, direct flights, and airports for your flight 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?
As of October 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 | ||
|---|---|---|---|---|---|
| PriceFrom $604 | Free Cancellation | Rating 7.0 12,129 reviews | |||
| PriceFrom $758 | Free Cancellation | Rating 7.4 10,289 reviews | |||
| PriceFrom $786 | Free Cancellation | Rating 7.9 4,215 reviews |
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.