$379+ Cheap flights from Hawaii to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
Oct 26 — Nov 21
Round-trip
1 adult, Economy
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Find cheap flights from Hawaii to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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Cheapest flights from Hawaii to CaribbeanExplore the most affordable flight options available from Hawaii to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 26, 2026.
Explore the most affordable flight options available from Hawaii to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 26, 2026.
This Air Canada deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:55 pm -
2 stops31h 15m
Thu 10/299:40 pm -
2 stops29h 00m
Deal found 9/21![Air Canada logo]()
$660
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1410:50 pm -
2 stops16h 34m
Fri 12/48:05 am -
2 stops18h 23m
Deal found 9/25![United Airlines logo]()
$758
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/279:30 pm -
1 stop14h 08m
Thu 10/81:00 am -
2 stops18h 50m
Deal found 9/25![United Airlines logo]()
$805
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/261:25 pm -
2 stops17h 09m
Tue 10/131:00 am -
2 stops18h 34m
Deal found 9/24![United Airlines logo]()
$820
This Southwest deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2010:15 pm -
2 stops20h 05m
Fri 12/46:40 am -
2 stops20h 40m
Deal found 9/23![Southwest logo]()
$826
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:40 pm -
2 stops16h 58m
Wed 10/281:05 am -
3 stops26h 05m
Deal found 9/21![United Airlines logo]()
$858
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:00 pm -
2 stops25h 38m
Thu 10/222:00 pm -
2 stops27h 51m
Deal found 9/22![United Airlines logo]()
$864
This Southwest deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1511:20 pm -
2 stops19h 30m
Sun 11/229:40 pm -
2 stops23h 00m
Deal found 9/24![Southwest logo]()
$881
This United Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:25 pm -
2 stops17h 09m
Tue 10/131:00 am -
2 stops18h 50m
Deal found 9/26![United Airlines logo]()
$883
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:25 pm -
2 stops18h 06m
Sat 10/3112:07 pm -
2 stops30h 41m
Deal found 9/24![United Airlines logo]()
$944
This American Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:54 pm -
2 stops20h 53m
Sun 9/274:19 pm -
2 stops25h 29m
Deal found 9/21![American Airlines logo]()
$980
This American Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:44 pm -
1 stop23h 36m
Thu 10/296:00 am -
1 stop14h 34m
Deal found 9/21![American Airlines logo]()
$980
Best flights from Hawaii to CaribbeanDiscover carefully curated flight deals from Hawaii to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 26, 2026.
Discover carefully curated flight deals from Hawaii to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 26, 2026.
This Air Canada deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:55 pm -
2 stops31h 15m
Thu 10/299:40 pm -
2 stops29h 00m
Deal found 9/21![Air Canada logo]()
$660
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:40 pm -
2 stops16h 58m
Thu 10/296:40 am -
2 stops18h 50m
Deal found 9/21![United Airlines logo]()
$758
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/219:37 pm -
2 stops19h 55m
Thu 1/284:40 pm -
2 stops28h 06m
Deal found 9/23![American Airlines logo]()
$857
This Southwest deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1511:20 pm -
2 stops19h 30m
Sun 11/229:40 pm -
2 stops23h 00m
Deal found 9/24![Southwest logo]()
$881
This Gotogate deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:35 pm -
2 stops34h 54m
Thu 10/292:40 pm -
2 stops25h 24m
Deal found 9/23![Multiple Airlines logo]()
$1,164
This Alaska Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:00 am -
2 stops34h 20m
Wed 10/2812:21 pm -
2 stops29h 15m
Deal found 9/22![Alaska Airlines logo]()
$1,488
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/612:30 pm -
2 stops19h 00m
Sun 10/114:05 pm -
2 stops28h 05m
Deal found 9/23![Delta logo]()
$1,622
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:00 am -
2 stops23h 34m
Thu 10/222:00 pm -
2 stops27h 51m
Deal found 9/21![United Airlines logo]()
$864
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:25 pm -
2 stops18h 06m
Sat 10/3112:07 pm -
2 stops30h 41m
Deal found 9/24![United Airlines logo]()
$944
This Justfly.com deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/3010:55 pm -
2 stops32h 15m
Fri 2/51:10 pm -
2 stops37h 30m
Deal found 9/22![Air Canada logo]()
$1,147
This American Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:38 pm -
1 stop22h 38m
Sun 11/226:23 am -
2 stops20h 58m
Deal found 9/24![American Airlines logo]()
$1,175
This Mytrip deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:55 pm -
2 stops34h 05m
Thu 11/124:00 pm -
3 stops34h 35m
Deal found 9/21![Multiple Airlines logo]()
$1,213
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/14:25 pm -
1 stop15h 31m
Fri 2/55:25 pm -
2 stops27h 33m
Deal found 9/25![United Airlines logo]()
$1,012
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:00 am -
2 stops26h 13m
Sun 12/64:13 pm -
2 stops27h 46m
Deal found 9/23![American Airlines logo]()
$1,202
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/88:25 pm -
1 stop15h 53m
Sun 11/157:30 pm -
2 stops26h 58m
Deal found 9/24![United Airlines logo]()
$1,025
This Alaska Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:50 pm -
2 stops28h 30m
Wed 10/282:53 pm -
2 stops32h 19m
Deal found 9/21![Multiple Airlines logo]()
$1,328
This American Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:00 pm -
2 stops22h 59m
Thu 11/124:55 pm -
2 stops28h 23m
Deal found 9/21![American Airlines logo]()
$1,213
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/247:45 am -
2 stops16h 30m
Wed 1/62:05 am -
1 stop18h 50m
Deal found 9/21![United Airlines logo]()
$1,032
This Delta deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/83:30 pm -
1 stop15h 10m
Thu 10/1512:55 pm -
2 stops30h 58m
Deal found 9/25![Delta logo]()
$1,630
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1512:45 pm -
2 stops17h 05m
Mon 1/117:40 am -
2 stops19h 31m
Deal found 9/22![United Airlines logo]()
$1,032
This American Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:06 pm -
2 stops15h 54m
Thu 10/152:10 pm -
2 stops27h 17m
Deal found 9/25![American Airlines logo]()
$1,334
This Mytrip deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/310:55 pm -
3 stops27h 15m
Sun 12/68:00 am -
3 stops43h 50m
Deal found 9/23![Multiple Airlines logo]()
$1,503
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/74:25 pm -
1 stop14h 50m
Sun 1/102:05 am -
1 stop18h 50m
Deal found 9/21![United Airlines logo]()
$1,088
This American Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:27 pm -
1 stop14h 56m
Sun 11/154:24 pm -
1 stop27h 19m
Deal found 9/24![American Airlines logo]()
$1,338
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/211:05 pm -
2 stops24h 30m
Thu 1/287:30 am -
1 stop36h 35m
Deal found 9/23![Multiple Airlines logo]()
$1,568
This Mytrip deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/69:50 pm -
3 stops34h 10m
Tue 10/134:20 pm -
3 stops34h 35m
Deal found 9/25![Multiple Airlines logo]()
$1,575
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/114:40 pm -
1 stop25h 06m
Tue 2/164:18 pm -
2 stops31h 28m
Deal found 9/23![United Airlines logo]()
$1,236
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/304:05 pm -
1 stop16h 10m
Fri 2/52:55 pm -
1 stop29h 03m
Deal found 9/22![United Airlines logo]()
$1,240
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:25 pm -
1 stop14h 53m
Thu 10/296:30 pm -
2 stops27h 29m
Deal found 9/21![United Airlines logo]()
$1,249
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/104:05 pm -
1 stop17h 01m
Tue 2/166:00 am -
1 stop39h 08m
Deal found 9/23![United Airlines logo]()
$1,276
Last-minute flights from Hawaii to CaribbeanDiscover last-minute flight deals from Hawaii to Caribbean. Data last updated September 26, 2026 and is based on user searches.
Discover last-minute flight deals from Hawaii to Caribbean. Data last updated September 26, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:54 pm -
2 stops20h 53m
Sun 9/274:19 pm -
2 stops25h 29m
Deal found 9/21![American Airlines logo]()
$980
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/251:05 pm -
2 stops16h 52m
Sun 9/277:00 am -
3 stops20h 41m
Deal found 9/21![United Airlines logo]()
$1,058
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:00 pm -
1 stop13h 42m
Tue 10/131:00 am -
2 stops18h 34m
Deal found 9/24![United Airlines logo]()
$820
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2710:05 pm -
2 stops16h 33m
Thu 10/81:00 am -
2 stops18h 50m
Deal found 9/25![United Airlines logo]()
$805
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:40 pm -
1 stop15h 58m
Tue 9/291:00 am -
2 stops18h 50m
Deal found 9/24![United Airlines logo]()
$1,003
This United Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:25 pm -
2 stops17h 09m
Tue 10/131:00 am -
2 stops18h 50m
Deal found 9/26![United Airlines logo]()
$883
This Gotogate deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:35 pm -
2 stops34h 54m
Thu 10/292:40 pm -
2 stops25h 24m
Deal found 9/23![Multiple Airlines logo]()
$1,164
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:00 pm -
2 stops25h 38m
Thu 10/222:00 pm -
2 stops27h 51m
Deal found 9/22![United Airlines logo]()
$864
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/224:00 pm -
1 stop16h 44m
Thu 10/297:25 am -
2 stops18h 05m
Deal found 9/21![United Airlines logo]()
$758
This American Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:44 pm -
1 stop23h 36m
Thu 10/296:00 am -
1 stop14h 34m
Deal found 9/21![American Airlines logo]()
$980
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/241:25 pm -
2 stops18h 06m
Sat 10/3112:07 pm -
2 stops30h 41m
Deal found 9/24![United Airlines logo]()
$944
This Air Canada deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected ” under the list of providers to see comparable flight deals.
Tue 10/279:55 pm -
2 stops31h 15m
Thu 10/299:40 pm -
2 stops29h 00m
Deal found 9/21![Air Canada logo]()
$660
One-way flights from Hawaii to CaribbeanSearch for one-way flight options from Hawaii to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 26, 2026.
Search for one-way flight options from Hawaii to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 26, 2026.
This Delta deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/151:35 pm -
2 stops21h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Delta logo]()
$379
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/138:30 pm -
1 stop14h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![United Airlines logo]()
$404
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/38:25 pm -
1 stop16h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![United Airlines logo]()
$429
This Delta deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:30 pm -
1 stop16h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Delta logo]()
$438
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/133:20 pm -
3 stops37h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$460
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3110:35 pm -
1 stop13h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![United Airlines logo]()
$463
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/191:00 pm -
2 stops19h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![United Airlines logo]()
$488
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/51:25 pm -
2 stops18h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![United Airlines logo]()
$504
This Kiwi.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:55 am -
3 stops40h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/810:33 pm -
2 stops16h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![American Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1111:00 pm -
2 stops18h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![American Airlines logo]()
$517
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/73:20 pm -
3 stops42h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$520
Find flight deals from Hawaii to Caribbean
Keep the following information in mind while searching for Hawaii to Caribbean flight deals. Data was last updated September 26, 2026.
Round-trip from | $644 (Justfly.com) |
|---|---|
One-way from | $379 (Delta) |
Popular in | December |
Cheapest in | March |
Average price | $1,005 |
Cheapflights 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, Cheapflights users made 7,457,451 searches. Data last updated September 26, 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
Cheapest round-trip
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Wed 3/3
12:45 pm-4:10 pm
2 stops21h 25m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$379
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Sun 11/15
1:35 pm-4:56 pm
2 stops21h 21m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$379
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Fri 11/13
8:30 pm-4:36 pm
1 stop14h 06m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$404
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Wed 3/3
8:30 pm-6:25 pm
1 stop15h 55m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$429
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Thu 11/5
8:25 pm-9:24 pm
2 stops18h 59m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$438
Quickest round-trip
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Sat 10/31
10:35 pm-6:25 pm
1 stop13h 50m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$463
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Mon 10/19
1:00 pm-2:44 pm
2 stops19h 44m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$488
HonoluluSanto Domingo
HNL Honolulu - SDQ Santo Domingo Las Americas
HNLSDQ
Honolulu
Wed 10/21
7:55 am-5:59 am
3 stops40h 04m
Santo Domingo Las Americas
Wed 12/31
12:00 am-6:30 pm
Nonstop0h 00m
$510
HonoluluSanto Domingo
HNL Honolulu - SDQ Santo Domingo Las Americas
HNLSDQ
Honolulu
Thu 2/11
11:00 pm-11:59 pm
2 stops18h 59m
Santo Domingo Las Americas
Wed 12/31
12:00 am-6:30 pm
Nonstop0h 00m
$517
HonoluluBridgetown
HNL Honolulu - BGI Bridgetown Grantley Adams Intl
HNLBGI
Honolulu
Fri 10/30
3:20 pm-8:05 am
3 stops34h 45m
Bridgetown Grantley Adams Intl
Wed 12/31
12:00 am-6:00 pm
Nonstop0h 00m
$548
Showing 1-10 of 52 resultsSorted by cheapest first
Best time to book a flight from Hawaii to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Hawaii with our price prediction graph.
HNL-SJU
HNL-SDQ
HNL-PUJ
HNL-STT
OGG-SJU
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Hawaii to Caribbean
USHI-0CB
HNL-SJU
HNL-SDQ
HNL-PUJ
HNL-STT
What is the cheapest month to book a flight from Hawaii to Caribbean?
Currently, August is the cheapest month in which you can book a flight from Hawaii to Caribbean (average of $895). Flying from Hawaii to Caribbean in June is currently the most expensive (average of $1,260). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Related info for your journey
Find useful and relevant information for your journey from Hawaii to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top countries
Top destinations
Alternative routes for Hawaii to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Hawaii to Caribbean by cabin class
Find flights from Hawaii to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hawaii and Caribbean flights
Browse other Hawaii and Caribbean flight options. Last updated on September 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Hawaii to Caribbean flights
Consider these flights traveling from Hawaii to Caribbean.
Top 3 airlines flying from Hawaii to Caribbean
Discover the top 3 airlines that operate flights from Hawaii to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$604 | Average$1,018 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$785 | Average$1,101 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$786 | Average$861 | FlexibilityNo cancel fee | On-time63% |