$396+ Cheap flights from Hawaii to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
Sep 7 — Sep 141
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
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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 August 8, 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 August 8, 2026.
This United Airlines deal was found by Cheapflights users on 8/5. 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 9/14:00 pm -
1 stop16h 44m
Tue 9/157:00 am -
2 stops18h 48m
Deal found 8/5![United Airlines logo]()
$696
This United Airlines deal was found by Cheapflights users on 8/4. 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 10/161:00 pm -
2 stops17h 34m
Wed 10/287:25 am -
2 stops18h 31m
Deal found 8/4![United Airlines logo]()
$731
This Air Canada deal was found by Cheapflights users on 8/3. 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.
Mon 11/210:55 pm -
2 stops32h 55m
Thu 11/51:50 pm -
2 stops60h 50m
Deal found 8/3![Air Canada logo]()
$765
This Delta deal was found by Cheapflights users on 8/4. 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.
Fri 10/167:00 am -
2 stops23h 05m
Sat 10/316:45 am -
2 stops19h 14m
Deal found 8/4![Delta logo]()
$776
This Air Canada deal was found by Cheapflights users on 8/3. 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.
Sun 12/610:55 pm -
2 stops33h 20m
Wed 12/912:30 pm -
2 stops29h 15m
Deal found 8/3![Air Canada logo]()
$786
This United Airlines deal was found by Cheapflights users on 8/4. 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 10/141:00 pm -
2 stops17h 34m
Mon 10/261:05 am -
3 stops26h 05m
Deal found 8/4![United Airlines logo]()
$786
This Air Canada deal was found by Cheapflights users on 8/7. 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 12/12:00 pm -
2 stops22h 20m
Fri 12/42:20 pm -
2 stops61h 18m
Deal found 8/7![Air Canada logo]()
$802
This United Airlines deal was found by Cheapflights users on 8/7. 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 10/276:55 am -
2 stops23h 20m
Wed 10/281:05 am -
2 stops24h 51m
Deal found 8/7![United Airlines logo]()
$808
This United Airlines deal was found by Cheapflights users on 8/4. 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 10/167:00 am -
2 stops22h 57m
Mon 10/261:05 am -
3 stops26h 05m
Deal found 8/4![United Airlines logo]()
$809
This United Airlines deal was found by Cheapflights users on 8/6. 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 10/276:55 am -
2 stops21h 55m
Thu 10/291:05 am -
2 stops24h 51m
Deal found 8/6![United Airlines logo]()
$812
This American Airlines deal was found by Cheapflights users on 8/4. 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 10/163:24 pm -
2 stops24h 38m
Mon 10/266:00 am -
1 stop14h 34m
Deal found 8/4![American Airlines logo]()
$816
This United Airlines deal was found by Cheapflights users on 8/4. 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 10/159:40 pm -
2 stops32h 17m
Tue 10/271:05 am -
3 stops26h 05m
Deal found 8/4![United Airlines logo]()
$820
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 August 8, 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 August 8, 2026.
This United Airlines deal was found by Cheapflights users on 8/5. 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 9/12:48 pm -
2 stops17h 56m
Tue 9/157:00 am -
3 stops18h 48m
Deal found 8/5![United Airlines logo]()
$778
This Air Canada deal was found by Cheapflights users on 8/7. 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 12/12:00 pm -
2 stops22h 20m
Fri 12/42:20 pm -
2 stops61h 18m
Deal found 8/7![Air Canada logo]()
$802
This Gotogate deal was found by Cheapflights users on 8/4. 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.
Fri 9/189:20 pm -
2 stops15h 55m
Fri 9/2512:00 pm -
2 stops38h 55m
Deal found 8/4![Multiple Airlines logo]()
$1,038
This American Airlines deal was found by Cheapflights users on 8/5. 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.
Mon 9/141:37 pm -
2 stops17h 15m
Wed 9/161:44 pm -
2 stops30h 06m
Deal found 8/5![American Airlines logo]()
$1,043
This Delta deal was found by Cheapflights users on 8/5. 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.
Sat 9/193:55 pm -
1 stop13h 46m
Sat 9/263:18 pm -
2 stops26h 14m
Deal found 8/5![Delta logo]()
$1,200
This United Airlines deal was found by Cheapflights users on 8/4. 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 10/187:40 pm -
1 stop15h 58m
Wed 10/286:40 am -
2 stops19h 16m
Deal found 8/4![United Airlines logo]()
$786
This United Airlines deal was found by Cheapflights users on 8/7. 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 10/276:55 am -
2 stops23h 20m
Wed 10/281:05 am -
2 stops24h 51m
Deal found 8/7![United Airlines logo]()
$808
This Air Canada deal was found by Cheapflights users on 8/3. 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.
Mon 11/210:55 pm -
2 stops40h 45m
Thu 11/51:05 pm -
2 stops38h 35m
Deal found 8/3![Air Canada logo]()
$889
This Air Canada deal was found by Cheapflights users on 8/6. 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.
Fri 1/812:10 am -
1 stop31h 15m
Wed 1/131:20 pm -
2 stops28h 25m
Deal found 8/6![Air Canada logo]()
$893
This United Airlines deal was found by Cheapflights users on 8/7. 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 10/2511:45 am -
2 stops23h 40m
Sat 10/311:35 pm -
2 stops29h 13m
Deal found 8/7![United Airlines logo]()
$812
This United Airlines deal was found by Cheapflights users on 8/7. 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 10/276:55 am -
2 stops21h 55m
Thu 10/291:05 am -
2 stops24h 51m
Deal found 8/7![United Airlines logo]()
$812
This FlightHub deal was found by Cheapflights users on 8/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/3110:55 pm -
2 stops44h 05m
Sat 2/133:36 am -
2 stops26h 19m
Deal found 8/6![Multiple Airlines logo]()
$1,294
This Delta deal was found by Cheapflights users on 8/5. 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.
Fri 9/43:50 pm -
1 stop15h 40m
Fri 9/112:05 pm -
2 stops29h 55m
Deal found 8/5![Delta logo]()
$1,300
This United Airlines deal was found by Cheapflights users on 8/7. 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 9/297:35 pm -
1 stop16h 03m
Sat 10/32:55 pm -
2 stops26h 55m
Deal found 8/7![United Airlines logo]()
$904
This Delta deal was found by Cheapflights users on 8/5. 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 9/143:55 pm -
1 stop14h 47m
Wed 9/164:00 pm -
2 stops25h 32m
Deal found 8/5![Delta logo]()
$1,325
This United Airlines deal was found by Cheapflights users on 8/7. 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 8/249:40 pm -
2 stops16h 58m
Tue 9/17:00 am -
2 stops18h 28m
Deal found 8/7![United Airlines logo]()
$910
This Mytrip deal was found by Cheapflights users on 8/6. 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.
Sun 9/209:55 pm -
2 stops25h 35m
Sun 9/274:20 pm -
3 stops34h 35m
Deal found 8/6![Multiple Airlines logo]()
$1,357
This Air Canada deal was found by Cheapflights users on 8/7. 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.
Mon 12/710:45 pm -
2 stops31h 50m
Thu 12/1012:45 pm -
2 stops61h 42m
Deal found 8/7![Air Canada logo]()
$1,317
This United Airlines deal was found by Cheapflights users on 8/3. 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 11/24:55 pm -
1 stop15h 53m
Thu 11/52:54 pm -
2 stops26h 54m
Deal found 8/3![United Airlines logo]()
$917
This Delta deal was found by Cheapflights users on 8/8. 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 8/3112:39 pm -
2 stops18h 01m
Mon 9/72:05 pm -
2 stops30h 47m
Deal found 8/8![Delta logo]()
$1,354
This United Airlines deal was found by Cheapflights users on 8/3. 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 8/241:00 pm -
2 stops19h 44m
Thu 8/273:56 pm -
2 stops29h 44m
Deal found 8/3![United Airlines logo]()
$920
This Delta deal was found by Cheapflights users on 8/7. 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 9/33:50 pm -
1 stop14h 49m
Wed 9/97:35 pm -
1 stop25h 17m
Deal found 8/7![Delta logo]()
$1,540
This FlightHub deal was found by Cheapflights users on 8/4. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/182:00 pm -
2 stops22h 20m
Sat 12/266:20 pm -
1 stop33h 18m
Deal found 8/4![Air Canada logo]()
$1,554
This United Airlines deal was found by Cheapflights users on 8/7. 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 12/12:25 pm -
2 stops18h 21m
Fri 12/43:36 pm -
3 stops29h 58m
Deal found 8/7![United Airlines logo]()
$992
This United Airlines deal was found by Cheapflights users on 8/7. 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 stop20h 53m
Fri 10/3012:25 am -
1 stop18h 43m
Deal found 8/7![United Airlines logo]()
$1,138
This American Airlines deal was found by Cheapflights users on 8/6. 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.
Wed 12/236:45 pm -
2 stops15h 04m
Sun 1/36:00 am -
3 stops19h 43m
Deal found 8/6![American Airlines logo]()
$2,838
This United Airlines deal was found by Cheapflights users on 8/6. 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 9/249:40 pm -
2 stops33h 17m
Mon 9/282:07 pm -
2 stops32h 02m
Deal found 8/6![United Airlines logo]()
$1,145
This United Airlines deal was found by Cheapflights users on 8/3. 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 11/24:55 pm -
2 stops15h 58m
Thu 11/54:00 pm -
2 stops30h 28m
Deal found 8/3![United Airlines logo]()
$1,145
This Delta deal was found by Cheapflights users on 8/7. 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.
Wed 12/234:30 pm -
1 stop14h 02m
Sat 1/23:45 am -
1 stop18h 21m
Deal found 8/7![Delta logo]()
$2,291
This United Airlines deal was found by Cheapflights users on 8/6. 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 11/12:29 pm -
3 stops42h 23m
Wed 11/42:58 pm -
3 stops51h 02m
Deal found 8/6![United Airlines logo]()
$1,157
Last-minute flights from Hawaii to CaribbeanDiscover last-minute flight deals from Hawaii to Caribbean. Data last updated August 8, 2026 and is based on user searches.
Discover last-minute flight deals from Hawaii to Caribbean. Data last updated August 8, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/3. 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.
Tue 8/186:38 pm -
1 stop14h 16m
Sat 8/227:20 pm -
2 stops23h 00m
Deal found 8/3![American Airlines logo]()
$1,008
This American Airlines deal was found by Cheapflights users on 8/6. 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 8/218:30 pm -
2 stops16h 00m
Tue 8/256:00 am -
2 stops20h 10m
Deal found 8/6![American Airlines logo]()
$960
This United Airlines deal was found by Cheapflights users on 8/7. 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 8/248:00 pm -
1 stop13h 42m
Mon 8/311:00 am -
2 stops18h 06m
Deal found 8/7![United Airlines logo]()
$910
This United Airlines deal was found by Cheapflights users on 8/3. 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 8/241:00 pm -
2 stops19h 44m
Thu 8/273:56 pm -
2 stops29h 44m
Deal found 8/3![United Airlines logo]()
$920
This United Airlines deal was found by Cheapflights users on 8/5. 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 9/14:00 pm -
1 stop16h 44m
Tue 9/157:00 am -
2 stops18h 48m
Deal found 8/5![United Airlines logo]()
$696
This American Airlines deal was found by Cheapflights users on 8/5. 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 9/35:45 pm -
1 stop15h 09m
Wed 9/96:00 am -
2 stops20h 16m
Deal found 8/5![American Airlines logo]()
$948
This United Airlines deal was found by Cheapflights users on 8/8. 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 9/61:00 pm -
2 stops19h 44m
Sat 9/121:00 am -
2 stops20h 16m
Deal found 8/8![United Airlines logo]()
$953
This American Airlines deal was found by Cheapflights users on 8/5. 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.
Mon 9/141:37 pm -
2 stops17h 15m
Wed 9/161:44 pm -
2 stops30h 06m
Deal found 8/5![American Airlines logo]()
$1,043
This Gotogate deal was found by Cheapflights users on 8/4. 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.
Fri 9/189:20 pm -
2 stops15h 55m
Fri 9/2512:00 pm -
2 stops38h 55m
Deal found 8/4![Multiple Airlines logo]()
$1,038
This United Airlines deal was found by Cheapflights users on 8/5. 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 9/191:35 pm -
2 stops17h 58m
Sat 9/262:53 pm -
2 stops26h 58m
Deal found 8/5![United Airlines logo]()
$1,090
This United Airlines deal was found by Cheapflights users on 8/6. 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 9/208:00 pm -
2 stops21h 23m
Sat 9/2612:30 am -
1 stop19h 04m
Deal found 8/6![United Airlines logo]()
$1,063
This United Airlines deal was found by Cheapflights users on 8/6. 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 9/297:35 pm -
1 stop16h 03m
Sat 10/31:25 pm -
2 stops28h 25m
Deal found 8/6![United Airlines logo]()
$904
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 August 8, 2026.
Search for one-way flight options from Hawaii to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 8, 2026.
This United Airlines deal was found by Cheapflights users on 8/7. 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 9/151:00 pm -
2 stops18h 53m
Deal found 8/7![United Airlines logo]()
$396
This United Airlines deal was found by Cheapflights users on 8/7. 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 10/197:00 am -
2 stops24h 45m
Deal found 8/7![United Airlines logo]()
$412
This American Airlines deal was found by Cheapflights users on 8/4. 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.
Mon 10/196:43 pm -
1 stop14h 40m
Deal found 8/4![American Airlines logo]()
$418
This United Airlines deal was found by Cheapflights users on 8/8. 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 9/61:00 pm -
2 stops19h 44m
Deal found 8/8![United Airlines logo]()
$498
This American Airlines deal was found by Cheapflights users on 8/4. 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.
Tue 9/221:37 pm -
2 stops18h 38m
Deal found 8/4![American Airlines logo]()
$514
This American Airlines deal was found by Cheapflights users on 8/7. 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 9/61:10 pm -
2 stops20h 04m
Deal found 8/7![American Airlines logo]()
$526
This American Airlines deal was found by Cheapflights users on 8/5. 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.
Tue 9/19:40 pm -
2 stops16h 23m
Deal found 8/5![American Airlines logo]()
$533
This United Airlines deal was found by Cheapflights users on 8/7. 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 8/219:40 pm -
2 stops16h 58m
Deal found 8/7![United Airlines logo]()
$563
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Sun 9/611:59 pm -
3 stops34h 42m
Deal found 8/7![Multiple Airlines logo]()
$576
This American Airlines deal was found by Cheapflights users on 8/7. 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 9/35:55 pm -
2 stops20h 47m
Deal found 8/7![American Airlines logo]()
$602
This Kiwi.com deal was found by Cheapflights users on 8/3. 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.
Tue 9/228:00 am -
3 stops48h 58m
Deal found 8/3![Multiple Airlines logo]()
$612
This Delta deal was found by Cheapflights users on 8/5. 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 9/13:50 pm -
1 stop14h 40m
Deal found 8/5![Delta logo]()
$643
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 August 8, 2026.
Round-trip from | $696 (United Airlines) |
|---|---|
One-way from | $396 (United Airlines) |
Popular in | December |
Cheapest in | March |
Average price | $806 |
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 2,558,603 searches. Data last updated August 8, 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
Tue 9/1
2:48 pm-2:44 pm
2 stops17h 56m
San Juan Luis Munoz Marin Intl
Tue 9/15
7:00 am-7:48 pm
3 stops18h 48m
$778
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Sun 10/18
7:40 pm-5:38 pm
1 stop15h 58m
San Juan Luis Munoz Marin Intl
Wed 10/28
6:40 am-7:56 pm
2 stops19h 16m
$786
HonoluluMontego Bay
HNL Honolulu - MBJ Montego Bay Sangster Intl
HNLMBJ
Honolulu
Tue 12/1
2:00 pm-5:20 pm
2 stops22h 20m
Montego Bay Sangster Intl
Fri 12/4
2:20 pm-10:38 pm
2 stops61h 18m
$802
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Tue 10/27
6:55 am-12:15 pm
2 stops23h 20m
San Juan Luis Munoz Marin Intl
Wed 10/28
1:05 am-7:56 pm
2 stops24h 51m
$808
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Sun 10/25
11:45 am-5:25 pm
2 stops23h 40m
San Juan Luis Munoz Marin Intl
Sat 10/31
1:35 pm-12:48 pm
2 stops29h 13m
$812
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Tue 10/27
6:55 am-10:50 am
2 stops21h 55m
San Juan Luis Munoz Marin Intl
Thu 10/29
1:05 am-7:56 pm
2 stops24h 51m
$812
HonoluluPunta Cana
HNL Honolulu - PUJ Punta Cana
HNLPUJ
Honolulu
Mon 11/2
10:55 pm-9:40 pm
2 stops40h 45m
Punta Cana
Thu 11/5
1:05 pm-9:40 pm
2 stops38h 35m
$889
HonoluluProvidenciales
HNL Honolulu - PLS Providenciales
HNLPLS
Honolulu
Fri 1/8
12:10 am-12:25 pm
1 stop31h 15m
Providenciales
Wed 1/13
1:20 pm-12:45 pm
2 stops28h 25m
$893
LihueSan Juan
LIH Lihue - SJU San Juan Luis Munoz Marin Intl
LIHSJU
Lihue
Tue 9/29
7:35 pm-5:38 pm
1 stop16h 03m
San Juan Luis Munoz Marin Intl
Sat 10/3
2:55 pm-11:50 am
2 stops26h 55m
$904
HonoluluSan Juan
HNL Honolulu - SJU San Juan Luis Munoz Marin Intl
HNLSJU
Honolulu
Mon 8/24
9:40 pm-8:38 pm
2 stops16h 58m
San Juan Luis Munoz Marin Intl
Tue 9/1
7:00 am-7:28 pm
2 stops18h 28m
$910
Showing 1-10 of 48 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
LIH-SJU
HNL-NAS
HNL-PUJ
HNL-POS
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
LIH-SJU
HNL-NAS
HNL-PUJ
What is the cheapest month to book a flight from Hawaii to Caribbean?
Currently, October is the cheapest month in which you can book a flight from Hawaii to Caribbean (average of $824). Flying from Hawaii to Caribbean in December is currently the most expensive (average of $1,335). 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 August 8, 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 2,558,603 searches. Data last updated August 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$604 | Average$1,018 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$775 | Average$1,330 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$786 | Average$821 | FlexibilityNo cancel fee | On-time63% |