$348+ 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
HNL — SJU
Jun 3 — Jun 101
Round-trip
1 adult, Economy
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Find cheap flights from Hawaii to Caribbean with Cheapflights
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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 May 4, 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 May 4, 2026.
This Southwest deal was found by Cheapflights users on 5/1. 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.
Tue 9/229:25 pm
HNL
- SJU
2 stops18h 35m
Southwest
Tue 9/298:20 am
SJU
- HNL
2 stops18h 55m
Southwest
Deal found 5/1![Southwest logo]()
$806
This United Airlines deal was found by Cheapflights users on 5/1. 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 8/247:00 am
HNL
- SJU
2 stops23h 54m
United Airlines
Wed 8/262:20 pm
SJU
- HNL
2 stops27h 31m
United Airlines
Deal found 5/1![United Airlines logo]()
$814
This Southwest deal was found by Cheapflights users on 5/2. 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.
Mon 6/19:05 pm
HNL
- SJU
2 stops18h 00m
Southwest
Mon 6/85:30 am
SJU
- HNL
2 stops21h 50m
Southwest
Deal found 5/2![Southwest logo]()
$841
This American Airlines deal was found by Cheapflights users on 4/30. 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 7/35:39 pm
HNL
- SJU
2 stops18h 45m
American Airlines
Fri 7/1010:35 am
SJU
- HNL
2 stops17h 34m
American Airlines
Deal found 4/30![American Airlines logo]()
$856
This Southwest deal was found by Cheapflights users on 4/30. 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.
Mon 6/229:25 pm
HNL
- SJU
2 stops18h 35m
Southwest
Tue 7/146:00 am
SJU
- HNL
2 stops21h 20m
Southwest
Deal found 4/30![Southwest logo]()
$861
This United Airlines deal was found by Cheapflights users on 5/1. 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 9/221:25 pm
HNL
- SJU
2 stops17h 29m
United Airlines
Tue 9/297:00 am
SJU
- HNL
3 stops18h 43m
United Airlines
Deal found 5/1![United Airlines logo]()
$868
This United Airlines deal was found by Cheapflights users on 4/29. 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 9/81:00 pm
HNL
- SJU
2 stops17h 54m
United Airlines
Thu 9/104:55 pm
SJU
- HNL
2 stops24h 56m
United Airlines
Deal found 4/29![United Airlines logo]()
$881
This Delta deal was found by Cheapflights users on 5/1. 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 8/133:20 pm
HNL
- SJU
1 stop14h 36m
Delta
Wed 8/197:30 am
SJU
- HNL
2 stops19h 17m
Delta
Deal found 5/1![Delta logo]()
$891
This American Airlines deal was found by Cheapflights users on 4/29. 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 7/1312:23 pm
HNL
- AUA
2 stops22h 36m
American Airlines
Mon 7/202:34 pm
AUA
- HNL
2 stops27h 37m
American Airlines
Deal found 4/29![American Airlines logo]()
$896
This Southwest deal was found by Cheapflights users on 5/1. 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 7/311:55 am
HNL
- SJU
2 stops16h 50m
Southwest
Thu 7/95:30 am
SJU
- HNL
2 stops21h 50m
Southwest
Deal found 5/1![Southwest logo]()
$901
This Delta deal was found by Cheapflights users on 5/1. 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 8/103:35 pm
HNL
- SJU
1 stop18h 56m
Delta
Wed 8/197:30 am
SJU
- HNL
2 stops19h 17m
Delta
Deal found 5/1![Delta logo]()
$906
This American Airlines deal was found by Cheapflights users on 4/30. 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 7/2712:23 pm
HNL
- PUJ
2 stops18h 25m
American Airlines
Sun 8/25:56 pm
PUJ
- HNL
2 stops24h 15m
American Airlines
Deal found 4/30![American Airlines logo]()
$997
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 May 4, 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 May 4, 2026.
This United Airlines deal was found by Cheapflights users on 5/1. 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 8/247:00 am
HNL
- SJU
2 stops23h 54m
United Airlines
Wed 8/262:20 pm
SJU
- HNL
2 stops27h 31m
United Airlines
Deal found 5/1![United Airlines logo]()
$814
This Delta deal was found by Cheapflights users on 5/2. 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 10/129:59 pm
HNL
- SJU
2 stops19h 57m
Delta
Fri 10/167:00 am
SJU
- HNL
2 stops19h 53m
Delta
Deal found 5/2![Delta logo]()
$856
This Southwest deal was found by Cheapflights users on 5/1. 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.
Wed 7/229:25 pm
HNL
- SJU
2 stops18h 05m
Southwest
Sun 7/265:00 am
SJU
- HNL
2 stops22h 20m
Southwest
Deal found 5/1![Southwest logo]()
$861
This American Airlines deal was found by Cheapflights users on 4/29. 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 7/1312:23 pm
HNL
- AUA
2 stops22h 36m
American Airlines
Mon 7/202:34 pm
AUA
- HNL
2 stops27h 37m
American Airlines
Deal found 4/29![American Airlines logo]()
$896
This Air Canada deal was found by Cheapflights users on 4/29. 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 8/239:50 pm
HNL
- NAS
2 stops37h 40m
Air Canada
Wed 8/266:30 pm
NAS
- HNL
2 stops56h 05m
Air Canada
Deal found 4/29![Air Canada logo]()
$1,101
This Mytrip deal was found by Cheapflights users on 5/2. 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.
Wed 7/19:50 pm
HNL
- KIN
2 stops35h 05m
Multiple Airlines
Mon 7/66:25 pm
KIN
- HNL
3 stops31h 10m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$1,346
This United Airlines deal was found by Cheapflights users on 5/2. 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 9/221:25 pm
HNL
- SJU
2 stops17h 29m
United Airlines
Tue 9/297:00 am
SJU
- HNL
3 stops18h 43m
United Airlines
Deal found 5/2![United Airlines logo]()
$868
This Southwest deal was found by Cheapflights users on 5/1. 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 7/311:55 am
HNL
- SJU
2 stops16h 50m
Southwest
Thu 7/95:30 am
SJU
- HNL
2 stops21h 50m
Southwest
Deal found 5/1![Southwest logo]()
$901
This FlightHub deal was found by Cheapflights users on 4/29. 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.
Sat 5/169:55 pm
HNL
- POS
2 stops44h 20m
Air Canada
Fri 5/221:25 am
POS
- HNL
2 stops25h 25m
Air Canada
Deal found 4/29![Air Canada logo]()
$1,118
This United Airlines deal was found by Cheapflights users on 5/1. 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 6/510:53 pm
HNL
- SJU
2 stops18h 57m
United Airlines
Fri 6/191:00 am
SJU
- HNL
2 stops26h 43m
United Airlines
Deal found 5/1![United Airlines logo]()
$1,028
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Sat 7/1112:23 pm
HNL
- PUJ
2 stops16h 40m
American Airlines
Fri 7/174:18 pm
PUJ
- HNL
2 stops25h 53m
American Airlines
Deal found 4/29![American Airlines logo]()
$1,256
This United Airlines deal was found by Cheapflights users on 4/29. 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 7/137:50 pm
HNL
- AUA
1 stop13h 30m
United Airlines
Mon 7/201:50 pm
AUA
- HNL
2 stops35h 54m
United Airlines
Deal found 4/29![United Airlines logo]()
$1,046
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/223:32 pm
HNL
- STI
1 stop14h 51m
Delta
Fri 6/58:59 pm
STI
- HNL
1 stop23h 46m
Delta
Deal found 5/3![Delta logo]()
$1,330
This Mytrip deal was found by Cheapflights users on 5/1. 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.
Mon 6/159:55 pm
HNL
- NAS
3 stops31h 15m
Multiple Airlines
Mon 6/226:30 pm
NAS
- HNL
3 stops32h 05m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$1,364
This United Airlines deal was found by Cheapflights users on 5/2. 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 10/258:15 pm
HNL
- PUJ
1 stop15h 03m
United Airlines
Thu 10/294:20 pm
PUJ
- HNL
2 stops27h 00m
United Airlines
Deal found 5/2![United Airlines logo]()
$1,052
This Delta deal was found by Cheapflights users on 4/30. 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 6/143:50 pm
HNL
- STI
1 stop14h 35m
Delta
Sun 6/218:59 pm
STI
- HNL
1 stop24h 16m
Delta
Deal found 4/30![Delta logo]()
$1,330
This American Airlines deal was found by Cheapflights users on 4/30. 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 6/148:30 pm
HNL
- STI
2 stops18h 42m
American Airlines
Sun 6/217:04 am
STI
- HNL
2 stops21h 07m
American Airlines
Deal found 4/30![American Airlines logo]()
$1,334
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/203:32 pm
HNL
- STI
1 stop21h 56m
Delta
Mon 6/88:59 pm
STI
- HNL
1 stop24h 16m
Delta
Deal found 5/3![Delta logo]()
$1,330
This United Airlines deal was found by Cheapflights users on 5/2. 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 6/303:25 pm
HNL
- SJU
1 stop23h 59m
United Airlines
Tue 7/147:40 am
SJU
- HNL
2 stops19h 58m
United Airlines
Deal found 5/2![United Airlines logo]()
$1,101
This Delta deal was found by Cheapflights users on 5/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/239:30 pm
HNL
- STI
2 stops21h 29m
Delta
Sat 6/68:59 pm
STI
- HNL
1 stop24h 16m
Delta
Deal found 5/3![Delta logo]()
$1,335
This United Airlines deal was found by Cheapflights users on 5/3. 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.
Sat 10/247:00 am
HNL
- STI
2 stops21h 46m
United Airlines
Tue 10/273:00 pm
STI
- HNL
2 stops28h 41m
United Airlines
Deal found 5/3![United Airlines logo]()
$1,115
This United Airlines deal was found by Cheapflights users on 4/30. 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 5/149:40 pm
HNL
- SJU
1 stop13h 58m
United Airlines
Sun 5/177:40 am
SJU
- HNL
2 stops18h 29m
United Airlines
Deal found 4/30![United Airlines logo]()
$1,119
This United Airlines deal was found by Cheapflights users on 5/1. 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 9/11:00 pm
HNL
- PUJ
2 stops17h 40m
United Airlines
Thu 9/31:50 pm
PUJ
- HNL
2 stops29h 38m
United Airlines
Deal found 5/1![United Airlines logo]()
$1,145
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/167:40 pm
HNL
- POS
1 stop21h 43m
United Airlines
Fri 5/2212:30 am
POS
- HNL
2 stops24h 55m
United Airlines
Deal found 4/29![United Airlines logo]()
$1,192
This United Airlines deal was found by Cheapflights users on 5/1. 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 6/1511:01 pm
HNL
- NAS
2 stops32h 46m
United Airlines
Mon 6/223:59 pm
NAS
- HNL
2 stops33h 14m
United Airlines
Deal found 5/1![United Airlines logo]()
$1,210
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Sat 5/167:00 am
HNL
- POS
2 stops25h 32m
American Airlines
Sat 5/237:00 am
POS
- HNL
3 stops21h 11m
American Airlines
Deal found 4/29![American Airlines logo]()
$2,495
This United Airlines deal was found by Cheapflights users on 5/2. 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 7/117:00 am
HNL
- PUJ
2 stops25h 27m
United Airlines
Fri 7/171:50 pm
PUJ
- HNL
2 stops35h 23m
United Airlines
Deal found 5/2![United Airlines logo]()
$1,236
This United Airlines deal was found by Cheapflights users on 5/1. 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 8/257:00 am
HNL
- NAS
2 stops22h 28m
United Airlines
Wed 8/262:35 pm
NAS
- HNL
2 stops27h 10m
United Airlines
Deal found 5/1![United Airlines logo]()
$1,692
This United Airlines deal was found by Cheapflights users on 5/3. 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.
Thu 7/237:00 am
HNL
- POS
2 stops34h 23m
United Airlines
Wed 8/512:30 am
POS
- HNL
2 stops27h 13m
United Airlines
Deal found 5/3![United Airlines logo]()
$2,059
Last-minute flights from Hawaii to CaribbeanDiscover last-minute flight deals from Hawaii to Caribbean. Data last updated May 4, 2026 and is based on user searches.
Discover last-minute flight deals from Hawaii to Caribbean. Data last updated May 4, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 5/1. 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 5/19:40 pm
HNL
- SJU
2 stops16h 54m
United Airlines
Mon 5/47:20 am
SJU
- HNL
2 stops20h 44m
United Airlines
Deal found 5/1![United Airlines logo]()
$1,176
This United Airlines deal was found by Cheapflights users on 4/30. 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 5/149:40 pm
HNL
- SJU
1 stop13h 58m
United Airlines
Sun 5/177:40 am
SJU
- HNL
2 stops18h 29m
United Airlines
Deal found 4/30![United Airlines logo]()
$1,119
This FlightHub deal was found by Cheapflights users on 4/29. 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.
Sat 5/169:55 pm
HNL
- POS
2 stops44h 20m
Air Canada
Fri 5/221:25 am
POS
- HNL
2 stops25h 25m
Air Canada
Deal found 4/29![Air Canada logo]()
$1,118
This United Airlines deal was found by Cheapflights users on 4/29. 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 5/167:40 pm
HNL
- POS
1 stop21h 43m
United Airlines
Fri 5/2212:30 am
POS
- HNL
2 stops24h 55m
United Airlines
Deal found 4/29![United Airlines logo]()
$1,192
This American Airlines deal was found by Cheapflights users on 5/3. 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 5/197:00 am
HNL
- STI
2 stops23h 23m
American Airlines
Sat 6/67:04 am
STI
- HNL
2 stops21h 07m
American Airlines
Deal found 5/3![American Airlines logo]()
$1,167
This American Airlines deal was found by Cheapflights users on 5/3. 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 5/197:00 am
HNL
- STI
2 stops23h 23m
American Airlines
Wed 6/33:38 pm
STI
- HNL
2 stops25h 33m
American Airlines
Deal found 5/3![American Airlines logo]()
$1,207
This United Airlines deal was found by Cheapflights users on 5/1. 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 5/207:40 pm
HNL
- SJU
1 stop14h 02m
United Airlines
Thu 6/111:00 am
SJU
- HNL
2 stops26h 43m
United Airlines
Deal found 5/1![United Airlines logo]()
$1,166
This American Airlines deal was found by Cheapflights users on 5/3. 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.
Wed 5/2011:41 pm
HNL
- STI
2 stops32h 57m
American Airlines
Thu 6/43:39 pm
STI
- HNL
2 stops26h 22m
American Airlines
Deal found 5/3![American Airlines logo]()
$1,205
This American Airlines deal was found by Cheapflights users on 5/3. 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.
Thu 5/2110:14 pm
HNL
- STI
2 stops16h 59m
American Airlines
Sat 6/67:04 am
STI
- HNL
2 stops21h 07m
American Airlines
Deal found 5/3![American Airlines logo]()
$1,180
This American Airlines deal was found by Cheapflights users on 5/3. 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.
Fri 5/228:30 pm
HNL
- STI
2 stops18h 43m
American Airlines
Fri 6/53:39 pm
STI
- HNL
2 stops25h 54m
American Airlines
Deal found 5/3![American Airlines logo]()
$1,060
This American Airlines deal was found by Cheapflights users on 5/3. 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.
Mon 5/2512:41 pm
HNL
- STI
2 stops19h 57m
American Airlines
Fri 6/53:39 pm
STI
- HNL
2 stops29h 17m
American Airlines
Deal found 5/3![American Airlines logo]()
$1,155
This American Airlines deal was found by Cheapflights users on 5/3. 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.
Mon 5/2512:41 pm
HNL
- STI
2 stops19h 57m
American Airlines
Wed 6/33:38 pm
STI
- HNL
2 stops25h 33m
American Airlines
Deal found 5/3![American Airlines logo]()
$1,195
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 May 4, 2026.
Search for one-way flight options from Hawaii to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
This Southwest deal was found by Cheapflights users on 4/30. 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.
Wed 9/169:25 pm
HNL
- SJU
2 stops19h 25m
Southwest
Deal found 4/30![Southwest logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 7/159:55 pm
HNL
- NAS
3 stops31h 15m
WestJet
Deal found 5/2![WestJet logo]()
$395
This Southwest deal was found by Cheapflights users on 5/1. 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 6/79:25 pm
HNL
- SJU
2 stops18h 05m
Southwest
Deal found 5/1![Southwest logo]()
$403
This Orbitz deal was found by Cheapflights users on 4/29. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/39:50 pm
HNL
- KIN
2 stops55h 35m
Air Canada
Deal found 4/29![Air Canada logo]()
$426
This Justfly.com deal was found by Cheapflights users on 4/29. 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.
Sun 9/209:50 pm
HNL
- PUJ
2 stops35h 40m
Air Canada
Deal found 4/29![Air Canada logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 7/169:55 pm
HNL
- NAS
3 stops55h 15m
WestJet
Deal found 5/2![WestJet logo]()
$428
This WestJet deal was found by Cheapflights users on 5/2. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/209:55 pm
HNL
- NAS
2 stops31h 15m
WestJet
Deal found 5/2![WestJet logo]()
$447
This United Airlines deal was found by Cheapflights users on 4/30. 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 9/231:25 pm
HNL
- PUJ
2 stops17h 15m
United Airlines
Deal found 4/30![United Airlines logo]()
$454
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 9/239:55 pm
HNL
- PUJ
3 stops31h 05m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$462
This American Airlines deal was found by Cheapflights users on 4/30. 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 6/711:41 pm
HNL
- SJU
2 stops17h 58m
American Airlines
Deal found 4/30![American Airlines logo]()
$478
This Trip.com deal was found by Cheapflights users on 5/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:55 am
HNL
- SJU
2 stops34h 46m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$484
This eDestinos deal was found by Cheapflights users on 5/2. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/79:15 pm
HNL
- SJU
3 stops45h 29m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$496
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 May 4, 2026.
Round-trip from | $806 (Southwest) |
|---|---|
One-way from | $348 (Southwest) |
Popular in | December |
Cheapest in | March |
Average price | $946 |
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 May 4, 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 - SJU
HNLSJU
Honolulu
Mon 8/24
7:00 am-12:54 pm
2 stops23h 54m
San Juan Luis Munoz Marin Intl
Wed 8/26
2:20 pm-11:51 am
2 stops27h 31m
$814
HonoluluSan Juan
HNL - SJU
HNLSJU
Honolulu
Mon 10/12
9:59 pm-11:56 pm
2 stops19h 57m
San Juan Luis Munoz Marin Intl
Fri 10/16
7:00 am-8:53 pm
2 stops19h 53m
$856
HonoluluSan Juan
HNL - SJU
HNLSJU
Honolulu
Wed 7/22
9:25 pm-9:30 pm
2 stops18h 05m
San Juan Luis Munoz Marin Intl
Sun 7/26
5:00 am-9:20 pm
2 stops22h 20m
$861
HonoluluSan Juan
HNL - SJU
HNLSJU
Honolulu
Tue 9/22
1:25 pm-12:54 pm
2 stops17h 29m
San Juan Luis Munoz Marin Intl
Tue 9/29
7:00 am-7:43 pm
3 stops18h 43m
$868
HonoluluOranjestad
HNL - AUA
HNLAUA
Honolulu
Mon 7/13
12:23 pm-4:59 pm
2 stops22h 36m
Oranjestad Reina Beatrix
Mon 7/20
2:34 pm-12:11 pm
2 stops27h 37m
$896
HonoluluSan Juan
HNL - SJU
HNLSJU
Honolulu
Fri 7/3
11:55 am-10:45 am
2 stops16h 50m
San Juan Luis Munoz Marin Intl
Thu 7/9
5:30 am-9:20 pm
2 stops21h 50m
$901
HonoluluSan Juan
HNL - SJU
HNLSJU
Honolulu
Fri 6/5
10:53 pm-11:50 pm
2 stops18h 57m
San Juan Luis Munoz Marin Intl
Fri 6/19
1:00 am-9:43 pm
2 stops26h 43m
$1,028
HonoluluOranjestad
HNL - AUA
HNLAUA
Honolulu
Mon 7/13
7:50 pm-3:20 pm
1 stop13h 30m
Oranjestad Reina Beatrix
Mon 7/20
1:50 pm-7:44 pm
2 stops35h 54m
$1,046
HonoluluPunta Cana
HNL - PUJ
HNLPUJ
Honolulu
Sun 10/25
8:15 pm-5:18 pm
1 stop15h 03m
Punta Cana
Thu 10/29
4:20 pm-1:20 pm
2 stops27h 00m
$1,052
HonoluluNassau
HNL - NAS
HNLNAS
Honolulu
Sun 8/23
9:50 pm-5:30 pm
2 stops37h 40m
Nassau Intl
Wed 8/26
6:30 pm-8:35 pm
2 stops56h 05m
$1,101
Showing 1-10 of 57 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-AUA
HNL-PUJ
HNL-STI
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
HNL-AUA
HNL-PUJ
HNL-STI
What is the cheapest month to book a flight from Hawaii to Caribbean?
Currently, May is the cheapest month in which you can book a flight from Hawaii to Caribbean (average of $395). Flying from Hawaii to Caribbean in July is currently the most expensive (average of $881). 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 May 4, 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 2 airlines flying from Hawaii to Caribbean
Discover the top 2 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 May 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$516 | Average$1,245 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$604 | Average$982 | FlexibilityNo cancel fee | On-time71% |