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Kailua-Kona

$659+ Cheap flights from Caribbean to Kailua-Kona (KOA)

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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — KOA
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Caribbean to Kailua-Kona

Best flights from Caribbean to Kailua-Kona
Discover carefully curated flight deals from Caribbean to Kailua-Kona that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/16. 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 2/54:52 pmSJU - KOA
2 stops26h 13mUnited Airlines
Mon 2/92:20 pmKOA - SJU
2 stops25h 06mUnited Airlines
Deal found 12/16$659
This American Airlines deal was found by Cheapflights users on 12/17. 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 2/205:00 pmSDQ - KOA
2 stops31h 54mAmerican Airlines
Sat 2/2810:35 pmKOA - SDQ
2 stops19h 24mAmerican Airlines
Deal found 12/17$780
This United Airlines deal was found by Cheapflights users on 12/17. 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 2/262:05 amSJU - KOA
2 stops24h 46mUnited Airlines
Sat 3/710:10 pmKOA - SJU
2 stops34h 30mUnited Airlines
Deal found 12/17$789
This American Airlines deal was found by Cheapflights users on 12/16. 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 2/277:30 amSJU - KOA
2 stops17h 24mAmerican Airlines
Sat 3/79:30 pmKOA - SJU
2 stops19h 01mAmerican Airlines
Deal found 12/16$810
This American Airlines deal was found by Cheapflights users on 12/16. 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 3/17:30 amSJU - KOA
2 stops17h 24mAmerican Airlines
Sun 3/89:40 pmKOA - SJU
2 stops17h 09mAmerican Airlines
Deal found 12/16$875
This United Airlines deal was found by Cheapflights users on 12/16. 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 2/12:53 pmSDQ - KOA
2 stops28h 12mUnited Airlines
Thu 2/52:20 pmKOA - SDQ
2 stops18h 46mUnited Airlines
Deal found 12/16$896
This United Airlines deal was found by Cheapflights users on 12/14. 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 2/14:00 pmSTI - KOA
2 stops27h 05mUnited Airlines
Thu 2/52:20 pmKOA - STI
2 stops18h 33mUnited Airlines
Deal found 12/14$1,028
This United Airlines deal was found by Cheapflights users on 12/16. 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 2/206:00 amSDQ - KOA
2 stops20h 51mUnited Airlines
Sat 2/281:58 pmKOA - SDQ
3 stops19h 08mUnited Airlines
Deal found 12/16$1,145
This United Airlines deal was found by Cheapflights users on 12/14. 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 2/12:50 pmGCM - KOA
2 stops27h 07mUnited Airlines
Thu 2/58:36 amKOA - GCM
2 stops23h 39mUnited Airlines
Deal found 12/14$1,245

Find flight deals from Caribbean to Kailua-Kona

Keep the following information in mind while searching for Caribbean to Kailua-Kona flight deals. Data was last updated December 18, 2025.

Round-trip from

$659
(United Airlines)
From Caribbean to Kona Intl
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Kailua-Kona 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 December 18, 2025.
Use the filters below to find and compare flights from Caribbean to Kailua-Kona that are best for you.

Fly from

Caribbean

Fly to

Kailua-Kona

Route

Depart

Return

Price

San JuanKailua-Kona

SJU - KOA

SJUKOA

San Juan Luis Munoz Marin Intl

Thu 2/5

4:52 pm-1:05 pm

2 stops26h 13m

Kona Intl

Mon 2/9

2:20 pm-9:26 pm

2 stops25h 06m

$659

Santo DomingoKailua-Kona

SDQ - KOA

SDQKOA

Santo Domingo Las Americas

Fri 2/20

5:00 pm-6:54 pm

2 stops31h 54m

Kona Intl

Sat 2/28

10:35 pm-11:59 pm

2 stops19h 24m

$780

San JuanKailua-Kona

SJU - KOA

SJUKOA

San Juan Luis Munoz Marin Intl

Thu 2/26

2:05 am-8:51 pm

2 stops24h 46m

Kona Intl

Sat 3/7

10:10 pm-2:40 pm

2 stops34h 30m

$789

San JuanKailua-Kona

SJU - KOA

SJUKOA

San Juan Luis Munoz Marin Intl

Fri 2/27

7:30 am-6:54 pm

2 stops17h 24m

Kona Intl

Sat 3/7

9:30 pm-10:31 pm

2 stops19h 01m

$810

San JuanKailua-Kona

SJU - KOA

SJUKOA

San Juan Luis Munoz Marin Intl

Sun 3/1

7:30 am-6:54 pm

2 stops17h 24m

Kona Intl

Sun 3/8

9:40 pm-8:49 pm

2 stops17h 09m

$875

Santo DomingoKailua-Kona

SDQ - KOA

SDQKOA

Santo Domingo Las Americas

Sun 2/1

2:53 pm-1:05 pm

2 stops28h 12m

Kona Intl

Thu 2/5

2:20 pm-3:06 pm

2 stops18h 46m

$896

Santiago de los CaballerosKailua-Kona

STI - KOA

STIKOA

Santiago de los Caballeros

Sun 2/1

4:00 pm-1:05 pm

2 stops27h 05m

Kona Intl

Thu 2/5

2:20 pm-2:53 pm

2 stops18h 33m

$1,028

Santo DomingoKailua-Kona

SDQ - KOA

SDQKOA

Santo Domingo Las Americas

Fri 2/20

6:00 am-8:51 pm

2 stops20h 51m

Kona Intl

Sat 2/28

1:58 pm-3:06 pm

3 stops19h 08m

$1,145

George TownKailua-Kona

GCM - KOA

GCMKOA

George Town Owen Roberts Intl

Sun 2/1

2:50 pm-12:57 pm

2 stops27h 07m

Kona Intl

Thu 2/5

8:36 am-1:15 pm

2 stops23h 39m

$1,245

San JuanKailua-Kona

SJU - KOA

SJUKOA

San Juan Luis Munoz Marin Intl

Thu 1/1

1:30 am-4:38 pm

2 stops21h 08m

$693

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 12 results
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Best time to book a flight from Caribbean to Kailua-Kona

Have a flexible travel schedule? Discover the best time to fly to Kailua-Kona from Caribbean with our price prediction graph.
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 Caribbean to Kailua-Kona

What is the cheapest time of day to fly from CB to KOA?

Find hourly flight availability from Caribbean to Kailua-Kona. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

It’s optimal to fly from Caribbean to Kailua-Kona in the afternoon. By choosing this option you can save up to 18% on the cost of your flight, compared to a flight in the evening.

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Kailua-Kona. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Kailua-Kona from Caribbean?

    Most people fly into Kona Intl (KOA) if they book a flight to Kailua-Kona from Caribbean. Kona Intl is conveniently located just 7.7 mi from Kailua-Kona’s city center.

  • How long is the flight from Caribbean to Kailua-Kona?

    Airlines like United Airlines and American Airlines fly from Caribbean to Kailua-Kona in about 26h 13m. The time it takes to get you to your destination can typically vary by up to 5h 41m. The distance between Caribbean and Kailua-Kona is about 5793 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Caribbean to Kailua-Kona?

    While some choose either Santo Domingo Las Americas - Kona Intl or George Town Owen Roberts Intl - Kona Intl, San Juan Luis Munoz Marin Intl - Kona Intl is the most popular route from Caribbean to Kailua-Kona.

  • Can I find deals for flights from Caribbean to Kailua-Kona that include hotel bookings?

    Yes. In addition to deals on Caribbean to Kailua-Kona flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean to Kailua-Kona?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean to Kailua-Kona.

  • Can I find deals for business class flights from Caribbean to Kailua-Kona?

    Yes. Cheapflights offers flight deals from Caribbean to Kailua-Kona by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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