$763 Find Cheap Flights from Caribbean to Kailua-Kona

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight to Kailua-Kona departing on 9/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Cheap Flights from Caribbean to Kailua-Kona

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Kailua-Kona that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Kailua-Kona

mié., sep. 3 - mié., sep. 17
American Airlines Logo
12:15 pm - 1:42 pmSDQ-KOA
31h 27m2 stops
American Airlines Logo
3:13 pm - 8:30 pmKOA-SDQ
23h 17m2 stops
$763American Airlines
Find Deal
dom., sep. 28 - dom., oct. 5
United Airlines Logo
5:45 am - 11:50 amSDQ-KOA
36h 05m2 stops
United Airlines Logo
8:00 pm - 11:41 amKOA-SDQ
33h 41m2 stops
$1,136United Airlines
Find Deal
lun., dic. 22 - jue., ene. 1
American Airlines Logo
1:30 am - 6:19 pmSJU-KOA
22h 49m2 stops
American Airlines Logo
6:30 pm - 11:31 pmKOA-SJU
23h 01m1 stop
$1,476American Airlines
Find Deal
lun., nov. 24 - sáb., nov. 29
American Airlines Logo
6:42 pm - 3:35 pmSJU-KOA
26h 53m2 stops
American Airlines Logo
6:30 pm - 3:09 pmKOA-SJU
14h 39m1 stop
$1,543American Airlines
Find Deal
lun., dic. 22 - jue., ene. 1
American Airlines Logo
1:30 am - 3:35 pmSJU-KOA
20h 05m1 stop
American Airlines Logo
6:30 pm - 11:31 pmKOA-SJU
23h 01m1 stop
$1,603American Airlines
Find Deal
dom., nov. 23 - sáb., nov. 29
American Airlines Logo
6:42 pm - 3:02 pmSJU-KOA
26h 20m2 stops
American Airlines Logo
6:30 pm - 3:09 pmKOA-SJU
14h 39m1 stop
$1,632American Airlines
Find Deal
dom., nov. 23 - sáb., nov. 29
United Airlines Logo
2:05 am - 8:26 pmSJU-KOA
24h 21m2 stops
United Airlines Logo
11:10 pm - 6:25 pmKOA-SJU
37h 15m2 stops
$1,662United Airlines
Find Deal
lun., nov. 24 - sáb., nov. 29
American Airlines Logo
3:59 pm - 3:35 pmSJU-KOA
29h 36m1 stop
American Airlines Logo
9:45 pm - 9:32 pmKOA-SJU
17h 47m2 stops
$1,667American Airlines
Find Deal
lun., nov. 24 - sáb., nov. 29
American Airlines Logo
3:59 pm - 3:35 pmSJU-KOA
29h 36m1 stop
American Airlines Logo
6:30 pm - 3:09 pmKOA-SJU
14h 39m1 stop
$1,668American Airlines
Find Deal
dom., nov. 23 - sáb., nov. 29
United Airlines Logo
2:05 am - 7:17 pmSJU-KOA
23h 12m2 stops
United Airlines Logo
11:10 pm - 6:25 pmKOA-SJU
37h 15m2 stops
$1,669United Airlines
Find Deal
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Good to know

Cheapest flight$763
Flight from Santo Domingo to Kailua-Kona

FAQs for booking flights from Caribbean to Kailua-Kona

  • How does KAYAK find such low prices on flights from Caribbean to Kailua-Kona?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean to Kailua-Kona.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Kailua-Kona?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Kailua-Kona from Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean to Kailua-Kona?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Kailua-Kona with an airline and back to Caribbean with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean to Kailua-Kona?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Kailua-Kona from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean to Kailua-Kona

 
Need help choosing which airline to fly with from Caribbean to Kailua-Kona? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8915 reviews
7.7Boarding
7.1Entertainment
7.3Comfort
8.1Crew
6.6Food
Airline reviews

Had to cancel first flight because Airporter Bus took over 3 hrs to get to airport which resulted in an extra $378 dollar fare . Is there anyway I can be reimbursed for initial fare since it was not my fault? Sent from my iPhone EJ Ledet

2.0 MediocreAnonymous, Aug 2025SEA - DEN
Read more United Airlines reviews

Had to cancel first flight because Airporter Bus took over 3 hrs to get to airport which resulted in an extra $378 dollar fare . Is there anyway I can be reimbursed for initial fare since it was not my fault? Sent from my iPhone EJ Ledet

For both flights I requested a gluten free meal, they didn’t have one nor were there other options.

Plane was crowded and even when we hit altitude, the plane was hot, not enough air flow.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

Inoperable monitor left no entert for 9 hours. Crew was not helpful Food was awful.

Stuck on tarmac for two hours plus a 5.5 hour flight. Rude flight attendant. And no meals, not even for purchase!

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

This flight was perfect. No complaints and only the highest regard for the crew and ground staff and how they executed perfectly. I fly a lot with United and would request predictability and transparency in their operations instead of last minute changes.

This is for UA2274 from Houston to Sacramento. The flight was delayed arriving due to mechanical issues so we left about 3 hours later than scheduled. When boarding the plane the temperature inside was excessive - likely close to 100. Pilot apologized and said it was going to improve at altitude, which it did. But before that I honestly thought there might have been more delays removing passengers made ill from the heat. We were delayed leaving due to another mechanical issue. There was not water on the plane due to a panel that was not secured. They did that quickly, but the combination of mechanical issues was rather disturbing and did not reflect well on United.

Everything you need to know for your flight to Kailua-Kona

Information on the airport you'll fly into in Kailua-Kona

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