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Find cheap flights to Wailea from $119

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Wailea departing on 8/20. 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
0 bags
Mon 7/1
Mon 7/8

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Low season

January

High season

July

Cheapest flight

$119
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from San Diego to Kahului

FAQs - booking Wailea flights

  • How long is the flight to Wailea?

    Flights from San Diego5h 38m
    Flights from Seattle5h 53m
    Flights from San Francisco5h 11m
    Flights from Honolulu0h 41m
    Flights from Los Angeles5h 28m
  • What is the cheapest flight to Kahului?

    In the last 3 days, the cheapest flight deal to Kahului was found on the route from San Diego, at $119 one-way and $198 return. The most popular connection is from Los Angeles to Kahului and KAYAK users have found round-trip deals for as low as $242 in the last 3 days.

  • Which airlines fly to Kahului?

    Hawaiian Airlines, Southern / Mokulele, and Southwest usually have the most frequent connections from United States to Kahului. See the amount of flights per week for popular airlines flying to Kahului.

  • How to fly to Wailea?

    You cannot fly directly to Wailea. KAYAK recommends you fly to Kahului (OGG) (14.41 miles from Wailea). From there you can rent a car or get a taxi.

  • What airports are near Wailea?

    The closest airport is Kahului (OGG) (14.41 mi). Other nearby airports are Kapalua West Maui (JHM) (24.17 mi), Hana (HNM) (28.36 mi), Lanai City (LNY) (33.67 mi) or Kalaupapa (LUP) (49.81 mi). KAYAK recommends you fly to Kahului.

  • How far is Kahului from central Kahului?

    There are 3 miles between Kahului city center and Kahului.

  • What is the name of Kahului’s airport?

    Kahului is served by Kahului, also commonly referred to as Kahului or Maui Kahului. The airport code is OGG.

  • How does KAYAK find such low prices on flights to Wailea?

    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 to Wailea.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Wailea?

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

  • What is the Hacker Fare option on flights to Wailea?

    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 Wailea with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Wailea?

    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 Wailea up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Wailea

  • There is no major airport in Wailea. It is instead served by Kahului Airport.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Wailea flight deals.

Top 5 airlines flying to Wailea

 
Need help choosing which airline to fly with from the United States to Wailea? 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.
8.0
Alaska AirlinesOverall score based on 9197 reviews
8.6Crew
7.3Food
8.2Boarding
7.9Comfort
7.3Entertainment
Airline reviews

Offer snacks/meals for people with food sensitivities. HAVE TV SCREENS!

6.0 GoodAnonymous, May 2024SEA - IAD
Read more about Alaska Airlines reviews

Offer snacks/meals for people with food sensitivities. HAVE TV SCREENS!

The flight itself went well, except it left 1.5 hours late, and about 10 of us missed our Alaska Airlines connection by minutes; they wouldn't hold the plane, even though our arrival delay was caused by Alaska. No gluten-free options among the snacks; you had to order meals separately, but there was no consideration for food sensitivities. NO TELEVISION on a flight from Washington, DC to Seattle or from Seattle to Anchorage. I didn't know that ANY airlines offering cross-country flights didn't have screens for entertainment. This alone is a "never again" for me.

I have to eat gluten-free due to celiac disease, but so far no Alaska Air flight has offered a gluten-free option for the snack given out with free drinks. It seems like that wouldn't be too hard to do.

Crew was outstanding. Flight was fine. Food was a joke! I didn't get the priority I paid for!! That pissed me off since I paid extra!!!

I liked the price of the 2 way tix. I hated having to pay $8.00 for Internet access. It should be free. Legroom and seats are very confining.

I didn’t know that food needed to be ordered ahead. Please include this in the reservation information. Overall, very good experience.

Plane hit turbulence diverted to Houston. We'll probably get in after 3am

Cabin crew very friendly and pleasant. Flight left late but we didn't know why. Alaska Airlines app was not user friendly -- app wouldn't let us upgrade our seats, but no indication if flight was full. We wound up having to call the airline to request an upgrade and we were told none was available. Waste of time. Baggage retrieval was easy.

Full flight where I had another passenger sitting in middle seat who said that he had lost 250 lbs from 500. The stewardess on exiting the flight advise me that I was going to receive a refund. I thought she was talking about another passenger. The stewardess saw that to make him comfortable I had lifted the armrest and flew for 5 hours to Seattle from Reagan DCA with a portion of his body on my seat. I survived. I flight to remember!!!!

the flight was delayed almost 3 hours and not one time was we told that it was delayed or why. I had asked one of the crew members why it was delayed, 20 minutes after the flight was supposed to take off, and was told that they had no idea what was going on and that they had not been told anything. this is FRIGHTENING!!!! No excuse!!

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

My seat was broken I couldn’t put it back I have really bad back issues , the flight was 5 hours delayed and there was a drink dude harassing the entire flight

No food or entertainment because it was a short flight. Unfortunately the takeoff was delayed more than an hour

Parents with kids should all be in the same area. Sounds rude but who what's to fly 6hrs with crying and bratty kids. Just my opinion.

Ok, so I didn’t have seats, so got there very early. I was first in line only to be told, listen for your name for seats. The flight was boarding before they gave me a middle seat, way after others showed up who were given more favorable treatment. Ok, so , don’t show up early and obey all the rules??? Clearly, your gate clerks did not. What gives???

Short flight but delayed. Since its a short flight no food or entertainment necessary

We had an awesome flight attendant who came by and made sure we were okay. Checked on us often and even shared some snacks that she had brought on, like edamame with chili and garlic seasoning. Yummy!

Overall good experience. I'm just over 6ft with long legs and legroom could be better, but is on par with other airlines. Only real negative was turbulence but that's not the airlines fault.

First flight got cancelled. Got booked for another flight departing 3.5 hours later which ended up being 1hr delayed... The flight was good when we finally ended up flying.

Very friendly und helpful crew. Looking forward for some more flights in

My husband and I had to split seats and I did not like to seat at the window.

I had a great flight. Everything went smoothly and the flight arrived early.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

The Wi-Fi was unavailable on this flight for some reason.

On time take off…US cabins look tired and need of refresh!

Fantastic. Smooth boarding with an infant. Never experienced it with any other carriers.

This was a Lufthansa flight, not United. The CSA at the counter, Ashley, was not only incompetent, but quite rude. Me and two other PAX waited over 7 minutes standing in front of her and another CSA and they ignored us. We joked that we must have accidently taken invisibility pills. She could have at least said "I'll be with you in a moment, I'm currently....". I could go on about how rude she and the other CSAs were (whispering, not communicating with me, blaming the situation on others, etc.). She would not work for me. Then, she gave me literally the worst seat on the plane. the worst. My seat kept getting bumped (rammed twice by the crew with their carts and about every 5 minutes by someone using the bathroom), listening to the bathroom all night, crowded seat, etc.

My seat was broken. WiFi didn’t work. Gate crew at HOU were rude and condescending. Treated all the passengers badly. Bad experience, United.

First flight of the day… MINIMUM FUEL! 15 minute landing delay at HOU due to fog turned into a 2+ hour delay! Rather than circle, they had to divert to another city to refuel! Sat on tarmac at Austin to refuel. We ALL missed our connections! The crew, including pilots, were clueless. Crew was really a mess. At HOU, Untied employees were exceedingly rude to all. It was pitiful.

Nothing, terrible travel experience due to weather and maintenance delays and was left stranded in Austin.

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

28 hour delay at Fort Worth/Dallas airport, part due to weather which was unavoidable, but various other reasons - no pilot, no fa, mechanical problem, plane too small, too big, crew out of flying time, seat configuration problems.... endless and hourly updates with a different excuse. Finally told us about 3.00 am, that the flight was delayed to hours later.

Experience was bad. 3.5 hour delay for a 2.5 hour trip. There was no r Transparency about the reason for the delay and it was done 30 mins at a time.

The boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

There were delays on both ends. It made it less than excellent. This plane was great though

AA1537 the AC was not working properly. It was very hot and uncomfortable.

Worst experience flying American Airlines. I fly with them often, so I was super disappointed in the service I received at gate 30 in LGA on May 24, mid-day. The flight was delayed twice. I was patiently waiting in the American Airlines lounge when I received the notice on my app that the plane was boarding 45 minutes before its newly re-scheduled take off of 4 pm (from the orginal 1:45 pm then 3:00 pm). It took me 5 min to travel from the lounge to the gate and when I arrived there at 3:20 flight gate attendant told me the flight had closed and that they announced for passengers multiple times. I showed them the notification on my app and they were really rude and unempathetic. The person who rescheduled my flight at customer service wasn't any happier but was at least helpful in getting me on the next flight.

Flight was 1/2 hour delayed leaving Phoenix. Otherwise it was an average flight. Flight crew on this trip was very nice.

Everything was great except for the wifi was junk. Crew was super friendly and helpful

Book Cheap Wailea Plane Tickets

Recent round-trip flight deals

8/27Tue
nonstopAlaska Airlines
5h 27mSFO-OGG
9/4Wed
nonstopAlaska Airlines
4h 52mOGG-SFO
$198
8/27Tue
nonstopAlaska Airlines
5h 27mSFO-OGG
9/4Wed
nonstopAlaska Airlines
4h 52mOGG-SFO
$209
9/23Mon
1 stopHawaiian Airlines
7h 43mSFO-OGG
9/27Fri
nonstopHawaiian Airlines
5h 00mOGG-SFO
$214
8/20Tue
1 stopUnited Airlines
8h 07mSAN-OGG
8/27Tue
1 stopUnited Airlines
8h 04mOGG-SAN
$216
8/27Tue
1 stopAmerican Airlines
11h 21mPDX-OGG
9/3Tue
1 stopAmerican Airlines
9h 47mOGG-PDX
$216
9/10Tue
1 stopAmerican Airlines
11h 12mSFO-OGG
9/17Tue
1 stopAmerican Airlines
10h 58mOGG-SFO
$216
9/8Sun
nonstopHawaiian Airlines
5h 25mSFO-OGG
9/18Wed
nonstopHawaiian Airlines
5h 00mOGG-SFO
$218
9/17Tue
1 stopUnited Airlines
9h 18mSEA-OGG
9/24Tue
1 stopUnited Airlines
9h 28mOGG-SEA
$222
8/27Tue
1 stopDelta
8h 02mSFO-OGG
9/4Wed
1 stopDelta
11h 18mOGG-SFO
$222
8/21Wed
1 stopDelta
8h 02mSFO-OGG
8/30Fri
1 stopDelta
11h 18mOGG-SFO
$242

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8/20Tue
nonstopHawaiian Airlines
5h 50mSAN-OGG
$119
8/20Tue
1 stopDelta
12h 29mSAN-OGG
$128
8/23Fri
nonstopAmerican Airlines
5h 47mLAX-OGG
$128
6/4Tue
nonstopAmerican Airlines
5h 37mLAX-OGG
$131
6/5Wed
nonstopUnited Airlines
5h 43mLAX-OGG
$147
8/29Thu
nonstopAlaska Airlines
5h 27mSFO-OGG
$149
8/26Mon
1 stopUnited Airlines
8h 07mPDX-OGG
$158
7/16Tue
nonstopAlaska Airlines
6h 02mSEA-OGG
$160
8/23Fri
2 stops
18h 43mLAX-OGG
$206
7/11Thu
2 stops
16h 43mSAN-OGG
$266

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Last minute flights to Wailea

Last minute flight, train and bus deals

6/2Sun
nonstopAmerican Airlines
5h 37mLAX-OGG
6/2Sun
nonstopAmerican Airlines
5h 18mOGG-LAX
$255
6/1Sat
nonstopDelta
5h 44mLAX-OGG
6/3Mon
nonstopDelta
5h 17mOGG-LAX
$261
6/4Tue
nonstopUnited Airlines
5h 22mSFO-OGG
6/25Tue
nonstopUnited Airlines
5h 00mOGG-SFO
$297
6/4Tue
multi-stopUnited Airlines
9h 11mSFO-OGG
6/25Tue
nonstopUnited Airlines
5h 00mOGG-SFO
$306
6/4Tue
nonstopAlaska Airlines
5h 24mSFO-OGG
6/11Tue
multi-stopAlaska Airlines
15h 48mOGG-SFO
$354
6/3Mon
nonstopAlaska Airlines
5h 24mSFO-OGG
6/6Thu
nonstopAlaska Airlines
5h 08mOGG-SFO
$357
6/3Mon
nonstopHawaiian Airlines
6h 10mSEA-OGG
6/24Mon
nonstopHawaiian Airlines
5h 35mOGG-SEA
$359
6/4Tue
nonstopHawaiian Airlines
5h 25mSFO-OGG
6/11Tue
nonstopHawaiian Airlines
5h 00mOGG-SFO
$367
6/5Wed
multi-stop
10h 50mLAX-OGG
6/11Tue
multi-stop
11h 06mOGG-LAX
$494
6/5Wed
multi-stop
9h 06mLAX-OGG
6/11Tue
multi-stop
11h 06mOGG-LAX
$572

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