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$92 Find cheap flights to Wailea

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 11/4. 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
Tue 7/16
Tue 7/23

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Good to know

Low season

January

High season

July

Cheapest flight

$92
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from San Diego to Kahului

FAQs - booking Wailea flights

  • How long is the flight to Wailea?

    Flights from Seattle5h 54m
    Flights from San Diego5h 38m
    Flights from San Francisco5h 10m
    Flights from Portland5h 38m
    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 $92 one-way and $173 return. The most popular connection is from Los Angeles to Kahului and KAYAK users have found round-trip deals for as low as $173 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 9288 reviews
7.9Comfort
8.2Boarding
7.3Entertainment
8.6Crew
7.3Food
Airline reviews

First time traveling on plane, everything was very easy for me.

8.0 ExcellentDavid, Jun 2024PAE - LAX
Read more about Alaska Airlines reviews

First time traveling on plane, everything was very easy for me.

The flight was delayed for about 3 hours . It would have been better if more explanation was given why. The flight crew was excellent and the service was great

The staff were nice and the plane was clean, but charging for everything beyond the ticket was, quite frankly, poor customer service on your part. A cross-country flight should include at least a sandwich and one checked bag. This was my first Alaska flight and was booked because of convenience, but it might not have been worth it because of the baggage fee. United had free wi-fi and free movies, at least. Southwest allows for one free checked bag and has prices comparable to yours.

I couldn't cancel or change my flight so I paid for nothing.

It was good - I was just squished in between two men so that was uncomfortable but otherwise everything was good

Flying any other airline, even Frontier is better than Alaska

Crew was great snacks could be approved upon. Healthier options

Whoever the lady was who helped me check my bags in at the kiosk was amazing. She had red hair and was maybe 5'2" or so. I never got her name, but she was an infinity sign on a scale of 1-10.

Pretty good. There was a little bit of waiting for an assigned seat that was a bit nerve wracking but the people working there were very reassuring and I eventually got to board the plane after they coordinated which seat I would be in

We arrived almost 1/2 hour early at Burbank......we sat and waited for gate to open and then for stairs to arrive to deboard us. That took almost an hour. The flight was beautiful....the arrival at Burbank was frustrating.

Flight was 3 hours late so only had an OK experience

It was very cold because the air conditioner was on high power, and my son got sick.

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Liked all aspects except boarding notification. Long delay with little support in knowing about change in boarding gates .

I liked my seat and the boarding was seamless once I arrived at the gate. The food was not good and they didn't have any vegan options. Some of the crew members were lacking empathy or personality

Well organized staff friendly and great attitude. Little awkward and slow to check a bag in Lihue but otherwise a pleasant experience

The flight was so cold from Vegas to Hawaii. Everyone was so cold they put on goodies. They made us buy blankets for $13 each for 4 people. The plane was like an icebox. Now on the way back you made me pay extra so my family can sit together. Will not use you again.

The crew was quick and efficient. The flight was uneventful and arrived slightly early.

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

Was 4 1/2 hours delayed. No food options, poor entertainment and cramped seats made worse by people in front reclining while we could not as in back row.

The baggage handlers broke the handle on my bag that they put under the plane that I checked on the jetway. They traded it out for a less quality bag in Tulsa. But, they said they would try to fix it. Bologna! There was no fixing that bag handle. Someone didn’t care how they treated the bag.

The entertainment wasn’t playing in the app or online.

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

Original plane sidelined. Had to wait an hour for replacement.

Crew was very cooperative and professional. Passenger's first checked in bag should be free.

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

Horrible, the flights kept delaying, so it is obvious that we won't be able to make it to the next connection. No easier/real agent on site to help you figure this out. UA agent on other counters refuse to assist you and direct us to use the QR code/call customer service. So inefficient and poor. While technology seems convenient, but it's not the best interest/experience for customers need help while there is active issue need assistance.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

My window shade didn’t work. So I missed coming into my city. ☹️

What an idiot at the boarding gate. Even flying First she was mean and unpleasant.

I missed this flight due to delays on my previous flight.

This flight was awful all around. Delays on the tarmac at PHL before takeoff and at the tarmac in Chicago caused me to miss my final connection. This was completely avoidable, in my opinion.

The A321(?) model of the flight for 5+hrs has no seat back screens. Getting the american airlines wifi experience to watch movies on your own devices is not the same.

For the money that I paid it was a good deal. I sat in the back of the plane and didn't pick a seat and my wife I sat together. Mission accomplished.

Seats are weirdly bent, I felt hunched the entire time.

Paid for premium economy had no tv the whole time the crew tried to reset/reboot but would not work they said they would put a trouble ticket in for it. We had 3 seats my tv was the only one that didn't work. They cancelled our flight re worked us on another that left us at airport over night on the floor I have a ten year old and a 78 diabetic mother which also had shingles and suffers from nerve pain in legs and back. Requested wheelchair service at all airports after the re route NO wheelchair service was there to help. WORST experience we have ever had. Went to American airlines assistance it was closed. I AM FURIOUS!!! I expect some sort of compensation from this traumatic experience and no need for flying points we don't plan on using American airlines again!!!!

This is by far the worst experience I have had with American Airlines. The start of this trip was a complete disaster. I purposely planned my trip so that I would weather any delays so that I could make very important meeting at the Pentagon. My flight was cancelled because of maintenance and I was put on the first flight the next day but I was late to the meeting. After a long week at the Pentagon I just wanted to go home and my flight home which was early in the day was delayed. Eventually the flight was delayed until the next day. I was not authorized a hotel room because DCA was my point of origin. So I paid for a hotel out of pocket. The flight this morning was boarded then deplaned because the aircraft was hot. The flow of information was not happening in DCA and made it worse when the news was bad. I am going to take a break from American for my next few military flights. Hopefully whatever has been going on with American Airlines will be resolved.

We had a 2 hour delay. The seats were smaller than most other airlines. The person in front of us wanted to lay back and we had to stop her because she was pressing against my girlfriend’s legs. We had to ask her to sit up and not lay back due to the lack of room.

Everything was fine once we actually got on our flight. It was more then annoying they canceled (delayed) our flight. We lost out on a day of our trip along with money on our stay. Plus we had to book another hotel. So expensive.

Book Cheap Wailea Plane Tickets

Recent round-trip flight deals

10/26Sat
1 stopHawaiian Airlines
8h 28mLAX-OGG
11/10Sun
1 stopHawaiian Airlines
8h 00mOGG-LAX
$173
9/18Wed
nonstop
5h 27mSFO-OGG
9/25Wed
nonstop
5h 00mOGG-SFO
$189
9/18Wed
1 stopAmerican Airlines
10h 55mSAN-OGG
9/25Wed
1 stopAmerican Airlines
10h 24mOGG-SAN
$216
9/4Wed
1 stopAmerican Airlines
11h 25mSFO-OGG
9/11Wed
1 stopAmerican Airlines
10h 58mOGG-SFO
$216
9/5Thu
1 stopUnited Airlines
9h 18mSEA-OGG
9/10Tue
1 stopUnited Airlines
8h 58mOGG-SEA
$217
8/6Tue
nonstopAlaska Airlines
5h 27mSFO-OGG
8/30Fri
nonstopAlaska Airlines
4h 52mOGG-SFO
$217
9/8Sun
nonstopAlaska Airlines
5h 27mSFO-OGG
9/15Sun
nonstopAlaska Airlines
4h 52mOGG-SFO
$223
9/2Mon
nonstopDelta
5h 40mLAX-OGG
9/8Sun
nonstopDelta
5h 15mOGG-LAX
$225
9/8Sun
1 stopUnited Airlines
8h 07mPDX-OGG
9/15Sun
1 stopUnited Airlines
8h 39mOGG-PDX
$233
9/2Mon
nonstopDelta
5h 45mLAX-OGG
9/9Mon
1 stopDelta
12h 36mOGG-LAX
$234

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Recent one-way flight deals

11/4Mon
1 stopHawaiian Airlines
8h 19mSAN-OGG
$92
9/3Tue
nonstopHawaiian Airlines
5h 40mLAX-OGG
$105
9/2Mon
nonstopDelta
5h 45mLAX-OGG
$107
8/27Tue
1 stopAmerican Airlines
11h 21mPDX-OGG
$108
8/21Wed
nonstopAlaska Airlines
5h 59mSAN-OGG
$119
8/27Tue
nonstopDelta
5h 45mLAX-OGG
$119
9/13Fri
1 stopAmerican Airlines
8h 22mSFO-OGG
$128
7/15Mon
nonstopAlaska Airlines
5h 27mSFO-OGG
$139
9/4Wed
nonstopUnited Airlines
5h 17mSFO-OGG
$155
9/4Wed
1 stopUnited Airlines
9h 18mSEA-OGG
$158

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Last minute flights to Wailea

Last minute flight, train and bus deals

6/20Thu
nonstopUnited Airlines
5h 33mSFO-OGG
6/25Tue
nonstopUnited Airlines
4h 50mOGG-SFO
$357
6/20Thu
nonstopUnited Airlines
5h 33mSFO-OGG
6/27Thu
multi-stopUnited Airlines
7h 56mOGG-SFO
$366
6/20Thu
multi-stopDelta
13h 57mSFO-OGG
7/2Tue
multi-stopDelta
10h 44mOGG-SFO
$376
6/21Fri
nonstopAlaska Airlines
5h 27mSFO-OGG
6/25Tue
nonstopAlaska Airlines
4h 52mOGG-SFO
$387
6/20Thu
nonstopAlaska Airlines
5h 27mSFO-OGG
7/2Tue
nonstopAlaska Airlines
4h 52mOGG-SFO
$397
6/21Fri
multi-stopDelta
13h 57mSFO-OGG
6/25Tue
multi-stopDelta
10h 46mOGG-SFO
$406
6/21Fri
nonstopHawaiian Airlines
5h 25mSFO-OGG
6/26Wed
multi-stopHawaiian Airlines
9h 44mOGG-SFO
$462
6/21Fri
nonstopHawaiian Airlines
5h 25mSFO-OGG
6/28Fri
multi-stopHawaiian Airlines
9h 20mOGG-SFO
$495
6/21Fri
multi-stopAmerican Airlines
21h 39mSJC-OGG
6/24Mon
multi-stopAmerican Airlines
8h 53mOGG-SJC
$518
6/19Wed
multi-stopAmerican Airlines
24h 33mSAN-OGG
6/27Thu
multi-stopAmerican Airlines
8h 26mOGG-SAN
$536

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Flights to Wailea

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