$119 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 1/26. 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.
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Good to know

Low season

January

High season

December

Cheapest flight

$119
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 21% increase in price.
Flight from San Diego to Kahului

FAQs - booking Wailea flights

  • How long is the flight to Wailea?

    Flights from Oakland5h 13m
    Flights from San Diego5h 46m
    Flights from Seattle6h 04m
    Flights from San Francisco5h 24m
    Flights from Los Angeles5h 30m
  • 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 $208 return. The most popular connection is from Los Angeles to Kahului and KAYAK users have found round-trip deals for as low as $236 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 Airport from central Kahului?

    There are 3 miles between Kahului city center and Kahului Airport.

  • What is the name of Kahului’s airport?

    Kahului is served by Kahului Airport, 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.
  • Looking for cheap airfare to Wailea? 25% of our users found round-trip tickets to Wailea for the following prices or less: From Los Angeles $708, from San Francisco $779, from Denver $1,993
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be May, June and July. The cheapest month to fly from the United States is January.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Wailea flight deals.
See more tips

Flights to Wailea: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew to Wailea 
Verified travelerFlew with Alaska AirlinesSAN-OGGOct 2024
Try a different airline. They may be a bit more honest.
ChuckFlew with Hawaiian AirlinesHNL-OGGOct 2024
Take another airline that trains their flight attendants not to be cold and hostile.
Verified travelerFlew with Hawaiian AirlinesLAX-OGGJul 2024
New flight was on southwest, not direct, one layover, but service was top notch. Excellent considering conditions it was booked under
Verified travelerFlew with Hawaiian AirlinesLGB-OGGAug 2024
Long Beach is a great airport and I would gladly fly out of there than LAX
Verified travelerFlew with Alaska AirlinesSEA-OGGMay 2024
This was my first ever flight, I have no view points on other flights. I really enjoyed the flights.
RobertFlew with Hawaiian AirlinesLAX-OGGMay 2024
Hawaiian Airlines is the best. With food service , good entertainment and great customer service. Can’t go wrong.
BryanFlew with Alaska AirlinesSAN-OGGMay 2024
Airlines are becoming much stricter in limiting people to one carry-on bag and one personal item.
LaurenFlew with Hawaiian AirlinesLAX-OGGFeb 2024
If you’re flying on the 8am flight, they serve a yummy breakfast sandwich. Maybe skip breakfast in the airport. Oh and you can buy top ramen onboard too, and they’ll pour in hot water for you!

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 9460 reviews
8.5Crew
7.9Comfort
7.1Entertainment
7.2Food
8.2Boarding
Airline reviews

Overall good. Good communication from the captain on delay, cozy seats, nice staff, and a perfect landing.

10.0 ExcellentAnonymous, Nov 2024SMF - SEA
Read more Alaska Airlines reviews

Overall good. Good communication from the captain on delay, cozy seats, nice staff, and a perfect landing.

The plane was clean. The flight crew was friendly and helpful. The flight was smooth and the pilots kept everyone informed of our status, etc. It was my first flight on Alaska Airlines and it was great. I'll be choosing them again in the future.

On time boarding, plenty of overhead baggage space even for Group F, on time departure / arrival.

Like - Staff was GREAT. Friendly, efficient, kind. Dislike - nothing at all I'll be flying Alaska again in a couple of weeks - long distance.

i liked that all seats had usb ports and a plug

Good but a boarding pass for my return flight was not sent to me.

Not sure why the counter agent's couldn't have helped us with our flight change and only gave us a number to reservations. I thought their job was customer service, not "call this number"

It would have been best to have a direct flight from Reno to Seattle.

I really wish there were TV monitors. I don’t have a mastery of computers, so I was left with a six hour flight, and no entertainment.

The airline was great. What was annoying as hell were the inaccurate emails from KAYAK telling me the boarding gate changed and the date of my flight was 1 day later then the actual flight 😡

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Crew was nice. Flight was timely. Seats could be better as well as the food considering it’s first class.

Left on time and arrived early this extending our 31 minute transfer. Bags made it also!

Good and consistent Printer in lounge did not work for me :(

Most of my discomfort was going through TSA. However, the Delta seats had inadequate leg room and I tried my very best to connect to the wi-fi and it was a cumbersome process that finally gave me the info that I needed to sign in AFTER I had completed the flight...Why make it so difficult to use? That said I really really appreciate the pilot taking a little extra time to avoid a bad storm area and both landings in Atlanta and Orlando were flawless to my delight!!!

Delayed in taking off because no flight crew. The in seat entertainment was working properly.

I upgraded to first class only to find out that I still had no access to the sky lounge without a sky miles card or AmEx (something that should be emphasized outside of the fine print!) Also, no food or drink service provided during the flight, so I basically paid 4x more just for “free” checked baggage and a bigger seat. Not worth it.

Delta was really good about being transparent with why we were delayed it’s just that’s the plane was really old and outdated and a lot of the comfort and amenities we know Delta to have did not shine through

Bottom seat cushion is almost non existent. Very uncomfortable seat.

Delta was great the entertainment was outdated. Screen was very small and didn’t work.

We are a family of three, bought two economic tickets for me and my teenager daughter, a business ticket for my elderly mum who doesn’t speak much ENGLISH. During the flight my teenager walked up the plane wanting to chat with her grandma, stayed a bit and my mum consequently wanted to exercise so she walked down to our cabin too. My mum sat with me and chatted for about fifteen minutes then i went to business to check on my daughter only to find out she was not there. I was met with this extremely rude Hawaii Air flight attendant, after i told her my daughter is missing she couldn’t care less, she told me we can’t swap seats and insisted that i immediately return to the economy cabin. But then my daughter was still no where to be found! i explained and hoped that they could at least suggest some way to find her such as announcement or something, but the following words came out of her filthy mouth: “ Go back to your seat immediately! this is the last warning!” WTF?! i can’t believe this is the way Hawaii airline is treating their passengers and we paid business class fees! Very insufficient and incapable flight services as well by the whole crew. Overall extremely unpleasant flight experience! i will definitely spread words about this to ALL my family and friends and colleagues you name it. Never fly Hawaii Air ever again! Never!

Allowing passengers to move to empty seats if flight isn't full.

Enjoyed every stage of travel and really loved the free WiFi on the international flight. I would only make one recommendation. There was a lot of young children under 2 on the flight. Loud crying screaming and just playing. Constant poopie diapers. These families were spread through out the plane. Some of the passengers with no patience actually yelled at these parents unfortunately. I would recommend keeping all the families with young children in the same part of the plane if possible that way the passengers that complain can be relocated. In this situation there was no part of the plane that didn't have a noisy child. Any ways I will be flying Hawaiian airlines again because the service was just that good!

It was a 48 min flt......so no real comments can. E made

Friendly crew, flight left on time and arrived early. Had problems with using in flight entertainment on my iPhone, could not get it to work, with WiFi available. Liked being able to charge my phone. Overall a good experience!

The plane was nearly empty. My wife and I were seated behind a family with 3 sreaming kids. The parents refused to control their kids. When we tried to move to a quieter section of the near-empty plane, the flight attendant said please return to your seat. When we tried to explain, he stared at us coldly and simply repeated please return to your seat. When I asked if we could move after take-off he simply start and repeated please return to your seats. About as far from friendly and helpful as you can imagine.

It was a bit cold. The worst thing was the insecticide spraying which we were not notified about before the flight. There was no choice of complimentary food. I'm a vegetarian, and the food had meat. The seats were comfortable. The movie selection was nice. I'm glad I brought a headset, as none was offered. The flight times were very good.

Nice people, easy boarding, comfortable seats. But didn’t like being stuck in a seat that I paid for only to hear an ad read by flight attendant for the Hawaiian Airlines credit card. TWO different times. No desire to hear all that. Wish there had been a mute button. And flight attendant handing out applications at the exit was way too much, Otherwise all good!!!

The crews were very friendly and provided excellent service. They offered a breakfast sandwich on our early flight which was a welcome option.

The seating was very cramped. The selection of movies was poor.

The flight attendants were unhelpful. It was a packed flight, and usually a flight attendant would help find a spot in the bin for your carry on or shift things around. Neither made any effort to do so. Also, I had to then check my bag. I was told it would be on the carousel in YYZ, but it came up on the jetway. So lucky I saw others standing around for their bags. I would have walked straight past this and on to the carousel. They could have at least told me that they had given me wrong information. Very unsatisfactory.

Made all groups except 2 check despite ample bin space. Inflight WiFi and entertainment didn’t work most of the time.

The check-in process is not the best They should have agents in site to help with any problem especially a rebook. Why does one have to get on the phone when there were at least 8 agents around that could have help?! Flying is stressful as it is and having someone willing to do their customer service will ease some of the stress.

It was a good flight. Nothing comes to mind about how it could have been better. It was a newer plane, seemed like a great upgrade from your older ones. Staff was very good as well.

boarding was uneventful. Snack was pathetic. A tiny fruit bar. Entertainment was limited to just select movies on your own tablet or phone. No live TV. I recently flew Jetblue and they had unlimited snacks and live satellite TV the entire flight. My seat was an exit seat, 20A. It was super uncomfortable. It felt cramped and the middle seat was taken up by a large woman who pushed into my shoulder and arm. Horrible flight.

They canceled our flight and left us stranded to figure it out

Cabin was pitch black, even during meal service. The reading lights for seat 2E/F did not work, and seat 2E did not recline.

Long wait before take off without an update for 20 minutes. Flight was good otherwise.

Plane still had screens for watching movies. Good selection too.

The plane’s radio wasn’t working. This delayed the plane for an hour and a half. Then we all broaded and taxied down the runway only to get called back because the radio was still not working. Had to get off the plane and then find another plane making the trip 4 hours delayed. Maybe a different plane should have been chosen sooner?!?!?!

The departing flight from Newark to Charlotte was fine. It was the returning flight from Charlotte to Newark that was awful. We had scheduled an 8:35pm return flight time. We got delayed TEN times all the way to 5am in the morning! We were told over 4 different excuses as to why the flight kept getting delayed. First it was the flight crew needed to rest, then it was something technical with the plane, then it was something with air traffic control, and finally it was because they couldn’t find a captain and had to wait until the morning so the captain could get some rest. It was terrible sleeping overnight in the airport. They offered a $12 meal voucher. That was it! And the only place open in the middle of the night was Dunkin’ Donuts who didn’t even accept the voucher. They should have cancelled the flight much earlier on in the evening instead of just stringing us along hour by hour with more delays. Not professional and unacceptable. There was no refund for inconvenience. I probably will not be flying American Airlines again.

This leg they tried and did well with what they had to work from.

It was nice being on a flight that had working wifi. The boarding was quick - why don’t all airlines have small boarding groups window to aisle? Makes so much sense!!! I was disappointed to be the first person stopped to have to gate check my carryon. Especially when there was plenty of overhead space at the back! But I get it…keeps it moving. Crew was nice.

The flight was as good as it gets when flying. On time departure and arrival plus no lost luggage.

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

Packed commercial flight was as comfortable as can be expected

My seat was very worn. Otherwise I had an excellent flight

I'm not a valued flyer so I'm always in the last group to board...that sucks, always

My flight back my reservations were list because they said I didn't pay my pet fee when I had a receipt

Flight was cancelled as I was in line for security. Next available flight got me to my destination 24 hrs later than the first. No refunds offered, just credit toward another flight. I booked with delta, got to my destination only 2 hrs behind my original flight schedule. Won’t be using American again.

Book Cheap Wailea Plane Tickets

Recent round-trip flight deals

1/29Wed
nonstopHawaiian Airlines
6h 10mSAN-OGG
2/4Tue
1 stopHawaiian Airlines
9h 00mOGG-SAN
$208
1/29Wed
nonstopHawaiian Airlines
6h 10mSAN-OGG
2/4Tue
nonstopHawaiian Airlines
5h 20mOGG-SAN
$220
12/12Thu
1 stopDelta
14h 08mSFO-OGG
12/19Thu
1 stopDelta
10h 05mOGG-SFO
$236
1/13Mon
nonstopUnited Airlines
5h 54mSFO-OGG
1/17Fri
nonstopUnited Airlines
5h 09mOGG-SFO
$237
1/12Sun
nonstopAlaska Airlines
6h 20mSAN-OGG
1/21Tue
nonstopAlaska Airlines
5h 20mOGG-SAN
$237
3/5Wed
nonstopAlaska Airlines
6h 02mSJC-OGG
3/11Tue
nonstopAlaska Airlines
4h 55mOGG-SJC
$237
1/13Mon
1 stopUnited Airlines
10h 04mSEA-OGG
1/22Wed
1 stopUnited Airlines
9h 49mOGG-SEA
$246
2/5Wed
1 stopDelta
8h 03mSFO-OGG
2/5Wed
1 stopDelta
13h 00mOGG-SFO
$250
1/22Wed
1 stopAmerican Airlines
9h 13mPDX-OGG
1/27Mon
1 stopAmerican Airlines
9h 36mOGG-PDX
$276
1/23Thu
1 stopAmerican Airlines
9h 13mPDX-OGG
1/28Tue
1 stopAmerican Airlines
9h 36mOGG-PDX
$301

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Recent one-way flight deals

1/26Sun
nonstopHawaiian Airlines
6h 10mSAN-OGG
$119
1/2Thu
nonstopAlaska Airlines
5h 55mSFO-OGG
$119
1/27Mon
1 stopUnited Airlines
10h 04mSEA-OGG
$123
1/29Wed
1 stopUnited Airlines
8h 39mSAN-OGG
$123
2/21Fri
nonstopSouthwest
5h 45mSJC-OGG
$124
1/26Sun
1 stopDelta
10h 44mSAN-OGG
$128
1/5Sun
1 stopDelta
14h 22mSFO-OGG
$128
12/2Mon
nonstopSouthwest
5h 40mSJC-OGG
$134
11/30Sat
1 stopAmerican Airlines
8h 36mSFO-OGG
$143
11/29Fri
1 stopAmerican Airlines
11h 20mSJC-OGG
$143

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Last minute flights to Wailea

Last minute flight, train and bus deals

11/21Thu
multi-stopDelta
10h 45mLAX-OGG
11/26Tue
nonstopDelta
5h 22mOGG-LAX
$289
11/21Thu
multi-stopDelta
13h 09mLAX-OGG
11/26Tue
multi-stopDelta
10h 51mOGG-LAX
$299
11/21Thu
multi-stopUnited Airlines
9h 50mDEN-OGG
12/10Tue
multi-stopUnited Airlines
9h 40mOGG-DEN
$363
11/25Mon
nonstopAlaska Airlines
5h 45mSFO-OGG
12/10Tue
multi-stopAlaska Airlines
17h 48mOGG-SFO
$376
11/21Thu
nonstopHawaiian Airlines
6h 05mSAN-OGG
11/26Tue
nonstopHawaiian Airlines
5h 20mOGG-SAN
$417
11/21Thu
nonstopHawaiian Airlines
5h 30mSFO-OGG
11/25Mon
nonstopHawaiian Airlines
5h 00mOGG-SFO
$417
11/24Sun
multi-stopAlaska Airlines
28h 45mLAX-OGG
11/27Wed
multi-stopAlaska Airlines
15h 37mOGG-LAX
$418
11/25Mon
nonstopAmerican Airlines
5h 50mLAX-OGG
12/4Wed
nonstopAmerican Airlines
5h 21mOGG-LAX
$422
11/22Fri
multi-stopUnited Airlines
11h 16mORD-OGG
1/17Fri
multi-stopUnited Airlines
12h 18mOGG-ORD
$433
11/25Mon
nonstopAmerican Airlines
5h 50mLAX-OGG
11/29Fri
nonstopAmerican Airlines
5h 21mOGG-LAX
$682

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