$142 Find Cheap Flights to Wailea - Compare and Save

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 12/9. 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, 0 bags

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Everything you should know

Cheapest round-trip
$303
Typical prices: $370-$549
Alaska Airlines
Mon 8/31Wed 9/9
LAX - OGG • Non-stop
Cheapest one-way
$142
Typical prices: $234-$454
Alaska Airlines
Wed 12/9
SAN - OGG • Non-stop
Arrival airport
You can't fly directly to Wailea. It is served by Kahului (OGG), located 14.4 miles from Wailea.
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We hope you love your trip to Wailea!
Flight Deals
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Flight Deals

Cheap Flights to Wailea

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Wailea 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 to Wailea

Mon, Aug 31 - Wed, Sep 9
Alaska Airlines Logo
8:30 am - 11:16 am
LAX
-
OGG
5h 46mnonstop
Alaska Airlines Logo
2:49 pm - 10:59 pm
OGG
-
LAX
5h 10mnonstop
$303Alaska Airlines
Mon, Aug 31 - Wed, Sep 9
Alaska Airlines Logo
8:30 am - 11:16 am
LAX
-
OGG
5h 46mnonstop
Alaska Airlines Logo
2:49 pm - 10:59 pm
OGG
-
LAX
5h 10mnonstop
$304Alaska Airlines
Thu, Oct 22 - Tue, Oct 27
United Airlines Logo
9:00 am - 11:47 am
LAX
-
OGG
5h 47mnonstop
United Airlines Logo
1:29 pm - 9:55 pm
OGG
-
LAX
5h 26mnonstop
$317United Airlines
Wed, Nov 11 - Mon, Nov 16
United Airlines Logo
9:00 am - 1:00 pm
LAX
-
OGG
6h 00mnonstop
United Airlines Logo
2:29 pm - 9:55 pm
OGG
-
LAX
5h 26mnonstop
$317United Airlines
Wed, Nov 4 - Tue, Nov 10
Alaska Airlines Logo
9:53 am - 1:48 pm
LAX
-
OGG
5h 55mnonstop
Alaska Airlines Logo
2:48 pm - 10:09 pm
OGG
-
LAX
5h 21mnonstop
$317Alaska Airlines
Wed, Nov 11 - Mon, Nov 16
Alaska Airlines Logo
9:53 am - 1:48 pm
LAX
-
OGG
5h 55mnonstop
Alaska Airlines Logo
2:48 pm - 10:09 pm
OGG
-
LAX
5h 21mnonstop
$317Alaska Airlines
Wed, Oct 14 - Wed, Oct 21
American Airlines Logo
9:00 am - 11:47 am
LAX
-
OGG
5h 47mnonstop
American Airlines Logo
1:17 pm - 9:49 pm
OGG
-
LAX
5h 32mnonstop
$317American Airlines
Wed, Nov 11 - Tue, Nov 17
American Airlines Logo
9:04 am - 12:50 pm
LAX
-
OGG
5h 46mnonstop
American Airlines Logo
2:27 pm - 9:56 pm
OGG
-
LAX
5h 29mnonstop
$317American Airlines
Thu, Aug 27 - Wed, Sep 2
Delta Logo
8:40 am - 11:17 am
LAX
-
OGG
5h 37mnonstop
Delta Logo
1:10 pm - 9:30 pm
OGG
-
LAX
5h 20mnonstop
$317Delta
Mon, Sep 7 - Tue, Sep 15
Delta Logo
8:40 am - 11:17 am
LAX
-
OGG
5h 37mnonstop
Delta Logo
1:10 pm - 9:30 pm
OGG
-
LAX
5h 20mnonstop
$317Delta
Useful Info

Good to know - Book Cheap Wailea Plane Tickets

Low season

September

Cheapest flight

$142
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from San Diego to Kahului

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

Insights shared by verified travelers who flew to Wailea 
NoahFlew with Alaska Airlines
SEA
-
OGG
Jun 2026
They may offer to gate check your rolling luggage for free at SeaTac if full flight.
GFlew with Hawaiian Airlines
SEA
-
OGG
Mar 2026
Bring your own food on the plane. Don't expect much.
KimberleyFlew with Alaska Airlines
SEA
-
OGG
Nov 2024
Pack snacks and patience. Ear plugs or noise-cancelling headphones are a must!
BryanFlew with Alaska Airlines
SAN
-
OGG
May 2024
Airlines are becoming much stricter in limiting people to one carry-on bag and one personal item.

FAQs - booking Wailea flights

  • How long is the flight to Wailea?

    Flights from San Diego5h 45m
    Flights from Seattle5h 54m
    Flights from San Francisco5h 20m
    Flights from Denver7h 05m
    Flights from Los Angeles5h 36m
  • What is the cheapest flight to Kahului?

    In the last 5 days, the cheapest flight deal to Kahului was found on the route from San Diego, at $303 return. The most popular connection is from Los Angeles to Kahului and KAYAK users have found round-trip deals for as low as $303 in the last 5 days.

  • Which airlines fly to Kahului?

    Many airlines fly to Kahului, the most common ones being Alaska Airlines, Southern / Mokulele, and Southwest. 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.

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 $1,004, from San Francisco $1,050, from Las Vegas $1,161
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Wailea flight deals.

Reviews of the 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
SouthwestOverall score based on 4229 reviews
8.0Comfort
7.5Entertainment
8.6Crew
8.1Boarding
7.0Food
Airline reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

10.0 ExcellentDenis, Aug 2026
MDW - ATL
Read more Southwest reviews

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

Eveeyrime I fly they are begging for bags due to cabin overhead space. What they should so ia take the bags that are clearly too big to fit wheels first on their side. And those of us who give up the bag should really get their bags first. When boarding, nobody wants stupid jokes about how hot it is on board. Give us some cool air. Im usually sick from the heat by the time we take off.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

Much better than the.last. flight on SW on Thanksgiving day

Unfortunately it was not a good experience. There was a rude stewardess.

Boarding was well explained and smooth. The flight was short, so there was no time for snacks. They did offer water or juice, though.

The flight was very short, 45 mins, therefore no snacks/drinks were provided; there should be a NA option for food and entertainment survey questions. Also, there were no charging ports onboard for cell phones. My experience was overall positive.

Price was right. Add power to the seats, television, larger plane to accommodate a long flight to improve mental health and overall comfort for a 5 hour flight.

Now that Spirit is not around Alaska took over the title of cheap and worse airlines with high prices for garbage cheap planes. Seats recline the entire 2”. What’s the purpose? Just make the stationary. Crew is on steroids. Food is like McDonald’s happy meal. Only happy in the name rest is garbage

The flight attendant and first class were very friendly, efficient, and wanted to make sure that service was great. Highly recommend this airline.

Comfortable seats, good drinks with lots of water refills, staff was kind and understanding of my disabled mother!

The crew seem untrained and uncertain no one ever checked up on us in our first class cabin. I had to ask for water four times and the lady kept saying she was busy when they weren't really doing anything. Had to walk to the back of the plane to get water for myself. Crew seem new and unexperience. You can tell this by the fumbling they kept making trying to fight. (I miss Hawaiian air.)

Our meal order was screwed up. We had to choose from basic boxes. I was not happy.

You can standby to get on earlier flight if the seat is open.

Boarding was easy and quick. Staff was very friendly. Service of snacks and drinks by staff was outstanding.

Our flight when we finally got rerouted to a different destination than we were going was fine. But 2 days was taken out of our vacation because our flit was cancelled. We understand mechanical problems and of course don’t want to be on a plane that has mechanical problems.Wish there had been another solution.

Kayak wouldn’t refund me for a flight I was trying to cancel through Kayak. Alaska airlines said I had to cancel through Kayak. I called the customer service line and they couldn’t refund the flight that I booked through Kayak either. You stole my money. You will be hearing from my lawyer.

The bathroom trash container under the sink fell out and was like that long before my flight. The plane smelled of canned fish and floor was Deteriorating

Seats were not bad enough and uncomfortable good legroom in the emergency exit row we were in, but we were forbidden to hold my grandson on my lap for a little while, and the stewardess passed us saying it was against regulations which makes little or no sense when you’re 36,000 feet. The food snacks were really bad. Tasteless tasted like wallpaper, but we’re supposed to be protein bars, and the announcements were all completely incoherent because of the noise of the airplane and the lowness and crackly nature of the PA system.. this was disgraceful. No one in our party could understand a word of what the captain or the flight attendant were saying —not a word! The landing was a little hairy in a pretty stiff crosswind -we bounced before the plane stabilized on the runway

Crew was nice, meal was good. Entertainment had to be rebooted 3 times and still did not work. Turns out there was residue on screen, it needed to be cleaned to prevent the touchscreen buttons from continuously activating. I had entertainment for the last 45 minutes of a 5 hour 45 minute flight. Really unacceptable for first class. Flight attendent indicated your cleaning solution creates this problem. Seems as if this is widely known, you should be using a different product or cleaning better. Really really disappointing which simply added to the wi fi on your planes with reliably never ever works.

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

Everything I mentioned earlier - the airbus was more comfortable indeed and the experience was further enhanced.

First class and monitors weren’t working for mine & my husbands. Eventually fixed, but quite annoyed as we bought first class. Also, No foot rests.

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

Delta seems to be improving in many areas, except they are super bad with the food available. Bring back normal food service on long flights.

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

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Great staff. Clean plane, but we were delayed for more than an hour due to maintenance issues and had to board another plane.

Overall a good experience, but no wifi available for free or for purchase and we got wet from condensation or other water source during descent.

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

Older aircraft, no meal, only food was for purchase. Not impressed United.

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

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

Boarding seemed to be organized bedlam. For what ever reason, preboarding took longer than 20 minutes. Made the plane 20 minutes late taking off. Luckily we arrived on time. Flight crew seemed very friendly. Only slight turbulence.

The personnel were professional and friendly. The Boeing 737 Max 9 is too claustrophobic and was very warm at both airport gates, and still warm in the air.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

Everything was done like clockwork and I find no fault with the airline.

This flight 1810 on 7/30 from EWR to DFW got 4 hours delay. this round trip experience is bad, my AA flight 618 from DFW to EWR on 7/28 was redirected to PIT and totally delayed about 9 hours due to mixed of weather and AA IT outage and then on the way back delayed for 4 hours. Lucky, i changed my flight to UA on the way back. i don't like AA anymore. i will consider other airline options in the future.

Bad experience going to DFW with an IT outage then bad on the way back with a nearly 5 hour delay that’s started as maintenance then caused us to wait further due to weather - which would not have happened if we had left on time.

Flight pulled out on time but sat on runway for 30 mins. It was extremely cold in the aircraft despite wearing a winter coat. Surprisingly they had a vegetarian meal but could have some better snack choices for a 8 hour flight.

For a 5 1/2 hour flite i considered the "business class" to be subpar. The seats were just ok, no amenities, really nothing more than a long domestic flight. Frankly disappointed.

More choices on snacks. Built-in video screen to enjoy entertainment choices.

Almost a 6 hour flight and the only food option is a cheese plate… and chips. Also how is it there are no options for texting on American. I’ll be going back to delta and united.

Angela was the best fa ever. She made that 8 hour flight a breeze

Crew were attentive and friendly. Flight was smooth and early! I enjoyed the less crowded plane. Thank you!

Being back games on the in-flight entertainment. Also your flight attendants need a break, raise, or overall attitude adjustment.

Everything you need to know for your flight to Wailea