Cheap flights To Wailea-Makena (OGG) from $65

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Cheap Flights to Wailea-Makena from $65 One Way, $124 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Jan 27 - Tue, Jan 27
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$124 Roundtrip, found 1 day ago
$124
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, Jan 27 from Daniel K. Inouye Intl. to Kahului, returning Tue, Jan 27, priced at $124 found 1 day ago
Tue, Jan 27 - Tue, Jan 27
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$124 Roundtrip, found 1 day ago
$124
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Jan 27 from Daniel K. Inouye Intl. to Kahului, returning Tue, Jan 27, priced at $124 found 1 day ago
Tue, Jan 27 - Tue, Jan 27
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$124 Roundtrip, found 1 day ago
$124
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Tue, Jan 27 from Daniel K. Inouye Intl. to Kahului, returning Tue, Jan 27, priced at $124 found 1 day ago
Tue, Jan 27 - Tue, Jan 27
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$124 Roundtrip, found 1 day ago
$124
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, Jan 27 from Daniel K. Inouye Intl. to Kahului, returning Tue, Jan 27, priced at $124 found 1 day ago
Wed, Feb 11 - Thu, Feb 12
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$148 Roundtrip, found 17 hours ago
$148
Roundtrip
found 17 hours ago
Select Southern Airways Express flight, departing Wed, Feb 11 from Daniel K. Inouye Intl. to West Maui, returning Thu, Feb 12, priced at $148 found 17 hours ago
Mon, Feb 2 - Mon, Feb 2
SJC
Norman Y. Mineta San Jose Intl.
OGG
Kahului
$236 Roundtrip, found 4 days ago
$236
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Mon, Feb 2 from Norman Y. Mineta San Jose Intl. to Kahului, returning Mon, Feb 2, priced at $236 found 4 days ago
Mon, Mar 2 - Tue, Mar 10
SFO
San Francisco Intl.
OGG
Kahului
$236 Roundtrip, found 18 hours ago
$236
Roundtrip
found 18 hours ago
Select United flight, departing Mon, Mar 2 from San Francisco Intl. to Kahului, returning Tue, Mar 10, priced at $236 found 18 hours ago
Mon, May 11 - Wed, May 20
LAX
Los Angeles Intl.
OGG
Kahului
$247 Roundtrip, found 18 hours ago
$247
Roundtrip
found 18 hours ago
Select Bargain Flight flight, departing Mon, May 11 from Los Angeles Intl. to Kahului, returning Wed, May 20, priced at $247 found 18 hours ago
Tue, Mar 10 - Tue, Mar 17
SMF
Sacramento Intl.
OGG
Kahului
$255 Roundtrip, found 3 days ago
$255
Roundtrip
found 3 days ago
Select United flight, departing Tue, Mar 10 from Sacramento Intl. to Kahului, returning Tue, Mar 17, priced at $255 found 3 days ago
Thu, Jan 15 - Mon, Jan 19
HNL
Daniel K. Inouye Intl.
HNM
Hana
$369 Roundtrip, found 4 days ago
$369
Roundtrip
found 4 days ago
Select Southern Airways Express flight, departing Thu, Jan 15 from Daniel K. Inouye Intl. to Hana, returning Mon, Jan 19, priced at $369 found 4 days ago

Wailea-Makena Flight Information

Traveling To
Wailea-Makena
Destination Airport IATA Code
OGG
Number of Airlines Serving
Airlines
Alaska Airlines, Southwest Airlines, Hawaiian Airlines, Southern Airways Express, United, American Airlines
Flight Price
$124
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Wailea-Makena economy flight packages

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club
3.0-star property

Kahana Beach Vacation Club

Feb 8 - Feb 12

4 night stay

Denver (DEN) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,542, price is now $1,556 per person
$1,556
per person
found 1 day ago
OUTRIGGER Kaanapali Beach Resort
3.5-star property

OUTRIGGER Kaanapali Beach Resort

Feb 15 - Feb 21

6 night stay

Denver (DEN) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,919, price is now $1,962 per person
$1,962
per person
found 1 day ago
Royal Lahaina Resort & Bungalows
4.0-star property

Royal Lahaina Resort & Bungalows

Feb 15 - Feb 21

6 night stay

Denver (DEN) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,350, price is now $1,604 per person
$1,604
per person
found 1 day ago
Don't see what you're looking for?
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Wailea-Makena premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sands of Kahana
3.0-star property

Sands of Kahana

8.2/10 Very Good! (453 reviews)

Feb 1 - Feb 6

5 night stay

Chicago (ORD) to Kahului (OGG)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $2,734, price is now $1,817 per person
$1,817
per person
found 14 hours ago
Sands of Kahana met all of the requirements or me.

Reviewed on Sep 26, 2024

Palms at Wailea Maui
3.5-star property

Palms at Wailea Maui

8.4/10 Very Good! (513 reviews)

Feb 1 - Feb 6

5 night stay

Chicago (ORD) to Kahului (OGG)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $3,012, price is now $2,231 per person
$2,231
per person
found 14 hours ago
Beautiful property. Quiet apartments with gorgeous views. Landscaping and pool are gorgeous. Close to everything.

Reviewed on Jul 22, 2024

The Whaler Resort Kaanapali Beach
4.0-star property

The Whaler Resort Kaanapali Beach

9.6/10 Exceptional! (292 reviews)

Feb 1 - Feb 6

5 night stay

Chicago (ORD) to Kahului (OGG)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $3,592, price is now $2,731 per person
$2,731
per person
found 14 hours ago
Don't see what you're looking for?
See all available trips from Chicago to Wailea-Makena
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Wailea-Makena first class flight packages

Price found within the past 48 hours. Click for updated prices.
Sands of Kahana
3.0-star property

Sands of Kahana

8.2/10 Very Good! (453 reviews)

Feb 10 - Feb 13

3 night stay

Seattle (SEA) to Kahului (OGG)

Alaska Airlines • Non-stop roundtrip • FirstClass
Price was $3,033, price is now $2,382 per person
$2,382
per person
found 1 day ago
Sands of Kahana met all of the requirements or me.

Reviewed on Sep 26, 2024

OUTRIGGER Kaanapali Beach Resort
3.5-star property

OUTRIGGER Kaanapali Beach Resort

9/10 Wonderful! (1,465 reviews)

Feb 24 - Mar 1

5 night stay

Los Angeles (LAX) to Kahului (OGG)

American Airlines • Roundtrip • FirstClass
Price was $3,336, price is now $2,553 per person
$2,553
per person
found 1 day ago
The Outrigger was an amazing place to stay. We walked out the door and to the beach about 100 yards away. We went snorkeling right off the beach and saw turtles, and so many beautiful fish and coral. The people who ran the Outrigger had many complimentary, fun things to do at the hotel every day, like weaving baskets, hula dancing lessons, and learning to play different instruments. All of the people working there were very friendly and helpful. If we have the chance to go back to Maui, we would definitely stay there again.

Reviewed on Jun 16, 2025

Napili Kai Beach Resort
3.5-star property

Napili Kai Beach Resort

9.6/10 Exceptional! (1,004 reviews)

Feb 24 - Mar 1

5 night stay

Los Angeles (LAX) to Kahului (OGG)

American Airlines • Roundtrip • FirstClass
Price was $4,660, price is now $3,611 per person
$3,611
per person
found 1 day ago
Absolutely perfect. We were here for two nights in October. I can't think of a more perfect place to stay in Hawaii. The resort was wonderful, a very chill and relaxed vibe, the staff was very nice. Everything is conveniently located on the resort. The food at the on-site restaurant is very good. We had originally planned to cook our own food in the room, but the restaurant was so good we ended up eating there every day. We had an oceanfront room, the view was fantastic, the room was very clean and nice (the carpet was a little dated but that was the only thing I noticed). The location is stunning, absolutely beautiful. Perfect weather. The beach is right there and in October there's not many people on it. Clean beach and clean water. The water is pretty calm overall, but be aware that it gets deep not far from the shore. A lot of people swimming, snorkeling and paddleboarding in the bay. It's easy and convenient to take an Uber from the resort to nearby attractions such as Whalers Village.

Reviewed on Oct 28, 2025

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Frequently asked questions

Which airlines fly to Wailea-Makena?
With 17 airlines offering services to Kahului Airport (OGG), your next great adventure is only a couple of clicks away. Browse the deals from these major international carriers and grab cheap flights to Wailea-Makena:

  • Air Canada - 17 flights to Wailea-Makena per month
  • WestJet - 17 flights to Wailea-Makena per month

What is the best airport to fly to in Wailea-Makena?
Jet into Kahului Airport (OGG), the primary gateway to Wailea-Makena. Organizing your getaway to this region doesn't get much easier than that.
How much is a flight to Wailea-Makena?
Prices for return flights to Wailea-Makena this past week fluctuated between $124 and $369. If you were flying one-way from Oahu (HNL), you could have bagged ticket prices from just $65.
How to book the cheapest flight to Wailea-Makena?
With Orbitz, you'll uncover some of the most amazing flight deals around from a huge range of airlines. But if you'd love to improve your chances of picking up cheap flights to Wailea-Makena, here are a few tips to follow:

  • Departing from or landing at nearby airports can often be more affordable. Enter your preferred departure and arrival points. Next, click on the 'Nearby airports' function below the form fields to explore your options.
  • Also, click on the 'Show flexible dates' link to compare the airfares on days either side of your chosen departure. It's possible to find cheaper flight deals if your dates are flexible.
  • To filter your results, click on 'Show options.' You can search based on airlines, seating class, and nonstop and refundable flights. You can also select your preferred flight times under 'Sort & Filter' to the left.
  • Book your fare as soon as you know your travel dates. While you can get lucky now and then, tickets rarely fall in price as your date of departure approaches.
  • Think about combining your flights, hotels and car rental into a package with Orbitz — the more you book, the more you save.
  • Don't fly during peak seasons if you can. By avoiding summer, school vacations and other popular dates, you can save loads on your airfare.

How long is a flight to Wailea-Makena?
You could have time to read a few chapters of your favorite novel, or you might polish off the whole thing! Flight durations depend on where you're departing from, but these major routes to Wailea-Makena will give you an idea:

  • Honolulu, HI (HNL-Daniel K. Inouye Intl.) to Kahului Airport (OGG) - 43 minutes
  • Kailua-Kona, HI (KOA-Kona Intl.) to Kahului Airport (OGG) - 1 hour and 1 minute
  • Hoolehua, HI (MKK-Molokai) to Kahului Airport (OGG) - 30 minutes

What is the best time to book a flight to Wailea-Makena?
If you can, purchase your tickets to Wailea-Makena in January. This is the best month to reserve low airfares, followed by February and August. With a bit of time and planning, you're guaranteed to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Wailea-Makena?
To find an incredible flight deal, make a booking on a Tuesday, Wednesday or Saturday. Typically, these are the cheapest days of the week to book flights to Wailea-Makena.
What is the cheapest day of the week to fly to Wailea-Makena?
You can grab cheap flights to Wailea-Makena by hopping on a plane on a Monday, according to Orbitz data from 2020. Tuesday is the next most affordable day, while Saturday has the most costly airfares. Whether you prefer to save cash or fly out whenever is convenient, you'll always get a great deal with Orbitz.
What is the cheapest month to fly to Wailea-Makena?
Consider flying sometime in August if you're sticking to a budget. Orbitz data has found that it's generally the best month for cheap flights to Wailea-Makena. June is when fares are at their highest.
Which airlines allow free cancellation?
We know that plans can change and flexibility is important. That's why you can search for flights that include free cancellation and no change fees on Orbitz. Simply click on "Filter by flexible change policies" and we'll find you fares more flexible than a crayon left in the sun!
What do I need for the flight to Wailea-Makena?
It's good to be prepared for anything when traveling. Remember the following for a smooth, stress-free journey:

  • You'll need to present photo identification such as your passport. To avoid delays during check-in, make sure you reserve your flight tickets using the same name as your government-issued ID. It's good to have digital copies of important documents too, just to be safe!
  • Take a good book or a laptop filled with your favorite movies — it'll help to pass time on your journey to Wailea-Makena. Or if you're hoping to get some sleep, an eye mask will block out those bright cabin lights.
  • Long-haul voyages are known to get very cold, especially if you're flying throughout the night. If you'd rather not curl up to the stranger beside you for warmth, pack a sweater and some wool socks.

How many direct flights are there to Wailea-Makena?
Your next exciting adventure is one easy plane journey away, with 285 direct services to Wailea-Makena every month. Search for your flight with Orbitz and score a rewarding deal with Hawaiian Airlines, Southern Airways Express or Southwest Airlines. Other leading airlines that offer nonstop services include Alaska Airlines, United Airlines and American Airlines.
How do I get cheap first-class/business deals to Wailea-Makena?
If you think a business or first-class ticket is way out of your reach, you may want to think again. Here are some top tips to help you find a premium flight to Wailea-Makena for less:

  • Flexibility isn't just useful for your yoga. Leave some room to move around your travel dates so you can pick up more affordable airfares when they pop up.
  • Plenty of low-cost airlines have quality business-class seating without the hefty fees.
  • Bid for an upgrade in online auctions (if available) or upgrade through your loyalty program.

What is the best time to go to Wailea-Makena?
There's no right or wrong time to visit Wailea-Makena, but March, June and August are the most popular months. As with most of the Northern Hemisphere, the summer season begins June 20. If you'd rather spend your days in a T-shirt than a heavy winter jacket, this time of the year would be perfect for you. Expect average daytime highs of 80 ºF and nighttime lows around 75 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.