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Maui Plane Rides · Kahului Airport

The 5 Island private flight over Maui County

A small plane from Kahului with nobody in the cabin but your own group, flying 80 to 90 minutes over Maui's coasts, Lanai and Molokini. Pick it for the time in the air: it's the longest private flight on this site and the one with the most reviews.

Maui County 5 Island Private Discovery Flight

About this experience

Maui Plane Rides flies out of the general aviation side of Kahului Airport. You park by the fence past the control tower, meet your pilot and climb into a private cabin that the listing says seats up to five. Then it's headsets on and wheels up. The pilot talks you through the route the whole way, and guests say the pilot asks which sights you want before take-off.

The listing names the stops: Nakalele Blowhole, Honolua Bay, Lanai, Molokini Crater, Wailea and Makena, the lava fields and Kamaole Beach, then back over the old sugar country of central Maui. The flight lasts 80 to 90 minutes in the air, which is why it beats the one-hour 3 Islands flight if you want to see Lanai and the south shore without rushing.

Two caveats. The price is per person, with two travelers minimum: $1,072 for a couple at the from-price, $1,608 for three. And a small plane bumps in the trade winds; two reviewers mention a bumpy ride or airsickness. The operator also lists a 90-minute flight for up to three at $799 in total on its own website, with a fuel surcharge of $40 per person that may apply. Viator's price buys free cancellation up to 24 hours before. Compare both before you pay.

  • 80 to 90 minutes in the air, the longest private flight on this site
  • Your group alone in the cabin, 2 to 5 travelers
  • Lanai, Molokini Crater and the West Maui coast in one loop
  • Live pilot commentary through headsets
  • Landing, facility and parking fees included

How the day runs

  1. Your booked timePark at Maui Plane Rides

    Set your GPS to "Maui Plane Rides" or Eena Street, follow the signs, pass the tall control tower and take the first left to park. There's no early check-in.

  2. Before take-offPick the route with the pilot

    Guests report the pilot offers route options before you board. Mention any sight you care about, and give each passenger's weight if it changed since booking.

  3. First halfWest Maui and Lanai

    North to Nakalele Blowhole and Honolua Bay, then across the channel past Lanai.

  4. Second halfMolokini and the south shore

    Molokini Crater, Wailea and Makena, the lava fields and Kamaole Beach on the way home.

  5. 80 to 90 minLand at Kahului

    Back to the same gate where you parked. Gratuities are not included.

A red and white small plane flying past a forested cliffThe crescent of Molokini Crater lit by low sun, with the Maui coast and clouds behindA small plane flying over a channel with an island and clouds behind

What's included

Included

  • Private flight for your group only
  • Headsets to hear the pilot clearly
  • Live commentary on board
  • Bottled water and soda
  • Landing and facility fees
  • Parking fees

Not included

  • Gratuities
  • Hotel pickup (you drive to Kahului Airport)
  • Wheelchair access (full mobility required)

Who it suits

Book it if

  • You want the most time in the air of any private flight here
  • Your party is 2 to 5 people and wants the cabin to itself
  • You'd like the pilot to explain what you're seeing
  • Lanai and Molokini matter more to you than waterfalls

Skip it if

What guests say

★★★★★

Absolutely best experience of vacation!! Our pilot was polite and knowledgeable and it was an amazing experience!! Stunning and beautiful a whole different perspective

Kyle_S · Sep 2026
★★★★★

Wonderful way to see the 5 islands around Maui. See the majestic cliffs, blues and greens clear waters, the blow hole and many more sights. Small business owner. Personal service at its best!

Nathan_R · May 2021
★★★★★

My husband was sitting in front and he got also the chance to fly a bit the plane. The landing was the best and smoothest landing I ever had in my life [...]

Christof_S · Sep 2019
★★★★★

Amazing tour. Informative with absolutely stunning views. Landing was perfect. Best thing we've done while in Hawaii!

Renee_G · Jan 2023

Tips before you book

  • Enter each passenger's weight in pounds at booking. The listing asks for it, and the pilot plans the seating around it.
  • Book early in your stay. Free cancellation runs to 24 hours before, so a cloudy day leaves time to move the date.
  • Prone to motion sickness? Eat light, sit where you can see the horizon and ask about medication before the day.
  • Viator says this flight is booked 59 days ahead on average. Reserve as soon as your dates are fixed.

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Frequently asked questions

Is the 5 Island flight priced per person or per plane?

Per person on Viator: from $536, with two travelers minimum, so a couple pays $1,072 at the from-price. Every traveler pays the adult rate.

How long is the 5 Island flight in the air?

The listing gives about 80 to 90 minutes, within a booking of 1 hour 30 minutes. One reviewer timed theirs at about 1 to 1.25 hours.

Which islands do you see on the 5 Island flight?

The stop list names Maui, Lanai and Molokini Crater; guests also report Kahoolawe and Molokai from the cabin. The route is flown past, never landing anywhere but Kahului.

Where does the flight leave from?

Kahului Airport on Maui: the Maui Plane Rides private aviation gate off Eena Street. Park past the control tower and arrive at your booked time.

Ready to book

Book 5 Island private flight

Your group alone in the cabin for 90 minutes over five islands, with free cancellation up to 24 hours before.

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Plan your date before you go

Your group alone in the cabin for 90 minutes over five islands, with free cancellation up to 24 hours before.

Check dates for the 5 Island private flight