$184 Cheap flight deals from Gainesville (MCO) to Kaanapali (OGG)

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This Weekend's Flight Deals from Gainesville to Kaanapali

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Jan 25 - Mon, Feb 2
MCO
Orlando Intl.
OGG
Kahului
$493 Roundtrip, found 1 day ago
$493
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Jan 25 from Orlando Intl. to Kahului, returning Mon, Feb 2, priced at $493 found 1 day ago

Airfares from $184 One Way, $397 Round Trip from Gainesville to Kaanapali

Prices starting at $397 for return flights and $184 for one-way flights to Kaanapali were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Jan 28 - Mon, Feb 2
MCO
Orlando
OGG
Maui
$397 Roundtrip, found 6 days ago
$397
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Wed, Jan 28 from Orlando to Maui, returning Mon, Feb 2, priced at $397 found 6 days ago
Tue, Mar 3 - Tue, Mar 10
MCO
Orlando
OGG
Maui
$407 Roundtrip, found 18 hours ago
$407
Roundtrip
found 18 hours ago
Select Alaska Airlines flight, departing Tue, Mar 3 from Orlando to Maui, returning Tue, Mar 10, priced at $407 found 18 hours ago
Tue, Mar 3 - Tue, Mar 10
MCO
Orlando
OGG
Maui
$412 Roundtrip, found 18 hours ago
$412
Roundtrip
found 18 hours ago
Select Alaska Airlines flight, departing Tue, Mar 3 from Orlando to Maui, returning Tue, Mar 10, priced at $412 found 18 hours ago
Wed, Feb 18 - Mon, Mar 2
MCO
Orlando
OGG
Maui
$418 Roundtrip, found 3 days ago
$418
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Wed, Feb 18 from Orlando to Maui, returning Mon, Mar 2, priced at $418 found 3 days ago
Sun, Feb 15 - Mon, Feb 23
MCO
Orlando
OGG
Maui
$424 Roundtrip, found 4 days ago
$424
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, Feb 15 from Orlando to Maui, returning Mon, Feb 23, priced at $424 found 4 days ago

Kaanapali 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

8.4/10 Very Good! (744 reviews)

Mar 15 - Mar 19

4 night stay

Orlando (MCO) to Kahului (OGG)

Alaska Airlines • Non-stop • Coach

Kahului (OGG) to Orlando (MCO)

Delta • Non-stop • Coach
Price was $2,012, price is now $1,403 per person
$1,403
per person
found 21 hours ago
Highly recommended! Gorgeous ocean views, clean room, nice staff.

Reviewed on Sep 7, 2025

OUTRIGGER Kaanapali Beach Resort
3.5-star property

OUTRIGGER Kaanapali Beach Resort

9/10 Wonderful! (1,465 reviews)

Feb 27 - Mar 7

8 night stay

Jacksonville (JAX) to Kahului (OGG)

Delta • Non-stop • Coach

Kahului (OGG) to Jacksonville (JAX)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $3,800, price is now $2,465 per person
$2,465
per person
found 15 hours 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)

Mar 9 - Mar 16

7 night stay

Orlando (MCO) to Kahului (OGG)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $4,960, price is now $3,450 per person
$3,450
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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Kaanapali packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Mana Kai Maui- Official Onsite Rental
3.5-star property

Mana Kai Maui- Official Onsite Rental

8.8/10 Excellent! (1,002 reviews)

Feb 24 - Feb 28

4 night stay

Orlando (MCO) to Kahului (OGG)

Delta • Roundtrip • PremiumEconomy
Price was $3,373, price is now $2,137 per person
$2,137
per person
found 1 day ago
Excellent experience with this resort! Astonishing views with sunset! Fantastic snorkeling condition with tons of fish!

Reviewed on Jan 1, 2026

Fairmont Kea Lani Maui
5.0-star property

Fairmont Kea Lani Maui

9.4/10 Exceptional! (1,001 reviews)

Feb 24 - Feb 28

4 night stay

Orlando (MCO) to Kahului (OGG)

Delta • Roundtrip • PremiumEconomy
Price was $4,026, price is now $3,145 per person
$3,145
per person
found 1 day ago
Overall for the price point, I expected a higher quality of service. The staff were not attentive or acted like they cared. It was just this overall unprofessional attitude and anytime we would ask for help they would

Reviewed on Dec 25, 2025

OUTRIGGER Honua Kai Resort & Spa
4.0-star property

OUTRIGGER Honua Kai Resort & Spa

8.8/10 Excellent! (2,864 reviews)

Feb 24 - Feb 28

4 night stay

Orlando (MCO) to Kahului (OGG)

Delta • Roundtrip • PremiumEconomy
Price was $3,315, price is now $2,643 per person
$2,643
per person
found 1 day ago
Beautiful resort with great amenities. We loved having the condo space and kitchen so we could have meals in the condo or go out if we wanted to. Pools were great, beach was amazing. The only thing I will say is the lighting in the condo was very dim. Those of us with eyes over 40 could use more light at night.

Reviewed on Mar 14, 2025

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Kaanapali first class flight packages

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kaanapali Beach Resort
3.5-star property

OUTRIGGER Kaanapali Beach Resort

9/10 Wonderful! (1,465 reviews)

Mar 8 - Mar 13

5 night stay

Jacksonville (JAX) to Kahului (OGG)

United • Non-stop • FirstClass

Kahului (OGG) to Jacksonville (JAX)

American Airlines • Non-stop • FirstClass
Price was $4,720, price is now $3,960 per person
$3,960
per person
found 18 hours 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

Grand Wailea Maui, A Waldorf Astoria Resort
5.0-star property

Grand Wailea Maui, A Waldorf Astoria Resort

9/10 Wonderful! (1,000 reviews)

Mar 8 - Mar 13

5 night stay

Jacksonville (JAX) to Kahului (OGG)

United • Non-stop • FirstClass

Kahului (OGG) to Jacksonville (JAX)

American Airlines • Non-stop • FirstClass
Price was $6,109, price is now $5,092 per person
$5,092
per person
found 18 hours ago
Spent our honeymoon here, and it was everything we dreamed of and then some! Beautiful views, amazing staff, the ocean! We didn’t want to leave and can’t wait to go back! Thank you to everyone at the Grand Wailea for an amazing time! Mahalo! The Foster’s

Reviewed on Mar 6, 2025

The Ritz-Carlton Maui, Kapalua
5.0-star property

The Ritz-Carlton Maui, Kapalua

9/10 Wonderful! (1,001 reviews)

Mar 8 - Mar 13

5 night stay

Jacksonville (JAX) to Kahului (OGG)

United • Non-stop • FirstClass

Kahului (OGG) to Jacksonville (JAX)

American Airlines • Non-stop • FirstClass
Price was $5,315, price is now $4,551 per person
$4,551
per person
found 18 hours ago
Wonderful Staff, Chef Ignacio at Banyan Tree is the Best, Guests, Energy, Location Food, Everything was so nice.

Reviewed on Jan 19, 2026

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More About Flying To Kaanapali from Gainesville

Route Information for Flights from Gainesville to Kaanapali

Origin Airport IATA Code
MCO
Destination Airport IATA Code
OGG
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Gainesville to Kaanapali

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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.

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