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Fall Fun in Hawaii: Seven Unexpected Reasons to Visit
October 18 ,2022

With summer drawing to a close, you may already be dreaming of a fall getaway as the temperatures where you live start to slowly dwindle downwards. Autumn is traditionally considered a “shoulder season” for travel – kids are back in school and people are beginning to gear up for the holiday season. This also makes it the absolute perfect time to travel to an ever-popular destination like Hawaii.

If you’re looking for one of the best islands to spend a fall vacation, O‘ahu ticks all the boxes. The weather is perfect, there are tons of unique events and experiences, and the crowds are… wait — who said anything about crowds? There’s no better place to experience everything that fall in O‘ahu has to offer than from Prince Waikiki. The hotel offers picture-perfect views of the marina and ocean, is centrally located with easy access to local hotspots right at your doorstep.


If it’s fall fun in Hawaii that you’re searching for, you’ve come to the right place. Let us show you why you don’t want to miss out on an epic O‘ahu adventure this season. Here are our Seven Unexpected Reasons to visit Hawaii in the Fall. 


Great Weather

O‘ahu has excellent weather year-round! While the temperature is generally still quite warm, fall in Hawaii provides a slightly more mild atmosphere for your autumnal adventure. The ocean waters are warmest in September and October, making it ripe for a morning swim or for dipping your toes in the water during a walk along the beach. 

The sun still rises quite early in the morning in the fall, between 6:00 AM and 6:30 AM. This means more time to seize the day by heading out on a sunrise hike or starting your day with a coffee and a good book at Honolulu Coffee Company.

As with any season, there is a chance that you may encounter some rainfall on your travels. Don’t take it as a sign to stay inside, though. Instead, take advantage of the drizzle and head out to see one of the island’s many impressive waterfalls! We love the Waimea Valley Trail; if you happen to walk the trail after some rainfall you’ll experience the beauty of the waterfall at its finest when the waters are really flowing.


What Crowds?

Fall is one of the lowest seasons for visitation in Hawaii, meaning that if you’re hoping to experience O‘ahu with a more secluded vibe, this is the perfect time for you to travel. Fewer people also means that you might just get some of the island’s most iconic and scenic locales almost all to yourself. The Prince Waikiki is a perfect, centrally-located basecamp to access some of the most popular destinations and take them in without the crowds. 

Here are some of our favorites:

  • Diamond Head State Monument offers sweeping views of the O‘ahu coastline and Waikiki in the distance. The views are worth the 1.9-mile walk!
  • Lanikai Beach offers breathtaking views of The Mokes and is the perfect spot to catch a sunrise or sunset.
  • For incredible views of the Koolau mountain range (and photos to brag to your friends about post-vacation), head to Nuuanu Pali Lookout.

Tip: There is a Biki station right outside the hotel for an easy, sustainable travel option for guests looking to explore the city’s bike trails and world-class beaches! 

  • Reasons to visit Hawaii

Fall Fare & Delicious Drinks

Autumn is the perfect time to immerse yourself in the local island food scene. Whether you want a cozy dinner for two or an exciting food festival experience, O‘ahu has you covered. 

Just a hop, skip, and a jump away from your room at the Prince Waikiki is our award-winning 100 Sails Restaurant & Bar. Catch a breathtaking sunset overlooking the marina and enjoy local favorites like the King Salmon Tartare or our Marine Scallops. 

If you’re in the mood to venture beyond the hotel walls, plan to check out the 12th Hawaii Food & Wine Festival. Landing in O‘ahu from November 3 – 6, indulge in one of the many unique events from Charcuterie Board Crafting to a world wine tour with Hawaiian Airlines. 


Festival Fun

Another great reason to visit Hawaii this autumn is the plethora of exciting fall festivals. Festival fans will be thrilled. Whether you’re hoping to discover some local music, looking for a belly laugh, or hoping to catch a great independent film, there’s a festival for you in O‘ahu

Here are some of the most exciting festivals happening in Honolulu this fall:

  • Laugh the night away with some of the most talented local and international comedy acts at the Hawaii Comedy Festival (Friday October 14, 2022 & Saturday, October 15, 2022). 
  • Bookworms and melomaniacs can discover new favorites at the Hawaii Book & Music Festival (October 1-31).
  • Indulge in some of the island’s finest fares at the Hawaii Food & Wine Festival (November 3-6 in O‘ahu).
  • Cinephiles will love the Hawaii International Film Festival (November 3-27, 2022), back for its first in-person screenings since 2019.  

If you’re looking for a bucket list experience, don’t forget to include Paradise Cove Luau on your list of must-dos. It will be a night to remember filled with Mai Tais, traditional Hawaiian cuisine, and Polynesian culture. 


Whale Watching

Don’t miss an opportunity to try and catch a glimpse of the extraordinary pods of humpback whales as they begin their trip south for the winter. The best time to see them is between March and November – so a fall trip offers a perfect chance to try and spot a breaching humpback.

Some of the most popular whale-watching spots in O‘ahu are Diamond Head Beach Park and the Makapu‘u Point Lighthouse Trail. Bird watchers can also see the beautiful Pacific Golden-Plover arriving on the island in the fall after a long flight from Alaska! 

Bring some binoculars and have your camera ready — you never know what you might spot!


Island Halloween

A Honolulu Halloween simply can’t be beat! Our city has fun and spooky events throughout October for anyone hoping to bust out their best costumes. The Hallowballoo in Chinatown’s art district is an annual street festival where you’ll find live performances and all sorts of wild costumes. You can catch all of the festival fun on October 29, 2022. 

Visitors can also take in one of the city’s hair-raising ghost tours to experience Honolulu’s eerie mysteries — if you dare!


Celebrate Pride on the Island

October is Honolulu Pride month and the E komo mai Honolulu Pride Parade & Festival is Hawaii’s largest pride celebration. This year, the festival is holding its first in-person events since 2019, so it will be a celebration to be remembered!

Celebrations kick off with the annual Kapaemahu Ceremony that honors Hawaiian ancestors and culture. The excitement continues throughout the month with events ranging from the National Gay Flag Football League’s Gay Bowl tournament, the Pride 5k Run/Walk, a National Coming Out Day Resource Fair, and of course, the Pride Parade & Festival.

There is no better time to experience the magic of Hawaii than fall. Book the Prince Waikiki Fall Into Fun package to save on your stay and start planning your island getaway today. 

For more information about this Oahu hotel and our promotions, call 855-622-7558 or email [email protected].

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  • Fall fun in Hawaii

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