7 Reasons to Visit Hawaii this October

8/7/2021

And How to Decide Which is the Best Island to Visit in Hawaii in October

7 Reasons to Visit Hawaii in October

With its exquisite weather and adventurous activities, Hawaii is one of the top travel destinations in the world.

And one of the best times to visit this island paradise? October.

In Hawaii, summer runs from May to October, so you're getting the best of both worlds: the chill summer vibes—without the summer crowds. From cool festivals to North Shore swells and superhot deals, October is perfect for traveling in aloha style. Need a little more convincing about the best island to visit in Hawaii in October? Read on.

The (Non) Crowds

Called the “shoulder season,” this is a great time for visiting in part because popular destinations like Waikiki get a little quieter and are easy to get around, but still have that great nightlife and killer cocktails. And spots like Maui are just kicking off whale watching season, making it one of the best islands in Hawaii to visit in October. Not sure which island you want to visit? Check out our post on which island you’ll love to see what kind of adventurer you are, from “Insta maven” to ”Digital detoxer." 

7 Reasons to Visit Hawaii in October

The Annual Hawaii Food & Wine Festival

Even better than the islands’ famous roadtrip-worthy food trucks: sampling cuisine from award-winning chefs. October gives you a chance to “Taste Our Love for the Land” at the Annual Hawaii Food & Wine Festival. In 2021, there are 17 events and 67 world-class chefs serving up inventive cuisine across Oahu, Maui and the Big Island that will let you celebrate the vibrant island flavor—while supporting the local culture and land, too. A can't-miss? The upcoming "Yo Momma Can Cook!" at Outrigger Reef Waikiki Beach Resort, where five top chefs will throw it back to their roots with recipes inspired by mom (and grandma, of course). Hawaii is a globally known food destination, and any island in Hawaii is the best island to visit in Hawaii in October if you're a foodie.

The Weather

October may signal the onset of a crispness in the air and falling leaves in some U.S. cities, but Hawaii's beachy climate remains a perfect 84°F degrees for the average high and around 75°F for the low, making it ideal for ocean splashing, big-wave surfing, and all-around fun in the sun.

The Surf

During the fall season, Waikiki waves are still perfect for beginners, and on Oahu’s North Shore waves start to be great for experienced riders at pro surf faves like Pipeline. Just getting started? Take a few tips from our favorite local instructor or try a lesson with her at the famous Faith Surf School.

7 Reasons to Visit Hawaii in October

Honolulu Pride™ Month

October is Honolulu Pride™ Month, “four amazing weeks of celebration, solidarity, pride and LGBTQ+ aloha.” This includes fabulous events, from a Tiny Float Parade and Rainbows Over Waikiki to the Honolulu Pride Festival in Kapiolani Park with entertainment, ohana and keiki activities—and lots of all-are-welcome aloha. So, Oahu is one of the best islands to visit in Hawaii in October if you want to be in an inclusive environment. 

The Instagrammable Beaches

It's so great to be beachside in October, and even better to, well, showcase your tropical traveling. From world-famous Waikiki and Diamond Head in the distance to Oahu’s lesser-known pair of islets and Maui’s mandatory sunset spot, find your own can’t-miss snaps on our most Instagrammable beaches list (We love the black-sand beauty of Punalu’u Beach). 

7 Reasons to Visit Hawaii in October

The Rates

The fall brings not only great (less crowded) surf and sand, it also brings killer rates. Here at Outrigger, you’ll find a range of cool October offers like up to 35 percent off. With 23 Outrigger properties across Hawaii's four most popular islands, you'll always find a place to call home in paradise. 

So, what is the best island to visit in Hawaii in October?

The best islands to visit in Hawaii in October are Waikiki and Oahu if you want to catch some waves or relax on the beach. Honolulu and Maui are great October destinations for culture, fun, food, sunsets, and festivals. If the Annual Hawaii Food & Wine Festival caught your eye, then that’s another reason to keep Oahu, Maui, and the Big Island on the top of your list for the best islands to visit in Hawaii in October.

 Summer Booking Campaign - Outrigger Hotels & Resorts

 

 

Subscribe and Keep Up With The Latest Posts

  • 1
    Select Your Destination
change
Outrigger Waikiki Beach Resort | Hawaii
  • Beachfront location
  • Home of Duke’s Waikiki
  • Hawaii’s best live music venue, Blue Note Hawaii
  • Voyager 47 Club Lounge
Outrigger Reef Waikiki Beach Resort | Hawaii
  • Home of Hawaiian Music, Kani Ka Pila Grille
  • Renovated modern guest rooms
  • Immersive cultural activities
  • Voyager 47 Club Lounge
  • Some public spaces may not be available
  • Take advantage of special Preview Rates
Waikiki Beachcomber by Outrigger | Hawaii
  • Hawaii’s first and only craft hotel
  • Home of The Beachcomber Originals
  • Hawaiian Aroma Caffe, Waikiki’s most Instagrammed coffee shop
  • Island’s longest bar at Maui Brewing Co
Waikiki Malia by Outrigger |Hawaii
  • Intimate retreat for adventure seekers
  • Easy access to Waikiki Beach
  • Choice for value-minded families and groups
  • Spacious guest rooms and studios
  • Offering connecting rooms and kitchenettes
OHANA Waikiki East by Outrigger | Hawaii
  • Spacious guest rooms with kitchenettes
  • Ideal for large groups or families
  • Steps to Waikiki Beach and International Market Place
  • Onsite restaurants – Appetito Craft Pizza & Wine Bar and Tanaka of Tokyo
Airport Honolulu Hotel | Hawaii
  • Only half a mile from Daniel K. Inouye International Airport
  • Pet friendly
  • Convenient for business travelJust minutes from Pearl Harbor
Waikiki Shore by Outrigger | Hawaii
  • Only resort condo directly on Waikiki Beach
  • Sweeping panoramic ocean views
  • Family friendly
  • Perfect for extended stays
  • Ability to select a specific condo unit
Regency on Beachwalk Waikiki by Outrigger | Hawaii
  • Intimate, boutique style condo resort
  • Situated in the Waikiki Beach Walk shopping and dining district
  • Ability to select a specific condo unit
Honua Kai Resort & Spa | Maui
  • 38 tropical beachfront acres
  • 3-acre aquatic playground
  • AAA Four Diamond Award accredited
  • Luxury, 1, 2 and 3 bedroom suites on Kaanapali Beach
The Kapalua Villas Maui | Hawaii
  • Located on 22,000-acre Kapalua Resort
  • Choose from 3 beaches and 11 restaurants
  • Ocean and golf room views
  • Offering two magnificent golf courses
  • Ability to select a specific condo unit
Palms at Wailea Maui by Outrigger | Hawaii
  • Located within the world-famous Wailea Resort community
  • A short drive from the Shops at Wailea and beaches
  • Near Wailea’s most renowned restaurants
Aina Nalu Lahaina by Outrigger | Maui
  • Boutique-style condos in heart of Lahaina
  • Two blocks away from Front Street
  • Walking distance to shops and restaurants
Kaanapali Maui at the Eldorado by Outrigger | Hawaii
  • Fronts the fairways of Kaanapali Beach Resort
  • Short walk from Whalers Village
  • Featuring three swimming pools
  • Ability to select a specific condo unit
Royal Kahana Maui by Outrigger | Hawaii
  • Ocean view of Molokai and Lanai
  • Boasts oceanfront pool
  • Private lanai
  • Ability to select a specific condo unit
Napili Shores Maui by Outrigger | Hawaii
  • Offering stunning views of Lanai and Molokai
  • Newly renovated condos
  • Oceanfront on property dining at the Gazebo Restaurant
Waipouli Beach Resort & Spa Kauai by Outrigger | Hawaii
  • Heated river pool running through two-acre property
  • Features flumed water slides
  • Ability to select a specific condo unit
Lae Nani Resort Kauai | Hawaii
  • Oceanfront condos
  • Includes an ocean pool within a natural stone breakwater
  • Adjacent to the Coconut MarketPlace
Kiahuna Plantation Resort Kauai by Outrigger | Hawaii
  • Cottage-style beachfront condos
  • Complimentary access to Poipu Athletic Club
  • Ability to select a specific condo unit
Welcome to Outrigger Kona Resort and Spa
Watch the majestic manta rays that swim through Keauhou Bay. Or spend your day relaxing at the spa. It all starts here, on Hawaii Island.
Kanaloa at Kona by Outrigger | Hawaii Island
  • Set on 18 oceanfront acres
  • Boasts 3 swimming pools and 2 tennis courts
  • Ability to select a specific condo unit
Fairway Villa Waikoloa by Outrigger | Hawaii Island
  • Guests treated to infinity pool and lava rock whirlpool
  • Surrounded by Robert Trent Jones Jr. designed golf course
  • Selection of on property dining options
Kohala Coast Vacation Rentals by Outrigger | Hawaii Island
  • Five distinct properties to choose from
  • Ability to select a specific condo unit
  • Close to upscale King’s Shops and Queen’s Market Place
  • Golf at Beach Course
Royal Sea Cliff Kona by Outrigger | Hawaii Island
  • Set on a lava rock bluff
  • Panoramic views of the Kona coast
  • 5-minute drive to restaurants and shops
  • Ability to select a specific condo unit
Castaway Island, Fiji Resort | Outrigger Hotels & Resorts
  • Beachfront bures
  • Complimentary beach services
  • Kava ceremony welcomes guests
  • Wood-carving guest activity
  • Enjoy Meke traditional song and dance
Outrigger Fiji Beach Resort | Outrigger Hotels & Resorts
  • Beachfront bures
  • Offering Meimei nanny service
  • Talai butler service available
  • Named #1 Family Resort
  • Amazing firewalking ceremony
  • Outrigger Mauritius Beach Resort | Outrigger Hotels & Resorts
    • Luxury beachfront suites
    • Mauritian Rum tasting experience
    • Dance to Sega music
    • Relax on private beach
    • Complimentary kid’s club
    Evening at Outrigger Koh Samui Beach Resort
    • Located beachfront on Lamai Beach
    • 2 swimming pools
    • Fitness center
    • Restaurants and in-room dining
    • 3 meeting rooms
    Garden Villa | Outrigger Khao Lak Beach Resort
    • Located beachfront on Bangsak Beach
    • Swimming pool
    • Fitness center
    • Restaurants and in-room dining
    • 3 meeting rooms
    Surin Terrace | Outrigger Surin Beach Resort
    • Located on Surin Beach
    • Boutique resort
    • 2 swimming pools
    • Restaurant and in-room dining
    Waikiki Beach | Hawaii
    • Famous for Waikiki Beach
    • Hike Diamond Head Crater
    • Take a historical journey at Pearl Harbor
    • Birthplace of legendary surfer Duke Kahanamoku
    • Home to Lolani Palace, US’s only royal place
    Experience a gorgeous Maui sunset
    • Voted “Best Island in the US”
    • Home to Haleakala volcano
    • Famed for whale watching during the winter months
    • Famous scenic stretch road to Hana
    • Mile long of sandy shore at Kaanapali Beach
    Beaches of Kauai | Hawaii
    • Nicknamed the Garden Island
    • Known for lush valleys, waterfalls and hiking trails
    • Has more beaches than any other Hawaiian Island
    • Most hiking trails than an other Hawaiian Island
    • Largest coffee plantation in the US
    Hawaii Island (Big Island)
    • Often referred to as the “Big Island”
    • Kilauea volcano is the most active and largest in the world
    • Known for black sand beaches
    • Grows most of the world’s macadamia nuts
    • Home to some of the world’s largest telescopes
    • 2
      Select Your Stay Dates
    • 3
      Choose Rooms & Guests
    Adults
    Children
    Rooms
    Apply A Special Rate
    Oh snap! It looks like the rate you selected is not available.
    Your Selection Has Been Applied
    Your Summary
    Back to Top