Hawaii Travel Made Easy Podcast—Hawaii travel tips, Things to do in Hawaii, Hawaii vacation planning

Why Fall is the Best Time to Visit Hawaii (And the Cheapest!)

• Marcie Cheung • Episode 34

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Discover Hawaii's Best Kept Secret: Why Fall is the Perfect Time to Visit

In this episode of Hawaii Travel Made Easy, host Marcie reveals why fall Hawaii travel, specifically between mid-September and mid-December, is the best time to visit Hawaii. This essential Hawaii travel guide highlights the benefits of fewer crowds, better prices, and amazing weather during these months, perfect for first-time Hawaii visitors and Hawaii vacation planning.

Marcie shares Hawaii travel tips on timing your fall Hawaii vacation, finding Hawaii travel deals, and enjoying a more relaxed and authentic Hawaiian experience during Hawaii's shoulder season. This comprehensive Hawaii travel guide includes ideal Hawaii activities for various types of travelers, budget-saving strategies, and Hawaii vacation planning tips to make the most of a fall Hawaii trip.

Perfect for Hawaii family travel and budget-conscious travelers, learn why fall Hawaii travel offers the best value for your Hawaii vacation. Essential Hawaii travel tips for experiencing the Hawaiian Islands with fewer crowds, better weather, and authentic Hawaiian culture during Hawaii's hidden gem season.

Discover insider Hawaii travel tips for planning the perfect fall Hawaii vacation and maximizing your Hawaiian Islands experience during this ideal Hawaii travel season.

00:00 Welcome to Hawaii Travel Made Easy

00:20 Why Fall is the Best Time to Visit Hawaii

02:03 Timing Your Fall Trip to Hawaii

03:22 Budget-Friendly Travel Tips for Fall

05:01 Enjoying a Relaxed Vibe in Fall

06:20 Ideal Weather Conditions in Fall

07:53 Fall Activities and Experiences

09:25 Planning Ahead for Your Fall Trip

11:34 Special Fall Bonuses and Events

13:56 Conclusion and Additional Resources

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Aloha and welcome back to Hawaii Travel Made Easy. I'm your host Marcie Hawaii, travel expert mom of two, and someone who's visited the islands more than 40 times. If you've ever dreamed of visiting Hawaii without crowds, with better prices, and with amazing weather, today's episode is for you because I'm here to let you in on a little secret. Fall is the absolute best time to visit Hawaii. Yep, those sweet months between mid-September and mid-December are what I call Hawaii's best kept secret. And I'm gonna break down exactly why. So here's the thing. Most people look at Hawaii for summer vacations, spring break, or winter holidays, but those are also the busiest and most expensive times to visit, but they don't realize it's at once Labor Day passes, the islands get noticeably quieter, airfare drops, hotels open up, and tours aren't completely booked out months in advance. Fall is this magical pocket of time when you can experience everything Hawaii has to offer without the chaos or the price tag. You are more likely to find last minute dinner reservations at top restaurants, and you might even get a free room upgrade just because a resort isn't full. Beaches that are packed in July, feel relaxed and peaceful in October. You won't have to hover to find a lounge chair at the pool or wait 30 minutes for a poke bowl at a food truck. Fall is also a favorite time for locals. It's kind of the calm before the holiday storm. You'll find more community events, local markets, and authentic experiences that aren't crowded with tourists. It's a great time to strike up conversations with locals or explore places off the beaten path without the pressure of crowds. And if you're traveling with kids not yet in school or doing homeschool or flexible schedules, you can take full advantage of the sweet spot. You'll spend less time waiting and more time soaking up the sunshine. Making memories and actually enjoying your vacation fall in Hawaii feels more relaxed, more authentic, and just a little more magical. Okay, let's talk timing. The best window to visit Hawaii and fall is usually mid-September through early December. I like to avoid labor Day Week because it's still crowded with leftover summer travelers, but right after that, pure gold. If you're looking to plan a fall trip, try aiming for late September, October, or early November. These weeks tend to have the lowest rates and thinnest crowds, plus it's still warm and sunny. The weather is typically in the low to mid eighties. The ocean is warm and there's very little rain compared to the winter months. You also get to enjoy the islands before the start of whale season in mid-December, which brings more tourists and higher prices. October in particular, is one of my favorite months. You'll find great deals on airfare, especially midweek flights and resorts often run special fall promotions to fill their rooms if you're using points or miles. Availability tends to be better in the fall too. That means more flexibility in choosing your hotel flight times and even rental cars without crazy surcharges. And for those planning activities like luau, sunset cruises, or popular tours like snorkeling at Molokini or visiting Pearl Harbor, you'll have a much easier time finding good time slots in smaller group sizes. Fall is basically your secret weapon for getting the best value and experience in Hawaii. Just don't wait too long to book once you've picked your dates. Okay, now let's get into the money stuff because fall is a budget traveler's dream. Flights are often 30 to 40% cheaper than during summer or winter break. I've seen round trip fairs from the west coast for under$300 in October, which is almost unheard of during peak months. Hotels, you can save hundreds of dollars a night compared to peak season. For example, a beachfront room in Waikiki that goes for$450 or more in December, might be under$250 in late September. Rental cars are easier to find and often cheaper too. I've rented cars in October for less than$40 a day through Discount Hawaii car rental. Plus, they don't charge hidden fees or prepayment. Activities like luaus, snorkel tours or helicopter rides are more available and sometimes even discounted. Operators are more flexible and might even throw in bonus perks, like free photo packages or upgraded seating if you're using airline miles or hotel points. Fall is when you're most likely to find availability. Even at popular resorts like Alani or the Hyatt Regency Maui, some properties release more rooms during shoulder seasons making easier to score that ocean front room you've been eyeing. Even food trucks and casual restaurants tend to have shorter lines and faster service, which means less waiting and more relaxing. And if you love shopping like I do, fall is when a lot of local boutiques and resort stores start marking down summer inventory. Hello, discounted, Aloha shirts of beach wear. Overall, traveling to Hawaii in the fall gives you more value for every dollar you spend, making it easier to upgrade your experience without breaking the bank. You know what's even better than saving money? Saving your sanity following means no massive crowds at the airports. Shorter lines at Shave Ice stands. And a way more relaxed vibe across the islands, you'll have a better chance of scoring a front row seat at a luau, an ocean view table for dinner, or a quiet spot on a popular beach. Parking is way less stressful too as spots like Lanikai Beach on Oahu, where Big Beach on Maui, you'll actually have a shot at finding parking without circling for 30 minutes at popular attractions like Pearl Harbor, the Dole Plantation, or Akaka Falls on the big island. You'll spend less time waiting and more time exploring. Even hikes are better in the fall. You might have the entire trail to yourself at places like the makapu'u Lighthouse Trail or Hanakapiai Falls. It's also easier to get into restaurants that usually have long waits. I've walked into places like Monkey Pod or Dukes without a reservation in October, which is almost impossible in the summer. Kids are back in school, so if you're not tied to a school calendar, this is a golden window for a quieter and more laid back trip. Tour guides and hotel staff often have more time to chat. Offer tips and share stories, which makes the experience more personal. You won't feel rushed or overwhelmed trying to beat the crowd because the crowds just aren't there. Fall is a season where Hawaii feels more like a true escape and less like a tourist hotspot. Okay, let's talk weather because that's a big reason why fall is such a win. September through November still feels like summer. Think eighties during the day, seventies at night. The ocean is warm and calm, which is perfect for snorkeling or paddleboarding. The rain, well, you might get an occasional shower, especially on the windward sides, but the big rainy season doesn't usually start until mid to late December, and those fall sunsets absolutely stunning every early evening. Golden hour is a photographer's dream perfect for photographer sessions. If you're planning family photos or engagement picks. Humidity also drops slightly in the fall, especially on the drier sides of the islands like West Maui or South Oahu. Making it more comfortable for sightseeing or hiking. It's a great time to do scenic drives like the Road to Hana, or explore Waimea Canyon without overheating. Fall is also ideal for beach days. Places like Lanikai Beach, Ka'anapali, or Hapuna Beach are still warm and inviting, but much less crowded. Water visibility is often excellent, especially in early fall, which makes it primetime for snorkeling at spots like Molokini Crater or Sharks Cove. Sunrise hikes are also more comfortable too. Trails like Diamond Head or Makapu'u are cooler and less packed. And if you're planning a star gazing night at Mauna Kea or Haleakala Fall's, clear skies are usually in your favor. So while the mainland is bundling up for sweater weather, Hawaii in the fall still feels like paradise. With just the right balance of sun, warmth and comfort. Another thing I love about fall in Hawaii, it works for every type of traveler, couples and honeymooners. It's quieter and more romantic. Spa appointments are easier to get, and the sunset dinners feel more special without the crowds. You can usually hear the waves during dinner at beachfront restaurants like Dukes or the beach house without background noise from large tour groups. Plus hotel packages for couples tend to be a more available in the fall with perks like free breakfast or spot credits. Families, it's easier to stick to a budget and you won't be fighting crowds at the pool. Kids can play freely at spots like Aulani Splash Zone or the Grand Hyatt, Hawaii's Lazy River. Attractions like the Honolulu Zoo, Maui Ocean Center, and Dole Plantation are less congested, which means more time for exploring and less time waiting in line. Multi-gen groups fall gives you the slower pace that works great for both toddlers and grandparents. You can build in rest days or beach mornings without feeling like you're missing out. And booking larger vacation rentals or adjoining rooms is often easier in the off season solo travelers. Fewer people means more peace and a stronger local vibe. It's easier to join small group tours or grab a last minute spot at a yoga class on the beach. Places like Paia on Maui or ha lei on Kauai, go extra soulful this time of year or two. And if you're a content creator, no waiting for those scenic Instagram shots. Fall light is dreamy and the the beaches are emptier, and your photos will have that clean, serene vibe that's hard to get in peak season. Now, even though fall is less crowded, you still wanna plan ahead to get the best deals. I recommend booking your flights and accommodations early, like four to six months out is ideal. Fall deals can pop up, but the best rooms at resorts like Aulani, the Royal Hawaiian, or the Hyatt Regency Maui go fast, especially if you're using points or booking ocean view categories. Want a luau helicopter tour or fancy dinner reservation? Snag those at least two to three months ahead. Places like the Hawaii Loa luau on the big island, or Mama's Fish house on Maui, fill up, even in shoulder season. Check the weather for the area you're staying in. For example, if you're planning to visit the North Shore of Oahu in late fall, be aware that surf swells start rolling in, which might make some beaches unsafe for swimming pack light layers, especially if you're visiting higher elevations like Haleakala, where sunrise temps can dip into the forties. Or Hawaii Volcanoes National Park, which often sees rain and chilly winds bring reef safe sunscreen, water shoes, and reusable water bottles falls. Still has strong UV rays in places like Polihale or Honolulu Bay may still require a little walking over Rocky paths. Don't forget your rental car. Even in fall inventory can be tight, especially on Kauai and the big island. So book early through Discount Hawaii car Rental to lock in a deal with free cancellation. Want to photograph sunrise or sunset falls? Golden hours are dreamy and the sunset's earlier, usually between 5 45 and 6:15 PM So plan your dinner or shoot accordingly. Double check operating hours for fall. Small tour operators or food trucks reduce their schedules outside of peak seasons, especially on Kauai in the big island. Keep an eye on airline flash sales. Fall is a common time for Hawaii airfare deals, especially from the West coast. Set price alerts and be ready to pounce. You'll also want to build in some buffer days in case your snorkel tour gets rescheduled due to weather. It happens. Fall is more mellow, but weather can shift fast, especially on the windward sides of the island. Having wiggle room keeps your trips stress free. And finally, some fall bonuses you didn't even know you needed. Local events. September is Aloha Festival season and you'll find parades, concerts and cultural experiences across the islands, especially on Oahu and Maui. Check out the Waikiki, which shuts down Kalakaua Avenue for a giant block party. With food booths, hula and life music. Fall moon rises over the ocean. Yes, please. Full moons in the fall. Rise early in the evening. Perfect for peaceful beach walk, moonlit paddleboard session, or dreamy photo op At places like Lanikai Beach or Honley Bay. Packing is a breeze. You can stick to breezy dresses, swimwear, flip flops, and a light sweater for the plane or upcountry evenings. No need for bulky jackets or boots, which frees up suitcase space for souvenirs. More space equals better photo ops. That means no waiting to get your shot at scenic spots like the Nepali coast overlook. The top of Diamond Head or the Pipiwai Trail Bamboo Forest. Less demand can equal perks. Resorts and hotels sometimes offer free room upgrades, discounted resort fees, or complimentary breakfast during fall promotions. It never hurts to ask nicely in check-in Easier spa and Wellness bookings. With fewer people on island, it's much easier to snake a last minute massage. Sunrise Yoga session or beachfront lomi lomi. At top resorts like the Grand Hyatt, Kauai, or Fairmont Orchid, more relaxed locals. Tourism workers and tour guides often say fall is their favorite season because the pace slows down and they're not burned out from the summer rush. So you might even get warmer hospitality and more personalized attention. Fall performances and exhibits. Check local calendars for seasonal shows at places like the Maui Arts and Cultural Center. Bishop Museum on Oahu or live music nights at Queen's Marketplace on the big island, fruit stands are in full swing. You can still catch the tail. End of Mango and lychee season and fall brings guava dragon fruit and mountain apple. Don't miss a roadside juice stand or farmer's market in up country, Maui or Kapaa Kauai. Fall energy equals zen energy with mellow vibes, fewer crowds, and warm sunsets. It's the perfect season for slowing down, reflecting and truly reconnecting with your loved ones, nature or yourself. So there you have it. Why fall is hands down the best time to visit Hawaii. Lower prices, fewer crowds, perfect weather. What's not to love. So if you're ready to plan your fall Hawaii trip, be sure to check out my island specific travel guides. Whether you're heading to Maui, Oahu, Kauai, or the big island, I've got full itineraries, activity recommendations, packing tips, and more. And if you want even more insider tips, plus exclusive digital downloads and q and a access, come join my Patreon community. It's where I share my best secrets with my most dedicated travel friends. You'll find the link in the show notes. Mahalo for tuning in today. If you found this episode helpful, please subscribe and leave a review and follow me on Instagram at Hawaii, travel with Kids for even more Hawaii tips and daily inspiration. Until next time, aloha.