Traveling to Maui in the fall offers a unique blend of pleasant weather, fewer crowds, and vibrant natural beauty. With temperatures typically ranging from the mid-70s to low 80s, the autumn season provides ideal conditions for outdoor activities like hiking, snorkeling, and exploring the iconic Road to Hana. The fall months also bring a sense of tranquility as the summer tourist rush subsides, allowing visitors to enjoy popular attractions without long waits. Additionally, the lush landscapes are particularly stunning during this time, with vibrant foliage and blooming flowers creating picturesque backdrops for photography and exploration
We have put together the perfect 5-day Maui fall itinerary for those considering a final vacation in 2024. Be sure the also check out our list of fun Maui events happening this fall.
Day 1: Explore Upcountry Maui
Upcountry Maui is a unique region located high in elevation up the slopes of Haleakala. While temperatures hover close to 80 in coastal towns year round, the Upcountry towns of Makawao and Kula will experience a noticeable dip in temperatures in the fall and even some change of colors. Spend a day exploring the cowboy and agricultural vibe while wearing your favorite flannel with shorts and slippers.
For a sensory delight, the Ali’i Kula Lavender Farm provides an aromatic escape among fields of lavender, while Surfing Goat Dairy invites guests to learn about goat cheese production, interact with a herd of goats, and enjoy flights of goat cheese. Stop by Maui’s only winery for breathtaking views while sipping fresh Maui vino. The Ocean Vodka Distillery is also headquartered in Kula, where you can take a tour of the grounds and see how sugarcane is harvested and distilled to make a fine vodka.
Lastly, the Upcountry Farmers Market showcases fresh produce and artisanal goods every Saturday, making it a perfect stop for local flavors. Pick up some locally grown fruits and vegetables to include in your recipes that you prepare in your fully equipped kitchen.
Day 2: Watch the Sunrise from Haleakala + Explore the North Shore
Watching the sunrise from Haleakalā is an unforgettable experience that draws visitors from around the world. The experience is often described as life-changing, leaving a lasting impression long after the sun has fully risen. Because of its popularity, reservations through the National Park are now required to witness this event. Because the autumn months of October, and early November and early December tend to have less tourists on island, you will have an easier time securing reservations.
As you ascend to the summit, which stands at 10,023 feet, the anticipation builds amidst the crisp, cool air. Once at the top, you'll be greeted by a breathtaking panorama of clouds blanketing the landscape below, often creating a stunning "sea of clouds" effect. As the sun begins to rise, vibrant hues of orange, pink, and gold illuminate the sky and cast a warm glow over the volcanic crater, creating a dramatic contrast with the dark lava rock.
After concluding your morning on Maui’s summit, choose to drive back down the volcano via Baldwin Avenue into Maui’s North Shore town of Paia. Known for its laid-back vibe, Paia is perfect for exploring eclectic boutiques, surf shops and art galleries. Food lovers can indulge in an array of different cultural dining options which include seafood, Mexican, Peruvian, and Italian. Arguably Maui’s most prestigious and beloved restaurant, the Paia Fish Market is located nearby as well.
Home to the best surf and ocean conditions on the island, be sure to stop by Ho’okipa Beach Park to watch some of the top ocean sports athletes carve up the waves. You can also normally catch a community of green sea turtles that rest on a portion of the beach. Just remember to keep your distance and not touch!
Day 3: Beach Day + Luau
Maui is renowned for its stunning beaches, each offering unique experiences and breathtaking scenery. At least one beach day of relaxing should make your fall Maui itinerary. Again, less tourists on island mean you have more of the sand to yourself!
Kā'anapali Beach, often considered one of the best in the U.S., features three miles of golden sand and clear waters ideal for swimming and snorkeling, especially near the iconic Black Rock. Stay for sunset and witness the iconic torch lighting ceremony followed by cliff diving.
Wailea Beach is another gem, known for its soft sands and gentle waves, making it perfect for families and those looking to relax. Nearby Ulua Beach has been a fan-favorite snorkeling beach for decades. Plan a morning snorkel to explore the colorful reefs and fish when ocean conditions and visibility are at their prime.
Makena Beach, also known as Big Beach, boasts expansive stretches of pristine sand and is perfect for sunbathing or enjoying a picnic. Do keep in mind that large shore break is common here, so swimmers should be cautious when entering or leaving the water. Each beach on Maui provides a unique slice of paradise, catering to various preferences from relaxation to adventure.
After a morning or afternoon at the beach, conclude your day with a cultural treat that will indulge all your senses. A luau will introduce you to local legends, beautiful dancing, Hawaiian cuisine, and the Aloha Spirit. Numerous resorts in Wailea and Kaanapali host luaus on their grounds as well as a few private options at beautiful settings.
Day 4: Drive the Road to Hana
The Road to Hana, officially known as the Hana Highway, is a breathtaking 64-mile stretch of roadway that winds through the lush landscapes of Maui, connecting Kahului to the quaint town of Hana. Renowned for its dramatic scenery, the highway features over 600 curves and numerous one-lane bridges, providing an exhilarating driving experience. Less drivers will be on the road in October and November!
Along the way, travelers can stop at iconic attractions such as Twin Falls, where a short hike leads to picturesque waterfalls perfect for swimming, and the Garden of Eden Arboretum, which showcases vibrant tropical flora and stunning ocean views. Another favorite stop includes Wai'anapanapa State Park, famous for its striking black sand beach and sea caves. Each turn of the road reveals new vistas, making it a journey filled with natural beauty and adventure.
While many visitors are drawn to Hana itself, the true allure of this drive lies in the myriad of sights along the way. The Keanae Peninsula offers breathtaking coastal views and stands selling freshly made banana bread or coconuts with straws in them. For those seeking unique experiences, the Kaeleku Cave provides an opportunity to explore a lava tube formed by ancient volcanic activity. As you approach Hana, the landscape transforms into a tropical paradise with lush greenery and cascading waterfalls, culminating in the serene beauty of Hamoa Beach and the historic charm of Hana town. Whether you choose to explore each stop or simply enjoy the drive itself, the Road to Hana promises an unforgettable adventure through one of Maui's most stunning regions.
If you don't want to drive the full road to Hana, check out our post on a great substitute that will still give you a glimpse into the beauty, lush vegetation, and waterfalls!
Day 5: Snorkel Cruise or Whale Watch + Shopping & Dining
Snorkeling at Molokini Crater is a must-do experience for anyone visiting Maui, offering some of the clearest waters and most vibrant marine life in the Hawaiian Islands. Located just three miles off the south coast, this crescent-shaped volcanic caldera boasts visibility that can reach up to 150 feet, making it ideal for both beginners and experienced snorkelers. As you glide through the crystal-clear waters, you'll encounter over 250 species of colorful fish, including parrotfish and butterflyfish, as well as various coral formations unique to the region. The protected marine environment of Molokini ensures a rich ecosystem, often allowing snorkelers to spot Hawaiian green sea turtles.
The humpback whales migrate to Hawaiian waters each winter but early arrivers can be found breaching and spouting off Maui coastlines in December. For tourists planning a Maui vacation in December, check with the boat excursion companies to see what whale watching tours they have available.
Cap off the day with some retail therapy. Both The Shops at Wailea (in Wailea) and Whaler’s Village (in Kaanapali) offer superb shopping options combining international luxury brands with local surf brands and fashion. Pick up unique souvenirs and gifts for friends and family back home. End the night with an island-inspired meal. Popular spots include Monkeypod Kitchen, Tommy Bahamas, Duke’s, Leilani’s on the Beach, and Hula Grill. Guests staying with us enjoy exclusive discounts at some of these spots!