You’ve got your sights set on a Maui vacation, and nothing sounds better than relaxing on the island’s world-class beaches, watching a Haleakala sunrise, and discovering delicious cuisine. The only thing you have left to figure out is when to visit. We’ve got good news ‒ there is no bad time to visit the Valley Isle! Read on to discover what makes every time of year the best time to visit Maui, Hawaii. Then, access our free Vacation Guide for even more recommendations!
Here’s Why Every Season Is the Best Time to Visit Maui, Hawaii
Winter (December – March)
Why choose to stay in the cold when you can enjoy the balmy Hawaiian weather? Visit us between December and March to enjoy the low chance of rain and gorgeous outdoor attractions on the windward side of the island. We recommend checking out the car rentals and embarking on the iconic Road to Hana!
Escape to Maui during the winter months for peak whale watching season. Maui is the best place in Hawaii to watch whales breach and nurse their young from the shoreline.
You can take a guided boat tour if you want to see majestic Pacific Humpback whales up close. We recommend the Pride of Maui Snorkel Tour, a three-hour cruise that includes a BBQ lunch, open bar, and snorkel gear. Experience the island’s coral reefs and diverse underwater world first-hand during this incredible tour!
There are plenty of events to attend on Maui during the holiday season, like the Lighting of the Banyan Tree in Lahaina. Every year, in either late January or early February, Hawaiians celebrate the Chinese New Year.
Spring (April – May)
One of the best parts about visiting Maui during shoulder seasons of spring and fall is smaller crowds and lower rates than during the high season in Hawaii. Spring is the perfect time for a Hawaiian retreat!
Avoid crowds and get some fresh air on the best of the Hawaiian Islands for the most refreshing getaway. Celebrate National Park Week in April by exploring the gorgeous Haleakala National Park. There are so many different landscapes to discover, from volcanoes to rainforests. Best of all, the first day of National Park Week is fee-free for all visitors. Strap on your hiking boots and get ready for an adventure!
If you’re planning to visit Maui in May, you’ll get to participate in a remarkable Hawaiian tradition. On Maui, instead of commemorating May Day, we celebrate Lei Day. Leis are an integral part of Hawaiian culture and a symbol of everlasting love and appreciation.
We wear the pink lokelani rose, crown the annual Lei Queen, and have lei-making workshops. This festival is one of the most distinctly Hawaiian events of the year!
Summer (June – August)
It’s known that the summer season on Maui is an excellent time to take a break from the daily stresses of life! You can enjoy ideal summer weather while enjoying the fact that we don’t typically have a very active hurricane season.
Snorkeling is an activity you don’t want to miss, and summertime is the perfect season to try it. Swim through crystal clear waters, observe a variety of marine animals, and delve into incredible coral reefs.
Check out the Molokini snorkel tour to enjoy the tropical climate, indulge in fantastic food, and explore under the sea.
All visitors should put the Kapalua Wine and Food Festival on their itinerary when visiting during the summer months. This magical weekend event is a great way to drink and experience an array of Hawaiian foods in one place.
Fall (September – November)
Fall is known for its beautiful weather and bounty of outdoor activities. Take advantage of the warm temperatures by hiking, kayaking, or cycling around the island.
The annual autumn Festivals of Aloha are a wonderful chance to learn about and honor Native Hawaiian culture. Come and celebrate this long-honored tradition against a breathtaking backdrop.
Feeling spooky? The Lahaina Halloween festival is one of the most popular events on Maui. The famous street party is often called “the Mardi Gras of the Pacific” and welcomes over 20,000 people each year. Front Street shuts down for a night of costumed fun, live music, and a keiki parade.
Paradise Starts at The Old Wailuku Inn at Ulupono
Once you’ve decided on the best time to visit Maui, you’re ready to book a stay at The Old Wailuku Inn! Our historic bed and breakfast offers a delicious, locally sourced breakfast each morning. We serve a different entree every day, but fresh, seasonal fruits and rich coffee are always on the table.
Our Ilima Room, with its old parchment walls and intricate Ilima quilt, is one of the property’s most beautiful accommodations. Open the room’s original arched windows, let in a pleasant breeze, and soak in the whirlpool tub. It’s the perfect place to relax and cozy up after a day of exploring Maui!
Check our availability and reserve your room today! We can’t wait to host you soon.