The Best Parts of Hawaii to Visit in the Winter

Planning a winter escape to paradise? If you’re searching for the best parts of Hawaii to visit in the winter, look no further than Maui — widely known for its stunning landscapes, warm weather, and unique seasonal experiences. Whether you’re traveling solo, as a couple, or with family, winter on Maui offers unforgettable adventures and sunny skies. Maui nō ka ʻoi, of course – Maui is the best!

With its perfect winter weather, whale watching magnificence, diverse landscapes, holiday experiences, and unique seasonal offerings, there’s something for everyone in your group to enjoy on a winter escape to Maui.

Here’s why Maui is the best Hawaiian island to visit in winter:

Perfect Winter Weather

If you’re escaping freezing temperatures, slushy roads, or gray skies, Maui’s winter weather will feel like heaven. With average daytime temps in the high 70s to low 80s°F, you can spend your days basking in the sun, snorkeling with sea turtles in warm water, or enjoying breezy evening walks in shorts and sandals.

To get the most sunshine, stay on the leeward (dry) side of the island—choose from South Maui (Kihei and Wailea) or West Maui (Lahaina, Kaʻanapali, Napili, or Kapalua). These areas receive minimal rain during the winter months, making them perfect home bases for your Hawaiian getaway.

Bonus: Maui in the winter is stunningly colorful. Trade snowy white and gray for vibrant turquoise waters, lush green landscapes, and clear blue skies.

Whale Watching: A Must-Do Winter Activity

One of the top things to do in Hawaii in winter is whale watching, and Maui is the best Hawaiian island to see whales. Every year, from November through April, thousands of humpback whales make their way from Alaska to the protected, shallow waters of the ‘Au‘au Channel, located between Maui, Lanaʻi, and Molokaʻi.

These gentle giants migrate to mate and give birth, and Maui is one of the few places in the world where you can regularly see whales breaching, tail-slapping, and nursing calves just offshore.

Whether you join a boat tour, paddle out on a kayak, or even just stand along the beach with binoculars, your chances of spotting whales in winter are incredibly high. You may even hear the eerie and beautiful sound of whale songs while snorkeling or swimming.

Pro Tip: Book a guided whale-watching cruise for expert commentary and front-row seats to these awe-inspiring natural encounters.

Explore Maui’s Diverse Landscapes

Maui is known as the Valley Isle, and in winter, the island’s diversity is even more enchanting. It’s not just about beaches—Maui offers volcanoes, waterfalls, bamboo forests, and rolling green pastures all in a single day’s drive.

Here’s a sample itinerary for winter travelers:

Sunrise at Haleakalā Crater – Watch the sun rise above the clouds from 10,000 feet. It’s chilly up there, so bring a jacket!
Midday beach relaxation – Soak up the sun on soft, sandy shores like Makena Beach, Kaʻanapali Beach, or Napili Bay.
Afternoon hike – Explore trails in ʻĪao Valley State Park, the King’s Trail at La Perouse Bay, Kapalua Coastal Trail, or take in the stunning waterfalls along the Road to Hāna.
Evening beachfront dining – Enjoy fresh seafood or Hawaiian cuisine with your toes in the sand.

No matter your travel style, Maui’s mix of natural wonders makes it one of the best parts of Hawaii to visit in the winter.

Enjoy Unique Holiday and Seasonal Events

Even though you’re in a tropical paradise, Maui still knows how to do the holidays! The island celebrates the season with Aloha spirit, blending traditional Hawaiian culture with festive joy.

Here are just a few of the holiday experiences to check out on Maui:

Christmas tree lighting ceremonies at upscale resorts in Wailea and Kaʻanapali
Holiday-themed exhibits and programs at the Maui Ocean Center, perfect for kids and families
Local craft fairs and holiday markets, great for picking up handmade gifts and souvenirs
Santa Claus arriving by outrigger canoe – a beloved island tradition that never gets old!

Many towns also host parades, concerts, and hula performances, making it easy to join in on the celebration. Whether you’re sipping a mai tai under the stars or watching hula dancers under a palm tree, Maui delivers holiday magic without the snow.

The Best Parts of Hawaii to Visit in the Winter, are all on Maui!

So if you’re wondering where to go in Hawaii in the winter, the answer is clear: Maui. From majestic whale sightings and stunning winter weather to festive events and lush landscapes, Maui offers the perfect balance of relaxation and excitement.

Whether you’re planning a romantic escape, a family holiday trip, or a solo retreat to recharge, Maui in winter checks every box.

Grab your sunscreen, ditch the snow gear, and get ready to experience the magic of a Hawaiian winter vacation on Maui.