The Ultimate Guide to Hawaii Winter Travel: Tips for a Memorable Winter Getaway

Hawaii is known for its stunning beaches, warm sunny weather and year-round tropical climate. But did you know that the winter months offer exciting new experiences for travelers? Winter temperatures in Hawaii range from the low-70s to mid-80s and is the perfect time to escape colder climates for a warm winter getaway. Here are out top tips and tricks for traveling to Hawaii in the winter season.

Pack for the weather

Although winters in Hawaii are generally warmer, colder and rainy days are not uncommon. Bring a mix of clothing options, such as shorts for the warmer days and long pants, light jackets and closed-toe shoes for the cooler and rainy days. But as we say here in Hawaii – no rain, no rainbows! Be on the lookout for a rainbow any time it starts to drizzle. If you’re lucky you may see a double (or even a triple) rainbow!

Book your accommodations in advance

Hawaii winters attract a lot of visitors, and finding accommodations may be challenging if you wait until the last minute. It is advisable to research and book your accommodations in advance to ensure you get your ideal spot for the holidays. And make your vacation extra special by upgrading your stay to a club room for added amenities and even better views of the crystal blue ocean.   

Enjoy the winter surf

Winter in Hawaii brings higher waves and offers the perfect opportunity for surfers to hit the waves. If you are a beginner, learn to surf at the OUTRIGGER Waikiki Beach Resort with iconic Diamond Head as your backdrop. Experienced surfers can explore the famous North Shore on Oahu, which is known for its colossal swells and attracts thousands of spectators each year.

Hawaii winter festivals and events

Hawaii is a place that loves to celebrate, and winter is no exception. During the winter months, various festivals and events are celebrated in Hawaii such as the Honolulu Marathon that happens in December, the Hawaii Food & Wine Festival in November, for basketball fans the Hawaiian Airlines Diamond Head Classic which happens each year around Christmas and much more. 

Explore more

Winter in Hawaii has fantastic weather, uncrowded beaches and clear blue skies. Take advantage of the warm sunrays, and visit popular tourist spots such as the Hawaii Volcanoes National Park on the Big Island, Pearl Harbor’s USS Arizona Memorial on Oahu, Na Pali Coast State Wilderness Park on Kauai or Maui's Road to Hana. The winter season is also when the majestic humpback whales return to Hawaii’s warm and calm waters so it’s a great time to go whale watching. Explore Hawaii’s hidden gems with OUTRIGGER Activities & Experiences for a guaranteed memorable experience.

Hawaii in the winter season has a lot to offer for both experienced and new travelers. Pack your bags with some warm clothes, and you’ll be ready to enjoy the beaches and take on new adventures. Winter festivals, giant waves, stunning natural landscapes and warm temperatures make visiting Hawaii in the winter months a rewarding experience. Looking to book your stay? Check out our resorts and hotels on Oahu, Maui, Hawaii Island and Kauai.