Aloha, May! 🌺

May is one of our favorite months on Maui—Spring Breakers have headed home, summer crowds haven’t yet arrived, and the weather hits that perfect sweet spot. If you’re looking for a peaceful, relaxing getaway, now is an ideal time to visit the Valley Isle.

May 1st marks Lei Day in Hawai‘i, a cherished celebration of Hawaiian culture and the spirit of aloha. Established in 1927, Lei Day honors the tradition of lei-making, with each island represented by its unique flower and color. Maui’s designated flower for Lei Day is the lokelani, or pink damask rose, and its associated color is pink. Typical Lei Day festivities include lei-making competitions, hula performances, and the crowning of Lei Day royalty.

In Lahaina, recovery continues with encouraging progress—from a new Tree Hub at Kahului Airport helping residents replant lost landscapes to community-led solar efforts creating a more resilient energy future. Meanwhile, wildfire safety legislation is advancing, aiming to strengthen prevention, education, and emergency response across the state.

We invite you to explore our latest blog posts and discover upcoming events that showcase the vibrant culture and natural beauty of Maui. 

Safe Travels,
Tiffany

Tiffany Rose, Publisher, Maui Accommodations Guide

Underrated Towns On Maui You Need to Explore

Most visitors stick to Maui’s well-known resort areas—but the island’s real magic lies in its small towns. From the paniolo charm of Makawao to the coastal tranquility of Napili, these lesser-known gems offer local flavors, scenic views, and a deeper connection to the island’s culture. Discover hidden eateries, colorful shops, and unforgettable experiences in five underrated Maui towns you need to explore.

 Rare Deal at Sands of Kahana: Elikapeka Suite

Score a special rate: stay at the Elikapeka Suite at Sands of Kahana for just $599/night from May 20–27 — a $1,400 savings! Mention Maui Accommodations Guide upon booking. This spacious, oceanfront 3-bedroom, 2-bathroom suite offers stunning views of Lana‘i and the West Maui Mountains, two large lanais, a full kitchen, and resort-style amenities—perfect for families or groups seeking comfort, convenience, and sunset serenity on Maui’s west coast.

The Ultimate Guide to Farmers Markets and Fruit Stands on Maui 

Taste your way through Maui with our Ultimate Guide to Farmers Markets and Fruit Stands! This island-wide roundup reveals the best spots for fresh, local produce, tropical treats, and handcrafted goods—many you won’t find in grocery stores. Whether you’re craving golden mangoes, artisan jams, or a glimpse into island farming life, this guide helps you shop local and support Maui’s vibrant agricultural community.

All About Boomkanani Kayak Fishing Tours

Experience the thrill of kayak fishing with Boomkanani Inshore Adventure Club, Maui’s premier provider of pedal-drive Hobie kayak tours. Whether you’re targeting pelagic species on a private charter or enjoying a relaxed bottom fishing trip with family and friends, these hands-free kayaks let you focus on the catch while soaking in the stunning West Maui scenery.

May Hot Picks: Where to Stay on Maui

May on Maui is pure magic—jacaranda trees bloom in Upcountry, Lei Day celebrations kick off the month, and summer heat has yet to arrive. It’s the perfect time to unwind and explore the island’s charm with fewer people and better prices. This month’s Hot Picks blog rounds up some of our favorite May accommodations across Maui, including romantic condos, beachfront escapes, and peaceful retreats in places like Wailea, Napili, and even Hāna.