Things to do in Waikīkī, Honolulu, and across Oʻahu for the month of May range from world-class cultural festivals to community-led athletic events, making it one of the most vibrant months to visit the islands. With the rainy season behind us and the summer crowds yet to arrive, May offers a rare opportunity to experience Hawaii’s most beloved traditions in perfect weather.
At Waikīkī Resort Hotel, our location on Koa Avenue puts you exactly where you need to be—just a short stroll from the historic Kapiʻolani Park and the energy of Kalākaua Avenue. Whether you’re here to honor local heritage at Lei Day or find a moment of peace at the Lantern Floating ceremony, our hotel is your gateway to the best of the season.
Quick Glance: Top May 2026 Events in O'ahu
| Date | Event | Location |
| May 1 | 98th Annual Lei Day Celebration | Kapiʻolani Park |
| May 2 | Oʻahu Charity Walk | Ala Moana |
| May 2 | ilipino Fiesta & Flores de Mayo | FilCom Center |
| May 2 | Manu o Kū Festival | 'Iolani Palace |
| May 3 | Children's Day Celebration | Royal Hawaiian Center |
| May 25 | Shinnyo Lantern Floating Hawai'i | Ala Moana Beach Park |
May 2026 Event Calendar & Highlights - Waikiki, Honolulu & Oahu
98th Annual Lei Day Celebration
- Friday, May 1, 2026 | 9:00 AM – 5:00 PM
- Queen Kapiʻolani Park
This free, family-friendly event celebrates the artistry of the lei under the theme Mai ka hoʻokuʻi a ka hālāwai (From zenith to horizon). Enjoy a day filled with hula, island music from the Royal Hawaiian Band, and the world-renowned Lei Contest.
The celebration continues on the morning of May 2 with a closing ceremony at Mauna ‘Ala and Kawaiāha‘o Church, where the contest lei are placed on the graves of Hawai‘i’s royalty (aliʻi).
More information: Lei Day Honolulu
Oʻahu Charity Walk
- Saturday, May 2, 2026 | Registration at 5:30 AM; Walk starts at 7:00 AM
- Ala Moana Beach Park (Magic Island)
Join the local visitor industry for a 4.5-mile morning tour through Waikīkī to raise funds for local charities. The route features iconic checkpoints offering food, beverages, and entertainment along the way. It’s a wonderful way to see the city and give back to the community alongside residents and visitors alike.
More information: Charity Walk Oahu
2026 Manu o Kū Festival
- Saturday, May 2, 2026 | 10:00 AM – 2:00 PM
- ‘Iolani Palace Coronation Grounds
Celebrate Honolulu’s official bird, the White Tern (Manu o Kū), at one of its favorite nesting locations. This 11th annual festival features bird walks, spotting scopes, and family-friendly crafts. Don't miss the keiki nature-themed costume contest at 11:30 AM or the musical performances by local ukulele duos.
More information: Conserve Hawaii
Flores de Mayo & Filipino Fiesta
- Saturday, May 2, 2026 | 10:00 AM – 6:00 PM
- Filipino Community Center, Hawaiʻi
Experience the largest celebration of Filipino culture on Oʻahu. The 2026 theme, “Rice: Where Every Grain Tells a Story,” explores heritage through authentic food, cultural workshops, and the Santacruzan parade. With free admission and non-stop entertainment, it is a vibrant immersive experience for all ages.
More information: Filipino Fiesta
Children’s Day Event
- Sunday, May 3, 2026 | 3:00 PM – 6:00 PM
- Royal Hawaiian Center, Ka Lewa Lānai (Level 4)
Celebrate Children’s Day just a short walk from the hotel. This rooftop event features a butterfly tent with a release at 5:45 PM, face painting, balloon animals, and interactive lawn games designed for children ages 3–7. It’s a perfect afternoon of ‘ohana-friendly fun in the heart of Waikīkī.
Love Your Momma Market
- Saturday, May 9, 2026 | 9:00 AM – 2:00 PM
- 340 Uluniu Street, Kailua
Take a scenic drive to the windward side for the Aloha Home Market. This premier pop-up features over 70 local vendors selling handcrafted jewelry, art, and furniture. New for 2026 is the Keiki Fair, showcasing handmade creations from over 20 young entrepreneurs—perfect for finding a unique Mother’s Day gift.
More information: Aloha Home Market
READ MORE: Oʻahu’s Must-Visit Pop-Up Markets & Craft Fairs
Honolulu Triathlon
- Sunday, May 17, 2026 | Race starts at sunrise
- Ala Moana Beach Park
This "big aloha" event features courses for kids, adults, and relay teams. The scenic route includes a 750-meter swim, a 20K coastal bike ride, and a 5K run along the lagoons. With age categories ranging from 19 to 89, it is an inspiring event that highlights the active spirit of the islands.
More information: Honolulu Triathlon
2026 Sunflower Spring + Summer Event
- Anticipated Opening: Saturday, May 23, 2026
- Waimanalo Country Farms
Celebrate the start of summer at the farm! Walk through beautiful sunflower fields and visit the country market for their famous fresh-squeezed "Nalo Made" lemonade and cornbread. This is a highly-rated spot for photography and enjoying the fresh country air away from the city.
More information: Waimanalo Country Farms
READ MORE: Farms You Can Visit on Oʻahu: Family-Friendly Tours and Agricultural Adventures
Shinnyo Lantern Floating Hawaiʻi
- Monday, May 25, 2026 | Ceremony begins at 6:30 PM
- Ala Moana Beach Park
Observe Memorial Day with one of Hawaiʻi’s most iconic traditions. Thousands of candle-lit lanterns are set afloat on the water to carry prayers and gratitude for loved ones. This physical expression of love and remembrance is open to everyone, regardless of belief, creating a powerful experience of collective harmony.
Your Journey Home to Waikīkī Resort Hotel
There is a unique magic that settles over Oʻahu in May—the scent of fresh plumeria on the breeze, the vibrant colors of the Lei Day court, and the quiet moments of reflection during Lantern Floating. At Waikīkī Resort Hotel, we invite you to be part of these traditions.
Whether you are waking up to a sunrise walk at the Ala Wai Canal or returning from a day of adventure at Waimanalo Country Farms, our hotel is your sanctuary. Let the spirit of aloha guide your stay as you rediscover what it means to truly relax.
Explore Our Exclusive Direct Offers:
Make your 2026 escape even more rewarding with our curated guest specials:
- Breakfast for Two: Start every morning at ʻIlima Café with our signature hot breakfast, featuring everything from Loco Moco to Buttermilk Pancakes.
- Family Savings Special: We love our ‘ohana! Kids and Teens aged 17 and under stay and eat free at our acclaimed ʻIlima Café.
- Kamaʻaina Limited Special: Hawaii residents enjoy waived parking, 50% off amenity fees, and 30% off our best available rates.
The best of Waikīkī is just steps away. Plan your Hawaii journey today and find your home in the heart of the island.