14 Best Things to Do in Oahu in May
Want to nail your Oahu trip planning? May dishes up the perfect combo of sunny days and awesome events.
We’ve done the legwork to bring you the most epic activities; our tried-and-tested guide mixes iconic landmarks with hidden gems that most tourists miss!
View this post on Instagram
1. Lei Day Celebrations
Get ready to channel your inner Hawaiian royalty at the 97th Annual Lei Day Celebration on May 1st.
This free cultural festival at Kapiolani Park includes gorgeous lei-making demonstrations, hula performances, and live Hawaiian music from 9 AM to 5:30 PM.
Show up early to snag a good spot near the main stage and maybe even learn to weave your own lei from local masters.
2. Chase the Sunrise at Diamond Head
Nothing beats starting your day watching cotton candy skies unfold over Waikiki from Diamond Head’s summit.
This 2 mile round trip trek might make you break a sweat, but those panoramic views are worth every step.
The trail opens at 6 AM, making it perfect for those sunrise shots. The moderate climb takes about 30 minutes one way, with some stairs and elevation gain that’ll wake you right up.
3. Lantern Floating Ceremony
The Memorial Day Lantern Floating ceremony at Ala Moana Beach is a moving tribute where thousands gather to honor loved ones who have passed.
Want to participate? The lantern request tent opens at 10 AM, and the ceremony starts at 6:30 PM as the sun sets.
Each lantern carries personal messages and photos, creating a sea of floating lights against the twilight sky.
View this post on Instagram
4. South Shore Surfing
May kicks off the perfect season for surfing Oahu’s south shore. The gentle waves at Waikiki Beach make it an ideal spot for learning to surf, with warm waters and predictable breaks.
The water’s warm, the vibes are chill, and plenty of surf schools dot the shoreline ready to help you pop up on your first wave.
The iconic Diamond Head crater provides a stunning backdrop while you catch waves. Morning sessions offer the smoothest conditions, plus you’ll dodge the afternoon crowds.
5. Trek Mount Ka’ala
Want to literally stand on top of Oahu? Mount Ka’ala, the island’s highest peak, delivers jaw-dropping views that most tourists never see.
This challenging 7-mile round trip takes 4-6 hours to complete. Pack gloves for the rope sections and wear sturdy shoes – the trail gets pretty muddy.
The trek splits into three distinct parts. First comes the warm-up trail, then a steep ridge climb with technical sections. The final stretch leads through a nature reserve to the summit’s distinctive dome structure.
6. Hanauma Bay Snorkeling
Nestled in an ancient volcanic crater, Hanauma Bay Nature Preserve offers some of the clearest waters and most vibrant marine life on Oahu.
The shallow, protected waters make it perfect for both beginner and experienced snorkelers.
Want the most peaceful snorkeling time? Visit right at 7:00 AM when the park opens. The waters stay calmer and you’ll beat the crowds.
View this post on Instagram
7. Kualoa Ranch UTV Tour
Take a wild ride through lush Hawaiian valleys where Jurassic Park came to life. The 2-hour UTV Raptor tours at Kualoa Ranch zip through movie filming locations and scenic landscapes.
Insider Tip: Pick a morning tour when the valley is cooler and the lighting is perfect for photos. Wear clothes you don’t mind getting dusty and bring a water bottle for the ride.
8. Hawaii Polo Club Matches
Saddle up for Sunday afternoon excitement at Hawaii’s most scenic sporting venue! Starting April 20th through August 31st, watch elite polo players compete against the backdrop of the Pacific Ocean.
The gates open at 11:30 am every Sunday, giving you plenty of time to set up your spot on the grass.
9. Honolulu Triathlon
Challenge yourself at Hawaii’s premier triathlon on May 18th. Starting at Ala Moana Beach Park, you’ll swim in turquoise waters, bike along stunning coastal routes, and run through a beautiful waterfront course.
The event includes multiple categories for all skill levels, from kids’ races to Olympic distance.
The best viewing spots are near the transition areas where athletes switch between swimming, cycling, and running segments.
View this post on Instagram
10. Open-Door Helicopter Tour
Want the most incredible views of Oahu? Take a doors-off helicopter ride for a 45-minute flight that lets you feel the island breeze in your hair.
This high-flying adventure takes you soaring over Pearl Harbor, Honolulu Harbor, and Hanauma Bay.
Insider Tip: Wear dark clothes to reduce glare in your photos, and bring a secure strap for your camera – the wind up there is no joke!
11. KCC Farmers Market
Score the freshest island goodies every Saturday from 7:30-11:00 AM at this foodie hotspot near Diamond Head.
Sample grilled Kona abalone, fresh tropical fruits, and local delicacies from 70+ vendors.
Early birds catch the best treats – arrive before 9 AM to avoid the heat and crowds. Don’t miss the Li Hing Mui lemonade served in mason jars!
View this post on Instagram
12. Visit Waimea Valley
Take a dreamy stroll through 1,875 acres of botanical bliss, where 5,000 different plants create nature’s own art gallery.
The paved path leads to a 45-foot waterfall where you can take a refreshing dip. Catch daily cultural demos at 12:30 PM, from lei-making to traditional games.
Insider Tip: Keep your eyes peeled for endangered Hawaiian moorhens hiding in the foliage.
13. First Friday In Chinatown
Hit up downtown Honolulu’s coolest monthly party when Chinatown comes alive on First Friday.
From 5 PM to 9 PM, art galleries, bars, and restaurants open their doors for a vibrant street festival.
Hop between venues showcasing local artists, sip craft cocktails, and groove to everything from jazz to electronic beats.
View this post on Instagram
14. Catch the Sunset
Grab your beach blanket and head to this North Shore sweet spot around 6:30 PM for nature’s nightly show.
Pick a spot on the wide shoreline to spread out your beach blanket. The beach is less crowded in May compared to peak seasons, giving you plenty of space to find the perfect viewing spot.
Where to Stay
Waikiki sits in a prime central location, putting you 20 minutes from the airport and right between Ko Olina and the North Shore. The Moana Surfrider Resort puts you steps from the beach with direct access to shopping and dining.
The North Shore is extra appealing in May as the winter waves calm down. The Ritz-Carlton O‘ahu, Turtle Bay offers nearly 20km of hiking trails and gives you quick access to famous spots like Waimea Bay and the Banzai Pipeline.
Want a more relaxed vibe? Diamond Head provides a peaceful alternative to busy Waikiki. The Kaimana Beach Hotel sits right on a quiet stretch of sand, and you can still walk to all the action.
Ko Olina on the west side gives you pristine lagoons and spectacular sunsets. The Disney Aulani Resort brings the magic with its private beach and water park – perfect for families traveling in May.
The rainier windward side dries up nicely in May. Stay at the Paradise Bay Resort in Kaneohe to wake up to mountain views and kayak right from your doorstep to the Mokolii Island.
Weather
May delivers some of the nicest weather conditions in Oahu. Daily temperatures range from a mild 71°F to a pleasant 81°F, making it perfect for outdoor activities and beach time.
The month marks the start of Oahu’s summer season, bringing plenty of sunshine and clear skies.
Rain showers tend to be brief and typically occur at night, so they won’t interrupt your daytime plans.
Average One-Week Budget
A typical week in Oahu runs between $915 and $8,221 per person, with most travelers spending around $2,600.
Hotels and resorts make up the biggest chunk of your budget. Budget hotels cost $60-100 per night, mid-range options run $150-250, and luxury spots range from $300-1000+.
Food costs vary based on where you dine. Plan about $50-75 per person daily for a mix of local spots and restaurants.
Grabbing plate lunches from food trucks can save money, while fancy oceanfront dinners can cost $100+ per person.
Transportation adds up quickly. A rental car runs $50-80 daily, plus parking fees between $42-273 for the week. Taking the bus costs just $3 per ride, making it a smart money-saving choice.
Popular activities like luaus, surf lessons, and snorkel tours should be factored into your budget. Many beaches and hiking trails are free, helping balance out paid excursions.
What to Pack
Pack light, breathable clothes since Oahu stays around 75-85°F in May. A mix of 5-7 t-shirts and tank tops paired with 3-4 shorts or skirts works great for a week-long stay.
Bring a versatile outfit and a light jacket for those occasional evening breezes or air-conditioned restaurants. Two pairs of swimsuits let one dry while you wear the other.
Beach essentials include reef-safe sunscreen (SPF 30+), sunglasses, and a sun hat. Toss in a beach bag with a quick-dry towel and water bottle for those perfect sandy days.
Comfy walking shoes are crucial – pack sneakers for hikes and walking tours, plus water shoes for rocky beaches. Flip-flops are perfect for casual days.
For evening activities, pack 2-3 nice casual outfits. Most restaurants have a relaxed dress code, so no need for formal wear.
Don’t forget toiletries, medications, and any specific products you need. The island has stores, but prices run higher than mainland.
