Oahu · DIAMOND HEAD TOURS
The crater trail is short, steep and completely unshaded, and out-of-state visitors need a timed entry reservation. These 15 sort the sunrise hikes, the shuttle-plus-entry packages and the audio-guided climbs by price and start time.
Hike Diamond Head from Waikiki with transport, park entry, water, and flexible trail time. Expect steep stairs, tunnels, and sweeping views.
“30 min Shuttle tour from Waikiki to the crater, steep and uneven hike uphill, rewarded by spectacular views to Honolulu, Sea and Crater.”
Ride Waikiki’s Green Line to Diamond Head and KCC Farmers’ Market, with open-air views, local commentary, and key timing tips.
“Most knowledgeable guide ever! So much fun that I wished we had more time to check out more lines around the city. He introduced us to so much information on the trip there”
Sail from Honolulu to Diamond Head at sunset with two cocktails, local food, Waikiki views, and a chance to see the green flash.
“The sunset cruise was excellent. The crew were just great, friendly, engaged and made the experience a lot of fun.”
Hike Diamond Head at sunrise, then tour Oahu’s east coast and North Shore with beaches, food trucks, farms, and Dole Whip.
“What a fantastic day to explore Oahu. Stephanie was a wonderful guide and provided commentary throughout the entire tour. Definitely recommend.”
Hike Diamond Head from Waikiki with entry reservations, round-trip shuttle service, free time at the summit, and sweeping Oahu views.
“Mathew was a great guide and very informative and friendly for such a short trip. lots of local knowledge and an inherent passion for hawaii and surfing!”
Diamond Head’s self-guided audio hike adds Hawaiian legends, military history, nature, and practical context to Oahu’s famous summit walk.
“Visitors aren’t told they need a reservation to walk the public park. The park isn’t really public. I bought a ticket to walk the trail, self guided, and was told that ticket wasn’t good for admission. Bought another ticket that finally got me in. And upon leaving, was told I needed another ticket to park. Visitors are NOT welcome.”
Review of Oahu’s Diamond Head hike and North Shore tour, with island views, local food, macadamia nuts, beaches, Dole Plantation, and practical tips.
“This trip was amazing mainly due to Stephanie, our tour guide, being so magical! She was incredibly knowledgeable about the whole island, had fun movie trivia in every location, and overall made the whole experience fantastic. My husband and I agree that if there was any other tour in the world, no matter how mundane, if Stephanie was the tour guide we'd be there. Additionally, the sights this tour affords (as well as fun mini sightseeing thanks to Stephanie's recommendations) are perfect, and for such a reasonable price! I highly recommend taking this tour, as I don't think you'll see the island the same way!”
Bike from Waikiki to Diamond Head, hike the crater, see local sights, and enjoy lunch with guide Kelly in a small group.
“It was great ! Kelly was fiull of information and very entertaining . If you enjoy biking it’s fun activity couple hills but doable”
Soar above Waikiki and Diamond Head on a one-hour parasailing trip with tandem flights, lively crews, ocean views, and clear extra fees.
“Kyle and Lt Dan are great captains and very helpful when preparing customers with the parasailing. Both were friendly and very knowledgeable and kept us entertained while waiting for our turn.”
Hike Diamond Head at dawn with Waikiki pickup, park entry, cooler temperatures, and sweeping summit views, all for $59 per person.
“we had a great time. the hike was wonderful, the sights were amazing. It is totally worth it to start this trip at 5:00 AM. They get you out there before the crowds and more importantly you do the hike in the cooler morning temperatures. this whole experience was masterfully handled by the tour operators. on our next trip to Hawaii we will definitely do this tour again.”
Review of Three Tiki Sailing’s Waikiki sunset swim, BYOB trimaran cruise, Diamond Head views, snorkeling, music, and practical booking tips.
“The swimming and sunset were amazing 🤩 the crews were incredible and friendly. I would recommend to my family, friends and community.”
Ride an e-bike from Waikiki to Diamond Head, hike to sweeping Oahu views, and enjoy local history, photos, and shaved ice with a small group.
“Fantastic e-bike ride and hike. Biked from Waikiki beach to diamond head then hiked up to the top of the crater. Fabulous views, Ryan is extremely knowledgeable and many hidden gem side stops and fun facts along the way. Great way to see the area and highly recommend.”
Review of Honolulu’s Diamond Head sunrise hike with entry, hotel pickup, water, and flashlights, plus practical advice on fitness, timing, and value.
“We thought there should be a little more time allowed to walk up and back to the bus. Not everyone is young and it takes us longer because we have to watch our steps and rest a few times.”
Review of Waikiki’s 1-hour Diamond Head sail, with beach boarding, free drinks, family-friendly fun, practical tips, and honest value advice.
“It was an awesome experience from beginning to end. My first time ever coming to Hawaii and I enjoyed the cruise so much with my friends. Listening to fun music and looking at a beautiful view of the beach and ocean. A very caring crew as well they take very good care of you !!!! I definitely recommend !!!”
Ride from Waikiki to Diamond Head by e-bike, with coastal views, local stories, scenic lookouts, and a small group capped at six.
“Ryan was terrific!! He was very knowledgeable about stops throughout the whole excursion. It was a great sightseeing tour, and I would highly recommend it to anyone who wants to see Diamondhead in a very unique way.”
Pick a coast, a ridge or a harbour.
