The 7 Best Diamond Head Hikes & Tickets

1.Diamond Head Crater

★★★★★★★★★★5.0 · 943 reviews · 3 hours (approx.) · from $39Our pick

Hike Diamond Head Crater at your own pace with round-trip Waikiki transport, entry fees, a trail map, and water included. Guides such as Matthew, Tommy, and Orlando handle the shuttle and share island facts, while you tackle the 1.6-mile loop, tunnels, stairs, and 760-foot summit on your own.

“This tour gives you an amazing view of Hawaii! Our tour guide was on time for pickup and pleasant. The ground is kind of bouldery so it’s very slippery and muddy during rainy season. There are steps only at specific parts of the trail. It is not strenuous in my opinion but we did see a few people struggling due to the how high up you go!”

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2.Waikiki Trolley Green Line Diamond Head Shuttle

★★★★★★★★★★5.0 · 606 reviews · 1 hour (approx.) · from $22Best value

Use the Waikiki Trolley Green Line for an open-air ride from Waikiki to Diamond Head, Kapiolani Park, and the KCC Farmers’ Market on Saturdays. Drivers such as Daniel, Deno, Chuck, and Rae Rae have added local tips and humor, but service can be infrequent. Buy Diamond Head entry separately before you board.

“This was fun and we enjoyed it but definitely just go to Waikiki trolley and pay $5 better deal. I had a teen and young child with me.”

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3.Diamond Head Hike with Roundtrip Transportation

★★★★★★★★★★4.3 · 354 reviews · 3 hours · from $63

Start with a 5:00 to 5:10 AM Waikiki pickup, ride to Diamond Head, and hike independently toward the summit before the day heats up. Entrance fees, hotel transfers, and gratuities are included. Expect striking sunrise views, a crowded trail, and limited guidance in English on this Japanese-focused tour.

“you have to do this hike when your in oahu !!! it was soooo beautiful and the view was astonishing!!! doing it with BWT was a good choice because it was very uncomplicated”

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4.Diamond Head Hiking and Oahu Island Experience feat. North Shore

★★★★★★★★★★5.0 · 319 reviews · 11 hours (approx.) · from $110

Start before sunrise with the steep Diamond Head hike, then ride along Oahu’s east coast and North Shore with stops at Halona Blowhole, Kualoa, Kahuku food trucks, Sunset Beach, Haleiwa, and Dole Plantation. Guides such as Stephanie, Jonah, John, and Allen add local stories. Lunch is extra, and the full day lasts about 11 hours.

“It isn't long, but is steep. Nice views. Medium difficulty, but very well maintained. Eroded but little loose rock. Glad we went in the morning as it gets hot quickly. It would be a difficult trail in the rain”

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5.Diamond Head Hike Shuttle with Reservation Tickets Included

★★★★★★★★★★5.0 · 223 reviews · 2 hours 30 minutes (approx.) · from $39

Ride from Waikiki to Diamond Head on the Hula Girl Trolley, with park admission and round-trip transport included. You hike independently, usually with about two hours at the crater. Drivers such as Matthew and Mathew are known for useful local tips, though traffic can affect the return ride. Wear sturdy shoes and bring water.

“Great communication about pick up. On time and very friendly driver. Amazing experience going up and down diamond head.”

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6.Diamond Head Segway Tour

★★★★★★★★★★5.0 · 37 reviews · 2 hours · from $155

Spend two hours riding a Segway around Diamond Head with a live English or Japanese-speaking guide. After training, you pass Kapiolani Park, the Waikiki Aquarium, Coconut Avenue, Leahi Beach Park, the lighthouse, Emilia Earhart Lookout, Red Wings Memorial Park, and Fort Ruger. Timo is one guide praised for clear bilingual instruction.

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7.（2nd)Diamond Head Hike w/ Malasada Starts at 7:00 a.m.

★★★★★★★★★★3.3 · 3 reviews · 3 hours · from $59

Take a 7:00 a.m. air-conditioned shuttle from a Honolulu pickup point to Diamond Head, hike the 1.6-mile trail, and enjoy summit views over Waikiki and the ocean. Park admission and a Leonard's malasada are included. The English-speaking driver handles transport, but no hiking guide accompanies you.

“There was a mix up in our reservation. We had purchased the hike which included Lennar's Malasad (its a donut). The drivers record did not show that we were included for the Malasad. The driver detoured 5he entire bus over to the Lennar's store to pick up fresh Malasad for our party. I was very impressed that they went to that length to provide customer service. Now the hike. Be prepared. It's a very challenging trek up the mountain side and this 65 year old struggled to get to the top. It took us about 35 minutes to reach the top. It was an amazing experience that I'm glad I…”

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