The 15 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 Crater Hike and North Shore Experience

★★★★★★★★★★4.7 · 189 reviews · 10 hours · from $125

Spend 10 hours crossing Oahu by air-conditioned van with an English-speaking local driver. Hike Diamond Head, stop at Halona Blowhole, sample macadamia nuts, choose lunch at Kahuku Sugar Mill, visit North Shore beaches, and finish at Dole Plantation. Guides such as John, Stephanie, and Jonah are known for adding island history, humor, photo help, and food tips.

“Our guide, John, was wonderful! He knew all about the stops and had so much info! One thing not mentioned in the description is the fact that the path to the top of Diamond Head is steep and VERY uneven, so if you have bad knees or ankles, beware. It wasn't an issue for me, but I thought it should be noted. The stops along the way were fun and gave you a great feel for the island.”

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7.Diamond Head Hiking Tour with Ticket and Reservation Inclusion

★★★★★★★★★★4.5 · 103 reviews · 3 hours (approx.) · from $50

Start before dawn with hotel pickup, then hike Diamond Head’s 1.5-mile trail with entry reserved for you. Drivers such as Jonah, John, Johnna, and Stephanie have shared local tips on the ride. Expect stairs, a dark tunnel, steep sections, and superb views over Waikīkī. The tour lasts about three hours door to door.

“Very cool adventure even if you’re not into hiking like me. Just follow the crowd and you will be fine. Bring bottle of water with you up there as there are no shops. Also use a toilet on the bottom as well before you start climbing. Tour guide was very informative as well about the area driving through and Diamond head. Forgot her name but Sammy is ringing the bell for some reason.”

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8.Diamond Head Sunrise Hike with Acai Bowl and Malasada

★★★★★★★★★★4.4 · 44 reviews · 4 hours · from $99

Start before sunrise with hotel pickup, a roughly 30-minute climb up Diamond Head, and wide views over Waikiki. Afterward, enjoy a mini açaí bowl at Bogart’s Cafe and a malasada near the crater. The $99 price includes transport, park admission, food, and tip, but no dedicated tour guide.

“The hike was incredible! My husband and I did this as part of our 20-year wedding anniversary trip. The views and sunrise were stunningThe Malasadas and açaí bowls - absolutely delicious! Our driver was great and everyone was so nice. I definitely recommend!”

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9.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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10.Half-Day Hiking Tour to Diamond Head and Makapuu Lighthouse

★★★★★★★★★★5.0 · 26 reviews · 6 hours (approx.) · from $70

Take an early shuttle from Waikiki to Diamond Head, then Makapuu Lighthouse, with about two hours at each hike. Diamond Head brings steep stairs, tunnels, and Honolulu views. Makapuu offers a paved uphill path, ocean lookouts, and possible winter whale sightings. Guides such as Matthew and Tommy add local context along the drive.

“I highly recommend both of these hikes if you visit O'ahu! Diamond Head requires reservations, so I appreciated that the tour did this for me, and drove me to the starting point. We had ample time to hike Diamond Head. There was a bit of a lag between the tours, with the first bus dropping us off at a location in Honolulu, and we had to wait about 20 mins for the second bus. The Lighthouse hike was incredible - best hike I've ever been on, and the tour guide even brought us home by way of the Blow Hole. I know a few people struggled doing both hikes, but…”

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11.Diamond Head E-bike Scenic Ride

★★★★★★★★★★4.7 · 22 reviews · 1h 30m · from $149

Ride an electric bike from Waikiki around Diamond Head with a guide, stopping at Amelia Earhart Lookout and Kahala Lookout. Ryan and Ayano are among the guides associated with this small-group tour. You get a helmet, water, photos, and secure storage, but must be at least 15 and able to ride independently.

“Absolutely incredible!!! Our favourite tour we did on the trip. Our tour guide was the most loveliest Man.”

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12.Diamond Head Crater Trailhead Transfer & Entry Fee

★★★★★★★★★★4.5 · 21 reviews · from $50

Ride from Waikiki or Waialae-Kahala in an air-conditioned vehicle, then walk the 1.6-mile round-trip Diamond Head trail on your own. Your English-speaking driver handles transport and admission, while you get about 105 minutes at the monument for the climb and views.

“Highly recommend for all levels of fitness...it's a moment of accomplishment and wonder when you look out over the ocean from atop Diamond Head Crater! Recommend sunrise hike!”

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13.Oahu Boat Cruise to Diamond Head

★★★★★★★★★★4.7 · 16 reviews · 1 hour · from $53

Spend one hour sailing from Waikiki toward Diamond Head aboard a 56-foot catamaran. You’ll see cliffs, sandy beaches, and Waikiki from the ocean, with shaded or open seating, unlimited non-alcoholic drinks, two alcoholic drinks, and light snacks. An English-speaking guide leads the cruise.

“Very well done, super friendly and accommodating crew- generous with beverages-”

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14.Diamond Head and Manoa Falls Hike and Adventure Tour

★★★★★★★★★★4.5 · 15 reviews · 6 hours 30 minutes (approx.)

Start with Waikiki pickup, then hike Diamond Head for crater and ocean views before a family-friendly walk to Manoa Falls. Your private guide and driver share local stories, take photos, and handle transport. The six-and-a-half-hour outing includes park fees and a Diamond Head audio guide, though breakfast is extra.

“We recently took a trip to Diamond Head and Manoa Park, and while we certainly enjoyed the beautiful scenery, the experience didn’t quite meet our expectations.”

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15.Diamond Head Hike with Transfers

★★★★★★★★★★3.2 · 13 reviews · 3 hours · from $75

Ride from your pickup point to Diamond Head, then climb the 1.6-mile round-trip trail with an English- or Spanish-speaking driver handling transport. You will pass lava rock, dryland plants, switchbacks, a dim tunnel, 74 concrete steps, a spiral staircase, and a WWII bunker before reaching wide views of Waikīkī and the Pacific.

“Amazing View ! Great walk, they were on time very comfortable and helpful, they picked me up in a Range Rover and explained everything, in the way back they gave me tips of restaurants, bars and places to go, thanks a lot Sergio.”

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