13 Oahu Hiking Tours Worth Lacing Up For

1.Manoa Falls Waterfall Hike with Lunch and Transfers

★★★★★★★★★★4.8 · 413 reviews · 5 hours · from $119Our pick

Join guides such as Jason, Jack, or Susumu for a half-day hike through Manoa Valley’s rainforest, bamboo groves, and film locations. The 1.6-mile trail ends at Manoa Falls, followed by lunch at Tantalus Lookout with views of Diamond Head and Honolulu.

“D was an awesome tour guide. Young and ambitious. He was very fluent in English and Japanese. He kept everyone happy and informed on the trail, he did a great job. Oh and lunch was amazing overlooking the city.”

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2.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 the summit trail on your own. Entrance fees, gratuities, and transport are included. Julie, Kin, and Jun have earned praise for friendly service, though English information may be limited.

“The activity was great, a bit short in time but overall so worth it”

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

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

Start with a steep Diamond Head hike, then ride a small air-conditioned vehicle around Oahu’s east and North Shores. Stop at Halona Blowhole, Kualoa, Kahuku food trucks, Sunset Beach, Haleiwa, and Dole Plantation. Guides such as Stephanie, Jonah, John, and Allen add local stories along the way.

“Tour consisted of a total of 10 people. It was an early start but seeing the sunrise over Diamond Head was well worth it! Our tour guide Jonah was very knowledgeable and took us to the true local spots, down to the food trucks and fruit stand. This tour hit all the highlights of the island and I would definitely recommend it, can’t beat the small group vibe!”

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4.Self guided Hike Trail to Nature Walk & Waterfall

★★★★★★★★★★4.5 · 283 reviews · 3 hours (approx.) · from $79

Hike through Manoa Valley’s rain-fed forest to a 150-foot waterfall, then visit Puʻu ʻUalakaʻi State Park for sweeping views of Diamond Head and Waikiki. Guides such as Robert, Arlaine, and Hema add local plant knowledge, history, walking sticks, water, and practical trail help.

“The waterfall was beautiful and worth the hike up. Alittle steep and loose rocks and quite muddy. Out your said it came with. If spray however we did not get any and they are a lot of mosquitos. Didn’t see much benefit from the tour when you can do it on your own, other than transportation.”

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5.Diamond Head Hike Shuttle with Reservation Tickets Included

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

Ride from Waikiki to Diamond Head with park admission included, then hike independently to the summit. Drivers such as Matthew and Eric handle the shuttle, while you choose your own pace. Expect stairs, uneven ground, a dark tunnel, hot sun, and fine views over Waikiki.

“Friendly driver. Super knowledgeable. Went in the morning and beat the heat of the day which I would totally reccomend doing.”

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6.Diamond Head Crater Hike and North Shore Experience

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

Travel from Waikiki or Kahala with an English-speaking guide such as John, Stephanie, or Jonah. Hike Diamond Head, stop at coastal lookouts, sample macadamia nuts, choose lunch at Kahuku Sugar Mill, visit Haleiwa and Dole Plantation, then return by air-conditioned van.

“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!”

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7.Manoa Waterfall Hike with Waikiki Pickup & Healthy Lunch

★★★★★★★★★★4.5 · 185 reviews · 5 hours (approx.) · from $107

Join guides such as Jason, Jak, or George for a half-day walk through Manoa Valley’s rainforest to 150-foot Manoa Falls. Expect mud, slippery rocks, plant and island stories, walking sticks, Waikiki pickup, and a fresh Andy’s Sandwiches lunch at Tantalus Lookout.

“Great guide. George was lovely. Took the time to talk to all members of the group and was very knowledgeable. The walk to the falls was amazing despite the rain but that did mean the falls themselves were spectacular.”

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8.Diamond Head Bike to Hike and Local Lunch

★★★★★★★★★★5.0 · 181 reviews · 4 hours (approx.) · from $159

Ride 9 to 12 miles from Waikiki with guide Kelly, stopping at Kapiolani Park, Makalei Beach, Diamond Head Lighthouse, Shangri-La, and Hawaii Five-O studios. Then hike Diamond Head Crater before a light local lunch. Bikes, helmets, water, snacks, photos, and park entry are included.

“We enjoyed this tour very much. Our guide Kelly was a plethora of information on the bike tour and hike. It was a great day of exercise and natures beauty.”

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9.Electric Bike Ride & Diamond Head Hike Tour

★★★★★★★★★★5.0 · 125 reviews · 3 hours 30 minutes (approx.) · from $199

Join Ryan, Dave, Robb, or another 808eVentures guide for a three-and-a-half-hour e-bike ride from Waikiki to Diamond Head, followed by the crater hike. Bikes, helmets, trail admission, local stories, photo stops, and sometimes shaved ice are included.

“Absolutely Amazing! Ryan was an awesome guide. Dress appropriately. Gets a little warm. Take water. Hiking shoes helpful.”

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10.Electric Bike Ride & Manoa Falls Hike Tour

★★★★★★★★★★5.0 · 101 reviews · 4 hours (approx.) · from $199

You’ll practice on a powerful e-bike in Waikiki, ride through Honolulu and the University of Hawaii at Manoa, then hike to Manoa Falls. Guides Ryan, Dave, and Emily offer local insight, helmet communication, walking sticks, and photos. The six-person limit keeps the pace personal.

“This was the best decision to take this tour. We absolutely loved the EBikes and Ryan our guide was so fun and gave us lots information about the area! Highly recommend doing this your, so fun!”

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11.Manoa Falls Hike and east side beach day

★★★★★★★★★★4.9 · 10 reviews · 8 hours · from $150

Join guide Shamus in a Mercedes van for an eight-hour Oahu outing with a 3/4-mile Manoa Falls hike, island lookouts, a macadamia nut farm, lunch near Kailua, and beach time. Groups are limited to seven, and the route can change with weather and traffic.

“The views were simply amazing we took so many pictures. We hit the jackpot by booking a tour with Take A Hike Oahu. Shamus the guide and Sandy his service dog. Shamus is the BEST and is at the top of his game! A wealth of knowledge very personable and no pressure whatsoever kept telling us to take our time. Learned a ton of information about the Island, its culture, and what makes it special is the people We visited the chocolate and coffee factory. We walk to the Botanical Gardens waterfall. Lunch at the yummy shrimp truck. After lunch, we headed across the street to the amazing swim with…”

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12.（2nd)Diamond Head Hike w/ Malasada Starts at 7:00 a.m.

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

Start at 7:00 a.m. with an air-conditioned shuttle from selected Honolulu hotels, hike Diamond Head’s 1.6-mile trail, and take in wide views of Waikiki and the Pacific. Admission, driver tips, and one Leonard’s malasada are included. This is transport only, not a guided hike.

“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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13.Diamond Head E-Bike to Hike

★★★★★★★★★★5.0 · 2 reviews · from $169

Join a small group of up to six for a 10-mile ride and hike from Waikiki to Diamond Head. You’ll use a 7-speed city bike, visit Kapiolani Park, the Natatorium Memorial, a green sand beach, the lighthouse lookout, and hike up the crater before a local lunch.

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