Hiking Tours · OAHU HIKING TOURS

15 Oahu Hiking Tours Worth Lacing Up For

41 tours  ·  from $40 a head

Every trip has one free day too few. These 15 oahu hiking tours justify the slot, priced and timed so you can decide in minutes and get your boots by the door.

Oahu: Manoa Falls Waterfall Hike with Lunch and Transfers - Following the 1.6-mile Manoa Falls trail
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Oahu: Manoa Falls Waterfall Hike with Lunch and Transfers

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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Oahu: Diamond Head Hike with Roundtrip Transportation - The 5:00 AM Waikiki pickup
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Oahu: Diamond Head Hike with Roundtrip Transportation

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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Diamond Head Hiking and Oahu Island Experience feat. North Shore - Halona Blowhole and Oahu’s southeast coast
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Diamond Head Hiking and Oahu Island Experience feat. North Shore

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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Self Guided Hike Trail to Nature Walk & Waterfall - The ride from Waikiki helps with a short Honolulu visit
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Self guided Hike Trail to Nature Walk & Waterfall

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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Diamond Head Hike Shuttle with Reservation Tickets Included - What the $39.99 price really buys you
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Diamond Head Hike Shuttle with Reservation Tickets Included

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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Oahu: Diamond Head Crater Hike and North Shore Experience - Diamond Head begins the day with the best view
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Oahu: Diamond Head Crater Hike and North Shore Experience

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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Manoa Waterfall Hike with Waikiki Pickup & Healthy Lunch - What the guide adds to a walk you can do alone
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Manoa Waterfall Hike with Waikiki Pickup & Healthy Lunch

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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Diamond Head Bike to Hike and Local Lunch - Makalei Beach and Diamond Head’s coastal side
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Diamond Head Bike to Hike and Local Lunch

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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Electric Bike Ride & Diamond Head Hike Tour - Starting in Waikiki and getting comfortable on the e-bike
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Electric Bike Ride & Diamond Head Hike Tour

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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Diamond Head Hiking Tour with Ticket and Reservation Inclusion - What the drive adds to the experience
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Diamond Head Hiking Tour with Ticket and Reservation Inclusion

10.Diamond Head Hiking Tour with Ticket and Reservation Inclusion

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

Start around 5:30 a.m. with hotel pickup, a short drive, and a 1.5-mile climb through Diamond Head Crater. Your entry reservation is arranged, and the driver may provide water and flashlights. Guides such as Jonah, John, and Stephanie share local details before leaving you to hike at your own pace.

“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.”

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Electric Bike Ride & Manoa Falls Hike Tour - Riding through Honolulu with a local guide
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Electric Bike Ride & Manoa Falls Hike Tour

11.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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Oahu Volcanic Rainforest Hiking Adventure - The first stretch: dirt, roots, and tropical growth
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Oahu Volcanic Rainforest Hiking Adventure

12.Oahu Volcanic Rainforest Hiking Adventure

★★★★★★★★★★4.5 · 48 reviews · 3 hours 30 minutes (approx.) · from $92

Join Bike Hawaii for a guided rainforest hike through the Ko’olau Mountains. Expect muddy trails, streams, birds, old rock walls, plant and cultural stories, and a possible waterfall. Guides such as Terii, Terry, Rodolf, and Mattias bring strong local knowledge. Pickup, water, poncho, repellent, and a hip pack are included.

“We highly recommend this hiking adventure to all in good health. The guide is very informative about the rainforest. It is beautiful and another view of Hawaii that I did not know existed. The boots are optional but we wore them and are very glad we did since some areas are muddy and we did cross a few streams. The waterfall is awesome. The guide stopped periodically and let us rest as he described the plants. He was friendly.”

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Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls - Likeke Falls and the search for the right waterfall
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Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls

13.Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls

★★★★★★★★★★5.0 · 48 reviews · 8 to 9 hours (approx.) · from $225

Join Travis or Amanda for a private Oahu day built around your interests. You may hike to Likeke or Lulumahu Falls, swim at Sherwood Beach, climb Lanikai Pillbox, visit Spitting Cave, and adjust the plan for weather, fitness, and adventure level.

“For me, this was the perfect way to kick off the first serious vacation I've had in a long time! Travis was understanding, a good listener, and came up with a good plan for the day despite not knowing exactly what I wanted besides adventure and maybe some cliff diving. Ne-lani was a very nice bonus for dog lovers. Fearless and friendly, that's for sure! Got tons of great photos, and had fun learning more about hawaii. Had a few pleasant surprises along the way as well, but I will not spoil that. He pushed me past my comfort zone just the right amount, and thankfully that sense of travel…”

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Downhill Bike and Ko'olau Waterfall Hike Tour - The waterfall is the hike’s reward
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Downhill Bike and Ko’olau Waterfall Hike Tour

14.Downhill Bike and Ko’olau Waterfall Hike Tour

★★★★★★★★★★4.5 · 45 reviews · 6 hours (approx.) · from $196

Start with hotel pickup, then hike through Oahu’s volcanic rainforest to a waterfall before coasting five miles downhill through Puʻu ʻOhia. Guides such as Ray and Daniel add context about Hawaiian plants, geology, and history. The bike ride is easy, but the muddy hike requires better fitness.

“The hike was interesting and the guide was great. Bit muddy, take the rubber boots when offered. The ride is easy and amazing views.”

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Oahu: Diamond Head Sunrise Hike with Acai Bowl and Malasada - Why the early pickup is both useful and demanding
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Oahu: Diamond Head Sunrise Hike with Acai Bowl and Malasada

15.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 360-degree views over Waikiki. Afterward, enjoy a mini acai bowl at Bogart’s Cafe and a malasada near the crater. The English or Japanese-speaking driver handles transport, but this is not a fully guided hike.

“We were a little bit late to the gathering point at Diamond Head and the shuttle left. Lucky we found another driver of the local tour company nearby and swift special arrangement was made for us. The early pick up helped us to move fast and get a good place for seeing the beautiful sunrise. It was too rush for us and failed to send tips to the staff. I feel sorry about that.”

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