14 Hiking Tours on Oʻahu, Compared

1.Manoa Falls Waterfall Hike with Lunch and Transfers

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

Join a five-hour guided outing from Waikiki to Manoa Falls, with a 1.6-mile rainforest hike, local stories, walking sticks, and lunch at Tantalus Lookout. Guides such as Jason, Jack, Susumu, and Anoi share details about Hawaiian plants, legends, and film locations. Expect mud, slippery ground, and a rewarding city view.

“It was a great tour and Jackson is an amazing guy thanks again !”

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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 independently toward a sunrise view over Waikiki and the Pacific. Entrance fees, roundtrip transport, and gratuities are included. The hike is not guided in English, and the trail is unsuitable for visitors with mobility issues.

“Absolutely gorgeous views when hiking up Diamond Head. Transportation was prompt, clean and well organised. Just a note to say that you are on a tour that is designed for Japanese tourists so there was little information for other languages. Absolutely loved the views :)”

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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 an early Diamond Head hike, then ride an air-conditioned van around Oahu’s east and North Shore. You’ll stop at Halona Blowhole, Kualoa, Sunset Beach, Haleiwa, Dole Plantation, and local food stands. Guides such as Stephanie, Jonah, and John add island history and folklore. Lunch and shopping are separate costs.

“Our driver, Allen, was great! I wouldn’t say the tour is unnecessarily long, and we would I have preferred longer time at sunset beach in order to swim rather than stops to stores (macadamia, Dole, fruit stand etc) for us to spend money.”

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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 rainy rainforest to a 150-foot waterfall, then visit Puʻu ʻUalakaʻa State Park for sweeping views of Diamond Head and Waikiki. Expect a three-hour outing, select Waikiki pickup, a group of up to 14, and guides such as Robert, Arlaine, Hema, and Chris sharing local plant, history, and trail knowledge.

“Gorgeous Hike! Beautiful. Our tour guide was sweet, kind, helpful and cautious. She talked WAY too loud (on microphone the entire time in small van) and WAY too much. She did not breathe. It took away some of the enjoyment of the trip. She had a lot of good info just WAY too much of it. No chance to engage and ask questions without interrupting.”

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5.Manoa Falls Rainforest & Self-Guided Hike

★★★★★★★★★★4.5 · 227 reviews · 3 hours 30 minutes (approx.) · from $52

Ride from select Waikiki hotels to Manoa Falls, then follow a self-guided 0.8-mile rainforest trail through eucalyptus trees, stream crossings, rocks, and mud. Kaimana Tours provides water, bug spray, directions, and walking sticks. Drivers such as Matthew, Steve, Orlando, and D share local facts along the way.

“Amazing hike, steeper than indicated but worth the effort. Will take the full two hours. Some sections are a fast incline.”

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6.Diamond Head Hike Shuttle with Reservation Tickets Included

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

This self-guided Diamond Head outing includes Waikiki pickup, round-trip transportation, and your state park reservation. Drivers such as Matthew, Matt, and Eric have earned praise for friendly service, local tips, and smooth driving. You hike at your own pace, but expect stairs, uneven ground, heat, and a narrow tunnel before the summit.

“Wonderful hike and Matthew was a terrific guide with a lot of options for us. It was nice to have a ride over to Diamond Head.”

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7.Diamond Head Crater Hike and North Shore Experience

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

Spend 10 hours touring Oahu by air-conditioned van, beginning with a 105-minute Diamond Head hike. With an English-speaking guide such as John, Stephanie, or Jonah, you’ll visit Halona Blowhole, Tropical Farms, Kualoa Regional Park, Kahuku Sugar Mill, North Shore beaches, and Dole Plantation. Hotel pickup, transport, and Diamond Head admission are included.

“So I‘m from Switzerland and always think it‘s funny when they say we are doing a hike - to me it was really a walk. :) But it was soooo worth it to see the sunrise from up there! You will see all the shore-highlights on that day too.. She gave us a couple of minutes everywhere so we could take pictures. You will see really a lot in just one day. It was fun and I would do it again. Mahalo.”

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8.Diamond Head Bike to Hike and Local Lunch

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

Start at 7 a.m. in Waikiki with guide Kelly, then ride a provided 7-speed bike past Kapiolani Park, Makalei Beach, Diamond Head Lighthouse, Shangri-La, and Hawaii Five-O studios. After a 1.5-hour crater hike, stop for a local lunch before returning to Waikiki. Expect 9 to 12 miles of cycling, hills, stairs, snacks, water, and photos.

“Getting to the Diamond Head in a different way: bike! Kelly is a great guide, and makes this a super enjoyable experience. You get to know places , you wouldn't pass by in another way. The bikes are great, the trails, hiking and views totally worth it. If you like to bike , you'll have a great time. Also super cool: the pics you get of yourself 🤩🚲🙌! Thanks!”

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9.Electric Bike Ride & Diamond Head Hike Tour

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

Start near Waikiki with an English-speaking guide such as Ryan or Dave, ride an e-bike through beach parks and local streets, then hike Diamond Head State Monument. Expect a small group, helmet, included admission, coastal views, history, photo stops, and a moderately strenuous climb.

“Ryan was a great guide! Very attentive on bike ride and hike. We enjoyed all of the photo ops around Waikiki Beach. The hike at Diamond Head State Park had beautiful views at the top so worth the hike. What a great afternoon! Thanks Ryan”

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10.Honolulu: Diamond Head Hike with Transfers

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

Ride to Diamond Head with an English or Spanish-speaking driver, then follow the 1.6-mile round-trip trail to Oʻahu’s famous crater summit. You’ll pass lava rock, dryland plants, WWII bunkers, a dim tunnel, steep stairs, and a spiral staircase before reaching broad views of Waikīkī, the Pacific, and the Koʻolau Range. Sergio is one named driver praised for friendly service.

“Loved this! Such a fun day. The hike is fairly steep but totally worth it! Gorgeous views of the city and ocean. I’m glad we did this tour so we didn’t have to worry about hiking reservations or parking. Overall 10/10!”

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11.Manoa Falls Hike and east side beach day

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

Spend eight hours with a small group of up to seven, starting with the 3/4-mile Manoa Falls Trail and continuing to Oahu’s scenic southeast coast. Guide Shamus may lead the day with Sandy, his friendly service dog. Expect beach time at Kailua, a macadamia nut farm, local food stops, and flexible plans if rain changes the waterfall or beach conditions.

“Magnifiques endroits! Le guide très gentil ! Je recommande vivement ! On a passé une superbe journée !”

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12.Honolulu E-Bike Ride and Diamond Head Hike

★★★★★★★★★★5.0 · 8 reviews · from $189

Start at Kuhio Village Tower for a guided e-bike ride from Waikiki along the beach and coast to Diamond Head. After locking the bikes, hike about 1.5 miles to the crater summit, with steep stairs and dramatic views. Guides such as Ryan and Dave share local history, take photos, and may finish with optional shaved ice.

“We had a really great time touring the area of Diamond Head with Dave, and then hiking up the crater. It took me a few awkward moments to learn how to ride the E bike, which is quite heavy. But I quickly got the hang of it and it was fine after that. The hike itself is quite strenuous. We are fit people, and it was challenging for me. I would not recommend for people who are out of shape or for families with very young children. The views from the top are spectacular and worth the hike up. Highly recommend!”

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13.Honolulu: Hawaiian Volcanic Rainforest Hike

★★★★★★★★★★5.0 · 4 reviews · 3h 30m · from $90

Join Bike Hawaii for a three-and-a-half-hour guided hike through native rainforest on an ancient volcano. Guides such as Terry and Malki lead you uphill to broad views of Oahu, including Waikiki, Pearl Harbor, Kailua, Diamond Head, Konahuanui, and Mount Kaala. Transportation, rain gear, a hip pack, and mosquito repellent are included.

“Tour was great and Malki (I could be saying it wrong) was excellent and knowledgeable regarding the area.”

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14.（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 a short air-conditioned shuttle from selected Honolulu pickup points to Diamond Head. Hike the 1.6-mile trail, allow 30 to 40 minutes each way, and take in 360-degree views of Waikiki and the Pacific. Park admission and a Leonard's malasada are included, but no guide leads the 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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