Hawaii · HIKING & TREKKING

The 15 Best Guided Hikes in Hawaiʻi

32 tours  ·  from $40

Ridge trails, crater floors and rainforest that turns to clay after an hour of rain. These 15 are compared on distance, elevation, how technical the ground gets and whether transport from town is in the price.

Small Group Waterfall and Rainforest Hiking Adventure on Maui - Following the rainforest trail to Twin Falls
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Small Group Waterfall and Rainforest Hiking Adventure on Maui

1.Small Group Waterfall and Rainforest Hiking Adventure on Maui

★★★★★★★★★★5.0 · 1,417 reviews · 5 hours (approx.) · from $187Our pick

Meet at Kahului Park & Ride at 9:30 a.m. for a small-group ride along the Hana Highway, then hike through East Maui rainforest with guides such as Des, Michael, Joel, and Abby. Expect streams, slippery rocks, waterfall pools, optional jumps, local plants, fruit tastings, snacks, and lunch. Water-friendly footwear is essential.

“My favorite part was definitely seeing the waterfalls. I did expect to see more wildlife… definitely more birds. But our guide couldn’t have done a better job. She made it fun and informative!”

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Kauai: Secret Falls Kayak and Hike - Paddling four miles on the Wailua River
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Kauai: Secret Falls Kayak and Hike

2.Secret Falls Kayak and Hike

★★★★★★★★★★5.0 · 1,403 reviews · 4 hours 30 minutes (approx.) · from $125

Join Alii Kayaks for a roughly five-hour group trip from Kapaʻa. You’ll paddle 4 miles on the Wailua River, hike about 1.5 to 2 miles through muddy rainforest, and reach Uluwehi Falls. Guides such as Cory, Kman, Kai, Mana, and Lono add local stories, plant knowledge, and plenty of encouragement.

“We started off with a kayak experience down the river followed by a hike. Be prepared to get wet! We walked through rivers and the best part was swimming at the falls at the end of the hike! My husband 29M and I 29F packed a lot of food per the notes on what to bring, but only needed a granola bar each. Could help to lighten the pack. In short, good shoes to get wet and slip resistant are a must!”

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Kauai Adventure: Kayak & Hike to Secret Falls with Expert Guide - Secret Falls rewards the muddy miles
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Kauai Adventure: Kayak & Hike to Secret Falls with Expert Guide

3.Kauai Adventure: Kayak & Hike to Secret Falls with Expert Guide

★★★★★★★★★★5.0 · 1,387 reviews · 5 hours (approx.) · from $140

Paddle about two miles up the Wailua River, then hike roughly two miles over muddy, rocky ground to 100-foot Uluwehi Falls. Guides such as Zach, Brian, and Mikayla provide paddling help, safety support, and stories about Kauai’s plants, wildlife, culture, and legends. You return by kayak after time at the falls.

“This was a great trip be prepared to ade through rivers and have shoes that will cope with that. Beautiful trip but quite physical if you are not used to kayaking/hiling. Fun guide”

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Secret Falls Kayak & Hike Guided Adventure on the Wailua River - Kamokila Village and the river’s older story
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Secret Falls Kayak & Hike Guided Adventure on the Wailua River

4.Secret Falls Kayak & Hike Guided Adventure on the Wailua River

★★★★★★★★★★5.0 · 1,212 reviews · 6 hours (approx.) · from $145

Paddle two miles up Kauai’s Wailua River, then hike through rainforest, streams, and mud to Uluwehi Falls. Guides such as Levi, Jonathan, Nathaniel, and Tyler add local history, safety help, and sometimes ukulele music. Expect wet feet, slippery trails, a chilly waterfall pool, snacks, and a six-hour outing.

“We had a great time. Levi was our tour guide and did a great job helping us navigate the whole entire process with ease. He even sang us songs with his ukelele! Super fun, so bring your family especially the kiddos!”

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Wailua River Kayak and Sacred Falls Guided Hike with Lunch - Paddling the Wailua River in a tandem kayak
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Wailua River Kayak and Sacred Falls Guided Hike with Lunch

5.Wailua River Kayak and Sacred Falls Guided Hike with Lunch

★★★★★★★★★★5.0 · 783 reviews · 5 hours (approx.) · from $155

Pair a gentle tandem kayak trip on Kauai’s Wailua River with a muddy, rocky rainforest hike to Sacred Falls. State-certified guides such as Annie, Harrison, Lindsey, Anya, and Jay lead the way, provide walking sticks and safety gear, and serve lunch beside the waterfall. Plan for wet shoes, uneven ground, and moderate exertion.

“A beautiful tandem kayak trip up the river so it wasn't too hard with 2 people paddling. The shoes you wear on the kayak get wet and also are your shoes for the hike. The hike took us through water half way up to your knee, over rocks, mud, and roots. The waterfalls are beautiful but not too full when we went. You could swim in the fresh water pool at the bottom of the waterfall. There were lots of rocks on the bottom so difficult to walk around. We hung by the waterfall and had lunch and got in the water. Then headed back repeating the hike and kayak…”

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Waterfall & Rainforest Hiking Adventure with Hotel Pickup - Waterfalls, swimming, and a 10 to 15-foot jump
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Waterfall & Rainforest Hiking Adventure with Hotel Pickup

6.Waterfall & Rainforest Hiking Adventure with Hotel Pickup

★★★★★★★★★★5.0 · 518 reviews · 7 hours (approx.) · from $229

Follow the Hana Highway from Kahului into East Maui with a local guide such as Pasco, Des, Sara, or Gail. Walk 2.5 miles through rainforest, find at least three waterfalls, swim in tropical pools, and choose a 10 to 15-foot rock jump. Lunch, snacks, water, and resort pickup are included.

“Had a Great and knowledge tour guide (Sara) and amazing scenery. We Got to swim, hike, and cliff jump!”

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Oahu: Manoa Falls Waterfall Hike with Lunch and Transfers - Walking into the Manoa Falls rainforest
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Oahu: Manoa Falls Waterfall Hike with Lunch and Transfers

7.Manoa Falls Waterfall Hike with Lunch and Transfers

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

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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Oahu: Diamond Head Hike with Roundtrip Transportation - The ride from Waikiki to the crater entrance
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Oahu: Diamond Head Hike with Roundtrip Transportation

8.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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Road To Hana: Maui Waterfall Hiking Tour in Private Jeep - Black sand, sea turtles, and other route surprises
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Road To Hana: Maui Waterfall Hiking Tour in Private Jeep

9.Road To Hana: Maui Waterfall Hiking Tour in Private Jeep

★★★★★★★★★★5.0 · 343 reviews · 8 hours (approx.) · from $299

Spend about eight hours on Maui’s Road to Hana in a private Jeep with guide Alec. You can shape the day around waterfalls, swimming holes, a bamboo forest, black sand beaches, sea turtles, local food, and photography. The route usually reaches halfway to two-thirds of the way to Hana, giving you more time outside the Jeep and less time simply driving.

“Alec is laid back yet adventurous which is a perfect match for our family! Countless friends who drove themselves on the Road to Hana said it was not worth the trek. Alec explained that most people are in such a rush to get to Hana that they miss all of the beautiful sites along the way which is what happened in these cases. While we only made it 3/4 of the way to Hana, we saw everything on our list. Alec took care of every detail - water, snacks, lunch, photos, etc - allowing us to truly enjoy every minute of our day. Even returning us to our hotel almost…”

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Diamond Head Hiking and Oahu Island Experience feat. North Shore - Macadamia nuts and the windward coast
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Diamond Head Hiking and Oahu Island Experience feat. North Shore

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

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

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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Self Guided Hike Trail to Nature Walk & Waterfall - The ride from Waikiki into Manoa Valley
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Self guided Hike Trail to Nature Walk & Waterfall

11.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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Maui: Rainforest Waterfalls Guided Hike with Picnic Lunch - Three to five waterfalls, each with a different feel
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Maui: Rainforest Waterfalls Guided Hike with Picnic Lunch

12.Rainforest Waterfalls Guided Hike with Picnic Lunch

★★★★★★★★★★4.9 · 274 reviews · 5 hours · from $187

Follow two streams through East Maui’s rainforest with guides such as Gale, PT, or Kaden. You’ll visit three to five waterfalls, swim in freshwater pools, learn about ti, bamboo, taro, and local fruit, and stop for a picnic lunch. The five-hour hike includes water, snacks, a backpack, and optional hotel pickup.

“I loved all the information and knowledge that was provided about the plants”

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Manoa Falls Rainforest & Self-Guided Hike - Getting from Waikiki to the trailhead
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Manoa Falls Rainforest & Self-Guided Hike

13.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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Diamond Head Hike Shuttle with Reservation Tickets Included - The climb to the summit
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Diamond Head Hike Shuttle with Reservation Tickets Included

14.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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Oahu: Diamond Head Crater Hike and North Shore Experience - Halona Blowhole adds a quick coastal stop
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Oahu: Diamond Head Crater Hike and North Shore Experience

15.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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