Absolutely loved the Koloiki Ridge Trail! You can start from the Sensei Lanai (A Four Seasons…read moreResort) or park your Jeep at the trailhead next to the Lana'i Veterans Cemetery and hike the Munro Trail that connects and merges with Koloiki Ridge Trail. Took about 2-1/2 hours altogether but totally worth the spectacular views of Moloka'i and Maui along with the canyon. You go through a rain forest, a pine tree forest, a lava field, and red soil, and eventually you arrive at Maunalei Valley, the largest and deepest valley on Lana'i. Make sure you have good hiking shoes, water, sunscreen, hat, and of course a camera to capture the views! Simply follow the signs to Koloiki Ridge.

Great hike...simple stroll up from Koele (now Sansei) Hotel. Path is wide open and well taken care…read moreof. You get a beautiful view once you get to the top. Look into the canyon...take in the view of the ocean. All about a hour half hike up the hill. Round trip was a little over 2.5 hours for us.

The Hulopo'e - Huawai Fisherman's Trail starts right at the west end of Hulopo'e Beach Park in…read morefront of the Four Seasons Lana'i. It's rocky at times but the trail is well marked and it's a very nice scenic hike overall. You will pass through Huawai Bay, some blowholes, and a historic site. At some points, you can even get a distant view of Pu'u Pehe (Sweetheart Rock). It's about 2 miles in each direction and the end takes you to one of the local golf courses and parking areas. I did not retrace my steps on the same trail, but ended up walking on Hulopo'e Road which runs parallel to the trail and coast. Best to wear closed-toe hiking shoes because of the aforementioned rough conditions of the trail.

Fisherman's Trail/Kapihaa Trail Hike (Hulopoe - Huawai Fisherman's Trail):…read more Trail begins west of the Four Seasons Manele Bay, passed oceanfront massage cabanas. You go through cool blowholes and historical sites. I like this trail but no shades. We did this twice while we stayed on the island. We did not go all the way due to overheat.

Beautiful trail. Easy and enjoyable. Parking is NOT FREE for tourists unless you make it to the DT…read moreFleming beach front parking lot early in the morning. I mean early...we were the first car there around 6:15 am. Lot still wasn't full around 8 when we left. If you're early risers, get up and go early! Everywhere else suggested for parking requires payment. We loved watching the waves crash on the lava rock near the Ritz Carlton. Also loved the bird sanctuary and seeing all their little nests in the ground!

The coastal trail was a fairly easy hike. Most of the trail was either a boardwalk or paved. Don't…read moreforget water and snacks. By the end of the trail we were both tired and hungry. As luck would have it we found a great little stand selling fresh açaí bowls and smoothies. It was perfect! Then the payoff of DT Fleming beach was worth the trek! Highly recommended!

Hands-down, the best hike I have ever went on in my life and I have been on plenty of hikes…read more There's a waterfall somewhere along the way and there are beautiful views of the ocean and beaches all around. Gorgeous is an understatement, but please make sure to bring plenty of water and sunscreen. You will need it. Enjoy!

Beautiful views!! It is a hard climb, but doable if you're in good shape…read more Driving there - Highly recommend driving from the west side. Driving from the east side, there were one-way narrow roads over cliffs. Leaving from the west side was easy-peasy. Parking - Keep an eye out for a red sign that says 'Camp Maluhia'. First lot is overflow, keep driving past gates to main lot where trailhead is located. Hike from overflow parking lot to trailhead is about 1.2 miles each way. Hike incline - First 1/4 mile of asphalt was the steepest. Next mile was incline but not too bad. Last mile was steeper incline. Hike views - If you go on a cloudier sunny day like we did, there were AMAZING views up until the last 0.5 miles. The overlook at the very end was above clouds so we couldn't see anything. Shoes - I don't recommend wearing sandals or flip flops, because it is pretty rocky and steep. No large rock climbing. I got by wearing casual tennis shoes, but running/hiking shoes are best. There were no stream crossings, so no need to worry about feet getting wet.

We had to reschedule our hike day..due to the Kona low and the office staff were more than helpful…read more This is not our first hike with Hike Maui... we've come to Maui for the past 50 years..37 times to be exact... and Hike Maui is our go to during the past 20 years when we want to get out into the rainforest. We have taken three of their "Morning Walks" with our grandkids and it's a perfect introduction to hiking. Honestly we've had three different ...wonderful.. experiences. It's not strenuous and you're taken back to some private land that you'd not have access to if you just drove up and parked (if you found a parking spot) and hiked back in. We were lucky to have the lovely, fun, and knowledgeable guide named Randolyn ..aka Ran. She was the perfect blend of kind, patient and engaging with the grandkids, and very helpful with us old folks! On the drive on the way home she advised a few newbies to the island where some great places to eat were... they greatly appreciated her ideas! She had the most pleasant demeanor.... :) If you want a fun morning walk, call Hike Maui

Marco our tour guide was beyond amazing. He is probably one of the smartest people I've ever…read moreencountered. Super knowledgeable about the island and many other things. The hikes were awsome absolutely recommended it worth your buck. He was also kind enough to recommend other places to visit wich we did and they were amazing as well.

Absolutely loved spending time in Halawa Valley. The valley itself is majestic, well taken care of…read moreand packed full of history. Greg did a cultural presentation it was such a highlight of the entire experience. Hearing about the valley, his family, the history will leave you awestruck. Grey shared his produce from his land, had a great energy and wonderful laugh. We felt very welcomed and would love to experience it again. Tanner was our hike tour guide and he was a joy. Filled with great knowledge and very personable. Hike was easy and just beautiful. If you love Hawaiian history/culture this is a must do.

I had the chance to do the Halawa Valley Falls Cultural Hike in August 2021 and it was a large…read moregroup on a Saturday. Very informative and lots of history to learn along the way, and Greg Solatario is an excellent guide and knows a lot about Halawa Valley, plus he will teach you the real Hawaiian culture unlike a lot of the mainstream attractions that don't often tell you the truth. The two parts of the tour are cultural presentation followed by the waterfall hike! Best to have mosquito repellent as I did end up with some bug bites along the way. Also bring water and a snack, as there is quite a bit of hiking involved. As mentioned on their website, if you are interested in swimming once reaching the waterfalls, you should wear a swimsuit under your hiking clothes and have a towel. You do also have to cross a few streams along the way, so you will get wet. Because this is on the east and windward side of Molokai, the weather can be unpredictable and change rather quickly. The tour runs from 9:00 AM - 2:30 PM most days of the week, but there are no tours on Sundays.

This is a pretty easy hike with great payoff! It only takes about 2 hours, and you get to hike over…read morea couple of bridges, through a bamboo forest, and end up at a gorgeous waterfall! I'm an athletic kinda girl, and I would say this trail is maybe a 2/5 in terms of difficulty. (I'd give it a 1, but it has some incline, so I gave it a 2.) My boyfriend is a homebody and rarely hikes, and he gave it a 3/5 in terms of difficulty. One thing to note: The drive to get here is a DOOZY. I did thee Road to Hana the last time I was in Maui, and it freaked me out so much that we tried going around the south side of the island this time. That was also very scary. Unless you are prepared for very narrow roads (I'm talking one lane with traffic going both ways) on a cliff, sometimes with drops straight into the ocean, don't do it. If you are okay with that, do the Road to Hana for the more scenic drive. The southern drive was less scenic, and probably just as scary.

Came back here 5 years after I went the 1st time and brought my 9 year old. He made it to the end…read moreand back. The trail didn't seem as magical, maintained or green as I remember the 1st time. Maybe a different time of year? More mosquitoes as well. Still, it was pleasant and glad we went. We saw a lot of people bringing infants in carriers and really small kids. This is a serious hike. I would say maybe 7 + in age if you are bringing kids. You may make it part of the way, but it will take you an hour to get to the bamboo forest at least and there are a lot of weird wide steps. Bring water, snacks, hiking stick and bug spray.

Very cool hike. Unexpected difficult hike I would guess 2 miles round trip with some steep…read moreclimbing. I wouldn't bring kids unless they experienced hikers and no small dogs. But very rewarding hike with a beautiful 360 view at the top. Bring extra water and snacks and can have a nice picnic at the top.

This west side Pink Pillbox Trail isn't as famous as the east side's Lanikai Pillbox Trail, but…read moreit's only about a 15-minute drive from Aulani and way less crowded -- definitely a nice bonus. Just set your GPS to Puʻu O Hulu (Pink Pillbox) Trailhead, and you'll find plenty of street parking along that stretch. Still, I'd recommend parking closer to the entrance for safety because we noticed broken glass scattered on the ground further down the road, probably from past break-ins. We actually parked once, saw the glass right by our car, and quickly moved closer to the entrance instead. Right after we parked, it started raining. The forecast said it would last about 30 minutes, so we just waited it out in the car before starting our hike. The trailhead is right between a yellow "Falling Rocks" warning sign and a white "Speed Limit 25" sign on a utility pole. The hike starts with a steep incline, but overall it's not too hard and just a bit narrow at parts. There are three pillboxes total. It took us around 30 minutes to reach the first one at a relaxed pace, stopping for photos along the way. The first pillbox is painted in blue graffiti inside, and from there you can continue up to the famous pink one. When we got to the pink pillbox, there were surprisingly tons of flies swarming around the entrance for some reason, so we didn't stay too close. The wind was really strong up there -- strong enough that I had trouble keeping my balance! It looked like reaching the third pillbox would require climbing over quite a few rocks, so we decided to turn back instead. On the drive back, we passed Ulehawa Beach Park, where we saw a whole row of homeless encampments right by the ocean -- literally parked and camped along the beachfront. We even saw a few people running across the road and one guy riding his motorcycle the wrong way, yelling at drivers passing by. If that's a regular thing, really sad to see this.

A beautiful hike to such a peaceful reward at the end!…read more As an avid hiker, this hike was doable. It took us only about half an hour going down and up. When you arrive, parking for hikers is recommended not at the valley parking lot but on the side road leading to the parking lot as the valley parking lot is for those who are just visiting the lookout and not hiking. Once you walk towards the trail entrance, there are a couple of people waiting to assist hikers. They discuss the safety protocol and warnings when visiting. There is no time limit to how long you can be down there but because no swimming is allowed, i have found people stay only about half an hour before heading back up. We recommend wearing hiking shoes because the ascend is not easy and have seen people struggling.

Great short hike with excellent views as you descend. We tried this ~ 30 years ago and the trail…read morewas narrow and not well developed plus very muddy the day we originally tried it, so had to turn around. Now, the trail is nicely improved with some strategic rock "steps" though it is still slippery, even on a dry day. We saw a number of people doing it ( Very cautiously) in inappropriate shoes and that is not at all recommended. It is steep. The pond and beach at the bottom is nice for contemplation and wave watching.