Explore the most popular dogs on leash trails near Kailua with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

1 day ago

Fastest way to get to third peak of Olomana, Ahiki.

did the entire 3+ miles..last 1.5 miles the trail was taken over by the vegetation..its there you just have to fight through the overgrown branches and watch your footing

good trail with plenty of roots and rocks to test your eye/foot/balance coordination...muddy, slippery, and very junglish..get there early as parking can be tight

nice trail, muddy, but not unsafe at all and could be done in tennis shoes. beautiful falls at the end!

great views, nice trail

Good easy hike. Great at sunrise

Awesome much muddy goodness

My husband and I took our dog today and we had a blast


This was not posted and of course, we went on a Sunday. However, on Sunday’s you ARE allowed to rent paddle boards. Although we didn’t make it onto the islands, this was MAGICAL. On our trip we went on countless hikes and swimming spots (touristy and off the beaten path) and this was by far my favorite thing that we did. Being out on the water surrounded by water, mountains and islands was the most breathtakingly beautiful experience.

I can only imagine how much greater it would have been if we had made it to the island. Rent a paddle board and GO!!!

I also recommend grabbing a 4-pack of Maui Brewing’s Two Tickets to Paradise from the market (between the rental shop and the beach) and packing a sandwich or two. Our little picnic on the water was perfect.


Steep climb up but so many spots along the way to stop to enjoy the view(and rest). Gorgeous view and not over crowded like diamond head.

good fast climb, short, great views very slippery when raining... it's doable though my 10 year old daughter did it when it was pouring.

Beautiful and fun!! Wear swimming suit and good shoes, if recent rain it will be muddy and slippery.

I’ve done “the pillbox hike” numerous times over the last three years. Leading up to the pillboxes is pretty steep and slick when wet. It’s always fairly crowded due to the amazing views. Sunrise is unbeatable! Get there early for a good spot. Today was the first time I kept going to the end of the trail. The panoramic views are hard to beat! The trek down was an adventure. Slipped a few times and there are hidden rocks on the trail that are tough to see. Overall, highly recommend it! If you do the full hike, take your time on the second half and watch your footing.

Great hike! Would say moderate to hard especially coming down as it was very steep and loose mud was slippery. Wear hiking/ trail shoes if you have them! Views were amazing and this was a really nice short hike

Awesome trial, but VERY muddy and slippery. I recommend hiking shoes with good traction (I wore merrels and was sturdy). I do not recommend sandles or flip flops. if you are not surefooted this is not the hike for you, know your limits, we went with some very inexperienced hikers and it was quite difficult for them. Otherwise the trail was beautiful, the views breath taking and the waterfall worth it. I definitely recommend jumping off into the pool below, if you are afraid of heights jump off one of the lower areas. Enjoy!

1 month ago

So the hike to the falls is pretty easy-family friendly really.

The real fun and adventure begins past the falls as you climb a steep (extremely muddy this past weekend) incline to get to the Secret Bridge which I have since named Sketchy Bridge. It is not for the faint hearted to cross. I was pretty damn scared on the thing-it even shook a bit when I was on it but man it was exhilarating!

Moss slides past the bridge are super fun! It would be cool to hang there with some beers (pack out what you pack in) and slip n slide.

Tip: spikes are a good idea after rain; mosquitoe spray AND always be considerate of the neighborhood you’re in.

trail running
1 month ago

Fun trail to run. It can be pretty crowded and parking can be hard to find due to the proximity of the beach. The trail itself has multiple ways to the top so every time can be different. A few small places to rock climb. At the top there is a beautiful view of the beach and at sunrise it’s indescribable!

I do this hike weekly. Nice and easy a lot of people usually stop at the pillboxes but the hike continues on I say stop enjoy the view get pictures and then continue on.

1 month ago

Done this hike several times Easy and fun muddy but very rewarding at the end for a dip in the waterfall it’s a most go!!!

The trail is extremely muddy right now. I would keep an extra pair of shoes/towell in your car for the ride home. Bug spray wouldn't hurt.t was a very beautiful hike.

1 month ago

A great stress reliever. No challenging to hike but beautiful and full of birds. A great opportunity for photos!!

Amazingly beautiful hike! Completely doable with small children! Super muddy and slippery after or during rain.

feels like your smack dab in the middle of the jungle, what an awesome hike, jumping off a cliff was the best part, A+

Pretty steep at beginning and the end (out n back trail). But fun hike. Almost got hit with someone’s drone tho. So that sucked. But I weaved and dodged like a bobcat

Did this one about a month ago. Pretty good hike, even better views. If you can climb up on top of the pillboxes, you get a nice view all around. A little steep and tricky coming down, not too bad though. Definitely one of my favorites during my visit.

Beautiful views of Kailua but you should probably be prepared to go uphill a lot and it can be slippery so be careful. I really loved this hike because the views are gorgeous but it is a very popular hike, and with that comes a lot of people. So if you are wanting to get away from it all, this is not the right hike for you.

I enjoyed this hike but be prepared for slipping and sliding if it’s wet, which is a big possibility, and if you do not have hiking shoes. I will admit, we did not come prepared as we should have and we both fell a lot and were covered in mud, so I speak from experience. All that said, I thought it was a beautiful hike that I could have enjoyed even more if I had the right shoes.

Maintenance has been postpone till further notice.

This is one of our favourite Oahu hikes. Lots of birds and beautiful views and scenery....ending with a refreshing dip into the lagoon or jump from the rocks into the lagoon. Great for anyone of even moderate fitness. One hour to falls when not muddy, 11/2hours when muddy. If it hasn't rained in 5+ days, it'll be dry.

1 month ago

3/30/18-Started about 0715 and came across 23 groups/solo hikers. (Read in the news yesterday that the maintenance work was postponed.) Actually found a relatively close parking spot near the trail head but there were signs posted warning that all street parking is closed from 3/30 - 4/1 from 1000 to 1500 or 1700 (I can’t recall which). The trail was dry and the view was nice from the top!

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