Explore the most popular Road Biking trails in Oahu with hand-curated trail maps and driving directions as well as detailed reviews and photos from hikers, campers and nature lovers like you.

hiking
3 days ago

Scenic path along the waterway and historic houses. Bike out while the sun is out, stop to water the sunset, beautiful bike back after dark.

hiking
no shade
29 days ago

Very nice walk! Took my daughter in her stroller and we enjoyed the views. No shade though so plan for that.

Such a beautiful hike! Go early in the morning, it is busy!

hiking
1 month ago

Great for running or riding a bike. Safe place for kids To be on their bicycles. Trail is paved on one side and slightly gravel on the other.

Go early. Very crowded trail. Easy trail to complete but difficult to complete at your own pace.

Diamond Head Crater is such a nice little hike - not too strenuous and not too long. Most of the path is paved or rocky enough to get a good footing. There is very little mud or vegetation to navigate since the trail is mostly paved. If you want a good workout, you can definitely run up the stairs to break a sweat. The view of Waikiki from the top is breathtaking. I highly recommend this hike. Mahalo!

Mostly paved, great way to get a morning run in without killing your self

hiking
2 months ago

Great for kids with bikes or scooters. I’ve jogged this pathway with a stroller many times. There are pretty fish all along the waterway next to the shore. Wright Brother’s Cafe has standard diner food if you want to stop. Great for sunset walks.

road biking
private property
2 months ago

Loop around Wheeler Army Airfield is a great workout; road bike, run, road march, walk or stroller the kids.

Be contingent of any traffic as it can get busy with troop movement.

This is a private property loop on a military installation.

road biking
private property
2 months ago

This loop path is paved and is great for all types of outdoor activity. Generally it's commonly used by residents in the area. At times it can have some traffic in certain spots during peak hours but overall a great local place for some cardio.
The views of Mt. Kahala and the Waianae mountains are really cool.

scenic driving
2 months ago

The North Shore scenic drive is beautiful! Unfortunately we had island rain today, but it was perfect day to stay dry and drive the highway. Perfect places to stop and take pictures. Saw a Hawaiian Monk Seal taking a nap on the beach.

hiking
2 months ago

Great park for dogs! Perfect sunset run/walk/bike. YMCA down the street has amazing historical site with very well kept garden and temple ruins. Dog club meet everyday around 330-530. Love this park worth a mountain sunset!

Great early morning adventure after a cup of coffee to get the blood flowing and the body energized for another most excellent day on Oahu.

Great for families with young children!

Great trail for all levels! Lots of people but not crazy crowded (I hiked this Jan 3,2019) Easy to hike but it was a great workout! I’m in good shape but was out of breath by the time I got to the top.

walking
3 months ago

Great local trail, easy, and dog friendly. No shade so bring water and please clean up after your fur babies.

walking
3 months ago

In my opinion this "walk" is not worth doing, you would be better off walking Waikiki. The trail takes you beside the highway and several roads, along the trail there is garbage, contaminated water ways, several homeless people, a junkyard and the trail also has a pipeline the runs right along side of it.

There are very few places to take a decent photo and the views are few and far between. I always try to find something good to say about all the trails I hike but in the end the only good thing I could say about this one is there is a nice park about 1 to 1.5 miles into the hike.

One final note there is supposed to be no motorized vehicles on the path but wound up dodging a few and they have a tendency not to slow down as they know their not supposed to use the trail.

Would not recommend this one!

I went to watch Pipleline, but the surf was no good that day. Watch out for sudden high waves if you walk along the waters edge, especially in winter.

Stair master with great view. It can get hot so make sure you have water and maybe a shave ice at the end.

road biking
4 months ago

This is our second time riding bikes on this path. The first time was 2 years ago. I can say, it was much nicer this time. They done an awesome job cleaning it up! The homeless are gone and more people are walking, jogging, riding bikes ect.

Great hike for the family! It is moderately difficult because it is all uphill to get to the top, but if taken slow and steady it is for the whole family. Shaded in many spots, hot and sunny in others. Paved, but not even in most of the trail. Would not recommend strollers bc it is uneven and there are 99+ stairs you take to get to the top. The views are breathtaking though! Very heavily trafficked, but the flow goes pretty well and it wasn’t bothersome.

Awesome views and great shrimp trucks!

walking
7 months ago

Really starts at 6th and South, not Starbucks, unless you need a coffee before you walk, lol.

Great to run as it’s a good workout with the hills, but not that interesting to walk around.

love this trail!!! get a good workout in! if you run the trail you can do it in maybe 15-20 minutes maybe less! it gets pretty congested with people though

Fairly easy, entirely paved. The only thing to consider is the fact that there’s no shade and you can climb another extra 99 stairs to the top. Beautiful views, but if not reached very early, it gets hot and crowded. Parking by car $5 or walk-in $1/person. Drop off at entrance is also possible.

hiking
8 months ago

This walk circumnavigates the Diamond Head Crater. There are several cool views and 2 beaches that are worth checking out. Good for a afternoon leg stretch.

road biking
9 months ago

Excellent ride! Safe, scenic, and fun. A must to do again.

road biking
9 months ago

What a workout! The views certainly take away any agony endured given the elevation changes. A must if fitness and views fit you!

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