3
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6
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Touring cycling around Maili, located on Oʻahu's leeward coast, offers routes characterized by scenic coastal landscapes and the backdrop of the Waiʻanae Mountain Range. The terrain primarily features open beaches and panoramic ocean views, with routes often utilizing paved surfaces and dedicated cycling infrastructure. Elevation gains are generally moderate, with hills under 200m, providing accessible cycling experiences.
Last updated: May 4, 2026
3
riders
18.9km
01:06
90m
90m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
9.98km
00:35
60m
60m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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4.49km
00:16
10m
10m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
10.2km
00:36
40m
40m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
7.64km
00:28
80m
80m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Maili
Kaneana Cave, otherwise known as Makua Cave, is believed to be 150,000 years old! Hawaiians used to use caves for religious/spiritual purposes. There’s a place within the cave where offerings were made. Since the cave is somewhat small, it provides the perfect break along your road trip to stretch your legs and explore for a bit.
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Whether you want to park your bike and summit this rock overlook, or just admire it from a distance, you'll be rewarded with great views. From the elevated position you can spot sea turtles or other large aquatic species lurking below.
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Mākaha Beach has restrooms, showers, and a lifeguard on duty. This beach is a great place to spot some turtles and see where big wave surfing was pioneered.
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At the top of this trail is a pink pillbox that provides scenic views in real life, and some instagram worthy content. The pillbox provides some of the best views on this side of the island and being that it is west facing, is ideal at sunset.
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Mermaid Cave, or tunnels as it's often called, is a popular tourist destination. To get here, you walk over lava rock and go through an open hole. This cave is best spectated from a distance, but if you do decide to venture in, it is best to do so at low tide. To get out you have to be able to lift your own body weight, so maybe do a few pull-ups in the hotel gym to see if you are up to it!
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Being home to multiple luxury resorts, this island is a haven for tourists. Experiences include sailing expeditions, snorkeling, golf, sunsets, shops, and restaurants to name a few.
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There are 6 touring cycling routes around Maili, all currently rated as easy, making them accessible for various skill levels.
Maili's touring cycling routes primarily feature scenic coastal landscapes with panoramic ocean views and open beaches. The routes often utilize paved surfaces and dedicated cycling infrastructure, including cycle lanes and shared footways. You'll also enjoy views of the majestic Waiʻanae Mountain Range as a backdrop.
Yes, all 6 touring cycling routes in Maili are rated as easy, making them suitable for families. Routes like Ko Olina loop are relatively short and have minimal elevation gain, perfect for a leisurely family ride.
Maili's routes offer access to unique natural and cultural attractions. You can explore the unique sea caves near Ko Olina on the Mermaid Cave via Ko Olina route, or visit the culturally significant Kaneana Cave via the Kaneana Cave via Farrington Highway route. Other notable points of interest in the wider area include Ko Olina Beach and the Puʻu O Hulu Trail (Pink Pillbox Hike).
The west side of Oʻahu, where Maili is located, tends to be sunnier and drier year-round, making it an excellent escape from rain in other parts of the island. This pleasant climate makes it ideal for touring cycling throughout most of the year.
Yes, there are circular options available. For instance, the Ko Olina loop is a shorter circular route, and the Mākaha Beach via Mauna Lahilahi loop offers another option for a round trip.
Elevation gains on Maili's touring cycling routes are generally moderate, with hills typically under 200 meters. This ensures an accessible cycling experience without overly strenuous climbs, suitable for all skill levels.
Touring cyclists often praise Maili for its stunning coastal views, the backdrop of the Waiʻanae Mountain Range, and the generally easy-going nature of its routes. The presence of dedicated cycling infrastructure and the opportunity to explore unique natural attractions like sea caves are also frequently highlighted.
Yes, the Pu‘u O Hulu (Pink Pillbox) via Wai‘anae route leads through coastal areas with views towards the Waiʻanae hills, offering glimpses of this notable landmark.
While all 6 routes in this guide are currently listed as easy, the region offers options for varying fitness levels. Routes like Mākaha Beach via Mauna Lahilahi loop can include some unpaved or more challenging segments for those seeking a greater challenge, though the specific route listed here is easy.


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