16 Best Hikes on Oahu for 2023

Oahu stands as the third-largest island in the Hawaiian archipelago. While it’s renowned as the political and economic heartbeat of the state, with the vibrant city of Honolulu at its core, there’s far more to Oahu than its urban landscapes. Beyond the city limits, the island unfurls into a paradise for nature enthusiasts, showcasing a diverse tapestry of terrains. From the verdant embrace of lush rainforests, cascading waterfalls, and serene valleys to the dramatic cliffs offering panoramic vistas of the Pacific, Oahu’s hiking trails are a testament to its natural splendor. For those eager to explore this island’s multifaceted beauty on foot, here are the 16 best hikes on Oahu that promise unforgettable experiences.

1. Diamond Head (Le’ahi) Summit Trail

• Distance: 1.6 miles round trip
• Difficulty: Moderate
• Description: A popular hike offering panoramic views of Honolulu and the Pacific Ocean. The trail includes a series of stairs and tunnels.

Diamond Head, locally known as Le’ahi, is one of Oahu’s most iconic landmarks. Nestled on the coast of Honolulu, this dormant volcanic crater offers a hike that is a must-do for both residents and visitors alike. Spanning 1.6 miles round trip, the trail is classified as moderate in difficulty but the rewards are immense.

As you ascend, the path introduces a series of stairs and tunnels, adding a touch of adventure to the journey. Once at the summit, hikers are treated to a panoramic vista that encapsulates the cityscape of Honolulu, the vast Pacific Ocean, and the surrounding Hawaiian landscape. The view from the top is a testament to nature’s grandeur, juxtaposed beautifully with urban charm.

While the hike is popular and can be crowded at times, the breathtaking views from the summit make the journey worth every step. Whether you’re catching a radiant Hawaiian sunrise or simply wishing to gaze upon the island’s beauty, the Diamond Head Summit Trail is a testament to Oahu’s natural wonders.

2. Manoa Falls Trail

• Distance: 1.6 miles round trip
• Difficulty: Easy
• Description: A rainforest hike leading to a 150-foot waterfall.

Hidden amidst the verdant valleys of Oahu lies the enchanting Manoa Falls Trail. A relatively short but captivating journey, this 1.6-mile round trip hike is an easy escapade, making it perfect for families and individuals of all ages.

The trail weaves its way through a lush Hawaiian rainforest, with every step introducing hikers to a symphony of nature’s sounds, from the rustling of giant ferns to the melodies of native birds. The path can be muddy at times, hinting at the rainforest’s ever-present moisture and the frequent showers that grace the area.

The crescendo of this hike is the mesmerizing Manoa Falls itself. Standing at 150 feet tall, this waterfall cascades gracefully, creating a serene pool at its base. The sight of the water tumbling from such a height, surrounded by the vibrant green foliage, offers a moment of tranquility and awe.

Beyond its natural beauty, Manoa Falls Trail is a gentle reminder of the diverse ecosystems present on Oahu. While the island is renowned for its beaches and surf spots, this hike provides a refreshing detour into the heart of the island’s rainforest charm.

3. Lanikai Pillbox Hike

• Distance: 1.8 miles round trip
• Difficulty: Moderate
• Description: Offers breathtaking views of the Lanikai Beach and the Mokulua Islands.

Perched above the pristine shores of Lanikai Beach, the Lanikai Pillbox Hike, also known as the Kaiwa Ridge Trail, is a journey through history and breathtaking vistas. Spanning a moderate 1.8 miles round trip, this hike offers a delightful blend of natural beauty and remnants of the past.

As hikers ascend the ridge, they are greeted by the sight of the famed “pillboxes.” These old military bunkers, relics from World War II, stand as silent sentinels, adding a touch of historical intrigue to the landscape. While the pillboxes themselves beckon with stories of yesteryears, it’s the panoramic views they offer that truly captivate the soul.

From atop the ridge, one can soak in unparalleled views of the cerulean waters of Lanikai Beach, the twin Mokulua Islands jutting out from the sea, and the expansive tapestry of Oahu’s windward coast. The turquoise waves, contrasted against the powdery white sands and deep greens of the island, paint a picture that seems almost too idyllic to be real.

Perfect for sunrise enthusiasts, the Lanikai Pillbox Hike is a favorite among those looking to start their day enveloped in nature’s splendor. Whether you’re a history buff, a photography lover, or someone in search of Oahu’s best vistas, the Lanikai Pillbox Hike promises an experience that lingers long after the descent.

4. Koko Crater Railway Trail

• Distance: 1.8 miles round trip
• Difficulty: Challenging
• Description: A steep climb up old railway tracks leading to a summit with panoramic views.

Koko Crater, with its distinctive silhouette, casts an imposing shadow over the eastern shores of Oahu. Its most famous trail, the Koko Crater Railway Trail, is a challenging climb that beckons the brave-hearted. Spanning a distance of 1.8 miles round trip, this hike is not for the faint of heart but rewards those who conquer it with unparalleled vistas.

The trail’s unique character is defined by its series of old railway ties, originally used during World War II to transport cargo and supplies to the summit. Now, these tracks serve as the pathway for intrepid hikers, with over 1,000 steps leading straight to the top. As one ascends, each step becomes a testament to endurance and determination.

Reaching the summit is a euphoric achievement, and the reward is a 360-degree panorama of Oahu’s beauty. From the deep blue waters of Hanauma Bay to the sprawling cityscape of Honolulu, the views are a visual feast. The verdant landscapes of the island unfurl below, and on a clear day, one might even catch a glimpse of the neighboring islands in the distance.

While the Koko Crater Railway Trail is undeniably demanding, the sense of accomplishment, combined with the breathtaking scenery, makes it a memorable adventure. For those seeking a challenge with a view, this trail is a must-visit on Oahu.

5. Makapu’u Lighthouse Trail

• Distance: 2 miles round trip
• Difficulty: Easy
• Description: A paved trail offering views of the Makapu’u Lighthouse and whale watching during the winter months.

Nestled on Oahu’s southeastern tip lies the Makapu’u Lighthouse Trail, a beacon for hikers seeking unparalleled coastal views. This 2-mile round trip journey, while relatively easy, delivers a visual spectacle that captures the essence of Hawaii’s majestic shoreline.

The trail, paved and well-maintained, gently winds its way up the slopes of Makapu’u Point. As one progresses, the expansive Pacific Ocean unfolds to the right, its vastness only interrupted by the rugged cliffs and deep blue waves crashing against them. Each turn and bend offers a new perspective, with the horizon stretching as far as the eye can see.

One of the trail’s highlights is the historic Makapu’u Lighthouse, standing tall since 1909. Its iconic red-capped structure is a picturesque sight against the backdrop of the azure waters. While the lighthouse itself is off-limits to the public, its presence adds a touch of nostalgia to the scenic landscape.

During the winter months, the trail offers an added bonus: the chance to spot humpback whales. These magnificent creatures migrate to Hawaii’s warm waters, and the elevated vantage point of the trail provides an excellent opportunity for whale watching.

The Makapu’u Lighthouse Trail is more than just a hike; it’s a serene escape that showcases the raw beauty of Oahu’s coastline. Whether you’re a seasoned hiker or someone looking for a leisurely stroll, this trail promises an experience filled with awe and wonder.

6. Olomana Three Peaks Trail

• Distance: 4.5 miles round trip
• Difficulty: Challenging
• Description: A demanding hike across three mountain peaks with stunning vistas.

Rising dramatically from Oahu’s windward side, the Olomana Three Peaks Trail is a challenge and a thrill for those who dare to conquer its heights. This 4.5-mile round trip expedition is not just a hike—it’s an odyssey through three distinct peaks, each with its own set of rewards and challenges.

Starting with the first peak, Olomana, hikers are introduced to the rugged terrain and steep inclines that define the trail. While challenging, reaching the summit of the first peak provides a sense of accomplishment and panoramic views that set the tone for the adventure ahead.

The journey to the second peak, Paku’i, is considered by many to be the most demanding part of the hike. Rope sections and near-vertical ascents test the mettle of even experienced hikers. But, as is often the case, the harder the climb, the sweeter the reward. From Paku’i, one can gaze upon the entirety of the Olomana range and the vast Pacific beyond.

The third and final peak, Ahiki, is slightly less daunting but still requires a good measure of caution. Standing atop Ahiki, one feels a sense of completion, having traversed one of Oahu’s most iconic and challenging trails.

Beyond the physical demands, the Olomana Three Peaks Trail offers sights of sheer cliffs, lush vegetation, and bird’s-eye views of the windward coast, Kailua, and even the distant shores of Waimanalo.

7. Waimano Falls and Pools

• Distance: 3 miles round trip
• Difficulty: Moderate
• Description: A forested trail leading to a waterfall and refreshing pools.

Tucked away in the heart of Oahu’s lush landscapes, the Waimano Falls and Pools trail invites explorers on a 3-mile round trip adventure that is as rejuvenating as it is picturesque. A blend of verdant forests and the soothing sounds of flowing water, this moderate hike offers a delightful retreat from the island’s bustling urban life.

The trail meanders through a tapestry of tropical flora, where every footstep is cushioned by the soft forest floor and the canopy above plays host to a chorus of avian melodies. The air, rich with the scent of wet earth and blossoming flowers, carries a hint of the awaiting treasure—Waimano Falls.

Upon reaching the falls, hikers are greeted by the gentle cascade of water that flows into a series of clear, refreshing pools. These natural basins, surrounded by rocks and overhanging foliage, offer a perfect spot to take a dip and cool off. The tranquility of the pools, coupled with the gentle hum of the waterfall, creates an atmosphere of pure relaxation.

But the beauty of the Waimano Falls and Pools trail isn’t limited to its final destination. The journey itself, with its scenic overlooks and pockets of sunlight filtering through the trees, is a testament to Oahu’s diverse ecosystems and natural splendor.

For those seeking a combination of a forested walk and a refreshing swim, the Waimano Falls and Pools trail is a gem waiting to be discovered. It’s a reminder that, sometimes, the best adventures are those that lead us to the soothing embrace of nature.

8. Crouching Lion Hike

• Distance: 1.5 miles round trip
• Difficulty: Moderate
• Description: Offers views of Kahana Bay and the windward coast.

The trail’s name, Crouching Lion, is inspired by the rock formation at the summit that bears a striking resemblance to a lion lying in repose. As one ascends the path, the dense foliage offers glimpses of the expansive Pacific and the crescent-shaped Kahana Bay below. The trail itself, with its occasional steep sections and roots crisscrossing the path, provides just the right touch of adventure to the hike.

Reaching the peak is akin to stepping into a panoramic painting. The views stretch from the windward coast’s sandy shores to the verdant valleys and peaks of the Ko’olau Mountains. The gentle breezes, carrying a hint of salt from the ocean, dance through the trees and playfully tug at the hair and clothes of hikers.

But it’s not just the vistas that captivate those who venture the Crouching Lion Hike. The trail itself is a sensory experience— the rustling of leaves, the distant call of seabirds, and the subtle fragrances of the forest combine to create a meditative atmosphere.

9. Ehukai Pillbox Hike

• Distance: 2 miles round trip
• Difficulty: Moderate
• Description: A trail showcasing views of the North Shore and Sunset Beach.

On the fabled North Shore of Oahu, where waves challenge legends and sunsets paint the skies, lies the Ehukai Pillbox Hike. This 2-mile round trip trail offers a moderate trek into the island’s history and some of its most spectacular coastal views.

The trail begins with a gradual incline, winding through a blend of ironwood trees and local vegetation. As hikers ascend, they are treated to intermittent views of the expansive Pacific, hinting at the grandeur awaiting at the summit.

The term “pillbox” harks back to World War II, referencing the military bunkers that dot Oahu’s landscapes. Upon reaching the pillboxes on this hike, visitors are not only stepping into a piece of history but also one of the best vantage points on the island. From here, the entirety of the North Shore stretches out, with its famous beaches like Sunset Beach and the Banzai Pipeline clearly visible. On a clear day, the outline of Kaena Point, Oahu’s westernmost tip, can also be discerned in the distance.

But it’s not just the panoramic ocean views that captivate. Turning inland, the verdant Waianae mountain range rises majestically, creating a stunning contrast to the blue waters.

10. Aiea Loop Trail

• Distance: 4.8 miles loop
• Difficulty: Moderate
• Description: A forested trail with views of Pearl Harbor and the south coast.

Woven through the lush interior of Oahu, the Aiea Loop Trail offers a serene escape into the island’s abundant greenery. Spanning 4.8 miles in a circular route, this moderate trail invites hikers on a journey of discovery, where every turn reveals a new facet of the island’s diverse ecosystems.

As one embarks on the trail, the dense canopy above forms a natural umbrella, filtering sunlight into dappled patterns on the forest floor below. The path meanders through groves of native trees, from lemon eucalyptus with their distinctive scent to the towering Norfolk pines that punctuate the skyline.

But the beauty of the Aiea Loop Trail isn’t just in its flora. Strategically placed viewpoints along the route offer breathtaking panoramas of the southern coast of Oahu. On clear days, the distant silhouette of Diamond Head, Honolulu’s iconic landmark, can be seen, and the shimmering waters of Pearl Harbor glisten below, rich with history and significance.

The trail also holds its own historical secrets. Hikers might stumble upon remnants of a downed B-24 bomber from World War II, a poignant reminder of the island’s role in global events.

11. Maunawili Falls Trail

• Distance: 3 miles round trip
• Difficulty: Moderate
• Description: A muddy trail leading to a waterfall where you can take a refreshing dip.

From the outset, the Maunawili Falls Trail sets the tone with its rich tapestry of flora. Ferns, tall trees, and the occasional bright bloom create a canopy of green, with the symphony of chirping birds and the distant murmur of water completing the rainforest experience. The path, often muddy due to the frequent showers in the area, adds a touch of adventure, making each step a blend of anticipation and care.

As hikers delve deeper into the forest, the trail occasionally opens up to offer glimpses of the majestic Ko’olau Mountains, their ridges and valleys forming a dramatic backdrop to the journey. Streams crisscross the path, their cool waters inviting a momentary respite before the final push towards the trail’s pièce de résistance.

Upon reaching Maunawili Falls, the sight of the cascading water set against the backdrop of dense foliage is a sight to behold. The waterfall, with its refreshing pool at the base, invites visitors for a swim, or for the more adventurous, a leap from its ledges.

The Maunawili Falls Trail is not just about its destination; it’s about the journey through one of Oahu’s lush landscapes, where nature’s beauty is in full display at every turn. For those seeking a blend of hiking and the tranquil charm of a waterfall, this trail is a must-explore gem on the island.

12. Pu’u Ma’eli’eli Digging Hill

• Distance: 2.5 miles round trip
• Difficulty: Moderate
• Description: Offers views of Kaneohe Bay and the Ko’olau Mountains.

Perched along the windward coast of Oahu, the Pu’u Ma’eli’eli Digging Hill trail offers a unique blend of historical intrigue and natural beauty. This 2.5-mile round trip journey, of moderate difficulty, unfolds as a narrative of the island’s past, intertwined with panoramic vistas that captivate the soul.

The trail’s intriguing name, “Digging Hill,” harks back to World War II, referencing the dugouts and bunkers that were carved into the hillside during this tumultuous period. These remnants of history, now reclaimed by nature, serve as silent witnesses to the events of yesteryears, adding depth to the hiker’s experience.

As one ascends the path, the dense canopy intermittently gives way to breathtaking views. Kaneohe Bay, with its shimmering turquoise waters, stretches out expansively to the right, while the jagged peaks of the Ko’olau Mountains rise dramatically to the left. The trail, with its gentle inclines and occasional rocky patches, keeps the adventurer engaged, while the unfolding vistas provide a visual treat.

Reaching the summit of Pu’u Ma’eli’eli Digging Hill is a moment of triumph and reflection. From this vantage point, the entirety of Oahu’s windward coast unfurls, from the sandy shores to the deep valleys and everything in between.

13. Ka’au Crater Hike

• Distance: 5 miles round trip
• Difficulty: Challenging
• Description: A demanding hike past three waterfalls leading to the crater’s summit.

The journey begins with the soothing sounds of flowing water, as hikers are introduced to a series of waterfalls. Each cascade, more enchanting than the last, offers a refreshing mist and the chance to marvel at nature’s artistry. The trail, often damp and adorned with moss-covered rocks, requires careful navigation but rewards with intimate moments by these waterfalls.

As the ascent continues, the terrain shifts from dense rainforest to the open ridges of the Ka’au Crater. Here, the panorama expands dramatically, showcasing the vast expanse of the crater’s interior, the distant cityscape of Honolulu, and the boundless Pacific Ocean. The sight of the crater, with its serene water body at the center, juxtaposed against the rugged mountain walls, is a visual feast.

The Ka’au Crater Hike is more than just a path through Oahu’s landscapes; it’s an immersion into the island’s diverse ecosystems. From the gentle caress of waterfall droplets to the cool breezes at the summit, every element of this hike engages the senses.

For those seeking an adventure that challenges the body and uplifts the spirit, the Ka’au Crater Hike stands as a testament to Oahu’s untamed beauty. It’s a journey that intertwines the thrill of discovery with moments of awe, leaving hikers with memories that linger long after their boots have dried.

14. Kealia Trail

• Distance: 7.6 miles round trip
• Difficulty: Moderate
• Description: A series of switchbacks offering views of the northwestern coast.

High above Oahu’s northwestern shores, the Kealia Trail unfolds as a 7.6-mile round trip journey that mesmerizes with its sweeping coastal views and series of switchbacks. This moderate trek, while demanding at times, offers a bird’s-eye perspective of the island’s rugged beauty and vast oceanic expanse.

The trail commences at Dillingham Airfield, gradually introducing hikers to its characteristic switchbacks. As one zigzags up the mountainside, each turn presents a new vista, with the deep blues of the Pacific meeting the earthy tones of Oahu’s landscapes. The rhythmic pattern of ascent, combined with the ever-changing views, creates a meditative hiking experience.

As the trail progresses, the dense shrubbery gives way to patches of ironwood and native trees, their canopies providing intermittent shade and a respite from the tropical sun. Here, the sounds of native birds punctuate the silence, adding an auditory layer to the visual spectacle.

Reaching the trail’s highest points, hikers are treated to panoramic views of the northwestern coast. From the pristine beaches to the distant valleys and ridges, the entirety of Oahu’s diverse topography can be appreciated. On clear days, one might even spot the neighboring islands on the horizon.

The Kealia Trail is more than a pathway to scenic overlooks; it’s a journey that challenges and rewards in equal measure. With every step and switchback, hikers are reminded of the raw beauty of Oahu and the ever-present dance between land and sea. For those looking to elevate their hiking experience, both literally and metaphorically, the Kealia Trail promises an adventure that resonates with the heartbeat of the island.

15. Tantalus-Round Top Drive

• Distance: Varies
• Difficulty: Easy to moderate
• Description: A network of trails through a rainforest with views of Honolulu.

Winding through the hills above bustling Honolulu, the Tantalus-Round Top Drive offers a serene escape that showcases Oahu’s urban and natural landscapes in harmonious juxtaposition. This network of trails, varying in length and difficulty, provides a unique vantage point where city lights merge with the verdant splendor of a tropical rainforest.

From the onset, the drive itself is a visual treat. The road, flanked by dense foliage and towering trees, zigzags through the mountains, with each bend offering a new perspective. Overlook points dot the route, allowing travelers to pause and soak in panoramic views. From these heights, Honolulu sprawls out below, its cityscape contrasting beautifully with the deep blue of the Pacific and the lush green of the surrounding hills.

For those looking to stretch their legs, the Tantalus-Round Top Drive is more than just a scenic route. A myriad of trails branch off from the main road, each leading into the heart of the rainforest. The air here is cooler, filled with the scent of damp earth and the melodies of native birds. These paths offer a deeper connection to Oahu’s natural beauty, from the rustle of leaves underfoot to the distant echo of a waterfall.

Whether by car or on foot, the Tantalus-Round Top Drive is a journey of contrasts. It’s a reminder of the delicate balance between urban development and nature’s sanctuaries. For those seeking a brief escape from city life or a deeper dive into Oahu’s vibrant ecosystems, this drive and its branching trails offer an experience that captivates and rejuvenates.

16. Hanauma Bay Rim Trail

• Distance: 2 miles round trip
• Difficulty: Easy to moderate
• Description: A trail offering views of Hanauma Bay and the rugged coastline.

Overlooking the iconic Hanauma Bay, the Hanauma Bay Rim Trail is a 2-mile round trip adventure that offers unparalleled views of one of Oahu’s most treasured marine conservation areas. This easy to moderate hike serves as a scenic balcony to the bay’s crescent-shaped embrace, revealing both the vastness of the Pacific and the intricate tapestry of the island’s coastline.

From the trailhead, hikers are immediately introduced to the allure of Hanauma Bay from an elevated perspective. The crystalline waters, varying in shades from turquoise to deep blue, shimmer under the sun, providing a stark contrast to the rugged, volcanic ridges that cradle the bay. Coral formations, visible through the clear waters, hint at the vibrant marine life that calls this bay home.

As the trail progresses, it gently meanders along the coastline, offering alternating views of the bay and the open ocean. Along the path, native plants sway in the ocean breeze, and lookout points invite travelers to pause and soak in the panorama. On clear days, the distant horizon seems to merge with the sky, creating a canvas of endless blue.

Beyond its visual delights, the Hanauma Bay Rim Trail is also a gateway to understanding the region’s geological and conservation significance. The bay itself is a marine embayment formed within a volcanic cone, and its preservation as a conservation area underscores Oahu’s commitment to protecting its natural wonders.

Where Will You Go?

Oahu might be known for its beaches and city life, but its hiking trails are a treasure trove waiting to be explored. Whether you’re a seasoned hiker or a beginner, there’s a trail for everyone on this beautiful island. So lace up your hiking boots, pack your essentials, and set out to discover the natural beauty of Oahu. Happy hiking!