Best Hawaiian Island for Hiking: Discover Your Dream Trail

Introduction

Hiking in Hawaii offers a paradise of adventure, where every trail leads to breathtaking views, lush greenery, and unforgettable experiences. Each island has its unique charm, but which genuinely stands out for hikers? In this guide to the best Hawaiian islands for hiking, we’ll explore what makes these islands a dream destination for outdoor enthusiasts. Let’s find your perfect trail!

The Best Hawaiian Island for Hiking in Oahu

Oahu isn’t just Hawaii’s most populated island—it’s also a hiker’s dream. While home to over 953,000 residents (dwarfing the Big Island’s 186,000), you’d never know it on the trail. Leave behind heavy traffic, packed beaches, and Waikiki’s 72,000 daily visitors, and you’ll discover lush jungles, jaw-dropping views, and thrilling ridgeline paths.

What sets Oahu apart isn’t just the sheer number of trails but their quality. Most top hikes here stretch under three miles and take only a few hours, making it easy to fit unforgettable adventures into your vacation.

Kauai does offer the world-class Na Pali Coast trail, but its 22-mile length, challenging terrain, and frequent rain mean it’s reserved for seasoned hikers. For everyone else, Oahu remains the top choice for approachable, awe-inspiring island hikes.

10 Reasons Why the Best Hawaiian Island for Hiking in Oahu

Oahu is often hailed as the ultimate destination for hiking enthusiasts and for a good reason. Here are ten compelling reasons it deserves the top spot among Hawaii’s islands for hiking adventures.

Once convinced, dive into the list of eleven must-try Oahu hikes, ranked from easiest to most challenging, to plan your next outdoor adventure.

Quantity of Hikes

Oahu boasts over 50 popular hiking trails, with countless hidden gems waiting to be discovered—far surpassing the variety of trails on other Hawaiian islands. While the Big Island offers 300 miles of trails, Oahu stands out for its diversity and uniqueness.

Shaped by two massive shield volcanoes that eroded into parallel mountain ranges, Oahu’s terrain is rich with hiking opportunities. The volcanic landscape provides unparalleled exploration trails, from craters and cinder cones to lush ridges.

Quality of Hikes

The hiking experience on Oahu is unmatched, offering trails that cater to every skill level and preference. For residents and visitors alike, the island’s trails always impress.

Hikers can start on the leeward side in arid, desert-like sea-level conditions and ascend into a rainforest within an hour—a testament to Oahu’s microclimates and diverse ecosystems. Another highlight is Oahu’s year-round waterfall hikes. Unlike other islands, where waterfalls may dry in the summer, Oahu’s trails often lead to consistently flowing cascades, adding a magical touch to any trek.

Island Views

Oahu’s hiking trails are renowned for their breathtaking views, designed to showcase the island’s stunning landscapes. Whether you prefer a gentle climb, a steep ascent, or a stair-filled challenge, there’s a trail for every skill level offering incredible vistas.

One standout is the iconic Diamond Head Hike, where the viewing platform rewards hikers with panoramic views of Waikiki Beach and Honolulu. For a more serene experience, seek out one of Oahu’s historic pillboxes, remnants of WWII lookout posts. These spots are perfect for sunrise or sunset, offering picture-perfect backdrops and a chance to reflect amidst the island’s beauty.

Waterfall Hikes

Oahu offers many waterfall hikes, from family-friendly trails near resort areas to advanced paths leading to hidden cascades and cliff-jumping spots. These hikes are perfect for those seeking adventure, relaxation, or the ultimate reward: a refreshing swim in a pristine waterfall pool.

Like the author, swimming in a waterfall epitomizes a perfect day for many. However, it’s worth noting that some waterfalls may dry up during the summer, so checking recent trail updates on platforms like AllTrails is always a good idea.

Beginner to Advanced Hiking

Oahu’s trails cater to hikers of all skill levels, making it an ideal destination for families and thrill-seekers. Plenty of safe and enjoyable trails exist for beginners or families with young children. Trails can be tackled with toddlers in carriers, strollers, or walking alongside you, ensuring a fun and inclusive outdoor experience.

However, for advanced hikers, Oahu offers some of the most thrilling and challenging trails, like the infamous Pali Notches near Honolulu. This trail tests even seasoned hikers with rocky, slippery paths and ridgeline sections that drop steeply on both sides. To add to the adrenaline, strong gusts of wind have been known to make this already daunting trail even more difficult.

Whether you’re looking for a family-friendly adventure or a daring challenge, Oahu delivers.

Short Hikes, Long Hikes, and Loop Trails

Oahu truly has it all when it comes to hiking options. Whether you are seeking a quick 30-minute trek suitable for the whole family or a heart-pounding challenge for your ultra-fit adventure buddy, Oahu’s diverse trail network delivers.

From short, scenic strolls to all-day excursions and captivating loop trails, the island ensures a hike for every preference, fitness level, and schedule. With such variety, it’s nearly impossible not to find a trail you’ll fall in love with.

Well-Maintained Trails

Oahu’s hiking trails stand out for their excellent upkeep, thanks to the dedication of local volunteers. These trail stewards work tirelessly, hauling tools up mountains to repair muddy paths and ensure safe passage for all hikers.

One unique feature of Oahu trails is the climbing ropes. Strategically placed along challenging sections, these sturdy nylon ropes help hikers easily navigate boulders and slippery areas. Additionally, many trails include thoughtfully constructed stairs and footbridges, even in remote locations at the top of peaks.

Oahu’s trail maintenance community is unmatched, making the hiking experience safer and more enjoyable for adventurers of all levels.

Well-Documented Trails

Hiking on Oahu is made easy thanks to the wealth of guidebooks, websites, and posted signs that provide detailed information about trails. Unlike other destinations where finding the trailhead can be frustrating, Oahu’s trails are well-marked and supported by excellent resources.

Even Google Maps excels in mapping Oahu’s hiking trails, a benefit of the island’s larger population contributing accurate trail data. With so many reliable online and offline sources, navigating Oahu’s hikes becomes a stress-free part of your adventure.

Trails Conveniently Located Near Resorts

Some of the best hiking trails on Oahu are conveniently located near popular areas like Honolulu, Ko Olina, Kailua, and Haleiwa Town on the North Shore. You can dedicate an entire day to hiking or easily incorporate a trail into your North Shore itinerary.

The Pali Highway, which connects Honolulu to Kailua and Kaneohe, is lined with scenic trails worth exploring.

Planning a day at the stunning white-sand Lanikai Beach in Kailua? Check out the Lanikai Pillbox Hike (Kaiwa Ridge Trail). Arrive early to catch the sunrise, then treat yourself to a delicious breakfast at Boots and Kimo’s in Kailua. You’ll thank me later!

From Bustling City to Peaceful Solitude

Honolulu and Waikiki are lively and exciting but can get crowded. Luckily, you’re just a 20-minute drive away from tranquillity. Oahu is a hiker’s paradise, offering trails near the city. Iconic spots like Diamond Head, Manoa Falls, and trails along the Pali Highway are all just a short drive from Honolulu.

Take a break from the hustle and bustle and soak in the serenity of Oahu’s hiking trails. They’re the perfect escape to recharge and reconnect with nature!

Best Hikes in Hawaii (Oahu)

Whether you’re a beginner or an experienced hiker, Oahu offers a variety of trails to suit every skill level, with some stunning waterfall hikes included for good measure. Check out the AllTrails link or Google Maps for detailed information about these trails, including directions and what to expect. Happy hiking!

Oahu Hikes Listed from Easiest to Hardest

Waimea Valley Falls offers a leisurely ¾-mile stroll along a paved path that winds through a lush tropical garden, leading you to the breathtaking 45-foot Waimea Falls. While there’s a small admission fee, it’s well worth it for a safe, family-friendly waterfall swim and the opportunity to enjoy cultural activities in the valley. We found it to be a fantastic experience for all ages!

The Makapu’u Lighthouse Trail is an easy, family-friendly hike along a paved road with a gradual 500-foot climb. In just 30 minutes, you’ll reach the summit at Makapu’u Point, where you’ll be treated to picture-perfect views of Koko Crater, Makapu’u Beach, and the stunning windward coast. On clear days, you can even spot the islands of Lanai and Molokai in the distance. This trail, located on the drier side of the island, is perfect for hiking with kids while enjoying breathtaking vistas!

Diamond Head Crater is Oahu’s iconic hike and a favourite among visitors and locals. Conveniently located near Waikiki, it’s the perfect way to shake off jet lag and enjoy fresh air. This trail is accessible for toddlers and seniors, making it a fantastic family-friendly option.

The Maunawili Falls Trail is an easy 1.5-mile hike leading to a picturesque 20-foot waterfall with a refreshing swimming hole at the base. For thrill-seekers, jumping off the falls into the pool below adds an extra element of fun (continuously swim at your own risk). While the trail can get muddy, it’s still a manageable hike and a fantastic way to experience a classic Hawaiian waterfall. Perfect for adventure and nature lovers alike!

The Ehukai Pillbox Hike, also known as the Sunset Pillbox Hike, offers breathtaking views with fewer crowds than the Pink Pillbox on the west side of the Lanikai Pillbox above Lanikai Beach. This moderate trail starts with a steep climb but rewards you with stunning vistas at the top.

Manoa Falls Hike, Just a short drive from Waikiki, the Manoa Falls Hike takes you into the heart of the lush Manoa Valley. After an hour-long trek through vibrant jungle landscapes, you’ll be rewarded with a stunning 150-foot waterfall. You can refuel after your adventure with a snack shack at the trailhead. This is the closest and one of the best waterfall hikes near Waikiki, making it a must-visit for nature enthusiasts!

Kaena Point Hike is a peaceful getaway at Oahu’s westernmost tip. This dry-side trail offers stunning shoreline views, remnants of old railroad tracks, and abandoned cars. Please bring water, as it gets hot, and enjoy the untouched beauty away from the crowds of Waikiki!

The Koko Crater Tramway Trail is one of Oahu’s most intense hikes, but it’s a favourite for a reason. Climb 1,048 steps along an old railroad track to reach breathtaking views of Hanauma Bay and Oahu’s east coast. It’s a physical challenge that will leave you feeling accomplished—and the views make it all worthwhile!

The Ka’au Crater Hike offers a true adventure, taking you to the top of a volcanic crater that few explore compared to Diamond Head. This challenging 3-4 hour jungle trail features stairs, waterfall swims, and even waterfall climbs, all in a setting straight out of Jurassic Park. The stunning view inside the crater makes every step worth it!

The Wiliwilinui Ridge Trail is an unforgettable 4.5-mile out-and-back hike. Expect muddy, slippery paths, rope climbs, and stairs carved into the terrain as you ascend the ridge. Along the way, you’ll be rewarded with sweeping views of Waikiki on one side and the vast Pacific Ocean on the other. Few tourists know about this trail, so arrive early to secure a gate pass from the security guard, as the trailhead is located in a private estate. This challenging hike is a must for those seeking a unique Oahu adventure!

Olomana Trail is my favourite hike on Oahu and one of the most dangerous. With sharp ridge lines and sudden drops, this trail demands full attention and is best tackled on a dry day. Not for the faint of heart, it offers incredible views from the first peak. Feel free to go beyond the first while the trail continues across three peaks. Prioritize safety and enjoy the breathtaking scenery along the way!

Other Hawaiian Islands with Good Hiking

The competition is tough when deciding which Hawaiian island offers the best hiking, but after considering all the factors, Oahu takes the top spot. Still, the other three islands bring unique hiking experiences to the table. Here’s how they stack up against Oahu for the best hiking in Hawaii.

Hiking on Kauai

Kauai may have fewer trails than Oahu, but it more than makes up for it with quality. Known as the “Grand Canyon of the Pacific,” Waimea Canyon offers numerous trails through its stunning state park. The island’s most famous and challenging hike is the Na Pali Coast Trail, a 22-mile round-trip trek my friends and I completed in 36 hours.

The journey to the lush Kalalau Valley—Hawaii’s most remote valley—is an unforgettable experience. We swam in the valley’s stream, explored a hidden beach cove, showered in a beachside waterfall, slept under the stars, and hiked back just in time for our flight. While a permit is now required, this once-in-a-lifetime adventure is worth the effort!

Hiking on the Island of Hawai’i Hawai’i

Hawaiʻi Island, known as the Big Island, is a paradise for outdoor enthusiasts, boasting over 300 miles of hiking trails. With its low population density, extensive coastline, five volcanoes, and representation of eight of the thirteen global climate zones, the Big Island offers diverse hiking experiences.

Hiking on Maui

Maui is a place Erica and I hold dear, but when it comes to hiking, it falls short compared to Oahu. While Maui offers jungle trails, coastal paths, and stunning routes in Haleakala National Park, it lacks the abundance, views, and waterfalls that make Oahu’s trails stand out.

Still, don’t be discouraged. Maui’s hikes are impressive by any standard, especially compared to mainland options. After all, this is Hawaii, where every trail feels special.

Here are our favourite trails on Maui:

• Waihee Ridge Trail
• Twin Falls Hike
• Waihou Spring Trail
• Haleakala National Park – Pipiwai Trail and Waimoku Falls
• Haleakala National Park – Sliding Sands Trail

Conclusion

Hawaii is a paradise for hikers, offering trails that cater to every preference and skill level. Oahu stands out for its iconic ridge hikes with sweeping views, while Maui boasts lush rainforest paths and coastal beauty. Kauai’s dramatic cliffs and cascading waterfalls captivate nature lovers, and the Big Island offers one-of-a-kind volcanic landscapes for adventurous spirits.

Choosing the best Hawaiian island for hiking depends on what excites you most. Whether stunning vistas, diverse ecosystems, or unique terrains, Hawaii’s trails promise unforgettable experiences. No matter which island you explore, you’ll be rewarded with breathtaking scenery and a deeper connection to the islands’ natural beauty. So grab your hiking boots and start your adventure!

FAQs: Best Hawaiian Island for Hiking