10 Best Hiking Trails on Oahu

Hey there hiking enthusiasts and welcome to my post where we will check out my 10 best hiking trails on Oahu. With a variety of trails for all skill levels, Oahu offers some of the best hikes in Hawaii. Whether you’re a seasoned hiker or just starting out, Oahu’s hiking trails offer a chance to explore the island’s diverse landscapes.

From the popular Diamond Head Summit trail to the more challenging Koko Head Crater Stairs, there are plenty of options to choose from. You can also hike through lush rainforests, along scenic coastlines and up towering mountains as well so grab your hiking shoes and get ready to explore the best hiking trails on Oahu.

Best Hiking Trails on Oahu

If you’re looking for some of the most popular hiking trails on Oahu, you have plenty of options to choose from. Here is some of the best hiking Oahu has to offer:

Check out these: Best Hiking Trails in Hawaii

1. Makapu’u Point Lighthouse Trail

Located within the Kaiwi State Scenic Shoreline, the Makapu’u Point Lighthouse Trail offers hikers a scenic journey with panoramic views of Oahu’s southeastern coastline. The trail leads to the historic red-roofed Makapu’u Lighthouse, built in 1909, which stands as a beacon against the deep blue backdrop of the Pacific Ocean.

Along the way, hikers are treated to views of Koko Head, Koko Crate, and offshore islets. During the winter months (November to May), this trail serves as an excellent vantage point for spotting migrating humpback whales as well.

• Trail Length: Approximately 2.0 miles round trip
• Difficulty: Moderate
• Terrain: Characterized by hot, dry slopes
• Elevation Gain: 500 feet
• Unique Features: The trail offers breathtaking views of Oahu’s southeastern coastline, the historic Makapu’u Lighthouse and offshore islets. On clear days, Moloka’i and Lana’i can be spotted in the distance and the trail is also a popular spot for whale watching during the migration season.
• Starting Point: The trailhead is accessible from the Kaiwi State Scenic Shoreline parking area. The trail begins by climbing the western side of the ridge and eventually switches to the eastern side, offering expansive views along the way.
• Tips: The trail tends to be sunny and hot, so it’s advisable to wear a hat, apply sunscreen and carry plenty of water. Binoculars are recommended for whale watching and bird spotting.

The Makapu’u Point Lighthouse Trail is a must-visit for those seeking to experience Oahu’s natural beauty and rich history. Whether you’re an avid hiker or just looking for a leisurely walk with stunning vistas, this trail promises a memorable experience.

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2. Lanikai Pillbox Hike

The Lanikai Pillbox Hike, also known as the Kaiwa Ridge Trail, is a popular trail located on Oahu’s windward side. This relatively short hike offers some of the most breathtaking panoramic views of the azure waters of Lanikai Beach, the Mokulua Islands and the surrounding coastline.

The trail is named after the two World War II-era pillboxes (military bunkers) that you’ll encounter along the ridge.

• Trail Length: Approximately 1.8 miles round trip
• Difficulty: Moderate
• Elevation Gain: Roughly 500 feet
• Terrain: The trail is steep and can be rocky in parts and starts with a series of switchbacks leading up to the ridge.
• Unique Features: The two pillboxes along the trail are the main attractions. They offer a historical perspective and serve as excellent vantage points for taking in the views. The sunrise from this trail is particularly stunning.
• Starting Point: The trailhead is located in a residential area near Lanikai Beach. Parking can be challenging due to its popularity and residential restrictions.
• Tips: It’s advisable to start the hike early in the morning to avoid the midday sun and to find parking more easily. Wearing proper footwear is essential as the trail can be slippery, especially after rain. Also, remember to pack out whatever you bring in to keep the trail clean and pristine.

The Lanikai Pillbox Hike is a must-do for any hiker visiting Oahu as the combination of historical sites and unparalleled scenic views makes it a memorable experience for all.

Check out these: Best Places to Watch the Sunrise In Hawaii

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3. Manoa Falls Trail

Tucked away just a short 15-minute drive from the bustling streets of urban Honolulu, the Manoa Falls Trail offers hikers a serene escape into Oahu’s lush rainforest.

As you navigate this trail, you’ll be surrounded by verdant views, tropical flora and the soothing sounds of nature. The trail culminates at the spectacular Manoa Falls, which cascades 150 feet down a mountainside creating a mesmerizing sight that feels much grander in person.

• Trail Length: Approximately 1.6 miles round trip
• Difficulty: Moderate
• Terrain: The trail winds through a dense tropical rainforest with sections that can be muddy and slippery, especially after rain.
• Unique Features: The highlight of the trail is undoubtedly the Manoa Falls itself. Along the way, hikers can also appreciate the diverse plant life, including large ferns and towering trees and the occasional rainbow that graces the valley.
• Starting Point: The trailhead is easily accessible and is located near the end of Manoa Road. There’s a parking lot available, but it can get crowded during peak hours.
• Tips: It’s advisable to wear sturdy shoes with good grip due to the potentially muddy conditions. Also, bringing insect repellent can be beneficial as the trail is in a rainforest setting. Lastly, for safety reasons, it’s essential to heed warning signs and not to climb or swim near the waterfall.

The Manoa Falls Trail is a testament to Oahu’s diverse landscapes, offering a refreshing break from the island’s beaches and cityscapes. As you embark on this hike, you’ll be treated

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4. Waimea Valley Trail

The Waimea Valley Trail, located on Oahu’s North Shore, offers a serene journey through one of the island’s most culturally rich and botanically diverse valleys with a well-maintained trail that leads hikers to the stunning Waimea Falls, a 45-foot waterfall that cascades into a natural pool.

The valley itself is a botanical garden, home to over 5,000 tropical and subtropical plants, including native and endangered Hawaiian plants.

• Trail Length: Approximately 1.5 miles round trip
• Difficulty: Easy to moderate
• Terrain: The trail is paved and relatively flat, making it accessible for visitors of all ages and fitness levels.
• Unique Features: Apart from the Waimea Falls, the valley offers various cultural sites including ancient Hawaiian living sites and heiau (temples). The botanical garden showcases plants from around the world with a particular emphasis on Polynesian-introduced plants.
• Starting Point: The trailhead is located within the Waimea Valley, which has an entrance fee since it’s a managed park and botanical garden.
• Tips: Swimming is allowed at the base of Waimea Falls, but it’s supervised and life jackets are mandatory (provided on-site)- its a good swim too!. It’s recommended to explore the botanical gardens and participate in any cultural demonstrations or activities offered.

The Waimea Valley Trail is more than just a hike; it’s an opportunity to immerse oneself in Hawaiian culture and nature. The valley’s combination of natural beauty, cultural sites and botanical wonders makes it a must-visit destination on Oahu.

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5. Hālawa Valley Trail

The Hālawa Valley Trail on Molokai offers a journey into one of the island’s most historic and culturally significant valleys and leads hikers to the majestic Moaʻula and Hipuapua waterfalls, both of which cascade down the valley’s steep cliffs.

The trail is not just a hike but a cultural experience as the valley is home to ancient Hawaiian heiau (temples) and taro patches as well.

• Trail Length: Approximately 3.5 miles round trip
• Difficulty: Moderate
• Terrain: The trail meanders through dense tropical vegetation, crossing streams and offering views of the valley’s steep cliffs.
• Unique Features: The trail provides access to the Moaʻula and Hipuapua waterfalls. Along the way, hikers can witness ancient terraces where Hawaiians once cultivated taro, a staple food and the valley is also home to several heiau, which are sacred sites for native Hawaiians.
• Starting Point: The trailhead is located near the end of the road in Hālawa Valley.
• Tips: It’s recommended to take a guided tour, as local guides can provide insights into the valley’s history, culture, and significance. Also, be prepared for stream crossings and potentially muddy conditions, especially after rain.

The Hālawa Valley Trail offers a blend of natural beauty and cultural significance. As you embark on this hike, you’ll gain a deeper appreciation for Molokai’s rich history and the importance of preserving its cultural heritage.

Book your hiking trip to Oahu here!

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6. Diamond Head Crater (Lēʻahi) Summit Trail, Oahu

If you are lookin for the best hikes in Honolulu Hawaii, the Diamond Head Crater, also known as Lēʻahi, offers a trail that leads to its summit. Here, hikers are provided with a glimpse into both the geological and military history of this iconic volcanic crater. Originally constructed in 1908 as part of Oʻahu’s coastal defense system, the trail reveals remnants of its past including bunkers and a navigational lighthouse.

As hikers ascend, they are met with switchbacks, steep stairs and even a lighted tunnel and upon reaching the summit, they are rewarded with breathtaking views of the southeastern Oʻahu shoreline, stretching from Koko Head to Wai’anae. During the winter months, the added spectacle of passing humpback whales can be observed.

• Trail Length: 1.6 miles (round trip)
• Duration: Approximately 2 hours
• Difficulty: Moderate
• Terrain: Characterized by hot, dry slopes
• Elevation Gain: 560 feet
• Unique Features: The trail includes many switchbacks, steep stairs, a lighted 225-foot tunnel, bunkers on the crater rim and a navigational lighthouse from 1917.
• Views: Panoramic views of the southeastern Oʻahu shoreline with potential sightings of humpback whales during the winter.

This trail offers a unique blend of natural beauty, history, and physical challenge, making it a must-visit for both residents and visitors to Oʻahu. Whether you’re a seasoned hiker or just looking for a memorable adventure, the Diamond Head Summit Trail promises an experience like no other. This is one I can atest to as a really great experience in Hawaii – and best of all, the hop on, hop off bus drops you at the gate too!

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7. Windward Coast Lookouts

The Windward Coast of Oahu offers some of the most breathtaking views on the island. Stretching from Kahuku to Waimanalo, this coastline is characterized by its rugged cliffs, turquoise waters and lush greenery. And as the trail name suggests, several lookouts along the coast provide panoramic vistas that capture the essence of Oahu’s natural beauty.

• Main Lookouts:
  • Nu’uanu Pali Lookout: Offers sweeping views of the Windward Coast, Kaneohe and Kailua. It’s also a historic site where the Battle of Nu’uanu took place.
  • Lanikai Pillbox Lookout: Located atop the Kaiwa Ridge, this lookout offers views of the Mokulua Islands and Lanikai Beach.
  • Makapu’u Point Lookout: Provides vistas of the southeastern coastline, Rabbit Island, and, during the winter months, is a great spot for whale watching.
• Accessibility: Most of the lookouts are easily accessible by car, with parking areas and paved paths leading to the viewing points.
• Unique Features: Apart from the stunning coastal views, these lookouts often have historical or cultural significance. For instance, the Nu’uanu Pali Lookout is a site of historical importance due to the battle that took place there.
• Tips: The weather can change rapidly on the Windward Coast, so it’s advisable to bring a light jacket or raincoat. Also, the lookouts can get crowded, especially during sunset, so plan your visit accordingly.

The Windward Coast Lookouts are a testament to Oahu’s diverse landscapes and rich history. Whether you’re a resident or a visitor, these lookouts offer a chance to pause, reflect and take in the island’s beauty.

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8. Ehukai Pillbox Hike

Located on Oahu’s famed North Shore, the Ehukai Pillbox Hike offers a blend of history and natural beauty. The trail takes hikers through a forested area before ascending to two military bunkers or “pillboxes” that date back to World War II. From these vantage points, one can enjoy panoramic views of the North Shore, including the renowned Banzai Pipeline surf spot.

• Trail Length: Approximately 2.1 miles round trip
• Difficulty: Moderate
• Terrain: The trail begins with a moderately steep ascent through a forested area before reaching the pillboxes. Some sections can be muddy and slippery, especially after rain.
• Unique Features: The two pillboxes along the trail are remnants of Oahu’s military history and offer stunning views of the coastline. On a clear day, you can see as far as Waimea Bay to the west and Sunset Beach to the east.
• Starting Point: The trailhead is located near Ehukai Beach Park, which is also home to the Banzai Pipeline.
• Tips: It’s advisable to start the hike early in the morning or late in the afternoon to avoid the midday sun. Wearing proper footwear is essential due to the potentially muddy conditions. Also, remember to pack out whatever you bring in to keep the trail clean and pristine.

The Ehukai Pillbox Hike is a testament to Oahu’s diverse landscapes and rich history. Whether you’re a resident or a visitor, this trail offers a chance to experience the North Shore’s beauty from an elevated perspective.

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9. Olomana Trail (Three Peaks)

The Olomana Trail, commonly referred to as the “Three Peaks,” is one of Oahu’s most challenging and rewarding hikes. Located near Kailua on the Windward side of the island, this trail takes hikers across three distinct peaks, each offering its own set of challenges and panoramic views.

• Trail Length: Approximately 4.5 miles round trip to the third peak
• Difficulty: Challenging
• Terrain: The trail features steep inclines, rocky surfaces and some sections that require scrambling. Ropes are placed along certain parts of the trail to assist hikers, but they should be used with caution.
• Unique Features: Each of the three peaks offers a different perspective of the Windward coast, the Ko’olau Range and the Pacific Ocean. The first peak provides a relatively straightforward hike, while the second and third peaks are more challenging and require careful navigation.
• Starting Point: The trailhead is located off Maunawili Road in Kailua.
• Tips: Due to the trail’s challenging nature, it’s essential to be well-prepared. Bring plenty of water, wear sturdy hiking shoes and avoid hiking during or after heavy rain, as the trail can become extremely slippery. It’s also recommended to hike with a buddy and inform someone of your plans before setting out.

The Olomana Trail (Three Peaks) is not for the faint-hearted but offers an exhilarating hiking experience for those seeking adventure and unparalleled views. Always prioritize safety, respect the environment and heed any warning signs or updates regarding the trail’s status during your visit.

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10. Wa’ahila Ridge Trail

Located above the neighborhoods of St. Louis Heights and Palolo Valley, this trail provides panoramic views of Honolulu, the southern coastline, and the neighboring islands on clear days.

The Wa’ahila Ridge Trail also offers hikers an opportunity to experience the serene beauty of Oahu’s Ko’olau Range.

• Trail Length: Approximately 2.4 miles round trip
• Difficulty: Moderate
• Terrain: The trail meanders along a ridge, with some sections that are narrow and can be muddy after rain. The path is lined with native plants and offers glimpses of various bird species.
• Unique Features: The trail provides stunning views of the Windward side of Oahu including Kaneohe Bay as well as views of Diamond Head and Waikiki. The trail ends at a junction with the Ko’olau Summit Trail, where more experienced hikers can continue for a more challenging adventure.
• Starting Point: The trailhead is located at Wa’ahila State Recreation Area which offers picnic facilities and restrooms.
• Tips: It’s advisable to start the hike early in the morning to avoid the midday sun. Wearing proper footwear is essential due to the potentially muddy conditions. Also, remember to pack out whatever you bring in to keep the trail clean and pristine.

The Wa’ahila Ridge Trail is a gem that offers a peaceful escape from the hustle and bustle of Honolulu. The trail’s combination of natural beauty and panoramic views makes it a favorite among locals and visitors alike.

Book your hiking trip to Oahu here!

Hiking Safety Tips

Hiking on Oahu can be an exciting and rewarding experience, but it’s important to take precautions to ensure your safety. Here are some hiking safety tips to keep in mind:

• Plan and Prepare: Research the trail you plan to hike, familiarize yourself with the trail’s difficulty, length and any potential hazards. Check weather conditions to avoid unexpected storms or extreme heat.
• Wear Proper Footwear: Wear sturdy, comfortable shoes with good traction to prevent slipping on slippery or uneven terrain.
• Bring Enough Water: Bring enough water to keep yourself hydrated throughout the hike. A good rule of thumb is to bring at least one liter of water per hour of hiking.
• Bring Snacks: Bring snacks to keep your energy levels up during the hike. Trail mix, energy bars and fruit are good options.
• Use Caution on Difficult Trails: If you’re hiking a difficult trail with steep inclines or rock scrambles, take your time and use caution. Don’t be afraid to turn back if you feel uncomfortable or unsafe.
• Follow Trail Markers: Stay on marked trails and follow trail markers to avoid getting lost.
• Bring a First Aid Kit: Bring a basic first aid kit with bandages, antiseptic, and any necessary medication.
• Use Ropes and Other Safety Equipment: If a trail requires the use of ropes or other safety equipment, make sure to use them properly and follow all instructions.

By following these hiking safety tips, you can help ensure a safe and enjoyable hiking experience on Oahu.

Permits and Other Information

Before embarking on any hiking trail on Oahu, it’s important to know that some trails require permits. You can obtain permits at trails.ehawaii.gov ad its important to bring your ID with you to get through.

If you’re unsure of which trails require permits, you can check out the “Permit hikes – Oahu” list on AllTrails. This list provides hand-curated trail maps, driving directions and detailed reviews from hikers, campers and nature lovers alike.

FAQs

Conclusion

There you have it, 10 best hiking trails on Oahu. As usual, let me know of your experiences here or if there is anywhere you think I need to add.

Also, please do not hesitate to comment below if you have any questions, concerns, or corrections or would like me to check anything else out for you.

Until next time.

Have fun

Paul