Windward Side of Oahu: Discover the Lush Secrets of Oahu’s Emerald Coast

Explore the lush secrets of Oahu’s Windward Side. From Kailua Beach to the Ko’olau Mountains, discover why this emerald coast is a must-visit. Ready for adventure?

Welcome to the Windward Side of Oahu, where lush landscapes, turquoise waters, and the iconic Ko’olau Mountain Range come together to create a paradise unlike any other. Often overshadowed by the bustling scenes of Honolulu and Waikiki, the Windward Oahu offers a serene escape that’s rich in natural beauty and cultural landmarks. From the picturesque beaches of Kailua and Lanikai to the exhilarating hikes like the Lanikai Pillbox and Makapu u Point Lighthouse Trail, you’ll find that the windward side of Oahu is a treasure trove waiting to be explored.

If you’ve ever wondered what makes this side of Oahu so special, you’re about to dive into a journey through some of the most breathtaking vistas, charming towns, and unique attractions that Hawaii has to offer. So grab your sunscreen and a sense of adventure because the windward side of Hawaii is calling, and it’s an invitation you won’t want to decline.

Understanding What Is the Windward Side of Oahu

The term windward side of Oahu refers to the eastern part of the island, stretching from Makapu’u Point in the south toward the town of Kahuku in the north. This area is characterized by its exposure to the predominant trade winds that blow from the northeast, making it lush and green.

This lushness is due, in part, to the presence of the Koolau Mountain range, which plays a significant role in trapping moisture-laden clouds over the region, resulting in more frequent rainfall compared to the leeward side. When people ask, “What is windward side of Oahu?” it’s this unique combination of geography and climate that defines it.

Comparing Windward and Leeward Sides: A Tale of Two Coasts

While the leeward side of Oahu tends to be drier and sunnier, the windward coast is known for its abundant greenery and spectacular natural scenery. The windward side of Hawaii, particularly Oahu, features a range of attractions that cater to nature enthusiasts, beach lovers, and hikers alike. From the pristine beaches of Kailua Beach Park, Lanikai Beach, and Waimanalo Beach to the incredible hiking experiences on the Lanikai Pillbox and the Makapu’u Point Lighthouse Trail, there’s no shortage of adventure and beauty on the windward side of Oahu.

Moreover, the Oahu windward coast is dotted with charming towns such as Kailua and Kaneohe, providing a delightful blend of local culture and scenic vistas. If you’re planning to explore the east side Oahu, you’ll find it just a short, picturesque drive away from Waikiki via the Pali Highway or Kalaniana’ole Highway. So, embrace the natural splendor and discover the lush secrets of this emerald coast that make the windward side Hawaii an unforgettable destination.

Ocean at Kailua Beach - Oahu, Hawaii, USA

Kailua Town: The Heart of Windward Oahu

When you think of the Windward side of Oahu, Kailua Town likely springs to mind. Located roughly 30 minutes from Waikiki, this vibrant community is more than just a gateway to stunning beaches; it’s the beating heart of Windward Oahu.

With its local charm, Kailua offers a unique blend of small-town warmth and coastal allure. Known for its laid-back vibe and breathtaking scenery, Kailua Town is a place where you can get a genuine taste of Hawaii’s east side. One of the major highlights here is Kailua Beach Park. This picturesque spot boasts white sands and turquoise waters, making it a favorite for both locals and tourists alike. Whether you’re into kayaking, paddleboarding, or simply sunbathing, Kailua Beach has something for everyone.

Another gem in this town is Lanikai Beach, frequently touted as one of the best beaches in the world. Just a short stroll from Kailua, Lanikai offers soft, powdery sands and calm, clear waters—ideal for snorkeling or a peaceful day by the sea. Plus, the view of the Mokulua Islands adds an extra layer of natural beauty.

Don’t forget to explore the local food scene in Kailua Town. From savory plate lunches to delectable shave ice, Kailua is a melting pot of flavors that captures the essence of Windward Hawaii. And for outdoor enthusiasts, the Lanikai Pillbox hike offers not just exercise but panoramic views of the entire windward coast Oahu has to offer.

Scenic Drives: The Pali Highway Experience

Embarking on a drive along the Pali Highway is like taking a journey through time and nature. This scenic route, officially known as Hawaii Route 61, connects Honolulu to the windward side of Oahu, offering breathtaking vistas that make it an unforgettable experience.

Your drive will begin winding up through the lush, verdant foliage of the Koolau Mountain Range. As you ascend, the views become increasingly dramatic, with the cityscape of Honolulu giving way to the expansive, emerald-green landscapes of windward Oahu.

A must-stop along this journey is the Nuuanu Pali Lookout, a historic site where you can gaze down upon the windward coast Oahu sprawled out beneath you. The panoramic views from this vantage point are nothing short of spectacular, offering glimpses of the turquoise waters and lush valleys that define the windward side of the island.

Aerial view of the coast of Oahu on a sunny day in Oahu, Hawaii, USA

Continuing along the Pali Highway, you’ll eventually descend into the heart of windward Oahu. The transition from the bustling city to the serene countryside is seamless, providing a perfect escape from the urban hustle. You’ll find yourself surrounded by the island’s natural beauty, punctuated by charming towns on the windward side of Oahu like Kailua and Kaneohe.

For those seeking more than just a leisurely drive, the Pali Highway offers access to several hiking trails and attractions. The Nuuanu Pali Lookout, for instance, is the starting point for the challenging but rewarding Pali Notches hike. This trail offers both historical insights and stunning views of the windward side of Hawaii.

The Pali Highway is more than just a route; it’s an experience that encapsulates the enchanting allure of the windward coast. Whether you’re making a quick 30-minute drive or taking the time to explore every scenic overlook and hidden trail, this highway promises a remarkable journey through Oahu’s diverse landscapes.

The Best Beaches on Oahu’s Windward Side

When it comes to choosing the best beaches on the windward side of Oahu, you’re in for a treat. Known for their turquoise waters and white sands, the beaches on this part of the island are nothing short of spectacular.

Kailua Beach Park: Located in the heart of Kailua Town, Kailua Beach Park is a family-friendly destination that’s perfect for swimming, kayaking, and picnicking. The calm waters and soft sand make it ideal for a relaxing day in the sun.

Lanikai Beach: Just a short distance from Kailua Beach, Lanikai Beach is renowned for its picturesque scenery and serene atmosphere. The golden sands and crystal-clear water provide an idyllic setting for a peaceful escape. Don’t forget to bring your snorkeling gear to explore the vibrant marine life just off the shore.

Waimanalo Beach: Often less crowded than its counterparts, Waimanalo Beach is a hidden gem. With its extensive shoreline and gentle waves, it’s a perfect spot for a leisurely beach day. Its proximity to Sea Life Park and the Makapu’u Point Lighthouse Trail makes it a convenient stop during your windward Oahu adventure.

Whether you’re seeking a bustling beach with plenty of activities or a tranquil spot to relax, the windward side of Oahu has something for everyone.

Beautiful sunrise at Lanikai Beach in Kailua, Hawaii
The sun rises over the beautiful Mokes on the shores of Lanikai Beach in Kailua, Oahu.

Hiking Trails on the Windward Side of Oahu

One of the most beloved trails on the Windward side of Oahu is the Lanikai Pillbox Trail. This relatively easy hike offers stunning panoramic views of the Koolau Mountain range, the Pacific Ocean, Lanikai Beach, and the iconic Mokulua Islands. Ideal for both novice hikers and seasoned adventurers, the trail is particularly enchanting at sunrise, offering a serene and picturesque start to your day.

For those seeking a more challenging adventure, the Olomana Three Peaks Hike on the Windward Oahu is a must-try. This demanding trail offers heart-pounding ascents and descents, with each of the three peaks providing exhilarating views of the Windward coast Oahu. It’s essential to have good hiking shoes and plenty of water, as the trail can be both physically and mentally taxing.

Another popular hike on the east coast of Oahu is the Makapu’u Point Lighthouse Trail. A well-paved path leads you to breathtaking views of the coastline and the historic Makapu’u Lighthouse. The trail is family-friendly and suitable for all skill levels, making it a perfect outing for those who prefer relaxed yet scenic hikes. On a clear day, you might even spot migrating humpback whales in the turquoise waters below.

Additionally, immerse yourself in the natural beauty of the Hawaii windward side at Kualoa Ranch. Known for its verdant landscapes and exciting outdoor activities, Kualoa Ranch offers several hiking options that provide insight into the island’s lush vegetation and rich history. Whether you’re exploring the secret valleys and historic sites or enjoying a guided nature hike, the experience promises to be unforgettable.

Beyond these well-known trails, the Windward side of Hawaii boasts numerous hidden paths and less-trafficked routes that offer solitude and an intimate connection with nature. These trails often lead to secluded beaches, cascading waterfalls, and verdant forests that showcase the island’s diverse ecosystems. Always remember to respect the natural environment and practice Leave No Trace principles to keep Oahu’s trails beautiful for future generations.

Mountains at Kualoa Ranch - Oahu, Hawaii, USA
photo credit: Kuala Ranch via Facebook

Experience the Adventure of a Lifetime on the East Side of Oahu

Ready to explore the stunning windward coast of Oahu? Plan your next adventure with Tripster, where you can bundle your choice of hotels and tickets to top attractions, from scenic drives along the Pali Highway to lounging on the pristine sands of Kailua Beach Park, all for one low price.

Make your dream Windward Oahu experience both affordable and unforgettable.

Oahu Windward Side FAQs

The windward side of Oahu experiences more frequent rainfall compared to the leeward side due to its exposure to the moisture-laden trade winds. This results in lush, green landscapes and occasional rain showers, especially in the afternoons. However, the rain is typically short-lived, allowing for plenty of sunshine throughout the day.

The towns on the Windward Side of Oahu include Kailua, Kaneohe, and Waimanalo. Among them, Kailua Town is often highlighted for its local charm and proximity to stunning beaches like Kailua Beach Park and Lanikai Beach. Each town offers its own unique flavor of Windward Hawaii, making the east side of Oahu a diverse and vibrant area to explore.

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Written by Nicole King

There are only two things that make Nicole really happy–books and travel! When her head’s not buried in a book, she’s most likely...


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