15 Best Things to Do in Kailua (Hawaii)

Imagine a place where the sand feels like powdered sugar between your toes, the ocean shimmers in a hundred shades of turquoise, and gentle trade winds whisper through palm trees. Welcome to Kailua, Oahu’s enchanting windward gem. Far removed from the bustling energy of Waikiki, Kailua offers a laid-back, authentic Hawaiian experience, brimming with natural beauty and local charm.

This isn’t just a destination; it’s an invitation to slow down, breathe deeply, and immerse yourself in the aloha spirit. From world-renowned beaches and thrilling hikes to cultural treasures and delicious local flavors, Kailua promises an unforgettable adventure for every kind of traveler. To truly savor its magic, consider visiting during the shoulder seasons of April-May or September-October for pleasant weather and fewer crowds. Pack light, bring reef-safe sunscreen, and prepare to discover your new favorite slice of paradise.

Lanikai Beach

Stepping onto Lanikai Beach is like walking into a postcard. Often hailed as one of the world’s most beautiful beaches, its name, meaning “heavenly sea,” perfectly captures its allure. What makes Lanikai truly unique is its impossibly soft, powdery white sand that contrasts stunningly with the iridescent turquoise waters. Directly offshore, the iconic Mokulua Islands, or “Mokes,” stand as a picturesque backdrop, inviting photographers and dreamers alike.

You can spend your days here simply basking in the sun, swimming in the calm, clear waters, or enjoying a leisurely stroll along the shore. For an unforgettable experience, wake up early to witness a breathtaking sunrise over the Mokes, painting the sky in fiery hues – it’s a moment of pure serenity. This beach is perfect for couples seeking romance, photographers chasing the perfect shot, and anyone yearning for a tranquil escape into paradise. Its pristine beauty and iconic views have cemented its place as a must-visit.

Kailua Beach Park

Just a short distance from its famous neighbor, Kailua Beach Park offers a more expansive and amenity-rich experience, consistently ranking among Hawaii’s top beaches. What sets Kailua Beach apart is its vast stretch of golden sand, consistent trade winds, and family-friendly atmosphere. This is the ultimate playground for watersports enthusiasts; you’ll see colorful kitesurfers soaring across the bay and windsurfers expertly gliding over the waves.

If you’re not into extreme sports, the gentle, warm waters are perfect for swimming, paddleboarding, or simply floating. The park also boasts ample grassy areas, picnic tables, and restrooms, making it ideal for a full day out. Families with children will appreciate the calm waters and facilities, while active travelers will love the opportunities for rentals and lessons nearby. It’s a vibrant hub where locals and visitors mingle, enjoying the quintessential Hawaiian beach lifestyle.

Lanikai Pillbox Hike

For those seeking an iconic view and a rewarding challenge, the Lanikai Pillbox Hike, also known as the Kaiwa Ridge Trail, is an absolute must-do. This moderately challenging trail is unique for its panoramic vistas that unfold with every step, culminating in breathtaking views from two historic WWII observation bunkers, or “pillboxes.” As you ascend the ridge, you’ll be treated to sweeping scenes of Lanikai Beach’s turquoise waters, the distinctive Mokulua Islands, and the vast expanse of the Pacific Ocean.

The trail itself is a mix of dirt paths, exposed roots, and some rocky sections, requiring sturdy footwear. While popular at any time of day, the hike is particularly famous for its sunrise views, where the sky explodes in vibrant colors over the ocean – an unforgettable spectacle that draws photographers and early risers. This hike is perfect for active solo travelers, adventurous couples, and groups of friends looking for stunning photo opportunities and a memorable outdoor experience.

Kalama Beach Park

Nestled between the more famous Kailua and Lanikai beaches, Kalama Beach Park offers a quieter, more local experience, making it a hidden gem for those in the know. What makes Kalama unique is its laid-back atmosphere and gentler waves, which create ideal conditions for learning to surf or stand-up paddleboard. The beach features softer sand and a gradual slope into the water, making it perfect for families with younger children who want to splash and play safely.

You’ll often find local families enjoying picnics and barbecues here, lending a truly authentic Hawaiian vibe. It’s a fantastic spot to simply unwind, watch the beginner surfers catch their first waves, or enjoy a peaceful morning paddle. This park is a haven for families seeking calm waters, beginner watersports enthusiasts, and anyone looking to escape the busier crowds and enjoy a more serene beach day.

Paddlesports

Kailua Bay is synonymous with paddlesports, offering one of the best environments on Oahu for kayaking and stand-up paddleboarding (SUP). What makes this bay unique is its protected, calm waters, consistent trade winds, and the enticing lure of offshore islands. You can rent kayaks or SUPs right near Kailua Beach Park and embark on your own aquatic adventure.

Paddle out to Popoia Island (Flat Island), a small state bird sanctuary just off the coast, or for the more adventurous, navigate the open ocean swells to reach the iconic Mokulua Islands. Gliding across the clear water, you’ll gain a unique perspective of the coastline and might even spot sea turtles gracefully swimming below. This activity is perfect for adventurous solo travelers, active couples, and families with older children who are comfortable on the water. It’s an invigorating way to explore Kailua’s natural beauty and get a fantastic workout while you’re at it.

Mokulua Islands

The Mokulua Islands, affectionately known as the “Mokes,” are the iconic twin islets visible from Lanikai Beach, and they are truly a sight to behold. What makes them unique is their status as a protected seabird sanctuary, teeming with native Hawaiian birds like the Wedge-tailed Shearwater. While landing on the smaller Moku Iki is prohibited, Moku Nui, the larger of the two, offers a small, pristine beach where permitted visitors can land their kayaks or SUPs.

This journey is an adventure in itself, requiring a paddle across open ocean, but the reward is unparalleled – a chance to experience an untouched slice of nature and observe wildlife in their natural habitat. This destination is ideal for experienced paddlers, nature photographers, and birdwatchers who appreciate environmental conservation and a bit of a challenge. Remember to keep a respectful distance from the nesting birds and leave no trace behind.

Olomana Three Peaks Trail

For the true adventurer, the Olomana Three Peaks Trail presents an exhilarating and challenging hike that is unlike any other on Oahu. What makes Olomana unique is its incredibly steep, exposed ridges, requiring the use of ropes and chains to ascend its three distinct peaks. This isn’t a casual stroll; it’s a thrilling climb that offers some of the most dramatic and rewarding panoramic views of the Windward Coast, the Ko’olau Mountains, and even parts of Central Oahu.

As you conquer each peak, the sense of accomplishment is immense, matched only by the breathtaking scenery. This trail is strictly for experienced hikers with no fear of heights, excellent physical fitness, and a strong sense of self-preservation. It’s not recommended for children or those prone to vertigo. The raw beauty and thrilling nature of this trail make it a bucket-list item for serious outdoor enthusiasts.

Nu’uanu Pali

Perched high in the Ko’olau Mountains, the Nu’uanu Pali Lookout offers a dramatic and historically significant viewpoint that will leave you awestruck. What makes this site unique is its powerful combination of natural beauty and profound historical importance. This is where King Kamehameha I fought his decisive battle in 1795, uniting the Hawaiian Islands by driving Oahu’s warriors over the sheer cliffs.

Standing at the lookout, you’ll feel the incredible force of the trade winds rushing through the gap in the mountains, often so strong they can blow your hat right off! The panoramic views of Windward Oahu are spectacular, stretching from Kaneohe Bay to Kailua, with lush green valleys meeting the vibrant blue ocean. This stop is perfect for history buffs, sightseers, and families looking for an easily accessible yet impactful experience. It’s a powerful reminder of Hawaii’s rich past and stunning geography.

Ulupō Heiau State Historic Site

Step back in time at Ulupō Heiau State Historic Site, a profoundly significant ancient Hawaiian temple that offers a glimpse into the spiritual and cultural practices of old Hawaii. What makes Ulupō Heiau unique is its impressive size and historical importance as one of the largest surviving heiau (place of worship) on Oahu. Believed to have been built by the mythical Menehune and later used for agricultural ceremonies and human sacrifices, this massive rock platform emanates a powerful sense of history and reverence.

As you walk the quiet grounds, you can almost feel the presence of those who came before, connecting with a deep spiritual energy. It’s a place for quiet contemplation and respect, offering insight into the sophisticated society that thrived here centuries ago. This site is ideal for history enthusiasts, cultural explorers, and anyone seeking a deeper understanding of Hawaiian heritage.

Manoa Chocolate Hawaii

Indulge your senses at Manoa Chocolate Hawaii, a local bean-to-bar chocolate factory that brings the exquisite flavors of Hawaiian cacao to life. What makes Manoa Chocolate unique is their commitment to transparency and quality, sourcing cacao beans from Hawaii and around the world to craft small-batch, artisanal chocolate right here on Oahu.

Taking a factory tour offers a fascinating insight into the intricate process of chocolate making, from roasting and grinding to tempering and molding. The aroma alone is intoxicating! Best of all, you get to sample their diverse range of chocolate bars, including unique flavors infused with local ingredients like sea salt, coffee, or even various fruits. This experience is a dream for foodies, families looking for an educational and delicious activity, and anyone with a sweet tooth eager to taste truly exceptional chocolate.

Lanikai Brewing Company

For craft beer enthusiasts, a visit to Lanikai Brewing Company is a refreshing dive into Hawaii’s burgeoning local beer scene. What makes this brewery unique is its dedication to incorporating local Hawaiian ingredients into its brews, creating distinct tropical flavors that truly capture the essence of the islands. You might find beers brewed with lilikoi (passion fruit), guava, or even local honey, offering a taste experience you won’t find anywhere else.

Their taproom provides a relaxed, welcoming atmosphere where you can sample a flight of their innovative creations, chat with the friendly staff, and learn about their brewing philosophy. It’s a fantastic spot to unwind after a day of exploring and connect with the local vibe. This brewery is perfect for adults seeking unique local flavors, beer connoisseurs, and anyone looking for a casual, fun evening out with friends.

Maunawili Falls

Bellows Field Beach Park

Kailua Farmers’ Market