What to Do in Kailua on Your First Visit: A Local’s Adventure Guide

What are the things to do in Kailua Oahu? Kailua is located on the Windward Coast of O’ahu. After you visit the place, it will remain memorable for years to come. The calm, turquoise waves and powdery white sands are not the only things that capture one’s heart. 

The warm, laid-back charm also plays a big role. If you want to experience the magic of Kailua, either get away for the weekend or take another trip to Hawaii. This is because the island offers a unique blend of stunning beauty and local magic.

In this guide, we’ll discuss “things to do” and provide you with insights into kayaking spots, hiking trails, and walking paths that leave you breathless. You’ll have multiple reasons that’ll make you fall in love with Kailua.

Things to Do in Kailua Oahu: Why Visit Kailua?

In case you thought that Oahu was all about the tall buildings of Waikiki, or the din of Honolulu’s streets and people, Kailua is waiting to calm you down. You will absolutely love this part of the island because it has so much to offer. 

Surfing is far more popular, as are sunrises, followed by farmer’s market strolls. These represent everyday life here. Simply, busy life’s head for a while in this quaint beach town. In this place, you will be able to relax away from the hustle while truly connecting with nature.

You don’t require tourist traps to enjoy Hawaiian culture. Hence, why not explore the Mokulua Islands by Kayak? 

Primarily, uncluttered hiking trails await exploration. This is a few steps from jaw-dropping sandy stretches. Hence, you will not have tourists in margarine-cured slippers trampling over natural wonders alongside bike rentals. Therefore, get your camera ready because untamed beauty is an understatement.

Start with a Sunrise: Experience the Day at Lanikai Beach

For your first morning in Kailua, experiencing sunrise at Lanikai Beach is the perfect way to start. This is a sight to behold, of extraordinary beauty. Also, time passes in the early hours of the morning. 

Moreover, the sky transitions from a deep, bright blue to layers of pink, gold, and lavender shades. The sun then rises behind Mokulua Islands (“The Mokes”). It pours rays of light over the ocean. It feels like you have truly escaped modern life while relaxing and witnessing O’ahu’s natural beauty.

If you want to experience this breathtaking view, you have to leave 30 – 45 minutes before sunrise. Hence, you must arrive early to find a spot on the sand. However, the biggest challenge is parking. This is because there is no public lot. Additionally, respecting local residents is important when you look for street parking. 

Also, bring a towel or mat to sit on. Wear a light jacket (the weather can be surprisingly cool), and sip coffee or tea while bundled up. This way, you will enjoy the view even better. 

Apart from that, if you are interested in capturing pictures, you might bring props to set up your phones. Thereby, you will be able to capture moments of golden hour magic. Coffee would make a good prop, too!

Watching the serene sunrises at Lanikai is an unparalleled experience. This sets a calm aura and eliminates any anxieties that may lie ahead. Hence, you experience the hypnotically rhythmic pace of Kailua.

Fuel Up: Best Breakfast Spots in Kailua

After watching the sunrise at Lanikai Beach, you might savor a delectable slice of local breakfast. In fact, you will find this conveniently in Kailua. 

Breakfast remains the most important meal of the day, especially in this beach town. This is because it is infused with fresh ingredients and features a distinct Hawaiian island flavor. Thereby, it sets you up for an energetic day ahead.

1. Over Easy

Over Easy is a hidden gem that every first-time visitor should try. Located on Kailua Road, this small shop features creative spinoffs of classic dishes. These include “Kailua Eggs” with Portuguese sausage gravy and French toast made from sweet bread. Although the wait may be long, the food and welcoming atmosphere make it well worth it. 

2. Cinnamon’s

Long-time local favorites also have their share of diners. This includes Cinnamon’s, known for its Guava Chiffon pancakes served in hearty portions alongside retro diner-style décor. 

Moreover, it is ideal if you indulge in a traditional Hawaiian-American breakfast, topped off with pancake diner nostalgia.

3. Morning Brew

Morning Brew is your best option if you prefer something lighter or want a grab-and-go option. This relaxed café serves delicious açaí bowls and breakfast wraps. 

In addition to that, you will enjoy locally roasted coffee, as well as to-go options. Apart from that, there is the never-ending flow of laptop-motivated customers who prefer taking their time while enjoying their brews. 

4. Loco Moco

If you’re in Kailua, be sure to explore the local breakfast options. One of the best options is loco moco, which islanders cherish. This includes fried egg, hamburger patty, and brown gravy slathered over rice. 

Basically, this is comfort food done right. Also, vibrant and refreshing acai bowls are a must-try. Whatever your cravings are, pair them with Kona or Ka ‘u coffee. This will complete your mouthwatering morning in Kailua.

Morning Adventure: Go on a Guided Kayak and E-Bike Tour to Flat Island (Popoia) 

If you are looking for something beyond lounging at the beach, you will enjoy a guided Kayak and E-bike adventure to Flat Island (Popoia). This tour combines nature with lessons from local experts. Hence, you will be able to explore Kailua in an adventurous and off-the-beaten-path way. 

It’s not simply exploring. It is actually participating in a rich and evocative experience. This will allow you to admire montages of essay-worthy scenery. Hence, you will feel like there’s no other place in the world quite like Kailua. This is one of the best things to do in Kailua Oahu.

Why This Adventure Stands Out in Kailua?

This tour stands out due to its fantastic combination of foreshore and offshore activities. 

To start, take a relaxing electric bike cruise through the beautiful neighborhoods of Kailua. It is mostly flat. Hence, it is beginner-friendly. During the journey, your guide will share local landmarks and hidden treasures with you.

After that, take a kayak over to Popoia Island (also called Flat Island). The turquoise waters are breathtaking and are set alongside the Koʻolau Mountains. Moreover, the latter provides a stunning backdrop for this peaceful escape far from the crowds.

Apart from that, be sure to receive some personalized guidance throughout. This is important for kayak safety and Hawaiian culture stories. Moreover, you will have the opportunity to enjoy the local wildlife. 

This tour is best for those who enjoy physical activity while exploring new places. However, if you prefer to lounge on the beach, this might not be the most comfortable option.

Essentially, you should have some level of physical fitness. Despite that, you will have fun riding the e-bikes in the calm waters. In fact, solo travelers, couples, or small groups of friends will find the island enjoyable and engaging.

What Makes Popoia Island Special? – Local Insights

More than a mere picturesque paddle away, Popoia Island is marked out as a seabird sanctuary, home to wedge-tailed shearwaters. Also, you will find other indigenous bird species. 

Meanwhile, you might walk along its rocky tidepools looking for Hawaiian green sea turtles. There, you might catch sight of an endangered Hawaiian monk seal sprawled over the lava rock and basking in the sun.

Apart from that, you will find peaceful and quiet islands with no buildings. Hence, there is no noise, but waves, birds, and wind. It reminds us why preserving Hawai’i is important.

Tours that offer real connections with Kailua’s land, sea, and wildlife give hikers a chance to kayak beyond the beach. A first-time kayaking experience guided by skilled adventurers shoots for beauty and activity all in one.

Cool Off: Relax or Snorkel at Kailua Beach Park

Active early risers would probably want to get some rest after heading out for more lively pursuits, and going to Kailua Beach Park is recommended. 

Reading on soft white sands next to calm, gentle waves, which instantly calms the mind and soothes stress, feels like therapy in between busy workdays. Spending time on a white sand beach in the palms enhances the tranquil experience.

If you are itching to try snorkeling, that activity is also available for you along the south end of the beach close to Laniakea. The location offers good water clarity with active reefs along with calm waters and warm temperatures, making it easy for endurance swimmers.

Although Kailua Beach Park may not have its own dedicated shops and eateries, the shallow water snorkel and paddleboard rentals at nearby stores make that laid-back lunch after some light exercise much easier to enjoy. 

The sandy shores combined with warm weather encapsulate places designed for people to pause while gentle winds blow in crisp rejuvenation that the mind finds pleasant to relish.

Take a Local Stroll: Boutique Shopping & Shave Ice in Kailua Town

Somewhat off the beach is Kailua Town, composed of small creative stores and only a few minutes’ drive away from the beach. Locally owned Mahina, Global Village, and Olive Boutique dress over the store shelves, offering clothing, jewelry, and even home décor items themed around Hawaii. 

Each store has something unique that can serve as a present while traveling back home. Additionally, the bookstore completes your collection of beach reads by offering plenty of new and second-hand books.

With your leisurely strolls, feel free to indulge in some snacks as well. At Island Snow, you can find the iconic shave ice that is served with a scoop of vanilla ice cream and is drizzled with an assortment of tropical flavored syrups. 

At The Local, not only do they offer great coffee and matcha drinks, but also mochi topping syrups, which are fun to try out. For those who are more adventurous with their snacks, nearby stores sell chewy and creamy mochis, which make for a very refreshing treat at any time.

Where to Grab Dinner Before Sunset?

Before sunset, spend some time relaxing over dinner. There are several local favorites in those areas that offer good food and maintain an island-chill vibe. 

1. Buzz’s Original Steakhouse

Buzz’s Original Steakhouse is located across from Kailua Beach. In fact, it has always remained a favorite spot due to its cozy ambiance. Moreover, it is well-known for its grilled steaks and fresh fish. 

2. Kalapawai Café

If you are looking for something more casual but equally appetizing, the farm-to-table Kalapawai Café is great. You will get delicious island-inspired dishes, like macadamia nut-crusted mahi-mahi and pastas. All those will be served in a warm atmosphere.

3. Maui Brewing Co.

Additional exhibits of Hawaiian culture are relaxing at Maui Brewing Co., located at Lau Hala Shops, the brew house offers a livelier atmosphere than other places. 

Maui Brewing features indoor and outdoor seating. Inside, you will get coconut shrimp and poke nachos. Basically, these are local delicacies. Moreover, the place has Nantucket’s brews. This will be ideal for family gatherings.

Visit Kailua Now

Kailua evokes aloha with two nearby world-renowned beaches. The sunrise vistas from Lanikai Beach, along with the small town shopping and eateries, make every moment spent in Kailua unforgettable. This slows down everything for tranquil exploration that beats to the island’s majestic life. 

There is no shortage of things to do in Kailua Oahu. From gorgeous views to mouthwatering food and exciting water activities, this place welcomes everyone while preserving its charm, ensuring it is remembered forever.

Hence, grab the chance to experience Kailua and encounter local guides. This way, you will have the opportunity to experience a kayak tour to Popoia Island. 

A little fun never hurt anybody, especially when it comes paired with learning and nurturing unique wildlife creations through local guides around scenic routes of the ocean and surprise-filled land parts of this wondrous region. 

Don’t forget that pre-booking is greatly encouraged because there’s no reservable buffer right before peak season kicks off for popular spots or tours.