Unforgettable Oahu: Top 12 Best Things to do in Kailua for a perfect Vacation

1. Kayak in the world-famous Kailua Bay & visit the offshore Mokulua Islands

Kayaking in Kailua Bay is a must-do activity for anyone visiting Kailua. Not only is it a fun and exciting way to explore the bay's crystal-clear waters, but it also offers the opportunity to encounter some of the bay's unique marine life. The Hawaiian green sea turtle, locally known as "Honu," can often be spotted swimming near the kayaks. Wedge-tailed shearwaters called "U'au'kani," which are seabirds native to Hawaii, can also be seen soaring overhead, and if you're lucky, you may even catch a glimpse of the Hawaiian Monk Seal, or "ilio'holo'i'ka'uaua" sunning itself on the shore.

One of the most popular kayaking destinations in Kailua is the Mokulua Islands. These two small islands, also known as "The Mokes," are located just off the coast of Lanikai Beach and are only accessible by boat. Kayaking to the Mokulua Islands is a thrilling adventure that offers stunning views of the coastline and the opportunity to explore the islands' secluded beaches and coves. The larger of the two islands, Moku Nui, has a popular beach that is perfect for picnics and swimming, while the smaller island, Moku Iki, is a bird sanctuary that is closed to visitors.

Whether you're a seasoned kayaker or a beginner, there are plenty of options for kayaking in Kailua. You can rent a kayak and explore the bay on your own or join one of the many eco-tours offered by local companies. These tours are led by knowledgeable guides who can provide insight into the history, legends, and animals in and around Kailua and Lanikai. Some tours even offer the chance to snorkel with the Honu or explore the hidden caves and coves along the coast.

2. Learn to Stand Up paddleboard in its birthplace.

Stand up paddleboarding, or SUP, has become a popular water sport in recent years, but did you know that it actually originated in the Hawaiian Islands? Kailua Bay, situated on the east side of O'ahu, is an excellent place to learn this activity due to its calm waters and favorable conditions.

In addition to being a fun activity, stand up paddleboarding provides a great workout, engaging your core, arms, and legs while you glide through the water. Learning to stand up paddleboard in Kailua Bay will not only give you the opportunity to experience the birthplace of this sport, but also to explore the beautiful scenery surrounding the bay.

There are several rental shops in Kailua that offer stand up paddleboard lessons, so even if you've never tried it before, you can still enjoy this activity. Experienced instructors will guide you through the basics of balance, paddling, and maneuvering on the board, ensuring that you have a safe and enjoyable experience on the water.

3. Catch a sunrise over the iconic Mokulua Islands.

The sunrise over the Mokulua Islands is one of the most breathtaking views in Kailua. The Mokulua Islands are two small islets off the coast of Lanikai Beach, and watching the sunrise over these iconic islands is truly an unforgettable experience.

To catch the best view of the sunrise, it's recommended to start your day early and head to Lanikai Beach. From there, you can hike up to the Lanikai Pillboxes, which offers a stunning panoramic view of the Mokulua Islands and the entire Kailua Bay. Make sure to bring a camera to capture the stunning beauty of the sunrise over the islands.

As you watch the sunrise, sipping on a cup of Kona coffee is a great way to start your day in paradise. Kona coffee is grown on the Big Island of Hawaii and is known for its smooth, rich flavor. Many coffee shops in Kailua offer Kona coffee, and it's a must-try when visiting the area.

4. Hike & enjoy the best views of the bay.

If you're looking for an unforgettable hike with stunning views of Kailua Bay, the Ka`iwa Ridge Trail is a must-visit. This short but steep 1.8-mile trail, also known as the Lanikai Pillbox hike, is one of the most popular hikes on Oahu. The hike can be challenging, but the payoff is well worth it. From the top, you'll be rewarded with breathtaking panoramic views of the ocean, the Mokulua Islands, and the surrounding mountains.

While the trail can get crowded, especially on weekends, it's still worth adding to your itinerary. Just remember to pack out any trash and give right-of-way to the local neighbors who use the trail for their morning workout.

If you're up for a longer hike, you can also check out the Olomana Trail, which offers even more stunning views of the Kailua coastline. This trail is a bit more challenging, with steep climbs and rocky terrain, but it's well worth the effort. Just make sure you're prepared with plenty of water, sunscreen, and proper footwear.

5. Explore local dining.

Kailua is a foodie's paradise with a variety of dining options to suit every palate. Whether you're looking for a quick bite or a romantic dinner, Kailua has it all. Here are a few local dining options you don't want to miss:

• Paia Fish Market: This seafood spot is a must-visit for any seafood lover. It's known for its fresh and flavorful dishes, including poke bowls, fish tacos, and grilled fish plates.

• East Side Kitchen: This farm-to-table restaurant sources ingredients from local farms and fisheries to create mouth-watering dishes like Kailua pork belly and ginger miso salmon.

• Beet Box Cafe: This vegan and vegetarian-friendly cafe offers fresh and healthy dishes like acai bowls, avocado toast, and veggie wraps.

• Nico's: If you're in the mood for some Hawaiian-style seafood, Nico's is the place to go. It's known for its fresh poke bowls, fish sandwiches, and garlic shrimp plates.

• Buzz's Steakhouse: This classic steakhouse has been a Kailua institution for over 50 years. It's the perfect spot for a romantic dinner or special occasion. The menu features classic steakhouse fare like filet mignon, prime rib, and lobster tail.

No matter which restaurant you choose, you can be sure to enjoy locally sourced ingredients and the authentic Hawaii vibe. Don't forget to try some Hawaiian staples like poke, loco moco, and shaved ice while you're here!

6. Enjoy a Farmers' Market.

One of the best ways to experience Kailua's local culture and cuisine is by visiting its weekly farmers' markets. Held every Thursday and Sunday, these markets offer an extensive selection of fresh produce, handmade crafts, and mouth-watering local delicacies. You can browse through a variety of stalls run by local farmers, jewelers, and artisans, and enjoy live music performances. Some of the popular items you can find at these markets include freshly squeezed tropical juices, homemade jams, locally grown fruits and vegetables, artisan bread, and fresh flowers. The markets also provide an opportunity to interact with the friendly locals and learn about the island's agricultural heritage. So make sure to bring your appetite and a reusable bag to carry your purchases!

7. Bike, jog, or wander along the Kawainui Marsh Trail.

The Kawainui Marsh is a hidden gem in Kailua, offering a tranquil escape from the hustle and bustle of the town. This 800-acre wetland ecosystem is home to a variety of native plants and wildlife, including several endangered species. The Kawainui Marsh trail is an easy 2.9 mile out and back trail that winds its way through the marsh and offers great views of the mountainside of windward Oahu.

One of the unique things about the Kawainui Marsh is the opportunity to spot wild boars in their natural habitat. If you're an early riser, be sure to go at first light to increase your chances of seeing them roaming around the area. Don't forget to bring your camera to capture some stunning photos of the marsh and its inhabitants.

8. Try local breweries.

Lanikai Brewing Company

Lanikai Brewing Company offers a great selection of beers inspired by the culture and natural beauty of Hawaii. Their tasting room is a great place to try their flagship beers like the Pillbox Porter or the Route 70 Saison.

Maui Brewing Company

Maui Brewing Company, known for its award-winning brews, has a beautiful tasting room in Kailua where visitors can try their core beers and seasonal selections. Their beers are brewed with locally-sourced ingredients whenever possible, making them a true taste of Hawaii.

Windward Bar

Windward Bar is another local favorite, known for its laid-back atmosphere and great selection of craft beers. Their rotating tap list features beers from all over the world, including many local options.

Inu Island Ales

Inu Island Ales is a hidden gem located in a warehouse in Kaneohe. They specialize in small-batch, experimental beers that are always changing. If you're looking for something unique, this is definitely the place to go.

Grace in Growlers

Grace in Growlers is a great spot to try a variety of local craft beers in a relaxed, casual setting. They have a rotating selection of beers on tap and a friendly staff that's always happy to help you find the perfect brew.

No matter which brewery you choose to visit, you're sure to find great beer and a friendly atmosphere in Kailua.

9. Clean Kailua Beach.

Cleaning up Kailua Beach is not only beneficial for the environment, but it can also be a fulfilling and rewarding experience. It's an opportunity to give back to the community and protect the natural beauty of the island. Our shop is dedicated to promoting sustainable tourism, and we encourage visitors to participate in beach cleanups while on Oahu.

To make it easy for you to do your part, our shop is happy to loan you sand sifters, bags, gloves, and everything else you need to have your own mini in-promptu beach clean up. It's a simple but effective way to help protect the marine life and maintain the beauty of the beach. Plus, it can be a fun activity to do with friends and family, creating memories that will last a lifetime.

10. Take a scenic drive along the Windward Coast.

The drive up the Windward Coast of Oahu is one of the most scenic routes on the island, and arguably one of the best drives in the world. Starting from Kailua, head up the Pali Highway towards the lookout, which offers stunning panoramic views of Kailua and Kaneohe Bay.

As you continue your drive, you'll pass by some of the most beautiful beaches on the island, including Waimanalo Beach, which has been voted as one of the best beaches in the US. Stop and take a dip in the turquoise waters or simply take a stroll along the shore.

Further up the coast, you'll reach the quaint town of Kaaawa, which is home to many famous filming locations including Jurassic Park, Hawaii Five-O, and Lost. Stop for lunch at the Kaaawa Burger or grab a shave ice at the local store.

As you continue your journey, you'll pass by some breathtaking scenery, including the majestic Ko'olau Mountain Range and the pristine Kahana Bay. Stop and take in the views or enjoy a picnic at one of the many scenic spots along the way.

Finally, your drive will end in the charming town of Haleiwa on the North Shore, which is famous for its surf culture and shrimp trucks. Take a walk along the historic main street and enjoy some shave ice or a refreshing drink at one of the local cafes.

11. Snorkel at Lanikai Beach.

Lanikai Beach is not just a beautiful place to lounge on the soft, powdery sand and swim in the warm, crystal-clear waters. It's also a fantastic spot for snorkeling! With the option to rent snorkel gear at the beach, you can easily explore the stunning coral reefs just a short swim away.

Snorkeling in Lanikai Beach provides an up-close look at the colorful and diverse marine life that calls these waters home. You might spot schools of tropical fish darting around, graceful sea turtles lazily swimming by, and even octopuses hiding in the coral. The vibrant coral reefs are also home to an array of fascinating creatures like sea urchins, starfish, and even small reef sharks.

12. Visit the Byodo-In Temple.

The Byodo-In Temple is a stunning replica of a 900-year-old Buddhist temple in Kyoto, Japan. It's located in the Valley of the Temples Memorial Park, surrounded by lush greenery and mountains. Take a stroll around the temple grounds, feed the koi fish in the pond, and ring the giant brass bell.

Kailua is more than just its world-class beaches. It is a beautiful town that offers plenty of activities for visitors and locals alike. Whether you want to spend a day on the water, explore the countryside, or simply relax on the beach, Kailua has something for everyone. So, pack your sunscreen, grab your flip-flops, and come experience the best of Hawaii in Kailua!