The Ultimate Guide to Exploring Windward Oahu
Windward Oahu is one of the Islands most scenic and diverse regions in Hawaii and the perfect destination for thrilling adventures, spectacular views, and good food. With towering green mountains and charming beach towns, it offers a more relaxed vibe than the bustling city life in Honolulu. In this guide, we will take you through the very best Windward Oahu has to offer. From iconic spots like Lanikai Beach to hidden gems along the coast, there is an adventure for everyone!
Kayak and Paddleboard Adventures
The Windward Side of Oahu offers unique conditions that make it one of the best places for kayaking and paddling in Hawaii. There is a large barrier reef along the Windward side of the island, providing safe conditions in bays where you can explore. Most of the time there is a constant prevailing wind pushing towards the shore, so while you paddle out on a kayak or paddleboard, it creates a much safer experience because the waves will force you to shore if they become too rough. Most kayak locations have lifeguards on duty year round but be sure to follow general ocean safety rules like the buddy system, always wearing a life vest, and telling people where you will be paddling. Along the Windward Coast, there are a variety of paddling adventures. Explore Oahu on the water by checking out these adventure spots:
- Paddle to Popoia Island: Just a 20 minute paddle from Kailua Beach, Popoia Island is a great destination for those who are new to kayaking in the ocean and are looking for something exciting, yet beginner friendly. Learn more about kayaking to Popoia Island here: Popoia Island Kayaking Adventure
- Paddle to the Mokulua Islands: For those looking for a longer adventure out on the water, Kailua’s Twin Islands are the perfect paddle! Located about an hour’s paddle from Kailua Beach, this thrilling adventure will land you on the Mokulua Islands where you can explore tide pools and even the famous “Queen’s Bath”. Learn more about kayaking to the Mokulua Islands here: Mokulua Islands Self Guided Kayak Adventure
- Paddle to Chinaman’s Hat: Combining the thrill of paddling in the ocean with the surreal views from the top of the hike at Chinaman’s hat, this is easily one of Oahu’s most unique and popular kayaking destinations. About a 30 minute paddle from Kualoa Regional Park, followed by a 15 minute hike to the top, this adventure boasts stunning views of the Koolau Mountain Range and a one-of-a-kind experience. Learn more about Paddling to Chinaman’s Hat here: Chinamans Hat Kayak Adventure
- Paddle through the Kahana Rainforest River and Bay: Searching for a more serene and scenic paddle? Look no further than the Kahana Rainforest! This paddle will take you through the calm waters of Kahana River lined with rope swings and picture perfect views, with the option to continue on and kayak in Kahana Bay with incredible views of the Koolau Mountains. Click here to learn more about paddling in the Kahana rainforest: Kahana River Kayak Adventure
- Paddle out to the Kaneohe Sandbar: Another one of Oahu’s most unique adventures is kayaking out to the Kaneohe Sandbar. Located about a 45 minute paddle from the launch spot, this experience includes amazing snorkeling opportunities as you paddle as well as the surreal feeling of standing up in the middle of the ocean when you reach the sandbar. Pack a cooler with snacks and drinks and make a day of hanging out at the sandbar. Visit this page to learn more about kayaking to the sandbar: Kaneohe Sandbar Self Guided Kayak Adventure
Outdoor Activities
In addition to the paddling adventures, there are more one-of-a-kind adventures that allow you to explore Windward’s beauty up close. Check out these activities:
- Rent Electric Bikes: At our Active Oahu storefront located in Kailua, you can rent E-Bikes to cruise around Kailua Town in style and access beaches and hikes without having to battle for a parking space. Our electric bike rentals go up to 20 miles per hour and have an optional basket attachment so that you can bring your beach gear with you as you explore. To learn more about our E-bike rentals, visit this link: E-bike Rentals in Kailua Interested in booking a guided e-bike tour? Visit this page to learn more: Kailua E-bike Kau Kau Guided Adventure
- Lanikai Pillbox Hike: This short, yet moderately challenging hike will reward you with breathtaking panoramic views of the coast off of Lanikai Beach and the surrounding area. We recommend accessing this hike by bike because the trailhead is located in a neighborhood with very limited parking. Learn more about this hike here: Lanikai Pillbox Hike Adventure Guide
- Snorkel at Lanikai Beach: Lanikai Beach offers family-friendly snorkeling with its shallow waters, crystal clear water, and stunning views. With tons of reef to explore, you’ll be able to spot a variety of tropical fish, and if you are lucky you may even spot turtles resting among the coral beds! Check out our self guided e-bike and snorkel adventure to explore on land and in the water: Lanikai E-bike and Snorkel Self Guided Tour
- For a full days adventure check out our e-bike, snorkel, and pillbox hike self guided adventure package: Lanikai E-bike Snorkel and Pillbox Hike Self Guided Adventure
- Bodyboarding at Kalama Beach: Kalama Beach is the perfect place for beginner bodyboarders. Catch some waves without worrying about bigger surf found at other beaches. This beach also offers a variety of amenities including a lifeguard stand, bathrooms, and an outdoor shower. Learn more about bodyboarding at Kalama Beach by visiting this page: Kalama Beach Bodyboarding Adventure
- Bodyboarding at Sherwoods in Waimanolo: If you are looking for a step up from Kalama Beach, Sherwoods offers intermediate bodyboarding with larger waves.
- Visit Kailua Beach Park: Kailua Beach Park is a launch point for tons of different adventures. Visit this page for an extensive guide to visiting Kailua Beach: Ultimate Guide for Kailua Beach Park
- Lulumahu Falls: This two mile beginner level hike takes roughly an hour and half to complete and takes you through bamboo forests and dirt paths lined with trees, ultimately leading you to an epic waterfall.
- Kaiona Beach Park: A beautiful sandy beach that is perfect for a beach day and a variety of water activities including snorkeling in the crystal clear water, swimming, paddleboarding, and kayaking.
Best Food Spots on The Windward Side
Windward Oahu is also a foodie’s dream! The best food spots can be found all along the coast. Here are our recommendations for places to stop and grab some grub after your adventure:
- Waiahole Poi Factory: If you want to try authentic Hawaiian food, the Poi Factory is an absolute must visit. Offering classic Hawaiian dishes including Kalua Pig, Laulau, and Chicken Long Rice alongside Poi and Lomi Salmon, you can’t leave the island without experiencing these true Hawaiian flavors.
- Keneke’s Divine Grinds: Keneke’s is the perfect spot to grab some food on your way back from the beach. Serving affordable local meals like Kalua Pig sandwiches and Loco Moco, this locally owned restaurant is a hole in the wall you won’t want to miss!
- Kono’s: Craving kalua pork? Kono’s is the place to go! They put kalua pork on everything from nachos and burritos, to sandwiches and salads, Kono’s offers delicious filling meals and milkshakes.
- Please Come Again: A local ice cream shop featuring flavors inspired by the Hawaiian Islands. Their ice cream is made in-shop and is the perfect sweet treat after any adventure!
Other Sites to See
Check out these unique experiences found throughout Windward Oahu:
- Tropical Farms: This spot is easily overlooked, but not one you should miss! Take a tour of the Macadamia nut farm, watch a cultural performance, and try cracking open macadamia nuts for this family-friendly local experience!
- Byodo-In Temple: Take a tour of this smaller-scale replica of a Buddhist temple in Japan. Take a stroll through the beautiful gardens and admire this sacred place of worship. They also hold weekly events and services that are open to the public.
- Pali Lookout: Located on the Pali Highway between Honolulu and Kailua, this incredible vantage point offers panoramic views of the Ko’olau cliffs and lush windward coast. In addition to being a scenic overlook, this lookout has immense historical significance as well. The Pali Lookout marks the spot where King Kamehameha I won the battle of Nu’uanu in 1975, uniting the Oahu under his rule.
Make Your Booking Today
With so many places to explore, flavors to taste, and views to see, Windward Oahu is a must-visit destination on any Oahu itinerary. Whether you are staying on the Windward side or just passing through, Active Oahu offers beach gear deliveries to help you make the most of your trip! We deliver everything from chairs and umbrellas, to snorkel gear, kayaks, and paddleboards–all with free delivery to your hotel or vacation rental!