Discover amazing Kaaawa activities and premium in-home experiences.
Kaaawa is a tranquil coastal gem on Oahu’s windward side, where lush green mountains meet the azure Pacific Ocean. Known for its breathtaking landscapes and laid-back vibe, it's an ideal spot for those seeking to explore scenic trails or relax by pristine beaches away from busier tourist locales. Whether you're soaking up panoramic views of Kaʻaʻawa Valley or enjoying fresh local flavors at welcoming eateries, Kaaawa offers a truly enchanting Hawaiian experience.
Enjoy a flexible 3-hour river outing with paddles and life jackets included
Learn to surf gentle North Shore waves with your group in an uncrowded cove.
Get personalized guidance to find the right waves for your ability
Learn the Siva Afi fire knife dance with guided instruction and demonstrations
Explore 42 acres in comfort with a full-day mobility scooter rental
Reserve a wheelchair for 7.5 hours to explore the Polynesian Cultural Center comfortably.
Make your visit easier with an on-site 3-wheel stroller rental for 7.5 hours
Discover Hawaii’s whiskey-making process and enjoy a guided tasting in an active distillery.
Sample six natural wines and learn the winemaking process in a friendly, educational setting
Savor locally grown O‘ahu wine and chocolate in a guided pairing led by the winery team
Paddle at your own pace to Mokoli'i and hike for panoramic Oahu views
Paddle to Kailua’s twin islands, snorkel coral reefs, and hike Moku Nui with an expert guide
Discover top North Shore snorkel spots with provided gear and local tips
Customize your Kailua beach day with quality kayaks, boards and accessories ready for easy pickup
Paddle a calm rainforest river and bay with all gear supplied for an easy adventure
Explore a lush rainforest river at your pace on a delivered stand-up paddleboard, perfect for all ages.
Paddle Kaneohe Bay at your own pace and snorkel vibrant coral reefs with included gear
Paddle to the Kaneohe Sandbar for reef views and a rare mid-ocean sandbar experience at your own pace
Explore Mokoli'i at your own pace with gear, demo, and route tips
Paddle at your own pace to the Kaneohe Bay Sandbar with gear, demo, and safety talk
Explore Kahana Valley’s rainforest river with easy pickup and included transport pads
Paddle Kailua Bay to Mokulua or Popoia with included gear and easy car-top transport
Paddle sheltered Kailua Bay to Popoia Islet at your own pace with tandem gear provided
Paddle from Kailua to the Mokulua Islands for an all-day ocean kayak and hiking experience.
Guided paddle to Popoia Island for beginners with optional snorkeling and wildlife viewing
Paddle East Oahu’s reef-protected routes at your own pace with all gear included
Taste local favorites and explore Kailua by e-bike with a knowledgeable guide and exclusive shop discounts
Paddle to Popoia Island with a guide, snorkel Kailua Bay, and enjoy beach gear for the afternoon
Ride electric bikes through Kailua, taste local favorites, and explore beaches and hidden gems with a guide
Learn SUP and explore Popoia Island with a friendly guide in Kailua
Explore Moku Nui by kayak with e-bike transport and expert guides; lunch and shave ice included
Ride e-bikes to Kailua Beach, then kayak and snorkel around Popoia Island with a guide
Guided paddle to Popoia Island with e-bikes to tow kayaks, snorkeling, and beach time included
Explore land and sea at your own pace with an e-bike ride, Pillbox hike, and Lanikai snorkeling
Experience Oahu’s Best Snorkeling With a Lifeguard Certified Guide
Paddle to Popoiʻa Island with a guide, then enjoy snorkeling, lunch, and free time on Kailua’s sandy beach.
Explore protected waters, snorkel reefs, and picnic at your own pace with gear, lunch, and guidance included
Learn paddle techniques then enjoy beach time with gear and lunch included along Kailua’s scenic coast
Kaaawa is a serene coastal village on Oahu's windward side, where lush mountains meet azure waters. This hidden gem offers an escape from the hustle and bustle of Honolulu, inviting visitors to immerse themselves in its natural beauty and tranquil atmosphere. With its stunning landscapes and welcoming community, Kaaawa provides a perfect blend of adventure and relaxation for those looking to experience authentic Hawaiian culture.
Start your day with a hike along the Crouching Lion Trail, which rewards you with breathtaking views of the coastline and verdant valleys below. After working up an appetite, head over to one of the local food trucks or eateries for some fresh poke or traditional plate lunch. For beach lovers, Kahana Bay Beach Park offers pristine sands ideal for sunbathing or enjoying a leisurely swim in calm waters surrounded by towering cliffs.
No visit to Kaaawa would be complete without exploring nearby attractions like Ka'a'awa Valley at Kualoa Ranch—famous as a filming location for numerous movies—and learning about Hawaii’s rich history through guided tours. Whether you're kayaking along crystal-clear shores or simply soaking up sunset vistas from your lanai, this charming town promises unforgettable memories that capture both heart and soul.