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.
Learn to surf gentle North Shore waves with your group in an uncrowded cove.
Discover Hawaii’s whiskey-making process and enjoy a guided tasting in an active distillery.
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.
Customize your Kailua beach day with quality kayaks, boards and accessories ready for easy pickup
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
Learn paddle techniques then enjoy beach time with gear and lunch included along Kailua’s scenic coast
Paddle to the Mokulua Islands for snorkeling, wildlife encounters, and a picnic lunch on secluded shores
Paddle calm streams and protected bays at your own pace with gear and island permits included
Protect Hawaii's marine life and enjoy 2.5 hours of kayaking or SUP on turquoise waters
Explore protected waters, snorkel reefs, and picnic at your own pace with gear, lunch, and guidance included
Enjoy turquoise waters with included snorkel gear, boogie boards, and a tasty lunch.
Paddle to Popoiʻa Island with a guide, then enjoy snorkeling, lunch, and free time on Kailua’s sandy beach.
Customize an island adventure packed with hiking, snorkeling, and surfing, guided from morning to sunset
Experience a thrilling mix of water sport and scenic hike in just four action-packed hours
Discover hidden waterfalls and local history on a personalized hike
Explore Kailua's reefs on a 3-hour traditional Hawaiian sailing canoe and hear local stories from expert watermen
Hike to the summit with a multilingual narrated guide and souvenir map for a richer Diamond Head experience
Explore heirloom Hawaiian sugarcane and finish with a guided rum tasting flight.
Explore Haleiwa’s shoreline and marine life at your own pace with a 1.5-hour SUP rental.
Enjoy unlimited paddling time on Oahu's North Shore with flexible pickup and return.
Visit the USS Arizona and Battleship Missouri on a guided half-day history tour from Waikiki
Experience Oahu’s top landmarks, lunch, and waterfall swim on a small-group eco adventure.
Experience WWII history and downtown Honolulu landmarks with convenient Waikiki pickup and expert narration.
Explore Oahu's landmarks with lunch and admissions included on a comfortable small-group tour.
Explore Pearl Harbor history and O‘ahu’s scenic coastline on a full-day guided journey
Pay tribute at the USS Arizona Memorial and hear vivid stories of the 1941 attack during this half-day excursion.
Be welcomed with aloha and a fresh lei upon arrival in Honolulu
Spot Hawaiian green sea turtles while paddling the tranquil Anahulu River
Explore Oahu's hidden coastline in a see-through kayak and spot marine life beneath you.
Explore Oahu's top sights in a customizable full-day Jeep adventure with a private guide
Learn the basics of surfing with patient instructors and catch your first Hawaiian wave in just two hours.
Experience iconic beaches, pick two fun water activities, and explore historic Haleiwa in a full-day adventure
Experience iconic surf beaches and pick from snorkeling, kayaking, biking, or stand-up paddling on this full-day North Shore adventure.
Learn SUP basics and explore Anahulu River with a certified guide in 1.5 hours
Master the waves with expert instructors in just two hours
Learn stand up paddling and meet new friends during a lively 2-hour session.
Rent high-quality boards or kayaks and paddle Haleiwa's scenic waters at your own pace
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.