Things to do in Kaaawa

    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.

    Popular Activities in Kaaawa

    North Shore Oahu Group Surf Lesson

    Learn to surf gentle North Shore waves with your group in an uncrowded cove.

    $65/ person

    Koʻolau Distillery Whiskey Tour

    Discover Hawaii’s whiskey-making process and enjoy a guided tasting in an active distillery.

    4.9 236 reviews
    Contact for pricing

    Rainforest Self-Guided Kayak Tour in Kahana Valley

    Paddle a calm rainforest river and bay with all gear supplied for an easy adventure

    4.9 325 reviews
    $72/ person

    Rainforest Stand-Up Paddleboard Self-Guided Tour

    Explore a lush rainforest river at your pace on a delivered stand-up paddleboard, perfect for all ages.

    4.9 325 reviews
    $72/ person

    Kayak Rentals

    Customize your Kailua beach day with quality kayaks, boards and accessories ready for easy pickup

    4.9 325 reviews
    $34/ item

    Chinaman's Hat Self-Guided Kayak Tour

    Paddle at your own pace to Mokoli'i and hike for panoramic Oahu views

    4.9 325 reviews
    $72/ person

    Mokulua Islands Guided Kayak Tour

    Paddle to Kailua’s twin islands, snorkel coral reefs, and hike Moku Nui with an expert guide

    4.9 325 reviews
    $239/ person

    Sharks Cove Self-Guided Snorkel Experience

    Discover top North Shore snorkel spots with provided gear and local tips

    4.9 325 reviews
    $15/ person

    Stand Up Paddle Board Lesson in Kailua

    Learn paddle techniques then enjoy beach time with gear and lunch included along Kailua’s scenic coast

    4.8 4.1K reviews
    $179/ person

    Twin Islands Guided Kayak Tour

    Paddle to the Mokulua Islands for snorkeling, wildlife encounters, and a picnic lunch on secluded shores

    4.8 4.1K reviews
    $249/ person

    Self Guided Stand Up Paddle Tour

    Paddle calm streams and protected bays at your own pace with gear and island permits included

    4.8 4.1K reviews
    $89/ person

    Kayak, Stand-Up Paddle and Cleanup in Kailua Bay

    Protect Hawaii's marine life and enjoy 2.5 hours of kayaking or SUP on turquoise waters

    4.8 4.1K reviews
    $75/ person

    Self-Guided Kayak Discovery in Kailua Bay

    Explore protected waters, snorkel reefs, and picnic at your own pace with gear, lunch, and guidance included

    4.8 4.1K reviews
    $89/ person

    Kailua Beach Snorkeling and Boogie Boarding Experience

    Enjoy turquoise waters with included snorkel gear, boogie boards, and a tasty lunch.

    4.8 4.1K reviews
    $79/ person

    Guided Kayak Excursion and Beach Time in Kailua

    Paddle to Popoiʻa Island with a guide, then enjoy snorkeling, lunch, and free time on Kailua’s sandy beach.

    4.8 4.1K reviews
    $159/ person

    Full-Day Adventure Retreat

    Customize an island adventure packed with hiking, snorkeling, and surfing, guided from morning to sunset

    Half-Day Surf and Turf Adventure Retreat

    Experience a thrilling mix of water sport and scenic hike in just four action-packed hours

    Private Guided Hiking Tour in Hawaii

    Discover hidden waterfalls and local history on a personalized hike

    $295/ person

    Huaka'i Waʻa Peʻa Hawaiian Sailing Canoe Adventure

    Explore Kailua's reefs on a 3-hour traditional Hawaiian sailing canoe and hear local stories from expert watermen

    $150/ person

    Diamond Head State Monument Audio Tour

    Hike to the summit with a multilingual narrated guide and souvenir map for a richer Diamond Head experience

    $5/ person

    Grass-to-Glass Rum Distillery Tour

    Explore heirloom Hawaiian sugarcane and finish with a guided rum tasting flight.

    $15/ person

    Stand Up Paddle Board Rental – 1.5 Hours

    Explore Haleiwa’s shoreline and marine life at your own pace with a 1.5-hour SUP rental.

    4.9 236 reviews
    $25/ person

    All-Day Stand Up Paddleboard Rental

    Enjoy unlimited paddling time on Oahu's North Shore with flexible pickup and return.

    4.9 236 reviews
    $40/ person

    Pearl Harbor Historic Sites Tour from Waikiki

    Visit the USS Arizona and Battleship Missouri on a guided half-day history tour from Waikiki

    4.9 30.7K reviews
    $112/ person

    Majestic Circle Island Tour From Ko Olina

    Experience Oahu’s top landmarks, lunch, and waterfall swim on a small-group eco adventure.

    4.9 30.7K reviews
    $150/ person

    Pearl Harbor and Honolulu City Tour from Waikiki

    Experience WWII history and downtown Honolulu landmarks with convenient Waikiki pickup and expert narration.

    4.9 30.7K reviews
    $38/ person

    Majestic Circle Island Tour From Waikiki

    Explore Oahu's landmarks with lunch and admissions included on a comfortable small-group tour.

    4.9 30.7K reviews
    $135/ person

    Ultimate Pearl Harbor & Circle Island Tour

    Explore Pearl Harbor history and O‘ahu’s scenic coastline on a full-day guided journey

    4.9 30.7K reviews
    $134/ person

    Salute to Pearl Harbor Tour from Ko Olina

    Pay tribute at the USS Arizona Memorial and hear vivid stories of the 1941 attack during this half-day excursion.

    4.9 30.7K reviews
    $58/ person

    Exclusive Lei Greeting at Honolulu Airport

    Be welcomed with aloha and a fresh lei upon arrival in Honolulu

    4.9 418 reviews

    North Shore SUP or Kayak Nature and Turtle Tour

    Spot Hawaiian green sea turtles while paddling the tranquil Anahulu River

    $140/ person

    Clear Bottom Kayak Tour

    Explore Oahu's hidden coastline in a see-through kayak and spot marine life beneath you.

    $95/ person

    Oahu Private Circle Island Jeep Tour

    Explore Oahu's top sights in a customizable full-day Jeep adventure with a private guide

    $299/ person

    Oahu North Shore Beginner Surf Lesson

    Learn the basics of surfing with patient instructors and catch your first Hawaiian wave in just two hours.

    $95/ person

    Original North Shore Activities Tour

    Experience iconic beaches, pick two fun water activities, and explore historic Haleiwa in a full-day adventure

    4.9 2.2K reviews
    $130/ person

    North Shore Tour From Ko Olina

    Experience iconic surf beaches and pick from snorkeling, kayaking, biking, or stand-up paddling on this full-day North Shore adventure.

    4.9 2.2K reviews
    $130/ person

    Haleiwa River Stand Up Paddleboard Tour

    Learn SUP basics and explore Anahulu River with a certified guide in 1.5 hours

    5.0 2K reviews
    $99/ person

    Haleiwa Surf Lesson for All Skill Levels

    Master the waves with expert instructors in just two hours

    Stand Up Paddle Group Lesson

    Learn stand up paddling and meet new friends during a lively 2-hour session.

    4.6 2.6K reviews

    Stand-Up Paddleboard and Kayak Rentals in Haleiwa

    Rent high-quality boards or kayaks and paddle Haleiwa's scenic waters at your own pace

    4.6 2.6K reviews

    Explore the Charms of Kaaawa

    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.

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