Things to do in Kailua

    Discover amazing Kailua activities and premium in-home experiences.

    Kailua is a picturesque destination in Oahu, where you'll find crystal-clear snorkeling spots, waves perfect for surfing. Whether you're seeking relaxation, exploration, or local flavor, this vibrant spot has something for everyone.

    Popular Activities in Kailua

    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

    Kayak Rentals

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

    4.9 325 reviews
    $34/ item

    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

    Kaneohe Bay Coral Reef Self-Guided Kayaking Adventure

    Paddle Kaneohe Bay at your own pace and snorkel vibrant coral reefs with included gear

    4.9 325 reviews

    Kaneohe Bay Sandbar Self-Guided Kayak Experience

    Paddle to the Kaneohe Sandbar for reef views and a rare mid-ocean sandbar experience at your own pace

    4.9 325 reviews
    $72/ person

    Chinaman's Hat Self-Guided Kayak Rental

    Explore Mokoli'i at your own pace with gear, demo, and route tips

    4.9 325 reviews
    $6/ kayak

    Kaneohe Bay Sandbar Kayak Rental

    Paddle at your own pace to the Kaneohe Bay Sandbar with gear, demo, and safety talk

    4.9 325 reviews

    Kahana Rainforest River Kayak Rental

    Explore Kahana Valley’s rainforest river with easy pickup and included transport pads

    4.9 325 reviews

    Kailua Kayak Rentals

    Paddle Kailua Bay to Mokulua or Popoia with included gear and easy car-top transport

    4.9 325 reviews

    Kailua Bay and Popoia Island Self-Guided Kayaking

    Paddle sheltered Kailua Bay to Popoia Islet at your own pace with tandem gear provided

    4.9 325 reviews
    $31/ person

    Mokulua Islands Self-Guided Kayak Adventure

    Paddle from Kailua to the Mokulua Islands for an all-day ocean kayak and hiking experience.

    4.9 325 reviews
    $31/ person

    Popoia Island & Kailua Bay Guided Kayak Tour

    Guided paddle to Popoia Island for beginners with optional snorkeling and wildlife viewing

    4.9 325 reviews
    $31/ person

    Kailua Electric Bike Rental

    Full day to cruise around Kailua

    4.9 325 reviews

    East Oahu Self-Guided Kayak Experience

    Paddle East Oahu’s reef-protected routes at your own pace with all gear included

    4.9 325 reviews
    $72/ person

    Kailua Guided E-Bike Scenic and Food Tour

    Taste local favorites and explore Kailua by e-bike with a knowledgeable guide and exclusive shop discounts

    4.9 325 reviews
    $149/ person

    Popoia Island and Kailua Bay Full-Day Guided Kayak Tour

    Paddle to Popoia Island with a guide, snorkel Kailua Bay, and enjoy beach gear for the afternoon

    4.9 325 reviews
    $31/ person

    Kailua E-Bike Kau Kau Guided Food and Scenic Tour

    Ride electric bikes through Kailua, taste local favorites, and explore beaches and hidden gems with a guide

    4.9 325 reviews
    $179/ person

    Kailua Paddle Board Lesson to Popoia Island

    Learn SUP and explore Popoia Island with a friendly guide in Kailua

    4.9 325 reviews
    $31/ person

    Guided Mokulua Islands Kayak and E-Bike Adventure

    Explore Moku Nui by kayak with e-bike transport and expert guides; lunch and shave ice included

    4.9 325 reviews
    $215/ person

    Popoia Island Kayak and E-Bike Guided Adventure Tour

    Ride e-bikes to Kailua Beach, then kayak and snorkel around Popoia Island with a guide

    4.9 325 reviews
    $155/ person

    Popoia Island Kayak and E-Bike Guided Adventure

    Guided paddle to Popoia Island with e-bikes to tow kayaks, snorkeling, and beach time included

    4.9 325 reviews
    $185/ person

    Self-Guided Lanikai E-Bike, Pillbox Hike and Snorkel

    Explore land and sea at your own pace with an e-bike ride, Pillbox hike, and Lanikai snorkeling

    4.9 325 reviews
    $62/ person

    West Oahu Guided Snorkel Tour

    Experience Oahu’s Best Snorkeling With a Lifeguard Certified Guide

    4.9 325 reviews
    $72/ 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

    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

    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

    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

    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

    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

    4.7 53 reviews
    $150/ person

    OENO Winery Tour and Tasting on Oahu

    Sample six natural wines and learn the winemaking process in a friendly, educational setting

    4.7 203 reviews
    $32/ person

    VIP Winery Tour and Tasting

    Sample six OENO wines and tour the production facility

    4.7 203 reviews

    Exclusive Chocolate & Wine Pairing on O‘ahu

    Savor locally grown O‘ahu wine and chocolate in a guided pairing led by the winery team

    4.7 203 reviews
    $38/ 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

    Intimate Luau at Experience Nutridge in Honolulu

    Connect through hands-on Hawaiian traditions, farm-to-table dinner, and panoramic views in a small-group luau

    4.9 553 reviews
    $132/ person

    Snorkel with Turtles in Honolulu

    Guided 2.5-hour snorkel with gear included and a marine conservation option

    4.7 723 reviews
    $99/ person

    Discover More in Kailua

    Kailua is a picture-perfect beach town on Oahu’s windward coast, where turquoise waters, soft sands, and lush mountain backdrops come together in harmony. Just 30 minutes from Honolulu but a world apart in feel, Kailua invites you to slow down, dig your toes in the sand, and truly embrace island time.

    Begin your day with sunrise at Lanikai Beach -- one of the most photographed beaches in the world -- then explore nearby hiking trails like the Pillbox Hike for sweeping views of the ocean and Mokulua Islands. In town, browse boutiques, grab fresh poke, or join a local canoe club for a taste of community spirit.

    Kailua’s magic lies in its balance of natural beauty and authentic local life. Through Greetwell, guests can enjoy private beach yoga, guided snorkeling adventures, in-home massages, and chef-prepared meals highlighting island-grown ingredients. It’s an ideal base for couples, families, or solo travelers seeking both comfort and cultural connection.


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