Free Concierge Service
    Text or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    [email protected](650) 414-7338

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Free Concierge Service
    Text or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    1. Local experiences/
    2. All experiences/
    3. Wailea HI

    Best 358 things to do in Wailea, HI

    Showing 313-336 of 358 results
    Private 3-Hour Whale Watching Cruise in Maui
    Whale Watching

    Private 3-Hour Whale Watching Cruise in Maui

    Sail a private catamaran whale watch from Ma‘alaea Harbor with hydrophone listening

    Sail a private catamaran whale watch from Ma‘alaea Harbor with hydrophone listening
    $4,094
    Sail on a Private Maui Whale Watching Cruise
    Whale Watching

    Sail on a Private Maui Whale Watching Cruise

    Private sailboat whale watch from Ma‘alaea Harbor (Jan–Apr), with hydrophone listening

    Private sailboat whale watch from Ma‘alaea Harbor (Jan–Apr), with hydrophone listening
    $2,456
    Maui Whale Watch Adventure on Reef Explorer
    Whale Watching

    Maui Whale Watch Adventure on Reef Explorer

    Experience up-close whale behavior on a small-group, ultra-stable 60 ft Super Raft in Maui’s humpback sanctuary

    Experience up-close whale behavior on a small-group, ultra-stable 60 ft Super Raft in Maui’s humpback sanctuary
    4.9 • 315 reviews
    $89
    Private Sport Fishing Charter From Maalaea Harbor
    Fishing Charters

    Private Sport Fishing Charter From Maalaea Harbor

    Book a private 6- or 8-hour sport fishing charter for up to 6 guests

    Book a private 6- or 8-hour sport fishing charter for up to 6 guests
    4.9 • 315 reviews
    $2,427& up
    Adult Sunset Whale Watch Sail
    Whale Watching

    Adult Sunset Whale Watch Sail

    Enjoy premium appetizers and whale facts while spotting humpbacks at sunset

    Enjoy premium appetizers and whale facts while spotting humpbacks at sunset
    4.7 • 2.6K reviews
    $183/ person
    Whale Researcher-Themed Whale Watch in Ma'alaea
    Whale Watching

    Whale Researcher-Themed Whale Watch in Ma'alaea

    Join a small-group whale watch with a Certified Marine Naturalist in Ma’alaea

    Join a small-group whale watch with a Certified Marine Naturalist in Ma’alaea
    4.7 • 2.6K reviews
    $194/ person
    Small-Group Whale Watching Cruise From Ma'alaea
    Whale Watching

    Small-Group Whale Watching Cruise From Ma'alaea

    Cruise Ma'alaea Harbor with marine naturalists and listen for humpback whale songs

    Cruise Ma'alaea Harbor with marine naturalists and listen for humpback whale songs
    4.7 • 2.6K reviews
    $160/ person
    Ma'alaea Sunset Cocktail Cruise
    Whale Watching

    Ma'alaea Sunset Cocktail Cruise

    Enjoy Maui sunset with appetizers, drinks, and naturalist-led whale watching in season

    Enjoy Maui sunset with appetizers, drinks, and naturalist-led whale watching in season
    4.7 • 2.6K reviews
    $140/ person
    Sunset Dinner Cruise & Whale Watch in Maui
    Dinner Cruises

    Sunset Dinner Cruise & Whale Watch in Maui

    Cruise Maui’s coast at sunset with a tableside dinner and humpback whale focus

    Cruise Maui’s coast at sunset with a tableside dinner and humpback whale focus
    4.7 • 2.6K reviews
    $229/ person
    Sunset Whale Watch Sail in Ma'alaea
    Whale Watching

    Sunset Whale Watch Sail in Ma'alaea

    Sail at sunset with whale watching and pupu appetizers from Maʻalaea Harbor

    Sail at sunset with whale watching and pupu appetizers from Maʻalaea Harbor
    4.7 • 2.6K reviews
    $183/ person
    Ma'alaea Whale Watching With Marine Naturalists
    Whale Watching

    Ma'alaea Whale Watching With Marine Naturalists

    Spot humpback whales with expert narration on a 2-hour ecotour

    Spot humpback whales with expert narration on a 2-hour ecotour
    4.7 • 2.6K reviews
    $125/ person
    Ocean Spirit Adult Sunset Sail
    Sailing

    Ocean Spirit Adult Sunset Sail

    Sail into the sunset on an adults-only catamaran cruise with pupus and island-style music

    Sail into the sunset on an adults-only catamaran cruise with pupus and island-style music
    4.7 • 2.6K reviews
    $149/ person
    Morning Molokini Snorkel Cruise From Maui
    Snorkeling

    Morning Molokini Snorkel Cruise From Maui

    Small-group morning cruise to Molokini with guided snorkel tour

    Small-group morning cruise to Molokini with guided snorkel tour
    4.7 • 2.6K reviews
    $212/ person
    Reef Shark Snorkel Tour in Maui
    Snorkeling

    Reef Shark Snorkel Tour in Maui

    Snorkel Maui reefs with reef shark focus and included photos

    Snorkel Maui reefs with reef shark focus and included photos
    4.7 • 2.6K reviews
    $172/ person
    2-Hour Maui Whale Watching Cruise From Ma'alaea
    Whale Watching

    2-Hour Maui Whale Watching Cruise From Ma'alaea

    Ride a high-speed catamaran and listen for whale songs

    Ride a high-speed catamaran and listen for whale songs
    4.4 • 264 reviews
    $64/ person
    Whale Watching Cruise in Maui with Lunch
    Whale Watching

    Whale Watching Cruise in Maui with Lunch

    Experience an unforgettable whale watching journey aboard the Ocean Spirit, Maui’s premier eco-friendly sailing catamaran.

    Experience an unforgettable whale watching journey aboard the Ocean Spirit, Maui’s premier eco-friendly sailing catamaran.
    4.6 • 308 reviews
    $183/ person
    Makali‘i – The Rising Star of the Pacific
    Theater Musicals and Shows

    Makali‘i – The Rising Star of the Pacific

    Experience an immersive indoor Polynesian revue with live dance, drums, and cinematic visuals

    Experience an immersive indoor Polynesian revue with live dance, drums, and cinematic visuals
    $137/ person
    Beginner Letter Opener Blacksmith Experience
    Guided Tours

    Beginner Letter Opener Blacksmith Experience

    Learn forging basics and craft your own letter opener in a small 4-person class

    Learn forging basics and craft your own letter opener in a small 4-person class
    5.0 • 18 reviews
    $279/ person
    Road to Hana Helicopter Sightseeing Combo
    Helicopter Tours

    Road to Hana Helicopter Sightseeing Combo

    Experience a helicopter flight and private Hana tour to see waterfalls, rainforest, and a black sand beach

    Experience a helicopter flight and private Hana tour to see waterfalls, rainforest, and a black sand beach
    4.8 • 4.3K reviews
    $2,098& up
    Hike Into Heritage Rainforest Hike, Waterfall Swim And Culture
    Guided Hikes

    Hike Into Heritage Rainforest Hike, Waterfall Swim And Culture

    Hike a private rainforest trail, swim in a freshwater pond, and learn Maui history with a local guide

    Hike a private rainforest trail, swim in a freshwater pond, and learn Maui history with a local guide
    $1,882
    Hike Into Heritage Rainforest Hike, Waterfall Swim & Culture Tour
    Guided Hikes

    Hike Into Heritage Rainforest Hike, Waterfall Swim & Culture Tour

    Hike a private rainforest trail, swim in a freshwater pond, and learn Hawaiian history with a local guide

    Hike a private rainforest trail, swim in a freshwater pond, and learn Hawaiian history with a local guide
    $2,989
    Lei Making and Hula Experience
    Community and Heritage

    Lei Making and Hula Experience

    Learn lei making and hula with cultural practitioners while supporting local youth

    Learn lei making and hula with cultural practitioners while supporting local youth
    $165/ person
    Haleakala Downhill Upcountry Self-Guided Bike Tour
    Mountain Biking

    Haleakala Downhill Upcountry Self-Guided Bike Tour

    Ride a self-guided downhill from 6,500 feet with narrated drive and roadside support

    Ride a self-guided downhill from 6,500 feet with narrated drive and roadside support
    4.9 • 554 reviews
    $124/ person
    Create Epoxy Resin Geode Art Class
    Wellness Workshops

    Create Epoxy Resin Geode Art Class

    Learn epoxy resin geode art in 1.5 hours, with materials included

    Learn epoxy resin geode art in 1.5 hours, with materials included
    5.0 • 109 reviews
    $193/ person
    1…1112131415