Free Concierge Service
    Text or call 1-877-GREET-WELL
    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

    Resources

    • Travel Guides
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /All experiences
    3. /Wailea HI

    Best 515 things to do in Wailea, HI

    Showing 457-480 of 515 results
    Maui Sunset Sushi Cruise
    Dinner Cruises

    Maui Sunset Sushi Cruise

    Five-course omakase with premium drinks aboard a luxury catamaran

    Five-course omakase with premium drinks aboard a luxury catamaran
    $313/ person
    Sail on a Private Charter in Maalaea Bay
    Yacht Charters

    Sail on a Private Charter in Maalaea Bay

    Book a private S/V Nova sailing charter for up to 6 guests

    Book a private S/V Nova sailing charter for up to 6 guests
    5.0 • 167 reviews
    $1,637& up
    Private Whale Watch Cruise in Maui
    Whale Watching

    Private Whale Watch Cruise in Maui

    Cruise Maʻalaea Harbor on a private humpback whale watch for up to 13 guests

    Cruise Maʻalaea Harbor on a private humpback whale watch for up to 13 guests
    5.0 • 167 reviews
    $1,365& up
    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
    5.0 • 167 reviews
    $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
    5.0 • 167 reviews
    $2,456
    Private Sailing Charter in Maalaea Bay
    Sailing

    Private Sailing Charter in Maalaea Bay

    Celebrate on a private catamaran with onboard appetizers and drinks

    Celebrate on a private catamaran with onboard appetizers and drinks
    5.0 • 167 reviews
    $2,729& up
    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 • 988 reviews
    $89
    2-Hour Maui Whale Watch Cruise
    Whale Watching

    2-Hour Maui Whale Watch Cruise

    Humpback whale viewing with binoculars and refreshments

    Humpback whale viewing with binoculars and refreshments
    4.9 • 898 reviews
    $305/ person
    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 • 2.8K reviews
    $183/ person
    Ma'alaea Whale Watch With Marine Biologists
    Whale Watching

    Ma'alaea Whale Watch With Marine Biologists

    Learn how marine biologists study humpback whales from a small-group research platform

    Learn how marine biologists study humpback whales from a small-group research platform
    4.7 • 2.8K 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 • 2.8K 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 • 2.8K 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 • 2.8K reviews
    $228/ 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 • 2.8K 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 • 2.8K 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 • 2.8K 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 • 2.8K reviews
    $212/ person
    Sunset Sailing Cruise From Ma'alaea
    Sailing

    Sunset Sailing Cruise From Ma'alaea

    Sail into the evening with pupus, island-style music, and sunset views

    Sail into the evening with pupus, island-style music, and sunset views
    4.7 • 2.8K reviews
    $149/ person
    3-Hour Dolphin Watch Cruise From Maalaea Harbor
    Dolphin Watching

    3-Hour Dolphin Watch Cruise From Maalaea Harbor

    Search for Hawaiian dolphins with certified marine naturalists on a 3-hour morning cruise

    Search for Hawaiian dolphins with certified marine naturalists on a 3-hour morning cruise
    4.7 • 2.8K reviews
    $155/ 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 • 2.8K 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
    4.3 • 282 reviews
    $70/ 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 • 309 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
    Snorkel & Sightsee on a Private Maui Charter
    Yacht Charters

    Snorkel & Sightsee on a Private Maui Charter

    Private Maui yacht charter for up to 6 with breakfast, lunch, and snorkel time

    Private Maui yacht charter for up to 6 with breakfast, lunch, and snorkel time
    $4,752& up
    1…1819202122