Maui Luxury & Special Occasions

  • Shaka Guide Maui "Classic" Road to Hana Audio Driving Tour

    Embark on Maui’s most iconic coastal adventure with this self-guided driving audio tour. Journey along the legendary Hana Highway, winding through lush rainforests, past cascading...

     10 to 12 hours  Free Cancellation  Instant Confirmation
    from
    $19.99
    from
    $19.99
  • Road to Hana: Full-Day Scenic Drive with Blacksand & Waterfalls

    The Hāna Highway is a 64.4-mile long stretch of spectacular views of rainforest, waterfalls, beaches and coastline. On the east after Kalepa Bridge, the highway...

     8 to 10 hours  Hotel pickup offered  Instant Confirmation
    from
    $209.99
    from
    $209.99
  • Maui: Famous Road to Hana Waterfalls and Lunch by Mercedes Van

    Maximum of 14 people in a Luxury, Air-Conditioned Mercedes Benz Sprinter van. Guided and narrated by a professional, highly knowledgeable chauffeurs with deep knowledge of...

     9 to 10 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $229.99
    from
    $229.99
  • Small-Group Road to Hana Luxury Tour
    Likely to Sell Out
    Likely to Sell Out

    Travel the famously spectacular Road to Hana in comfort and style on this luxury small-group tour. With a maximum of just up to eight-passengers in...

     10 hours  Hotel pickup offered  Free Cancellation
    from
    $385
    from
    $385
  • Maui Premium Sunset Dinner Cruise from Ka’anapali Beach
    Likely to Sell Out
    Likely to Sell Out

    Sea Maui’s Sunset Dinner Cruise is our premium dining & Sunset experience. Leave behind the hustle and bustle of the land when you're welcomed onboard...

     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $153.50
    from
    $153.50
  • Road to Hana Tour with Lunch and Pickup

    With over 20 years of experience and expert, NAI certified guides, no one is more qualified to lead you through Maui’s Road to Hana than...

     11 to 12 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $293.99
    from
    $293.99
  • Maui: Majestic Haleakala Sunrise Tour with Pick-up

    Once-in-a-lifetime may be the only way to describe watching the sun slowly rise over Haleakala National Park and spill over onto the beautiful island of...

     8 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $263.99
    from
    $263.99
  • Maui: Road to Hana Adventure with Farm to Table Lunch

    The ultimate Road to Hana adventure in our luxurious 2024/25 Mercedes Sprinter vans. Best value guarantied. Embark on an unforgettable adventure along the Road to...

     9 to 11 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $259
    from
    $259
  • Haleakala Sunrise Best Guided Bike Tour with Bike Maui
    Likely to Sell Out
    Likely to Sell Out

    Experience one of nature's most memorable moments: Sunrise atop Haleakala! After sunrise, you begin the guided biking adventure at 6,500 ft. elevation just outside of...

     8 hours  Free Cancellation  Instant Confirmation
    from
    $317.89
    from
    $317.89
  • Maui Sunset Dinner Cruise - A Hawaiian Hula Experience

    For a one-of-a-kind Maui Sunset Cruise and cocktail dinner party aboard Pride of Maui, the most spacious and stable catamaran on Maui. Freshly prepared and...

     2 hours  Free Cancellation  Instant Confirmation
    from
    $158
    from
    $158
  • Maui Ma'alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise

    Come enjoy Prime Rib, Baby Back Ribs, Kiawe Smoked Chicken Leg and Thigh combo, Fresh Island Fish, or Penne Pasta with Thai Basil Marinara. A...

     2 hours  Free Cancellation  Instant Confirmation
    from
    $149.95
    from
    $149.95
  • VIP (12 Guests ONLY) Ultimate Whale Watch
    Likely to Sell Out
    Likely to Sell Out

    Our Exclusive VIP whale watching tours are 2 hours long with a maximum of 12 guests. Our small groups make every seat a front row...

     2 hours  Free Cancellation  Instant Confirmation
    from
    $125
    from
    $125
  • Haleakala Classic Vehicle Sunrise Tour with Breakfast
    Likely to Sell Out
    Likely to Sell Out

    This tour is operated by Haleakala EcoTours a sister company of Bike Maui. This is NOT a bike tour. The Sunrise Tour offers guests an...

     6 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $271.07
    from
    $271.07
  • Road to Hana Small-Group, Waterfalls, Black Sand Beach & Pickup
    Likely to Sell Out
    Likely to Sell Out

    Sit back, relax, and enjoy a fully guided Road to Hana adventure while your local guide navigates 617 curves and 56 one-lane bridges. Travel in...

     9 to 10 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $329
    from
    $329
  • Ultimate 3.5 hour Whale Watch & Snorkel
    Likely to Sell Out
    Likely to Sell Out

    Our small group snorkeling tours are locally owned and operated, making you feel like a part of our Maui ohana! Since 1982 we have offered...

     3 to 4 hours  Free Cancellation  Instant Confirmation
    from
    $195
    from
    $195
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Maui Luxury & Special Occasions?

A: According to verified reviews on Cool Hawaii and TripAdvisor, the best Maui Luxury & Special Occasions are:

Q: What are the best kid-friendly options for Maui Luxury & Special Occasions Activities?

A: According to verified reviews on Cool Hawaii and TripAdvisor, the best kid-friendly Maui Luxury & Special Occasions are:

View all kid-friendly Activities

Q: Which Maui Luxury & Special Occasions have Instant Confirmation?

A: Maui Luxury & Special Occasions with Instant Confirmation include:

View all Activities with Instant Confirmation

Q: Which Maui Luxury & Special Occasions have Free Cancellation?

A: Maui Luxury & Special Occasions with Free Cancellation (in most cases up to 24 hours in advance of your activity date, check the specific activity page) include:

View all Activities with Free Cancellation

Q: I need a ride! Which Maui Luxury & Special Occasions include Hotel Pickup?

A: No problem. These Maui Luxury & Special Occasions include Hotel Pickup:

View all Activities with Hotel Pickup

Q: Got any more Maui trip ideas?

A: We sure do. Check out our curated lists of hand-picked Maui Activities.

View all Maui Trip Ideas

Q: What are the most popular styles of Tours and Activities in Maui?

A: Based on our sales data over the past year, the most popular styles of tours and activities in Maui are:

View all tour styles in Maui

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Sorting, ranking, and search results

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Cool Hawaii wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Hawaii over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

Cool Rewards Terms & Conditions

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Cool Rewards

  • Cool Rewards is a loyalty program operated by Cool Destinations. Rewards may be earned by any eligible person holding a Cool Destinations account, subject to the Cool Destinations customer Terms of Use.

Earning rewards

  • Rewards can be earned by making bookings on the Cool Destinations website. You will be able to see the value of the rewards you can earn during the booking process.
  • Earned rewards will be issued in a pending state and will move to a confirmed state 24 hours after the start time of the experience.
  • Earned rewards will be available to redeem once they are no longer in a pending state.
  • For bookings that are moved to a different travel date, the rewards will be redeemable after the amended travel date.
  • If a booking where rewards were issued is canceled, the earned rewards will not be redeemable and will be moved to a canceled state.

Redeeming rewards

  • To redeem rewards, you must be logged into your Cool Destinations account.
  • Any available rewards will be automatically applied the next time you make a booking, and their value will be deducted from your order at checkout, unless you choose not to apply them, which requires you to indicate this via the toggle switch. Bookings made using rewards are subject to the standard Cool Destinations Customer Terms of Use.
  • You will not be able to redeem only a portion of your available rewards at checkout. It is only possible to redeem all or none of your available rewards.
  • There is no minimum order value required to redeem your rewards. This means that you can pay for 100% of your order with rewards.
  • Rewards are non-transferable and cannot be redeemed for cash.
  • If rewards are redeemed against a booking that is canceled or refunded, the rewards will be reissued to your account.

Miscellaneous

  • You can check your Cool Destinations account to see the rewards you have collected at any time. You are responsible for ensuring that your rewards balance is correct.
  • We reserve the right to modify these Cool Rewards Terms and Conditions at any time, with or without notice, including the rules for earning and redeeming rewards. Any changes will be reflected in the updated Terms and Conditions.
  • We reserve the right to terminate the Cool Rewards program and cease issuing any further rewards on future bookings. All pending and available rewards balances will be honored.
  • By earning and redeeming rewards, you agree to these Terms and Conditions, as well as any subsequent changes made to them.