Kihei Luxury Tours

  • 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
  • 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
  • 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
  • Road to Hana Deluxe Rainforest and Waterfall Experience from Maui

    Behind every curve, discover a new surprise… Miles of lush tropical rainforests, beautiful waterfalls at every turn of the road leading to Hana, narrow one-lane...

     8 to 10 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $219.99
    from
    $219.99
  • Small-Group Luxury Tour: Road to Hana and Ka'eleku Cavern Day Trip
    Likely to Sell Out
    Likely to Sell Out

    Experience the highlights of the legendary Road to Hana on this small-group day trip. Travel by luxury Limo-Van along the breathtaking Pacific coast and through...

     10 hours  Hotel pickup offered  Free Cancellation
    from
    $385
    from
    $385
  • Road to Hana in Mercedes Van: Waterfalls and Black Sand Beach

    Major Maui Hotel's pickups included. We provide food and beverages. Fresh locally grown fruit and deli sandwiches of your choice (ham, turkey or veggie) will...

     9 to 10 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $229.99
    from
    $229.99
  • Small-Group Road to Hana Adventure Tour with Pickup & Lunch

    Live the real Maui experience on the Road to Hana with our expert guides! Immerse yourself in the beauty of the spectacular Hana Rainforest. Witness...

     8 to 11 hours  Hotel pickup offered  Instant Confirmation
    from
    $209.99
    from
    $209.99
  • Road to Hana Deluxe Rainforest & Waterfall Experience from Maui

    We pick up all Hotels! Deluxe Road to Hana is a magical experience to escape into the jungle of Hana and be swept away with...

     8 to 10 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $219.99
    from
    $219.99
  • Halfway Road to Hana - Small Group — Taste of Hana & Waterfalls

    Travel in comfort aboard our 2025 Mercedes-Benz Sprinter van on this Halfway Road to Hana tour, ideal for guests who want a shorter, relaxed experience...

     6 to 7 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $199
    from
    $199
  • Haleakala's Best Sunset Tour with Dinner
    Likely to Sell Out
    Likely to Sell Out

    One of the very best places to view a sunset on Maui is atop the 10,000 ft. summit of Haleakala and our sensational Sunset Tour...

     6 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $314
    from
    $314
  • Private Road to Hana Rainforest & Waterfall Experience from Maui
    Likely to Sell Out
    Likely to Sell Out

    Experience the road to Hana in ultimate comfort in a private luxury SUV for groups of up to 5 or a transit van for groups...

     8 to 10 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $1,199.99
    from
    $1,199.99
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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 Kihei Luxury Tours?

A: According to verified reviews on Cool Hawaii and TripAdvisor, the best Kihei Luxury Tours are:

Q: What are the best kid-friendly options for Kihei Luxury Tours Activities?

A: According to verified reviews on Cool Hawaii and TripAdvisor, the best kid-friendly Kihei Luxury Tours are:

View all kid-friendly Activities

Q: Which Kihei Luxury Tours have Instant Confirmation?

A: Kihei Luxury Tours with Instant Confirmation include:

View all Activities with Instant Confirmation

Q: Which Kihei Luxury Tours have Free Cancellation?

A: Kihei Luxury Tours 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 Kihei Luxury Tours include Hotel Pickup?

A: No problem. These Kihei Luxury Tours include Hotel Pickup:

View all Activities with Hotel Pickup

Q: Got any more Kihei trip ideas?

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

View all Kihei Trip Ideas

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

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

View all tour styles in Kihei

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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.