Maui Luxury & Special Occasions

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

Maui Luxury & Special Occasions with Instant Confirmation include: Historic Walking Tour in Kihei Maui with Local Guide Maui Beach Parks Self-Guided Driving Tour Ultimate Self-Driving Audio Tour of Road to Hana, Maui Self-Guided Audio Driving Tour: Road to Hana, Maui Maui Loop Road to Hana Self-Guided GPS Audio Driving Tour View all Activities with Instant Confirmation →

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

No problem. These Maui Luxury & Special Occasions include Hotel Pickup: Halfway to Hana Adventure Perfect Customized Day on Maui with Private Tour Guide Halfway Road to Hana - Small Group - Taste of Hana and Waterfalls Maui Historical Island Tour in a Stretch Limousine Road to Hana: Full-Day Scenic Drive with Blacksand & Waterfalls View all Activities with Hotel Pickup →

Q: Got any more Maui trip ideas?

We sure do. Check out our curated lists of hand-picked Maui Activities. Top 10 Maui 2026 Senior-friendly tours Maui The best tours and activities for culture lovers in Maui Top Day Trips from Maui Things to do in Maui this summer View all Maui Trip Ideas →

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

Based on our sales data over the past year, the most popular styles of tours and activities in Maui are: Maui Outdoor Activities Maui Nature & Wildlife Maui Luxury & Special Occasions Maui Luxury Tours Maui Cruises, Sailing & Water Tours View all tour styles in Maui →

5.0 (5)

Maui: Sunset/Glow Clear Kayak Tour in Olowalu

This is a one of a kind experience. We are the only Clear Kayak Sunset/Glow Tour in Hawaii. Get a unique view of Maui's beautiful...

4 hours • Free Cancellation

5.0 (5)

from
$239

4.7 (52)

Cruise Ship Shore Excursion: Kahului Heavenly Hana Tour

Take the journey of a lifetime to East Maui as you take the Road to Hana. This full-day Maui cruise excursion allows you to discover...

8 hours 30 minutes • Free Cancellation

4.7 (52)

from
$242

5.0 (15)

Full-Day Road to Hana and Waterfall Tour

I am a NAI certified guide with over 300 sunrises on Haleakala and 200 loops around Hana. My Father-in-law is John Keanaaina Hoku award winning...

8 hours • Hotel pickup offered • Free Cancellation

5.0 (15)

from
$244

5.0 (56)

Haleakala Sunset and Astronomy Tour

Embark on an unforgettable 5-6 hour adventure with the Sunset and Astronomy Tour to the summit of Haleakalā National Park, guided by an expert. This...

5 hours 30 minutes • Free Cancellation

5.0 (56)

from
$245

5.0 (76)

Road to Hana Rainforest, Black Sand Beach, Waterfalls & Lunch

Marvel at the panoramic coastline and mountain views, tropical forest, waterfalls, black sand beach and other iconic sites as you enjoy a thrilling ride on...

9 to 10 hours • Hotel pickup offered • Free Cancellation

5.0 (76)

from
$246

4.9 (1,212)

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

4.9 (1,212)

from
$250

4.8 (187)

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

4.8 (187)

from
$250

4.8 (2,372)

Maui: Haleakala Sunrise Spectacular with Local Breakfast

Witness the dawning of a new day atop Haleakala (the house of the sun) a dormant volcanic mountain overlooking Maui on the east side. Deep...

10 hours • Hotel pickup offered • Free Cancellation

4.8 (2,372)

from
$254

4.5 (252)

Haleakala Maui Sunset Twilight Tour with Dinner

Capture that quintessential Hawaiian sunset from 9,740 feet elevation atop Mt Haleakala, Maui's volcanic peak in Haleakala National Park on the east side. Most visitors...

7 hours • Hotel pickup offered • Free Cancellation

4.5 (252)

from
$257

5.0 (98)

VIP Private Road to Hana Tour in Cadillac Escalade with Pickup

No other tour comes close to the ultimate luxury and adventure of our tours. Enjoy Ultra VIP style, class & luxury in our new black...

10 to 12 hours • Hotel pickup offered • Free Cancellation

5.0 (98)

from
$258

4.9 (963)

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

4.9 (963)

from
$259

5.0 (32)

Famous Road to Hana Waterfalls, Black Sand Beach Tour with Lunch

Small group up to 14 passengers in a Luxury, Air-Conditioned Mercedes Benz Sprinter van. Guided and narrated by a professional, highly knowledgeable chauffeurs with deep...

8 to 9 hours • Hotel pickup offered • Free Cancellation

5.0 (32)

from
$260

4.8 (55)

Authentic Taste of Maui

Get your Taste buds ready! This tour is a food lover's heaven! In a luxury air-conditioned van you will visit six authentic food locations, sample...

4 hours • Free Cancellation

4.8 (55)

from
$260

5.0 (22)

Emountain Bike Tour Maui | Experience Tour – Private Ranch

Exclusive E-mountain bike tour on a private ranch, in Wailea. The Experience Tour is designed for beginner riders who already know how to ride a...

3 hours • Free Cancellation

5.0 (22)

from
$260

5.0 (8)

Emountain Bike Tour Maui | Grand Tour – Private Ranch

Venture deep into Maui's stunning private ranchland on this advanced e-Mountain Bike Tour, designed for experienced riders. Navigate challenging climbs and thrilling descents while enjoying...

3 hours • Free Cancellation

5.0 (8)

from
$260

4.8 (677)

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

4.8 (677)

from
$264

Frequently Asked Questions

These answers are based on answers previously given to Cool Hawaii customers' questions.

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

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

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

Which Maui Luxury & Special Occasions have Instant Confirmation?

Which Maui Luxury & Special Occasions have Free Cancellation?

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 →

I need a ride! Which Maui Luxury & Special Occasions have Hotel Pickup?

Got any more Maui trip ideas?

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

Recent activity reviews

New York City

Maui: Haleakala Sunrise Spectacular with Local Breakfast

aaronmQ2228VD, Sep 2026

September Tour.

Great experience. Guide was outstanding and directed your attention to things that could be easily missed. Breakfast was good. Overall a worthwhile tour. Was pricey but a good value.

New York City

Haleakala Maui Sunset Twilight Tour with Dinner

Mark_P, Sep 2026

Take your trash home.

Such a beautiful evening. One minute your so disappointed because its cloudy and raining but then as soon as the sun begins to set the most amazing sun set. Being so high and seeing the cloud base below you was a truly magical experience especially for my kiddo, she was almost lost for words. I am so glad I did not do the drive myself. Our driver was informative, fun, and we felt safe with his careful driving up and down the volcano. I see myself as a very respectful tourist and I have to say I am sick to death of picking up rubbish, trash left behind by tourists who just don’t care. My daughter and I have filled two trash bags of rubbish during our trip to Hawaii on beaches, nature reserves, in the sea, and top of this amazing Volcano. It really is not difficult to take your trash to bin.

New York City

Maui: Haleakala Sunrise Spectacular with Local Breakfast

Mansilodhia, Sep 2026

A must visit place in Maui!

Amazing experience and Preston was exceptionally well in guiding us and sharing the history and facts throughout the tour.

New York City

Maui: Famous Road to Hana Waterfalls and Lunch by Mercedes Van

Road61788906493, Sep 2026

Best First Time to Maui!

My girlfriend and I had an overall amazing experience doing this tour. Our guide was Quinn and we honestly couldn’t have asked for a better guide! He knew a lot about the Island and showed us some beautiful sights and stops. His driving was phenomenal! Wouldn’t have had it any other way. THANKS QUINN!!

New York City

Maui: Famous Road to Hana Waterfalls and Lunch by Mercedes Van

V9943VNcraigr, Sep 2026

Road to hana

Quinn was fantastic! Highly recommend.

New York City

Maui: Road to Hana Adventure with Farm to Table Lunch

sylviab762, Sep 2026

Don't Sleep on this tour

Kristy was our tour guide. She did an excellent job. She made the 10 hour excursion very enjoyable from the music she played in the van to the stories she told. She was a very skillful driver which was very appreciated considering the curving road. No one our van got sick. YEAH! The farm to table lunch was exceptional. The meat fell off the bone and the hibiscus tea was very enjoyable.I know there are cheaper tours out there but I would highly recommend this tour.

New York City

Maui: Road to Hana Adventure with Farm to Table Lunch

mdobow, Sep 2026

Choose This Tour

Great tour with a fantastic lunch. I’ve drive the Road to Hana once myself but it was absolutely more enjoyable having a skilled guide drive this time. The ride was very smooth in the Mercedes van. The guide was “choke” full of knowledge she shared along the way. The food at both the banana bread stop and lunch was amazing. & you can tell this is a company who wants to provide a great guest experience and treats their guides well.

New York City

Maui: Majestic Haleakala Sunrise Tour with Pick-up

Janet_S, Sep 2026

Sunrise Spectacular

I get motion sickness but the drive was smooth, so didnt have any issues. The long drive and early wake up were so worth it. Seeing the colors, the stars and the moon, and then the sunrise were spectacular.

New York City

Maui: Majestic Haleakala Sunrise Tour with Pick-up

260georgen, Sep 2026

An awe inspiring experience!

Viewing the sunrise from the top of Haleakala crater above the clouds at 10,000 ft is an indescribable experience! Yes, you have to get up at 2:00 a.m. Yes, it is windy and cold but it is an experience not to be missed! Our guide and driver Brad did a great job of getting us there in plenty of time to view the sunrise as well as providing fleece lined ponchos to improve our comfort. You watch the sky as it transitions from a star filled blackness to a faint gold color appearing on the horizon followed by a brilliant flash of light as the sun rises above the clouds! Two native Hawaiian men loudly chanted a traditional Hawaiian greeting to the Sun as it rose above the horizon which made the experience tremendously moving. Following the sunrise we stayed on the summit and viewed the crater below before proceeding to a very nice prearranged breakfast and then back to our ship. Brad navigated us through the whole experience with humor and professionalism. Don't miss this once in a lifetime experience!!

New York City

Haleakala Maui Sunset Twilight Tour with Dinner

andreapK617AT, Sep 2026

Best experience ever!

It was amazing our driver preston was the best!

New York City

Road to Hana Rainforest, Black Sand Beach, Waterfalls & Lunch

Dominick_G, Aug 2026

Guide was great

Great experience. Our guide was Marty, he was very informative and did great job of pointing out great views.

New York City

Emountain Bike Tour Maui | Experience Tour – Private Ranch

wavecarver, Aug 2026

Big smiles all day!

Had such a fun time exploring the trails and seeing the views. The e-bikes made it as easy or as hard as you like. Never encountered anyone else on the ride which made it feel very special and private. And the banana bread…yum!! Highly recommended!

New York City

Emountain Bike Tour Maui | Experience Tour – Private Ranch

happyonmaui, Aug 2026

See a part of Maui most people never see

I am still smiling ear to ear! This tour was SO much fun. I felt like a kid again! Aside from the fun and exhilaration of riding an e-bike, the landscapes and views along the ride are completely breathtaking. The mountain bikes and equipment are top of the line and well maintained. The guides are friendly and supportive of riders of all different skill levels and ages. I think what sets this tour apart is that it gives you access to an area of Maui that most people never see. I definitely recommend this tour…. I can’t wait until I can go again!

New York City

Haleakala Sunset and Astronomy Tour

Kathleen_R, Aug 2026

This tour was amazing! In...

This tour was amazing! In addition to seeing the beautiful sunset, we were also able to stargaze and see the Milky Way. Trish is so knowledgeable and passionate about the crater and stars, and it shows. She was able to point out so many fun facts about the crater, wildlife, and the constellations. She also provided chairs, warm jackets, gloves, and hats if you needed, and had hot chocolate or hot tea for when it was time to gaze at the stars. Would highly recommend this tour. This was one of our favorite experiences in Maui.

New York City

VIP Private Road to Hana Tour in Cadillac Escalade with Pickup

xristiant2019, Aug 2026

Splurge Worthy Way to Explore the Road to Hana

Our Road to Hana private tour with our guide, Honesty, was amazing!The vehicle was of course top notch, the scenic drive was breathtaking, and Honesty was such a genuine person and guide and taught us a lot throughout the day. She was prepped with ponchos, umbrellas, hand sanitizer, even toilet paper. Her knowledge of local fauna and even grabbing edible flowers for us to try was super fun.The weather was on our side the entire day with few crowds making for quicker stops at popular sites like Sandy's Banana Bread and a near crowd-less waterfall (which we climbed and jumped off of!).The Black Sand Beach might've been our favorite spot and was surreal to see in person.Would highly recommend the splurge and booking fully private, so you aren't subject to waiting for other guests' throughout the day. We were able to tailor exactly how 'adventurous' we wanted to be and where we wanted to eat, see, and do throughout the day.

New York City

Haleakala Sunset and Astronomy Tour

F6075YUkatieh, Aug 2026

Highly recommend Amazing Maui Stars

Highly recommend this tour! After a 90 minute drive up, you see this awesome, other worldly crater - as well as the peaks of Mauna Kea and Mauna Loa on the Big Island. After a spectacular sunset - that you see fully to the end, watching the stars come out and the moon rise was stunning. Trish is super knowledgeable - the hot chocolate and warm jackets were really appreciated!

Maui Luxury & Special Occasions

Maui Activities

Attractions

Guides

Calendar

Maui: Sunset/Glow Clear Kayak Tour in Olowalu

Cruise Ship Shore Excursion: Kahului Heavenly Hana Tour

Full-Day Road to Hana and Waterfall Tour

Haleakala Sunset and Astronomy Tour

Road to Hana Rainforest, Black Sand Beach, Waterfalls & Lunch

Maui: Famous Road to Hana Waterfalls and Lunch by Mercedes Van

Road to Hana in Mercedes Van: Waterfalls and Black Sand Beach

Maui: Haleakala Sunrise Spectacular with Local Breakfast

Haleakala Maui Sunset Twilight Tour with Dinner

VIP Private Road to Hana Tour in Cadillac Escalade with Pickup

Maui: Road to Hana Adventure with Farm to Table Lunch

Famous Road to Hana Waterfalls, Black Sand Beach Tour with Lunch

Authentic Taste of Maui

Emountain Bike Tour Maui | Experience Tour – Private Ranch

Emountain Bike Tour Maui | Grand Tour – Private Ranch

Maui: Majestic Haleakala Sunrise Tour with Pick-up

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