Maui Luxury & Special Occasions

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

Maui Luxury & Special Occasions with Instant Confirmation include: Small-Group Road to Hana Adventure Tour with Pickup & Lunch Maui: Haleakala Sunrise Spectacular with Local Breakfast Road to Hana Adventure Maui Tour with Lunch Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach Maui: Ultimate Whale Watch from Lahaina 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: Small-Group Road to Hana Adventure Tour with Pickup & Lunch Maui: Haleakala Sunrise Spectacular with Local Breakfast Road to Hana Adventure Maui Tour with Lunch Maui: Famous Road to Hana Waterfalls and Lunch by Mercedes Van Maui: VIP Private Road to Hana Tour with Pick Up 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 (13)

PRIVATE Road to Hana Tour

We offer PRIVATE tours of the Road to Hana customized to our guests interests and activity levels. This tour will only be your group! Our...

8 to 12 hours • Free Cancellation

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from
$200

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Maui "Reverse" Road To Hana Audio Driving Tour

The Road to Hana is the ultimate adventure in Maui and this "Reverse" Tour is the most adventurous option available! You'll start your excursion on...

10 to 12 hours • Free Cancellation

5.0 (13)

from
$20

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Regenerative Farm Tour on Maui

During the Simple Roots farm tour, your guide will drive you through our 26 acre farm on the slopes of Haleakala. This unique experience showcases...

60 to 75 minutes • Free Cancellation

5.0 (12)

from
$47

5.0 (9)

Road To Hana Tour with GO PRO 13 Videography

Excitement, Adrenalin, Refreshing Waterfalls, and mesmerizing cliffside views. Everything about our road to Hana adventure is epic, personalized, photographed, videographed, and unforgettable. We’ll take you...

6 to 9 hours • Free Cancellation

5.0 (9)

from
$228

5.0 (8)

Lanai Snorkeling Half Day with Sea Scooter

Winner of 2018 Travel & Hospitality Award Winner & Certificate of Excellence Cool Hawaii Award for 9 years in a row. Our 50 ft Sanity...

4 hours 15 minutes • Free Cancellation

5.0 (8)

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$193

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

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from
$260

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Haleakala Private Sunset Tours

Here’s what you’ll see and do: Scenic Drive Through Upcountry Maui You’ll start your journey with a relaxing ride through Upcountry Maui, passing charming towns...

5 hours • Hotel pickup offered • Free Cancellation

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from
$555

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Private Best Highlights of Maui

PRIVATE TOUR – Price is per vehicle (up to 6 passengers) Cruise ship–friendly tour with pickup from Kahului Port. Departure times are 8:30 AM and...

3 to 4 hours • Hotel pickup offered

4.8 (6)

from
$620

5.0 (6)

Sunset Maui Goat Yoga with Live Music

Maui Goat Yoga — Hawaiʻi’s pioneering goat yoga experience, founded in 2017 in Upcountry Maui. We are not affiliated with any other goat yoga businesses....

1 hour 30 minutes

5.0 (6)

from
$72

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The Ultimate Road to Hana Slingshot Adventure from Kihei Maui

Experience Maui's legendary Road to Hana like never before—in an exhilarating Polaris Slingshot from Aloha Motorsports! Forget cramped buses; embrace open-air freedom, tropical breezes, and...

1 day • Free Cancellation

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$541

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Private West Maui Coastline Open-Air Jeep Tour

At our Maui tour company, we stand out from the rest by providing an unparalleled experience tailored just for you. Our luxury Jeeps feature a...

4 to 5 hours • Hotel pickup offered • Free Cancellation

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from
$700

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Historic Walking Tour in Kihei Maui with Local Guide

This Kihei historic walking tour helps visitors experience Maui beyond its beaches by exploring South Maui's rich history, culture, and community stories. Each tour is...

1 hour 30 minutes • Free Cancellation

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from
$12

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The Ultimate Road to Hana Slingshot Adventure from Lahaina Maui

Experience Maui's legendary Road to Hana like never before—in an exhilarating Polaris Slingshot from Aloha Motorsports! Forget cramped buses; embrace open-air freedom, tropical breezes, and...

1 day • Free Cancellation

5.0 (5)

from
$584

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Island of Maui Customized Half Day Tour

Tailored to You No cookie-cutter itineraries here. We design each tour around your group's interests, pace, and energy level Insider Access With a local guide...

6 hours • Hotel pickup offered • Free Cancellation

5.0 (5)

from
$450

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Turtle Town Sunset Kayak & Snorkel: Wailea

Golden hour in Maui is something you’ll never forget. Kayak the coastline, snorkel with sea turtles, and watch for whales as the sun sets. Experience...

2 hours • Free Cancellation

5.0 (5)

from
$119

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

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?

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

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

View all kid-friendly 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

Emountain Bike Tour Maui | Grand Tour – Private Ranch

Connector49352186643, Aug 2026

Unique experience

Great Tour! Frankie was so patient and encouraging given my lack of experience on a mountain bike. The trip was challenging and enjoyable. The views and habitat are like nothing you will see elsewhere in Maui. Highly recommend.

New York City

Historic Walking Tour in Kihei Maui with Local Guide

domfreire, Aug 2026

Excellent!

A fascinating and genuinely unique walking tour of Kīhei. Our guide is doing an impressive job of collecting and piecing together the area’s history, bringing it to life through stories and some wonderful cameo appearances along the way.It offers an authentic local perspective you simply wouldn’t get from a conventional tour. Highly recommended.

New York City

Historic Walking Tour in Kihei Maui with Local Guide

domfreire, Aug 2026

Uniquely authentic

We had a fantastic walking tour of Kīhei with Keith de Devy. What makes Keith’s tour so special is the way he is collecting and piecing together the history of Kīhei, bringing together local stories, historical details and some wonderfully unexpected cameo appearances along the way.It doesn’t feel like a standard tourist tour at all. Keith gives you a unique, authentic perspective on Kīhei, its people and how the area has evolved. He’s clearly genuinely curious about the place himself, which makes the whole experience engaging, personal and great fun.A really cool way to see a side of Kīhei you could easily walk straight past without ever knowing it was there. Highly recommended!

New York City

Emountain Bike Tour Maui | Grand Tour – Private Ranch

sharongD9466JI, Aug 2026

Incredible E-mountain biking experience

The e-mountain biking tour with Donnie was one of the highlights of our entire Maui trip. He and his guide Frankie met us on a private ranch near our hotel in Wailea for a small, intimate tour, about 2-3 hours with stops along the way for epic views. Donnie led the ride while Frankie trailed behind capturing beautiful photos and video, and even put together a montage afterward, such a sweet touch.The course had fun twists, turns, and optional jumps, the e-bikes were well maintained, and we saw deer throughout the property. Donnie’s knowledge of the island’s flora and fauna added so much to the experience. They even had a lovely covered seating area to welcome us and take in the property beforehand, plus snacks/water bottles and towels to clean off the dust after. The terrain is a bit rocky and technical in spots, so it’s worth knowing if you’re bringing a beginner, but for us it was the perfect mix of adventure and scenery.I also rode Haleakala with Donnie on a separate day, starting from his shop in Paia, and that was unforgettable in its own way. He paced me perfectly, kept me fueled, and got me to the top with more confidence than I imagined I’d have.Donnie is patient, knowledgeable, and clearly beloved on the island. If you’re looking for an e-mountain biking experience in Maui, this is it. Can’t recommend him enough, and I’m already looking forward to our next t excursion.

New York City

Haleakala Private Sunset Tours

Brian_W, Aug 2026

An experience almost too magical for words.

This was the perfect romantic sunset experience. The views were incredible. Vic is an amazing guide, I'd hire him for any type of Maui tour. A great and knowledge guide who got us in the absolute best spot to witness the sunset. He promptly answered any questions we had before the tour. We asked about what to wear in advanced and he provided us with hoodies and a warm blanket to watch a magical sunset. Vic took many photos throughout the experience for us so we could focus on watching the sunset with each other. Vic is an extremely good/safe driver. He knew so much about Maui. I'd book him again for any kind of tour on the island. I firmly believe this is the best Haleakala Private Sunset Tour you can book. I would recommend this tour to anyone going to Maui. You'll remember it for the rest of your life.

New York City

Haleakala Private Sunset Tours

D4541FLbrianw, Aug 2026

The absolute highlight of a great Maui trip.

I have traveled many places with tour guides, NONE have been as good as Vic. I would consider booking him for anything on Maui. However, this tour was absolutely incredible. The tour was the number highlight of my girlfriend and I's trip to Maui. Before the tour, I inquired about what to wear as we did not pack anything for cold weather on Maui. Vic was ready with 2 hoodies and a warm blanket. The tour started with him picking us up at our hotel. Immediately he provided us with his mother's incredible homemade banana bread and offered us beverages. We then began the drive, throughout the drive he pointed out interesting things along the way. His driving was A+. Multiple times we got out and he took pictures for us at incredibly scenic spots. Eventually, Vic got us to the summit in a great parking spot. He then helped us to the perfect spot to view the sunset, protected from the wind by rocks. Again, he took more photos for us while we prepared to watch an incredible sunset. The view was unlike anything I'd seen before. Despite his excellent photography, I still felt compelled to snap a few pictures with my phone. As some groups started to leave, Vic said just wait because the colors are only going to get better. I am glad we did, photos do not do the sunset justice. The experience was absolutely magical. After all was said and done, I felt lucky to have booked with him. I truly believe this is the best sunset tour and guide you could possibly find on Maui. Anything we needed help with, he was able to assist. He has a great sense of humor and a perfect laid back vibe. More importantly, he is a good person. The next time I am fortunate enough to visit Maui, I will absolutely book with him/Aloha Wild Tours again. I cannot stress how great of a local guide Vic was. A couple days later, he sent us a video of different moments he recorded set to perfect music. I'll always treasure that video of my girlfriend and I from the sunset tour. If you book this tour, you will be treated with the best views of your life and learn a lot about Maui. It was more than just a tour, in the end we made a good friend while seeing the best sunset of our lives. If you are still reading this, stop and book your tour already. You will not regret it.

New York City

Regenerative Farm Tour on Maui

X406BYrobins, Aug 2026

Take this tour!!!

This tour was awesome! It makes you appreciate where your food comes from and the hard work that farmers put in to get food on our tables. Going to the store is one thing but seeing the process is another thing entirely! The owners are knowledgeable and you can see the care they take with the land, the animals and the final products. This is a great place to hang out with your family and especially for kids!

New York City

Regenerative Farm Tour on Maui

V685XCmarinas, Aug 2026

Amazing farm!

As a chef who sources from Simple Roots regularly, getting to actually walk the pastures where our chicken and eggs come from was special!! The Simple Roots team is passionate, hard working and always excited to share their farm. Beautiful property, great farm store at the end. We loved the up close experience with all the animals. I think this would be great for kids, true farm experience. The views are remarkable, and the animals are so cute! Highly recommend, whether you’re a visitor or someone in the food industry like me. love!

New York City

Private Best Highlights of Maui

biztravel61, Jul 2026

I recommend

We had excellent tour. Jess was informative and friendly.

New York City

Lanai Snorkeling Half Day with Sea Scooter

chrismT2866EP, Jul 2026

Amazing trip to Lanai

Dan and Danny were awesome captains. They helped get our senior travelers on the boat with no issues and were very accommodating. Our kids (both under 13) had a great time swimming and snorkeling off the coast of Lanai. Marissa was an amazing host on the boat. The food was perfect for everyone to snack on. the views and trip were amazing from beginning to end.

New York City

Lanai Snorkeling Half Day with Sea Scooter

Rosalind_H, Jun 2026

such a great excursion

Captain Dave and Marisa were excellent tour guides. Dave called and moved our booking out two more days because the water was not clear on the day of our booking. we had such great weather and the water was clear. Smooth ride with a little hawaii history. This was our first time using scooters to snorkel and if you can add this to your excursion, do it!!!! it just makes it easy. my teenagers loved them. Dave and Marisa provided drinks, sodas, waters and fruits and pastries. didn’t see hoards of fish. but saw a ton of different coral and porpoises. they were quite a few brightly colored fish. highly recommend. would definitely do a tour again with them!

New York City

Island of Maui Customized Half Day Tour

Ryan_W, Jun 2026

Private Half Day Maui Tour

Shelby was great, we did the half day tour and she made sure to pack in as many sites and activities as we could! She made things easy and customized the tour based on our preferences/what we wanted to do. We were able to explore the lava fields, South Maui, Oneuli Beach, and the inland waterfalls. We even got to see some neat wildlife along the way as well. Would highly recommend for anyone staying in Maui looking for a customized tour of the island!

New York City

The Ultimate Road to Hana Slingshot Adventure from Kihei Maui

Shaun_M, Jun 2026

Best day trip for 2 in Maui

Amazing experience! 10/10! The views were pristine! So much fun to drive! Renting the slingshot was the highlight of our trip!

New York City

Private West Maui Coastline Open-Air Jeep Tour

Linda_H, May 2026

Fantastic experience!!

What a wonderful experience! We got to see so much and our driver Vicence (not sure of spelling) was so knowledgeable and accommodating. Our party of 4 all agreed that this was the best! One of our passengers was prone to car sickness and he acknowledged it and was very caring to their needs. This was by far one of our all time favorite excursions!!

New York City

The Ultimate Road to Hana Slingshot Adventure from Kihei Maui

Stephen_G, May 2026

Slingshot best for road to Hana

Excellent way to take the drive to Hana, handles better than most cars. Feeling of being full immersed with the rain forest and the road. Would recommend being prepared for any weather as it can change quickly.

New York City

Island of Maui Customized Half Day Tour

Wendy_B, May 2026

Lave and seals and waterfalls!! Oh my!!

This tour was hands down, the best we’ve experienced in a long time. Shelby listened and took us to the places we wouldn’t have been otherwise. Off the beaten path and into the lava fields. We saw sea turtles, a monk seal (it was huge!). Then on to the bamboo forest for a hike. We crossed a fast flowing river on our way to see the waterfalls. Amazing isn’t enough. Shelby was knowledgeable and so sweet to entertain us and keep us busy. Time well spent. Money well spent. Perfection. Thank you Cool Hawaii and thank you Shelby.

Maui Luxury & Special Occasions

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PRIVATE Road to Hana Tour

Maui "Reverse" Road To Hana Audio Driving Tour

Regenerative Farm Tour on Maui

Road To Hana Tour with GO PRO 13 Videography

Lanai Snorkeling Half Day with Sea Scooter

Emountain Bike Tour Maui | Grand Tour – Private Ranch

Haleakala Private Sunset Tours

Private Best Highlights of Maui

Sunset Maui Goat Yoga with Live Music

The Ultimate Road to Hana Slingshot Adventure from Kihei Maui

Private West Maui Coastline Open-Air Jeep Tour

Historic Walking Tour in Kihei Maui with Local Guide

The Ultimate Road to Hana Slingshot Adventure from Lahaina Maui

Island of Maui Customized Half Day Tour

Turtle Town Sunset Kayak & Snorkel: Wailea

Maui: Sunset/Glow Clear Kayak Tour in Olowalu

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