The 10 Best Tours in Wailea, Hawaii (HI)

March 25, 2022 Moriah Teneyck

Sure, some people go to Hawaii for adventure, but if golf, shopping and being pampered are the most strenuous activities on your itinerary, Wailea’s your destination. With one of Maui’s best beaches at Keawakapu, three championship courses at Wailea Golf Club and a trio of top spas, visitors will have every opportunity to relax. And if adventure is your goal, an outrigger canoe is only a rental away.
Restaurants in Wailea

1. Maui South Shore Premier Kayak and Snorkel Tour from Makena Beach

5230 Makena Alanui, Kihei, HI 96753, USA Maui Eco Tours
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5.0 based on 6 reviews

The Maui South Shore Kayak and Snorkel Tour combines an enjoyable lengthy paddle along the beautiful Makena coastline with a snorkeling adventure of a lifetime! Kayaking Maui South Shore's beautiful reef reveals multi-colored tropical fish and turtles. A few snorkel stops guided by naturalists, and an easy paddle back sums up this great family-friendly Maui kayaking adventure.

Inclusions: Beach Instructions and Safety Talk, Guide Assisted Launch and Landings, Quality Snorkel Equipment, PFD, and Where Required, Water Socks, Light refreshments, Quality Touring Kayaks - Singles and Doubles Available, CPR and First Aid Certified Guides with Many Years Ocean Experience, Local taxes

Exclusions: Gratuity (optional), Hotel pickup and drop off

Reviewed By mikeheven

Jake, our guide, was great! He was funny, very welcoming, and clearly has a passion for the environment. This is a must-do if you’re in Maui.

2. Outrigger Canoe Snorkel Tour

Wailea Beach Path, Wailea-Makena, HI 96753, USA Hawaiian Ocean Sports
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5.0 based on 10 reviews

Step back in time and experience a part of Hawaiian history. Paddle a traditional Hawaiian outrigger canoe while learning about the local area and the Polynesian culture. Your tour departs from Wailea Beach as you paddle the south shores of Maui. On your journey you'll have the opportunity to view the abundant sea life that frequents the area.

Inclusions: Canoeing equipment, Local taxes, Outrigger canoe excursion, Professional guide

Exclusions: Food and drinks, Hotel pickup and drop-off, Souvenir photos (available to purchase), Gratuities

Reviewed By Andrea S

A fabulous Hawaiian cultural outrigger canoe adventure. Kevin was a fabulous guide teaching many Hawaii words, phrases, chants and traditions during the trip. We saw lots of sea turtles and views of the reef. He took lots of photos and video and gave them to us for free. He also mentioned he does custom tours, surf lessons and more. Would highly recommend.

3. Maui Whale Watching -Private- Air Tour: Spectacular Humpbacks Seen from Above!

Maui Plane Rides, 90 Kuhea St, Kahului, HI 96732, USA Maui Plane Rides
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5.0 based on 18 reviews

As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day is just a Click Away!  Enjoy Maui's Most Affordable Aerial Activity: Your Spectacular, Once-in-a-Lifetime, Award Winning Maui Whale Watching Private Air Tour!   Enjoy your Private Cabin that Safely, Smoothly and Comfortably Seats up to Three and Offers your group Intimate Space to Create Cherished Memories for a Lifetime!  Choose Maui's Only Private Cabin Airplane Made of Metal & featuring Non-Tinted Panoramic View Windows for Crystal Clear Clarity!  Experience the Emotion of Leaving Earth Below as You Effortlessly Take Off and Fly- Free as a Bird!  The Shift of Perspective is Powerful; the Achievement of Flying over Majestic Humpback Whales is Significant! ONLY AVAILABLE DURING HUMPBACK WHALE SEASON DEC 15- APR 15. Please select ANY OTHER ROUTE if this Tour appears as "Unavailable".

Inclusions: Beverages, Headsets to hear the guide clearly, Live commentary on board, Guaranteed to skip the long lines, Landing and facility fees, Fuel surcharge

Exclusions: Gratuities

Reviewed By brianpbedsole

Very cool. I recommend this for anyone wanting to see everything at once with a beautiful Maui sunset. It's inspiring!!

4. Private Vacation Photography Session with Local Photographer in Maui

Maui, Hawaii, USA Flytographer
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5.0 based on 2 reviews

Flytographer Private Vacation Photoshoot Connect with a local hand-picked professional photographer in Maui and capture your most memorable moments during this private photo shoot. Get insider tips on the best things to do in Maui, including where to eat & what to see from your vacation photographer. Return from your trip with beautiful, high-quality vacation photos — the best souvenir ever. We specialize in: - honeymoons - family trips - engagements - anniversaries - romantic getaways - multi-generational trips - babymoons - solo travellers - and just because! With over 10,000 5-star reviews, Flytographer is the global leader in vacation photography and has captured over 3 million memories for travellers across six continents. We’ve been featured across A-list media, including Conde Nast Traveler, Oprah, Forbes, Travel + Leisure, New York Times, BRIDES, Martha Stewart Weddings, InStyle Magazine, Elle, Buzzfeed, Refinery29, Huffington Post, & many more.

Inclusions: Private photo shoot with a professional photographer for individuals, couples and groups, Online image gallery delivered within 5 days of your shoot, 15 - 60 high-resolution digital photographs (based on package), All taxes, fees and handling charges

Exclusions: Proposal photography not included with this package, Entrance fees to shooting locations, Food and drinks, Transportation to and from photoshoot

Reviewed By gratefulfortravel

We use flytographer all over the world when we travel, but it was fun to do a shoot here in Victoria during COVID. I would highly suggest if you're looking for good photos of your family.

5. Sea Scooter Snorkeling for First Timers at Wailea Beach

3894 Wailea Alanui Dr, Kihei, HI 96753, USA My Splash
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5.0 based on 13 reviews

You have a dedicated tour guide/instructor all the time with you. The fun starts with the sea scooters. No swimming required. This tour is for first timers and beginners. Our snorkeling tour starts from the beach. No Boats. We keep our group small, a minimum of 2 and maximum of 4 people at a time. We take our time to teach, show, explain and entertain each guest in our group.

Inclusions: Snorkel, Mask, Fins, Sea Scooter, Life Jacket, Boggy Board, Noddle

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Reviewed By PatioDave

What an amazing time on the ocean with Yuri and Triston! We had a small group that included my wife and 7 year old son. We were a little nervous he wouldn’t be able to enjoy the sea scooters, but he picked it up quickly and we felt safe with the instruction of Triston. We took 5 different excursions from submarine to private ocean voyage and this was by far the best!! We would have done this tour two or three times had we not booked for the last day of our stay in Maui. Can’t say enough about how great an experience it was and just sad we couldn’t spend more time with the scooters and great guys!

6. Sea Scooter Snorkeling Tour at Wailea Beach

3894 Wailea Alanui Dr, Kihei, HI 96753, USA My Splash
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5.0 based on 33 reviews

You have a dedicated tour guide/instructor all the time with you. The fun starts with the sea scooters. No swimming required. Our snorkeling tour starts from the beach. No Boats. We keep our group small, a minimum of 2 and maximum of 8 people at a time. We take our time to teach, show, explain and entertain each guest in our group.

Inclusions: Underwater Sea Scooter, Mask, Snorkel, Fins, Lifejacket.

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Reviewed By 210mahsah

Yuri and Triston were amazing! If you go to Maui you HAVE to try snorkeling with them. They take good care of you and both were very patient. Amazing experience!!

7. Romantic Sunset Champagne -Private- Maui Air Tour: Intimate & Spectacular!

Maui Plane Rides, 90 Kuhea St, Kahului, HI 96732, USA Maui Plane Rides
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5.0 based on 50 reviews

As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day is just a Click Away!  Enjoy Maui's Most Affordable Aerial Activity: Your Spectacular, Once-in-a-Lifetime, Award Winning Romantic Champagne Sunset Private Air Tour!   Enjoy your Private Cabin that Safely, Smoothly and Comfortably Seats up to Three and Offers your group Intimate Space to Create Cherished Memories for a Lifetime!  Choose Maui's Only Private Cabin Airplane Made of Metal & featuring Non-Tinted Panoramic View Windows for Crystal Clear Clarity!  Experience the Emotion of Leaving Earth Below as You Effortlessly Take Off and Fly- Free as a Bird!  The Shift of Perspective is Powerful; the Achievement of Flying over Maui at her Stunning Sunset is Significant! You'll be met at the Private Aviation section of Maui's Kahului International Airport and briskly escorted through a VIP access gate by your pilot to your waiting aircraft. 

Inclusions: Beverages, Headsets to hear the guide clearly, Live commentary on board, Guaranteed to skip the long lines, Landing and facility fees, Glass of Champagne

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Reviewed By tinaazi

This was the most amazing experience!!! We got to see the beautiful sea cliffs of Molokai, gorgeous waterfalls, the elephant rock and the spectacular corals and blue hues of the ocean with a birds eye view!!???? Definitely recommend everyone to do this at least once in their lifetime!

8. 5 Island Maui County -Private- Discovery Flight, for up to 3 people: See it All!

Maui Plane Rides, 90 Kuhea St, Kahului, HI 96732, USA Maui Plane Rides
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5.0 based on 155 reviews

As Seen on HGTV's 'Hawaii Life': Your Most Awesome Maui Day is just a Click Away! Enjoy Maui's Most Affordable Aerial Activity: Your Spectacular, Once-in-a-Lifetime, Award Winning Maui County 5 Island Discovery Flight! Enjoy your Private Cabin that Safely, Smoothly and Comfortably Seats up to Three and Offers your group Intimate Space to Create Cherished Memories for a Lifetime! Choose Maui's Only Private Cabin Airplane Made of Metal & featuring Non-Tinted Panoramic View Windows for Crystal Clear Clarity! Experience the Emotion of Leaving Earth Below as You Effortlessly Take Off and Fly- Free as a Bird! The Shift of Perspective is Powerful; the Achievement of Flying over Maui County's 5 Islands is Significant! Your Discovery Flight is documented with a Logbook Endorsement or Sticker souvenir!

Inclusions: Bottled water, Soda/Pop, Headsets to hear the pilot clearly, Live commentary on board, Guaranteed to skip the long lines, Landing and facility fees, Parking Fees

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Reviewed By brianpbedsole

Very cool. I recommend this for anyone wanting to see everything at once with a beautiful Maui sunset. It's inspiring!!

9. 3 hour Makena Kayak Snorkel Tour w/Free Photos

5230 Makena Alanui, Kihei, HI 96753, USA Maui Kayak Adventures
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5.0 based on 14 reviews

The Sustainable choice! 1% for the Planet, Hawaii Ecotourism Association and B Corp Certified. Our certified Marine Naturalist Guides will personally take you on a guided reef tour and also provide FREE Digital Photography. No more than 8 guests per guide on our small group tours.

Inclusions: Use of Snorkelling equipment, Free Digital Photography, Snacks, Stainless Steel Water Bottles

Exclusions: Gratuities

Reviewed By kassandraro

We did the kayak and snorkeling adventure. I love how much this company cares for the earth and takes the time to educate their clients. Madisen was a lovely and knowledgeable guide. We got to swim with a variety of fish and sea turtle.

10. Wailea Beach Private Maui Flying Dress Photoshoot Experience

Ulua Beach, Wailea-Makena, HI 96753, USA Maui Flying Dress Experience
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5.0 based on 17 reviews

A magical experience awaits you or the woman you love on this epic Flying Dress photo shoot located in stunning Wailea Beach, Maui. Celebrate an anniversary, birthday or your profound love. She deserves it!

Inclusions: Flying Dress, Photos

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Reviewed By G2654YEjennyb

Laurence, Regina and Nick were absolutely phenomenal! We had our first family photos taken with our one year old. They turned out amazing! I love each and every one! This team is incredibly professional and fun at the same time! They made us laugh while making such amazing memories. They’re flexible and helpful in any way to make things work. Highly recommend this team! Couldn’t have asked for a better experience!!

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