Maui Private Sightseeing Tours

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Maui Activities

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Scenic Road to Hana Adventure in AWD Mercedes
5.0 (1)

Scenic Road to Hana Adventure in AWD Mercedes

See a maui in a beautiful and fun AWD Mercedes-Benz Sprinter. Family owned and operated, deal directly with the owners and our family as we...

8 to 10 hours • Free Cancellation
5.0 (1)
from
$1,600
Self-Guided Hawaiian Islands Driving Audio Tour Bundle
5.0 (1)

Self-Guided Hawaiian Islands Driving Audio Tour Bundle

Download GuideAlong’s self-guided audio tour bundle to make the most of your Hawaiian Islands’ road trips. This ultimate collection of four iconic islands includes tours...

15 to 20 hours • Free Cancellation
5.0 (1)
from
$50
Private Road to Hana Tour in Maui with SUV
5.0 (1)

Private Road to Hana Tour in Maui with SUV

Enjoy the Road to Hana in a comfortable small-group SUV experience with a maximum of 4 travelers. This tour is designed to feel more personal...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$1,000
Private Snorkel Tour 3 Hrs 1 stop from Kaanapali Beach
3.7 (3)

Private Snorkel Tour 3 Hrs 1 stop from Kaanapali Beach

Be Amazed at our private custom charter to the Island of Lanai on "Sanity" (snorkel vessel). Lanai with it's breathtaking shoreline, cliffs, cave, secluded beaches. ...

3 to 10 hours • Free Cancellation
3.7 (3)
from
$3,000
Private Road to Hana Rainforest & Waterfall Experience from Maui
Likely to Sell Out
Likely to Sell Out

Private Road to Hana Rainforest & Waterfall Experience from Maui

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
from
$1,200
Private Half Way to Hana Tour with Local Guide
Likely to Sell Out
Likely to Sell Out

Private Half Way to Hana Tour with Local Guide

Explore the stunning scenery of the Road to Hana on this private tour. Enjoy personalized attention from your local guide as you visit iconic spots...

5 hours • Hotel pickup offered • Free Cancellation
from
$1,399
Road to Hana Halfway Tour

Road to Hana Halfway Tour

Your adventure begins with complimentary round trip transportation from the lobby of your resort. Sit back, relax and enjoy the comfort of your air-conditioned luxury...

6 to 7 hours • Free Cancellation
from
$1,356
Private Maui Redwood Hiking Experience

Private Maui Redwood Hiking Experience

Escape to the Wilderness of Maui’s Hidden Highlands Venture high into the slopes of Haleakalā, where the landscapes transform into an unexpected forest retreat. This...

5 to 6 hours • Free Cancellation
from
$1,565
Full Day Island of Maui Private Tour

Full Day Island of Maui Private Tour

Exclusive Private Maui Tour – The Ultimate Custom Island Experience Why settle for a crowded group tour when you can have Maui all to yourself?...

10 hours • Hotel pickup offered • Free Cancellation
from
$1,450
Private Open-Air Road to Hana Tour 6 hour (max 14 guests)

Private Open-Air Road to Hana Tour 6 hour (max 14 guests)

Experience the best of the Road to Hāna without the grind on this 6-hour open-air private jungle adventure, designed to be exciting, comfortable, and family-friendly....

6 hours • Free Cancellation
from
$1,750
Private Tour : OAHU, MAUI, KAUAI or BIG ISLAND : Pick any Island

Private Tour : OAHU, MAUI, KAUAI or BIG ISLAND : Pick any Island

You can choose from Oahu, Kauai, Maui and the Big Island. Start when you want and customize tour to your liking. Oahu : Punchbowl, Dole...

7 to 8 hours • Hotel pickup offered
from
$1,499
단독 투어 : 오아후섬, 마우이섬, 카와이섬, 빅아일랜드 코나, 빅아일랜드 힐로

단독 투어 : 오아후섬, 마우이섬, 카와이섬, 빅아일랜드 코나, 빅아일랜드 힐로

Private Tour available on all islands. 카와이섬, 마우이섬, 빅아일랜드, 카와이섬. 손님 일행 아니면 손님 가족만 단독 투어입니다. 5시간 - 10 시간 투어 이고 손님께서 원하시는곳곳...

5 to 10 hours
from
$2,200
Private Pipiwai Trail Maui Open-Air Jeep Tour

Private Pipiwai Trail Maui Open-Air Jeep Tour

Discover the breathtaking beauty of Maui on our exclusive open-air Jeep tour of the iconic Road to Hana and the stunning Pipiwai Trail! This luxurious...

6 to 8 hours • Hotel pickup offered • Free Cancellation
from
$1,400
Private Luxury SUV Road to Hana Experience

Private Luxury SUV Road to Hana Experience

Explore the stunning Road to Hana in a private Luxury GMC YUKON with Panoramic Moonroof, enjoying breathtaking views and local stops along the way. This...

7 to 8 hours • Hotel pickup offered • Free Cancellation
from
$1,999
Road to Hana Maui Private Panoramic Tour - In Spanish

Road to Hana Maui Private Panoramic Tour - In Spanish

This private tour of Hana shows the best of Maui and offers you the possibility to customize not only your vehicle for travel, but also...

9 hours
from
$1,690
Full Day Private Maui Tour

Full Day Private Maui Tour

Level up your Maui experience with a deluxe ride in our Cadillac Escalade—an Elite Tour exclusive that will instantly upgrade your Maui experience. In this...

8 to 9 hours • Hotel pickup offered • Free Cancellation
from
$1,600

Frequently Asked Questions

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

Recent activity reviews
Safe and Enjoyable on the Road to Hana
New York City
Private Road to Hana Tour in Maui with SUV
Jerome_B, Aug 2026
Safe and Enjoyable on the Road to Hana
Our driver, Kellen (substituting for Jonas), gave us a safe trip to Hana and back, with fun stops along the way and a comprehensive description of what we were seeing. It was a great day.
Read more
Road to Hana Experience
New York City
Scenic Road to Hana Adventure in AWD Mercedes
Suzanne_F, Aug 2026
Road to Hana Experience
Family owned and operated experience that was completely personalized. The road to Hana is a scenic yet slightly scary experience and we felt safe the entire way. Heidi shared her love and knowledge of the island, allowing our family to expand our vacation horizons.
Read more
Best Private Snorkel Charter in Maui!!
New York City
Private Snorkel Tour 3 Hrs 1 stop from Kaanapali Beach
P9032YRdeborahh, Jul 2026
Best Private Snorkel Charter in Maui!!
Here’s the updated review with that added:⭐⭐⭐⭐⭐Our family booked an early morning private snorkeling charter with Kaanapali Ocean Adventures, and it was hands down one of the highlights of our trip to Maui.Captain Dan and Marissa were absolutely phenomenal. From the moment we stepped aboard, they were warm, friendly, upbeat, and genuinely excited to make sure we had an incredible experience. They made us feel completely safe and comfortable throughout the entire trip while creating such a fun and relaxing atmosphere.They took us all the way over to Lanai and found crystal-clear water with amazing snorkeling conditions. We swam with sea turtles and saw countless beautiful tropical fish. We also rented two sea scooters, and they were worth every penny! Gliding effortlessly through the water was incredibly relaxing, so much fun, and allowed us to cover much more distance and see even more of the incredible marine life.If you’re looking for the best private or group snorkeling charter, look no further. Kaanapali Ocean Adventures is an absolute 10 out of 10. This experience will be one of the lasting highlights of our Maui vacation and a memory our family will treasure for a lifetime. We can’t recommend Captain Dan, Marissa, and their team highly enough!
Read more
We named him Booger
New York City
Self-Guided Hawaiian Islands Driving Audio Tour Bundle
Kris_S, Jun 2026
We named him Booger
We used the tour on Maui, Kauai and the Big Island. We drove everywhere. Learned so much and found new things! We named him Booger!
Read more
Fun trip Maui-Lanai
New York City
Private Snorkel Tour 3 Hrs 1 stop from Kaanapali Beach
Osidemike, Dec 2021
Fun trip Maui-Lanai
This was one of the highlights of our trip to Maui. The adventure began about 7 AM, on time, and we were shuttled to the boat in a small dinghy with the boarding of the small shuttle being an interesting and fun experience. The captain and crew provide everything that is needed to have a great time including snorkel and mask and fins. Wetsuit tops are available. Flotation devices were available if needed. In fact it is best not to bring too much equipment since boarding the dinghy may cause some of your belongings to get a bit wet. Willow, the captains mate, gave us a safety talk and off we went on our adventure to Lanai. The two dive spots were wonderful. We were able to do some spectacular whale watching on our way to the dive spots and on our return trip. We also watched a large family of spinner dolphins cavort off the coast of Lanai. Snacks and drinks were perfect. All in all this was a well run adventure and one of the high points of the trip was Willow with her bubbly personality and friendly demeanor. My spouse and I recommend this trip highly for both experienced snorkelers and beginners. At the end of the journey we left a well-deserved gratuity since we were so impressed with the entire operation. We are sure that, if you take this trip with Kaanapali ocean adventures, you will be thrilled with the entire experience just as we were. As a final note, the adventure begins early in the morning. There is parking available at every hotel that is free and is identified as “beach access parking“. There are only about 20 spots available at each hotel but, since the adventure begins so early in the morning, we had no trouble finding these free parking spots. If you park in the parking structure the cost of a days worth of parking is around $40. In addition, the organization will send a text the day before the trip to inform you of items you need to bring and specific instructions on where to meet.
Read more
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