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Honolulu Luxury & Special Occasions

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Honolulu Activities

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Diamond Head and Manoa Falls Hike and Adventure Tour

Hike up one of Hawaii's most popular craters; Diamond Head. Enjoy amazing views of Waikiki and the South-East-Side of Oahu. Return to your air conditioned …More

5.0 (13)

Diamond Head and Manoa Falls Hike and Adventure Tour

Hike up one of Hawaii's most popular craters; Diamond Head. Enjoy amazing views of Waikiki and the South-East-Side of Oahu. Return to your air conditioned...

6 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (13)
from
$149
Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls

Afraid of missing out on the real Oahu? Don’t waste any time in Waikiki. Escape the tourist trap, ditch the crowds, and hop in with …More

4.9 (51)

Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls

Afraid of missing out on the real Oahu? Don’t waste any time in Waikiki. Escape the tourist trap, ditch the crowds, and hop in with...

8 to 9 hours • Hotel pickup offered • Free Cancellation
4.9 (51)
from
$175
Private Tour Oahu - Customizable - 1 to 4 Guest

This is a fully private tour of Oahu. The listed 8-hour itinerary is a carefully curated mix of the island’s highlights, designed for guests who …More

5.0 (6)

Private Tour Oahu - Customizable - 1 to 4 Guest

This is a fully private tour of Oahu. The listed 8-hour itinerary is a carefully curated mix of the island’s highlights, designed for guests who...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$600
Koko Head Hike with Pickup and Drop-off

Witness the beauty of the island as you hike to the top of a stunning crater during golden hour. This adventure involves climbing 1,048 stairs …More

Likely to Sell Out
Likely to Sell Out
5.0 (4)

Koko Head Hike with Pickup and Drop-off

Witness the beauty of the island as you hike to the top of a stunning crater during golden hour. This adventure involves climbing 1,048 stairs...

3 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$117
Private Oahu Custom Tour by Sprinter Van | Up to 10 Guests

Explore Oʻahu your way on a fully private island tour designed around your group’s interests, pace, and priorities. This is not a shared circle-island bus …More

4.9 (10)

Private Oahu Custom Tour by Sprinter Van | Up to 10 Guests

Explore Oʻahu your way on a fully private island tour designed around your group’s interests, pace, and priorities. This is not a shared circle-island bus...

6 to 8 hours • Hotel pickup offered • Free Cancellation
4.9 (10)
from
$723
VIP Aloha Style Private Island Tour

Experience Oahu through the eyes of an expert private guide who will provide a local insight about the island culture, history, nature and wild life …More

5.0 (13)

VIP Aloha Style Private Island Tour

Experience Oahu through the eyes of an expert private guide who will provide a local insight about the island culture, history, nature and wild life...

6 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (13)
from
$987
6 Hour Local Food Plate Jeep Tour

This 6 HOUR LOCAL FOOD TOUR will get your taste buds going crazy! Step outside of your comfort and have some ONO HAWAIIAN GRINDZ! TOUR …More

5.0 (4)

6 Hour Local Food Plate Jeep Tour

This 6 HOUR LOCAL FOOD TOUR will get your taste buds going crazy! Step outside of your comfort and have some ONO HAWAIIAN GRINDZ! TOUR...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$230
Half-Day Hiking Tour to Diamond Head and Makapuu Lighthouse

Experience two of Oahu’s most iconic hikes with Kaimana Tours. This self-guided adventure combines the Diamond Head Crater and Makapu‘u Point Trail, with round-trip shuttle …More

4.8 (28)

Half-Day Hiking Tour to Diamond Head and Makapuu Lighthouse

Experience two of Oahu’s most iconic hikes with Kaimana Tours. This self-guided adventure combines the Diamond Head Crater and Makapu‘u Point Trail, with round-trip shuttle...

6 hours • Hotel pickup offered
4.8 (28)
from
$71
Battleships of World War II Departing from Waikiki Area

Join us on a powerful historic journey starting with the surprise Japanese attack on Pearl Harbor December 7, 1941 that catapulted the U.S. into World …More

4.8 (10)

Battleships of World War II Departing from Waikiki Area

Join us on a powerful historic journey starting with the surprise Japanese attack on Pearl Harbor December 7, 1941 that catapulted the U.S. into World...

7 to 9 hours • Hotel pickup offered • Free Cancellation
4.8 (10)
from
$123
Private Hawaii Pearl Harbor Tours and North Shore (up to 12 people )

We are excited to offer a day full of diverse activities that will give you a glimpse to the natural beauty of Oahu. You will …More

5.0 (2)

Private Hawaii Pearl Harbor Tours and North Shore (up to 12 people )

We are excited to offer a day full of diverse activities that will give you a glimpse to the natural beauty of Oahu. You will...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$1,899
Private Mermaid Caves and West Oahu with Ka’ena Point Hike (Se habla Español)

If you want something different to do in Hawaii this is the tour for you! Hike, get in a Mermaid cave, swim, have a picnic …More

5.0 (3)

Private Mermaid Caves and West Oahu with Ka’ena Point Hike (Se habla Español)

If you want something different to do in Hawaii this is the tour for you! Hike, get in a Mermaid cave, swim, have a picnic...

8 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$899
Private Arizona Memorial Bowfin Submarine and Honolulu City Tour

Are you someone who does not like wasting precious vacation time and does not want to deal with sitting on a tour bus with 30-60 …More

Likely to Sell Out
Likely to Sell Out
5.0 (1)

Private Arizona Memorial Bowfin Submarine and Honolulu City Tour

Are you someone who does not like wasting precious vacation time and does not want to deal with sitting on a tour bus with 30-60...

7 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$895
"The Dole Plantation" & "North Shore" Private Limousine VIP Tour!

Get Ready to Enjoy the #1 Limousine Tour experiences on the Island. Travel up the Beautiful Kamehameha Hwy, to The World Famous "Dole Plantation", and …More

4.9 (7)

"The Dole Plantation" & "North Shore" Private Limousine VIP Tour!

Get Ready to Enjoy the #1 Limousine Tour experiences on the Island. Travel up the Beautiful Kamehameha Hwy, to The World Famous "Dole Plantation", and...

5 hours • Hotel pickup offered • Free Cancellation
4.9 (7)
from
$837
Private North Shore Tour From Waikiki

Our service is exclusively private for you. There will be no passengers other than your party. You control the vehicle’s temperature. Sunroof and windows rolled …More

5.0 (2)

Private North Shore Tour From Waikiki

Our service is exclusively private for you. There will be no passengers other than your party. You control the vehicle’s temperature. Sunroof and windows rolled...

4 to 6 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$500
"Pearl Harbors" #1 Private Tour-The USS Arizona Memorial & More!

Experience the ultimate private Pearl Harbor memorial tour in the comfort of a chauffeured limousine. Your journey includes views and visits to the USS Arizona …More

5.0 (5)

"Pearl Harbors" #1 Private Tour-The USS Arizona Memorial & More!

Experience the ultimate private Pearl Harbor memorial tour in the comfort of a chauffeured limousine. Your journey includes views and visits to the USS Arizona...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$941
Private Tour Oahu with Ko Olina Resorts Pick Up Included

Discover Oahu at your own pace with a fully customizable private tour, with pick-up/drop-off at Ko Olina Resorts included (Aulani, Four Seasons, Beach Villas, Marriott). …More

5.0 (3)

Private Tour Oahu with Ko Olina Resorts Pick Up Included

Discover Oahu at your own pace with a fully customizable private tour, with pick-up/drop-off at Ko Olina Resorts included (Aulani, Four Seasons, Beach Villas, Marriott)....

8 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$170

Frequently Asked Questions

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

Recent activity reviews
Diego is the best!
New York City
Private Oahu Custom Tour by Sprinter Van | Up to 10 Guests
899montanaf, Sep 2026
Diego is the best!
My family and I were on a vacation and booked a private tour. This was one of the best tours I have ever been on, even compared to other tours we did that same week while in Hawaii. Diego was an amazing guide, and I am looking at booking him again when we come back to the great state of Hawaii!!
Read more
Two old travelers
New York City
Diamond Head and Manoa Falls Hike and Adventure Tour
timothysX8185II, Sep 2026
Two old travelers
We had a great day doing diamond head and manoa falls. we had Heather as our guide. she was fun and very helpful on our tours. she took us to a very good restaurant to have lunch. I would recommend Heather as a tour guide.
Read more
What a great place!!!!
New York City
“The Dole Plantation” & “North Shore” Private Limousine VIP Tour!
davidsI404QC, Aug 2026
What a great place!!!!
The plantation is beautiful, but the food is even better!!!!
Read more
Highly Recommend!
New York City
Private Tour Oahu – Customizable – 1 to 4 Guest
Carolyn_I, Aug 2026
Highly Recommend!
John provides exactly what this tour promised - fully customizable sightseeing on Oahu, moving at your own pace, and guided by his local knowledge of where the weather and conditions will provide best opportunities for a great day. We came away with not only amazing pictures and experiences (including a great poke lunch!) but also more knowledgeable about Hawaii’s history and culture. Truly unforgettable!
Read more
Unmatched experience
New York City
Private Tour Oahu – Customizable – 1 to 4 Guest
T9730GHalexanderi, Jul 2026
Unmatched experience
Me and my family’s experience with John was nothing short of amazing. We had a blast of a time touring around Oahu. We got to see so many different lookout spots, with so many cool views and things to admire. John’s history and background knowledge with all of the sights and lookout points is unmatched. It was truly a wonderful day with me, my family, and John.
Read more
Koko head made easy
New York City
Koko Head Hike with Pickup and Drop-off
Luke_H, Jul 2026
Koko head made easy
She was a Great driver/guide, gave excellent advice, friendly, personable, lots of communication, and timely.
Read more
Wonderful hikes and guide
New York City
Diamond Head and Manoa Falls Hike and Adventure Tour
Sunshine315554, Jul 2026
Wonderful hikes and guide
Austin was a wonderful host and happy to accommodate all levels of ability for the hikes. Would definitely recommend both hikes and having Austin as your guide.
Read more
Friendly
New York City
Private Mermaid Caves and West Oahu with Ka’ena Point Hike (Se habla Español)
Jeffrey_B, Jul 2026
Friendly
Friendly flexible and informative Kind and gracious Respect for the island and the culture Local knowledge
Read more
The hike is hard but so...
New York City
Koko Head Hike with Pickup and Drop-off
Katherine_S, Jun 2026
The hike is hard but so...
The hike is hard but so so worth it!! The views are spectacular and people cheer each other on as you climb up. The guide gives you a lot of good information for your hike to
Read more
Great hike, tour guides...
New York City
Half-Day Hiking Tour to Diamond Head and Makapuu Lighthouse
Aiden_H, Jun 2026
Great hike, tour guides...
Great hike, tour guides drop you off and pick you up from hikes only. Go early in the morning as it gets super hot. Great tour Guides Matt and Tommy.
Read more
VIP style
New York City
VIP Aloha Style Private Island Tour
floriandandyg, Jun 2026
VIP style
For our 22nd wedding anniversary we came to Hawaii for the first time and wanted to learn, know and experience Oahu from a local perspective with a good service. I cannot express how much we enjoyed a full day around Oahu, seeing everything we wanted to see: Pearl Harbour, Honolulu town with Iolani Palace, Dole Plantation, Coffee Farm, North Shore, nice lunch at Turtle Bay and amazing scenery around the island. We will come back and love to be with this company again. Mahalo
Read more
Private Tour
New York City
Private Oahu Custom Tour by Sprinter Van | Up to 10 Guests
Brook_C, Jun 2026
Private Tour
Diego was great tour guide. Very nice and informative. Very clean vehicle. Provided bottled water for us. Loved that it was a private tour for our family so we weren’t rushed or on a time limit.
Read more
Great way to see a bit of the North shore and more
New York City
Private North Shore Tour From Waikiki
Leilani_L, Apr 2026
Great way to see a bit of the North shore and more
Great all round trip a bit of everything you want to see. Andres was lovely and a great help Rec to all
Read more
Beautiful views
New York City
Half-Day Hiking Tour to Diamond Head and Makapuu Lighthouse
Tracie_N, Apr 2026
Beautiful views
Beautiful views but bring lots of water. Our driver was awesome (Tommy) was quite witty. And very knowledgeable of the island.
Read more
Awesome day
New York City
Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls
Rebecca_C, Apr 2026
Awesome day
Amanda was fantastic! She guided us on a couple of really fun hikes with incredible views, took us to a beautiful beach, and even brought us to a great lunch spot (not included). She truly tailors the day to you, putting together the perfect itinerary based on your survey responses. Highly recommend if you’re looking for a fun, adventurous day!
Read more
Beautiful day
New York City
Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls
W4477STjessicac, Apr 2026
Beautiful day
Amazing!! Travis was great and showed us some really beautiful places with minimal crowds. It was so nice to have a custom day planned just for us. Definitely a highlight of our trip and would highly recommend.
Read more
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