Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

The Best Boat Rentals in Pupukea, Hawaii

Page 1 of 124 listings

41ft Smooth Sailing Trimaran Charters & Adventures Oahu's North Shore, Haleiwa
Sailing in Haleiwa · 6 guests

41ft Smooth Sailing Trimaran Charters & Adventures Oahu's North Shore, Haleiwa

5.0
$250+/hour
46ft Luxe Private Sailing Catamaran Charter in Ko Olina, Hawaii
Sailing in Kapolei · 6 guests

46ft Luxe Private Sailing Catamaran Charter in Ko Olina, Hawaii

5.0
$700/hour
KO OLINA'S NEWEST ADVENTURE!!  32ft SPORT CAT
Fishing in Kapolei · 6 guests

KO OLINA'S NEWEST ADVENTURE!! 32ft SPORT CAT

New
$500/hour
Stunning Beneteau 42 Experience in Honolulu, Oahu
Sailing in Honolulu · 6 guests

Stunning Beneteau 42 Experience in Honolulu, Oahu

4.0
$1,550/day
Private Charter 100Ft Vessel
Events in Honolulu · 138 guests

Private Charter 100Ft Vessel

5.0
$2,500/hour
Honolulu Private Swim & Sail
Tours in Honolulu · 36 guests

Honolulu Private Swim & Sail

New
$1,300/hour
Honolulu Private Morning Ceremony Sail Catamaran Charter Oahu, USA
Sailing in Honolulu · 49 guests

Honolulu Private Morning Ceremony Sail Catamaran Charter Oahu, USA

New
$1,117/hour
Private South Shore Day Sail
Sailing in Honolulu · 49 guests

Private South Shore Day Sail

New
$1,400/hour
Honolulu Private Sunset Sail
Sailing in Honolulu · 49 guests

Honolulu Private Sunset Sail

New
$1,800/hour
Sailing Charter on 52' Classic Hawaiian Luxury Catamaran in Honolulu, Hawaii
Sailing in Honolulu · 30 guests

Sailing Charter on 52' Classic Hawaiian Luxury Catamaran in Honolulu, Hawaii

5.0
$650/hour
Striker 74' Luxury Sportfisher for Charter in Honolulu
Events in Honolulu · 12 guests

Striker 74' Luxury Sportfisher for Charter in Honolulu

5.0
$400/hour
The best sunset sail! Very private! Best of GetMyBoat 2021, 2022 and 2023! 🥇
Sailing in Honolulu · 12 guests

The best sunset sail! Very private! Best of GetMyBoat 2021, 2022 and 2023! 🥇

4.4
Superowner
$185/hour
 A Private sail, snorkeling adventure! Best of GetMyBoat 2021, 2022 and 2023🥇!
Sailing in Honolulu · 12 guests

A Private sail, snorkeling adventure! Best of GetMyBoat 2021, 2022 and 2023🥇!

5.0
Superowner
Snoozed - Active 02 Sep 2025
Private Sunset Sail on Luxury Yacht, see whales, dolphins, and turtles!
Tours in Honolulu · 6 guests

Private Sunset Sail on Luxury Yacht, see whales, dolphins, and turtles!

4.9
Superowner
$185/hour
Instant Book
40' Beneteau Luxury Private Sailing Charter in Kewalo Basin Honolulu
Sailing in Honolulu · 12 guests

40' Beneteau Luxury Private Sailing Charter in Kewalo Basin Honolulu

4.8
Superowner
$185/hour
Epic 34' Catamaran Sailing in Waikiki
Sailing in Honolulu · 12 guests

Epic 34' Catamaran Sailing in Waikiki

5.0
Superowner
$299/hour
Waikiki Yacht Rental/ Sunset trips/ Sportfishing Whale watching
Fishing in Honolulu · 6 guests

Waikiki Yacht Rental/ Sunset trips/ Sportfishing Whale watching

New
$299/hour
Largest, most luxurious sailing catamaran on the island of Oahu
Events in Honolulu · 12 guests

Largest, most luxurious sailing catamaran on the island of Oahu

5.0
$1,119+/hour
Instant Book
42 ft Beneteau, located in Kewalo Basin, 2 miles from Waikiki.
Sailing in Honolulu · 6 guests

42 ft Beneteau, located in Kewalo Basin, 2 miles from Waikiki.

5.0
$235/hour
ONE OF A KIND, exhilarating trimaran sailing and swimming experience in Waikiki
Sailing in Honolulu · 6 guests

ONE OF A KIND, exhilarating trimaran sailing and swimming experience in Waikiki

4.9
$250/hour
Fountaine Pajot Helia 44 Cruising Catamaran
Sailing in Honolulu · 6 guests

Fountaine Pajot Helia 44 Cruising Catamaran

New
$900/hour
Brand new 2022 Excess 12 - 39' Luxury Catamaran (Oahu only)
Sailing in Honolulu · 12 guests

Brand new 2022 Excess 12 - 39' Luxury Catamaran (Oahu only)

New
$660/hour
Fishing Adventures Aboard Our Fully-Renovated 48-Foot Viking Sport fisher
Fishing in Honolulu · 6 guests

Fishing Adventures Aboard Our Fully-Renovated 48-Foot Viking Sport fisher

New
$325/hour
Exclusive Waikiki Adventure Boat: 6 Passenger Thrill  Boat & Snorkeling
Powerboats in Honolulu · 6 guests

Exclusive Waikiki Adventure Boat: 6 Passenger Thrill Boat & Snorkeling

New
$295/hour

Pupukea Reviews

  1. Wendy

    Wendy

    Private Sunset Sail on Luxury Yacht, see whales, dolphins, and turtles!

    Incredible Fireworks Boat Ride in Waikiki! We had such an amazing time on our Waikiki boat ride to see the Friday night fireworks! From the moment we boarded, the crew made us feel so welcome and comfortable. The boat was spacious, clean, and offered fantastic views of the Honolulu skyline. As we cruised along the shoreline, we got to enjoy the warm evening breeze, the twinkling city lights, and a picture-perfect view of Diamond Head. When the fireworks began, it was absolutely magical! Watching the show from the water—without the crowds—felt like having front-row seats at our own private celebration. The atmosphere was fun and relaxed, and plenty of opportunities for photos. It was one of the most memorable experiences of our trip, and I’d highly recommend it to anyone visiting Waikiki. Whether you’re with family, friends, or on a romantic evening, this boat ride is a must-do! 🌺🌊🎆

  2. AP

    Andy

    Largest, most luxurious sailing catamaran on the island of Oahu

    Trevor was an incredible captain, and his team went above and beyond to make sure our family had the best time on the water. Great communication, preparation, and all the best food, drinks, and fun! We will be back!

  3. JM

    Jim

    Epic 34' Catamaran Sailing in Waikiki

    Polu was outstanding and so nice. Had a great day snorkeling, sailing and enjoying the sunset. Saw turtles while snorkeling and Polu even arranged for a rainbow over Diamondhead. The boat was clean, his snorkel gear was clean and in great shape. He asked what we wanted to do for the day. All we had in mind was snorkeling and he suggested sailing after that which was perfect. Polu made us feel at home on his boat and we all loved being aboard and had a fantastic relaxing day. We did 4 hours but had such a good time we all agreed we should have went longer. Thanks Polu.

  4. CJ

    Casey

    Private Sunset Sail on Luxury Yacht, see whales, dolphins, and turtles!

    We booked Captain Rob's sunset sail so that we could watch the fireworks from the ocean and it was such an amazing experience! Captain Rob and his crew were extremely helpful, kind, and made us all feel welcome from the second we stepped onto the boat. Would 10000% recommend this trip to anyone thinking about booking -- it was one of our favorite things we did during our visit!

  5. Tomas

    Tomas

    Private Sunset Sail on Luxury Yacht, see whales, dolphins, and turtles!

    Highly recommended! Accurate listing, knowledgeable, and experienced team who took us out on a great sail boat ride. Our first time, too! Awesome experience!

  6. CJ

    Casey

    Epic 34' Catamaran Sailing in Waikiki

    5 stars all around! Captain Polu was extremely communicative prior to our trip, attentive during the tour, and made sure we had everything we needed to have a great time. We rented the boat for 4 hours to watch the sunset and it was the absolute highlight of our experience. Would definitely do it all over again any time we are visiting the island!