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Pupukea, Hawaii Boat Rentals & Yacht Charters

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
Kaneohe Bay Sandbar - 25 Avalon Pontoon Rental
Powerboats in Pupukea · 12 guests

Kaneohe Bay Sandbar - 25 Avalon Pontoon Rental

5.0
$195/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
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! 🥇

4.5
Superowner
Best of 2026
$185/hour
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
Best of 2026
$185/hour
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!

4.8
Superowner
Best of 2026
$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🥇!

4.8
Superowner
Best of 2026
$185/hour
Epic 34' Catamaran Sailing in Waikiki
Sailing in Honolulu · 12 guests

Epic 34' Catamaran Sailing in Waikiki

5.0
Superowner
$299/hour
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, trimaran swimming & sailing charter experience in Waikiki
Sailing in Honolulu · 6 guests

ONE OF A KIND, trimaran swimming & sailing charter experience in Waikiki

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

Fountaine Pajot Helia 44 Cruising Catamaran

New
$900/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
Private snorkel tours, Sunset cruises, Custom charters.
Powerboats in Honolulu · 25 guests

Private snorkel tours, Sunset cruises, Custom charters.

5.0
$399/hour
Private sail on Luxury 43' Yacht! Best of GetMyBoat 2021, 2022, and 2023! 🥇
Sailing in Honolulu · 12 guests

Private sail on Luxury 43' Yacht! Best of GetMyBoat 2021, 2022, and 2023! 🥇

4.9
Superowner
Best of 2026
$185/hour
Snorkeling with Hawaiian green sea turtles!
Tours in Honolulu · 27 guests

Snorkeling with Hawaiian green sea turtles!

5.0
$85/day
Waikiki Private Boat Adventure (45 ppl): Explore the ocean with the best crew!
Events in Honolulu · 45 guests

Waikiki Private Boat Adventure (45 ppl): Explore the ocean with the best crew!

5.0
$500+/hour
50' Power Catamaran Can Host Up To 49 Passengers In Honolulu
Powerboats in Honolulu · 49 guests

50' Power Catamaran Can Host Up To 49 Passengers In Honolulu

4.7
$750/hour
Private 46 passenger Power Catamaran Rental in Waikiki, Honolulu, Hawaii
Powerboats in Honolulu · 46 guests

Private 46 passenger Power Catamaran Rental in Waikiki, Honolulu, Hawaii

5.0
$450/hour
Private Waikiki Cruise on Your Own 46-Passenger Power Catamaran
Powerboats in Honolulu · 46 guests

Private Waikiki Cruise on Your Own 46-Passenger Power Catamaran

5.0
$450/hour

Pupukea Reviews

  1. Nikita

    Nikita

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

    I booked with Captain Rob as a surprise for my sister to ask her to be my MOH and Captain Rob made the experience beyond amazing. He went out of his way to get flowers as I had requested. The whole sailing experience was incredible and felt right out of a movie.

  2. EP

    Emma

    Epic 34' Catamaran Sailing in Waikiki

    Polu was very accommodating and friendly. He didn’t bother us, let us do our own thing. He asked us if we wanted to snorkel or just cruise around. We got to see so many dolphins and when we changed our mind and decided we wanted to snorkel he took us back to the snorkel location and gave us supplies to get into the water to see all the fish.

  3. AT

    Anna

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

    A perfect sunset sail, the crew made us feel so safe and well taken care of. A few members of our party got a little sea sick and our captain immediately noticed and redirected to calmer waters. An amazing time!

  4. RS

    Ralph

    Waikiki Private Boat Adventure (45 ppl): Explore the ocean with the best crew!

    Great experience! The crew took great care of a huge party of 40. The boat had all the equipment for taking time in the water, bluetooth surround speaker system, and a lot of refreshments provided.

  5. NG

    Natalie

    Private Waikiki Cruise on Your Own 46-Passenger Power Catamaran

    What an awesome experience! Captain D ROCKS!!!!!! The catamaran was just as described, roomy, well kept. Had 45 people and did not feel crowded at all. The captain totally made our day, we enjoyed each and every second. Snorkeled, saw turtles, dolphins and whales!! Very happy and can’t wait to do this again!!! Other than our daughter’s wedding 2 days ago, this was definitely the highlight of the trip

  6. Ayoub

    Ayoub

    40' Beneteau Luxury Private Sailing Charter in Kewalo Basin Honolulu

    Best sailing team in the region you should give it a try , every penny is worth it don’t forget to tip them they deserve more , I’d love to do it again next month