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Pearl City, Hawaii Boat Rentals & Yacht Charters

Page 1 of 124 listings

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
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
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
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
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
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
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
Snorkeling with Hawaiian green sea turtles!
Tours in Honolulu · 27 guests

Snorkeling with Hawaiian green sea turtles!

5.0
$85/day
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 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
43' Jeanneau Cruising Monohull Charter in Honolulu
Sailing in Honolulu · 6 guests

43' Jeanneau Cruising Monohull Charter in Honolulu

5.0
$165/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 Snorkel tours, Day charters, Sunsets, Cocktail cruise
Events in Honolulu · 25 guests

Private Snorkel tours, Day charters, Sunsets, Cocktail cruise

5.0
$399/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
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
30ft Custom Power Catamaran Private Charter in Waikiki, Hawaii
Powerboats in Honolulu · 6 guests

30ft Custom Power Catamaran Private Charter in Waikiki, Hawaii

5.0
$275+/hour
Private Boat Charter Waikiki | Snorkeling, Turtles, Dolphin, Whales
Powerboats in Honolulu · 6 guests

Private Boat Charter Waikiki | Snorkeling, Turtles, Dolphin, Whales

New
$159/hour
Scape 40' Sailing Catamaran Honolulu, Hawaii
Sailing in Honolulu · 12 guests

Scape 40' Sailing Catamaran Honolulu, Hawaii

5.0
$500+/hour

Pearl City Reviews

  1. AW

    Asiah

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

    Our staff was amazing Kenny and Captain R was so accommodating and so proactive with our booking. We really enjoyed ourselves ☺️ thank you for helping make our Hawaii trip even better!

  2. BB

    Breanna

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

    This is our 2nd time booking with Captain D, both times have been amazing. We go out, hang out and relax. Fun vibes and a great experience. Something we all go back to when talking about our vacation!

  3. AK

    Alex

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

    We had the absolute best time on our cruise—everything was truly perfect from start to finish. The crew went above and beyond to make the experience memorable, and the entire outing was seamless. We could not have asked for anything better. Thank you so much for an unforgettable day!

  4. MB

    Malia

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

    We had Captain Joseph and Kenny as our crew. Both were super attentive and entertaining to talk to. Had smooth sailing and was able to anchor down wherever when my friends and I wanted to swim/snorkel. Will definitely book when I’m in Oahu again! Mahalo!

  5. 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.

  6. QG

    Quinn

    30ft Custom Power Catamaran Private Charter in Waikiki, Hawaii

    Sam and Ella were fantastic! Our group had an amazing time, and they went above and beyond to make sure everything was perfect. They were attentive, friendly, and truly made the experience memorable. Highly recommend—10/10!