Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Book Faster

Property Type

Condos
Cottages
Estates
Hotels
Homes
Studios
Townhomes
Villas
Apartments
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Farmhouses
Lodges
Yachts

Book Faster

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Save time when booking: choose rentals that accept online reservations or online payments

Kaanapali Vacation Rentals with Air Conditioning(1,121)

1,121 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 4
5 - 10 night minimum stay
(107)
$279 - $350
per night
3 - 5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 5 night minimum stay
(21)
$230 - $360
per night
1 - 3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 3 night minimum stay
(14)
$215 - $240
per night
5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
5 night minimum stay
(33)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
5 night minimum stay
(45)
$299 - $789
per night
4 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
4 night minimum stay
(17)
$190 - $250
per night
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
(25)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
1 - 14 night minimum stay
(32)
  • Studio,
  • 1 BA,
  • Sleeps 2
(21)
$200 - $300
per night
1 - 10 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 6
1 - 10 night minimum stay
(10)
$210 - $325
per night
1 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 7 night minimum stay
(16)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
1 - 7 night minimum stay
(33)
$180 - $235
per night
3 night minimum stay
  • Studio,
  • Sleeps 2
3 night minimum stay
(23)
  • 1 BR,
  • 2 BA,
  • Sleeps 5
5 - 7 night minimum stay
(15)
  • Studio,
  • 1 BA,
  • Sleeps 3
3 - 7 night minimum stay
(29)
$185 - $279
per night
4 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 - 7 night minimum stay
(17)
$225 - $360
per night
3 - 4 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 3
3 - 4 night minimum stay
(18)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 7 night minimum stay
(8)
$175 - $255
per night
5 - 6 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
5 - 6 night minimum stay
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(21)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
5 - 7 night minimum stay
(18)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
1 - 4 night minimum stay
(15)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 10 night minimum stay
(19)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night minimum stay
(12)
  • 2 BR,
  • 2 BA,
  • Sleeps 7
1 - 3 night minimum stay
(11)
$350 - $650
per night
5 - 15 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
5 - 15 night minimum stay
(9)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 3 night minimum stay
(14)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 7 night minimum stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
(10)
$450 - $925
per night
4 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 night minimum stay
(9)
Advertisement
 

Recent Kaanapali Reviews

Perfect honeymoon spot!

5 of 5
My husband and I chose to stay on Maui for the second half of our "Hawaiian Honeymoon", and this condo served as the perfect home base! The entire unit was extremely clean, all of the necessary amenities were provided (and even more!), and the view from the lanai was absolutely breathtaking. We could have sat in those chairs every night for the rest of our lives, just watching the sunset and the waves coming up over the rocks below. The location was great as well! There were several delicious restaurants nearby... We highly recommend Miso Phat (delicious sushi) and The Pizza Connection (the BEST wood-fired pizza). While on Maui, we lounged on the beach, soaked up as much of the Hawaiian rays as possible, consumed a year's worth of fish (SO good), and just enjoyed each other's company in paradise. We could not have asked for a better honeymoon! We will definitely be back. Thank you so much to Sue for your wonderful hospitality and for opening up your beautiful condo to us! Mahalo! Natalie and Bobby
  • Submitted: Dec 4, 2014
  • Stayed: Oct 2014

Beautiful vacation rental - HIGHLY RECOMMENDED

5 of 5
We stayed at this condo for 12 wonderful nights and couldn't have been happier wtih the accommodations! We were in Maui for a friends destination wedding and there were 40 people attending. All of them came to look at our condo and everyone said it was by far the nicest one in the whole complex. They were all shocked when I told them the extras that were included, like a laptop, printer, and gym fees. None of the oher condos provide those perks! Peggy has provided a fully loaded home away from home and she has thought of everything. It was clean, modern, cozy and convenient, exactly what we were hoping for. I look forward to visiting her other properties in the future! We didn't do that many excursions and were just happy to go from the ocean to the pool to the other pool, then to the ocean again. We walked around Lahaina and shopped three times and it was very nice and went to the Old Lahaina Luau and enjoyed that very much! There were some nights we just made dinner in the condo and watched one of the hundreds of DVD movies Peggy has provided. I highly recommend this condo and hope you enjoy it as much as we did. Cindy and Vaughn Toronto, Ontario Canada
  • Submitted: Dec 3, 2014
  • Stayed: Nov 2014

Excellent In Every Way!

5 of 5
This condo is an incredible bargain! It's on the best stretch of the best beach in Maui, bar none. We visited many properties and beaches during our stay and always left feeling that MKV and the beach it sits on were superior. Each time we left for an excursion, we couldn't wait to get back to MKV. It's that good! The pool is great and the Castaway Cafe which is right on the property was one of our favorite restaurants on the island. The owners are awesome too. They were always responsive and proactive. We've literally got no complaints. Not one. Perhaps the best endorsement I can give is this...we had only been back for 3 days and we just booked another stay for next year. Can't wait! Thank you Jim and Gail!
  • Submitted: Jul 10, 2014
  • Stayed: Mar 2014