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Compare 35 Vacation Homes in Kaanapali with updated reviews, rates, and availability.

#1 Direct Beach Front Mansion! Pickleball, Sand Volleyball, 2 Gyms, Pool
2.0 star property
10.0 out of 10, Exceptional, (2)
"We are quite familiar with luxury rentals around the world, Mexico, Italy, Hawaii and more. We can now say this is the best stay we have ever had - truly an extraordinary location on Kaanapli beach. It's brand new and in immaculate condition. We held family pickleball tournaments in the evening and then snorkled with turtles as the sun went down. It doesn't get any dreamier than this. Lastly, the home is professionally managed so you can expect 5 star hotel type service - they can pretty...
#1 Direct Beach Front Mansion! Pickleball, Sand Volleyball, 2 Gyms, Pool
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach
9.8 out of 10, Exceptional, (137)
"We came to Maui for our son’s wedding. We rented this beautiful home that served as a place to relax and enjoy with immediate family. The home was very clean, easy check in and check out process, and very responsive throughout the stay! Loved everything about it and would come back again!"
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach
The Best of the Best JUST GOT BETTER with 3rd Remodel
9.8 out of 10, Exceptional, (210)
"We had an amazing stay at this condo. Brian was very easy to work with during the entire process, and provided clear and thorough information regarding everything we needed to know as we prepared for our trip. The condo is in a beautifully maintained resort with friendly staff, great activities and an amazing location. The beach is a very short walk, as are several restaurants and a grocery store. The condo itself was perfect for our large group ... plenty of space and well stocked with...
The Best of the Best JUST GOT BETTER with 3rd Remodel
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
10.0 out of 10, Exceptional, (119)
"We loved our stay! The house was everything we wanted and more. The Maui staff were very helpful and left nothing to chance. The location was super convenient. We would love to come back!"
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~
Remodeled, Ground floor studio
9.8 out of 10, Exceptional, (35)
"My husband and I enjoyed our stay. We booked last minute for my 40th birthday and had the best time. I booked based on reviews and I’m so glad we listened. The condo was in the perfect location and having the beach just steps away was pure heaven. Can’t wait to come back again."
Remodeled, Ground floor studio
Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach
9.4 out of 10, Exceptional, (175)
"Location was perfect and the pool was a nice addition for the kids when we were beached out. The only downfall was the washing machine did not work so we ran out of towels."
Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach
3BR/2.5BA Coastal Contemporary Oceanview Retreat in the heart of Kaanapali
9.8 out of 10, Exceptional, (37)
"We had a fabulous time in Maui and staying here was a big part of it. The location was perfect. We had 6 people ranging in age from 15-51. We had plenty of space and amenities. The beach chairs, coolers and towels were invaluable. I received texts throughout our stay just checking on things. Parking was easy and convenient. Every bedroom has their own air conditioning unit which is a plus. Overall, I would highly recommend! We would definitely stay here again. It is also close to the...
3BR/2.5BA Coastal Contemporary Oceanview Retreat in the heart of Kaanapali
THE WHALE HOUSE - POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
9.6 out of 10, Exceptional, (53)
"Excellent house, pool, location."
THE WHALE HOUSE - POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Luxury, Beachfront- Ka'anapali Beach, Pool & Hot Tub!
10.0 out of 10, Exceptional, (16)
"The property, location and the property manager ( Jodie ) were above what we could have every imagined. The house is beautiful, up to date with lots of new technology, but still has a lot of charm to it. The daily cleaning team were awesome, as was Eric the Asst property manager. Jodie was awesome prior to our arrival, her recomendations for activieties, pre-stock groceries etc. were all spot on! The house location could not be better, walk to breakfast places, happy hour places and even a food...
Luxury, Beachfront- Ka'anapali Beach, Pool & Hot Tub!
Beautifully Remodeled 3bedrooms/2bathrooms
9.8 out of 10, Exceptional, (31)
"The house is in a small resort community with nice grounds and access to a couple of pools. The location is very convenient for that area on the island with easy access to the beach, stores and food in the area. The access to the rest of the island is also easy (i.e. about 40 minutes back to the airport). The house is older but is clean and has updates where it counts (nice bathrooms, tile floors, good beds, good kitchen); it met our needs perfectly. 3 different exterior sitting areas was nice...
Beautifully Remodeled 3bedrooms/2bathrooms
Fantastic Ka'anapali home with pool! Great for families! Last minute specials!
9.6 out of 10, Exceptional, (36)
"When we arrived at the house, the pool was sparkling and inviting. The house was also as presented. We had a large group with us, but never did we feel crowded. The house is very nice. The bedrooms are large and the beds were very comfortable. The oven and stove worked great. There are two washers and dryers, one in the main house and the other in the garage/laundry room. At first the house dryer was not working but this was fixed during our stay and then worked fine. Brinton the manager was...
Fantastic Ka'anapali home with pool! Great for families! Last minute specials!
Kaanapali Hini NEW POOL - FULLY REMODELED - Across the Street From Kaanapali Beach
9.8 out of 10, Exceptional, (32)
"Kids love the pool, the location is central to area. House is on a large lot, plenty of room for the kids to explore. Pool is very nice and clean, house is in good repair and seems to have been renovated recently. Great communication and support with the host, we would highly recommend."
Kaanapali Hini NEW POOL - FULLY REMODELED - Across the Street From Kaanapali Beach
Hale Holokai at KAANAPALI VISTA~LUXURY Golf Course Ocean View Home 6 bedroom 3 bathroom~
10.0 out of 10, Exceptional, (58)
"We have stayed at Honua Kai at Ka’anapali in the past but we needed a bigger house for our group of 10. I was worried that the walk to the beach would be too far from this house but it really is just a quick walk down the street. It was actually easier than staying at the resort! The house was perfect for our us, our 4 kids and their spouses. The rooms were large and the gathering areas had plenty of room for everyone. The pool and deck are lovely. This is a great house for any group and could...
Hale Holokai at KAANAPALI VISTA~LUXURY Golf Course Ocean View Home 6 bedroom 3 bathroom~
Konea 314 at Honua Kai Resort ~ Luxuriously Upgraded, Modern Furniture & Floors
9.6 out of 10, Exceptional, (57)
"We had a wonderful time, very hard to leave. The condo was nice and clean and in a good location. Would be nice to have barbecue tools/metal pan and a few spices and perhaps some foil or plastic wrap. Would definitely stay again!"
Konea 314 at Honua Kai Resort ~ Luxuriously Upgraded, Modern Furniture & Floors
Ka'anapali Livin' the Dream Home - Private, luxury, resort-style property!
10.0 out of 10, Exceptional, (4)
"Wonderful experience from start to finish. The house was absolutely beautiful and felt very much like a home! Mike was responsive to all of our question's/concerns. The neighborhood is very safe and quiet! We would definitely rent from Mike again and cannot wait to come back! "
Ka'anapali Livin' the Dream Home - Private, luxury, resort-style property!
Maui Resort Rentals: Honua Kai Konea 337 - Large Luxurious Studio w/ Lush Courtyard and Peek-a-boo Ocean Views!
10.0 out of 10, Exceptional, (2)
"We weren’t sure what to expect for this property because there weren’t any reviews yet and we booked it late. We loved it. Many things were better than we expected, with only one minor issue: the dryer didn’t work. There were several pleasant surprises, including a free shuttle service with very friendly drivers. We arrived late and there was no one at the front desk to check in, but this didn’t matter because we had the information needed to get in, get some sleep, and then check in at the...
Maui Resort Rentals: Honua Kai Konea 337 - Large Luxurious Studio w/ Lush Courtyard and Peek-a-boo Ocean Views!
Kaanapali Home Amazing Deals!Gorgeous Remodel~4B,4Ba Pool,AC,BBQ, Outdr Shw~View
10.0 out of 10, Exceptional, (140)
"We always enjoy staying in Maui! The location is right across from Whalers Village, so it's very convenient. Angelia was very responsive to any questions/outreach! She walked us through key points at check in (we needed to wait for her to arrive because the house was locked up and we couldn't get the key without her). The house is very well decorated, and good for a smaller group. The living room comfortably sits 5; we had 7 in our group and brought in a chair from the lanai (since folks spread...
Kaanapali Home Amazing Deals!Gorgeous Remodel~4B,4Ba Pool,AC,BBQ, Outdr Shw~View
Westin Nanea Luxurious 3 Bedroom Oceanfront Villa on America’s #1 Rated Beach
10.0 out of 10, Exceptional, (2)
"This property is amazing. The view, the amenities, the location all wonderful. The service was excellent - they were very responsive and fast for a couple of things we needed. The whale watching, snorkeling and beach time was so convenient. Concierge services were so helpful and the free shuttle service to Lahaina was so convenient. Our kids said this was their best vacation yet and going to be hard to top. Maui has so much to offer."
Westin Nanea Luxurious 3 Bedroom Oceanfront Villa on America’s #1 Rated Beach
The Westin Nanea Ocean Villas, Ka'anapali - 2 Bedroom Villa
The Westin Nanea Ocean Villas, Ka'anapali - 2 Bedroom Villa
Huaka Mahina 4 Bedroom Home by RedAwning
3.0 star property
Huaka Mahina 4 Bedroom Home by RedAwning
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Kaanapali

Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3269)
"Our rental was spacious, great views, mostly updated and comfortable. Staff were friendly and accommodating. Ground and beachfront were great!"
The price is ¥41,153
¥52,811 total
includes taxes & fees
Oct 21 - Oct 22
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2268)
"Everything was wonderful! "
The price is ¥41,876
¥60,487 total
includes taxes & fees
Oct 4 - Oct 5
Aston Maui Kaanapali Villas
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2608)
"Overall I thought the property was great! Easy walk to the beach and other hotel restaurants. We enjoyed several meals at Dukes restaurant on site. There are some areas where the property needs updates such as the pool/hot tub tiles, showers, and chairs on balcony. "
The price is ¥48,714
¥134,084 total
includes taxes & fees
Oct 2 - Oct 3
OUTRIGGER Honua Kai Resort & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.