Search Vacation Homes in Kaanapali

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 52 Vacation Homes in Kaanapali with updated reviews, rates, and availability.

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

2.0 star property
10.0 out of 10, Exceptional, (3)
"This is truly an exceptional property, if I could give it 6 stars I would. It had everything you could possibly need for a Maui vacation. The upstairs has a game room equipped with ping pong, air hockey and video games that would rival most arcades. The fitness facility was as well equipped as the fitness center we work out at in Denver. The bedrooms, bathrooms, kitchen and living areas are all beautiful and spacious, way more than enough room for our group of 12. There are tons of beach chairs,...
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~

10.0 out of 10, Exceptional, (123)
"House was amazingly appointed. Everything we could have needed was accounted for. Great location too! Could not have asked for more! "
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~

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

3BR/2.5BA Coastal Contemporary Oceanview Retreat in the heart of Kaanapali

9.8 out of 10, Exceptional, (38)
"Convenient, with a view above the ocean, minutes away from oceanfront. Updated and well kept. "
3BR/2.5BA Coastal Contemporary Oceanview Retreat in the heart of Kaanapali

Luxury, Beachfront- Ka'anapali Beach, Pool & Hot Tub!

10.0 out of 10, Exceptional, (18)
"This is a phenomenal location, home and experience all around. Special thanks to Jodie who made everything so easy and fun. Aloha!! "
Luxury, Beachfront- Ka'anapali Beach, Pool & Hot Tub!

Beautifully Remodeled 3bedrooms/2bathrooms

9.8 out of 10, Exceptional, (32)
"The property was clean and perfectly placed. We had just enough room and the beds were quite comfy. We were only minutes from beaches, golf courses, shopping and grocery stores. This was exactly what we were looking for and the price was a great value. "
Beautifully Remodeled 3bedrooms/2bathrooms

Fantastic Ka'anapali home with pool! Great for families! Last minute specials!

9.6 out of 10, Exceptional, (37)
"Property was described perfectly. "
Fantastic Ka'anapali home with pool! Great for families! Last minute specials!

Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach

9.4 out of 10, Exceptional, (176)
"We had a group of 7 friends and this place was absolutely perfect. We all fit comfortably and the pool was an amazing touch. The host was very responsive and checked in frequently. I would highly recommend this property. "
Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach

Kaanapali Hini NEW POOL - FULLY REMODELED - Across the Street From Kaanapali Beach

9.8 out of 10, Exceptional, (34)
"The property was perfect for our stay in Maui - it was very clean, in a great location and had wonderful amenities. Very comfortable for my spouse and I and our friends. Thanks for a wonderful stay - would definitely recommend to others!"
Kaanapali Hini NEW POOL - FULLY REMODELED - Across the Street From Kaanapali Beach

Remodeled, Ground floor studio

9.8 out of 10, Exceptional, (37)
"It was great! Location amazing! Looks just like the pictures."
Remodeled, Ground floor studio

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, (58)
"This was our second time staying at Honua Kai. Our first time was 10 years ago, and we went back with our two kids this time around. It was exactly as we remembered. Beautiful resort, gorgeous beach, and an amazing atmosphere. This condo has everything you could need, and the view was so pretty. We saw rainbows over the mountains daily! We would go back in a heartbeat!"
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, (3)
"This place was great! We loved having a sandy beach on the property for sunset and morning walks. The pools and hot tubs were beautifully designed with the landscape making it feel intimate and expansive. I loved having the store for incidental purchases from snacks, food, drinks and souvenirs. The lanai was lovely-we slept with the door open every night. The room was, clean and lovely! We'll stay here again!"
The price is AED 643
AED 3,005 total
includes taxes & fees
9 Dec - 10 Dec
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, (148)
"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

Huaka Mahina 4 Bedroom Home by RedAwning

3.0 star property
Huaka Mahina 4 Bedroom Home by RedAwning

Mahana Penthouse Unit Oceanfront

Mahana Penthouse Unit Oceanfront

Marriott Maui Ocean club resort, full resort access, 7th floor oceanfront

Marriott Maui Ocean club resort, full resort access, 7th floor oceanfront

International Colony Club 13

2.0 star property
International Colony Club 13

Summit Residence at Kaanapali Vista by Maui Life Realty

3.5 star property
Summit Residence at Kaanapali Vista by Maui Life Realty
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.
Don't see what you're looking for?
See all available properties in Kaanapali
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Kaanapali

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3350)
"We had an excellent time staying three nights at the Aston! We ate at the restaurant and it was great. The amenities are great and the staff went above and beyond our expectations. We used the concierge for booking a luau and it was fantastic. Five stars all around! "
The price is AED 1,190
AED 1,512 total
includes taxes & fees
24 Nov - 25 Nov
Aston Kaanapali Shores

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2627)
"Some things were not working in our room, e.g. master bedroom balcony door would not open, table in the balcony was very wobbly, dryer was not operating properly. All these issues were resolved by the staff when I called them, but they seem to be basic checks that property management should have checked before giving us keys and not have me call about them. "
The price is AED 808
AED 2,899 total
includes taxes & fees
9 Dec - 10 Dec
OUTRIGGER Honua Kai Resort & Spa

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1080)
"Loved the shuttle to whalers village. Had to request housekeeping service twice during our stay as our room was missed ?"
The price is AED 1,759
AED 2,075 total
includes taxes & fees
29 Nov - 30 Nov
The Westin Ka'anapali Ocean Resort Villas
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.