Search Vacation Homes in Kaanapali

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 48 Vacation Homes in Kaanapali with updated reviews, rates, and availability.

Remodeled, Ground floor studio; Inquire about specials from 4/21 - 6/25

9.8 out of 10, Exceptional, (48)
"Clean, quiet, as advertised. "
Remodeled, Ground floor studio; Inquire about specials from 4/21 - 6/25

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

2.0 star property
10.0 out of 10, Exceptional, (9)
"We had an amazing vacation with our kids and grandkids. We have already booked again for next year"
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

9.6 out of 10, Exceptional, (60)
"The stay was great. "
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

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

10.0 out of 10, Exceptional, (134)
"Property is first class and our family of 8 (2 adults, 3 teens and grandparents) had a wonderful Christmas vacation. Great location 10min walk to beach and restaurants. "
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~

Kaanapali Home Amazing Deals!Gorgeous Remodel~4B,4Ba Pool,AC,BBQ, Outdr Shw~View

10.0 out of 10, Exceptional, (150)
Kaanapali Home Amazing Deals!Gorgeous Remodel~4B,4Ba Pool,AC,BBQ, Outdr Shw~View

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

10.0 out of 10, Exceptional, (18)
"Great property with great views and everything you could need. "
Luxury, Beachfront- Ka'anapali Beach, Pool & Hot Tub!

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

9.6 out of 10, Exceptional, (42)
"This house was exactly how it was listed. We had a family of 10 adults, and the house was the perfect size. They have a cute corner full of toys and a great place area for kids. The house had plenty of beach towels, sunblock, and beach supplies (chairs, umbrellas, etc). The communication with the host was easy, and the check in and out was an easy process. "
Fantastic Ka'anapali home with pool! Great for families! Last minute specials!

Beautifully Remodeled 3bedrooms/2bathrooms

9.6 out of 10, Exceptional, (34)
"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

Konea 314 at Honua Kai Resort ~ Luxuriously Upgraded, Modern Furniture & Floors

9.6 out of 10, Exceptional, (61)
"Very nice property would have liked a bigger pool but the ocean is right there and the snorkelling is great. I would recommend this property to other families "
Konea 314 at Honua Kai Resort ~ Luxuriously Upgraded, Modern Furniture & Floors

The Best of the Best JUST GOT BETTER with 3rd Remodel

9.8 out of 10, Exceptional, (220)
"Host was easy to communicate with. Place was clean and as described. Check-out process was super easy. "
The Best of the Best JUST GOT BETTER with 3rd Remodel

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

9.4 out of 10, Exceptional, (179)
"Holomakani is in a great Location Beautiful Master bedroom upstairs and 3 bedrooms downstairs were perfect. Pool and hot tub. Great. "
Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach

Ka'anapali Livin' the Dream Home - Private, luxury, resort-style property!

10.0 out of 10, Exceptional, (7)
"This home was a dream; our family of four can't wait to return!"
Ka'anapali Livin' the Dream Home - Private, luxury, resort-style property!

Kaanapali Royal Luxury Spacious Condo with Ocean View (sleeps 4-6)

9.8 out of 10, Exceptional, (35)
"This condo is spacious, nicely-decorated, very comfortable, updated and well-appointed. It is very close to a beautiful pool on the property. Walk to public beach is 15 minutes."
Kaanapali Royal Luxury Spacious Condo with Ocean View (sleeps 4-6)

New Private Pool - Walk to Kaanapali Beach and Whalers Kaanapali Hini Luxury Residence

9.8 out of 10, Exceptional, (38)
"Exactly as advertised beautiful property with stunning views close proximity to be the food, golf, etc. will come again"
New Private Pool - Walk to Kaanapali Beach and Whalers Kaanapali Hini Luxury Residence

Hale Holokai at KAANAPALI VISTA~LUXURY Golf Course Ocean View Home 6 bedroom 3 bathroom~

10.0 out of 10, Exceptional, (58)
"Good location Nice property"
Hale Holokai at KAANAPALI VISTA~LUXURY Golf Course Ocean View Home 6 bedroom 3 bathroom~

Ocean View-1Bdrm:1Bath -Westin Kaanapali Maui North Villas

Ocean View-1Bdrm:1Bath -Westin Kaanapali Maui North Villas

Huaka Mahina 4 Bedroom Home by RedAwning

3.0 star property
Huaka Mahina 4 Bedroom Home by RedAwning

1 Bedroom Oceanfront #604

10.0 out of 10, Exceptional, (3)
"Stayed at this protpery many times, Love it"
1 Bedroom Oceanfront #604

Junior Suite Oceanfront #702

9.0 out of 10, Wonderful, (2)
"Only complaint is the lack of things to do surrounding the property"
Junior Suite Oceanfront #702

Maui Ocean Club, Cozy Garden View Studio

2.0 star property
Maui Ocean Club, Cozy Garden View Studio
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.
Save an average of 15% on thousands of hotels when you're signed in