Holiday Homes in Kaanapali

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Holiday Homes in Kaanapali

Remodeled, Ground floor studio at The Mahana #102
Outdoor pool

Remodeled, Ground floor studio at The Mahana #102

9.8 out of 10, Exceptional, (51)
"Clean, quiet, as advertised. "
Remodeled, Ground floor studio at The Mahana #102
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
Outdoor pool

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

2.0 star property
10.0 out of 10, Exceptional, (10)
"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
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach
Outdoor pool, a heated pool

Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach

9.8 out of 10, Exceptional, (151)
"Everything was great: the house, the location. Everything was perfect."
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Outdoor pool

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

9.6 out of 10, Exceptional, (62)
"We enjoyed all of Maui from this location."
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Beautifully Remodeled 3bedrooms/2bathrooms
Beach nearby, sun-loungers, beach towels

Beautifully Remodeled 3bedrooms/2bathrooms

9.6 out of 10, Exceptional, (34)
"There were 3 couples in our group and this was our first vacation together. We loved having a kitchen to do meals together and we used the grill almost everyday. We could walk or drive to a beach and we snorkeled. We loved having a pool to gather at as well. "
Beautifully Remodeled 3bedrooms/2bathrooms
Luxury, Beachfront- Ka'anapali Beach, Pool & Hot Tub!
A heated pool

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

10.0 out of 10, Exceptional, (19)
"Great property with great views and everything you could need. "
Luxury, Beachfront- Ka'anapali Beach, Pool & Hot Tub!
Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (179)
"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
Fantastic Ka'anapali home with pool! Great for families! Last minute specials!
Terrace/patio

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

9.6 out of 10, Exceptional, (46)
"Great location, just what we needed for eight adults and two kids."
Fantastic Ka'anapali home with pool! Great for families! Last minute specials!
Ka'anapali Livin' the Dream Home - Private, luxury, resort-style property!
A heated pool

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

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

10.0 out of 10, Exceptional, (138)
"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
Beach nearby

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

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

9.8 out of 10, Exceptional, (35)
"Loved the location! Can walk to beach and quiet gated community. The grounds were beautiful and well kept. Communication with owner was quick and easy. Very spacious condo. "
Kaanapali Royal Luxury Spacious Condo with Ocean View (sleeps 4-6)
Hale Holokai at KAANAPALI VISTA~LUXURY Golf Course Ocean View Home 6 bedroom 3 bathroom~
Beach nearby

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

10.0 out of 10, Exceptional, (58)
"We greatly enjoyed our stay, the house is absolutely beautiful. We also greatly enjoyed the pool."
Hale Holokai at KAANAPALI VISTA~LUXURY Golf Course Ocean View Home 6 bedroom 3 bathroom~
New Private Pool - Walk to Kaanapali Beach and Whalers Kaanapali Hini Luxury Residence
Beach nearby

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 Kalapu Amazing North Kaanapali Ocean Views 3BD Private Home Walk to the Beach
Interior

Hale Kalapu Amazing North Kaanapali Ocean Views 3BD Private Home Walk to the Beach

Hale Kalapu Amazing North Kaanapali Ocean Views 3BD Private Home Walk to the Beach
Konea 314 at Honua Kai Resort ~ Luxuriously Upgraded, Modern Furniture & Floors
Exterior

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

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

Ocean View-1Bdrm:1Bath -Westin Kaanapali Maui North Villas
Maui Ocean Club, Cozy Garden View Studio
Exterior

Maui Ocean Club, Cozy Garden View Studio

2.0 star property
Maui Ocean Club, Cozy Garden View Studio
Huaka Mahina 4 Bedroom Home by RedAwning
House, 4 Bedrooms | Terrace/patio

Huaka Mahina 4 Bedroom Home by RedAwning

3.0 star property
Huaka Mahina 4 Bedroom Home by RedAwning
1 Bedroom Oceanfront #604
Outdoor dining

1 Bedroom Oceanfront #604

10.0 out of 10, Exceptional, (3)
"Saw whales from the lanai, enjoyed the view of Lana’i and Molokai and was in easy walking distance from stores, restaurants and shops. A great place to stay."
1 Bedroom Oceanfront #604
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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Top Kaanapali Hotel Reviews

Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

10/10 Excellent
"Pros- Great place for families. Fun activities for the kids. Short walk to shopping center. Great pool atmosphere for families. Great friendly staff all around. Cons- you will have to walk a bit to get to beach area ideal for laying out. Beach access closest to hotel has a short sand porch. It’s a short walk but keep that in mind. Self parking filled up multiple nights. "
Wendy Erika 5-night trip
Posted 7 hours ago
Hyatt Regency Maui Resort & Spa