Holiday Homes in Kaanapali

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Featured Holiday Homes in Kaanapali

Our top choices for Kaanapali holiday homes

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

2.0 star property
10.0 out of 10, Exceptional, (11)
"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

9.8 out of 10, Exceptional, (154)
"A great family destination. The grand kids spent hours in the pool. "
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach

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

9.8 out of 10, Exceptional, (39)
"What a beautiful house "
New Private Pool - Walk to Kaanapali Beach and Whalers Kaanapali Hini Luxury Residence

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

10.0 out of 10, Exceptional, (141)
"This property was perfect for an extended family vacation. Lots of living spaces, beautiful deck and poolside patio. Woke up to birds chirping every morning. Very close to Kaanapali resort area and beach - 10 minute walk. Would not change a thing and would love to visit again."
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, (151)
"Beautiful house and property located near beach. The house has everything we needed and was a pleasure to enjoy."
Kaanapali Home Amazing Deals!Gorgeous Remodel~4B,4Ba Pool,AC,BBQ, Outdr Shw~View

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

10.0 out of 10, Exceptional, (7)
"We loved this beautiful property on the golf course. It had a fabulous pool and jacuzzi that automatically turned on and off, the kids had a blast swimming all day. This property also had a gym, sauna, and cold plunge which my husband loved as a fitness enthusiast. We enjoyed sunsets on the swing and dinners together. It was walking distance to the Hyatt where our conference was and we enjoyed shopping at whalers village. We will definitely be back."
Ka'anapali Livin' the Dream Home - Private, luxury, resort-style property!

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

9.6 out of 10, Exceptional, (48)
"What an amazing stay!! Perfect house, great location."
Fantastic Ka'anapali home with pool! Great for families! Last minute specials!

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

Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

9.6 out of 10, Exceptional, (65)
"We enjoyed all of Maui from this location."
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH

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!

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

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~

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

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

9.6 out of 10, Exceptional, (61)
"The condo was excellent in all ways. We really enjoyed it. "
Konea 314 at Honua Kai Resort ~ Luxuriously Upgraded, Modern Furniture & Floors

Large Home 180° Ocean Views Walk2Beach Hale Kalapu

Large Home 180° Ocean Views Walk2Beach Hale Kalapu

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

9.8 out of 10, Exceptional, (36)
"Outstanding location, super clean and well stocked and great communication with the owner."
Kaanapali Royal Luxury Spacious Condo with Ocean View (sleeps 4-6)

Huaka Mahina 4 Bedroom Home by RedAwning

3.0 star property
Huaka Mahina 4 Bedroom Home by RedAwning

Junior Suite Oceanfront #702

9.0 out of 10, Wonderful, (2)
"Everything from check in to check out was very easy. Walking distance from restaurants to shopping was great. Will definitely be back to Maui Kai!"
Junior Suite Oceanfront #702

The Westin Nanea Ocean Villas, Ka'anapali Beach, July 5-12, 2024

The Westin Nanea Ocean Villas, Ka'anapali Beach, July 5-12, 2024

Hale Nui in Kaanapali

2.0 star property
Hale Nui in Kaanapali
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

Find out more about Kaanapali

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Kaanapali Holiday Homes information

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53 Holiday Homes
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