Kaanapali Vacation Rentals

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Check prices for these dates

In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
In two months
Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Kaanapali

Our top choices for Kaanapali vacation rentals

Aston Kaanapali Shores
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3751)
"We had an amazing stay and cannot wait to book our next vacation with them!!"
The price is ￥38,851
￥50,184 total
includes taxes & fees
Sep 29 - Sep 30
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2460)
"Great family resort! Huge room that was perfect for our family of 5. 2 bedrooms and a huge kitchen/living room made for the perfect staycation on Island. "
The price is ￥33,537
￥52,620 total
includes taxes & fees
Sep 30 - Oct 1
Aston Maui Kaanapali Villas
The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.6 out of 10, Exceptional, (245)
"We had a lovely stay! I would recommend this place especially for honeymooners. "
The price is ￥39,895
￥103,528 total
includes taxes & fees
Oct 24 - Oct 25
The Whaler Resort Kaanapali Beach
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
On the beach, sun loungers, beach towels

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

10.0 out of 10, Exceptional, (265)
"Great location. "
The price is ￥52,475
￥111,646 total
includes taxes & fees
Oct 2 - Oct 3
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
OUTRIGGER Honua Kai Resort & Spa
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2838)
"Very clean and convenient, great location and great beaches"
The price is ￥47,051
￥123,237 total
includes taxes & fees
Oct 23 - Oct 24
OUTRIGGER Honua Kai Resort & Spa
Aston at The Whaler on Kaanapali Beach
View from room

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1488)
"Clean with a beach view nice gym and pool "
Aston at The Whaler on Kaanapali Beach
The Westin Ka'anapali Ocean Resort Villas
2 outdoor pools, cabanas (surcharge), pool umbrellas

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1114)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is ￥65,982
￥77,835 total
includes taxes & fees
Sep 30 - Oct 1
The Westin Ka'anapali Ocean Resort Villas
#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, (12)
"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
The Westin Nanea Ocean Villas, Ka'anapali
2 outdoor pools, cabanas (surcharge), pool umbrellas

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (468)
"Very nice place to stay"
The price is ￥82,544
￥97,369 total
includes taxes & fees
Oct 8 - Oct 9
The Westin Nanea Ocean Villas, Ka'anapali
Honua Kai Konea Resort by KBM
Condo (2 Bedrooms) | View from room

Honua Kai Konea Resort by KBM

4.5 star property
9.6 out of 10, Exceptional, (60)
"Beautiful views, ambiance’s, pool, rooms everything what we needed."
Honua Kai Konea Resort by KBM
Aston Mahana at Kaanapali
Outdoor pool

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1657)
"The whole property was awesome "
Aston Mahana at Kaanapali
Marriott's Maui Ocean Club - Lahaina & Napili Towers
3 outdoor pools, cabanas (surcharge), sun loungers

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
8.8 out of 10, Excellent, (192)
"It was a great place to spend a vacation for the whole family. "
The price is ￥65,982
￥77,835 total
includes taxes & fees
Oct 7 - Oct 8
Marriott's Maui Ocean Club - Lahaina & Napili Towers
AEI at The Mahana Kaanapali Resort
Outdoor pool, pool umbrellas, sun loungers

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (279)
"Great location and facilities "
AEI at The Mahana Kaanapali Resort
Kaanapali Alii
3 outdoor pools, sun loungers

Kaanapali Alii

4.0 star property
9.6 out of 10, Exceptional, (939)
"The resort was beautiful, clean and all the staff was very friendly. "
Kaanapali Alii
AEI at Kaanapali Shores
Exterior

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (458)
"Clean, comfy,friendly staff, close to stores and beaches"
AEI at Kaanapali Shores
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
3 outdoor pools, cabanas (surcharge), sun loungers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

4.0 star property
8.4 out of 10, Very Good, (234)
"Beautiful, clean and the stagg was great! "
The price is ￥67,163
￥79,227 total
includes taxes & fees
Oct 7 - Oct 8
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
KBM Resorts | FREE CAR | Kaanapali Plantation Villa | 3-Bedroom Condo with Short Walk to Beach, Includes Beach Gear! KPL-28
Property grounds

KBM Resorts | FREE CAR | Kaanapali Plantation Villa | 3-Bedroom Condo with Short Walk to Beach, Includes Beach Gear! KPL-28

9.6 out of 10, Exceptional, (8)
"What a beautiful view we had! Location was perfect, close to shopping, the beach, water excursions, and restaurants. The condo was clean and tidy. The only thing I’d say, would be have more blankets available and potentially get a more comfortable sofa bed pull out. "
KBM Resorts | FREE CAR | Kaanapali Plantation Villa | 3-Bedroom Condo with Short Walk to Beach, Includes Beach Gear! KPL-28
Kaanapali Maui at the Eldorado by OUTRIGGER
Beach nearby, free beach shuttle

Kaanapali Maui at the Eldorado by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (865)
"Property was exactly as described. Great linens and towels and condo was nicely stocked. The project is quiet and perfect location"
Kaanapali Maui at the Eldorado by OUTRIGGER
Maui Kai
Basic Room, 1 Bedroom (Corner, Specific Unit May Vary) | Balcony view

Maui Kai

3.0 star property
9.2 out of 10, Wonderful, (425)
"It is quite and kind of tucked away from the other places the Views from our balcony was awesome. We had Mountains in the front and the ocean in the back. I would definitely stay there again."
Maui Kai
Honua Kai Hokulani by KBM
Condo (3 Bedrooms) | Front of property

Honua Kai Hokulani by KBM

4.0 star property
9.4 out of 10, Exceptional, (8)
"Excellent place to stay."
Honua Kai Hokulani by KBM
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

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

10/10 Excellent
"This property was awesome. The condo was clean, spacious and views! Loved the full kitchen and washer/dryer. Felt like home quickly. The location is wonderful with dining and shopping right next door."
Alyssa 5-night trip
Posted 18 hours ago
The Whaler Resort Kaanapali Beach

Find out more about Kaanapali

Find out more about Kaanapali

Search for holiday rentals in Kaanapali on Expedia! You can easily find your home rentals, villas, holiday apartments in Kaanapali using one of the methods below:

  • View our selection of featured holiday rentals in Kaanapali
  • Use the map to find apartments and other holiday homes in the Kaanapali neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kaanapali while they last

Look no further and take a look at our great range of rental properties in Kaanapali!

Frequently asked questions

Are there vacation rentals in Kaanapali?

Yes, we have vacation rentals near popular sights in Kaanapali, or you can choose a more secluded option if you want a relaxing place to stay. Tourists who visit Kaanapali speak highly of the array of shops and relaxing spas. Make sure to also enjoy the popular beaches and top-notch restaurants during your vacation.

What are some of the best vacation rentals that Kaanapali has to offer?

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool: This Kaanapali vacation home rental is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation. Other favorite homes for rent in Kaanapali are Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach and HALE NUI Luxury Retreat 5BD w Private Pool Hot Tub.

How many vacation rentals are there in Kaanapali?

With 44 Expedia vacation rentals, you're sure to find just the right place for your Kaanapali stay.

What can I see and do in Kaanapali?

Kaanapali Beach and Black Rock are a couple of lovely local spots to get outside and enjoy nature. Whalers Village and Kaanapali Kai Course at Kaanapali Golf Resort are other places to visit while you're in town.

What are vacation rentals like in Kaanapali?

Vacation rentals are private properties you can stay in for several days or more in Kaanapali. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips.