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Top Holiday Rentals in Kaanapali

Hypo-allergenic bedding, in-room safe, blackout curtains
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3009)
"Amazing stay here nice and relaxing "
The price is €258
per night
27 May - 28 May
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2154)
"The property is in a great location it’s just a little bit outdated , the place I mean. In spite of my opinion I would go for a second time. Maybe a different time of the year."
The price is €258
per night
2 Jun - 3 Jun
Aston Maui Kaanapali Villas
4 outdoor pools
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2535)
"We went to the Honua Kai with our 3-year-old daughter as a recommendation from a friend who had gone earlier in the year with their one-year-old. We went for the ability to have washer-dryer, kitchenette, pools that were family-friendly, and an on-site store and restaurant. It lived up to our requirements with regards to everything. I also used the gym which was adequate for what I used it for (primarily treadmill running - when I didn't run on the beach, that is). Would recommend!"
The price is €757
per night
10 Jun - 11 Jun
OUTRIGGER Honua Kai Resort & Spa
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Exterior
The Whaler Resort Kaanapali Beach
4.0 star property
9.4 out of 10, Exceptional, (27)
"Great 2 bedroom condo. Spacious and very clean. Walkable to many restaurants including Whalers village which is right next door. 2 drawbacks : shower temperature was off and hard to adjust, shower was cold for at least 5 min before becoming warm and a very loud noise was always present coming from the generators in whalers village. Our balcony was on that side and it took away from the experience of just sitting outside. Recommend u get condo unit on the opposite side. But otherwise truly a...
The Whaler Resort Kaanapali Beach
Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1475)
"The views are amazing. I watched dolphins swim by from my couch but… My couch was infested with tiny ants and the HVAC in the living room was so loud, I learned to spend time only in the bedroom or outside. The place was safe, quiet, friendly. The other guests were friendly and well mannered. The location was great. Off the beaten path but convenient to amazing snorkeling and easy access to food. My place was dated and not well cleaned. Dried rice grains on the couch, a hair on the pillow,...
The price is €571
per night
27 May - 28 May
Aston Mahana at Kaanapali
Outdoor pool
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very good, (1329)
"nice "
Aston at Papakea Resort
3 outdoor pools, pool loungers
Kaanapali Alii
4.0 star property
9.4 out of 10, Exceptional, (787)
"Loved this property from beginning to end. So clean and spacious. Personnel was super friendly and helpful. We had one issue with a drain and it was fixed w/in the hour. You are near everything...beach, restaurants and Whalers shopping center. Loved the pool area as well. Lots of chairs and lots of tables if you want to eat near the pool while looking over at the ocean. I have stayed 6x at different resorts on Kaanapali and this is in my top 2. We were sad to leave, great experience. "
Kaanapali Alii
View from room
Aston at The Whaler on Kaanapali Beach
4.0 star property
9.2 out of 10, Wonderful, (1402)
"The property is kept immaculate, just beautiful to walk around. Safe and quiet."
The price is €821
per night
31 May - 1 Jun
Aston at The Whaler on Kaanapali Beach
2 outdoor pools, pool umbrellas
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1050)
"Perfect stay!"
The price is €591
per night
1 Jun - 2 Jun
The Westin Ka'anapali Ocean Resort Villas
Outdoor pool, pool umbrellas, pool loungers
AEI at The Mahana Kaanapali Resort
4.0 star property
8.8 out of 10, Excellent, (208)
"We had a wonderful stay at the Mahana at Kaanapali! The staff helped us plan accommodations for my disabled mother and it worked out perfectly. This was a bucket list trip for her and she had an amazing trip. Thank you to the staff member who went above and beyond to locate an item that I left behind upon checkout and who mailed it to me!"
AEI at The Mahana Kaanapali Resort
Exterior
AEI at Kaanapali Shores
4.0 star property
8.6 out of 10, Excellent, (277)
"It was a refreshing holiday with our family. The proximity to the beach and pool was convenient. Waking up each morning to the sight of the ocean was ‘heavenly’."
AEI at Kaanapali Shores
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.2 out of 10, Wonderful, (420)
"nice ,clean and roomy"
The price is €660
per night
8 Jun - 9 Jun
The Westin Nanea Ocean Villas, Ka'anapali
3 outdoor pools, pool cabanas (surcharge), pool loungers
Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
8.6 out of 10, Excellent, (166)
"We’ve stayed at the Marriott Maui Ocean club twice a year for 15 years. It never disappoints. Kaanapali is the best place to stay on Maui."
The price is €591
per night
8 Jun - 9 Jun
Marriott's Maui Ocean Club - Lahaina & Napili Towers
Basic Room, 1 Bedroom (Corner, Specific Unit May Vary) | Balcony view
Maui Kai
3.0 star property
9.0 out of 10, Wonderful, (392)
"Love love love this property. They have thought of everything. Why did I even need to pack anything?Room was excellent. Right on the beach. Staff was always friendly and willing to go out of their way to help. Check in after hours was a breeze. Cool pool area we never used. Parking was always available no matter when we got back and free. Nice convenient area. Food truck courtyard looked interesting but never could find the entrance will definitely stay here again"
Maui Kai
Condo, 2 Bedrooms, Kitchen, Ocean View | View from room
AEI at Papakea Resort Maui
3.5 star property
8.6 out of 10, Excellent, (68)
"This was an ideal place to go and enjoy the peace and serenity surrounding you while there. People were awesome and always there to help. Ocean views were amazing and so tranquil at the same time. I look forward to a return visit in the future. Aloha baby!"
AEI at Papakea Resort Maui
Beach nearby, free beach shuttle
Kaanapali Maui at the Eldorado by OUTRIGGER
3.0 star property
8.6 out of 10, Excellent, (814)
"Location. Nice lanai. Nice shuttle. Walkable. Checking was musty and needs a facelift. "
Kaanapali Maui at the Eldorado by OUTRIGGER
3 outdoor pools, pool cabanas (surcharge), pool loungers
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
8.4 out of 10, Very good, (220)
"The location right on the beach is great! The property itself is a bit tired but clean. The restaruant (Longhi's) and the bar were great! The staff was very helpful and accommodating. "
The price is €608
per night
8 Jun - 9 Jun
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Exterior
Direct Oceanfront Penthouse Maui Kaanapali Beach, Aloha Getaway
Direct Oceanfront Penthouse Maui Kaanapali Beach, Aloha Getaway
Pool
Pqapakea RESORT! TOP FLOOR - STUNNING OCEAN VIEWS - RENOVATED UNIT
10.0 out of 10, Exceptional, (104)
"This property is exactly what was described. Lisa is amazing to communicate with. We’ve been to the resort multiple times, but this condo was by far the best. "
The price is €585
per night
10 Jun - 11 Jun
Pqapakea RESORT! TOP FLOOR - STUNNING OCEAN VIEWS - RENOVATED UNIT
On the beach, sun-loungers, beach towels
OCEANFRONT DIRECT BEST PAPAKEA UNIT 3 BDRMS 3 BATHS Updates Equipped Clean
9.8 out of 10, Exceptional, (157)
"Nice sized condo with a spectacular view. It sleeps 6 but we only had 4 adults and it was the perfect size. All appliances worked - washer and dryer were great to have. In master bedroom due to design - people from the next units balcony can see right into the bedroom IF you have the window blinds open. Be careful. Overall a great stay. We want to go back soon!"
OCEANFRONT DIRECT BEST PAPAKEA UNIT 3 BDRMS 3 BATHS Updates Equipped Clean
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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.

Other types of properties in Kaanapali you may be interested in

Outdoor pool
Hilton Vacation Club Ka'anapali Beach Maui
4.0 star property
8.8 out of 10, Excellent, (1009)
"So much to do and sea turtles right behind the hotel. A great place to stay and highly recommended. "
The price is €236
per night
1 Jun - 2 Jun
Hilton Vacation Club Ka'anapali Beach Maui
Hypo-allergenic bedding, in-room safe, blackout curtains
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3009)
"Amazing stay here nice and relaxing "
The price is €258
per night
27 May - 28 May
Aston Kaanapali Shores
Terrace/patio
The Westin Maui Resort & Spa, Ka'anapali
4.0 star property
8.8 out of 10, Excellent, (460)
"Very good"
The price is €602
per night
27 May - 28 May
The Westin Maui Resort & Spa, Ka'anapali
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.

Frequently asked questions

Are there holiday rentals in Kaanapali?

Yes, there are holiday rentals in Kaanapali close to West Maui Parasail, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Kaanapali speak highly of the array of shops and relaxing spas. Make sure to also enjoy the scenic seaside and top-notch restaurants during your holiday.

How many holiday rentals are there in Kaanapali?

With 133 Expedia holiday rentals, you're guaranteed to find just the right place for your Kaanapali stay.

What can I see and do in Kaanapali?

Cultural attractions include Drums of the Pacific Lū‘au and Whalers Village Museum, whereas Kaanapali Beach and Kahekili Beach are a couple of picturesque spots to enjoy the outdoors. Black Rock and Whalers Village are other places to visit while you're in town.

What are holiday rentals like in Kaanapali?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kaanapali. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.

Recent reviews of Kaanapali properties
Expedia verified reviews