Search Holiday Rentals in Kaanapali

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Kaanapali holiday rentals

4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
Lahaina
8.8 out of 10, Excellent, (2880)
"Wonderful stay! "
United States
Quiauna
The price is 7.571.454 ₫
22.975.270 ₫ total
includes taxes & fees
11 Dec - 12 Dec
OUTRIGGER Honua Kai Resort & Spa
Exterior
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4.0 star property
Lahaina
9.6 out of 10, Exceptional, (313)
"great time, great resort, helpful staff"
Canada
Prableen
The price is 8.952.084 ₫
20.259.546 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
The Whaler Resort Kaanapali Beach
Exterior
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 star property
Lahaina
8.6 out of 10, Excellent, (3907)
"Best hotel I stayed at "
United States
Nohely
The price is 9.332.148 ₫
11.785.539 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3.0 star property
Lahaina
8.8 out of 10, Excellent, (2513)
"Great place! Very clean, friendly staff, beautiful grounds, lots to do with in walking distance. The best part that we enjoyed was the beach it was outstanding! highly recommend."
Canada
Natalia
The price is 8.304.345 ₫
12.189.798 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Aston Maui Kaanapali Villas
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
Lahaina
9.4 out of 10, Exceptional, (472)
"Spacious rooms and fun pools"
United States
Vanessa
The price is 16.428.798 ₫
19.502.955 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2026
The Westin Nanea Ocean Villas, Ka'anapali
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
Lahaina
8.6 out of 10, Excellent, (1125)
"Clean room, amazing staff and great location and beach access "
United States
Amanda
The price is 11.783.814 ₫
13.900.424 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Westin Ka'anapali Ocean Resort Villas
Condo, 2 Bedrooms, Ocean View (295) | Property amenity
Kaanapali Alii

Kaanapali Alii

4.0 star property
Lahaina
9.6 out of 10, Exceptional, (956)
"Views were fantastic, as were beach and pool access, hotel was very clean."
Canada
Ryan
Kaanapali Alii
Outdoor pool
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1715)
"Gorgeous views, spacious suite, very friendly staff, amazing stay had a wonderful family vacation, can't wait to go back."
Canada
Lidia E
The price is 11.704.728 ₫
14.584.513 ₫ total
includes taxes & fees
11 Dec - 12 Dec
Aston Mahana at Kaanapali
Beach nearby, free beach shuttle
Kaanapali Maui at the Eldorado by OUTRIGGER

Kaanapali Maui at the Eldorado by OUTRIGGER

3.0 star property
Lahaina
8.6 out of 10, Excellent, (872)
"Courteous staff, close to the beach, to the Ka’anapali golf courses, to whalers village, and the pool. "
United States
Rosa
Kaanapali Maui at the Eldorado by OUTRIGGER
Exterior
AEI at Kaanapali Shores

AEI at Kaanapali Shores

4.0 star property
Lahaina
8.8 out of 10, Excellent, (525)
"Good location, nice pool "
United States
Charlene
AEI at Kaanapali Shores
Basic Room, 1 Bedroom, Lanai, Oceanfront (Corner, Specific Unit May Vary) | Balcony view
Maui Kai

Maui Kai

3.0 star property
Lahaina
9.2 out of 10, Wonderful, (427)
"Check in was a breeze. Front desk personnel were very professional, friendly and helpful in navigating the local area. "
United States
Robert
Maui Kai
Condo, 2 Bedrooms (HKK-443) | View from room
Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM

4.5 star property
Kaanapali
9.6 out of 10, Exceptional, (72)
"Staff were all excellent and very helpful "
Canada
Regan
Honua Kai Konea Resort by KBM
3 outdoor pools, pool cabanas (surcharge), pool loungers
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
Lahaina
8.8 out of 10, Excellent, (198)
"It was a great place to spend a vacation for the whole family. "
United States
Melanie
The price is 11.995.165 ₫
14.149.736 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Marriott's Maui Ocean Club - Lahaina & Napili Towers
3 outdoor pools, pool cabanas (surcharge), pool loungers
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

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

4.0 star property
Lahaina
8.4 out of 10, Very good, (235)
"Beautiful, clean and the stagg was great! "
United States
Joshua
The price is 11.994.710 ₫
14.149.200 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Outdoor pool, pool umbrellas, pool loungers
AEI at The Mahana Kaanapali Resort

AEI at The Mahana Kaanapali Resort

4.0 star property
Lahaina
8.8 out of 10, Excellent, (300)
"Incredible stay as always at the Mahana! Cant beat the views anywhere! Can’t wait to return."
United States
Roy
AEI at The Mahana Kaanapali Resort
View from room
Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach

4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1520)
"Clean rooms, and the beach view was outstanding "
United States
Jeromy M
Aston at The Whaler on Kaanapali Beach
Studio, 1 Bedroom, Air conditioning, Ocean View ( HKH-323) | Front of property
Honua Kai Hokulani by KBM

Honua Kai Hokulani by KBM

4.0 star property
Kaanapali
9.4 out of 10, Exceptional, (9)
"Excellent place to stay."
United States
VERA
Honua Kai Hokulani by KBM
Condo, 2 Bedrooms (482) | Property amenity
Kaanapali Alii

Kaanapali Alii

2.0 star property
Lahaina
Kaanapali Alii
In-room safe, individually decorated, individually furnished
AEI at The Whaler Kaanapali Beach Resort

AEI at The Whaler Kaanapali Beach Resort

4.0 star property
Lahaina
9.4 out of 10, Exceptional, (61)
"We have stayed there several times over the last 30 years. The location cant be beat. The views are fantastic and the rooms and grounds are wonderful. "
United States
WILLIAM BENN
AEI at The Whaler Kaanapali Beach Resort
Outdoor pool
The Whaler by KBM

The Whaler by KBM

4.5 star property
Kaanapali
10.0 out of 10, Exceptional, (3)
"Best place to stay in Maui "
United States
Michael
The Whaler 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

Aston Kaanapali Shores

Aston Kaanapali Shores

10/10 Excellent
"The property was very nice, better than I expected. The front desk staff was amazing and very accommodating. The room was a little dated and I didn’t like that the door to the room had about 1” of space on the bottom that was not covered. Light, bugs, and geckos could get in. But overall it was great and I would definitely stay here again. "
Jacqueline 1-night trip
Posted 9 hours ago
Aston Kaanapali Shores

Frequently asked questions

Are there holiday rentals in Kaanapali?

Yes, there are holiday rentals close to the most popular sights in Kaanapali, 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 24 Expedia holiday rentals, you're guaranteed 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 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.