Kaanapali Holiday Rentals

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Kaanapali

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

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2649)
"We had a great time at this resort. We loved the room and the amenities which included a kitchen and laundry. The pull out bed was comfortable for the kids, not just a thin pad. We loved that it was very close to the grocery store and many food options including a food truck lot (Duke's was right on the resort). The pools were great and access to the beach was right there as well. The fitness center was fairly big compared to other hotels. Free self parking was a big bonus as well. We would...
The price is HK$3,530
HK$7,730 total
includes taxes & fees
10 Jan - 11 Jan 2025
OUTRIGGER Honua Kai Resort & Spa
Aston Kaanapali Shores
Exterior

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3392)
"Great place to stay at west Maui. Many good snorkeling places. Easy access to beach. Property includes a laundry, grocery just cross street with good poke."
The price is HK$3,100
HK$3,886 total
includes taxes & fees
6 Jan - 7 Jan 2025
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
Exterior

Aston Maui Kaanapali Villas

3.0 star property
8.6 out of 10, Excellent, (2314)
"Very nice resort with easy beach access and many amenities like ping pong, shuffleboard, hot tub. There is no room service though and you have to call reception if you need anything."
Aston Maui Kaanapali Villas
Kaanapali Alii
3 outdoor pools, pool loungers

Kaanapali Alii

4.0 star property
9.6 out of 10, Exceptional, (846)
"We stayed in the ocean front room. Perfect view!!! I loved the hotel. Only downside was that there were no restaurants, bars or gift shop on site. "
Kaanapali Alii
Aston Mahana at Kaanapali
Outdoor pool

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1589)
"A bit away from the airport but peaceful "
Aston Mahana at Kaanapali
The Whaler Resort Kaanapali Beach
Exterior

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (122)
"Pool area was too small. Pool is what we really came for"
The Whaler Resort Kaanapali Beach
Aston at Papakea Resort
2 outdoor pools

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very good, (1356)
"Beautiful resort that has everything I need "
Aston at Papakea Resort
Aston at The Whaler on Kaanapali Beach
Outdoor pool, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1450)
"We had an awesome view of the ocean from the balcony. Nicely renovated suite. Pool was warm and inviting. Staff were super friendly and helpful. Great time and really hated to leave"
Aston at The Whaler on Kaanapali Beach
The Westin Ka'anapali Ocean Resort Villas
2 outdoor pools, pool umbrellas

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1087)
"Very horrible view for the price we paid and we had a smell in our room that we could not get rid of"
The price is HK$3,846
HK$4,537 total
includes taxes & fees
4 Jan - 5 Jan 2025
The Westin Ka'anapali Ocean Resort Villas
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, (830)
"Well located nicely kept property with a short walk to a great beach. Beach cabana was awesome for chairs and towels. Restrooms and a fridge to keep your picnic cold. Nice views of the golf course and ocean in the distance. "
The price is HK$2,318
HK$5,897 total
includes taxes & fees
7 Jan - 8 Jan 2025
Kaanapali Maui at the Eldorado by OUTRIGGER
The Westin Nanea Ocean Villas, Ka'anapali
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, (448)
"Amazing place to stay. Loved our room and the beach access. Will definitely come again. "
The price is HK$5,435
HK$6,411 total
includes taxes & fees
1 Jan - 2 Jan 2025
The Westin Nanea Ocean Villas, Ka'anapali
AEI at The Mahana Kaanapali Resort
Outdoor pool, pool umbrellas, pool loungers

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (235)
"I doubt any resort in Kanipali can offer the views amd closeness to the ocean that this offered. We sleps with the sound of the ocean yet was close to restaurants and hustly and bussle of beaches.Not being a major resort meant fewer noisy children and we had the best, most resfful time. This is exceptional value for money and I will recommend to all my friends"
AEI at The Mahana Kaanapali Resort
AEI at Kaanapali Shores
Exterior

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (317)
"I’m giving this good ratings but I did want to comment on a few issues. Overall, we enjoy this place and it was our 2nd time back. We stayed in room 823. The toilet in the master was not working right and I noticed it right away when we arrived. It had a small bit of water running all the time so it always made noise. My 2nd complaint with this unit was that there were a lot of small/medium size cockroaches all over. I probably killed 15-30 of them but it didn’t seem to make a difference....
AEI at Kaanapali Shores
Maui Kai
Balcony view

Maui Kai

3.0 star property
9.2 out of 10, Wonderful, (413)
"Great place to stay clean, quiet amazing view they were very helpful. And all the staff was very nice."
Maui Kai
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
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, (225)
"Property needs some up dates or modernized style"
The price is HK$3,972
HK$4,686 total
includes taxes & fees
16 Jan - 17 Jan 2025
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Marriott's Maui Ocean Club - Lahaina & Napili Towers
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, (181)
"I stayed 6 nights in the Napili Tower. The room was very comfortable and clean. It has a small kitchenette area with a sink, dishes, small fridge. The property has so much to offer with multiple pools, shops, food and bar options. There is a laundry facility onsite that was very nice with lots of free machines and a lounge. Self-parking had limited space, but valet parking was a good alternative for almost the same cost. Overall, it was a great stay and a wonderful property!"
The price is HK$3,848
HK$4,539 total
includes taxes & fees
17 Jan - 18 Jan 2025
Marriott's Maui Ocean Club - Lahaina & Napili Towers
AEI at Papakea Resort Maui
View from room

AEI at Papakea Resort Maui

3.5 star property
8.6 out of 10, Excellent, (81)
"This place is amazing. We had all the stuff in our rooms we could want. Snorkels, fins, masks, and they even gave us Shell necklaces. The beds were comfortable and we had a spectacular ocean view. I can’t wait to stay here again. "
AEI at Papakea Resort Maui
TOP FLOOR - OCEAN VIEWS - PAPAKEA RESORT
Pool

TOP FLOOR - OCEAN VIEWS - PAPAKEA RESORT

10.0 out of 10, Exceptional, (118)
"The condo was perfect for our family of 5 with plenty of space to relax. The grounds were beautiful with beach access and the location was just minutes from several other beaches. "
The price is HK$3,007
HK$6,676 total
includes taxes & fees
24 Jan - 25 Jan 2025
TOP FLOOR - OCEAN VIEWS - PAPAKEA RESORT
Aloha Getaway, Direct Oceanfront Penthouse Maui Kaanapali Beach
On the beach, sun-loungers, beach towels

Aloha Getaway, Direct Oceanfront Penthouse Maui Kaanapali Beach

Aloha Getaway, Direct Oceanfront Penthouse Maui Kaanapali Beach
Oceanfront 3 BR / 3 BA
Outdoor pool

Oceanfront 3 BR / 3 BA

9.4 out of 10, Exceptional, (157)
"No further comment "
Oceanfront 3 BR / 3 BA
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.
Don't see what you're looking for?
See all available properties in Kaanapali
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Kaanapali you may be interested in

OUTRIGGER Kaanapali Beach Resort
View from room

OUTRIGGER Kaanapali Beach Resort

3.5 star property
9.0 out of 10, Wonderful, (1020)
"I research many properties before visiting Maui., Outrigger stood out with being clean, not too costly and very convenient. I didn't want to pay for an over priced hotel as many in the area seem to be, yet, we wanted a safe , clean place and that is exactly what we got. The hotel, the grounds were super clean, very very well maintained and the staff were always nice and had the "Aloha" spirit greeting you. Its in a great area, awesome views, very good coffee and pastries as well. I would...
The price is HK$3,451
HK$4,484 total
includes taxes & fees
22 Jan - 23 Jan 2025
OUTRIGGER Kaanapali Beach Resort
Hyatt Regency Maui Resort & Spa
6 outdoor pools, pool cabanas (surcharge), pool umbrellas

Hyatt Regency Maui Resort & Spa

4.0 star property
9.2 out of 10, Wonderful, (1012)
"I like the beach to play with turtles which is just few steps away. The pool is nice and clean. All the staff were extremely helpful and kind. My family and I would come back to this Hyatt in a heartbeat!"
The price is HK$3,784
HK$4,876 total
includes taxes & fees
10 Jan - 11 Jan 2025
Hyatt Regency Maui Resort & Spa
The Westin Maui Resort & Spa, Ka'anapali
Terrace/patio

The Westin Maui Resort & Spa, Ka'anapali

4.0 star property
9.0 out of 10, Wonderful, (644)
"Excellent amenities, beautiful! Pools are fantastic, excellent service from staff, concierge! We will be coming back!"
The price is HK$4,308
HK$5,531 total
includes taxes & fees
6 Jan - 7 Jan 2025
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 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.

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

The Best of the Best JUST GOT BETTER with 3rd Remodel: This highly rated holiday home rental in Kaanapali is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals are there in Kaanapali?

With 149 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 Kahekili Beach are a couple of scenic spots to enjoy the outdoors, whereas Drums of the Pacific Lū‘au is one of the cultural attractions. 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.