Kaanapali Hillside Holiday Rentals

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Holiday Rentals in Kaanapali Hillside

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 AU$571
includes taxes & fees
2 Oct - 3 Oct
Aston Maui Kaanapali Villas

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3753)
"We had an amazing stay and cannot wait to book our next vacation with them!!"
The price is AU$520
includes taxes & fees
29 Sept - 30 Sept
Aston Kaanapali Shores

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (248)
"We had a lovely stay! I would recommend this place especially for honeymooners. "
The price is AU$1,073
includes taxes & fees
26 Oct - 27 Oct
The Whaler Resort Kaanapali Beach

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

10.0 out of 10, Exceptional, (265)
"Great location. "
The price is AU$1,168
includes taxes & fees
2 Oct - 3 Oct
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Kahana Falls Maui by VRI Americas

3.5 star property
8.0 out of 10, Very good, (929)
"Great place! The staff was very nice and the property was very cute! Loved the waterfall pool "
Kahana Falls Maui by VRI Americas

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2840)
"Great stay"
The price is AU$1,269
includes taxes & fees
27 Oct - 28 Oct
OUTRIGGER Honua Kai Resort & Spa

Napili Shores Maui by OUTRIGGER

3.0 star property
9.0 out of 10, Wonderful, (1667)
"The location was great to restaurants and the beach."
The price is AU$482
includes taxes & fees
9 Oct - 10 Oct
Napili Shores Maui by OUTRIGGER

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1489)
"Clean with a beach view nice gym and pool "
Aston at The Whaler on Kaanapali Beach

Maui Beach Vacation Club

2.5 star property
8.2 out of 10, Very good, (799)
"Just a great stay! "
Maui Beach Vacation Club

Aston at Papakea Resort

3.0 star property
8.2 out of 10, Very good, (1383)
"Everything was excellent "
Aston at Papakea Resort

Kapalua Villas Maui

4.0 star property
8.8 out of 10, Excellent, (953)
"The view of the ocean was great and I was happy just to be there. It was old and a little poorly built, windows or doors were hard to open, etc. Some renovated parts were comfortable. The dryer was broken, which was inconvenient, but housekeeping provided new towels daily and offered to do laundry for free. Cooking utensils were very well stocked"
The price is AU$1,226
includes taxes & fees
25 Oct - 26 Oct
Kapalua Villas Maui

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 AU$806
includes taxes & fees
3 Oct - 4 Oct
The Westin Ka'anapali Ocean Resort Villas

#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

4.0 star property
9.2 out of 10, Wonderful, (468)
"Very nice place to stay"
The price is AU$1,009
includes taxes & fees
11 Oct - 12 Oct
The Westin Nanea Ocean Villas, Ka'anapali

Maui Sunset

3.5 star property
8.8 out of 10, Excellent, (473)
"Good place to spend your vacation "
Maui Sunset

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1660)
"The whole property was awesome "
Aston Mahana at Kaanapali

Kahana Beach Vacation Club

3.0 star property
8.4 out of 10, Very good, (720)
"Great place to stay "
Kahana Beach Vacation Club

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

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
8.8 out of 10, Excellent, (193)
"It was a great place to spend a vacation for the whole family. "
The price is AU$806
includes taxes & fees
11 Oct - 12 Oct
Marriott's Maui Ocean Club - Lahaina & Napili Towers

The Gardens at West Maui

3.0 star property
8.4 out of 10, Very good, (499)
"Great for family! "
The Gardens at West Maui
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 Hillside Hotel Reviews

Find out more about Kaanapali Hillside

Find out more about Kaanapali Hillside

Everything you need to know about Kaanapali Hillside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kaanapali Hillside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kaanapali Hillside holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Kaanapali Hillside holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kaanapali Hillside. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kaanapali Hillside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kaanapali Hillside holiday rentals we have selected for you start as low as AU$482 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Kaanapali Hillside rentals

At Expedia, we put the best Kaanapali Hillside holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kaanapali Hillside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kaanapali Hillside holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kaanapali Hillside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Kaanapali Hillside?

Yes, there are holiday rentals close to the most popular sights in Kaanapali Hillside, or you can select a more secluded option if you're looking for a relaxing stay.

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

Privacy In Paradise - Top Rated Vacation Home in West Maui: This holiday home rental outside of Kaanapali Hillside is located near the beach, and has a patio, 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. You can relax into your holiday with a selection of games and 1 hot tub.

What’s there to see and do in Kaanapali Hillside?

Explore the area and family-friendly sights such as Hawaii Nature Center of Iao Valley, or get out into nature at a spot like Kaanapali Beach. Kaanapali Kai Course at Kaanapali Golf Resort and Whalers Village are a couple of places you'll find in the wider area.

What’s a holiday rental in Kaanapali Hillside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kaanapali Hillside. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family gatherings.