Kaanapali Hillside Holiday Rentals

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Holiday Rentals in Kaanapali Hillside

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2848)
"Resort was beautiful and family friendly. Definitely will stay here again with the rest of the family"
The price is NZ$1,419
includes taxes & fees
14 Nov - 15 Nov
OUTRIGGER Honua Kai Resort & Spa
Aston Maui Kaanapali Villas
3.0 star property
8.8 out of 10, Excellent, (2472)
"Beautiful quiet property on the beach with dining options and shopping a short walk or shuttle ride away"
The price is NZ$623
includes taxes & fees
2 Nov - 3 Nov
Aston Maui Kaanapali Villas
Royal Lahaina Bungalows & Spa
5.0 star property
The price is NZ$695
includes taxes & fees
16 Nov - 17 Nov
Royal Lahaina Bungalows & Spa
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.2 out of 10, Wonderful, (469)
"Very nice place to stay"
The price is NZ$988
includes taxes & fees
14 Nov - 15 Nov
The Westin Nanea Ocean Villas, Ka'anapali
The Whaler Resort Kaanapali Beach
4.0 star property
9.6 out of 10, Exceptional, (264)
"Amazing views and room plan on staying there again."
The price is NZ$1,192
includes taxes & fees
15 Nov - 16 Nov
The Whaler Resort Kaanapali Beach
Napili Shores Maui by OUTRIGGER
3.0 star property
9.0 out of 10, Wonderful, (1675)
"awesome stay!"
The price is NZ$573
includes taxes & fees
30 Oct - 31 Oct
Napili Shores Maui by OUTRIGGER
Napili Village Hotel
3.0 star property
9.0 out of 10, Wonderful, (119)
"Great place "
The price is NZ$383
includes taxes & fees
29 Oct - 30 Oct
Napili Village Hotel
Kapalua Villas Maui
4.0 star property
8.8 out of 10, Excellent, (955)
"Gorgeous property, the staff, beach, hiking close by, restaurants in area all were great. Room was spotless and we were able to check in early."
The price is NZ$1,387
includes taxes & fees
16 Nov - 17 Nov
Kapalua Villas Maui
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3796)
"Great stay"
The price is NZ$677
includes taxes & fees
2 Nov - 3 Nov
Aston Kaanapali Shores
Napili Sunset on the Beach
2.5 star property
9.2 out of 10, Wonderful, (647)
"Nice on beach location. Smaller resort with friendly staff. Kitchenettes well appointed and shared grill worked well. Excellent snorkeling directly off resort."
The price is NZ$580
includes taxes & fees
29 Oct - 30 Oct
Napili Sunset on the Beach
Kuleana Club - 504
3.0 star property
The price is NZ$671
includes taxes & fees
4 Nov - 5 Nov
Kuleana Club - 504
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1118)
"Great location, lots of amenitie"
The price is NZ$922
includes taxes & fees
29 Oct - 30 Oct
The Westin Ka'anapali Ocean Resort Villas
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 NZ$922
includes taxes & fees
29 Oct - 30 Oct
Marriott's Maui Ocean Club - Lahaina & Napili Towers
Ocean front condo at Ma'alaea just a few steps to the ocean and harbor.
9.8 out of 10, Exceptional, (56)
"Great, quiet, peaceful location for anyone looking to dive with one of the operators out of Ma’alaea! The host Diane was incredibly understanding and nice when I got sick on my trip and had to extend my stay. Expedia made the extension difficult, but she worked with me to figure it out."
The price is NZ$725
includes taxes & fees
29 Oct - 30 Oct
Ocean front condo at Ma'alaea just a few steps to the ocean and harbor.
Top Floor Beachfront Condo with Ocean view
9.8 out of 10, Exceptional, (44)
"Great stay - I would definitely recommend it"
The price is NZ$793
includes taxes & fees
17 Oct - 18 Oct
Top Floor Beachfront Condo with Ocean view
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
9.4 out of 10, Exceptional, (83)
"Beautifully furnished condo with lovely views. Great pool and bbq area, nice walking distance to the beach and a few local food establishments and businesses. "
The price is NZ$1,044
includes taxes & fees
29 Oct - 30 Oct
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
9.6 out of 10, Exceptional, (153)
"Cute place with great amenities and excellent location…highly recommend!!"
The price is NZ$755
includes taxes & fees
20 Oct - 21 Oct
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC
Rustic retreat with panoramic views, tropical gardens, & biodynamic produce!
10.0 out of 10, Exceptional, (92)
"Amazing property, aptly positioned and secluded for fantastic views. We enjoyed two, blissfully peaceful nights and hope to be able to visit this gem again in the future. Mahalo Pu‘u O Hōkū Ranch!"
The price is NZ$1,353
includes taxes & fees
29 Oct - 30 Oct
Rustic retreat with panoramic views, tropical gardens, & biodynamic produce!
Bright, Beautiful, Remodeled Island Sands 505 Condo
9.6 out of 10, Exceptional, (51)
"Very cute and clean. Rooms do need to have the doors opens to get any air so privacy can be a problem. "
The price is NZ$1,312
includes taxes & fees
29 Oct - 30 Oct
Bright, Beautiful, Remodeled Island Sands 505 Condo
Unit 10 Maui Ohana Modern Studio
9.8 out of 10, Exceptional, (37)
"My wife and I loved staying here! The location is pretty central to the island so nothing was too far away. We also loved the proximity to local stores and shops."
The price is NZ$315
includes taxes & fees
19 Oct - 20 Oct
Unit 10 Maui Ohana Modern Studio
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

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 favorite 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 depends 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 NZ$573 per night. Entering your travel dates in the search wizard you might find 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?

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!: This holiday home rental outside of Kaanapali Hillside is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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 Kaanapali Golf Courses 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.