Kaanapali Hillside Holiday Rentals

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Our top choices for Kaanapali Hillside holiday rentals

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (168 reviews)
"Amazing place to stay, loved it. "
United States
Jacqueline
The price is AU$387
includes taxes & fees
9 Mar - 10 Mar
Napili Village Hotel

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,004 reviews)
"Excellent room, Excellent property Helpful staff"
United States
Rafael
The price is AU$543
includes taxes & fees
7 Mar - 8 Mar
Aston Kaanapali Shores

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,755 reviews)
"Beautiful location, nice, clean rooms, friendly staff, and eating facilities on site!"
Canada
Larry Henry
The price is AU$464
includes taxes & fees
25 Feb - 26 Feb
Napili Shores Maui by OUTRIGGER

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (362 reviews)
"Location is absolutely perfect…lots of space and nice kitchen amenities "
United States
Scott
The price is AU$1,098
includes taxes & fees
16 Mar - 17 Mar
The Whaler Resort Kaanapali Beach

Kuleana Club - 504

Kuleana Club - 504
3.0 star property
Lahaina
Kuleana Club - 504

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali
3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1,756 reviews)
"Great Staff and amenities. "
United States
Rutu
The price is AU$811
includes taxes & fees
9 Mar - 10 Mar
Aston Mahana at Kaanapali

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (651 reviews)
"Great Hotel! Super clean! Has everything you need for perfect vacation!"
United States
Sergii
The price is AU$471
includes taxes & fees
24 Feb - 25 Feb
Napili Sunset on the Beach

The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Lahaina
8.0 out of 10, Very good, (40 reviews)
"great place except for the Pololio ? restaurant, mediocre service and food"
United States
Gregory
The price is AU$830
includes taxes & fees
1 Mar - 2 Mar
The Westin Ka'anapali Ocean Resort Villas North

Napili Point C-12 - 2Br Condo

Napili Point C-12 - 2Br Condo
3.5 star property
Lahaina
The price is AU$2,306
includes taxes & fees
3 Mar - 4 Mar
Napili Point C-12 - 2Br Condo

Lokelani LOK-B203 by KBM

Lokelani LOK-B203 by KBM
4.0 star property
Napili-Honokowai
The price is AU$5,753
includes taxes & fees
26 Feb - 27 Feb
Lokelani LOK-B203 by KBM

Hale Mahina B304

Hale Mahina B304
2.0 star property
Lahaina
The price is AU$1,624
includes taxes & fees
24 Feb - 25 Feb
Hale Mahina B304

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, (239 reviews)
"Super clean room, staff was amazing will be back "
Canada
Carter Johannes
The price is AU$843
includes taxes & fees
7 Mar - 8 Mar
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,922 reviews)
"Wonderful vacation apot Everyone was amazing. "
United States
Michael
The price is AU$1,237
includes taxes & fees
27 Feb - 28 Feb
OUTRIGGER Honua Kai Resort & Spa

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
9.6 out of 10, Exceptional, (4 reviews)
"Clean room and staff is super friendly. Would stay here again "
United States
Rene
The price is AU$762
includes taxes & fees
24 Mar - 25 Mar
Royal Lahaina Bungalows & Spa

Kuleana Club - 315

Kuleana Club - 315
3.0 star property
Lahaina
The price is AU$810
includes taxes & fees
12 Mar - 13 Mar
Kuleana Club - 315

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,544 reviews)
"Nice clean room, nice staff and very quiet. "
United States
Marjie
The price is AU$738
includes taxes & fees
1 Mar - 2 Mar
Aston Maui Kaanapali Villas

2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
The price is AU$1,105
includes taxes & fees
2 Mar - 3 Mar
2BR/2BA Oceanfront Condo in Maui Sunset

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, (1,131 reviews)
"Staff friendly, great room and cleanliness. Amenties were excellent. "
United States
WILLIAM
The price is AU$830
includes taxes & fees
1 Mar - 2 Mar
The Westin Ka'anapali Ocean Resort Villas

Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning

Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning
3.5 star property
Lahaina
The price is AU$2,044
includes taxes & fees
7 Mar - 8 Mar
Royal Kahana 309 1 Bedroom Condo 1 Condo by RedAwning

Oceanfront Maui Condo

Oceanfront Maui Condo
2.0 star property
Lainaina
The price is AU$1,080
includes taxes & fees
11 Mar - 12 Mar
Oceanfront Maui Condo
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 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$387 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?

Kapalua Golf Villas by KBM Resorts: 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. Kitchen amenities include a fridge, an oven and a microwave. Kick off your shoes and enjoy yourself with a terrace and 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.