Kaanapali Hillside Holiday Rentals

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Our top choices for Kaanapali Hillside holiday rentals

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,750 reviews)
"Beautiful location, nice, clean rooms, friendly staff, and eating facilities on site!"
Canada
Larry Henry
The price is NZ$807
includes taxes & fees
9 Feb - 10 Feb
Napili Shores Maui by OUTRIGGER

Kapalua Bay Villas by KBM

Kapalua Bay Villas by KBM
4.5 star property
Kapalua
9.8 out of 10, Exceptional, (18 reviews)
"The condo was great. Very clean, comfortable, fully equipped and had great views. Close to many beaches, shopping, golf, restaurants and sightseeing places. We would stay there again. "
United States
David
The price is NZ$6,205
includes taxes & fees
9 Mar - 10 Mar
Kapalua Bay Villas by KBM

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, (482 reviews)
"Wonderful place to stay. "
United States
Sharon Lynn
The price is NZ$1,230
includes taxes & fees
21 Feb - 22 Feb
The Westin Nanea Ocean Villas, Ka'anapali

Kahana Sunset C7 2 Bedroom Condo by RedAwning

Kahana Sunset C7 2 Bedroom Condo by RedAwning
4.0 star property
Lahaina
The price is NZ$2,811
includes taxes & fees
1 Mar - 2 Mar
Kahana Sunset C7 2 Bedroom Condo by RedAwning

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (649 reviews)
"Great Hotel! Super clean! Has everything you need for perfect vacation!"
United States
Sergii
The price is NZ$555
includes taxes & fees
9 Feb - 10 Feb
Napili Sunset on the Beach

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,540 reviews)
"Nice clean room, nice staff and very quiet. "
United States
Marjie
The price is NZ$868
includes taxes & fees
1 Mar - 2 Mar
Aston Maui Kaanapali Villas

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (352 reviews)
"We loved the location. Very clean & the staff was very nice "
United States
Pamela
The price is NZ$1,352
includes taxes & fees
10 Mar - 11 Mar
The Whaler Resort Kaanapali Beach

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (163 reviews)
"Amazing place to stay, loved it. "
United States
Jacqueline
The price is NZ$478
includes taxes & fees
3 Mar - 4 Mar
Napili Village Hotel

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
9.4 out of 10, Exceptional, (3 reviews)
"Clean room and staff is super friendly. Would stay here again "
United States
Rene
The price is NZ$986
includes taxes & fees
1 Mar - 2 Mar
Royal Lahaina Bungalows & Spa

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, (238 reviews)
"Super clean room, staff was amazing will be back "
Canada
Carter Johannes
The price is NZ$993
includes taxes & fees
22 Feb - 23 Feb
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, (2,913 reviews)
"Wonderful vacation apot Everyone was amazing. "
United States
Michael
The price is NZ$1,492
includes taxes & fees
10 Mar - 11 Mar
OUTRIGGER Honua Kai Resort & Spa

Kapalua Golf Villas by KBM Resorts

Kapalua Golf Villas by KBM Resorts
4.0 star property
Lahaina
10.0 out of 10, Exceptional, (9 reviews)
"Everything was great !"
United States
Jackelin
The price is NZ$6,149
includes taxes & fees
22 Feb - 23 Feb
Kapalua Golf Villas by KBM Resorts

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 NZ$977
includes taxes & fees
22 Feb - 23 Feb
The Westin Ka'anapali Ocean Resort Villas

Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning

Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning
3.5 star property
Lahaina
8.0 out of 10, Very good, (1 review)
The price is NZ$2,279
includes taxes & fees
11 Mar - 12 Mar
Kapalua Bay Villa 32g4 1 Bedroom Villa by RedAwning

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (3,987 reviews)
"Our room was great and the staff were always so friendly. Perfect place to stay for a good value. "
United States
Emily
The price is NZ$797
includes taxes & fees
21 Feb - 22 Feb
Aston Kaanapali Shores

Owner-Managed One Bedroom Condo

Owner-Managed One Bedroom Condo
2.5 star property
Lahaina
The price is NZ$883
includes taxes & fees
11 Feb - 12 Feb
Owner-Managed One Bedroom Condo

Kuleana Club - 504

Kuleana Club - 504
3.0 star property
Lahaina
The price is NZ$1,029
includes taxes & fees
20 Feb - 21 Feb
Kuleana Club - 504

2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
The price is NZ$1,449
includes taxes & fees
2 Mar - 3 Mar
2BR/2BA Oceanfront Condo in Maui Sunset

Kuleana Club - 316

Kuleana Club - 316
3.0 star property
Lahaina
The price is NZ$949
includes taxes & fees
13 Feb - 14 Feb
Kuleana Club - 316

Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Lahaina
8.6 out of 10, Excellent, (202 reviews)
"Good service and room was clean and comfortable. Views were spectacular. "
United States
James
The price is NZ$961
includes taxes & fees
27 Feb - 28 Feb
Marriott's Maui Ocean Club - Lahaina & Napili Towers
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$478 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?

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.