Kaanapali Hillside Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kaanapali Hillside vacation rentals

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,055 reviews)
"Beautiful location and friendly helpful staff. Nice clean rooms and resort. "
Canada
Megan Ruth
The price is P19,061
P24,401 total
includes taxes & fees
Apr 15 - Apr 16
Aston Kaanapali Shores

Napili Village Hotel

Napili Village Hotel
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (176 reviews)
"Great location "
United States
John Roger
The price is P12,427
P14,753 total
includes taxes & fees
Apr 24 - Apr 25
Napili Village Hotel

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.5 star property
Lahaina
9.0 out of 10, Wonderful, (1,785 reviews)
"Ocean view, comfortable room, nice bar on property, well located"
United States
Rosanne Marie
The price is P18,464
P21,919 total
includes taxes & fees
Apr 11 - Apr 12
Napili Shores Maui by OUTRIGGER

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (654 reviews)
"Clean room amd friendly staff."
United States
Chris
The price is P16,801
P19,945 total
includes taxes & fees
Apr 11 - Apr 12
Napili Sunset on the Beach

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (380 reviews)
"Beautiful views, wonderful staff, clean & spacious room! Would love to stay again someday. "
United States
Sophia
The price is P18,249
P43,495 total
includes taxes & fees
Apr 12 - Apr 13
The Whaler Resort Kaanapali Beach

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,557 reviews)
"Best Maui location"
United States
Chris
The price is P18,822
P27,663 total
includes taxes & fees
Apr 11 - Apr 12
Aston Maui Kaanapali Villas

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,946 reviews)
"Nice staff/clean rooms. Overall very nice"
Canada
Anastassiya
The price is P17,661
P48,541 total
includes taxes & fees
Apr 21 - Apr 22
OUTRIGGER Honua Kai Resort & Spa

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, (1,133 reviews)
"Staff friendly, great room and cleanliness. Amenties were excellent. "
United States
WILLIAM
The price is P27,188
P32,275 total
includes taxes & fees
Apr 16 - Apr 17
The Westin Ka'anapali Ocean Resort Villas
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kaanapali Hillside Hotel Reviews

Find out more about Kaanapali Hillside

Search for holiday rentals in Kaanapali Hillside on Expedia! You can easily find your home rentals, villas, holiday apartments in Kaanapali Hillside using one of the methods below:

  • View our selection of featured holiday rentals in Kaanapali Hillside
  • Use the map to find apartments and other holiday homes in the Kaanapali Hillside neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kaanapali Hillside while they last

Look no further and take a look at our great range of rental properties in Kaanapali Hillside!

Frequently asked questions

Can I find a vacation rental in Kaanapali Hillside?

Yes, we have vacation rentals near well known sights in Kaanapali Hillside, or you can select a more secluded option if you want a relaxing place to stay.

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. Whalers Village and Kaanapali Kai Course at Kaanapali Golf Resort are a couple of places you'll find in the larger area.

What’s a vacation rental in Kaanapali Hillside like?

A vacation rental is a private property you can book for a long or short time in Kaanapali Hillside. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.