Vacation rentals in Kaanapali

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Travel insights for holiday rentals in Kaanapali

Use these up-to-date, data-driven insights about booking a holiday rental in Kaanapali including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Kaanapali?

The cheapest month to book a vacation rental in Kaanapali is April ($360). Conversely, the most expensive month to stay in Kaanapali is July ($724).

What is the cheapest day to stay in a vacation rental in Kaanapali?

The cheapest day to stay in Kaanapali is Sunday ($447). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is $745.

How far ahead should you book a vacation rental in Kaanapali?

Save money by booking a vacation rental at least 46 days before your trip to Kaanapali. The lowest price found when booking 46 days ahead was $210 per night.

Other accommodations in Kaanapali

Find the perfect holiday rental for your stay in Kaanapali. There are 521 hotels in Kaanapali and price data was last updated on 27 January 2026. The average price for a hotel in Kaanapali is $528/night.
2661 Kekaa Drive, Kaanapali, Maui, HI, United States
1.0 km from city centre
Free Wi-Fi
$258
Avg. per night
Kaanapali, Maui, HI, United States
1.6 km from city centre
Air conditioning
$482
Avg. per night
130 Kai Malina Parkway, Kaanapali, Maui, HI, United States
1.7 km from city centre
$312
Avg. per night

Where to stay in Kaanapali

Explore different neighbourhoods and areas within Kaanapali to find the perfect location for your stay. Map data was last updated on 27 January 2026.
Scroll through the map to find vacation rentals close to the Kaanapali neighborhood(s) you plan on visiting. You can find more information on a particular vacation rental within the map by clicking on its name.

Facts about staying in Kaanapali

Find useful tips and insights about staying in Kaanapali to help you make the most of your experience. FAQs were last updated on 27 January 2026.
  • How much does a holiday rental in Kaanapali cost?

    The average cost for a holiday rental in Kaanapali is $528/night. A good holiday rental deal in Kaanapali would be for $381/night or less. The cheapest rental deal found recently by our users was $188/night. If you’re flexible with your travel dates, then try to avoid booking January, the most expensive month of the year. Booking January is the cheapest month to book a holiday rental in Kaanapali.

  • Are there any Resort holiday rentals in Kaanapali?

    Yes, there are 20 Resort holiday rentals in Kaanapali. According to our data, Outrigger Honua Kai Resort And Spa is currently the most popular Resort rental in the city.

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