Holiday hires 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 January ($562). Conversely, the most expensive month to stay in Kaanapali is July ($1,111).

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

The cheapest day to stay in Kaanapali is Wednesday ($800). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is $1,216.

Other accommodations in Kaanapali

Find the perfect holiday rental for your stay in Kaanapali. There are 524 hotels in Kaanapali and price data was last updated on 9 March 2026. The average price for a hotel in Kaanapali is $767/night.
2661 Kekaa Drive, Kaanapali, Maui, HI, United States
1.0 km from city centre
Free Wi-Fi
$443
Avg. per night
130 Kai Malina Parkway, Kaanapali, Maui, HI, United States
1.7 km from city centre
$488
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 9 March 2026.
Utilise the map to find properties close to the Kaanapali area(s) or attractions you plan on visiting. Clicking a property's name will unlock more information and allow you to book that particular holiday rental.

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 9 March 2026.
  • How much does a holiday rental in Kaanapali cost?

    $768 per night is how much a holiday rental in Kaanapali costs, on average. $226 per night was the cheapest price recently found by our users, though anything for $577 per night or less is a good deal. Keep in mind that Kaanapali holiday rental prices fluctuate throughout the year: the most expensive month to book is November, and the cheapest time to book is March.

  • Are there any Resort holiday rentals in Kaanapali?

    If you’re looking to book a Resort holiday rental in Kaanapali, then you have 20 to choose from. We recommend looking at Outrigger Honua Kai Resort And Spa as it’s currently the most popular Resort rental among our users.

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