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 June (S$ 531). Conversely, the most expensive month to stay in Kaanapali is December (S$ 873).

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

The cheapest day to stay in Kaanapali is Sunday (S$ 634). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is S$ 950.

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 S$ 270 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 11 January 2026.
Navigate to the areas in Kaanapali you plan to visit to find vacation rentals that are close by. Clicking on a vacation rental name will take you to a page with pricing, reviews, and more useful information.

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 11 January 2026.
  • How much does a holiday rental in Kaanapali cost?

    On average, it costs S$ 680 per night for a Kaanapali holiday rental, but S$ 470 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Kaanapali was for S$ 242 per night. If you can, try to avoid booking your rental November (as this is the most expensive month). Booking January (the cheapest month) may end up saving you money.

  • Are there any Resort holiday rentals in Kaanapali?

    There are 20 holiday rentals in Kaanapali that fall under the Resort category, the most popular is Outrigger Honua Kai Resort And Spa.

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