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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 September ($344). Conversely, the most expensive month to stay in Kaanapali is March ($714).

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

The cheapest day to stay in Kaanapali is Friday ($478). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $558.

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

Save money by booking a vacation rental at least 2 days before your trip to Kaanapali. The lowest price found when booking 2 days ahead was $200 per night.
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Cheapest holiday rentals in Kaanapali, Hawaii

Discover affordable stays in Kaanapali that provide a quality experience without breaking the bank. Hotels in Kaanapali can be found for as low as $558 per night. There is currently one property in Kaanapali that can be booked for this price. Kuleana 614 - 1Br Condo is one of the hotels that can be booked for the lowest price in Kaanapali. Price data was last updated on 31 July 2025
Out of the vacation rentals in Kaanapali we've come across, these properties are priced the lowest. If you have the flexibility, change the dates selected to compare prices.
Kuleana 614 - 1Br Condo
Kuleana 614 - 1Br Condo

Kuleana 614 - 1Br Condo

Lahaina, Maui, HI, United States
9.7 km from city centre
$558
Avg. per night
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Other accommodations in Kaanapali

Find the perfect holiday rental for your stay in Kaanapali. There are 702 hotels in Kaanapali and price data was last updated on 31 July 2025. The average price for a hotel in Kaanapali is $495/night.
Papakea #C108
Papakea #C108

Papakea #C108

Kaanapali, Maui, HI, United States
2.2 km from city centre
Air conditioning
$284
Avg. per night
View Deal

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 31 July 2025.
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 31 July 2025.

  • How much does a holiday rental in Kaanapali cost?

    The average cost for a holiday rental in Kaanapali is $496/night. A good holiday rental deal in Kaanapali would be for $372/night or less. The cheapest rental deal found recently by our users was $215/night. If you’re flexible with your travel dates, then try to avoid booking March, the most expensive month of the year. Booking September is the cheapest month to book a holiday rental in Kaanapali.

  • Are there any Aparthotel holiday rentals in Kaanapali?

    Yes, there is 1 Aparthotel holiday rental in Kaanapali. According to our data, Napili Shores Maui By Outrigger is currently the most popular Aparthotel rental in the city.

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