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Holiday rentals in Wailea

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Wailea, United States
2 May — 3 May2
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Travel insights for holiday rentals in Wailea

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

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

The cheapest month to book a vacation rental in Wailea is October ($1,051). Conversely, the most expensive month to stay in Wailea is December ($3,281).

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

The cheapest day to stay in Wailea is Sunday ($1,295). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $2,902.

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

Save money by booking a vacation rental at least 9 days before your trip to Wailea. The lowest price found when booking 9 days ahead was $353 per night.
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Cheapest holiday rentals in Wailea, Hawaii

Discover affordable stays in Wailea that provide a quality experience without breaking the bank. Hotels in Wailea can be found for as low as $412 per night. There is currently one property in Wailea that can be booked for this price. Maui Banyan Vacation Club is one of the hotels that can be booked for the lowest price in Wailea. Price data was last updated on 25 April 2025
At the moment, these holiday rentals offer the lowest nightly rate out of those we've come across in Wailea. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
Show all 1,476 holiday rentals
Maui Banyan Vacation Club
Maui Banyan Vacation Club

Maui Banyan Vacation Club

Kīhei, Maui, HI, United States
5.5 km from city centre
Air conditioning
$412
Avg. per night
View Deal

Other accommodations in Wailea

Find the perfect holiday rental for your stay in Wailea. There are 1,476 hotels in Wailea and price data was last updated on 25 April 2025. The average price for a hotel in Wailea is $1,016/night.
Show all 1,476 stays
Wailea Elua Village - Coraltree Residence Collection
Wailea Elua Village - Coraltree Residence Collection

Wailea Elua Village - Coraltree Residence Collection

Wailea, Maui, HI, United States
0.2 km from city centre
Air conditioning
$1,058
Avg. per night
View Deal
Hotel Wailea
Hotel Wailea

Hotel Wailea

555 Kaukahi Street, Wailea, Maui, HI, United States
1.6 km from city centre
Free Wi-Fi
$1,437
Avg. per night
View Deal
Residence Inn by Marriott Maui Wailea
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

75 Wailea Ike, Wailea, Maui, HI, United States
0.3 km from city centre
Free Wi-Fi
$822
Avg. per night
View Deal
Wailea Grand Champions Villas - Coraltree Residence Collection
Wailea Grand Champions Villas - Coraltree Residence Collection

Wailea Grand Champions Villas - Coraltree Residence Collection

Wailea, Maui, HI, United States
0.2 km from city centre
Air conditioning
$600
Avg. per night
View Deal
Wailea Sunset Condo - Ekolu #607
Wailea Sunset Condo - Ekolu #607

Wailea Sunset Condo - Ekolu #607

Wailea, Maui, HI, United States
0.7 km from city centre
$638
Avg. per night
View Deal

Where to stay in Wailea

Explore different neighbourhoods and areas within Wailea to find the perfect location for your stay. Map data was last updated on 25 April 2025.
Scroll through the map to find holiday rentals close to the Wailea neighbourhood(s) you plan on visiting. You can find more information on a particular holiday rental within the map by clicking on its name.

Facts about staying in Wailea

Find useful tips and insights about staying in Wailea to help you make the most of your experience. FAQs were last updated on 25 April 2025.

  • How much does a holiday rental in Wailea cost?

    $1,017/night is a typical cost for a holiday rental in Wailea throughout the year. Rental prices do vary though, and you’ll find that December is the most expensive month to book, and March is the cheapest month to book. HotelsCombined users recently found Wailea holiday rentals for as low as $197/night. In general, any Wailea rental for $844 or less is a good deal.

  • Are there any Resort holiday rentals in Wailea?

    At the moment, there are 8 properties listed as a Resort holiday rental in Wailea. A popular Resort in Wailea amongst our users is Four Seasons Resort Maui At Wailea.

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