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Holiday rentals in Wailea

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Wailea, United States
1 May — 2 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 (€291). Conversely, the most expensive month to stay in Wailea is December (€907).

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

The cheapest day to stay in Wailea is Sunday (€358). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is €802.

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 €186 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 €216 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 24 April 2025
Currently, these are the lowest-priced holiday rentals in Wailea we've come across for the dates selected. Consider alternative dates if you're able to compare prices.
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
€216
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 24 April 2025. The average price for a hotel in Wailea is €534/night.
Show all 1,476 stays
Makena Surf- Coraltree Residence Collection
Makena Surf- Coraltree Residence Collection

Makena Surf- Coraltree Residence Collection

4850 Makena Alanui, Wailea, Maui, HI, United States
3.4 km from city centre
Free Wi-Fi
Parking
€741
Avg. per night
View Deal
Palms at Wailea Maui
Palms at Wailea Maui

Palms at Wailea Maui

3200 Wailea Alanui Dr, Wailea, Maui, HI, United States
1.0 km from city centre
Free Wi-Fi
Parking
€378
Avg. per night
View Deal
Polo Beach Club - Coraltree Residence Collection
Polo Beach Club - Coraltree Residence Collection

Polo Beach Club - Coraltree Residence Collection

34 Wailea Gateway Center Suite A102, Wailea, Maui, HI, United States
1.7 km from city centre
Free Wi-Fi
Parking
Airport shuttle
€737
Avg. per night
View Deal
Ho olei at Grand Wailea
Ho olei at Grand Wailea

Ho olei at Grand Wailea

146 Ho'Olei Circle, Wailea, Maui, HI, United States
0.9 km from city centre
€1,999
Avg. per night
View Deal
Mana Kai Maui
Mana Kai Maui

Mana Kai Maui

2960 S. Kihei Road, Wailea, Maui, HI, United States
1.8 km from city centre
€324
Avg. per night
View Deal
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
€556
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 24 April 2025.
Scroll through the map to find holiday rentals close to the Wailea neighbourhood(s) you plan on visiting. Clicking on a holiday rental name will take you to a page with pricing, reviews, and more useful information.

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 24 April 2025.

  • How much does a holiday rental in Wailea cost?

    The average cost for a holiday rental in Wailea is €535/night. A good holiday rental deal in Wailea would be for €443/night or less. The cheapest rental deal found recently by our users was €104/night. If you’re flexible with your travel dates, then try to avoid booking December, the most expensive month of the year. Booking March is the cheapest month to book a holiday rental in Wailea.

  • Are there any Resort holiday rentals in Wailea?

    There are 8 holiday rentals in Wailea that fall under the Resort category, the most popular is Four Seasons Resort Maui At Wailea.

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