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Holiday rentals in Wailea

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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 March (€435). Conversely, the most expensive month to stay in Wailea is November (€1,147).

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

The cheapest day to stay in Wailea is Tuesday (€444). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is €894.

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

Save money by booking a vacation rental at least 4 days before your trip to Wailea. The lowest price found when booking 4 days ahead was €163 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 €291 per night. There is currently one property in Wailea that can be booked for this price. Wailea Grand Champions Villas - Coraltree Residence Collection is one of the hotels that can be booked for the lowest price in Wailea. Price data was last updated on 1 April 2026
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.
Wailea Grand Champions Villas - Coraltree Residence Collection
Wailea Grand Champions Villas - Coraltree Residence Collection

Wailea Grand Champions Villas - Coraltree Residence Collection

155 Wailea Ike Place, Wailea, Maui, HI, United States
0.2 km from city centre
Free Wi-Fi
€291
Avg. per night
View Deal
Palms at Wailea Maui
Palms at Wailea Maui

Palms at Wailea Maui

Wailea, Maui, HI, United States
0.9 km from city centre
Air conditioning
€307
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
€345
Avg. per night
View Deal
Wailea Elua Village
Wailea Elua Village

Wailea Elua Village

Wailea, Maui, HI, United States
0.3 km from city centre
Air conditioning
Airport shuttle
Spa
€503
Avg. per night
View Deal
Polo Beach Club - Coraltree Residence Collection
Polo Beach Club - Coraltree Residence Collection

Polo Beach Club - Coraltree Residence Collection

Wailea, Maui, HI, United States
1.7 km from city centre
Air conditioning
€654
Avg. per night
View Deal
Makena Surf - Coraltree Residence Collection
Makena Surf - Coraltree Residence Collection

Makena Surf - Coraltree Residence Collection

Wailea, Maui, HI, United States
3.4 km from city centre
Air conditioning
€698
Avg. per night
View Deal

Other accommodations in Wailea

Find the perfect holiday rental for your stay in Wailea. There are 1,265 hotels in Wailea and price data was last updated on 1 April 2026. The average price for a hotel in Wailea is €616/night.
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
€1,641
Avg. per night
View Deal
Andaz Maui at Wailea Resort - A Concept by Hyatt
Andaz Maui at Wailea Resort - A Concept by Hyatt

Andaz Maui at Wailea Resort - A Concept by Hyatt

3550 Wailea Alanui Drive, Wailea, Maui, HI, United States
0.4 km from city centre
€766
Avg. per night
View Deal
Fairmont Kea Lani, Maui
Fairmont Kea Lani, Maui

Fairmont Kea Lani, Maui

4100 Wailea Alanui Drive, Wailea, Maui, HI, United States
1.6 km from city centre
€835
Avg. per night
View Deal
Palms at Wailea Maui
Palms at Wailea Maui

Palms at Wailea Maui

Wailea, Maui, HI, United States
0.9 km from city centre
Air conditioning
€307
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
€345
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 1 April 2026.
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 1 April 2026.

  • How much does a holiday rental in Wailea cost?

    The average cost for a holiday rental in Wailea is €617/night. A good holiday rental deal in Wailea would be for €415/night or less. The cheapest rental deal found recently by our users was €121/night. If you’re flexible with your travel dates, then try to avoid booking November, the most expensive month of the year. Booking October is the cheapest month to book a holiday rental in Wailea.

  • What is the best Wailea holiday rental?

    While there may be other great holiday rentals in Wailea to choose from, Palms at Wailea Maui is currently considered the best, based on 182 HotelsCombined reviews and an average rating of 7.9/10.

  • What’s the closest holiday rental to Kahului Airport?

    If you’re looking to stay close to Kahului Airport for your trip to Wailea, then consider booking a Palms at Wailea Maui holiday rental. This holiday apartment is just 22.3 km away from the Wailea airport.

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