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Holiday rentals in Wailea

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Travel insights for holiday rentals in Wailea

Use our HotelsCombined data-powered tips to help you find your next holiday rental in Wailea.

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

The cheapest month to book a vacation rental in Wailea is May (£264). Conversely, the most expensive month to stay in Wailea is April (£1,514).

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

The cheapest day to stay in Wailea is Sunday (£369). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is £1,260.

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

Save money by booking a vacation rental at least 16 days before your trip to Wailea. The lowest price found when booking 16 days ahead was £142 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 £220 per night. There is currently one property in Wailea that can be booked for this price. Palms at Wailea Maui is one of the hotels that can be booked for the lowest price in Wailea. Price data was last updated on 24 January 2026
For those on a budget, these are the cheapest holiday rentals available in Wailea for the selected dates. Prices will typically fluctuate depending on the dates selected, star rating of holiday rental, and holiday rental location.
Palms at Wailea Maui
Palms at Wailea Maui

Palms at Wailea Maui

Wailea, Maui, HI, United States
0.6 mi from city centre
Air conditioning
£220
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

155 Wailea Ike Place, Wailea, Maui, HI, United States
0.1 mi from city centre
Free Wi-Fi
£277
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
0.4 mi from city centre
Air conditioning
£382
Avg. per night
View Deal
Elua Village
Elua Village

Elua Village

Wailea, Maui, HI, United States
0.1 mi from city centre
Air conditioning
Airport shuttle
Spa
£458
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
1.1 mi from city centre
Air conditioning
Airport shuttle
£586
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
2.1 mi from city centre
Air conditioning
£602
Avg. per night
View Deal

Other accommodations in Wailea

Find the perfect holiday rental for your stay in Wailea. There are 1,271 hotels in Wailea and price data was last updated on 24 January 2026. The average price for a hotel in Wailea is £673/night.
Wailea Sunset Condo - Ekolu #607
Wailea Sunset Condo - Ekolu #607

Wailea Sunset Condo - Ekolu #607

Wailea, Maui, HI, United States
0.4 mi from city centre
Air conditioning
£382
Avg. per night
View Deal
Grand Wailea, A Waldorf Astoria Resort
Grand Wailea, A Waldorf Astoria Resort

Grand Wailea, A Waldorf Astoria Resort

3850 Wailea Alanui Drive, Wailea, Maui, HI, United States
0.5 mi from city centre
£559
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
0.6 mi from city centre
£1,424
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
0.3 mi from city centre
£583
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 January 2026.
Navigate to the areas in Wailea you plan to visit to find holiday rentals that are close by. 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 January 2026.

  • How much does a holiday rental in Wailea cost?

    Wailea holiday rentals are £673/night on average. However, you may find that prices fluctuate depending on the time of year. For example, April is the most expensive month to book a holiday rental in Wailea, and October is often the cheapest month to book. Recently, our users found rentals for £103/night - which is currently the cheapest price. Keep in mind that anything £503/night or less is still considered a good deal.

  • 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 180 HotelsCombined reviews and an average rating of 8.3/10.

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

    If you’re looking for Wailea holiday rentals that are close to Kahului Airport, then the nearest one is Palms at Wailea Maui which is 13.8 mi away.

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