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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 October (£217). Conversely, the most expensive month to stay in Wailea is December (£714).

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

The cheapest day to stay in Wailea is Sunday (£274). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is £578.

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 £160 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 £184 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 12 May 2025
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.
Show all 1,472 holiday rentals
Maui Banyan Vacation Club
Maui Banyan Vacation Club

Maui Banyan Vacation Club

Kīhei, Maui, HI, United States
3.4 mi from city centre
Air conditioning
£184
Avg. per night
View Deal

Other accommodations in Wailea

Find the perfect holiday rental for your stay in Wailea. There are 1,472 hotels in Wailea and price data was last updated on 12 May 2025. The average price for a hotel in Wailea is £508/night.
Show all 1,472 stays
Makena Surf- Coraltree Residence Collection
Makena Surf- Coraltree Residence Collection

Makena Surf- Coraltree Residence Collection

4850 Makena Alanui, Wailea, Maui, HI, United States
2.1 mi from city centre
Free Wi-Fi
Parking
£634
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
0.6 mi from city centre
Free Wi-Fi
Parking
£347
Avg. per night
View Deal
Wailea Beach Villas
Wailea Beach Villas

Wailea Beach Villas

3800 Wailea Alanui Drive, Wailea, Maui, HI, United States
0.4 mi from city centre
Free Wi-Fi
Parking
£1,156
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
£1,746
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
£838
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
0.1 mi from city centre
Air conditioning
£466
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 12 May 2025.
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 12 May 2025.

  • How much does a holiday rental in Wailea cost?

    Wailea holiday rentals are £509/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 November is often the cheapest month to book. Recently, our users found rentals for £133/night - which is currently the cheapest price. Keep in mind that anything £437/night or less is still considered a good deal.

  • Are there any Resort holiday rentals in Wailea?

    If you’re looking to book a Resort holiday rental in Wailea, then you have 8 to choose from. We recommend looking at Four Seasons Resort Maui At Wailea as it’s currently the most popular Resort rental among our users.

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