Vacation 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 August ($383). Conversely, the most expensive month to stay in Wailea is December ($1,247).
What is the cheapest day to stay in a vacation rental in Wailea?
The cheapest day to stay in Wailea is Sunday ($478). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $1,316.
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 $211 per night.
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 $245 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 1 May 2025
Out of the vacation rentals in Wailea we've come across, these properties are priced the lowest. Prices will typically fluctuate depending on the dates selected, star rating of vacation rental, and vacation rental location.
Show all 1,477 holiday rentals
$245
Avg. per night
Other accommodations in Wailea
Find the perfect holiday rental for your stay in Wailea. There are 1,477 hotels in Wailea and price data was last updated on 1 May 2025. The average price for a hotel in Wailea is $674/night.
Show all 1,477 stays
$860
Avg. per night
75 Wailea Ike, Wailea, Maui, HI, United States
0.3 km from city centre
Free Wi-Fi
$491
Avg. per night
Wailea, Maui, HI, United States
0.2 km from city centre
Air conditioning
$330
Avg. per night
$390
Avg. per night
4850 Makena Alanui, Wailea, Maui, HI, United States
3.4 km from city centre
Free Wi-Fi
Parking
$847
Avg. per night
3200 Wailea Alanui Dr, Wailea, Maui, HI, United States
1.0 km from city centre
Free Wi-Fi
Parking
$455
Avg. per night
34 Wailea Gateway Center Suite A102, Wailea, Maui, HI, United States
1.7 km from city centre
Free Wi-Fi
Parking
Airport shuttle
$787
Avg. per night
Wailea, Maui, HI, United States
0.2 km from city centre
Air conditioning
$631
Avg. per night