Vacation rentals in Wailea
Search and compare Wailea, HI vacation rentals from hundreds of travel sites on HotelsCombined and save.
2 guests, 1 room
...and more
Learn why travellers love HotelsCombined
Travel insights for vacation rentals in Wailea
Use our HotelsCombined data-powered tips to help you find your next vacation rental in Wailea.
What is the cheapest day to stay in a vacation rental in Wailea?
The cheapest day to stay in Wailea is Friday (C$ 814). On the other hand, travellers can expect to pay the most on Wednesday, when the average nightly price is C$ 1,586.
How far ahead should you book a vacation rental in Wailea?
Save money by booking a vacation rental at least 47 days before your trip to Wailea. The lowest price found when booking 47 days ahead was C$ 267 per night.
Cheapest vacation 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 C$ 526 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 6 October 2026
Out of the vacation rentals in Wailea we've come across, these properties are priced the lowest. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
C$ 526
Avg. per night
155 Wailea Ike Place, Wailea, Maui, HI, United States
0.2 km from city centre
Free Wi-Fi
C$ 669
Avg. per night
Wailea, Maui, HI, United States
0.3 km from city centre
Air Conditioning
Airport shuttle
C$ 864
Avg. per night
Other accommodations in Wailea
Find the perfect vacation rental for your stay in Wailea. There are 1,291 hotels in Wailea and price data was last updated on 6 October 2026. The average price for a hotel in Wailea is .
C$ 526
Avg. per night
3850 Wailea Alanui Drive, Wailea, Maui, HI, United States
0.7 km from city centre
C$ 996
Avg. per night
3550 Wailea Alanui Drive, Wailea, Maui, HI, United States
0.4 km from city centre
C$ 1,162
Avg. per night
146 Ho'Olei Circle, Wailea, Maui, HI, United States
0.9 km from city centre
Parking
C$ 2,844
Avg. per night
155 Wailea Ike Place, Wailea, Maui, HI, United States
0.2 km from city centre
Free Wi-Fi
C$ 669
Avg. per night
4100 Wailea Alanui Drive, Wailea, Maui, HI, United States
1.6 km from city centre
Free Wi-Fi
C$ 1,375
Avg. per night
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 6 October 2026.
Scroll through the map to find vacation rentals close to the Wailea neighborhood(s) you plan on visiting. Users can click on a vacation rental's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.
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 6 October 2026.
Find better results for your stay in Wailea
Hotels in Hawaii
Most Popular Cities
Popular cities
Vacation rentals in Hawaii