Whether you choose a condo or villa as your Wailea vacation rental, you'll have the perfect base to explore the beauty of Maui.

Choose the perfect vacation rental
Best Vacation Home Deals in Wailea
Book a welcoming vacation rental from $148 per night by searching through the 3,721 options listed in Wailea. Using HomeToGo you can immediately compare the prices of each listed rental to find the best price and save up to 32%.
Top-Rated Rentals and Accommodations in Wailea
Recommended Vacation Rentals in Wailea
Find your perfect vacation rental in Wailea: from $148 per night
Budget-friendly Vacation Rentals in Wailea
Vacation rentals and apartments with air conditioning
Keep cool during your trip to Wailea and book a vacation rental with air conditioning.
Apartments With Balconies or Patios
Looking for a home with a balcony? Check out these vacation homes in Wailea with their own private patios and balconies.
Vacation rentals with Wi-Fi
Stay connected while traveling and book a Wailea accommodation with high-speed internet.
Popular Rental Amenities in Wailea
Above, you can find the most commonly chosen filters in Wailea and the number of rentals that have them. Wailea is the right place to book a rental if you need internet access during your vacation or you never miss an episode of your favorite show, as the most common features are "Internet" and "TV." Three features that are not often provided are "Fireplace," "Parking," and "Sauna."
Waterfront Vacation Rentals in Wailea
Want to find the ideal beach vacation rental in Wailea?
Use the 'distance to water' filter during your search and discover the perfect waterfront homes for your vacation. There is a variety of home rentals in Wailea that are located only a short distance from the ocean. From pet-friendly homes by the beach to waterfront rentals with hot tubs, the ideal accommodation in Wailea is out there - book it today with HomeToGo.

Price and Availability Index in Wailea
Vacation Rental Price Information in Wailea
We analyzed vacation houses, cottages and apartments to display a price graph showing the average price per night in Wailea. Prices rise in December and reach an average of $1,037 a night (12/23 - 12/30), making it the most expensive time to book a rental in the next 12 months. Conversely, the cheapest average prices are in a week of September (9/9 - 9/16).
Rental Availability Information in Wailea
The availability graph shows the percentage of available rentals in Wailea. It is harder to find an accommodation during a week of April (4/1 - 4/8), as 81% of the rentals are booked. It will be easy to find a rental that suits you in a week of August (8/26 - 9/2), as 85% of the rentals are still available.
The Weather in Wailea
Above are the weather conditions for Wailea. August is the warmest month of the year in Wailea with temperatures reaching a maximum average of 90°. Conversely, January is the coolest month in Wailea, with temperatures going under 63° The rainiest month is March while the driest month is January.
7-Day Weather Forecast in Wailea
Accommodations for your vacation in Wailea
Information about vacation rentals in Wailea
🏡 Vacation rentals | 3,739 properties |
---|---|
💳 Possible discounts | up to 39% |
🌙 Nightly prices starting at | $148 |
⭐ Popular amenities | Internet, TV and Pool |
🏊 Vacation rentals with pools | 5,662 properties |
Frequently Asked Questions
What is the typical price per night for a vacation rental in Wailea?
The price of a night's stay in Wailea starts at $148. If you would like to stay in a house rental, the average price is $1,482 per night. A villa Wailea will cost $2,591 per night on average.
How many vacation homes are available to book in Wailea?
Currently there are 3,739 vacation rentals available for booking for your trip.
What are the most popular amenities for vacation rentals in Wailea?
If you're looking to book a vacation rental in Wailea, others search for accommodation with these amenities: TV, Internet and Pool.
Are dogs allowed in vacation rentals in Wailea?
Finding a vacation home in Wailea that allows dogs is definitely possible, with 48 pet-friendly available.
What's the best month to travel to Wailea?
The warmest months in Wailea are August and September, with temperatures around 90 °F. January and February in Wailea are the coldest, with 63 °F on average.
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