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
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.
Apartments and vacation rentals with a kitchen
Cook up a feast on your next vacation and book a Wailea rental with full kitchen.
Best Vacation Home Deals in Wailea
Save up to 41%
Book a welcoming vacation rental from $143 per night by searching through the 5,663 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 54%.
Recommended Vacation Rentals in Wailea
Find your perfect vacation rental in Wailea: from $143 per night
Budget-friendly Vacation Rentals in Wailea
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Top-Rated Rentals and Accommodations in Wailea
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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're dreaming of days spent poolside or you want to stay cool in your vacation home, as the most common features are "Pool" and "Air conditioning." Three features that are not often provided are "Wheelchair accessible," "Fireplace," and "Sauna."
Waterfront Vacation Rentals in Wailea
Want to find a fantastic beach vacation rental in Wailea?
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 $815 a night (12/21 – 12/28), 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 (9/7 – 9/14).
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 January (1/25 – 2/1), as 73% of the rentals are booked. It will be easy to find a rental that suits you in a week of August (8/31 – 9/7), as 78% 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
Hawaiian food with foreign flair
Monkeypod Kitchen has a fun atmosphere with two happy hours each day. They serve up bar classics, such as pizza and burgers, as well as food with a Hawaiian twist, such as poke tacos and lobster deviled eggs. They also offer many vegetarian options that also can be made vegan upon request.
KO Restaurant offers fresh, delicious takes on Maui cuisine with a contemporary flair. Their menu includes influences from Hawaiian, Chinese, Japanese, Korean, Filipino, American, and Portuguese cuisine, making for unique and distinctive flavors.
Ocean adventures for the whole family
Learn more about Hawaiian sea life with your family at the Maui Ocean Center, the top-rated aquarium of Hawaii. You don't need to get in the water to see live coral, sharks, turtles, and countless colorful fish. Aside from their many exhibits, they also offer educational tours and interactive presentations for a guided encounter with Hawaii's marine life.
For an even deeper ocean experience, travel a hundred feet below the surface with Atlantis Submarines. Their comfortable passenger vessels will carry your family under the sea in style, letting you observe sea life that's rarely seen by humans.
Maui's best beaches
Wailea Beach is consistently rated as one of the best beaches in the world. A wide, crescent-shaped beach with golden sand, Wailea beach also has calm waters—making it perfect for snorkeling, paddle boarding, and swimming.
Set on Maui's southwestern shores, Makena Beach State Park offers a secluded alternative to some of the more crowded beaches. Also known as Big Beach, Makena Beach is dramatically set between two black lava outcroppings.
Information about vacation rentals in Wailea
🏡 Vacation rentals available | 5,663 rentals |
---|---|
💳 Possible discounts | up to 54% |
🌙 Nightly prices starting at | $143 |
⭐ Popular amenities | Pool, Air conditioning and Kitchen |
🏊 Vacation rentals with pools | 5,091 homes |
Frequently Asked Questions
What is the average price per night for a vacation home in Wailea?
The price of a night's stay in Wailea starts at $143. If you would like to stay in a apartment rental, the average price is $671 per night. A house rental Wailea will cost $1,356 per night on average.
How many vacation homes are available for booking in Wailea?
There are 5,663 vacation rentals available for booking for your trip.
What amenities are most popular for vacation rentals in Wailea?
Travelers look for Pool, Air conditioning, and Kitchen when booking a vacation rental in Wailea.
How many vacation rentals with a pool are in Wailea?
Wailea has 5,091 Condo and Apartment rental options available for booking.
Are dogs allowed in vacation homes in Wailea?
Absolutely, currently there are 49 rentals in Wailea that allow dogs and the average cost is $1,970 per night.
What are the best months to travel to Wailea?
August and September are typically the warmest months in Wailea with temperatures around 90 °F. January and February in Wailea are the coldest, with 63 °F on average.
Find the perfect Wailea home to match your style
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