Find your perfect vacation rental in Wailea from just $151 per night!
Find Fantastic yet Inexpensive Offers
Book Vacation Rental Offers with the Highest User Rating
Choose local, trusted payment methods, plus trip insurance and add-on services.
Experience seamless, hands-on support for any booking questions or concerns.
Trust in the quality and comfort of your stay with verified guest reviews.
Spend your budget exactly as planned by comparing thousands of providers.
Transform vacation planning into a joy with advanced, AI-powered search tools.
Explore 15 million+ rentals, the world’s biggest selection of vacation homes.
Finding a rental with a pool is easy in Wailea. Most of the rentals include pools. In addition, more Condo have pools than any other property type. They are an excellent choice if you go in a group of 5, as that is the number of people they can accommodate on average. If you would also like to be close to the water, nearly half of the properties with a pool are within 2 miles of the waterfront.
We analyzed price data and input them into this graph, which shows vacation rental prices for the next year in Wailea. The most expensive prices are in February (2/21 – 2/28). Prices reach an average of $610 per night. Prices decrease in a week of September (9/13 – 9/20), where average prices are $515.
The availability graph shows the busiest months to book a vacation rental in Wailea. The week with the highest booking rate is in June (6/20 – 6/27). Only 19% of the rentals are still available. On the contrary, only 27% of vacation rentals are unavailable in September (9/13 – 9/20).
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.
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.
| 🏡 Vacation rentals available | 6,198 rentals |
|---|---|
| 🌙 Nightly prices starting at | $151 |
| ⭐ Popular amenities | Pool, Air conditioning and Kitchen |
| 🏊 Vacation rentals with pools | 5,336 homes |
The average accommodation in Wailea is priced at $151 per night. $595 is the average nightly price for condos in Wailea. Apartment rentals in Wailea cost $525 per night on average.
Currently there are 6,198 rentals available for booking for your upcoming vacation.
Most travelers search for Air conditioning, Pool, and Kitchen when booking a vacation rental in Wailea.
Wailea has 5,336 Condo and Apartment rental available for renting.
If traveling with a dog in Wailea, 4% of vacation rentals allow pets.
If you are choosing a vacation rental in Wailea, keep in mind that rainy season is typically in March or November, with January often being the driest.