The resort town of Wailea is known as a romantic destination marked by white sand beaches and spectacular scenic views. Resorts dot the town, along with abundant condo communities and several expansive mansions. Ideal for a romantic getaway, Wailea vacation rentals are perfect for experiencing Maui's finest food, nightlife and idyllic surroundings.
Choose the perfect vacation rental
Best Vacation Home Deals in Wailea-Makena
Compare and find a vacation rental that fits your preferences among the 5,460 beautiful vacation rentals from 15 providers in Wailea-Makena. HomeToGo instantly presents you with the best offers by comparing all of the listed vacation homes in Wailea-Makena from 15 different providers.
Top-Rated Rentals and Accommodations in Wailea-Makena
Recommended Vacation Rentals in Wailea-Makena
Find your perfect vacation rental in Wailea-Makena: from $150 per night
Budget-friendly Vacation Rentals in Wailea-Makena
Vacation rentals and apartments with air conditioning
Keep cool during your trip to Wailea-Makena 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-Makena with their own private patios and balconies.
Vacation rentals with Wi-Fi
Stay connected while traveling and book a Wailea-Makena accommodation with high-speed internet.
Popular Rental Amenities in Wailea-Makena
Check above for the most commonly chosen filters in Wailea-Makena and the number of properties that include them. You can easily compare and find a property matching your criteria in Wailea-Makena if you need internet access during your vacation or you never miss an episode of your favorite show, as most accommodations include "Internet" or "TV." Plan your vacation in advance if you want a rental with a fireplace or you love sweating the stress away in saunas. There are just 95 listed accommodations providing "Fireplace" and 215 accommodations with "Sauna."
Price and Availability Index in Wailea-Makena
Vacation Rental Price Information in Wailea-Makena
The graph shows average prices of rentals in Wailea-Makena for the next twelve months. Wailea-Makena is more expensive in December (12/23 - 12/30), where prices are on average $1,026 a night. The week with the lowest average prices is in September (9/9 - 9/16).
Rental Availability Information in Wailea-Makena
Find out the percentage of available rentals in Wailea-Makena with the graph above. The week with the least available rentals is in April (4/1 - 4/8), with only 19% of the rentals available. People tend to travel less to Wailea-Makena during a week in September (9/2 - 9/9) when only 15% of the rentals are booked.
The Weather in Wailea-Makena
Above are the weather conditions for Wailea-Makena. During August, maximum temperatures go up to more than 90° However, temperatures can go lower than 63° in Wailea-Makena in January. The rainiest month is March while the driest month is January.
7-Day Weather Forecast in Wailea-Makena
Accommodations for your vacation in Wailea-Makena
Hawaiian regional cuisine in Wailea
With miles of beautiful beaches, Wailea has abundant dining options with incredible views. Seafood is a staple at most restaurants, but there's much more to Wailea's culinary scene.
Since 1991, chefs have been serving up Hawaiian regional cuisine, a term used to describe dishes designed to highlight ingredients like the locally raised cattle and fresh vegetables, while infusing the varying ethnic cuisines present on the island. Ka'Ana Kitchen is the perfect example of this.
Evenings in Wailea: Sunset cruises and live music
The variety of attractions make Wailea a popular destination, especially at night. A vacation home is ideal for a quiet place to relax but is still convenient to the upscale resort restaurants and live music venues in the area.
Visitors can start the evening with a sunset cruise, many of which feature cocktails and appetizers. Afterwards, abundant dining options exist before heading out for live music on the beach at Haui's Life's A Beach or Lobby Lounge.
Wailea's festival scene: Film, food & wine
Wailea's natural beauty is the perfect backdrop for a number of annual events. June brings about the Maui Film Festival held in Wailea, and visitors can check out film discussion panels in addition to plentiful film screenings.
Film-loving foodies can add the Taste of Wailea to their itinerary; the event, in conjunction with the film festival, allows pass-holders to sample food and beverage from some of Wailea's best chefs. Fall brings another fun food event: the Wailea Wine and Food Festival, boasting the best food and wines from Wailea Resort's top chefs.
Information about vacation rentals in Wailea-Makena
|🏡 Vacation rentals||5,460 properties|
|💳 Possible discounts||up to 32%|
|🌙 Nightly prices starting at||$150|
|⭐ Popular amenities||Internet, TV and Pool|
|🏊 Vacation rentals with pools||5,234 properties|
Frequently Asked Questions
What is the average nightly price for a vacation rental in Wailea-Makena?
The nightly price of accommodations in Wailea-Makena starts at $150. If you would like to stay in a house rental, the average price is $1,453 per night. A villa Wailea-Makena will cost on average $2,593 per night.
How many vacation rentals are available to book in Wailea-Makena?
Currently there are 5,460 vacation rentals available for booking for your vacation.
What amenities are most popular for vacation homes in Wailea-Makena?
Usually travelers look for TV, Internet, and Pool when booking a vacation rental in Wailea-Makena.
Are pets allowed in vacation homes in Wailea-Makena?
Finding a rental in Wailea-Makena that allows dogs is definitely possible, with 50 pet-friendly available.
What's the best time of year to travel to Wailea-Makena?
When booking a vacation home in Wailea-Makena, consider that rainy season is usually in March or November, with January often being the driest.
We list offers from thousands of providers, including:
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