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
Compare and find a vacation rental that fits your preferences among the 4,130 beautiful vacation rentals from 20 providers in Wailea-Makena. HomeToGo instantly presents you with the best offers by comparing all of the listed vacation homes in Wailea-Makena from 20 different providers.
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Top-Rated Rentals and Accommodations in Wailea-Makena
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Recommended Vacation Rentals in Wailea-Makena
Find your perfect vacation rental in Wailea-Makena: from $106 per night
Budget-friendly Vacation Rentals in Wailea-Makena
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Vacation rentals and apartments with air conditioning
Keep cool during your trip to Wailea-Makena and book a vacation rental with air conditioning.
Apartments and vacation rentals with a kitchen
Cook up a feast on your next vacation and book a Wailea-Makena rental with full kitchen.
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're dreaming of days spent poolside or you would prefer a rental with A/C, as most accommodations include "Pool" or "Air conditioning." Plan your vacation in advance if you want to sweat it out in a sauna or you need a crib for your baby. There are just 217 listed accommodations providing "Sauna" and 312 accommodations with "Crib."
Price and Availability Index in Wailea-Makena
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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 February (2/10 – 2/17), where prices are on average $873 a night. The week with the lowest average prices is in October (10/5 – 10/12).
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 December (12/23 – 12/30), with only 21% of the rentals available. People tend to travel less to Wailea-Makena during a week in August (8/24 – 8/31) when only 16% of the rentals are booked.
The Weather in Wailea-Makena
- Rainy days
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
In Wailea-Makena, house rental are the most prevalent accommodation type. Interestingly, type of accommodation in particular, this specific type of property is $1,480 a night, with an average size of 210 m². Moreover, most house rental in Wailea-Makena can welcome 8 people, which makes it a wonderful vacation spot for large groups. Users interested in another type of acommodation can also compare many apartment rental, which are the second most popular accommodation type in Wailea-Makena. While house rental in Wailea-Makena have an average size of 210 m², apartment rental have an average size of 84 m².
Where to find the best food 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.
What are the best nightlife spots in Wailea-Makena?
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.
What are the best events and festivals in Wailea-Makena?
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 available | 4,130 homes |
|---|---|
| 💳 Possible discounts | up to 31% |
| 🌙 Nightly prices starting at | $106 |
| ⭐ Popular amenities | Pool, Air conditioning and Balcony/Patio |
| 🏊 Vacation rentals with pools | 3,807 homes |
Frequently Asked Questions
What is the typical nightly price for a vacation rental in Wailea-Makena?
The price of a night's stay in Wailea-Makena starts at $106. If you are looking for a house rental, the nightly price is $1,480 on average. A apartment rental Wailea-Makena will cost on average $655 per night.
How many vacation rentals are available to book in Wailea-Makena?
Currently there are 4,130 vacation homes available for booking for your upcoming vacation.
What amenities are most popular for vacation homes in Wailea-Makena?
Travelers search for Pool, Air conditioning, and Balcony/Patio when booking a vacation rental in Wailea-Makena.
How many vacation homes with pools are in Wailea-Makena?
There are 3,807 vacation homes across 20 providers in Wailea-Makena.
Are pets allowed in vacation rentals in Wailea-Makena?
Absolutely, there are 45 vacation rentals in Wailea-Makena that allow dogs , with an average nightly cost of $2,184.
What are the best months to travel to Wailea-Makena?
If looking for a vacation home in Wailea-Makena, keep in mind that rainy season is typically in March or November, with January often being the driest.
Find the perfect Wailea-Makena home to match your style
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