Vacation rentals in Wailea

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Travel insights for holiday rentals in Wailea

Use our HotelsCombined data-powered tips to help you find your next holiday rental in Wailea.

What is the cheapest month to book a vacation rental in Wailea?

The cheapest month to book a vacation rental in Wailea is March (₹ 43,270). Conversely, the most expensive month to stay in Wailea is November (₹ 122,155).

What is the cheapest day to stay in a vacation rental in Wailea?

The cheapest day to stay in Wailea is Tuesday (₹ 45,097). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is ₹ 124,664.

How far ahead should you book a vacation rental in Wailea?

Save money by booking a vacation rental at least 4 days before your trip to Wailea. The lowest price found when booking 4 days ahead was ₹ 17,316 per night.

Cheapest holiday rentals in Wailea, Hawaii

Discover affordable stays in Wailea that provide a quality experience without breaking the bank. Hotels in Wailea can be found for as low as ₹ 30,151 per night. There is currently one property in Wailea that can be booked for this price. Wailea Grand Champions Villas - Coraltree Residence Collection is one of the hotels that can be booked for the lowest price in Wailea. Price data was last updated on 19 April 2026
At the moment, these vacation rentals offer the lowest nightly rate out of those we've come across in Wailea. As prices can vary by date, change the dates if you're flexible to compare rates.
155 Wailea Ike Place, Wailea, Maui, HI, United States
0.2 km from city centre
Free Wi-Fi
₹ 30,151
Avg. per night
Wailea, Maui, HI, United States
0.9 km from city centre
Air conditioning
₹ 32,039
Avg. per night
Wailea, Maui, HI, United States
0.3 km from city centre
Air conditioning
Airport shuttle
Spa
₹ 55,004
Avg. per night
Wailea, Maui, HI, United States
1.7 km from city centre
Air conditioning
₹ 70,375
Avg. per night
Wailea, Maui, HI, United States
3.3 km from city centre
Air conditioning
₹ 72,320
Avg. per night

Other accommodations in Wailea

Find the perfect holiday rental for your stay in Wailea. There are 1,277 hotels in Wailea and price data was last updated on 19 April 2026. The average price for a hotel in Wailea is ₹ 67,746/night.
146 Ho'Olei Circle, Wailea, Maui, HI, United States
0.9 km from city centre
₹ 177,235
Avg. per night
3550 Wailea Alanui Drive, Wailea, Maui, HI, United States
0.4 km from city centre
₹ 83,281
Avg. per night
4100 Wailea Alanui Drive, Wailea, Maui, HI, United States
1.6 km from city centre
₹ 73,398
Avg. per night

Where to stay in Wailea

Explore different neighbourhoods and areas within Wailea to find the perfect location for your stay. Map data was last updated on 19 April 2026.
Use the map to find vacation rentals in Wailea that are close to the points of interest you'll be frequenting. As an added benefit, users can click a vacation rental they're interesting in to find helpful information and deals for that vacation rental.

Facts about staying in Wailea

Find useful tips and insights about staying in Wailea to help you make the most of your experience. FAQs were last updated on 19 April 2026.
  • How much does a holiday rental in Wailea cost?

    A holiday rental in Wailea will cost ₹ 67,746 per night on average. However some users found rentals for as low as ₹ 12,936 per night. A good deal on a Wailea holiday rental would be anything for ₹ 45,993 per night or less. Keep in mind that booking November may be more expensive, whereas booking October is the cheapest month of the year to book.

  • What is the best Wailea holiday rental?

    Palms at Wailea Maui is considered the best Wailea holiday rental based on HotelsCombined user data. Palms at Wailea Maui has an average rating of 7.9/10 and 181 reviews.

  • What’s the closest holiday rental to Kahului Airport?

    Palms at Wailea Maui is the closest Wailea holiday rental to Kahului Airport at a distance of 22.3 km.

  • Are there any Rental holiday rentals in Wailea?

    604 Rental holiday rentals are available in Wailea. Based on our user data, the most popular is Wailea Ekolu #805 - so we recommend seeing if this property is available for your travel dates before looking at other Rental options in Wailea.

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