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Condos in Wailea

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Wailea
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Apartment
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Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+
Save up to 66%

Best Vacation Home Deals in Wailea

Apartment Wailea
Sep 10 - Sep 17
-55%
$753
$342 per night
Apartment ∙ 8 guests ∙ 2 bedrooms
5.0
"Excellent" (7 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Free cancellation
Details
Rental Advisor
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Apartment Wailea
Sep 10 - Sep 17
-66%
$842
$284 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.2
"Very good" (6 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Details
Vacation Rental Pros Property Management
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Apartment Wailea
Jun 4 - Jun 11
-48%
$361
$188 per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (3 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Details
Vacasa
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Book a welcoming vacation rental from $161 per night by searching through the 2,409 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 66%.

Recommended Vacation Rentals in Wailea

Find your perfect vacation rental in Wailea: from $161 per night

Apartment Wailea
$314 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.2
"Very good" (5 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Details
Vacasa
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Apartment Wailea
$246 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (1 rating)
Wailea, Wailea-Makena, Hawaii, United States
Details
Vacasa
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Condo Wailea
$295 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent"
Wailea, Wailea-Makena, Hawaii, United States
Details
Vacasa
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House Wailea
$242 per night
House ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (1 rating)
Wailea, Wailea-Makena, Hawaii, United States
Details
Vacasa
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Apartment Wailea
$250 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (2 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Details
Vacasa
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Apartment Wailea
$244 per night
Apartment ∙ 4 guests ∙ 1 bedroom
3.5
"Good" (2 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Details
Vacasa
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Apartment Wailea
$20,873 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Wailea, Wailea-Makena, Hawaii, United States
Details
travelstaytion
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Apartment Wailea
$16,923 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Wailea, Wailea-Makena, Hawaii, United States
Details
travelstaytion
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Apartment Wailea
$471 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.6
"Outstanding" (3 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Details
Vacasa
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Apartments and vacation rentals with a kitchen

Apartment Kitchen Wailea
Oct 15 - Oct 22
-28%
$425
$305 per night
Apartment ∙ 4 guests ∙ 1 bedroom
3.5
"Good" (1 rating)
Wailea, Wailea-Makena, Hawaii, United States
Kitchen
Details
Vacasa
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Apartment Kitchen Wailea
Oct 22 - Oct 29
-26%
$494
$365 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
4.2
"Very good" (5 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Kitchen
Details
Vacasa
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House Kitchen Wailea
Oct 15 - Oct 22
-29%
$409
$290 per night
House ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (1 rating)
Wailea, Wailea-Makena, Hawaii, United States
Kitchen
Details
Vacasa
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Vacation rentals and apartments with air conditioning

Apartment Aircondition Wailea
Oct 15 - Oct 22
-49%
$1,148
$581 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Wailea, Wailea-Makena, Hawaii, United States
Free cancellation
Aircondition
Details
travelstaytion
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Apartment Aircondition Wailea
Sep 17 - Sep 24
-50%
$1,029
$512 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Wailea, Wailea-Makena, Hawaii, United States
Free cancellation
Aircondition
Details
travelstaytion
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Apartment Aircondition Wailea
Oct 15 - Oct 22
-46%
$1,036
$561 per night
Apartment ∙ 4 guests ∙ 1 bedroom
Wailea, Wailea-Makena, Hawaii, United States
Free cancellation
Aircondition
Details
travelstaytion
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Apartments With Balconies or Patios

Apartment Balcony/Patio Wailea
Jun 4 - Jun 11
-59%
$404
$165 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.7
"Outstanding" (35 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony/Patio
Details
Vacation Rental Pros Property Management
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Apartment Balcony/Patio Wailea
Nov 11 - Nov 18
-65%
$753
$267 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.7
"Outstanding" (24 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony/Patio
Details
Vacation Rental Pros Property Management
View deal
Condo Balcony/Patio Wailea
Oct 15 - Oct 22
-34%
$571
$379 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Wailea, Wailea-Makena, Hawaii, United States
Balcony/Patio
Details
RedAwning
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Popular Rental Amenities in Wailea

  • Internet (1,290)
  • Pool (1,187)
  • Air conditioning (1,128)
  • Kitchen (1,038)
  • TV (1,013)
  • Microwave (992)
  • Grill (854)
  • No smoking (815)
  • Washer (750)
  • Dishwasher (671)
  • No pets (603)
  • Yard (498)

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 need internet access during your vacation or you're dreaming of days spent poolside, as the most common features are "internet" and "pools." Three features that are not often provided are "fireplaces," "cribs," and "balconies/patios."

The Weather in Wailea

max.
Min.
81°
63°
7 days 7
max.
Min.
82°
64°
12 days 12
max.
Min.
82°
64°
13 days 13
max.
Min.
84°
68°
11 days 11
max.
Min.
86°
68°
11 days 11
max.
Min.
88°
70°
10 days 10
max.
Min.
88°
72°
10 days 10
max.
Min.
90°
73°
10 days 10
max.
Min.
90°
72°
9 days 9
max.
Min.
88°
70°
9 days 9
max.
Min.
84°
68°
13 days 13
max.
Min.
82°
66°
13 days 13
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Above are the weather conditions for Wailea. August is the warmest month of the year in Wailea with temperatures reaching a maximum average of 89°. Conversely, January is the coolest month in Wailea, with temperatures going under 62° The rainiest month is March while the driest month is January.

7-Day Weather Forecast in Wailea

Thu, 20 Jan
77°
75°

15%

7 h

5 mi/h

Fri, 21 Jan
77°
71°

0%

11 h

8 mi/h

Sat, 22 Jan
77°
71°

10%

11 h

8 mi/h

Sun, 23 Jan
75°
71°

10%

7 h

12 mi/h

Mon, 24 Jan
75°
69°

0%

11 h

11 mi/h

Tue, 25 Jan
77°
71°

10%

7 h

6 mi/h

Wed, 26 Jan
78°
73°

10%

2 h

6 mi/h

Accommodations for your vacation in Wailea

352 of the 2,227 listed properties in Wailea are apartment rentals. They account for a few of the accommodation types in this destination (19.65%). Interestingly, the average rental fee for this type of accommodation in particular is $1,236 a night, with an average size of 1,060 ft². Furthermore, these rentals are perfect for 5 it represents the average number of vacationers apartment rentals can host in Wailea. Hotel rooms are the other most common type of accommodation in Wailea. While apartment rentals in Wailea have an average size of 1,060 ft², hotel rooms have an average size of 680 ft².

Experience the magic of Maui from your Wailea vacation home

Whether you choose a condo or villa as your Wailea vacation rental, you'll have the perfect base to explore the beauty of Maui.

Show all 2,409 properties
Where to find the best food 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.

What are the best activities for families in Wailea?

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.

Where are the unique attractions in Wailea?

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.

Frequently Asked Questions

How much does it cost to rent a vacation rental in Wailea?

On average, a Apartment rentals or Hotel rooms in Wailea costs $161 per night.

What amenities are most popular for vacation homes in Wailea?

The most popular amenities for home rentals in Wailea include accommodations that have: internet, pools, and TVs.

How many vacation rentals are in Wailea?

Discover 2,227 vacation rentals available to book in Wailea.

Are pets allowed in vacation rentals in Wailea?

If traveling with a dog in Wailea, 8% of vacation rentals allow pets.

What's the best time of year to travel to Wailea?

August and September are typically the warmest months in Wailea with temperatures around 89 °F. January and February in Wailea are the coldest, with 62 °F on average.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Wailea TripAdvisor Vacation Rentals in Wailea Vrbo Vacation Rentals in Wailea Airbnb Vacation Rentals in Wailea VacationRentals.com Vacation Rentals in Wailea HouseTrip Vacation Rentals in Wailea FlipKey Vacation Rentals in Wailea 9flats.com Vacation Rentals in Wailea PerfectPlaces.com Vacation Rentals in Wailea Homestay.com Vacation Rentals in Wailea Only-apartments Vacation Rentals in Wailea Interhome Vacation Rentals in Wailea Bedycasa Vacation Rentals in Wailea Novasol Vacation Rentals in Wailea HomeEscape Vacation Rentals in Wailea

Vacation Destinations Near Wailea

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