Condos in Wailea - HomeToGo base64Hash Condos in Wailea - HomeToGo

Condos in Wailea

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Wailea
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Wailea
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
Rating
4.5+
4+

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 5,663 properties

Vacation rentals and apartments with air conditioning

Keep cool during your trip to Wailea and book a vacation rental with air conditioning.

Condo  Wailea
May 26 - Jun 2
-43%
$354
$202 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Beautiful Condo in Wailea with Hot Tub, Pool & Grill + Spectacular Views

4.1
Very good (16 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Air conditioning
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Condo  Wailea
Nov 9 - Nov 16
$475 per night
Condo ∙ 9 guests ∙ 3 bedrooms

Condo in Kihei with Free Parking + Ocean Views

4.7
Excellent (93 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Air conditioning
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Condo  Wailea
May 12 - May 19
$329 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Family Friendly Beautiful Condo in Wailea with Pool & Grill + Ocean Views

4.4
Very good (16 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Air conditioning
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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in Wailea with their own private patios and balconies.

Condo  Wailea
Sep 21 - Sep 28
-22%
$326
$255 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Wailea with Open Parking + Picturesque Views

4.8
Outstanding (30 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony/Patio
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Condo  Wailea
Aug 24 - Aug 31
-33%
$540
$360 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Entire Condo in Wailea with Complimentary Parking + Ocean View

4.9
Outstanding (88 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony/Patio
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Condo  Wailea
Sep 21 - Sep 28
$295 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Family Friendly Condo in Wailea with Botanical Garden + Ocean Views

3.4
(65 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Balcony/Patio
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Wailea rental with full kitchen.

Cottage  Wailea
May 3 - May 10
-49%
$453
$231 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Wailea with Grill, Yard & Patio + Aerial View

4.8
Outstanding (41 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Kitchen
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Condo  Wailea
Jun 14 - Jun 21
-70%
$926
$275 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea with Patio, Pool & Grill + Ocean View

4.8
Outstanding (74 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Kitchen
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Cottage  Wailea
Oct 22 - Oct 29
-53%
$425
$201 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Wailea with Grill + Ocean Views

4.8
Outstanding (41 ratings)
Wailea, Wailea-Makena, Hawaii, United States
Kitchen
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Best Vacation Home Deals in Wailea

Save up to 41%

Condo Wailea
May 26 - Jun 2
-41%
$385
$228 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Wailea with Free Parking + Spectacular Views

4.1
Very good (16 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Condo Wailea
May 25 - Jun 1
-24%
$427
$327 per night
Condo ∙ 8 guests ∙ 1 bedroom

Charming Condo in Wailea with Grill & Pool + Beach Nearby

4.5
Excellent (486 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Condo Wailea
Nov 23 - Nov 30
-31%
$616
$425 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea with Free Parking

4.9
Outstanding (31 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Book a welcoming vacation rental from $143 per night by searching through the 5,663 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 54%.

Recommended Vacation Rentals in Wailea

Find your perfect vacation rental in Wailea: from $143 per night

Condo Wailea
Apr 27 - May 4
-28%
$558
$401 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Charming Condo in Wailea with Free Parking

4.9
Outstanding (31 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Condo Wailea
Apr 6 - Apr 13
-55%
$579
$259 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Family Friendly Beautiful Condo in Wailea with Pool + Ocean Views

4.5
Excellent (11 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Condo Wailea
May 8 - May 15
-43%
$669
$379 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Wailea with Botanical Garden + Ocean View

4.5
Excellent (14 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Condo Wailea
May 19 - May 26
$267 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea with Pool & Patio + Ocean View

5.0
Outstanding (4 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Condo Wailea
May 15 - May 22
-75%
$1,554
$381 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea with Yard, Pool & Grill

5.0
Outstanding (13 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Condo Wailea
Apr 30 - May 7
-54%
$425
$194 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Wailea-Makena with Upper Pool

4.7
Excellent (130 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Condo Wailea
Dec 7 - Dec 14
-27%
$532
$389 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Comfortable Condo in Wailea with Nice Pool + Ocean Views

4.8
Outstanding (103 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Condo Wailea
Jul 27 - Aug 3
-18%
$165
$136 per night
Condo ∙ 2 guests ∙ 1 bedroom

Charming Condo in Wailea with Grill, Pool & Patio

4.5
Excellent (102 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Villa Wailea
Mar 15 - Mar 22
$1,195 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Villa in Wailea with Grill, Patio & Pool

5.0
Outstanding (32 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Budget-friendly Vacation Rentals in Wailea

Find Fantastic yet Inexpensive Offers

Condo Wailea
Aug 14 - Aug 21
-46%
$421
$226 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Beautiful Condo in Wailea-Makena with Upper Pool + Next to Beach

4.8
Outstanding (66 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Condo Wailea
Apr 20 - Apr 27
-41%
$342
$201 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Wailea with Jacuzzi, Grill & Pool

4.4
Very good (10 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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House Wailea
Jul 13 - Jul 20
$650 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Wailea with Botanical Garden

5.0
Outstanding (7 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Top-Rated Rentals and Accommodations in Wailea

Book Vacation Rental Offers with the Highest User Rating

Condo Wailea
Dec 7 - Dec 14
-19%
$526
$425 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Wailea with Tropical Garden + Ocean View

4.8
Outstanding (123 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Condo Wailea
Aug 23 - Aug 30
$466 per night
Condo ∙ 7 guests ∙ 3 bedrooms

Condo in Wailea with Botanical Garden + Incredible Views

5.0
Outstanding (85 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Condo Wailea
Aug 17 - Aug 24
-48%
$384
$201 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea-Makena with Upper Pool

4.8
Outstanding (66 ratings)
Wailea, Wailea-Makena, Hawaii, United States
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Popular Rental Amenities in Wailea

  • Pool (5,084)
  • Air conditioning (5,053)
  • Kitchen (5,098)
  • Parking (259)
  • Balcony/patio (2,156)
  • WiFi (5,523)
  • Washing machine (4,731)
  • TV (5,250)
  • Microwave (4,707)
  • Dishwasher (4,062)
  • Grill (3,996)
  • No smoking (5,262)

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're dreaming of days spent poolside or you want to stay cool in your vacation home, as the most common features are "Pool" and "Air conditioning." Three features that are not often provided are "Wheelchair accessible," "Fireplace," and "Sauna."

Price and Availability Index in Wailea

Click on any bar to see price and availability information

Vacation Rental Price Information in Wailea

We analyzed vacation houses, cottages and apartments to display a price graph showing the average price per night in Wailea. Prices rise in December and reach an average of $815 a night (12/21 – 12/28), making it the most expensive time to book a rental in the next 12 months. Conversely, the cheapest average prices are in a week of September (9/7 – 9/14).

Rental availability information in Wailea

The availability graph shows the percentage of available rentals in Wailea. It is harder to find an accommodation during a week of January (1/25 – 2/1), as 73% of the rentals are booked. It will be easy to find a rental that suits you in a week of August (8/31 – 9/7), as 78% of the rentals are still available.

The Weather in Wailea

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7 days 7
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12 days 12
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70°
10 days 10
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90°
73°
10 days 10
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9 days 9
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9 days 9
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13 days 13
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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 90°. Conversely, January is the coolest month in Wailea, with temperatures going under 63° The rainiest month is March while the driest month is January.

7-Day Weather Forecast in Wailea

Thu, 28 Mar
78°
77°

10%

6 h

10 mi/h

Fri, 29 Mar
77°
75°

10%

0 h

7 mi/h

Sat, 30 Mar
77°
75°

5%

2 h

12 mi/h

Sun, 31 Mar
77°
75°

10%

3 h

13 mi/h

Mon, 1 Apr
75°
75°

15%

0 h

8 mi/h

Tue, 2 Apr
78°
77°

10%

0 h

9 mi/h

Wed, 3 Apr
78°
78°

10%

3 h

7 mi/h

Accommodations for your vacation in Wailea

157 of the 5,663 listed properties in Wailea are apartment rental. They account for a few of the accommodation types in this destination (4.12%). Interestingly, the average rental fee for this type of accommodation in particular is $671 a night, with an average size of 81 m². Furthermore, these rentals are perfect for 5 it represents the average number of vacationers apartment rental can host in Wailea. House rental are the other most common type of accommodation in Wailea. While apartment rental in Wailea have an average size of 81 m², house rental have an average size of 223 m².
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.

Information about vacation rentals in Wailea

🏡 Vacation rentals available 5,663 rentals
💳 Possible discounts up to 54%
🌙 Nightly prices starting at $143
⭐ Popular amenities Pool, Air conditioning and Kitchen
🏊 Vacation rentals with pools 5,091 homes
4 reviews
Wailea vacation rentals have an average rating of 4.8/5 on 4 reviews left by travelers.

Frequently Asked Questions

What is the average price per night for a vacation home in Wailea?

The price of a night's stay in Wailea starts at $143. If you would like to stay in a apartment rental, the average price is $671 per night. A house rental Wailea will cost $1,356 per night on average.

How many vacation homes are available for booking in Wailea?

There are 5,663 vacation rentals available for booking for your trip.

What amenities are most popular for vacation rentals in Wailea?

Travelers look for Pool, Air conditioning, and Kitchen when booking a vacation rental in Wailea.

How many vacation rentals with a pool are in Wailea?

Wailea has 5,091 Condo and Apartment rental options available for booking.

Are dogs allowed in vacation homes in Wailea?

Absolutely, currently there are 49 rentals in Wailea that allow dogs and the average cost is $1,970 per night.

What are the best months to travel to Wailea?

August and September are typically the warmest months in Wailea with temperatures around 90 °F. January and February in Wailea are the coldest, with 63 °F on average.

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