Wailea-Makena Vacation Rentals - HomeToGo base64Hash Wailea-Makena Vacation Rentals - HomeToGo

Wailea-Makena Vacation Rentals

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Wailea-Makena
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
Apartment
House
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Enjoy Wailea's great food and festivals with vacation rentals

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.

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Best Vacation Home Deals in Wailea-Makena

Condo Wailea-Makena
Sep 30 - Oct 7
-21%
$191
$150 per night
Condo ∙ 4 guests ∙ 1 bedroom
Great Condo in Wailea with Large Pool + Ocean View
4.9
"Excellent" (157 ratings)
Wailea-Makena, Maui, Hawaii, United States
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Condo Wailea-Makena
Sep 23 - Sep 30
-18%
$244
$200 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Wailea with Pool, Grill & Yard + Beach Nearby
4.8
"Excellent" (113 ratings)
Wailea-Makena, Maui, Hawaii, United States
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Condo Wailea-Makena
Aug 22 - Aug 29
-21%
$852
$670 per night
Condo ∙ 5 guests ∙ 2 bedrooms
Condo in Wailea with Main Pool + Panorama View
5.0
"Excellent" (87 ratings)
Wailea-Makena, Maui, Hawaii, United States
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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.

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Top-Rated Rentals and Accommodations in Wailea-Makena

Condo Wailea-Makena
Sep 29 - Oct 6
-30%
$235
$165 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Wailea-Makena with Yard, Pool & Grill + Great View
4.9
"Excellent" (97 ratings)
Wailea-Makena, Maui, Hawaii, United States
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House Wailea-Makena
Sep 5 - Sep 12
-27%
$1,049
$769 per night
House ∙ 8 guests ∙ 4 bedrooms
Charming Vacation Home in Wailea-Makena with Private Pool + Haleakala Views
4.9
"Excellent" (80 ratings)
Wailea-Makena, Maui, Hawaii, United States
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Condo Wailea-Makena
Sep 9 - Sep 16
-24%
$460
$350 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Wailea-Makena with Yard & Pool + Ocean View
5.0
"Excellent" (27 ratings)
Wailea-Makena, Maui, Hawaii, United States
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Recommended Vacation Rentals in Wailea-Makena

Find your perfect vacation rental in Wailea-Makena: from $150 per night

Condo Wailea-Makena
Sep 30 - Oct 7
-21%
$190
$150 per night
Condo ∙ 4 guests ∙ 1 bedroom
Great Condo in Wailea with Large Pool + Ocean View
4.9
"Excellent" (158 ratings)
Wailea-Makena, Maui, Hawaii, United States
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Condo Wailea-Makena
Jul 24 - Jul 31
$148 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Wailea with Yard, Grill & Pool + Panoramic View
4.8
"Excellent" (122 ratings)
Wailea-Makena, Maui, Hawaii, United States
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Condo Wailea-Makena
Sep 23 - Sep 30
-18%
$244
$200 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Condo in Wailea with Pool, Grill & Yard + Beach Nearby
4.8
"Excellent" (114 ratings)
Wailea-Makena, Maui, Hawaii, United States
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Condo Wailea-Makena
Oct 13 - Oct 20
$175 per night
Condo ∙ 2 guests ∙ 1 bedroom
Wonderful Condo in Wailea-Makena with Large Garden + Garden View
4.9
"Excellent" (104 ratings)
Wailea-Makena, Maui, Hawaii, United States
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Condo Wailea-Makena
Sep 23 - Sep 30
$179 per night
Condo ∙ 2 guests ∙ 1 bedroom
Condo in Wailea with Spacious Garden
4.9
"Excellent" (105 ratings)
Wailea-Makena, Maui, Hawaii, United States
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Condo Wailea-Makena
Sep 10 - Sep 17
-48%
$478
$289 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Wailea with Updated Pool + Ocean Views
4.9
"Excellent" (86 ratings)
Wailea-Makena, Maui, Hawaii, United States
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Condo Wailea-Makena
Aug 26 - Sep 2
$225 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Wailea-Makena with Grill & Pool + Ocean Views
4.9
"Excellent" (85 ratings)
Wailea-Makena, Maui, Hawaii, United States
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House Wailea-Makena
Sep 18 - Sep 25
$599 per night
House ∙ 7 guests ∙ 3 bedrooms
House in Wailea-Makena with Private Pool + Ocean View
4.8
"Excellent" (64 ratings)
Wailea-Makena, Maui, Hawaii, United States
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Condo Wailea-Makena
Aug 19 - Aug 26
$270 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Wonderful Condo in Wailea-Makena with Pool, Grill & Yard + Ocean View + Next to Beach
4.9
"Excellent" (132 ratings)
Wailea-Makena, Maui, Hawaii, United States
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Wailea-Makena

Condo Wailea-Makena
Jul 24 - Jul 31
$148 per night
Condo ∙ 4 guests ∙ 1 bedroom
Condo in Wailea with Yard, Grill & Pool + Panoramic View
4.8
"Excellent" (122 ratings)
Wailea-Makena, Maui, Hawaii, United States
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Condo Wailea-Makena
Jun 23 - Jun 30
-44%
$821
$458 per night
Condo ∙ 6 guests ∙ 3 bedrooms
Beautiful Condo in Wailea with Large Balcony + Course View
5.0
"Excellent" (55 ratings)
Wailea-Makena, Maui, Hawaii, United States
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Condo Wailea-Makena
Sep 23 - Sep 30
-31%
$342
$237 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Family Friendly Condo in Wailea with Upper Pool
4.9
"Excellent" (25 ratings)
Wailea-Makena, Maui, Hawaii, United States
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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.

Condo Air conditioning Wailea-Makena
Sep 2 - Sep 9
$159 per night
Condo ∙ 4 guests ∙ 1 bedroom
Beautiful Condo in Wailea with Botanical Garden + Next to Beach
4.9
"Excellent" (112 ratings)
Wailea-Makena, Maui, Hawaii, United States
Air conditioning
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Condo Air conditioning Wailea-Makena
Sep 14 - Sep 21
$188 per night
Condo ∙ 4 guests ∙ 1 bedroom
Lovely Condo in Wailea with Private Parking + Fabulous Views + Next to Beach
4.9
"Excellent" (30 ratings)
Wailea-Makena, Maui, Hawaii, United States
Air conditioning
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Condo Air conditioning Wailea-Makena
Aug 25 - Sep 1
-35%
$276
$178 per night
Condo ∙ 4 guests ∙ 1 bedroom
Pleasant Condo in Wailea with Pool & Grill + Close to Beach
4.9
"Excellent" (89 ratings)
Wailea-Makena, Maui, 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-Makena with their own private patios and balconies.

Condo Balcony/Patio Wailea-Makena
Mar 16 - Mar 23
$321 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Wailea with Outdoor Pool + Pool View
4.8
"Excellent" (5 ratings)
Wailea-Makena, Maui, Hawaii, United States
Balcony/Patio
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Condo Balcony/Patio Wailea-Makena
Sep 9 - Sep 16
$301 per night
Condo ∙ 6 guests ∙ 1 bedroom
Condo in Wailea with Grill & Pool + Ocean Views
5.0
"Excellent" (7 ratings)
Wailea-Makena, Maui, Hawaii, United States
Balcony/Patio
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Condo Balcony/Patio Wailea-Makena
Apr 23 - Apr 30
-28%
$475
$340 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Entire Condo in Wailea with Complimentary Parking + Ocean View
4.9
"Excellent" (63 ratings)
Wailea-Makena, Maui, Hawaii, United States
Balcony/Patio
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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Wailea-Makena accommodation with high-speed internet.

Condo Internet Wailea-Makena
Aug 3 - Aug 10
$403 per night
Condo ∙ 4 guests ∙ 2 bedrooms
Nice Condo in Wailea-Makena with Grill, Pool & Yard + Ocean Views
4.8
"Excellent" (81 ratings)
Wailea-Makena, Maui, Hawaii, United States
Internet
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Condo Internet Wailea-Makena
Aug 5 - Aug 12
-27%
$300
$220 per night
Condo ∙ 2 guests ∙ 1 bedroom
Condo in Wailea-Makena with Free Parking + Ocean View
5.0
"Excellent" (130 ratings)
Wailea-Makena, Maui, Hawaii, United States
Internet
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Condo Internet Wailea-Makena
Sep 18 - Sep 25
-35%
$483
$315 per night
Condo ∙ 6 guests ∙ 2 bedrooms
Condo in Wailea with Gorgeous Pool + Ocean Views
4.9
"Excellent" (10 ratings)
Wailea-Makena, Maui, Hawaii, United States
Internet
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Popular Rental Amenities in Wailea-Makena

  • Internet (5,090)
  • TV (4,857)
  • Pool (4,845)
  • Kitchen (4,729)
  • Air conditioning (4,701)
  • Microwave (4,688)
  • No pets (4,593)
  • No smoking (4,466)
  • Washer (4,187)
  • Dishwasher (4,034)
  • Grill (3,698)
  • Yard (2,588)

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

max.
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81°
63°
7 days 7
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82°
64°
12 days 12
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81°
64°
14 days 14
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84°
68°
12 days 12
max.
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86°
68°
12 days 12
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86°
70°
11 days 11
max.
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88°
72°
10 days 10
max.
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90°
73°
11 days 11
max.
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90°
72°
9 days 9
max.
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88°
70°
9 days 9
max.
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84°
68°
13 days 13
max.
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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-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

Sat, 1 Apr
73°
71°

15%

1 h

5 mi/h

Sun, 2 Apr
73°
69°

15%

1 h

4 mi/h

Mon, 3 Apr
75°
69°

15%

7 h

6 mi/h

Tue, 4 Apr
73°
69°

10%

1 h

6 mi/h

Wed, 5 Apr
73°
71°

10%

5 h

6 mi/h

Thu, 6 Apr
73°
71°

15%

1 h

4 mi/h

Fri, 7 Apr
73°
68°

15%

0 h

6 mi/h

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 $1,453 a night, with an average size of 204 m². Moreover, most house rental in Wailea-Makena can welcome 7 people, which makes it a wonderful vacation spot for large groups. Users interested in another type of acommodation can also compare many villa, which are the second most popular accommodation type in Wailea-Makena. While house rental in Wailea-Makena have an average size of 204 m², villa have an average size of 254 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 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:

Booking.com Vacation Rentals in Wailea-Makena TripAdvisor Vacation Rentals in Wailea-Makena Vrbo Vacation Rentals in Wailea-Makena VacationRentals.com Vacation Rentals in Wailea-Makena HouseTrip Vacation Rentals in Wailea-Makena FlipKey Vacation Rentals in Wailea-Makena Homestay.com Vacation Rentals in Wailea-Makena Only-apartments Vacation Rentals in Wailea-Makena Interhome Vacation Rentals in Wailea-Makena Novasol Vacation Rentals in Wailea-Makena HomeEscape Vacation Rentals in Wailea-Makena

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