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

Wailea-Makena Vacation Rentals

Find 4,262 available offers from 20 partners
Wailea-Makena
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

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.

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.
Show all 4,130 properties

Best Vacation Home Deals in Wailea-Makena

Save up to 36%

Condo Wailea-Makena
Dec 4 - Dec 11
-24%
$209
$160 per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo in Wailea with Pool, Grill & Yard

5.0
Outstanding (1 rating)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Oct 5 - Oct 12
-27%
$322
$235 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea with Grill, Yard & Pool

4.8
Outstanding (230 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Jun 1 - Jun 8
-36%
$317
$203 per night
Condo ∙ 4 guests ∙ 1 bedroom

Pleasant Condo in Wailea with Pool & Grill + Ocean Views

4.8
Outstanding (19 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Top-Rated Rentals and Accommodations in Wailea-Makena

Book Vacation Rental Offers with the Highest User Rating

Apartment Wailea-Makena
Jul 16 - Jul 23
$105 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Rental Apartment in Wailea-Makena with Yard & Pool + Close to Beach

4.8
Outstanding (227 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Oct 5 - Oct 12
-26%
$267
$198 per night
Condo ∙ 4 guests ∙ 1 bedroom

Entire Condo in Wailea-Makena with Yard, Pool & Grill

4.8
Outstanding (80 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Jun 1 - Jun 8
-38%
$308
$191 per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo in Wailea-Makena with Grill, Yard & Pool

4.8
Outstanding (28 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Recommended Vacation Rentals in Wailea-Makena

Find your perfect vacation rental in Wailea-Makena: from $106 per night

Condo Wailea-Makena
Jun 1 - Jun 8
$295 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Family Friendly Condo in Wailea with Botanical Garden + Ocean Views

3.5
Good (65 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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House Wailea-Makena
May 18 - May 25
$401 per night
House ∙ 4 guests ∙ 2 bedrooms

Lovely Vacation Home in Wailea with Yard, Pool & Grill + Ocean View + Beach Nearby

4.5
Excellent (62 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Aug 3 - Aug 10
-15%
$224
$190 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Wailea with Pool, Grill & Yard + Beach Nearby

4.8
Outstanding (146 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Jun 1 - Jun 8
$349 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo in Wailea with Botanical Garden + Volcano View

5.0
Outstanding (127 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Jun 7 - Jun 14
-22%
$210
$164 per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo in Wailea with Open Parking

4.0
Very good (24 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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House Wailea-Makena
Oct 12 - Oct 19
$1,357 per night
House ∙ 10 guests ∙ 4 bedrooms

Private Vacation Home in Wailea with Yard & Pool

4.8
Outstanding (25 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
May 7 - May 14
$329 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea with Updated Pool + Ocean Views

4.8
Outstanding (107 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Oct 5 - Oct 12
-24%
$442
$334 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea with Gorgeous Pool + Ocean View

4.9
Outstanding (74 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Sep 6 - Sep 13
-38%
$298
$184 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Wonderful Condo in Wailea with Quiet Patio + Mountain Views + Next to Beach

4.5
Excellent (50 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Budget-friendly Vacation Rentals in Wailea-Makena

Find Fantastic yet Inexpensive Offers

Apartment Wailea-Makena
May 4 - May 11
$200 per night
Apartment ∙ 3 guests ∙ 1 bedroom

Apartment in Wailea with Grill & Pool

4.5
Excellent (37 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Oct 12 - Oct 19
$466 per night
Condo ∙ 7 guests ∙ 3 bedrooms

Condo in Wailea with Botanical Garden + Incredible Views

5.0
Outstanding (80 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
May 28 - Jun 4
-22%
$236
$185 per night
Condo ∙ 4 guests ∙ 1 bedroom

Charming Condo in Wailea with Large Pool + Ocean View + Beach Nearby

4.9
Outstanding (194 ratings)
Wailea-Makena, Maui County, 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  Wailea-Makena
Jun 1 - Jun 8
-27%
$300
$220 per night
Condo ∙ 2 guests ∙ 1 bedroom

Condo in Wailea-Makena with Free Parking + Ocean View

5.0
Outstanding (142 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
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Condo  Wailea-Makena
Jun 1 - Jun 8
-30%
$515
$360 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Entire Condo in Wailea with Complimentary Parking + Ocean View

5.0
Outstanding (89 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
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Condo  Wailea-Makena
Nov 16 - Nov 23
-30%
$395
$275 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea with Grill, Pool & Yard + Unobstructed Views + Close to Beach

4.8
Outstanding (101 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
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Apartments and vacation rentals with a kitchen

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

Condo  Wailea-Makena
Aug 24 - Aug 31
$622 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Wailea-Makena with Free Parking + Garden Views

4.5
Excellent (22 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Kitchen
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House  Wailea-Makena
Mar 30 - Apr 6
$445 per night
House ∙ 5 guests ∙ 2 bedrooms

House in Wailea-Makena with Yard & Grill

4.8
Outstanding (59 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Kitchen
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Condo  Wailea-Makena
Aug 24 - Aug 31
-31%
$492
$340 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea with Gorgeous Pool + Ocean View + Beach Nearby

4.8
Outstanding (123 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Kitchen
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Vacation rentals with Wi-Fi

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

Villa  Wailea-Makena
Oct 12 - Oct 19
-33%
$1,195
$795 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Villa in Wailea with Grill, Sauna & Pool + Location View

4.9
Outstanding (38 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Internet
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Condo  Wailea-Makena
May 18 - May 25
$191 per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo in Wailea with Large Pool

4.5
Excellent (107 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Internet
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Condo  Wailea-Makena
Jun 1 - Jun 8
$285 per night
Condo ∙ 4 guests ∙ 1 bedroom

Beautiful Condo in Wailea with Free Parking

4.9
Outstanding (12 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Internet
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Popular Rental Amenities in Wailea-Makena

  • Pool (4,019)
  • Air conditioning (3,967)
  • Balcony/patio (570)
  • Kitchen (3,962)
  • WiFi (4,283)
  • Washing machine (3,666)
  • Parking (206)
  • TV (4,068)
  • Microwave (3,754)
  • No smoking (3,406)
  • Dishwasher (3,275)
  • Grill (3,011)

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

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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
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86°
68°
12 days 12
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86°
70°
11 days 11
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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

Wed, 29 Nov
73°
73°

15%

3 h

6 mi/h

Thu, 30 Nov
73°
73°

15%

0 h

11 mi/h

Fri, 1 Dec
73°
71°

5%

5 h

3 mi/h

Sat, 2 Dec
73°
73°

10%

3 h

4 mi/h

Sun, 3 Dec
75°
75°

10%

5 h

6 mi/h

Mon, 4 Dec
77°
75°

10%

6 h

13 mi/h

Tue, 5 Dec
75°
75°

10%

6 h

19 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 $1,480 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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