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

Wailea-Makena Vacation Rentals

Find 5,149 available offers from 31 partners
Wailea-Makena
Anytime
Guests
Wailea-Makena
Anytime
Guests

Popular Filters to find the Perfect Home Rental in Wailea-Makena

2 Adults
1 Bedroom
Pool
House
Pets allowed
4 Adults
Cabin

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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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  Wailea-Makena
Sep 18 - Sep 25
-34%
$348
$231 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Wailea with Pool & Patio + Incredible Views

4.8
Outstanding (29 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony/Patio
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Condo  Wailea-Makena
May 2 - May 9
$295 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Family Friendly Condo in Wailea with Botanical Garden + Ocean Views

3.4
(65 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony/Patio
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Condo  Wailea-Makena
May 7 - May 14
-41%
$540
$320 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Entire Condo in Wailea with Complimentary Parking + Ocean View

4.9
Outstanding (88 ratings)
Wailea-Makena, Maui County, 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-Makena rental with full kitchen.

Condo  Wailea-Makena
May 21 - May 28
-34%
$192
$126 per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo in Wailea with Free Parking

4.1
Very good (26 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Kitchen
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Condo  Wailea-Makena
May 5 - May 12
-37%
$321
$201 per night
Condo ∙ 4 guests ∙ 2 bedrooms

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

4.1
Very good (16 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Kitchen
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Cottage  Wailea-Makena
Apr 19 - Apr 26
-49%
$395
$201 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage in Wailea with Yard, Patio & Grill + Ocean Views

4.8
Outstanding (40 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Kitchen
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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 15 - Jun 22
-54%
$317
$144 per night
Condo ∙ 2 guests ∙ 1 bedroom

Condo in Wailea with Private Balcony + Tropical View

4.1
Very good (59 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
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Condo  Wailea-Makena
Aug 21 - Aug 28
-46%
$301
$163 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea with Hot Tub, Grill & Pool

4.7
Excellent (17 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
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Condo  Wailea-Makena
May 6 - May 13
-34%
$499
$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-Makena, Maui County, Hawaii, United States
Air conditioning
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Best Vacation Home Deals in Wailea-Makena

Save up to 62%

Condo Wailea-Makena
Jul 6 - Jul 13
-26%
$528
$389 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Comfortable Condo in Wailea with Nice Pool + Ocean Views

4.8
Outstanding (105 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Villa Wailea-Makena
Apr 22 - Apr 29
-62%
$2,084
$794 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Gorgeous Villa in Wailea-Makena with Private Garage + Partial View + Next to Beach

4.8
Outstanding (84 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
May 9 - May 16
-40%
$334
$200 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea with Pool, Jacuzzi & Patio + Spectacular Views

4.7
Excellent (28 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Compare and find a vacation rental that fits your preferences among the 5,149 beautiful vacation rentals from 31 providers in Wailea-Makena. HomeToGo instantly presents you with the best offers by comparing all of the listed vacation homes in Wailea-Makena from 31 different providers.

Recommended Vacation Rentals in Wailea-Makena

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

Condo Wailea-Makena
Nov 13 - Nov 20
-47%
$797
$425 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea with Botanical Garden + Unbelievable View

4.8
Outstanding (96 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Sep 30 - Oct 7
-46%
$431
$233 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Wailea-Makena with Upper Pool

4.7
Excellent (130 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Villa Wailea-Makena
Mar 20 - Mar 27
$1,195 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Villa in Wailea with Grill, Patio & Pool

5.0
Outstanding (33 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Apr 13 - Apr 20
$450 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Wailea with Tropical Garden + Ocean View

4.8
Outstanding (124 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
May 16 - May 23
-42%
$823
$479 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Wailea with Grill, Pool & Yard + Garden Views

4.8
Outstanding (122 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Apr 25 - May 2
-48%
$579
$299 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea with Pool & Yard

4.6
Excellent (21 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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House Wailea-Makena
May 6 - May 13
$553 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Wailea with Botanical Garden + Spectacular View

5.0
Outstanding (118 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Mar 13 - Mar 20
$569 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo in Wailea with Botanical Garden + Ocean View

4.5
Excellent (14 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Nov 13 - Nov 20
$399 per night
Condo ∙ 8 guests ∙ 3 bedrooms

Family Friendly Beautiful Condo in Wailea with Pool + Ocean Views

4.6
Excellent (13 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Budget-friendly Vacation Rentals in Wailea-Makena

Find Fantastic yet Inexpensive Offers

Condo Wailea-Makena
Aug 21 - Aug 28
-49%
$390
$201 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea-Makena with Upper Pool

4.8
Outstanding (67 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
May 11 - May 18
-40%
$380
$227 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Charming Condo in Wailea with Pool, Yard & Grill + Spectacular Views

4.7
Excellent (28 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Nov 13 - Nov 20
-16%
$389
$327 per night
Condo ∙ 8 guests ∙ 1 bedroom

Charming Condo in Wailea with Grill & Pool + Beach Nearby

4.9
Outstanding (487 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

Condo Wailea-Makena
Sep 9 - Sep 16
-19%
$540
$435 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Pleasant Condo in Wailea with Patio, Grill & Pool + Grand Views

5.0
Outstanding (58 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Condo Wailea-Makena
Jun 29 - Jul 6
-19%
$519
$419 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Wailea with Pool & Grill + Ocean Views

4.9
Outstanding (55 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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House Wailea-Makena
Mar 13 - Mar 20
-43%
$2,999
$1,699 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Wailea with Beautiful Pool

5.0
Outstanding (39 ratings)
Wailea-Makena, Maui County, Hawaii, United States
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Popular Rental Amenities in Wailea-Makena

  • Pool (4,720)
  • Air conditioning (4,760)
  • Balcony/patio (2,128)
  • Kitchen (4,677)
  • WiFi (5,045)
  • Washing machine (4,286)
  • Parking (257)
  • TV (4,850)
  • Microwave (4,347)
  • No smoking (4,833)
  • Dishwasher (3,877)
  • Grill (3,608)

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 need a vacation home with air conditioning, 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 want a rental providing a crib. There are just 217 listed accommodations providing "Sauna" and 514 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 December (12/21 – 12/28), where prices are on average $871 a night. The week with the lowest average prices is in September (9/21 – 9/28).

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 February (2/15 – 2/22), with only 28% of the rentals available. People tend to travel less to Wailea-Makena during a week in September (9/14 – 9/21) when only 31% of the rentals are booked.

The Weather in Wailea-Makena

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63°
7 days 7
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12 days 12
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68°
12 days 12
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86°
70°
11 days 11
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88°
72°
10 days 10
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90°
73°
11 days 11
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9 days 9
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70°
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13 days 13
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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

Sun, 14 Apr
71°
71°

15%

0 h

9 mi/h

Mon, 15 Apr
69°
69°

15%

0 h

3 mi/h

Tue, 16 Apr
71°
69°

10%

6 h

4 mi/h

Wed, 17 Apr
73°
71°

10%

6 h

9 mi/h

Thu, 18 Apr
73°
71°

10%

6 h

13 mi/h

Fri, 19 Apr
73°
71°

10%

6 h

7 mi/h

Sat, 20 Apr
73°
73°

10%

1 h

8 mi/h

Accommodations for your vacation in Wailea-Makena

In Wailea-Makena, apartment rental are the most prevalent accommodation type. Interestingly, type of accommodation in particular, this specific type of property is $673 a night, with an average size of 83 m². Moreover, most apartment rental in Wailea-Makena can welcome 5 people, which makes it a wonderful vacation spot for medium-sized groups and families. Users interested in another type of acommodation can also compare many house rental, which are the second most popular accommodation type in Wailea-Makena. While apartment rental in Wailea-Makena have an average size of 83 m², house rental have an average size of 224 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 5,149 rentals
💳 Possible discounts up to 72%
🌙 Nightly prices starting at $143
⭐ Popular amenities Pool, Air conditioning and Balcony/Patio
🏊 Vacation rentals with pools 4,642 homes
4 reviews
Wailea-Makena vacation rentals have an average rating of 4.8/5 on 4 reviews left by travelers.

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 $143. If you are looking for a apartment rental, the nightly price is $673 on average. A house rental Wailea-Makena will cost on average $1,352 per night.

How many vacation rentals are available to book in Wailea-Makena?

Currently there are 5,149 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 4,642 vacation homes across 31 providers in Wailea-Makena.

Are pets allowed in vacation rentals in Wailea-Makena?

Absolutely, there are 49 vacation rentals in Wailea-Makena that allow dogs , with an average nightly cost of $2,009.

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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