Wailea-Makena Vacation Rentals

Compare 7,449 available properties from 32 providers
Wailea-Makena
Save up to 41%

Best Vacation Home Deals in Wailea-Makena

-41%
e.g. 9/28 - 10/5
House ∙ 2 guests ∙ 1 bedroom
Wailea-Makena, Maui County, Hawaii, United States
from $248 $421
Vacation Rental Pros
5.0
View deal
-39%
e.g. 5/11 - 5/18
House ∙ 4 guests ∙ 1 bedroom
Wailea-Makena, Maui County, Hawaii, United States
from $168 $275
Vacation Rental Pros
View deal
-31%
e.g. 5/11 - 5/18
House ∙ 4 guests ∙ 1 bedroom
Wailea-Makena, Maui County, Hawaii, United States
from $257 $373
Vacation Rental Pros
4.9
View deal

Compare and find a vacation rental that fits your preferences among the 7,449 beautiful vacation rentals from 32 providers in Wailea-Makena. HomeToGo instantly presents you with the best offers by comparing all of the listed acommodations in Wailea-Makena from 32 different providers.

Recommended Vacation Rentals in Wailea-Makena

Rent a vacation accommodation in Wailea-Makena: from $96 per night

Apartment ∙ 4 guests ∙ 1 bedroom
Kihei, Maui County, Hawaii, United States
from $185
VRBO
4.6
View deal
Apartment ∙ 4 guests ∙ 1 bedroom
Kihei, Maui County, Hawaii, United States
from $100
VRBO
4.0
View deal
Apartment ∙ 4 guests ∙ 1 bedroom
Kihei, Maui County, Hawaii, United States
from $99
VRBO
4.5
View deal
Apartment ∙ 4 guests ∙ 1 bedroom
Kihei, Maui County, Hawaii, United States
from $153
VRBO
4.0
View deal
Apartment ∙ 4 guests ∙ 1 bedroom
Kihei, Maui County, Hawaii, United States
from $214
VRBO
4.7
View deal
Apartment ∙ 2 guests
Wailea-Makena, Maui County, Hawaii, United States
from $187
VRBO
4.6
View deal
Apartment ∙ 2 guests
Wailea-Makena, Maui County, Hawaii, United States
from $155
VRBO
4.8
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Apartment ∙ 4 guests ∙ 1 bedroom
Wailea-Makena, Maui County, Hawaii, United States
from $110
VRBO
4.5
View deal
Apartment ∙ 4 guests ∙ 1 bedroom
Wailea-Makena, Maui County, Hawaii, United States
from $225
VRBO
4.4
View deal
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Vacation Houses With Pools

Pool
Apartment ∙ 2 guests ∙ 1 bedroom
Wailea-Makena, Maui County, Hawaii, United States
from $115
VRBO
4.8
View deal
Pool
Apartment ∙ 4 guests ∙ 1 bedroom
Wailea-Makena, Maui County, Hawaii, United States
from $100
VRBO
4.4
View deal
Pool
Apartment ∙ 4 guests ∙ 1 bedroom
Wailea-Makena, Maui County, Hawaii, United States
from $403
VRBO
4.0
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Vacation Homes With Fishing Spots Nearby

Fishing
Apartment ∙ 4 guests ∙ 1 bedroom
Wailea-Makena, Maui County, Hawaii, United States
from $314
VRBO
5.0
View deal
Fishing
Apartment ∙ 2 guests ∙ 1 bedroom
Wailea-Makena, Maui County, Hawaii, United States
from $99
VRBO
4.9
View deal
Fishing
Apartment ∙ 4 guests ∙ 1 bedroom
Wailea-Makena, Maui County, Hawaii, United States
from $155
VRBO
5.0
View deal
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Apartments With Balconies or Patios

Balcony/Patio
Apartment ∙ 4 guests ∙ 2 bedrooms
Wailea-Makena, Maui County, Hawaii, United States
from $252
VRBO
4.7
View deal
Balcony/Patio
Apartment ∙ 4 guests ∙ 1 bedroom
Wailea-Makena, Maui County, Hawaii, United States
from $99
VRBO
4.5
View deal
Balcony/Patio
Apartment ∙ 6 guests ∙ 2 bedrooms
Kihei, Maui County, Hawaii, United States
from $99
VRBO
4.7
View deal
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Popular Rental Amenities in Wailea-Makena

  • Kitchen (5,909)
  • Internet (5,690)
  • TV (5,452)
  • No smoking (5,263)
  • Microwave (5,215)
  • Pool (5,079)
  • Dishwasher (5,054)
  • Washer (4,920)
  • Grill (4,747)
  • AC (4,723)
  • No pets (4,334)
  • Parking (4,246)
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 want to tune out with some TV time or you can't imagine a vacation without internet, as most accommodations include "TVs" or "internet." Plan your vacation in advance if you want a rental with a fireplace or you travel with your pet. There are just 15 listed accommodations providing "fireplaces" and 36 accommodations with "Pets Allowed."

Price and Availability Index in Wailea-Makena

Vacation Rental Price Information in Wailea-Makena

The graph shows average prices of rental prices in Wailea-Makena for the next twelve months. Wailea-Makena is more expensive in February (2/2 - 2/9), where prices are on average $446 a night. The week with the lowest average prices is in August (8/10 - 8/17).

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 (12/22 - 12/29), with only 5% of the rentals available. People tend to travel less to Wailea-Makena during a week in July (7/27 - 8/3) when only 14% of the rentals are booked.

The Weather in Wailea-Makena

81°
63°
82°
64°
81°
64°
84°
68°
86°
68°
86°
70°
88°
72°
90°
73°
90°
72°
88°
70°
84°
68°
82°
66°
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 89° However, temperatures can go lower than 62° in Wailea-Makena in January. The rainiest month is August while the driest month is January.

Accommodations in Wailea-Makena

In Wailea-Makena, apartment rentals are the most prevalent accommodation type. Interestingly, type of accommodation in particular, this specific type of property is $384 a night, with an average size of 920 ft². Moreover, most apartment rentals 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 rentals, which are the second most popular accommodation type in Wailea-Makena. While apartment rentals in Wailea-Makena have an average size of 920 ft², house rentals have an average size of 2,450 ft².

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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Food & Drinks

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.

Nightlife

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.

Local Events

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.

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Wailea-Makena VRBO Vacation Rentals in Wailea-Makena HomeAway Vacation Rentals in Wailea-Makena TripAdvisor Vacation Rentals in Wailea-Makena VacationRentals.com Vacation Rentals in Wailea-Makena HouseTrip Vacation Rentals in Wailea-Makena FlipKey Vacation Rentals in Wailea-Makena 9flats.com Vacation Rentals in Wailea-Makena VaycayHero Vacation Rentals in Wailea-Makena PerfectPlaces.com 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 Bedycasa Vacation Rentals in Wailea-Makena Novasol Vacation Rentals in Wailea-Makena HomeEscape Vacation Rentals in Wailea-Makena

Vacation Destinations Near Wailea-Makena

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