Vacation rentals in Wailea-Makena - HomeToGo base64Hash Vacation rentals in Wailea-Makena - HomeToGo

Vacation rentals in Wailea-Makena

Find 5,542 available vacation homes from 32 partners
Anytime
Guests
Anytime
Guests

  • 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+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • Air conditioning
    • Balcony/patio
    • Kitchen
    • WiFi
    • Washing machine
    • Parking
    • TV
    • Microwave
    • Dishwasher
    • Hot tub
    • Yard
    • Fireplace
    • Crib
    • Sauna
    Show more

  • Accommodation type

    • No smoking
    • No pets
    • Pet-friendly
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended vacation rentals in Wailea-Makena

Find your perfect vacation rental in Wailea-Makena from just $232 per night!

Condo Wailea-Makena
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with pool, barbeque & terrace

Wailea-Makena, Maui County, Hawaii, United States
from $654
per night
Outstanding(123 ratings)
from $654
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 2 bedrooms

Child-friendly wonderful condo with patio, hot tub & BBQ | City view | Beach nearby

Wailea-Makena, Maui County, Hawaii, United States
from $597
per night
Outstanding(30 ratings)
from $597
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with barbecue, hot tub & patio

Wailea-Makena, Maui County, Hawaii, United States
from $414
per night
Outstanding(107 ratings)
from $414
per night
View deal
House Wailea-Makena
House ∙ 7 guests ∙ 2 bedrooms

Vacation home with patio, heated pool & BBQ

Wailea-Makena, Maui County, Hawaii, United States
from $392
per night
(58 ratings)
from $392
per night
View deal
Villa Wailea-Makena
Villa ∙ 7 guests ∙ 2 bedrooms

Fully equipped nice villa with hot tub, terrace & barbeque | Nature view | Beach nearby | Good for workation

Wailea-Makena, Maui County, Hawaii, United States
from $975
per night
Outstanding(75 ratings)
from $975
per night
View deal
Condo Wailea-Makena
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped ample condo with BBQ, jacuzzi & pool

Wailea-Makena, Maui County, Hawaii, United States
from $490
per night
Outstanding(91 ratings)
from $490
per night
View deal
Condo Wailea-Makena
Condo ∙ 5 guests ∙ 2 bedrooms

Children-friendly condo with yard, patio & grill | Mountain view | Beach nearby | Perfect for remote work

Wailea-Makena, Maui County, Hawaii, United States
from $233
per night
Outstanding(122 ratings)
from $233
per night
View deal
Condo Wailea-Makena
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with pool, garden & patio

Wailea-Makena, Maui County, Hawaii, United States
from $603
per night
Outstanding(126 ratings)
from $603
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 2 bedrooms

Fully equipped condo with BBQ & pool | Close to the beach

Wailea-Makena, Maui County, Hawaii, United States
from $352
per night
Outstanding(75 ratings)
from $352
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 2 bedrooms

Fully equipped beautiful condo with hot tub, pool & BBQ | Next to the beach

Wailea-Makena, Maui County, Hawaii, United States
from $316
per night
Outstanding(67 ratings)
from $316
per night
View deal
House Wailea-Makena
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly vacation home with jacuzzi, garden & BBQ | Perfect for remote work

Wailea-Makena, Maui County, Hawaii, United States
from $798
per night
Outstanding(162 ratings)
from $798
per night
View deal
Condo Wailea-Makena
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with jacuzzi, BBQ & garden

Wailea-Makena, Maui County, Hawaii, United States
from $2,120
per night
Excellent(49 ratings)
from $2,120
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with pool, garden & barbecue | Suitable for remote work

Wailea-Makena, Maui County, Hawaii, United States
from $279
per night
Outstanding(72 ratings)
from $279
per night
View deal
Condo Wailea-Makena
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with pool, hot tub & terrace | Next to the beach

Wailea-Makena, Maui County, Hawaii, United States
from $518
per night
Outstanding(116 ratings)
from $518
per night
View deal
House Wailea-Makena
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with hot tub & private pool | Nature view

Wailea-Makena, Maui County, Hawaii, United States
from $699
per night
from $699
per night
View deal

Vacation rentals and apartments with air conditioning

Condo Wailea-Makena
from $826
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Fully equipped wonderful condo with hot tub, yard & heated pool | Next to the beach

4.9
Outstanding(33 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
View deal
Condo Wailea-Makena
from $246
per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo with barbecue, heated pool & garden | Mountain view

4.9
Outstanding(91 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
View deal
Condo Wailea-Makena
from $476
per night
Condo ∙ 8 guests ∙ 2 bedrooms

Condo with barbecue, hot tub & patio | Nature view

5.0
Outstanding(5 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

House Wailea-Makena
from $2,162
per night
House ∙ 12 guests ∙ 4 bedrooms

Vacation home with yard, terrace & private pool | Mountain view | Perfect for remote work

5.0
Outstanding(80 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony/Patio
View deal
Condo Wailea-Makena
from $342
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Family-friendly nice condo with terrace, yard & jacuzzi | City view | Good for workation

5.0
Outstanding(113 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony/Patio
View deal
House Wailea-Makena
from $479
per night
House ∙ 6 guests ∙ 3 bedrooms

Fully equipped vacation home with yard, patio & grill | Nature view | Next to the beach

4.7
Excellent(63 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony/Patio
View deal
See all offers

Vacation rentals with a balcony

Condo Wailea-Makena
from $226
per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo with BBQ, pool & jacuzzi | Nature view

Wailea-Makena, Maui County, Hawaii, United States
Balcony
View deal
Condo Wailea-Makena
from $339
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Fully equipped charming condo with terrace, yard & pool | Close to the beach

4.7
Excellent(115 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony
View deal
Condo Wailea-Makena
from $365
per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo with BBQ, pool & jacuzzi | Nature view

4.8
Outstanding(42 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony
View deal
See all offers

Budget-friendly Vacation Rentals in Wailea-Makena

Find Fantastic yet Inexpensive Offers

House Wailea-Makena
from $1,108
per night
House ∙ 4 guests ∙ 2 bedrooms

Family-oriented ample house with BBQ, garden & jacuzzi | Mountain view

5.0
Outstanding(97 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
from $367
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with garden, barbecue & hot tub

4.8
Outstanding(41 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
from $388
per night
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with patio, yard & BBQ | Nature view

4.9
Outstanding(109 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal

Top-Rated Rentals and Accommodations in Wailea-Makena

Book Vacation Rental Offers with the Highest User Rating

Condo Wailea-Makena
from $579
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with hot tub, garden & pool | Nature view

4.6
Excellent(190 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
from $296
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Family-oriented condo with heated pool, garden & BBQ | Nature view | Beach nearby

5.0
Outstanding(163 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
from $337
per night
Condo ∙ 8 guests ∙ 2 bedrooms

Family-oriented condo with patio & pool | Nature view

4.8
Outstanding(151 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal

Customer ratings and reviews

How are reviews collected?
Robert M.
Guest verified by HomeToGo

Great place, everything you need and want for you stay. Living area and Master bedroom views great.

Reviewed on 9/25/2024 | Group
Condo Wailea-Makena
from $1,117
per night
HomeToGo
Condo ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding(49 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Kerry H.
Guest verified by HomeToGo

We loved this condo for our family of four (2 teenage boys). It had enough space for us to spread out. The location is perfect! Easy access to the beach, town and the most amazing spot to watch the sunset! Someone in the reviews mentioned road noise, I live in a rural quiet place and was a bit worried, but it was not an issue at all!

Reviewed on 10/30/2023 | Family
Condo Wailea-Makena
from $416
per night
HomeToGo
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding(113 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
David M.
Guest verified by HomeToGo

A great clean affordable option for a week away. Many options within walking distance and everything you need to enjoy your stay is supplied.

Reviewed on 10/27/2023 | Couple
Condo Wailea-Makena
from $208
per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
4.9
Outstanding(95 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal

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Popular Rental Amenities in Wailea-Makena

  • Pool (5,037)
  • Air conditioning (5,010)
  • Balcony/patio (2,032)
  • Kitchen (5,096)
  • WiFi (5,257)
  • Washing machine (4,563)
  • Parking (266)
  • TV (5,133)
  • Microwave (4,284)
  • No smoking (4,955)
  • Dishwasher (3,810)
  • Grill (3,712)

You will find a great selection of accommodations to choose from if you are looking for a rental including a pool in Wailea-Makena. Also, more Condo have pools than any other type of accommodation. They are a great choice if you go in a group of 5, as that is the number of people they can usually accommodate. If you would also like to be close to the water, nearly half of the accommodations providing a pool are within 2 miles of the waterfront.

Price and Availability Index in Wailea-Makena

Click on any bar to see price and availability information

Vacation Rental Price Information in Wailea-Makena

We gathered the average prices for accommodations in Wailea-Makena for the next year. The most expensive month to visit Wailea-Makena is March (3/14 – 3/21) However, in August (8/23 – 8/30), prices decrease to an average of $524 per night.

Rental availability information in Wailea-Makena

The graph above shows the typical availability of vacation rentals in Wailea-Makena. The week with the highest booking rate is in June (6/6 – 6/13). Only 10% of the rentals are still available. People tend to travel less to Wailea-Makena during a week in October (10/4 – 10/11) when only 41% of the rentals are booked.

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.

Information about vacation rentals in Wailea-Makena

🏡 Vacation rentals available 5,542 rentals
🌙 Nightly prices starting at $232
⭐ Popular amenities Pool, Air conditioning and Balcony/Patio
🏊 Vacation rentals with pools 5,021 homes
16 reviews
Wailea-Makena vacation rentals have an average rating of 4.3/5 on 16 reviews left by travelers.

Frequently Asked Questions

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

The price of a night's stay in Wailea-Makena starts at $232. Nightly prices for condos are $603 on average. Apartment rentals in Wailea-Makena cost on average $526 per night.

How many vacation rentals are available for booking in Wailea-Makena?

There are 5,542 vacation homes available for booking for your vacation.

What amenities are most popular for vacation homes in Wailea-Makena?

Three most popular amenities for home rentals in Wailea-Makena include accommodations with: Air conditioning, Pool, and Balcony/Patio.

How many vacation rentals with a pool are there in Wailea-Makena?

Wailea-Makena offers 5,021 Condo and Apartment rental options on offer to rent.

Are pets allowed in vacation rentals in Wailea-Makena?

In case if you are traveling with a dog in Wailea-Makena - 5% of vacation homes are pet-friendly.

What's the best month to travel to Wailea-Makena?

Wailea-Makena has its warmest time of year in August and September, with average nightly prices of $232.

Top cities to visit

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The most popular districts and quarters in Wailea-Makena:

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