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

Vacation rentals in Wailea-Makena

Browse 5,742 available vacation homes and compared across 29 trusted partners
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Guests
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Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Condo
    • House
    • Apartment

  • Distance to center

    • 1 mi
    • 2 mi
    • 3 mi

  • 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 most Recommended Vacation Rentals in Wailea-Makena

Discover your ideal Wailea-Makena vacation rental with real-time comparisons of 5,575 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Condo Wailea-Makena
Condo ∙ 4 guests ∙ 1 bedroom

Fully equipped pleasant condo with heated pool, jacuzzi & BBQ | Beach nearby

Wailea-Makena, Maui County, Hawaii, United States
from $207
per night
Outstanding(58 ratings)
from $207
per night
View deal
Condo Wailea-Makena
Condo ∙ 4 guests ∙ 1 bedroom

Condo with hot tub, terrace & garden | Good for workation

Wailea-Makena, Maui County, Hawaii, United States
from $186
per night
Outstanding(58 ratings)
from $186
per night
View deal
Condo Wailea-Makena
Condo ∙ 4 guests ∙ 2 bedrooms

Children-friendly condo with hot tub, barbecue & private pool | Close to the beach

Wailea-Makena, Maui County, Hawaii, United States
from $398
per night
Outstanding(6 ratings)
from $398
per night
View deal
Condo Wailea-Makena
Condo ∙ 8 guests ∙ 2 bedrooms

Fully equipped nice condo with grill & pool | Close to the beach

Wailea-Makena, Maui County, Hawaii, United States
from $345
per night
Outstanding(58 ratings)
from $345
per night
View deal
House Wailea-Makena
House ∙ 4 guests ∙ 2 bedrooms

Family-friendly charming house with pool, garden & BBQ | Close to the beach

Wailea-Makena, Maui County, Hawaii, United States
from $271
per night
Outstanding(53 ratings)
from $271
per night
View deal
House Wailea-Makena
House ∙ 6 guests ∙ 3 bedrooms

House with garden, hot tub & BBQ | Nature view

Wailea-Makena, Maui County, Hawaii, United States
from $1,038
per night
Outstanding(98 ratings)
from $1,038
per night
View deal
Villa Wailea-Makena
Villa ∙ 9 guests ∙ 4 bedrooms

Villa with garden, patio & grill

Wailea-Makena, Maui County, Hawaii, United States
from $1,045
per night
Outstanding(125 ratings)
from $1,045
per night
View deal
Condo Wailea-Makena
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with hot tub, garden & pool | Nature view

Wailea-Makena, Maui County, Hawaii, United States
from $574
per night
Excellent(190 ratings)
from $574
per night
View deal
Condo Wailea-Makena
Condo ∙ 4 guests ∙ 1 bedroom

Condo with patio, barbeque & garden

Wailea-Makena, Maui County, Hawaii, United States
from $164
per night
Very good(114 ratings)
from $164
per night
View deal
Cabin Wailea-Makena
Cabin ∙ 5 guests ∙ 2 bedrooms

Cottage with barbecue, yard & terrace

Wailea-Makena, Maui County, Hawaii, United States
from $298
per night
Excellent(44 ratings)
from $298
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with pool & grill | Nature view

Wailea-Makena, Maui County, Hawaii, United States
from $249
per night
Outstanding(3 ratings)
from $249
per night
View deal
House Wailea-Makena
House ∙ 12 guests ∙ 4 bedrooms

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

Wailea-Makena, Maui County, Hawaii, United States
from $2,161
per night
Outstanding(87 ratings)
from $2,161
per night
View deal
Condo Wailea-Makena
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with pool & BBQ

Wailea-Makena, Maui County, Hawaii, United States
from $441
per night
Very good(26 ratings)
from $441
per night
View deal
Condo Wailea-Makena
Condo ∙ 3 guests ∙ 1 bedroom

Fully equipped lovely condo with private pool, grill & terrace | Close to the beach

Wailea-Makena, Maui County, Hawaii, United States
from $206
per night
Outstanding(48 ratings)
from $206
per night
View deal
Villa Wailea-Makena
Villa ∙ 10 guests ∙ 3 bedrooms

Fully equipped big villa with barbeque, pool & jacuzzi | Next to the beach

Wailea-Makena, Maui County, Hawaii, United States
from $1,018
per night
Outstanding(91 ratings)
from $1,018
per night
View deal

Vacation homes and rentals with a yard

Condo Wailea-Makena
from $307
per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo with barbeque, jacuzzi & heated pool

Wailea-Makena, Maui County, Hawaii, United States
Yard
View deal
Condo Wailea-Makena
from $249
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Child-friendly condo with private pool, barbecue & garden | Beach nearby

4.8
Outstanding(193 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Yard
View deal
House Wailea-Makena
from $604
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with yard, patio & grill | Nature view

4.8
Outstanding(90 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Yard
View deal
See all offers

Vacation Rentals With Fireplaces

Villa Wailea-Makena
from $1,043
per night
Villa ∙ 7 guests ∙ 3 bedrooms

Child-friendly villa with terrace, hot tub & grill | Water view | Beach nearby | Perfect for remote work

5.0
Outstanding(13 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Fireplace
View deal
Villa Wailea-Makena
from $1,129
per night
Villa ∙ 6 guests ∙ 2 bedrooms

Family-friendly pleasant villa with pool, fast internet & barbecue | Garden view | Beach nearby | Perfect for remote work

5.0
Outstanding(4 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Fireplace
View deal
Villa Wailea-Makena
from $978
per night
Villa ∙ 7 guests ∙ 2 bedrooms

Villa with barbecue, jacuzzi & patio | Water view

5.0
Outstanding(7 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Fireplace
View deal
See all offers

Vacation rentals and apartments with air conditioning

House Wailea-Makena
from $281
per night
House ∙ 6 guests ∙ 2 bedrooms

Fully equipped ample house with patio, pool & garden | Next to the beach

4.6
Excellent(70 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
View deal
Condo Wailea-Makena
from $324
per night
Condo ∙ 5 guests ∙ 2 bedrooms

Children-friendly condo with heated pool, yard & barbeque | Mountain view | Beach nearby | Suitable for remote work

5.0
Outstanding(58 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
View deal
Villa Wailea-Makena
from $1,383
per night
Villa ∙ 8 guests ∙ 3 bedrooms

Fully equipped wonderful villa with heated pool, barbeque & jacuzzi | Close to the beach

5.0
Outstanding(118 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Wailea-Makena offering exceptional value for money

Condo Wailea-Makena
from $577
per night
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with patio, yard & BBQ

5.0
Outstanding(114 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
House Wailea-Makena
from $1,140
per night
House ∙ 10 guests ∙ 3 bedrooms

Child-friendly house with grill, patio & heated pool | Mountain view | Next to the beach | Suitable for remote work

4.9
Outstanding(38 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
from $516
per night
Condo ∙ 8 guests ∙ 3 bedrooms

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

4.9
Outstanding(121 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal

Top-Rated Vacation rentals in Wailea-Makena

Book the highest-rated Wailea-Makena vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Condo Wailea-Makena
from $241
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with pool, BBQ & patio

4.8
Outstanding(33 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
from $309
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with patio, pool & barbecue

4.5
Excellent(24 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Villa Wailea-Makena
from $1,015
per night
Villa ∙ 10 guests ∙ 3 bedrooms

Family-oriented big villa with barbecue, hot tub & pool | Next to the beach

4.9
Outstanding(148 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal

Discover real guest reviews to help you choose the perfect stay in Wailea-Makena

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 $1,107
per night
Condo ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(65 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 $384
per night
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 $287
per night
Condo ∙ 4 guests ∙ 1 bedroom
4.9
Outstanding(95 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal

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Popular Features & Amenities in Wailea-Makena

  • Pool (5,032)
  • Air conditioning (5,242)
  • Balcony/patio (2,361)
  • Kitchen (5,260)
  • WiFi (5,380)
  • Washing machine (4,293)
  • Parking (271)
  • TV (5,309)
  • Microwave (4,581)
  • No smoking (5,125)
  • Dishwasher (4,086)
  • Grill (3,930)

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 December (12/13 – 12/20), prices decrease to an average of $553 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 November (11/7 – 11/14). Only 14% of the rentals are still available. People tend to travel less to Wailea-Makena during a week in May (5/30 – 6/6) when only 27% 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 5,575 rentals
🌙 Nightly prices starting at $151
⭐ Popular amenities Pool, Air conditioning and Balcony/Patio
🏊 Vacation rentals with pools 4,944 homes
20 reviews
Wailea-Makena vacation rentals have an average rating of 4.4/5 on 20 reviews left by travelers.

Frequently Asked Questions

What is the typical nightly price for a vacation home in Wailea-Makena?

The price of a night's stay in Wailea-Makena starts at $151. Average prices for condos are $638 per night. Apartment rentals in Wailea-Makena cost on average $618 per night.

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

There are 5,575 vacation homes to choose from for your next trip.

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

Usually travelers look for Air conditioning, Pool, and Balcony/Patio when booking a vacation rental in Wailea-Makena.

How many vacation homes with pools are in Wailea-Makena?

Wailea-Makena has 4,944 Condo and Apartment rental on offer to rent.

Are pets allowed in vacation homes in Wailea-Makena?

If traveling with a dog in Wailea-Makena, 3% of vacation rentals allow pets.

Top cities to visit

The most popular districts and quarters in Wailea-Makena:

Similar vacation rentals nearby

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