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

Vacation rentals in Wailea-Makena

Browse 6,504 available vacation homes and compared across 31 trusted partners
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  • 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+

  • 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
    • 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 6,519 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Condo Wailea-Makena
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with patio, grill & hot tub

Wailea-Makena, Maui County, Hawaii, United States
This Wailea-Makena condo features a heated pool, hot tub, beach access, and a balcony, accommodating up to six guests.
from $891
per night
Outstanding(76 ratings)
from $891
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 3 bedrooms

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

Wailea-Makena, Maui County, Hawaii, United States
This Wailea-Makena condo features a heated pool, spa, hot tub, and balcony, perfect for six guests seeking relaxation.
from $340
per night
Very good(32 ratings)
from $340
per night
View deal
Villa Wailea-Makena
Villa ∙ 6 guests ∙ 3 bedrooms

Fully equipped villa with sauna, terrace & grill | Next to the beach

Wailea-Makena, Maui County, Hawaii, United States
This Wailea villa features a heated pool, spa, hot tub, and balcony, perfect for a luxurious getaway with friends or family.
from $1,253
per night
Outstanding(54 ratings)
from $1,253
per night
View deal
Apartment Wailea-Makena
Apartment ∙ 6 guests ∙ 2 bedrooms

Family-oriented rental apartment with jacuzzi, patio & pool | Next to the beach

Wailea-Makena, Maui County, Hawaii, United States
This Wailea apartment features a pool, hot tub, kitchen, and balcony, perfect for families seeking relaxation and adventure.
from $422
per night
Outstanding(5 ratings)
from $422
per night
View deal
Villa Wailea-Makena
Villa ∙ 9 guests ∙ 4 bedrooms

Villa with garden, patio & grill

Wailea-Makena, Maui County, Hawaii, United States
This villa in Wailea features a pool, hot tub, and beach access, perfect for family gatherings by the waterfront.
from $1,113
per night
Outstanding(130 ratings)
from $1,113
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 3 bedrooms

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

Wailea-Makena, Maui County, Hawaii, United States
This Wailea condo features a heated pool, balcony, and kitchen, perfect for families seeking a relaxing getaway.
from $318
per night
Outstanding(173 ratings)
from $318
per night
View deal
Villa Wailea-Makena
Villa ∙ 10 guests ∙ 3 bedrooms

Family-oriented villa with pool, patio & jacuzzi | Beach nearby

Wailea-Makena, Maui County, Hawaii, United States
This Wailea villa features a pool, hot tub, and kitchen, accommodating up to 10 guests for an unforgettable family getaway.
from $1,199
per night
Outstanding(3 ratings)
from $1,199
per night
View deal
Villa Wailea-Makena
Villa ∙ 7 guests ∙ 2 bedrooms

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

Wailea-Makena, Maui County, Hawaii, United States
This Wailea villa features beach access, a heated pool, spa, and a hot tub, perfect for a getaway with family or friends.
from $1,046
per night
Outstanding(79 ratings)
from $1,046
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 2 bedrooms

Family-friendly condo with yard, pool & barbeque | Close to the beach

Wailea-Makena, Maui County, Hawaii, United States
This Wailea house rental features a pool, waterfront access, and a balcony, perfect for families seeking a memorable getaway.
from $540
per night
Outstanding(13 ratings)
from $540
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with pool, yard & grill | Water view

Wailea-Makena, Maui County, Hawaii, United States
from $261
per night
Outstanding(3 ratings)
from $261
per night
View deal
Condo Wailea-Makena
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with barbeque & pool | Beach view

Wailea-Makena, Maui County, Hawaii, United States
This Wailea condo features a pool, kitchen, balcony, and beach access, perfect for family events and stunning sea views.
from $408
per night
Excellent(23 ratings)
from $408
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 2 bedrooms

Child-friendly condo with pool & garden | Beach nearby

Wailea-Makena, Maui County, Hawaii, United States
This Wailea condo features beach access, a pool, and a balcony, making it perfect for family gatherings and events.
from $277
per night
Outstanding(2 ratings)
from $277
per night
View deal
Condo Wailea-Makena
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with pool & BBQ

Wailea-Makena, Maui County, Hawaii, United States
This Wailea-Makena condo features a pool, kitchen, and parking, perfect for accommodating up to 8 guests for a memorable stay.
from $460
per night
Excellent(3 ratings)
from $460
per night
View deal
Condo Wailea-Makena
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped wonderful condo with jacuzzi, grill & pool | Next to the beach

Wailea-Makena, Maui County, Hawaii, United States
This Wailea condo features a pool, kitchen, hot tub, balcony, and parking, accommodating up to eight guests for a perfect getaway.
from $485
per night
Outstanding(108 ratings)
from $485
per night
View deal
Condo Wailea-Makena
Condo ∙ 7 guests ∙ 2 bedrooms

Condo with barbeque, garden & patio | Mountain view

Wailea-Makena, Maui County, Hawaii, United States
This Wailea condo features a pool, hot tub, balcony with mountain views, and family-friendly amenities for up to seven guests.
from $562
per night
Outstanding(2 ratings)
from $562
per night
View deal

Vacation rentals and apartments with air conditioning

Condo Wailea-Makena
from $543
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Family-oriented spacious condo with grill, pool & jacuzzi | Water view | Suitable for remote work

4.8
Outstanding(71 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
View deal
House Wailea-Makena
from $1,835
per night
House ∙ 12 guests ∙ 4 bedrooms

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

5.0
Outstanding(97 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
View deal
Condo Wailea-Makena
from $430
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with terrace, heated pool & jacuzzi | Nature view

4.4
Very good(32 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Condo Wailea-Makena
from $260
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with terrace, barbeque & private pool | Mountain view

4.9
Outstanding(91 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony/Patio
View deal
Condo Wailea-Makena
from $384
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Family-oriented condo with grill, terrace & garden | Close to the beach

3.7
Good(70 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony/Patio
View deal
Condo Wailea-Makena
from $310
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with barbecue, yard & patio | Nature view | Suitable for remote work

4.8
Outstanding(252 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony/Patio
View deal
See all offers

Vacation rentals with a balcony

Apartment Wailea-Makena
from $222
per night
Apartment ∙ 4 guests ∙ 1 bedroom

Family-oriented lovely rental apartment with barbecue, hot tub & pool | Suitable for remote work

Wailea-Makena, Maui County, Hawaii, United States
Balcony
View deal
Condo Wailea-Makena
from $305
per night
Condo ∙ 3 guests ∙ 1 bedroom

Condo with heated pool & barbecue | Sea view

5.0
Outstanding(3 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony
View deal
Condo Wailea-Makena
from $572
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Family-friendly condo with grill, hot tub & heated pool | Beach nearby | Good for workation

4.9
Outstanding(10 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony
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 $552
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Family-friendly condo with barbecue, hot tub & heated pool

4.9
Outstanding(90 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
from $782
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with hot tub, BBQ & garden | Nature view

5.0
Outstanding(31 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
from $319
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped condo with terrace, pool & grill | Nature view | Close to the beach

4.8
Outstanding(116 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 $314
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Child-friendly condo with heated pool, terrace & barbeque | Beach nearby

5.0
Outstanding(1 rating)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Villa Wailea-Makena
from $1,096
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
Condo Wailea-Makena
from $572
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Children-friendly pleasant condo with terrace, jacuzzi & barbecue | Suitable for remote work

4.9
Outstanding(76 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 $1,213
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 $400
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 $238
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 (5,079)
  • Air conditioning (5,257)
  • Balcony/patio (2,361)
  • Kitchen (5,244)
  • WiFi (5,317)
  • Washing machine (4,475)
  • Parking (265)
  • TV (5,307)
  • Microwave (4,502)
  • No smoking (5,120)
  • Dishwasher (4,068)
  • Grill (3,914)

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, one-third 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 February (2/6 – 2/13) However, in August (8/29 – 9/5), prices decrease to an average of $714 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 April (4/17 – 4/24). Only 24% of the rentals are still available. People tend to travel less to Wailea-Makena during a week in September (9/19 – 9/26) when only 18% 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 6,519 rentals
🌙 Nightly prices starting at $216
⭐ Popular amenities Pool, Air conditioning and Balcony/Patio
🏊 Vacation rentals with pools 5,630 homes
30 reviews
Wailea-Makena vacation rentals have an average rating of 4.6/5 on 30 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 $216. Average prices for condos are $645 per night. Apartment rentals in Wailea-Makena cost on average $787 per night.

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

There are 6,519 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 5,630 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, 2% of vacation rentals allow pets.

Top cities to visit

The most popular districts and quarters in Wailea-Makena:

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