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

Vacation rentals in Wailea-Makena

Browse 6,348 available vacation homes and compared across 30 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+

  • Popular amenities

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

  • Other Services

    • 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 6,348 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Condo Wailea-Makena
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with pool & grill | Beach view

Wailea-Makena, Maui County, Hawaii, United States
This Wailea condo features a pool, beach access, and a balcony with sea views, perfect for family getaways and events.
from $293
per night
Outstanding(13 ratings)
from $293
per night
View deal
Condo Wailea-Makena
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with pool, hot tub & grill | Water view

Wailea-Makena, Maui County, Hawaii, United States
This Wailea condo offers a pool, hot tub, sea views, and beach access, perfect for gatherings of up to eight guests.
from $538
per night
Outstanding(122 ratings)
from $538
per night
View deal
House Wailea-Makena
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with garden, terrace & grill | Suitable for remote work

Wailea-Makena, Maui County, Hawaii, United States
This Wailea house rental features a pool, hot tub, kitchen, yard, and beach access, accommodating up to 10 guests comfortably.
from $1,296
per night
Outstanding(107 ratings)
from $1,296
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with barbecue, heated pool & hot tub

Wailea-Makena, Maui County, Hawaii, United States
This Wailea condo features a heated pool, hot tub, kitchen, and balcony, perfectly accommodating up to six guests.
from $243
per night
Very good(89 ratings)
from $243
per night
View deal
House Wailea-Makena
House ∙ 5 guests ∙ 2 bedrooms

Children-friendly charming vacation home with barbeque & yard | Good for workation

Wailea-Makena, Maui County, Hawaii, United States
This Wailea house rental features a kitchen, yard, balcony, and parking, perfect for families seeking a memorable getaway.
from $609
per night
Outstanding(38 ratings)
from $609
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with heated pool & jacuzzi

Wailea-Makena, Maui County, Hawaii, United States
This Wailea-Makena condo features a heated pool, hot tub, kitchen, and balcony, perfect for a memorable getaway with friends.
from $307
per night
Outstanding(74 ratings)
from $307
per night
View deal
House Wailea-Makena
House ∙ 15 guests ∙ 5 bedrooms

Wonderful vacation home with barbeque & private pool | Good for workation | Pets are welcome

Wailea-Makena, Maui County, Hawaii, United States
This house rental in Wailea accommodates 15 guests, featuring a private pool, kitchen, and parking, welcoming pets for your stay.
from $343
per night
from $343
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with terrace, BBQ & pool | Suitable for remote work

Wailea-Makena, Maui County, Hawaii, United States
This waterfront condo in Wailea features a pool, kitchen, balcony, and beach access, accommodating up to six guests.
from $621
per night
Outstanding(10 ratings)
from $621
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 2 bedrooms

Fully equipped beautiful condo with heated pool, hot tub & barbecue | Nature view | 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 $300
per night
Good(34 ratings)
from $300
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with pool, hot tub & BBQ

Wailea-Makena, Maui County, Hawaii, United States
This Wailea condo features beach access, a pool, hot tub, kitchen, yard, and balcony, perfect for a memorable getaway for six.
from $837
per night
Excellent(39 ratings)
from $837
per night
View deal
Condo Wailea-Makena
Condo ∙ 4 guests ∙ 2 bedrooms

Children-friendly wonderful condo with pool & BBQ | Water view | Beach nearby

Wailea-Makena, Maui County, Hawaii, United States
This Wailea condo offers beach access, a pool, a kitchen, and a balcony with a sea view, perfect for family gatherings.
from $280
per night
Outstanding(115 ratings)
from $280
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 $411
per night
Excellent(23 ratings)
from $411
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 $264
per night
Outstanding(2 ratings)
from $264
per night
View deal
Condo Wailea-Makena
Condo ∙ 4 guests ∙ 1 bedroom

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

Wailea-Makena, Maui County, Hawaii, United States
This Wailea condo features a pool, kitchen, yard, and balcony, perfect for a memorable getaway with family or friends.
from $328
per night
from $328
per night
View deal
Condo Wailea-Makena
Condo ∙ 6 guests ∙ 2 bedrooms

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

Wailea-Makena, Maui County, Hawaii, United States
This Wailea condo offers pool access, a hot tub, a kitchen, and direct beach access, accommodating up to six guests.
from $886
per night
Outstanding(17 ratings)
from $886
per night
View deal

Vacation Houses With Pools

Condo Wailea-Makena
from $309
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with barbecue, pool & hot tub | Water view

4.9
Outstanding(23 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Pool
View deal
House Wailea-Makena
from $1,324
per night
House ∙ 10 guests ∙ 4 bedrooms

Child-friendly spacious house with terrace, private pool & hot tub | Nature view | Suitable for remote work

5.0
Outstanding(107 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Pool
View deal
Condo Wailea-Makena
from $269
per night
Condo ∙ 6 guests ∙ 2 bedrooms

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

4.8
Outstanding(95 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Pool
View deal
See all offers

Vacation rentals and apartments with air conditioning

Condo Wailea-Makena
from $306
per night
Condo ∙ 4 guests ∙ 1 bedroom

Family-oriented condo with garden, BBQ & pool | Garden view

5.0
Outstanding(11 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
View deal
Condo Wailea-Makena
from $300
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with BBQ & pool | Beach view

4.7
Excellent(73 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
View deal
Condo Wailea-Makena
from $322
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with pool, yard & grill | Water view

5.0
Outstanding(3 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Air conditioning
View deal
See all offers

Dog-Friendly Vacation Rentals

House Wailea-Makena
from $10,602
per night
House ∙ 10 guests ∙ 6 bedrooms

Family-oriented house with yard, private pool & barbeque | Next to the beach | Perfect for remote work | Pet-friendly

5.0
Outstanding(2 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Pet-friendly
View deal
Condo Wailea-Makena
from $229
per night
Condo ∙ 4 guests ∙ 1 bedroom

Children-friendly condo with pool, patio & hot tub | Close to the beach | Pets are welcome

5.0
Outstanding(6 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Pet-friendly
View deal
Condo Wailea-Makena
from $395
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with pool & grill

5.0
Outstanding(3 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Pet-friendly
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 $359
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Family-friendly condo with barbecue & pool | Beach view | Beach nearby

4.9
Outstanding(62 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
from $540
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Children-friendly condo with pool, jacuzzi & BBQ | Water view

4.9
Outstanding(185 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
from $252
per night
Condo ∙ 4 guests ∙ 1 bedroom

Family-friendly condo with hot tub, pool & barbecue | Water view | Beach nearby

4.9
Outstanding(127 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 $414
per night
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with patio, yard & BBQ | Nature view

5.0
Outstanding(129 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
from $338
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with pool & barbeque | Water view

4.9
Outstanding(113 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
from $1,084
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Children-friendly lovely condo with pool, barbecue & hot tub | Water view | Next to the beach

5.0
Outstanding(65 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 $1,080
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 $336
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 $171
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 (8/22 – 8/29), prices decrease to an average of $775 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 July (7/24 – 7/31). Only 17% of the rentals are still available. People tend to travel less to Wailea-Makena during a week in August (8/15 – 8/22) when only 11% 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 6,348 rentals
🌙 Nightly prices starting at $170
⭐ Popular amenities Pool, Air conditioning and Balcony/Patio
🏊 Vacation rentals with pools 5,452 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 $170. Average prices for condos are $677 per night. Apartment rentals in Wailea-Makena cost on average $1,260 per night.

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

There are 6,348 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 5,452 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:

Similar vacation rentals nearby

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