Wailea-Makena Vacation Rentals - HomeToGo base64Hash Wailea-Makena Vacation Rentals - HomeToGo

Wailea-Makena Vacation Rentals

Find 6,948 available house rentals from 29 partners
Anytime
1 guest
Anytime
1 guest

  • 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
    • 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 $185 per night!

Condo Wailea-Makena
Oct 19 - Oct 26
Condo ∙ 4 guests ∙ 2 bedrooms

Child-friendly condo with grill, pool & jacuzzi | Nature view

Wailea-Makena, Maui County, Hawaii, United States
$187
per night
Outstanding(164 ratings)
$187
per night
View deal
Condo Wailea-Makena
Aug 20 - Aug 27
Condo ∙ 6 guests ∙ 3 bedrooms

Child-friendly nice condo with BBQ, heated pool & yard | Mountain view | Close to the beach | Suitable for remote work

Wailea-Makena, Maui County, Hawaii, United States
$437
per night
Outstanding(24 ratings)
$437
per night
View deal
House Wailea-Makena
May 3 - May 10
House ∙ 6 guests ∙ 3 bedrooms

Child-friendly vacation home with yard, BBQ & terrace | Mountain view | Perfect for remote work

Wailea-Makena, Maui County, Hawaii, United States
$612
per night
Outstanding(47 ratings)
$612
per night
View deal
Condo Wailea-Makena
-23%
May 21 - May 28
Condo ∙ 8 guests ∙ 4 bedrooms

Children-friendly condo with BBQ & pool | Next to the beach | Dogs allowed

Wailea-Makena, Maui County, Hawaii, United States
$368$282
per night
(2 ratings)
$368$282
per night
View deal
Condo Wailea-Makena
-30%
Nov 16 - Nov 23
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with BBQ, pool & hot tub

Wailea-Makena, Maui County, Hawaii, United States
$425$297
per night
Outstanding(60 ratings)
$425$297
per night
View deal
Condo Wailea-Makena
Nov 8 - Nov 15
Condo ∙ 6 guests ∙ 3 bedrooms

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

Wailea-Makena, Maui County, Hawaii, United States
$248
per night
Outstanding(171 ratings)
$248
per night
View deal
House Wailea-Makena
Jun 29 - Jul 6
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly vacation home with jacuzzi, garden & BBQ

Wailea-Makena, Maui County, Hawaii, United States
$689
per night
Outstanding(155 ratings)
$689
per night
View deal
Condo Wailea-Makena
-28%
Sep 12 - Sep 19
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with pool, terrace & barbeque | City view

Wailea-Makena, Maui County, Hawaii, United States
$689$499
per night
Excellent(21 ratings)
$689$499
per night
View deal
House Wailea-Makena
Feb 21 - Feb 28
House ∙ 6 guests ∙ 3 bedrooms

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

Wailea-Makena, Maui County, Hawaii, United States
$495
per night
Excellent(63 ratings)
$495
per night
View deal
House Wailea-Makena
-29%
Oct 18 - Oct 25
House ∙ 6 guests ∙ 3 bedrooms

House with garden & barbeque

Wailea-Makena, Maui County, Hawaii, United States
$695$495
per night
Outstanding(59 ratings)
$695$495
per night
View deal
House Wailea-Makena
May 21 - May 28
House ∙ 7 guests ∙ 3 bedrooms

House with terrace, garden & private pool | Suitable for remote work

Wailea-Makena, Maui County, Hawaii, United States
$570
per night
Outstanding(90 ratings)
$570
per night
View deal
Condo Wailea-Makena
-25%
Sep 12 - Sep 19
Condo ∙ 8 guests ∙ 4 bedrooms

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

Wailea-Makena, Maui County, Hawaii, United States
$722$544
per night
Outstanding(97 ratings)
$722$544
per night
View deal
Condo Wailea-Makena
Jun 13 - Jun 20
Condo ∙ 4 guests ∙ 2 bedrooms

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

Wailea-Makena, Maui County, Hawaii, United States
$175
per night
Outstanding(206 ratings)
$175
per night
View deal
Condo Wailea-Makena
-71%
Sep 2 - Sep 9
Condo ∙ 8 guests ∙ 3 bedrooms

Family-friendly nice condo with terrace, barbecue & pool | Nature view

Wailea-Makena, Maui County, Hawaii, United States
$1,337$385
per night
Outstanding(212 ratings)
$1,337$385
per night
View deal
Condo Wailea-Makena
May 3 - May 10
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with pool, BBQ & terrace

Wailea-Makena, Maui County, Hawaii, United States
$575
per night
Outstanding(91 ratings)
$575
per night
View deal

Apartments With Balconies or Patios

Cottage Wailea-Makena
May 1 - May 8
-55%
$566
$269
per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Cottage with garden, patio & BBQ

4.8
Outstanding(41 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony/Patio
View deal
Condo Wailea-Makena
May 18 - May 25
$397
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with BBQ, pool & patio | Nature view

5.0
Outstanding(49 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony/Patio
View deal
Condo Wailea-Makena
May 28 - Jun 4
$350
per night
Condo ∙ 4 guests ∙ 1 bedroom

Fully equipped beautiful condo with BBQ, yard & pool | Beach nearby

5.0
Outstanding(51 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony/Patio
View deal
See all offers

Best vacation rentals with a balcony

Condo Wailea-Makena
May 18 - May 25
$344
per night
Condo ∙ 4 guests ∙ 2 bedrooms

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

4.9
Outstanding(89 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony
View deal
Condo Wailea-Makena
Feb 28 - Mar 7
-34%
$496
$308
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped condo with garden, BBQ & terrace | Mountain view | Beach nearby | Good for workation

5.0
Outstanding(2 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony
View deal
Resort Wailea-Makena
Jul 19 - Jul 26
$185
per night
Resort ∙ 4 guests ∙ 1 bedroom

Fully equipped beautiful resort with patio & pool | Beach nearby

3.5
Good(2 ratings)
Wailea-Makena, Maui County, Hawaii, United States
Balcony
View deal
See all offers

Best Vacation Home Deals in Wailea-Makena

Save up to 36%

Condo Wailea-Makena
Apr 7 - Apr 14
-32%
$505
$243
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Beautiful Condo with Pool, Hot Tub & Terrace | Beach Nearby

4.2
Very good(27 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
Jul 19 - Jul 26
-36%
$749
$458
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Pool, Barbecue & Terrace | Nature View

5.0
Outstanding(6 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
Nov 15 - Nov 22
-31%
$699
$578
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped condo with yard, heated pool & barbeque | Mountain view

5.0
Outstanding(95 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal

Choose a rental that meets your preferences among the 6,948 fantastic accommodations from 29 vacation rental websites in Wailea-Makena. HomeToGo, a vacation rental search engine, immediately sorts all of these accommodations so you can save up to 58%!

Budget-friendly Vacation Rentals in Wailea-Makena

Find Fantastic yet Inexpensive Offers

House Wailea-Makena
May 14 - May 21
$1,034
per night
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly house with garden, terrace & jacuzzi

5.0
Outstanding(155 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
Aug 24 - Aug 31
-28%
$762
$565
per night
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with pool, garden & patio

4.8
Outstanding(124 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
Apr 21 - Apr 28
-24%
$452
$357
per night
Condo ∙ 6 guests ∙ 3 bedrooms

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

4.9
Outstanding(69 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
Sep 6 - Sep 13
-31%
$373
$270
per night
Condo ∙ 6 guests ∙ 3 bedrooms

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

5.0
Outstanding(61 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
May 7 - May 14
$487
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with yard, heated pool & patio | Mountain view

4.9
Outstanding(53 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
Condo Wailea-Makena
Jun 12 - Jun 19
$401
per night
Condo ∙ 6 guests ∙ 3 bedrooms

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

4.9
Outstanding(36 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 $953
per night
HomeToGo
Condo ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding(49 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
from $953
per night
Condo ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding(49 ratings)
Wailea-Makena, Maui County, Hawaii, United States
HomeToGo
View deal
Terry H.
Guest verified by HomeToGo

A beautiful condo in a perfect location for our relaxing Maui vacation. Accommodations were lovely and amenities were bountiful. We felt like we had our own private beach only a couple minute walk from our front door. We would definitely stay here again!

Reviewed on 1/29/2024 | Family
Condo Wailea-Makena
from $1,002
per night
HomeToGo
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding(2 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
from $1,002
per night
Condo ∙ 6 guests ∙ 2 bedrooms
5.0
Outstanding(2 ratings)
Wailea-Makena, Maui County, Hawaii, United States
HomeToGo
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 $450
per night
HomeToGo
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding(113 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
from $450
per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding(113 ratings)
Wailea-Makena, Maui County, Hawaii, United States
HomeToGo
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 $247
per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
4.9
Outstanding(95 ratings)
Wailea-Makena, Maui County, Hawaii, United States
View deal
from $247
per night
Condo ∙ 4 guests ∙ 1 bedroom
4.9
Outstanding(95 ratings)
Wailea-Makena, Maui County, Hawaii, United States
HomeToGo
View deal
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Award-winning customer service

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Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

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Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Wailea-Makena

  • Pool (5,661)
  • Air conditioning (6,207)
  • Balcony/patio (2,001)
  • Kitchen (6,099)
  • WiFi (6,718)
  • Washing machine (4,839)
  • Parking (288)
  • TV (6,199)
  • Microwave (5,262)
  • No smoking (6,074)
  • Dishwasher (3,973)
  • Grill (3,854)

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 December (12/13 – 12/20) However, in May (5/10 – 5/17), prices decrease to an average of $486 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 December (12/13 – 12/20). Only 17% of the rentals are still available. People tend to travel less to Wailea-Makena during a week in July (7/12 – 7/19) when only 40% 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 6,948 rentals
💳 Possible discounts up to 58%
🌙 Nightly prices starting at $185
⭐ Popular amenities Pool, Air conditioning and Balcony/Patio
🏊 Vacation rentals with pools 5,654 homes
415,593 reviews
Wailea-Makena vacation rentals have an average rating of 4.6/5 on 415,593 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 $185. Nightly prices for condos are $614 on average. House rentals in Wailea-Makena cost on average $955 per night.

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

There are 6,948 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 5,654 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 - 4% 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 $185.

Get inspired for your vacation in Wailea-Makena

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The most popular districts and quarters in Wailea-Makena:

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