Wailea-Makena rentals with pool
We found 4,317 rentals with pool — enter your dates for availability
Explore Wailea-Makena rentals with pools
Wailea Beach Villas
Sleeps 8 · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
170 reviews(170 reviews)
Wailea Ekahi - CoralTree Residence Collection
Sleeps 4 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
533 reviews(533 reviews)
Oceanview Kihei Surfside 506: Stunning 1BR with Lanai and Modern Comforts
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Wailea Ekolu 304 - Luxurious Front-Row Unit with Amazing Ocean & Golf Views
Sleeps 4 · 1 bedroom · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
78 reviews(78 reviews)
407 - Gorgeous Oceanfront one bedroom unit!
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
98 reviews(98 reviews)
Wailea Ekolu Oceanview 2B/2B ocean view, ground floor unit, corner unit
Sleeps 4 · 2 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
165 reviews(165 reviews)
Top rated rentals with pools - Wailea-Makena
Excellent! Great Host!!
1010 out of 10
Exceptionalexceptional
74 reviews(74 reviews)
Great expectations
1010 out of 10
Exceptionalexceptional
72 reviews(72 reviews)
Amazing Views
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
The best location!
1010 out of 10
Exceptionalexceptional
74 reviews(74 reviews)
Amazing!
1010 out of 10
Exceptionalexceptional
89 reviews(89 reviews)
One of the best.
1010 out of 10
Exceptionalexceptional
123 reviews(123 reviews)
Wonderful stay and experience...
1010 out of 10
Exceptionalexceptional
87 reviews(87 reviews)
Great place in a great location
1010 out of 10
Exceptionalexceptional
95 reviews(95 reviews)
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Frequently asked questions
Are there any vacation rentals with a pool in Wailea-Makena?
Wailea-Makena has 4,317 vacation rentals with a pool in Makena and other renowned destinations. Whether for an early morning swim or evening dip, you can jump into the water whenever it suits you at these Vrbo properties.
How much does it cost to stay in a vacation rental with a pool in Wailea-Makena?
It doesn’t get much better than a vacation rental with a pool, and it doesn’t have to be costly with Vrbo. While a range of things will influence how much you’ll pay for your escape in Wailea-Makena, our filters will help you find the best deal. Choose your budget and use our “Discounts” filter to look for properties that offer savings for longer stays. With an enticing pool at your disposal, you’ll be tempted to stick around longer anyway!
When is the best time to book a vacation rental with a pool in Wailea-Makena?
March is when most Vrbo guests splash out on a vacation rental with a pool in Wailea-Makena. Expect average temperatures of between 21ºC (70ºF) and 24ºC (75ºF) if you plan your trip during this month.
What vacation rentals with a pool in Wailea-Makena have nice views?
If you want to splash around after a busy day of exploring, check out our vacation rentals with a pool in Wailea-Makena that boast picturesque vistas like beach views.
Are there vacation rentals with a private pool in Wailea-Makena?
Morning, noon or evening, enjoy a swim whenever you please when you book a vacation rental with a private pool in Wailea-Makena. To find stays that’ll boost the fun factor during your vacation, use our “Private pool” filter.
What are the top things to do in Wailea-Makena?
There are lots of memorable experiences to be had when you book a vacation home rental in Wailea-Makena. The kind of things you’re interested in and the people you travel with will help you decide what to do and see, so do a little research before you leave home.
Why should I book my vacation rental with a pool with Vrbo?
When you opt for a Vrbo vacation rental with a pool, the only people you’ll share your living space with are whoever you bring along. It’ll only be you and the family with the entire property to yourselves splashing around as you like. Our flexible cancellation policies also mean you can book your rental house with peace of mind if you have to change your plans.