
Wailea-Makena beach rentals
We found 3,565 beach rentals — enter your dates for availability
Explore Wailea-Makena beach rentals
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 beach rentals - Wailea-Makena
Clean and comfortable
1010 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
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)
Great unit in a great location.
1010 out of 10
Exceptionalexceptional
120 reviews(120 reviews)
The best location!
1010 out of 10
Exceptionalexceptional
74 reviews(74 reviews)
One of the best.
1010 out of 10
Exceptionalexceptional
123 reviews(123 reviews)
Wailea Christmas 2024
1010 out of 10
Exceptionalexceptional
52 reviews(52 reviews)
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- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
How much does it cost to stay in a beach vacation rental in Wailea-Makena?
If you’re planning to stick around a while and want to save on your beach vacation rental, use our “Discounts” filter. This will display any properties in Wailea-Makena that offer deals for longer bookings, such as a weekly or monthly discount. You can also tailor your initial search by entering your maximum spend per night. While several factors will determine how much you pay, we’ll help you find a seaside getaway at a price that’s right for you.
When is the best time to book a beach vacation rental in Wailea-Makena?
That depends on what you plan to do and if you want to visit in peak or low season. March is the busiest month for booking a beach vacation rental in Wailea-Makena. Average temperatures at this time range between 21ºC (70ºF) and 24ºC (75ºF).
Where can I book a Wailea-Makena beach vacation rental with great views?
Book your beach vacation rental in Wailea-Makena that boasts beach views or other amazing scenery just outside your door. Privacy, comfort and vistas to write home about? Find a house that ticks all the boxes for the perfect seaside getaway on Vrbo.
What are the most popular beaches in Wailea-Makena?
Be sure to add Wailea Beach to your to-do list, one of the most popular beaches in Wailea-Makena. Also check out Maluaka Beach. Enjoy a stroll along the shoreline while admiring beautiful sunsets.
What are the top things to do in Wailea-Makena?
Head out and immerse yourself in everything Wailea-Makena has to offer from the comfort of your beach vacation rental. We recommend doing a bit of research on the things you’d like to see and do, so you can plan the ideal seaside getaway.
Why should I book my beach vacation rental with Vrbo?
When you opt for a Vrbo beach vacation rental, the only people you have to share your space with are those you take with you. It’ll only be you, your nearest and dearest and the whole place for your exclusive use. Our flexible cancellation policies also mean you can book your rental house with confidence if you need to change your plans.