Top Wailea-Makena beach rentals - Hawaii

Explore Wailea-Makena beach rentals

This is our beach entry stairwell down to the beach. Need an access code.

August LAST Minute Specials! Direct Ocean Front Prop Wailea Ekahi 42A 1 Bed/2B

Sleeps 4 · 1 bedroom · 2 bathrooms

Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

Sleeps 6 · 3 bedrooms · 2 bathrooms

Breathtaking view from the adults only Makai pool

Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

Sleeps 8 · 3 bedrooms · 3 bathrooms

Top rated beach rentals - Wailea-Makena

40A: Private, quiet, in the gardens and no roads between you and the beach!!

Premier Host

40a Ekahi Village

We thoroughly enjoyed our stay at this lovely condo. We were impressed with the amenities and grounds and the condo had everything we could ever have needed. The owner, Bonnie was very helpful and a pleasure to deal with.

Leah M.

Stayed Jul 2025

Premier Host

to be done again

We recently had the pleasure of staying at a beautiful property in Wailea. The place was immaculately presented, boasting cleanliness and abundant sunshine. The views were simply breathtaking, and the amenities provided were top-notch. The property’s location was incredibly convenient, being just a short stroll away from the beach, shops, and a variety of restaurants. Despite its central location, the place was peaceful and quiet, providing a serene retreat from the hustle and bustle. One of the highlights of our stay was the stunning sunset views from our balcony. It was truly a sight to behold and made our evenings all the more special. This place proved to be the perfect holiday spot for relaxation and quality time with friends and family. We couldn’t have asked for a better experience and highly recommend it to others looking for a memorable stay in Wailea.

Pablo G.

Stayed Apr 2024

Premier Host

Peace, quiet and comfort.

The Villa Paola was ideal for me travelling alone - if anything it was probably more than I needed but it had all the conveniences and the environment that I required. I will definitely be sharing my memories of this Villa with friends and family. Thank you Marcello for a wonderful stay.

Michael T.

Stayed Sept 2022

Find spaces that suit your style

House

Condo/Apartment

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to stay in a beach holiday rental in Wailea-Makena?

If you're planning to stick around a while and want to save on your beach holiday 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 holiday 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 holiday rental in Wailea-Makena. Average temperatures at this time range between 21ºC and 24ºC.

Where can I book a Wailea-Makena beach holiday rental with great views?

Book your beach holiday 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 Bookabach.

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 holiday 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 holiday rental with Bookabach?

When you opt for a Bookabach beach holiday 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.