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House holiday rentals in Wailea, Wailea-Makena
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Top-rated house rentals in Wailea, Wailea-Makena
Guests agree: These houses are highly rated for location, cleanliness and more.
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Popular amenities for Wailea, Wailea-Makena house rentals
House rentals with a pool
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Luana Kai C209
Beautiful condo in Kihei with every possible amenity to make you feel right at home. Private and peaceful with a pool, beach access. Perfect for getting around to snorkeling which was nearby. Access to stores too. Great place from which to visit Haleakala as well!
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Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou
We had a great time at Maui Sunset. The name definitely did not disappoint. Watching the sunset from the pool was amazing. Gary and his team were quick to respond to any message with kindness. The rental was clean and exactly as pictured. Quiet, comfortable place to stay with your family. We will definitely visit again!
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Private Home, Saltwater Pool in Kihei!
Mahalo nui loa! The Maui Dolphin House was spectacular, comfortable and exceeded our expectations for our family’s Ohana Christmas vacation. It was a wonderful home enjoyed by three generations of family while vacationing/traveling together. We especially loved the big dining table (to sit our eight people) and very well-stocked kitchen because we took turns preparing epic dinners for one another. The master bedroom was beautiful, with a view of the beautiful property, the sound of a water feature, and a huge rainfall shower and large jacuzzi tub. (We raffled off use of the jacuzzi tub during one of our family card games!) But the icing on the cake, was the salt water pool in the backyard. We loved lounging and playing in it during the week’s 80+ degree weather the week before Christmas. The property was very well maintained, met our every need (from BBQ to sheet pans for cooking to nice linens and comfty beds). We felt like we were on our very own Hawaiian island!
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Maalaea Kai 307 - Maui Prime Oceanfront
We spent a lovely three nights in this condo and it was perfect! We could not have asked for more. The view is just breathtaking, the beds were comfy, and the place was exactly what we’d hoped for. The location was wonderfully central for all our activities around the west side of the island. Our family, who was staying nearby was jealous they hadn’t booked this place, especially given it was more affordable than most. This place is an asset to any trip to Maui.
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Centrally located and steps to the beach!
The flat was squeaky clean with everything (kitchen items) needed to “live” there for a week. About 100 feet from the beach and beautiful sunsets. Convenient to everywhere.
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Your Own Private Resort with Breathtaking Ocean Views
Don’t pass up an opportunity to rent this house from Troy and Dianna! We have stayed at many rentals around the world and this one is top notch. House was clean, spacious, and kitchen well stocked with plenty of cook ware to cook some meals at home. Spent most of our time outside at the pool and hot tub. Beautiful views of ocean and nearby islands. Outside grill was cleaner than my grill at home. Wonderful outdoor scene. Plenty of beach equipment for beach excursions. There literally wasn’t anything needed at this house. Centrally located between Kihei and wailea. Closer to wailea shopping and restaurants than Kihei. Amazing beaches (Big Beach and Maluaka are our favs) within 10 minutes drive. Absolutely love the location.
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CLOUD 9 BEACH HOUSE - pool, walk to beach, legal
We enjoyed our stay in Kihei with Tamara's place serving as a great hub. Being a couple minutes drive from the main street, beaches, and shopping was really convenient. The house was spacious, clean, and had everything we needed. The beach chairs / toys / towels were an added bonus.
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Maui Meadows Retreat B&B-3 BR-Ocean Views-AC-Pool
Awesome stay for my family and I. Solid location with easy drive to Kihei (10m) but closer to fancy Wailea (3m) The pool and hot tub were an awesome addition as there was always easy access to water. The kids were constantly in it. The rock outline looked cool but wasn’t smooth and we had a few cuts and scrapes. Everything inside the house was clean and functional. That sounds like a dig, but Hawaii can be a bit hit or miss on these sorts of things. Dishwasher, central AC, clean like-new furniture and carpets, all the things you could expect were there and in good working order. There was a bunch of beach stuff (this was more diverse in its quality and care) which was useful for us. We bought a few of our own things that we left as well for the kids. Only downsides was that it was a bit spartan for the price. Not enough soap, shampoo, and conditioner for the week. We found a few old puzzles snuck away in a closet. No other bathroom extras (had to buy some q tips and stuff).
Weekly house rentals
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Aloha Aku Hula2 Suite – Beachfront Bliss
Aloha Aku has been everything we wanted, and more. The photos and descriptions don't do it justice. We were originally booked for five days, but extended our trip twice, for a total of 10 days because everything here is just so perfect!
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Aloha Aku Ohana2 Suite – Relaxing Garden Views
When we arrived, we got confused trying to find the entrance, but if you read the instructions carefully, you should be fine! I had the most communication and clearer instructions here than anywhere else I've stayed with AirBnB-like places! The property is beautiful, the beach there is great for walks and sights, but not the best for swimming/snorkeling as it is usually murky. The hot tub and pools are really neat. The accommodations are exactly as described and really well done.
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Paia cottage walk to town and beach
Jacque’s cottage was a perfect home base while we attended a yoga retreat nearby. It was spotless, cozy, and walking distance to so many cute shops and excellent restaurants along Baldwin Rd. I would highly recommend this cottage for anyone who wants to enjoy the charming town on Paia and the gorgeous North Shore of Maui. Mahalo, Jacque!!
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Aloha Aku Honu2 Suite – Relax by the Sea
This was our second stay, we love it. The accommodations are great and the location divine. The on-site bikes and paddle boards and snorkeling gear are such a bonus. Wake up and paddle out…, every morning. The support team are excellent.
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Aloha Aku Hula Suite – Find Peace by the Shore
Location was ideal! Right on the beach, access to a small shared pool and hot tub, made it feel like your own private beach house. Kayaks and paddle boards were readily accessible, and were able to launch them right from the yard. We would not hesitate to stay here again.
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Aloha Aku Bamboo Suite – Beachfront Serenity
The place to stay in Kihei on a trip to Maui! The property itself is beautiful as it lines a creek flowing out to the beach, which is mostly private for the property itself! The lanai is about thirty steps from the beach, and a beautiful one at that!
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Aloha Aku Ohana Suite – Spacious Garden View Oasis
lots of room for the family and amazing location close to everything and right on a very calm and beautiful beach
Private house rentals
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Aloha Aku CoCoPalm2 Suite – Cozy Beachfront Escape
This place is absolutely a gem. When we first pulled into the driveway we didn’t know what to expect. The lit up palms leading to the gorgeous Airbnb feels incredibly luxurious. Upon entering the Airbnb we were shocked to see just how spacious the unit is! It is stocked with everything you might need and has the MOST comfortable bed I have ever slept on out of any hotel or airbnb I have ever been to. Stepping out onto the patio was the biggest shock. Pictures do not do this place justice. Out of all of the places we have stayed on all of Hawaiian islands we have been to this was hands down the best. The beach is right out your back door. The sun sets right off the patio. It is breathtaking. The pool and jacuzzi were a great touch and even though it’s a shared space we never once shared it with other guests. We were not sure how private our stay here would feel, but it was perfect for our honeymoon. Our stay here goes down as my favorite vacation spot to date. I hope to visit again!
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Stunning One bedroom Oceanview Condo
My husband and I stayed in this unit for 2 weeks over the Christmas period with our two children. we found the unit to be very well equipped with everything we could have needed for our stay. the kitchen in particular was great with newer cabinets and marble-look countertop - it was all very easy to keep clean through our stay. The washer and dryer inside the unit was a plus and super convenient - it meant that we could pack less for our trip since we could do laundry throughout our stay. The suite overlooked the ocean and the pickleball courts, so there was always some people-watching potential. As a relatively small complex, it was nice to recognize faces at the pool or in the parking lot throughout our stay - it does have the feel of a small community. The location of the complex itself was wonderful. it had the convenience of being very close to all the restaurants of Kihei without being directly in the action. This meant less traffic but could pick up takeout within 5 minutes.
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Maui Sunset A102 - Aloha Mai 2, Beachfront Resort
My sisters and I had a wonderful stay. We grew up on the island and came back to visit for a family event. It was wonderful to stay somewhere that was so convenient. It totally met our needs for location and amenities. Although it is a one bedroom, having a second bathroom was a big plus in choosing a place to stay. The beach is right there and we enjoyed watching the sunsets. The grounds are beautiful. Plenty of restaurants to choose from just a short drive away. We hope to stay again.
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Vineyard Village Maui House of Aloha
Todd was an AWESOME host! Will definitely stay here again. 5 stars!!
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Aloha Aku Honu Suite – Experience Aloha Spirit
Gary's condo is on a private beach with private pool and hot tub. The common area has all the amenities you could ask for. Very impressed!
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Kamaole Sands FRONT ROW OCEAN Unit 116
Stayed just over 3 weeks in this spectacular unit. Well appointed, incredible views, so clean! It was fully stocked with anything and everything you could possibly need. Full size toiletries in bathrooms, tons of clean linens, soap, detergent, cleaning supplies, and toilet paper to cover our entire stay. We felt right at home. Andre was responsive and immediately assisted when we had an issue with the AC unit in the second bedroom upon arrival. There is ongoing construction in the complex, but it didn't affect our building or interrupt our stay at all. Parking is open season during this construction period, which turned out great because we could choose any open spot - super convenient and tons of availability. Kamaole Sands is our fav complex in Kihei and we are already planning our return visit. Will definitely stay in this unit over and over again.
Quick stats about house rentals in Wailea, Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
$110 AUD before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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