
House vacation rentals in Wailea-Makena
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Top-rated house rentals in Wailea-Makena
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Popular amenities for Wailea-Makena house rentals
House rentals with a pool

Aloha Aku CoCoPalm Suite – Experience Tropical Bli
We had the most amazing time. All of the small touches were there, and we were constantly surprised by the high level of service and pride in the property. You cannot beat the view, and the hot tub is awesome! The unit was stocked with the nessesities, as well as delightful extras. The bed was incredibly comfortable, and the cherry on top was the ducks!! So charming. We cannot wait to come back!

Newly Remodeled Cottage
We had a wonderful week long stay here with the kids and grandparents. The house was spacious and exactly as described in the listing. I really appreciated how responsive Van was the few times we reached out. It was also a big bonus that they had a great selection of beach toys, good quality beach chairs, a boogey board and noodles that we could use. The house was well stocked with everything needed for our stay. The walk to the beach was a bit far for our small kids (all under 5), but it would be an easy walk for big kids and adults.

ICC 20 Remodeled 2BD Hawaiian Cottage w Pool AC
Beautiful property with a great deck. Was perfect for a family vacation. So close to all the resorts and the beach. Great location to get around Maui. Would highly recommend!

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!

Luxury Panoramic Ocean Views!
Kapalua Ridge is an incredible development and Kevin’s place was absolutely stunning. The entire setup gives all the resorts in the area a run for their money. The place itself was clean, well equipped, massive and luxurious. The views of the coast and islands was beautiful and we enjoyed stunning views everyday. It’s a short walk to the beach and few steps past the nearby beach gets you to Kapalua bay which is where the restaurants are. The bathrooms were very large and luxurious - which we loved. Our host Kevin was super responsive and was very helpful with recommendations and helping us find things in the airbnb. Will come back here if in Maui - amazing place.

3BR/3BA Pualei Beach House
Ryan's place was exactly as pictured. The neighborhood and townhouse was very quiet and family friendly. Ryan was very responsive to the small things that can sometimes come up when traveling. Lahaina is still in process of rebuilding but even so there was more than enough to stay busy. Would highly recommend.

Kapalua Ridge 622 Luxe Ocean and Coastal Views
Perfect location with beautiful beaches nearby. Not a lot of restaurants around but if you have a car - it’s easy to navigate. The view from the bedroom and living room is brilliant 😍 We really enjoyed the stay. Definitely recommend 🙌🏻

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado
Very beautiful location to stay at in Kaanapali! Has a gym with just enough equipment, grills and pools, and an included private golf cart upon request to the beautiful Kaanapali beaches. Also towel service available until 5:30pm! So wonderful! AC and other amenities were great, did not have a single issue or complaint my entire stay here. Had a great time here, will hopefully be back!!!
Weekly house rentals

Mahalo Pono @ Ka 'anapali Royal
We throughly enjoyed our stay and the place was super nice! Nice of them to let us use their beach chairs, towels and boogie board. Owners accommodating to let us check in a little early. Little bit of a walk to beaches but we’re walkers and really enjoyed it. Pretty centralized and beach accessible.

Paia Family Cottage
We loved Maria’s place! Open plan with lots of space to relax and socialize. We loved having a washer and dryer! The beach chairs were an added bonus. The lanai was my favorite place. It faces due east so we were able to watch the sunrise every day while listening to the birds and drinking our coffee. The beds were very comfortable. A lovely neighborhood within walking distance to town, which we did every day. I highly recommend this lovely home!

Hunter Hales KALA cottage Haiku Maui
Mike was very responsive and helpful. We had plenty of space for two of us and the kitchen was nicely stocked with good quality knives, dishes, etc. We were able to easily prepare full meals. There are several restaurants, food trucks, a coffee shop, grocery store and yoga studio all a short walk away. We were able to find beautiful hiking in a less than 30 min drive. I was nervous about no air conditioning, but found it not to be a problem. Overall, a great stay and would definitely return if in the area again.

Vineyard Village Maui Ohana 2BR/1 Bathroom
Todd was great to work with for our stay on Maui. He was very accommodating and allowed my family and I to check in early so we could make a whale watching tour later in the day. His place was close to a couple different restaurants that could be walked to, which was great in not having to fight for parking. The place was cozy and perfect for a slow morning before being out exploring the island for the day. He clearly communicated all the instructions for check in and check out, which made the rental process really easy.

Maalaea Kai 307 - Maui Prime Oceanfront
This was a fantastic place to spend our week in Maui. The condo was amazing and spacious with all the amenities you would need to enjoy your time. The location is perfect, relatively close to the airport and well situated next to route 30 so you could go everywhere on the island quite easily. The view from the condo is second to none, from the patio you can easily see the Haleakalā mountain and from the front door is a great sight of the western Maui mountains. And on top of everything this condo was much more peaceful than the huge resort areas. There were not too many people around, and even when we did go to the beach we were able to find a spot easily. I’d recommend this condo for anyone who wants to spend a week or a few days in Maui - the price is quite good compared to the normal resorts, you get a great view and anything you don’t pick up on your way from the airport you can grab on a 20 minute drive to Kihei. This place was perfect for us.

Kuau Beachy Family Cottage Maui
John’s place was perfect for what we wanted. We didn’t want to stay in a resort, but wanted access to all the island had to offer- this was the spot. Easy to access upcountry, get to the swimmable beaches, watch world Class surfing, good food. Being across the street from the store made grabbing breakfast, poke and sandwiches a breeze. The cottage was clean, quiet, and cozy.

3BR Loft Beach Bungalow w/ Bikes & Pickleball gear
Dan & Steph’s place was the perfect getaway location for me! It was so close to amazing beaches and restaurants, and the seemingly remote nature or the house made it seem I returned to a private island when I returned!

Modern Family Kihei Home by the Beach
Had a great time at Laura’s place during our stay on Maui! The home was clean, very comfortable, and conveniently located near beautiful beaches! We especially appreciated the many amenities Laura provided, like beach gear, washer/dryer, and a bbq. It’s a great place for a family or group of friends. Would definitely stay here again!
Private house rentals

House of light
Audrey's place was excellent, from the location, amenities, and geckos; all around really great spot away from busy touristy areas.

Gratitude Bed and Breakfast BBWK2022/0001
We had such a lovely week long stay here!This house is peaceful, quiet, clean, and very comfortable- a hidden gem for sure. It truly felt like a home away from home and the perfect place for us to relax, unwind and enjoy. The house was furnished with all the amenities that we needed and is walkable to restaurants and shops. Rhonda was so welcoming and was always available if we had questions or needed anything. We would happily stay at the Gratitude Bed and Breakfast again.

The Art Estate, Haiku Maui Hawaii
We are so grateful to have found Mana House! This place is truly magical. We loved the peaceful beauty of the house and surrounding area. It’s very private and there was always a nice breeze that kept things cool. The sound of the birds and the laughing goats added an extra “mood elevator” as Tom puts it! Highly, highly recommend staying here!

Incredible Oceanviews, Spacious Kapalua Bay Villa!
First of all, you will not regret staying at this place—this apartment is truly one of the best I’ve experienced on Airbnb over the years. The view is absolutely breathtaking; photos simply don’t do it justice. The apartment is incredibly private, peaceful, and impeccably clean. It's hard to imagine anyone not enjoying their stay here. Times Supermarket is about a 12-minute drive away, and plenty of restaurants and activities within a 20-minute drive.

Charming 2bd/1ba downstairs Unit with AC
Rina’s place was great for us. It had all the basic amenities that we needed. The place is a quick walk to the town of Paia and a few local beaches. All the food in the town is great and the beaches were awesome. It was a good place to rest after a long day of being out and about. No complaints here.

Hale Nanea
The beach nearby was great for children. Came with four large turtles and plenty of fish. Go snorkeling for the grown ups and safe place for 3 year olds.

Beautiful ocean view home with central A/C
This was a wonderful place to stay! The location is what makes it perfect. The views of the ocean are such a nice bonus. The bedrooms are quite cozy and the beds are not the most comfortable but they work. If they updated the bedding, pillows and dressers this place would have been even better and worth paying more for. The kitchen is really well stocked and the outdoor shower is incredible!

Peaceful and Spacious; North Shore Maui
Great place, having a home cooked meal in this deck with some evening sun was amazing. I would recommend staying here!
Quick stats about house rentals in Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
$97 CAD before taxes and fees
Total number of reviews
2.3K 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
Destinations to explore
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