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

Mahalo Pono @ Ka 'anapali Royal
We absolutely loved Jay and Amy’s place. It had everything we needed and more. The location was perfect ( 5 minute walk to the shopping center), restaurants and beach were also a short drive away. The house was pristine. It’s better in person than in the pictures to be honest. Amy was very helpful and super responsive with any questions we had. We truly felt at home. Would definitely stay here again. Thank you, Jay and Amy for your hospitality. You truly made our vacation very special.

Newly Remodeled Cottage
Van’s place was amazing for my family and I! It was even better than photos and extremely spacious. The place was clean, walkable and was everything we needed. I really appreciated how quickly Van responded to any questions we had. Highly recommend!

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!

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou
This was a good place, I would have liked to have seen more detail to some of the cleaning,, i.e. corners & draperies. We found a huge Palmetto bug the first night! Ewww This is a very well maintained complex & the grounds are delightful.

Views and pool - escape reality
Great find!! Have stayed all over Maui over the years. Liked Haiku location with its feeling of island life vs resorts! Close to everything you need but also provides a location that is so quiet and beautiful you think you are the only person on the island. The property has everything you need for a great stay, views, space, and all the small needs of a home!!

Maalaea Kai 307 - Maui Prime Oceanfront
Great place in a great location. 15 minute drive from the airport, cute area, reasonable drives to all of the places we went (Road to Hana, Kaanapali, Ioa Valley). My family of 4 were very happy there! We saw whales from our lanai several times. Great trip!

Centrally located and steps to the beach!
We had a great stay at Ashley and Mike’s! Lots of great food places and grocery stores/ coffee shops within quick walking distance. We utilized the provided beach chairs, coolers and umbrella pretty much daily. Ashley and Mike were easy to communicate with. The place was super clean and comfortable. We would definitely return :)
Weekly house rentals

3 Bedroom Private House Kihei /Wailea Maui
The coconut cottage is an ideal base for Maui adventures! Large, spacious property to easily accommodate up to 6-8 people - with a full functioning kitchen, 2.5 baths, large backyard and a lovely front-facing deck. We had the most luxurious and comfy stay, and lots of fun family memories in the main living area. The property is located in Kihei, with quick access to the beach, shopping and local markets. Marc is the most gracious host, and was incredibly accommodating, easily accessible and super kind. 10/10 recommend!!!! Would love to come back at some stage :)

Gram’s Maui Golf Cottage
Our ohana (family) enjoyed our stay at Nelson's. He was very responsive and answered any questions I had. The home literally felt comfortable for us and everything was described perfectly and we werent expecting a 5 star hotel. The home had everything we needed for a comfortable stay. We didnt get to utilize the pool which was literally steps away, but we were able to take a dip on the first nite. We will definitely be renting again!

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.

Gratitude Bed and Breakfast BBWK2022/0001
We arrived at Rhonda’s on Christmas Eve and she was there to greet us and show us around the space - she had a little tree with lights set up and a lovely wreathe on the door. There was also delicious banana bread and her homegrown lilikoi waiting for us inside. The space is so comfortable and well decorated- we felt immediately at home. Very convenient to walk to a few restaurants as well. Even though the house isn’t on a main street at all, if you keep the windows open (and why wouldn’t you!) you may experience a good bit of noise in the early morning (roosters, garbage truck, general people sounds). We had a lovely time enjoying breakfast on the porch and would happily stay at the Gratitude BnB again!

Cottage Keawakapu Beach
We really enjoyed our stay at the Maui Mango cottages. It’s a very spacious 2 bedroom unit, it feels more spacious than the photos make it appear, which was a great surprise. The yard is huge and really well shaded which is great because it’s pretty much non-stop sunny in Kihei. It’s a super quick walk to a really nice beach. The only shower is an outdoor shower, which we didn’t realize initially, but turned out to be a fun surprise. A smidge chilly if you shower at night but still fun to look at the moon and stars while you shower. Overall would definitely stay here again!

Large Home, Minutes from Beach-Jacuzzi & Ping Pong
Beautiful house, well situated, in a great part of Kihei. We did have to buy baby gates for the stairs, but other than having to move a few breakable things out of our toddler's reach, it was also a good spot for us as a family. We had 6 adults and 1 toddler. Plenty of space for us all, and 74 (the lowest the AC may go upstairs) was cool enough with the fans on. Agree with other reviewers that the rules were a bit strict but we had no issues following them nonetheless. The only one that irked me a little was no outdoor noise after 8:45pm--including regular talking--because the neighbors were free to do as they liked and even played music around 10pm. Since the house is a vac rental, I assume it's subject to different rules, so, c'est la vie. Some lights seemed to be out (or maybe we just couldn't figure out the right switch) and there were some minor cleanliness things that might not bother the average person. Overall we all enjoyed the premise and would stay there again. :)

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.
Private house rentals

Kihei 533 Ocean View Condo
Great stay!

Chez Maui Kihei Beach House, 1 Block to the Beach!
Thank you for this amazing stay Leanne! We had such a great time and enjoyed the close beach at sunset, went snorkeling during the day and even saw turtles just 5min away (by car). All rooms have air condition which we enjoyed during the night. It’s a pretty quiet neighborhood so this will be a really relaxing holiday. Perfect area to explore the island. If Germany wouldn’t be as far away, we would love to come back!

Come Back to Puamana Nani
Annie is a great host, the home was clean and comfortable. The beach a minute or two walk. The pool is close to the condo, about a minute too. We slept peacefully in the comfortable beds, the kitchen was well stocked, and the place is beautiful and comforting. We sat outside to drink coffee in the mornings and it felt like home, but better.

Sweeping Ocean View Modern Stylish Monthly avail
This was mine and my families first trip to Maui. The location of Holly’s house was perfect just right down the street from the market and good restaurants. The house was equipped with everything we needed and more. Never had to even bother Holly with questions she left a paper with the keys covering anything we needed to know. The location was just a short drive from beautiful beaches and great shopping . I would recommend staying at holly’s for a carefree, relaxing time. Maui was more beautiful than I had imagined we are planning on making this a yearly trip now. Thank you Holly and Airbnb. Donna S. Atlanta,GA

Exclusive Beachfront Cottage, Ocean Views, WiFi/AC
Absolutely perfect! Beautiful beach access with great walkability to local restaurants and shops. This place was peaceful and quiet! Great sunset view from the balcony. The space was clean and very easy to find. The beach made for great turtle watching.
Quick stats about house rentals in Wailea, Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
$112 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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- Sandy Beach
- Laie
- Kaipukaihina
- Wailea Beach
- Oneloa Beach
- Hāmoa Beach
- Ka'anapali Golf Courses
- Maui Ocean Center
- Honukanaenae
- Pahoa Beach
- Kaulana Beach
- Waipu
- Kanaio Beach
- Oneuli Beach
- Puu Olai Beach
- Mokulau Beach
- Maluaka Beach
- Changs Beach
- Palauea Beach
- Wailea Golf Club
- Pepeiaolepo Beach
- Mōkapu Beach
- Kapueokahi Beach
- Manele Golf Course