
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

Ocean View Condo 533- A/C, Free Parking, and WiFi
Had a great time. Home had everything needed.

Mahalo Pono @ Ka 'anapali Royal
We had an amazing time. Amy & Jay were extremely responsive and the property was immaculate. Our family of 5 had everything we needed to be comfortable, enjoy the beach and be within 15 minutes of anything on the west side of Maui. We plan on returning soon!

3BR/3BA Pualei Beach House
Ryan's place was truly exceptional and worth the price. The spaces matches the photos and description, the neighborhood was stunning with plants and flowers everywhere, and you can't get any better than being steps from the ocean. We will absolutely be staying here again! The AC worked great, the beds were comfortable, and they had good quality linens and towels. Something important to me is how comfortable the sitting area is, where people gather together. This living room was perfect! Couch was clean and comfortable, and the chairs next to it were too. It was easy to lounge in there with our family. We also really appreciated that there were so many great beach accessories we could use, like chairs, boogie board, sand castle buckets, etc. Ryan was easy to get a hold of and gracious. We did suggest that he put some grease on the bathroom door in the Ocean (master) bedroom because it gets quite loud when opening at night. He said they will get that fixed! Can't wait to come back!

Centrally located and steps to the beach!
Mike and Ashley were incredibly amazing and helpful. They really went above and beyond for us. Really appreciated the special touch they left us for our anniversary and will recommend them to and friends and family that visit Maui. Their place is beautiful and it looks even better in pictures. It is perfectly homey, private, and quiet, which was very nice but also close to the beach with a three minute walk couldn’t recommend staying with Mike and Ashley more. Thanks for helping make our anniversary trip special!

Maalaea Kai 307 - Maui Prime Oceanfront
We had the best time at this condo! It was quiet and clean and was exactly what we were hoping for! Don was incredibly responsive when I had questions or needed recommendations to rent baby gear! We had a great time and hope to Come back again

Oceanfront Living is the Best!! -Kamaole Nalu #602
Great property and location- the lanai has a wonderful view of the ocean- there is a snorkel spot right at the edge of the property- saw fish and several turtles- and a very nice beach was adjacent to the property. The unit washer and dryer were very handy. The kitchen was well stocked. There are restaurants and other shopping across the street. My only real criticism is the unit could use some updating- the carpeting in the bedrooms is very worn/dirty looking….

Beautiful One bd Ocean AC,wifi,pool A102
We had a lovely 2 weeks at Luana Kai. Our condo was clean and had everything we needed for our time there. There was plenty to do right in Kihei and we had a great time.

Maui Eldorado ~ J-106 ~ Walk-Out Ocean Views
The space was perfect for our 8 day stay It’s the kind of place you would want to stay in Their description is spot on Will book again!
Weekly house rentals

Hale Luana 4B House pool/spa/AC, STKM2023/00001
We stayed here for a few nights and loved it. It has a great location near the beach and many good places to eat, all within walking distance. The host was super friendly and always on top with the communication. They are also very accommodating and flexible with our last-minute request. The place has all the necessary amenities for beachgoers, including a pool and sauna. I'd definitely stay here again.

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 :)

Charming Direct Oceanfront North Shore Beach House
This is a beautiful home. Host was gracious, responsive and everything was exactly as described/pictured. We are already planning our next trip to stay here again! The sound of the waves right in the backyard is so peaceful. Mahalo for having us and for serving aloha always! I would 100% recommend this home to everyone.

One Block to the Beach! Cozy Beach House in Kihei
Cozy and in a great spot. Super close to neighborhood beaches and a quick walk to Kalama Park and village area. Would stay here again.

Gratitude Bed and Breakfast BBWK2022/0001
We loved staying at Rhonda’s cottage . The house is absolutely beautiful, a charming, traditional Hawaiian-style cottage with such a warm and inviting feel. The deco is adorable, full of thoughtful touches that make the space feel cozy and authentic. The kitchen is incredibly well-equipped, and there's even a dedicated closet for luggage. Rhonda goes above and beyond for her guests, We were greeted each day with delicious banana bread and fresh fruits. She also provides everything you need for a perfect beach day: beach chairs, sun umbrellas, snorkel gear, and more. Rhonda herself is simply lovely. She helped us with laundry, offered great recommendations for things to do in Maui, and restaurants. There's also a handmade booklet in the cottage full of helpful information about nearby activities and dining spots We truly felt like we were being welcomed by family like staying a kind aunt who wants you to feel completely at home during the holidays.

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.

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.

Ocean Views – Walk to Beach – AC – Fast WiFi”
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!
Private house rentals

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!

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou
The condo was exactly as described and perfect for our vacation. It was clean and the kitchen was well organized with everything we needed for our stay. It was also equipped with beach towels, chairs and a cooler which came in very handy.

#1 Kaanapali Beach, Ocean View MER K218
We loved our stay at this beautiful studio at the Maui Eldorado. So comfortable and beautifully decorated. Nice ocean view in distance and the beach front cabana is a wonderful asset - chairs and towels available on a lovely stretch of beach. Owners couldn’t have been nicer - highly recommend!

Paia cottage walk to town and beach
My husband and 2 little ones had a lovely time at Jacques. The space was well equipped from shampoo to sand toys and kitchen items. I really appreciated the kid friendly furniture (no sharp edges, soft rug and open floor plan) I'll definitely book on my next vacation to Maui!

Aloha Aku Hula Suite – Find Peace by the Shore
This is really well situated. A hundred feet from the back door and you are on the beach. Wake to the sounds of the birds from the adjacent wildlife refuge. It's intimate, with only four rental units in the building. No big hotels in the area, so the beach is uncrowded, and has basking sea turtles! Beautiful sunsets. They could have had 5 units, but kindly equipped the middle unit as a common room where departing guests leave food, drinks, and supplies like sunscreen, bug spray, etc. Free snorkeling and beach supplies, bikes with lights/locks/helmets, boogie and paddleboards, an ocean kayak, TONS of movies, books, and CDs. Our unit was clean, the bed was comfortable, and the kitchen was equipped with everything except a dishwasher and a full-size oven (there is big high quality toaster oven). Note the toilet/shower area is open at the top. Gary and his team communicated clearly for entry and exit but otherwise left us alone unless we had a question. Would definitely stay again.

Aloha Aku Bamboo Suite – Discover Beachfront Seren
This was a beautiful property it was on a really quiet beach and the outdoor space is amazing the hot tub and soaking pools were great the kitchen is stocked with all you need. They had all the snorkel equipment and beach stuff you need and it was just lovely. We were here for 5 nights and it really was incredible I can’t recommend this place enough. The beach gets a bit windy in the afternoon but the water is warm and shallow and it’s a really lovely beach. The bed is comfy and the hosts were super responsive I’d definitely recommend this spot!

Stunning Oceanview Two Bedroom Corner Condo
Comfortable, convenient for us, close to beach and pickle ball. I would have liked a few more towels provided and coffee but really can’t complain about that :). We had a wonderful time, thank you!

Cute Cottage-Large Outdoor Deck
I can't say enough good things about this stay. It was totally heavenly and a truly perfect way to do Maui. This sweet cottage is nestled in a Kihei neighborhood and was super convenient and easy to get to all places of interest. It was extremely well appointed and comfortable, stylish and fun. The outdoor space was a huge bonus and I couldn't have felt more at home.
Quick stats about house rentals in Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
G$14,636 GYD 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
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