House holiday rentals in Wailea, Wailea-Makena

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!

A wonderfully comfortable Hawaiian cottage with plenty of room to spread out. It’s fully equipped with beach chairs, snorkel gear, pickle ball paddles and even a cooler. Van was so helpful and accommodating during our stay. Easy 10 minute walk down to the main beach access with a great boardwalk. Highly recommend this great little spot.

Leslie’s place was a gem! If we are ever back to Maui, we would love to stay here again. The location was perfect for snorkeling, and Leslie’s local recommendations were awesome. The check in and out was very easy to follow. The place has beach chairs, boogie board, beach towels and so many more! We also appreciated the hot jacuzzi in the condo and the beach in the front.

Excellent location, beautiful view, house was well stocked and the communication was terrific from both homeowner Steve alongside the property manager Walker. Speedy responses to any questions we had. Our family had a blast in Maui and would rent from Steve again. Steve also had great recommendations for local eating alongside a picturesque sunset spot. For our family of five, Steve's home was a winner.

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!

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

We had a wonderful stay at Maui Paradise Properties! The location is unbeatable and the space is well-lit, roomy, and well-decorated. I loved the open space kitchen and patio. We will definitely come back to Maui Paradise Properties on our next visit!

We, a small family, recently stayed in Kaanapali Maui and couldn’t have been happier with the experience. From the moment we arrived, everything exceeded our expectations. The unit was spotless, beautifully decorated, and fully stocked with all the essentials — from kitchenware including a blender and all of the beach necessities. After going around the island and picking up some fresh fruit, it was a nice afternoon treat to be able to make our own smoothies! Highly recommend it. The view from the lanai (balcony) was absolutely stunning. Every morning we enjoyed our coffee while watching the sunrise over the ocean, and in the evenings we were treated to the most spectacular sunsets. The sound of the waves crashing was the perfect background to a truly relaxing vacation. The location was ideal just a short walk to the beach, shops, and great local restaurants. We loved being close to snorkeling spots and whale watching opportunities. The complex also had a pool, hot tub, and BBQ grill

Beautiful room with a stunning view! Bethany was responded fast and was super helpful!

What an amazing place! My husband and I were able to truly relax at this beautiful ocean front house. Gardens and lawn surrounding house are gorgeous too. Almost a 3/4 wrap around view as the yard is at an angle and you can see the ocean past the neighbor's house yard to the right. Beautiful house, pictures don't do it justice. Short walk to little beach with turtles resting on the shore. House was well stocked with everything you could need. My only complaint would be that there is no TV. Not much to do in Hawaii at night so would have been nice to watch movies/news/sports together rather than being on our own devices.

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.

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.

Todd's place was clean and cozy. The town is a local's town, not touristy & fancy. The kitchen was well stocked with utensils etc. It was nice to have the use of folding chairs & umbrella to take to the beach. The Four Sister's bakery one block away is a must try! Get the butter rolls for sure! There are also some food trucks a couple of blocks away.

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!

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.

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.

Hello! My husband and I recently stayed at Chuck and Roberta’s for our baby moon 🥰 The listing was exactly what I was expecting, very accessible first floor condo with a view of the ocean right off the lanai. The central AC was a lifesaver for us as we’re not used to heat quite yet, and the layout was cozy and perfectly sized for two. My favorite part about our stay I didn’t discover until the last evening we were there. They keep a notebook for guests to share their experiences, and it was endearing to read the cute notes and recommendations from others. Be sure to check it out when you stay! Thank you Chuck and Roberta for giving us a nice place to stay on an awesome trip ❤️

Had a great time. Home had everything needed.

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 :)

We love Haiku and Holly's place was great for us! It was in a familiar area: in close proximity to Yoga, the amazing Japanese restaurant NUKA and a local supermarket - all in walking distance. The one thing we had some trouble with was road noise mostly during the day. Through traffic calms down toward the end of the day and we really enjoyed the evening sounds from nature: frogs, crickets and such.... Things to remember: it does occasionally rain in Haiku (hence the rainbows) and Hawaii is on the pricey side - that's just how it is. Holly was very responsive during our stay - check-in was a breeze and she allowed us to stay longer on departure day which was very helpful. We would definitely stay here again - MAHALO!

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.

Wonderful to stay at Leanne’s place! Great spot to work remotely while enjoying Maui. And such a responsive and helpful host! Strongly recommend!

Our 3 families had a wonderful stay at Shannon's property! The house has a nice open area combining the living room and dining table making a comfortable area to relax and hang out. Location was convenient as we were able to walk to Nipili Bay and a few restaurants in the area. Nipili Market and other restaurants both fast/local (Joeys and Mamas) and nicer (Merrimans and The Sea House) were just a couple minute drive away. Shannon had quick responses to all my questions and great suggestions! Would definitely stay again if we're in the area!

Andre was a tremendous host. He was promptly responsive to our questions and requests. His condo is beautiful and well-equipped. The view from the lanai and every room was spectacular. My wife and I would love to stay here again.