House holiday rentals in 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.

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

Prime location. House was equipped with beach necessities which made it really convenient for the family. A short walk across the highway and you're right at airport beach.

This place blew us away. The views from the lanai are more breathtaking in person. We watched the sunset over the ocean/golf course every night and it was magical. The layout is great for groups: lots of space to hang out in the open living/dining/kitchen area and on the lanai, while the master (with a super comfy king bed) feels tucked away and private, like its own wing of the the condo (especially the ensuite bath, which is huge and beautiful). It would also be amazing for families: cute bunk room with thoughtful kid-friendly items. Everything felt spotless and new. Very different from any vacation rental we’ve ever stayed at in Maui - it has modern, stylish decor that really sets it apart. The location in Wailea is perfect. Food, shopping, etc is all on your doorstep. We loved spoon & key for breakfast and Kohola brewery for their happy hour. The value here for this much space, especially in contrast to the astronomical prices for resorts in Wailea, is unbeatable. Will be back!

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

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 :)

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.

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.

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.

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!

Amazing!! The ocean views were breathtaking! Floor to ceiling ocean views and the patio views are unforgettable. Everyday, we saw at least 15 huge sea turtles that you can barely see from the ocean. The location was perfect! Right next to the resorts and boardwalk without the chaos. The condo comes fully equipped with everything needed, including multiple bodyboards, snorkels and flippers. Best host I have ever had who truly cared that everything was perfect as well. And it was. If we ever get the chance to come back to Maui, this penthouse suite will be it!

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!

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.

Incredible location with a balcony overlooking both the beach and mountains. Right across the street from a cinnamon roll store (with gluten-free options), a snorkel shop, shaved ice, and a grocery store. 3 minute walk from an ABC store too. Easy walk to the beach that it overlooks. 4 beach chairs, 2 beach umbrellas, and 6 beach towels inside to use. Highly recommend staying here.