Family-friendly holiday rentals in Wailea-Makena

A++++++ owners, place was great for what we needed. Sleeps 2-3 comfy, might be able to squeeze in a 4th. Full mini kitchen, patio, pool/spa/BBQ’s, tennis courts. 1/4 mile walking distance to beach. Cute wildlife w/ birds & chicken all over property. Everyone was friendly. 5-10min from downtown Kihei shopping & grocery stores.

Stayed here for the weekend after deciding to extend our trip. Really lucked out! This place is perfectly located — right across / walking distance to Kam III, a great beach, and a short drive to grocery stores, restaurants, and anything you need. The resort area was clean and friendly with a great pool, and the unit feels private and quiet. Didn’t hear anything but birds chirping. Perfect for families or couples. The unit is much bigger than it looks in photos! Super comfortable bed, nice clean shower, lovely lanai, and a huge kitchen stocked with everything you need. Thanks so much Rob, will definitely stay with you again on our next trip!

We nearly felt like home at Ray and Elsas condo. It was cozy and well equipped with everything we needed - even with beach equipment like umbrella and little beach chairs (which we liked most!). The location of the condo was awesome - directly across the street there is a nice beach and many good restaurants are close by! Can totally recommend this condo, but make sure to bring ear plugs if you don't want to be woken up by roosters and birds (they didn't read the sign for being quiet till 8am ;-) )!

Beautiful space- views and ocean front sounds of crashing waves were amazing. And so much sea turtle activity. Never stayed in a place with such a well stocked kitchen with pans and cooking implements. First rate. Very quiet area and a larger beach for swimming is a couple blocks walk away.

When searching for a nice place to stay sight unseen, especially after such a loss to the community, we were pleasantly surprised. We wanted something private yet still in the heart of the activity for our wedding and honeymoon. Maui is breathtaking, and the views from the balcony were incredible. Every day, we could see sea turtles in the water from our private beach, and we were even greeted by a few that spent the night on the beach during our stay. The space was fantastic, and the bed was really comfortable. It was also conveniently close to necessities like the ABC store and a few shopping centers. Heidi was very prompt when we reported a minor issue, and she resolved it quickly while keeping us updated throughout the process. Thank you for hosting us! We will definitely be recommending this spot to all our friends and family, and we hope to visit again sometime!

Really cute and well appointed space. Everything you could want in the kitchen. Bed and linens were very comfortable. I will definitely book again with Ted!

First and foremost was the excellent, prompt communication with the host. Kyra always responded to any questions, and offered suggestions that encouraged us to explore the beautiful island. The condo itself has everything one would expect, from a very comfortable bed, to a fully equipped kitchen, BBQ's cleaned daily in the beautifully maintained grounds, and a short walk to the beach. Also, with a security guard present, one feels very safe. Definitely recommend!

Adams place was everything we hoped it would be and I checked out dozens in the area before we picked this one. Walkable (within 5 min) to many great restaurants and cool little shops for t-shirts and beachy wear at great prices. The beaches are pristine and start right across the street running in both directions. Watching the surfers was a daily activity as well as the watching the beautiful sunsets. The condo had all of the beach toys you might want and even though it's a one bedroom I can see a family staying here. Adam was responsive and got back to us almost immediately with the couple of questions I had.

Beautiful place and area. Right on the beach, which was amazing. Lots of towels, no need to bring your own shampoo, etc. as those are provided. Well stocked kitchen too. Beach chairs, etc. were also provided. Great trip! We will be back!

The stay was special to say the least. It was private and the walkable beach was quiet and beautiful. The town of Kihei has everything you need with close stores, restaurants, gas stations and snorkel rental. The house was perfect for our family with a space our child could sleep free of noise from the rest of the house while we were awake so we could enjoy the ocean from the porch and the jacuzzi tub. Would definitely stay again while on Maui!

Has an awesome view with a relatively short walk to the beach. (We actually saw sea turtles there!!) The location was not far from wherever we wanted to go. The beds were comfy (a big plus for us after multiple back surgeries), as was the sectional sofa. Plenty of room for us to hang out. The kitchen was well stocked and having a washer/dryer available was extremely helpful. I may have missed this in the posting, but the first floor is a separate rentable area than the second floor. Luckily no one was in the first floor so we basically had the place to ourselves. We'd definitely stay again and had a wonderful time!!!

Our ohana had the best time at Pookela Paradise. Mark was extremely helpful and so much aloha. Our family was well accommodated and was so nice to have a place for us to stay in Makawao. Mahalo again Mark! We will definitely be back

Robert was amazing to deal with! Great communicator, very accommodating of the guest, and seemed very genuine. The Westin at Kaanapali speaks for itself! It has everything…pools, great location, awesome beach front ! Had a great ocean view! And view of the pools! The room was very spacious. It was just two of us but we could have had two more people on the sofa bed easily. Small kitchen with full fridge and ice maker allowed for in room meal accommodations and cold refreshments. Spacious bathroom . It was five star plus! We had a hard time leaving… it was perfect and there is always so much to do in Hawaii.

Beautiful condo, had everything we needed. Well stocked kitchen, condo was clean and comfortable. Air conditioning unit in living room and bedroom kept us cool and comfortable. Great location with park and beach right across the street and walking distance to lots of restaurants and shops. I'll definitely be coming back.

Great location. Had a minor issue, but Lisa was on top of it . Making sure we were enjoying our trip. Would recommend to anyone visiting Maui! Mahalo!

The resort is older but well maintained. Beautiful landscaping, friendly staff. nice pool area, BBQ & sand bottom hot tub. we did not have a lanai but there is a group BBQ area. I enjoyed the gym and the peaceful surroundings. The beach is across the street. All in all a wonderful vacation experience.

Gal’s place was wonderful. We enjoyed staying there taking Maui’s beauty and especially kihei’s in and then even extending our stay. We’d always come back and will definitely recommend his place. The place is just as pictured. We were grateful for the beach equipment and also that there was a washing machine and dryer that we could use. He and the staff of the place took really good care of us. Don’t hestitate - it’s really the place to be.

The place was just as described. It was within walking distance to a really nice beach. The chairs/umbrella for the beach were great and we used them extensively. We really liked that the washer and dryer were in the unit so we had fresh towels when needed. Would definitely come back

Our stay was wonderful. The accommodations were very comfortable and clean. The ocean view was beautiful and we enjoyed looking out over the water every night. I’d definitely stay here again!

The place is amazing, centrally located. View is top notch, we saw turtles from our balcony almost everyday. Leslie was extremely responsive and accommodating.

Our stay in Kihei was lovely. We enjoyed walking the quiet beach each morning and getting into town was easy from the Airbnb. We did not have any issues with parking on site despite a very late (overnight) arrival. It was a quick trip down from the airport as well.

Is our second time at Lori’s place and it was amazing, you can walk everywhere (restaurants, beaches), make your own food and beach gear is so convenient to have. I hope to be back soon!

My boyfriend and I had such a wonderful stay here! The space was clean and in a great location. Walking distance to shops and great food spots. Elizabeth is very responsive and made the check in and out process very easy! We were even able to get an early check in. Highly recommend this Airbnb to anyone visiting!

Wonderful stay! Great location, quiet with ocean views, and a lovely breeze that really does mean no A/C necessary. Jennifer was super responsive and the place was perfect for us.