Cottage vacation rentals in Wailea, Wailea-Makena

we enjoyed our week long stay at Hank's place. the area is beautiful and there is a lot to do. Hank had a number of useful kitchen amenities and was very friendly and accommodating! thank you!

We LOVED everything about this location. Iao Valley is so special and the location of the AirBNB itself was perfect for getting all around the island. We visited at the end of March and never ran the AC once. It was hot during the afternoon but the morning/late afternoon/evening cool off, with the winds blowing into the valley were so perfect. AND the birdsong in the morning was so beautiful that I recorded it and sent it to my family (minus the rooster song- but that's just Maui living for ya). If you want a good cocktail check out Ester's Fair Prospect, they have a nice selection of liquor and a fun vibe, located in the city of Wailuku right next door to this place. Also we loved the goodies that were left in the fridge. The pineapple on the island is SOOO good. Sooooooo good. Forget the banana bread hype... just eat the pineapples and bananas fresh! Mahalo!

Great place for exploring Maui, especially if you want to get away from the resorts and enjoy a cute Hawaiian town and upcountry. Margit’s place has everything you need (full kitchen, lanai, beach towels, w/d, filtered water….). Her cottage is well taken care of and in a beautiful, peaceful setting. Top notch.

We loved our stay at the Dragonfly cottage. The kids loved running around in the jungly surroundings and evenings in the hot tub or jacuzzi bath. We loved hearing the rain at night. This was the best stocked Airbnb we’ve ever stayed at and appreciated our local welcome basket. We had boogie boards and fins and games and were very well entertained. Ha’iku and Makawao are both so close and both have great food. My only annoyance was the neighboring rooster that started crowing a few hours before sunrise. But the cottage was a total delight!

Jenni’s little Maui bungalow is a true gem! It was clean, charming and stocked with all of the amenities you could ask for. I didn’t realize how streamlined (and less wasteful!) an air bnb stay could be until staying at Jenni’s. She has truly thought of everything a traveler could want or need— from salt and pepper to beach towels to incredible local recommendations. She made our stay pleasant, convenient and relaxing. My husband and I hope to return one day soon!

We had a great stay at Alexandra’s. The apartment is very cute and clean, and it’s in a great location to enjoy Kihei. Just a few minutes driving from all the restaurants and beaches. At the same time, the neighborhood is very quiet and we woke up every morning with the sounds of birds singing.

We wish we could have stayed longer. David a Dawn put a lot of hard work into the space. The pool/hottub and sauna were very clean and enjoyable. The Jungalow itself felt very private and great sunset. Everything you could need is there for you kitchen, bathroom, fireplace, plenty of seating everywhere . The open air and big windows make you feel like you’re living outside. The porch and balcony were great for relaxing on. Plenty of parking and easy to get in and out. The property itself is gorgeous. Great flowers plants and trees, smelled great everywhere you went. Plenty of places to go from the property and they were very helpful in telling us the best spots to check out. Thanks for sharing your house with us Dave and Dawn!

We really had a nice relaxing stay. The stars at night while in the hot tub made it so relaxing. The shower situation was a surprise but, I got over it quickly. The personal touches made it very romantic. The special treats were more than what I expected. Sharyn, your place was above and beyond my expectations and I wish I could have stayed one more day!

This place is a great location for anyone exploring the Road to Hana. We stayed two nights which was great because its impossible to see all of the Hana area in one day. The property is amazing. If you have any interest in exotic plants you will love it. I have never seen so many varieties of plants in one place like that in my entire life. It is just magnificent. The rental itself is great. It is a great example of living off grid but with amenities! Plus the view from the back of the rental is magnificent! We felt very at home and welcome our entire stay. If you go, give the local cat, Catman, a big hearty hello and a pat for me.

Jenni’s little Maui bungalow is a true gem! It was clean, charming and stocked with all of the amenities you could ask for. I didn’t realize how streamlined (and less wasteful!) an air bnb stay could be until staying at Jenni’s. She has truly thought of everything a traveler could want or need— from salt and pepper to beach towels to incredible local recommendations. She made our stay pleasant, convenient and relaxing. My husband and I hope to return one day soon!

We had a wonderful stay! The house was beautiful, with a lovely garden and a stunning view. Everything was clean, comfortable, and exactly as described. The host was very responsive and helpful throughout our stay. We enjoyed our time here and would definitely stay again. Highly recommend!

What an oasis! Lush, private, & peaceful. A favorite was picking fresh guava for breakfast! Eve was attentive but not over bearing, kind and hospitable. We really felt like we could explore and enjoy the entire grounds. And the sanctuary next door was simply beautiful and a quick walk away. You can even buy an “over the top” fresh exotic flower bouquet for $18!! We grilled out on the back patio and soaked it all in . We’d definitely recommend this get-away!

We wish we could have stayed longer. David a Dawn put a lot of hard work into the space. The pool/hottub and sauna were very clean and enjoyable. The Jungalow itself felt very private and great sunset. Everything you could need is there for you kitchen, bathroom, fireplace, plenty of seating everywhere . The open air and big windows make you feel like you’re living outside. The porch and balcony were great for relaxing on. Plenty of parking and easy to get in and out. The property itself is gorgeous. Great flowers plants and trees, smelled great everywhere you went. Plenty of places to go from the property and they were very helpful in telling us the best spots to check out. Thanks for sharing your house with us Dave and Dawn!

Enjoyed the beautiful view. Thank you Dave for showing us the amazing garden you have spent so much time on! Thank you Brigette for answering any and all questions we had and for tips on the best places to visit.

Maggie and John's was the perfect serene escape after a day of adventuring in Maui. We felt surrounded by nature while only being a short drive from restaurants and a supermarket. We loved falling asleep to crickets in the evening and waking up to birds chirping in the morning. We would definitely come back!

Very beautiful and peaceful cottage. Great location close to the Road to Hana and northern beaches. Easy to park vehicle in the carport and excellent from a logistics perspective during the week stay. Neighborhood was very quiet and good for relaxation. Owners great to work with and keep the place well managed. Thank you!

Maui Eco Retreat was nothing short of magical. The energy on the grounds was something I never expected—calming, vibrant, and deeply rejuvenating. From the moment we booked, the pre-arrival communication made us feel completely at ease, setting the tone for an unforgettable stay.We arrived at 10 PM and were greeted by William, who welcomed us with such warmth and enthusiasm. His passion for the retreat was evident, making us feel instantly at home. We stayed for four nights in the Bamboo Temple, a serene sanctuary with the most breathtaking ocean and sunrise views. Waking up at 6 AM was effortless when rewarded with the golden light streaming through the massive bay window—an experience in itself. Our mornings started with a quick 10-minute drive to grab coffee before returning to our beautifully equipped room to prepare breakfast. The retreat had everything we needed, including a fully equipt kitchen. After breakfast, I would head to the yoga studio for a 60-minute flow, followed by

Rosa and Carl are wonderful hosts. They were very kind and helpful providing lots of tips for trips. Accomodation was perfect, refreshments waiting for us after long fly from Europe. Fully recommended. Mahalo!

We love Maui and are so thrilled to have found such a lovely place to stay. Katherine and Dean couldn’t have been more welcoming, helpful and kind. Kihei is a terrific base for exploring and enjoying the island. As we drove out to head to the airport, we all said it was the best Airbnb experience we have had (among many wonderful Airbnb experiences and basically no bad ones). We will be back! :)

Had the best time! Thank you for a wonderful stay!! Such a bonus to meet the owners and feel so welcomed into their cozy space. We will come back if we can!!!

My family enjoyed staying in the cottage while on vacation. It has everything you need. The pool was perfect. My 12 year old son used the pool every day. The cottage is close to the beach, too. Best vacation so far!

Such a lovely and magical place to stay! So peaceful and quiet. William was the best. Extremely helpful and responsive! Will be back next year!

Beautiful location. Secluded and set back from the road with an incredible ocean view. House had all the essentials. Would love to come back.

Katherine was very helpful with recommendations of activities! She followed up to see if we made it safely to her home. Katherine’s home had all the amenities and more, including beach chairs, boogie boards and more things to take to the beach. She also checked up on us to see if we needed anything. Thank you!