
Vacation rentals in Wailea-Makena
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Top-rated vacation rentals in Wailea-Makena
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Guest favourite

Condo in Kihei
4.92 out of 5 average rating, 90 reviewsKamaole Sands - Remodeled - King Bed - Ocean View!
LoriRating, 5 stars1 week ago
We love staying in the Kamole Sands community. Great central location and close to so many great beaches and activities. Our unit was clean, comfortable, well located and had everything we needed. We would definitely stay here again!
Guest favourite

Condo in Kihei
4.87 out of 5 average rating, 103 reviewsTropical Paradise Close to Everything
SilviaRating, 5 stars5 days ago
We've enjoyed our stay. Lily's place was perfect, close to many restaurants, stores and beach. The condo was clean and equipped with everything we needed, from cooking utensils to things to use at the beach. I highly recommend this condo and Lily. Looking forward to future stays. Mahalo
Guest favourite

Apartment in Kihei
4.9 out of 5 average rating, 168 reviewsStunning Luxury Oceanview Condo
JanetRating, 5 stars1 month ago
We absolutely loved our stay in Kihei! The condo is centrally located so we were able to make our way around the island very easily. We appreciated the view of the grounds, pool, and ocean from the lanai. We will be recommending this property to our family and friends. You should definitely check out the food trucks and atmosphere at the South Maui Gardens. 😋
Superhost

Condo in Kihei
4.81 out of 5 average rating, 306 reviewsOcean view studio. 1k ft from water!June $149 m-th
CurtisRating, 5 stars2 months ago
We had a great stay at Kihei Bay Surf. We were right across the street from the beach, but when it got too windy, we also had pool access which was very nice. The road was a bit busy, but ultimately not too bad. For those guests that like to cook from their stays (like we do) we found the kitchen well equipped, though you may want to plan ahead regarding seasonings and condiments, etc. There are also a lot of great restaurants nearby (Karen's recommendations were all excellent!) Thanks!
Guest favourite

Condo in Wailea-Makena
4.95 out of 5 average rating, 112 reviewsMAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!
MarianneRating, 5 stars2 weeks ago
Another great stay at Dane's Airbnb! We love the incredible location and beautiful views. Dane's communication is excellent and the apartment has everything a family needs. The perfect spot to get away from the Canadian winter, we can't wait to come back!
Superhost

Condo in Kihei
4.79 out of 5 average rating, 128 reviewsOcean View 1 BR sleeps 4, Steps to the Beach!
KatieRating, 5 stars1 month ago
We loved our stay! It is right across the street from the beach. Parking was so easy at the complex, and so many walkable restaurants, bars, shops nearby. We always felt safe and Dan’s place was very very clean. Would definitely stay again!
Guest favourite

Condo in Wailuku
4.94 out of 5 average rating, 17 reviewsOceanfront 5 star Retreat
JulieRating, 5 stars3 weeks ago
My family and I stayed a week at this beautiful condo and plan to return year after year. It was pristine, exactly as the pictures portrayed, and felt like home! There aren’t words to do it justice- the view, the location, the comfortable and beautiful home- wow!! We especially loved watching whales and turtles from our lanai. We could walk to many great locations, like Sugar Beach, Maui Ocean Center, and the marina where we departed from for a snorkeling excursion. Also Starbucks is super close! Thank you so much, Terri!! :)
Guest favourite

Condo in Wailea-Makena
4.95 out of 5 average rating, 40 reviewsSerene Luxury Golf & Tennis Villa
ZachRating, 5 stars1 month ago
Andrei was a great host and the condo was perfect for our needs. It was clean, had a well-equipped kitchen, and had things to enjoy the beach such as beach chairs, towels, umbrella, and more. It was close to many things to do in Wailea and Kihei too. We will def consider staying here again. Thanks , Andrei!
Quick stats about vacation rentals in Wailea-Makena
Total rentals
1.8K properties
Nightly prices starting at
$101 CAD before taxes and fees
Total number of reviews
48K reviews
Family-friendly rentals
1K properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
1.7K properties have a pool
Destinations to explore
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