Holiday houses in Wailea-Makena

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Popular amenities for Wailea-Makena holiday rentals

Stay near Wailea-Makena's top sights

Wailea Beach35 locals recommend
Kamaole Beach Park II201 locals recommend
Cafe O'Lei Kihei241 locals recommend
Monkeypod Kitchen by Merriman240 locals recommend
The Shops at Wailea222 locals recommend
Polo Beach11 locals recommend

Other great holiday rentals in Wailea-Makena

Guest favourite
Condo in Kihei
4.93 out of 5 average rating, 94 reviews

Kamaole Sands - Remodeled - King Bed - Ocean View!

BhavnaRating, 5 stars2 weeks ago
Our stay was very comfortable and Anke was a wonderful host. The place was exactly as described and check-in was quick. We received clear information (check-in, parking etc.) and recommendations for restaurants/things to do before we arrived. There are many reasonably priced places to eat nearby (including breakfast cafes), so we did not use the kitchen but the kitchen was well stocked with pots and pans, cutlery, dishes, glasses and basic spices. The bedroom was comfortable with a/c and had extra blankets. Bathrooms had towels, hair dryer etc. The balcony had nice view of the beach which we enjoyed over coffee every morning. Beach was steps away and had a lifeguard on duty. Anke was a wonderful host - she was prompt with communication, provided clear instructions and replied quickly when I had questions. We would stay at Anne’s place again and highly recommend!
Guest favourite
Condo in Kihei
5 out of 5 average rating, 17 reviews

A 5-Star Estate, Large Groups, Luxury Living

AngelaRating, 5 stars3 months ago
This townhouse was a spacious and beautiful place for our family to spend time together over the holidays. We enjoyed eating breakfast outside every morning and whale watching in the afternoons from the lanai. There is plenty of room to spread out as well as wonderful common spaces. The kitchen was well stocked and the townhouse had everything we needed for a trip to the beach (umbrellas, beach towels, beach chairs, cooler). There is plenty of room to spread out as well as wonderful common spaces. It was a 5 minute walk across the street the Grand Wailea and the beach walkway and a short drive to several beaches, golf course and shops. My daughter enjoyed the pool on property and my kids also worked out in the gym. There are codes to the property gate and to the townhouse. Our codes changed during our stay and that was somewhat confusing, but it all got sorted out. We loved staying here and you will too!
Guest favourite
Condo in Kihei
4.88 out of 5 average rating, 105 reviews

Tropical Paradise Close to Everything

JoeRating, 5 stars1 month ago
Excellent location We are Planning on returning again. communication with Lily was Quite good. place could use some updated cookware. But a great place for friends, and families 👍
Guest favourite
Apartment in Kihei
4.9 out of 5 average rating, 171 reviews

Stunning Luxury Oceanview Condo

MelissaRating, 5 stars1 week ago
The resort grounds, amenities, and view were incredible especially given the price point. It is in the northern part of Kihei which requires a bit (~5 minutes) of driving south to get to some kid friendly beaches, but it gave the place a peacefulness since it was away from the busy heart of Kihei. We stayed with our small children and they loved the pool and the beach for building and playing in the sand. The pull out couch is the only thing I would mention. It was perfect for kids - they don't care what the bed feels like, but I wouldn't book the place if you are putting older kids/adults on the pull out Overall, we had such a great time and appreciate how responsive John was throughout the process. Thank you for sharing this condo with us!
Superhost
Condo in Kihei
4.81 out of 5 average rating, 306 reviews

Ocean view studio. 1k ft from water!June $149 m-th

CurtisRating, 5 stars3 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 Wailuku
4.95 out of 5 average rating, 20 reviews

Oceanfront 5 star Retreat

JoshRating, 5 stars2 weeks ago
We had a great time at Terri's unit. It was the perfect launching ground for our time in Maui with our two kids. The pool was never crowded, the grounds were nice and the little beach accessible from the building was nice for when we didn't want to get packed up to go elsewhere. The kids loved looking in the little tide pools during low tide and there were two turtles on the beach the day we checked in. The larger beach at the end of the block is easily walkable or also easy to park at if you want to drive a bunch of stuff down for a longer stay. We enjoyed feeling fairly centrally located and able to head north or south for different beaches as well.
Guest favourite
Villa in Kihei
4.95 out of 5 average rating, 57 reviews

Modern 2 bedroom/2bath Villa near Beach!

VeroniqueRating, 5 stars3 days ago
Loved staying here ! Was super clean , beautiful, great location and had everything we needed! The beds are so clean and comfy! Loved my stay and would highly recommend!!!
Guest favourite
Condo in Wailea-Makena
4.95 out of 5 average rating, 43 reviews

Serene Luxury Golf & Tennis Villa

JillRating, 5 stars2 days ago
We had the best time at this Airbnb! Our first trip to Maui with a 9 and 14 year old. Two bedrooms and bathrooms on separate ends of the unit with plenty of room for living and lounging! The amenities were perfect - with kitchen and laundry, we felt comfortable and at home. We also had everything needed for an afternoon at the beach: coolers, chairs, umbrellas and towels. Everything was clean and in great condition. The surrounding area is beautiful with fantastic shopping within walking distance. I would definitely stay here again and recommend it to anyone looking for a lovely place to stay in Maui!

Quick stats about holiday rentals in Wailea-Makena

  • Total rentals

    1.8K properties

  • Nightly prices starting at

    $114 AUD 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

  1. Airbnb
  2. United States
  3. Hawaii
  4. Maui County
  5. Wailea-Makena