Holiday rentals in Wailea-Makena

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Popular amenities for Wailea-Makena holiday rentals

Stay near Wailea-Makena's top sights

Kamaole Sands3 locals recommend
Wailea Beach35 locals recommend
Mana Kai Maui Resort12 locals recommend
Kamaole Beach Park II201 locals recommend
Cafe O'Lei Kihei241 locals recommend
Monkeypod Kitchen by Merriman240 locals recommend

Other great holiday rentals in Wailea-Makena

Guest favourite
Apartment in Kihei
4.92 out of 5 average rating, 91 reviews

Kamaole Sands - Remodeled - King Bed - Ocean View!

CarlyRating, 5 stars3 weeks ago
Great spot in Kihei! We really enjoyed the views, the laid-back pool, and the location of this condo. Walkable to cafes, shops, and the beach. The unit had everything we needed (thank goodness for the A/C!), and we especially appreciated the beach equipment. Two bathrooms was a plus too! The host was responsive and allowed our baby rental gear to be dropped off before we arrived. Overall would recommend! And for anyone wondering about accessibility, there is an elevator very close to the unit.
Guest favourite
Apartment in Kihei
4.88 out of 5 average rating, 105 reviews

Tropical Paradise Close to Everything

JoeRating, 5 stars2 weeks 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
Flat in Kihei
4.9 out of 5 average rating, 169 reviews

Stunning Luxury Oceanview Condo

BenjaminRating, 5 stars1 week ago
John was very proactive in communicating with us and it made the check-in/check-out process seamless. We booked the condo for its location given that we were planning to do day trips for the last few days of our vacation after spending the first half at a resort. It did not disappoint. Very convenient location, the kids enjoyed the pool, and everyone at the condos were very friendly.
Superhost
Apartment in Kihei
4.81 out of 5 average rating, 306 reviews

Ocean 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
Apartment in Wailea-Makena
4.95 out of 5 average rating, 113 reviews

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!

MarianneRating, 5 stars1 month 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
Apartment in Kihei
4.79 out of 5 average rating, 128 reviews

Ocean View 1 BR sleeps 4, Steps to the Beach!

JoelRating, 5 stars1 week ago
It was our first time visiting Maui, we thoroughly enjoyed our stay at Dan’s condo in Kihei. Perfect location and directly across the street is Charley Young Park where you can catch a beautiful sunset. Lots of restaurants/bars in the area and walking distance to all beaches. Condo was equipped with everything you need to make dinners at home as well as coolers and beach chairs. Would definitely stay here again in the future.
Guest favourite
Apartment in Wailuku
4.95 out of 5 average rating, 19 reviews

Oceanfront 5 star Retreat

JoshRating, 5 stars4 days 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
Apartment in Wailea-Makena
4.95 out of 5 average rating, 41 reviews

Serene Luxury Golf & Tennis Villa

ZachRating, 5 stars2 months 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 holiday rentals in Wailea-Makena

  • Total rentals

    1.8K properties

  • Nightly prices starting at

    £54 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