
Condo vacation rentals in Wailea, Wailea-Makena
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Top-rated condo rentals in Wailea, Wailea-Makena
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Popular amenities for Wailea, Wailea-Makena condo rentals
Weekly condo rentals

Gem near Keawakapu Beach - Privacy and Ocean Views
Amazing spot and stay

Ohe'o || Wailea Ekahi Unit 28B || Lowered Rates
This condo worked well for us. We were traveling with family who had rented other units in this complex. We liked ours best, due to its updated/well-stocked kitchen, paper/toiletry supplies, two bathrooms, wide lanai, convenient parking, comfortable bed, generous square footage, and beach/snorkeling gear. We enjoyed the absolute quiet (this unit is away from the road), but found lots to do, especially in the excellent main pool area and on the relatively-wide beach, with easy snorkeling and walking options (Wailea luxury resorts to the left; natural beauty to the right). If you're looking for family-friendly green space and don't mind a longish walk to the main pool/beach, consider this property. If you have mobility issues that make walking difficult or need onsite restaurants, high-end furnishings and spa-like baths, you might not be happy here. We found it very comfortable. It was evident to us that Jazlyn has put a lot of thought into meeting her guests' needs. Highly recommend.

Wailea Elua 1101 - Beachfront Section - Ocean View
Beautiful location and setting. Very well organized and equipped. Especially nice bathroom and kitchen. She was also very thoughtful on the smaller details too, such as hooks to hang towels, clothes line in tub, non scented cleaning products . Also Very nice setup on the lanai

Gorgeous Condo in Wailea Ekahi Village!
We had the most lovely stay at this resort! Jordan’s place is exactly like the photos and is beautifully private. While you cannot exactly see the ocean from the condo—the trees and foliage has now grown too high—we loved opening the late sliding doors and listing to the ocean whenever we were at the home. The kitchen was wonderfully stocked and we loved having access to all of the coffee and appliances supplied. The walk to the beach is easy and the pool has all the amenities you can imagine. There a many places to eat, grab coffee, and activities in a close drive to the location. We did see a singular cockroach inside near where a screened window was ajar. Jordan was very responsive when we message him about this. We had absolutely no concerns about the cleanliness of the condo throughout the rest of our stay. Overall, this was a tropical luxury stay perfect for a honeymoon filled with privacy and easy access to all things one could want in Maui.

21A Grand Champions 1 Bed - Ulua & Mokapu beaches
Absolutely recommend Fiona’s place! Fiona as a host was responsive and very welcoming, and her Airbnb was perfect. Amazing location, well stocked with all beach supplies, and comfortable. We would stay here again in a heartbeat.

Luxury Wailea Remodel - Beachfront Community
Wonderful stay and location. We realized too late in our trip the easy access to the beach!

Maui Retreat Ekahi 50F -All YOU Need! 10% OFF WEEK
We’ve stayed in this complex a few times before and keep coming back because we always love it! Debra’s place is one of the best equipped ones we’ve stayed in! Kitchen made it easy to cook and beach equipment was appreciated. Being a second floor unit with high ceilings means it takes a while to cool down. Only one thing that could be improved: If you’re a person who likes to sleep with the ceiling fan on, the bedroom has one, but it really needs to be replaced — it’s very noisy (the one in the living room is silent in comparison). After a couple of nights with the noisy fan, we chose to keep it off and were reasonably comfortable with the AC unit. Otherwise we would stay again!

Modern Renovated Palms at Wailea Condo!
The condo featured everything we could hope for to enjoy the beaches and our vacation with a baby including full kitchen equipment, various baby chairs, toys, a bathtub and beach equipment (umbrellas, beach chairs, boogie boards, beachwaggon...). We really liked the interior design, it made us feel more at home.
Pet-friendly condo rentals

Condo w/ Private Lanai, Ocean View & On-Site Pool!
The perfect spot to stay for an adventure filled Maui vacation. It is centrally located on the island where there are multiple food trucks, restaurants, and a grocery store in walking distance. The place is at an intersection of 2 somewhat busy streets but the street traffic was not heard inside. The apartment owner has a big map of Maui hanging up with about 20 suggested locations to visit which we found to be very useful as we did a 5-day self-guided tour of the island. I would stay here again for future Maui vacations.

Hale Kamaole 106: 1BR Oceanview | Pool
Lovely space and a lot bigger than I was expecting. Definitely a place I would book again and would recommend to others.

Beautiful Views~
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!

High-Floor Island Surf | AC | Walk to Beach
this is the best Airbnb on the island! amazing neighborhood close to everything! it felt safe and had a hometown feel. everyone was so friendly. the place itself had everything we needed and the view was incredible! much better than the picture! when our host realized we didn't have beach towels he made sure some were delivered and we were thrilled to come back and see like 6 brand new thick beach towels!! having the washer and dryer in the unit made things so easy too! can't say enough great things about this place and the hosts ! we will be booking here for our next trip! 10/10 recommend!

Entire Villa at Nanea Ocean Villas, Maui
Gary's place is beautiful! The description on the listing does not do it justice. The Nanea is a dream resort with everything you need. I would stay here again, without hesitation.

Walk to Beach from Maui Banyan Resort- AC & WIFI
⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️I must say that I never ever EVER! give a review until the end of our stay, our shopping experience, Restaurants, ordering take out or uber but…. We are still here! This was the best experience we have ever had. The Maui Banyan staff, the well manicured grounds🌴🌺, 🥇location🗺️, great 🍽️🍹. Now, About The Hostess and her Crew….hands down the best there is or ever will be. We felt so comfortable, cared for, appreciated and respected the entire time, by everyone it’s ALOHA! So look no further 🌴😎🌊👙🩳🌈🏖️🍹🐚🤙🏽 & The best in hospitality. ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️

Breathtaking Location-Sugar Beach #129
This place is an absolute oasis. The freedom to walk a mere few steps directly into the Pacific Ocean was bliss. It wasn't cheap, but it was worth every dollar and I definitely intend to return some day. Highly recommend.

Oceanfront 5th floor Views, Ma'alaea Bay
Lovely place that is away from the busy resorts with beautiful views just as the listing showed. Host was highly responsive and helpful. All around great experience and recommend this place and host!
Condo rentals with a pool

Newly Remodeled-AC-Ocean Views-Modern Finishes
This was our third stay @ Ekahi Village. This unit was our favorite, with exception of road noise. Amenities, updates, manager responsiveness all was amazing.

Beautiful Ocean Views and Aloha at Wailea Ekolu!
The pictures and description don’t do justice to this amazing place! We had the most wonderful time and our expectations were surpassed! The ocean view is much better in person, the lanai was perfect because our toddler could play outside while we enjoyed relaxing in the lanai! Perfect place and really kid friendly! :)

Ma'alaea Surf Oceanfront 2 Bedroom Condo on 2nd Fr
Super clean and comfy condo! Was enjoying the view every time. Great location . The Host was super nice and helpful!

Ground Floor, Garden View, Full a/c, Wifi, GC135
Great location. Well outfitted for the stay with appropriate cooking utensils (though we didn’t use any) walkable to several restaurants and to the wailea mall. Good pool.

Tropical Wailea Retreat
This condo was perfect for my stay in Wailea. Very clean , comfortable & all the amenities you need. Pool & parking are right across from the entrance. Unit was very quiet for sleeping and relaxing. Location is perfect for everything in Wailea. Karissa was great communicating all information, and even allowed me an early check-in knowing I had a red eye.

Wailea Hidden Gem
We had a wonderful stay here for our daughter’s 1st birthday adventure! The place was perfect for our family of three. It was beautiful with an incredible amount of natural light. The place was super clean, and equipped with everything we needed, including a pack-and-play and a high chair for our baby girl. It was a great place to cool down and relax after days out exploring, and the location made it easy to get around. The home had everything we could have asked for and more. We had a great time making memories.

Wailea Walk to Beach Spacious Lanai Full AC & Pool
Amazing condo, super close to the best beaches and restaurants while still being in a private condo complex! Very spacious condo with lots of amenities and Jill is an amazing host, very responsive, and super pleasant, would definitely rent this place out again!

Stylish Love Hideaway, Maui Kaanapali Oceanfront
Stunning views from the lanai - we didn’t see any turtles but we did watch two Hawaiian monk seals foraging as we ate our breakfast on the first day. The apartment was nicely decorated, super clean and very well stocked. You can walk to restaurants, food trucks and beaches and even go swimming straight outside the apartment. Lots to see and do around the area too - highly recommend the chocolate tasting at ku’ia estate in Lahaina!
Quick stats about condo rentals in Wailea, Wailea-Makena
Total rentals
1.4K properties
Nightly prices starting at
G$12,549 GYD before taxes and fees
Total number of reviews
39K reviews
Family-friendly rentals
800 properties are a good fit for families
Rentals with a pool
1.4K properties have a pool
Rentals with dedicated workspaces
840 properties have a dedicated workspace
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Kaipukaihina
- Laie
- Honolua Bay
- Spreckelsville Beach
- Kapalua Bay Beach
- Olowalu Beach
- Pahoa Beach
- Wailea Beach
- Manele Golf Course
- Hāmoa Beach
- Oneloa Beach
- Maui Ocean Center
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Papaloa Beach
- Mokulau Beach
- Kaulahao Beach
- Wailea Golf Club