Condo vacation rentals in Wailea, Wailea-Makena

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Popular amenities for Wailea, Wailea-Makena condo rentals

Weekly condo rentals

Guest favorite
The modern kitchen features sleek cabinetry and granite countertops, complemented by stainless steel appliances. A large window allows natural light to fill the space, while a view of the dining area can be seen in the background, enhancing the open layout.
Condo in Wailea
4.95 out of 5 average rating, 65 reviews

Gem near Keawakapu Beach - Privacy and Ocean Views

DrewRating, 5 stars1 month ago
Amazing spot and stay
Guest favorite
The image features a sandy beach with gentle waves lapping against rocky outcrops. A distant island is visible on the horizon, surrounded by calm waters. The sky is partly cloudy, adding a serene backdrop to the coastal scene.
Condo in Wailea
5 out of 5 average rating, 56 reviews

Ohe'o || Wailea Ekahi Unit 28B || Lowered Rates

JeanRating, 5 stars1 month ago
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.
Guest favorite
A serene view is offered through the open window, showcasing lush tropical gardens, palm trees, and the ocean in the distance. Natural light floods the space, enhancing the vibrant greenery and inviting outdoor setting of the property.
Condo in Wailea
4.92 out of 5 average rating, 77 reviews

Wailea Elua 1101 - Beachfront Section - Ocean View

LisaRating, 5 stars1 month ago
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
Guest favorite
Condo in Wailea
4.94 out of 5 average rating, 52 reviews

Gorgeous Condo in Wailea Ekahi Village!

JamieRating, 5 stars1 month ago
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.
Top guest favorite
A serene waterfall cascades over a moss-covered rock formation, with lush tropical foliage framing the scene. The water flows gently, creating a tranquil ambiance in the garden setting.
Condo in Wailea
4.9 out of 5 average rating, 58 reviews

21A Grand Champions 1 Bed - Ulua & Mokapu beaches

NicoleRating, 5 stars1 month ago
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.
Superhost
The image captures a spacious pavilion area overlooking the inviting swimming pool and ocean. Comfortable seating arrangements are visible, surrounded by palm trees. Umbrellas provide shade, and guests are seen enjoying the pool area against a backdrop of bright blue skies and ocean views.
Condo in Wailea
4.82 out of 5 average rating, 98 reviews

Luxury Wailea Remodel - Beachfront Community

HeatherRating, 5 stars4 days ago
Wonderful stay and location. We realized too late in our trip the easy access to the beach!
Guest favorite
A spacious swimming pool is surrounded by lounge chairs and umbrellas, creating a relaxing atmosphere. Palm trees gently sway in the breeze near the poolside, with a clear blue ocean and sky serving as a picturesque backdrop.
Condo in Wailea
4.98 out of 5 average rating, 86 reviews

Maui Retreat Ekahi 50F -All YOU Need! 10% OFF WEEK

JenniferRating, 5 stars1 month ago
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!
Top guest favorite
Condo in Wailea
4.96 out of 5 average rating, 76 reviews

Modern Renovated Palms at Wailea Condo!

FranziskaRating, 5 stars3 weeks ago
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

Superhost
A private lanai offers views of palm trees swaying in the breeze and the ocean in the distance. Two outdoor chairs are positioned next to a wooden table, creating a relaxing spot to enjoy the scenery.
Condo in Kihei
4.81 out of 5 average rating, 26 reviews

Condo w/ Private Lanai, Ocean View & On-Site Pool!

ElisabethRating, 5 stars9 months ago
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.
A clear swimming pool is surrounded by spacious stone decking, offering lounge chairs arranged neatly under shaded umbrellas. Lush landscaping and palm trees are visible in the background, with a peaceful view of the surrounding hills.
Condo in Wailea
4.6 out of 5 average rating, 30 reviews

Hale Kamaole 106: 1BR Oceanview | Pool

VictoriaRating, 5 stars3 months ago
Lovely space and a lot bigger than I was expecting. Definitely a place I would book again and would recommend to others.
Guest favorite
A spacious bedroom features a large bed dressed in a light blue quilt, complemented by decorative pillows. Two bedside lamps illuminate the room, while sliding glass doors provide views of the surrounding lush greenery and mountains. A decorative tray with cups and flowers rests on the bed.
Condo in Lahaina
4.89 out of 5 average rating, 131 reviews

Beautiful Views~

RebeccaRating, 5 stars3 weeks ago
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!
Guest favorite
An aerial view of the Island Surf Building in Kihei, highlighting its convenient location near the ocean and Kalama Park. Lush greenery surrounds the building, and various vehicles are parked nearby, indicating a bustling environment. The coastline and blue waters stretch into the distance.
Condo in Kihei
4.96 out of 5 average rating, 24 reviews

High-Floor Island Surf | AC | Walk to Beach

Janelle Rating, 5 stars3 weeks ago
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!
A large resort-style pool is surrounded by lush palm trees and vibrant tropical landscaping. Natural rock formations with a waterfall feature enhance the scenery, while clear blue water reflects the sky. Sunlight creates a serene atmosphere around the inviting swimming area.
Condo in Lahaina
5 out of 5 average rating, 3 reviews

Entire Villa at Nanea Ocean Villas, Maui

EricaRating, 5 stars4 months ago
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.
Superhost
A view of a sandy beach bordered by clear blue waters, dotted with beachgoers enjoying the sun. Lush green trees provide shade along the shoreline. In the background, resort buildings and palm trees are visible under a partly cloudy sky.
Condo in Kihei
4.84 out of 5 average rating, 117 reviews

Walk to Beach from Maui Banyan Resort- AC & WIFI

TerrenceRating, 5 stars1 week ago
⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️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. ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️
Superhost
A private lanai is showcased with woven seating and a wooden table, offering a view of vibrant green grass that leads to the ocean. Palm trees frame the scene against a clear blue sky, enhancing the relaxing beachside atmosphere.
Condo in Kihei
5 out of 5 average rating, 4 reviews

Breathtaking Location-Sugar Beach #129

BrettRating, 5 stars10 months ago
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.
Guest favorite
The image captures a kitchen area with a granite countertop featuring a cooktop and utensils, framed by an open living space. A turquoise sofa set and glass table overlook large windows with ocean views, showcasing palm trees and tranquil water beyond.
Condo in Wailuku
4.88 out of 5 average rating, 106 reviews

Oceanfront 5th floor Views, Ma'alaea Bay

CristaRating, 5 stars4 weeks ago
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

Guest favorite
Condo in Wailea
4.96 out of 5 average rating, 50 reviews

Newly Remodeled-AC-Ocean Views-Modern Finishes

MollieRating, 5 stars4 months ago
This was our third stay @ Ekahi Village. This unit was our favorite, with exception of road noise. Amenities, updates, manager responsiveness all was amazing.
Guest favorite
Two comfortable chairs are positioned on a tiled patio, facing a stunning sunset over the ocean. A small glass table is placed between them, holding two red cups. Lush palm trees frame the view, enhancing the tranquil outdoor space.
Condo in Wailea
5 out of 5 average rating, 58 reviews

Beautiful Ocean Views and Aloha at Wailea Ekolu!

AlexandraRating, 5 stars2 weeks ago
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! :)
Guest favorite
Condo in Kihei
5 out of 5 average rating, 59 reviews

Ma'alaea Surf Oceanfront 2 Bedroom Condo on 2nd Fr

MariiaRating, 5 stars2 weeks ago
Super clean and comfy condo! Was enjoying the view every time. Great location . The Host was super nice and helpful!
Superhost
A comfortable living area features a spacious sofa and a decorative armchair. A television is mounted on the wall, displaying scenic images. Large windows allow ample natural light and provide views of the surrounding tropical landscape. A coffee table with decorative items sits in the center.
Condo in Wailea
5 out of 5 average rating, 7 reviews

Ground Floor, Garden View, Full a/c, Wifi, GC135

LukeRating, 5 stars5 months ago
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.
Guest favorite
A circular swimming pool is surrounded by lush tropical foliage and tall palm trees. Sun loungers and umbrellas are positioned around the pool area, providing shaded spaces for relaxation. The clear blue water reflects the bright sky above, creating a serene atmosphere.
Condo in Wailea
4.97 out of 5 average rating, 36 reviews

Tropical Wailea Retreat

KimRating, 5 stars1 month ago
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.
Guest favorite
Condo in Wailea
4.95 out of 5 average rating, 59 reviews

Wailea Hidden Gem

BrandonRating, 5 stars3 weeks ago
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.
Guest favorite
A spacious saltwater pool is surrounded by tropical landscaping and features a hot tub at one end. Lush greenery and palm trees are visible in the background, with distant views of the ocean and neighboring buildings. Guests can be seen enjoying the pool area.
Condo in Wailea
4.94 out of 5 average rating, 71 reviews

Wailea Walk to Beach Spacious Lanai Full AC & Pool

LomaRating, 5 stars2 months ago
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!
Top guest favorite
A spacious lanai offers a stunning ocean view, featuring a glass-top table with two wicker chairs. Bright blue beverages are placed on the table, while blue skies and gentle waves stretch out towards the horizon.
Condo in Lahaina
4.99 out of 5 average rating, 80 reviews

Stylish Love Hideaway, Maui Kaanapali Oceanfront

SamanthaRating, 5 stars6 days ago
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

Destinations to explore

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