Wailea-Makena beach vacation rentals

4.83 out of 5 average rating, 144 reviews

A spacious living area is furnished with two light-colored sofas adorned with patterned cushions. A glass coffee table sits at the center, complemented by a potted plant in the corner. Natural light enters through large windows with sheer curtains, enhancing the inviting atmosphere.

Condo in Wailea

Beautiful Palms At Wailea #608-2 BR/2 BA

PriyankaRating, 5 stars6 months ago

Pros: great location and very pretty home. You can literally walk or short drive to best beaches in Maui, restaurants, shopping and food trucks. Home has a very peaceful and nice vibe. Well stocked kitchen and most of beach stuff that you will need Cons: home is little bit on older side and could use some darkening curtains. I like to sleep in dark, so if it doesn’t matter to you. This is the best value home. It is still very bright in night due to location on road and gets bright very early in morning. I did not had any noise issues like other guests. It is on 1st floor, so it is a bit hard to carry luggage up and down with kids

5 out of 5 average rating, 7 reviews

A vibrant sunset displays a gradient of purple, pink, and blue hues across the sky, silhouetting tall palm trees against the horizon. The ocean can be seen in the background, adding to the tranquil coastal atmosphere.

Townhouse in Kihei

Top beach in World/2 bdm/full bath/4 Island views!

BeatRating, 5 stars27 months ago

Kaon is a good soul and a very nice host. Checkin was super easy, he showed me as well the neighborhood and answered all my questions. He is allways there when u need him, but also very quiet and respects your privacy. His House is a perfect Spot to explore the island

Apartment in Wailea-Makena

5 out of 5 average rating, 3 reviews

A.R.A Retreats: Ocean Breeze

SongRating, 5 stars2 weeks ago

This stay was absolutely amazing! The room was incredibly spacious and comfortable, with a cozy atmosphere that made it feel just like home. The house is located in a safe and beautiful neighborhood, and you can even enjoy partial ocean views right from the home. Compared to other accommodations, this place offers outstanding value for money. The facilities were excellent, and the experience exceeded my expectations. I highly recommend it to anyone looking for a comfortable and enjoyable stay!

4.97 out of 5 average rating, 61 reviews

A serene beach scene is captured, featuring soft waves lapping at the shore. Gentle hills are visible in the background under a clear sky, with a few scattered clouds. The shoreline is lined with palm trees and some distant figures walking along the water's edge.

Apartment in Kihei

Sugar Beach! Direct Ocean Front! Best Views! #620

JuliRating, 5 stars2 months ago

My husband and I had the privilege of staying in the PH suite at Sugar Beach. This was a perfect, quiet location yet so close to all of what Kihei has to offer. The views were stunning, and we witnessed a sea turtle coming ashore right from the balcony. We will be staying here again on our next trip to beautiful Maui!

5 out of 5 average rating, 9 reviews

A spacious living area showcases natural wooden elements, with a light-colored bamboo sofa and matching chairs. Large glass doors frame a stunning seaside view, allowing soft light to illuminate the room. A ceiling fan provides ventilation, complementing the relaxed ambiance of the space.

Home in Kihei

Beautiful Beachfront Townhouse !

BaqRating, 5 stars1 month ago

We had a fantastic and memorable stay at Doug's place in Kihei. You can't beat the location--right in Kihei yet set back down a private road and right on the beach. The views out of the windows are amazing, and within a short walk your feet are in the sand, at the ocean's edge where turtles are peaking their cute little heads out consistently. We even encountered a turtle lounging on the beach! The house is stocked with the basics: plates, cups, coffee maker, toaster, nice towels, etc. The beds are comfortable and with the windows open and the fans on, the island breeze keeps the house very comfortable. Doug also has beach chairs and an umbrella for easy lounging. Highly recommend Doug's place!

A vibrant pool is surrounded by well-manicured gardens and palm trees, leading to a sandy beach. The clear ocean reflects the sunlight, and a few figures can be seen enjoying the shoreline. The overall scene emphasizes the tropical coastal setting.

4.89 out of 5 average rating, 154 reviews

*** Beautiful Oceanfront Maui Condo ***

SimoneRating, 5 stars1 week ago

Beautiful view from the lanai and sound of the waves makes David’s condo very special. Great location for exploring Maui and right on the beach. David is an excellent host and always in touch. The condo is well stocked and very comfortable. Wonderful hideaway on Sugar Beach. Mahalo.

4.99 out of 5 average rating, 80 reviews

Guesthouse in Kihei

Stunning remodeled treehouse cottage with views

MatthiasRating, 5 stars1 month ago

We stayed for nearly 2 weeks during the Holidays. The Treehouse is just perfect, clean, comfortable and well equipped and easy to find. Everything what you need like restaurants, grocery stores are in a walkable distance. A lot of great beaches are close to walk or in a radius of 3 miles to drive. Pamela is great host, easy communication and her response was fast. We can just highly recommend Pam‘s Treehouse and we will return for sure.

4.88 out of 5 average rating, 52 reviews

A private balcony overlooks the ocean, featuring a round dining table with two chairs and a lounge chair. The space is surrounded by a railing and offers a clear view of the water, with distant islands visible under a blue sky.

Condo in Wailuku

Great Listing and Price!

CuauhtemocRating, 5 stars1 month ago

Mrs. Barbara was very good at giving us her time every time we had a question about something regarding the condominium. The truth is that my family's stay there was very pleasant. Thanks to her being very kind the whole time. This is something very important that I want to mention. I had to return the unit at 11am, but our flight was not until 4:30 and she allowed us to leave our luggage there for a few more hours. I really appreciate this because our luggage was safe the whole time we were gone.

An outdoor dining area features a glass table and white chairs, situated on a balcony with a view of the ocean. Palm trees frame the scene, and distant mountains can be seen across the water, creating a serene coastal atmosphere.

4.91 out of 5 average rating, 102 reviews

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

CindyRating, 5 stars2 weeks ago

My husband and I spent five amazing days at James‘s beautiful condo. The views from the fourth floor lanai overlooking the beach and ocean were spectacular. The location was very convenient to shops and restaurants. The kitchen was fabulous and we made lots of amazing meals. The rooftop bbq area was a fabulous spot to grill and watch the sunset. Would return again for sure!

4.91 out of 5 average rating, 199 reviews

A tranquil beach scene is depicted, featuring soft sandy shores that gently meet the rolling waves. Lush greenery lines the coastline, while distant mountains provide a stunning backdrop under a partly cloudy sky.

Condo in Wailuku

Rare Beachfront Ground floor Oceanview from Lanai!

BrennanRating, 5 stars1 week ago

Tracey was a superhost and provided some great recommendations for things to do when on Maui. Lots of great restaurants within walking distance and an oceanfront view from the Condo. Even saw whales with binoculars from the shoreline. Looking forward to hopefully visiting again soon. Much Mahalo!

A balcony view showcases a lush green landscape with palm trees swaying gently in the breeze. A small table with a white floral arrangement is visible, inviting relaxation. The distant ocean can be seen beyond manicured gardens, enhancing the tranquil setting.

4.88 out of 5 average rating, 178 reviews

Relaxing Kihei Condo right on the Beach in Maui

AbhijitRating, 5 stars3 weeks ago

Derek’s bnb at South Kihei is at very convenient location and more importantly the beach is at shouting distance. Derek is a super host who is very responsive and shared clear instructions on how to get there. We loved the living room, kitchen, bathroom and all amenities inside. Overall, I would rate this place a solid 5 out of 5. Highly recommended for people visiting Maui and planning to stay at South Kihei. Thank you, Derek for the best experience during our stay at your place.

An oceanfront view showcases swaying palm trees, a vibrant lawn, and the calm waves of the beach. A glimpse of the inviting pool is visible alongside the lush greenery. The inset images capture a spacious living area with comfortable seating and a serene bedroom with a well-made bed.

4.82 out of 5 average rating, 170 reviews

Spectacular Direct Ocean Front location!

PaulaRating, 5 stars2 weeks ago

The condo was exactly as advertised with a beautiful view of the ocean, great amenities, and a very responsive host. Despite a major rare storm that caused some road closures in the area, we had a wonderful time at this space and I would highly recommend it to any visitor to Maui!

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wailea-Makena vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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 vacation rentals in Wailea-Makena

A partial ocean view is showcased through palm trees, overlooking a lush green lawn. The vast blue sky is dotted with soft clouds, while the distant ocean glimmers under the sunlight. Trees frame the scene, providing a tranquil backdrop to the view.

4.92 out of 5 average rating, 89 reviews

Kamaole Sands - Remodeled - King Bed - Ocean View!

MichaelRating, 5 stars2 days ago

Great place to stay. Super convenient for going to beach and perfect for having a restful vacation in Maui. Location was perfect for visiting South shore and for visiting Haleakala.

An aerial view of Koa Resort, showcasing the lush tropical landscaping and well-maintained grounds. Nearby, palm trees dot the landscape, and the ocean stretches into the distance under a bright blue sky. The serene environment is framed by the resort buildings, creating a peaceful atmosphere.

4.87 out of 5 average rating, 102 reviews

Tropical Paradise Close to Everything

NicoleRating, 5 stars2 weeks ago

We loved staying at Lily's place at the KOA. The grounds were beautiful and had many activities for us to enjoy including tennis, pool area, shuffleboard, and a ping pong table. Very convenient location to access the shoreline and walk for miles along the beach. The place was clean and friendly. The kitchen is a little outdated, but everything functions perfectly! We loved sitting on the balcony and sipping our coffee in the morning. Overall, a good stay for two couples! Thank you Lily!

4.9 out of 5 average rating, 169 reviews

The image captures a serene evening view of the complex, featuring lush greenery and palm trees. Soft lighting from tiki torches illuminates the pathway leading to the pool area, with the ocean visible in the distance against a colorful sunset.

Apartment in Kihei

Stunning Luxury Oceanview Condo

JanetRating, 5 stars3 weeks 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. 😋

A kitchen area is presented with light-colored cabinets and countertops. Appliances include a stove, microwave, and refrigerator. The adjacent area leads to a workspace with a chair and a mirror, while the open design offers views of the living space and natural light from nearby windows.

4.81 out of 5 average rating, 306 reviews

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

CurtisRating, 5 stars1 month 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!

4.95 out of 5 average rating, 110 reviews

An open-concept living area features a spacious dining table with blue upholstered chairs, complemented by a calming color palette. The kitchen, equipped with modern appliances, is visible in the background, while natural light fills the space through large windows.

Condo in Wailea-Makena

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

BrittaRating, 5 stars1 month ago

Condo was perfect for a large family with kids. There were plenty of packnplays and even a crib option in the master bedroom closet (with sheets!). Additionally, the two king beds in the rooms makes it nice if two families are traveling together, or in our case (grandma and grandpa came along). Kids room was a little stuffy and hot- the AC unit is older and the ceiling fan is not working. But we figured out how to get it off the eco setting which helped. The condo had all the basics we needed for cooking. Grills are out by the pools. There are two pools on the property one for families, and one we called the “no fun pool” because it’s supposed to be the quiet pool. Sunsets were beautiful here, everyone walks out onto the golf course to watch the sunset in the evening when the course is closed. We would love to stay again. It was an amazing family vacation for our Alaskan family.

A modern kitchen showcases sleek wooden cabinetry and stainless steel appliances, including a refrigerator and microwave. A spacious countertop with an integrated cooktop provides ample cooking space. Large windows offer views of the outdoors, complementing the open living area with a comfortable sofa and seating.

4.79 out of 5 average rating, 128 reviews

Ocean 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!

4.95 out of 5 average rating, 40 reviews

A swimming pool is shown, with a mosaic pattern featuring sea turtles on the bottom. Palm trees sway around the pool area, and umbrellas provide shade for lounge chairs positioned on the deck. Clear blue skies reflect sunlight onto the water's surface.

Condo in Wailea-Makena

Serene Luxury Golf & Tennis Villa

ZachRating, 5 stars4 weeks 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!