Vacation rentals with outdoor seating in Wailea-Makena

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Popular amenities for Wailea-Makena outdoor seating rentals

House rentals with outdoor seating

Guest favorite
The exterior of a spacious home is framed by lush tropical plants and trees. A charming pathway leads to a welcoming front deck illuminated by soft lighting. Large sliding doors enhance visibility into the interior, where comfortable seating is visible in a cozy living space.

Home in Kihei

4.98 out of 5 average rating, 108 reviews

Mana Hale Vacation Rental

LisaRating, 5 stars3 weeks ago
The Mana Hale house is truly a diamond! As well seasoned Maui visitors, we have extensive experience with vacation rentals on the island and like to think that we have found our spot to rebook. The entire home was clean and stocked with all the amenities one could need. The property is beautifully landscaped with wonderful fruit trees surrounding the house - which we enjoyed in our breakfast and in our cocktails! The decks are very nice to relax on, Cassie was kind enough to come by and spray them off from time to time during our stay. Cassie is such a thoughtful and kind host, her hospitality & communication are top notch, I have never had a host REALLY care and take the time that she did. We love staying in the Wailea area, so the location & value of the property is incredible as we frequent the restaurants & beaches there. Mana Hale is conveniently set 1 straight mile with one stoplight and one stop sign away from the beach. It has a great neighborhood to walk thru as well.
Guest favorite
A spacious single-story home is surrounded by lush palm trees and vibrant tropical plants. The well-maintained lawn features a mix of greenery, with the house's exterior displaying a neutral tone under a bright blue sky.

Home in Kihei

4.88 out of 5 average rating, 146 reviews

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

KristenRating, 5 stars2 months ago
The location was good for us with easy access to the beach and other island sites. House is well stocked with kitchen accessories, beach going toys, towels, chairs, boogie boards, etc. Owners were responsive and communicated well. House was spacious and met our needs.
Guest favorite
A charming guest house is presented with a wraparound deck, framed by palm trees and lush greenery. The exterior features light-colored siding and a sloped roof, with windows allowing natural light. A clear blue sky enhances the inviting setting of this private retreat.

Home in Kihei

4.97 out of 5 average rating, 244 reviews

South Maui Guesthouse

CathyRating, 5 stars2 weeks ago
The house is very clean, and the kitchen is well-equipped. Peter is incredibly warm and hospitable. The content of his guest book is very detailed, covering everything from restaurants to shopping to travel tips, and even includes his personal recommendations, which left a deep impression on us. Our self-driving trip on the road to Hana followed the route Peter suggested. Thank you so much! Highly recommended!
Guest favorite
The kitchen features light-colored cabinetry paired with granite countertops and stainless steel appliances. A large refrigerator and microwave are visible, along with an oven and stove. A central island with a wooden top provides additional workspace. Soft lighting enhances the functional layout.

Home in Kihei

4.97 out of 5 average rating, 147 reviews

12 Minute Walk to Kam Beach II-Quiet Private Easy

BenRating, 5 stars4 weeks ago
We absolutely loved our stay at Scott’s place! He was an excellent host: very friendly, excellent suggestions for great local restaurants and things to do, quick in communication/response to questions, and very helpful. We highly recommend staying here!
Superhost
A covered deck area features vibrant orange seating with two large armchairs and a matching table. A fruit bowl is centered on the table, while lush greenery and expansive ocean views create a serene backdrop.

Home in Kihei

4.93 out of 5 average rating, 28 reviews

Oceanview Home with Private pool and hot tub

StevenRating, 5 stars4 days ago
Loved this house!!! Amazing views from the patio and lanai, would 100% stay here again!!! Steve was very responsive to all of our questions. Mahalo!
Guest favorite
A comfortable seating area is visible, featuring two wicker chairs under a large umbrella on a deck. The open door frames views of a tranquil ocean and lush tropical gardens, complemented by bright blue skies and palm trees.

Home in Kihei

4.96 out of 5 average rating, 419 reviews

Stunning ocean view, heated pool at home by Wailea

KateRating, 5 stars1 week ago
Can’t reccomend this spot enough! The view in is incredible and sitting on the porch for sunset is such a treat. Sandra is lovely and ensures that you feel right at home and well cared for. We had small children with us and she had a pack-and-play, a high chair, multiple age appropriate toys, and beach equipment/toys available. This made our experience so much easier and more enjoyable. Would love to return!
Superhost
A comfortable living area features a large sectional sofa and a coffee table topped with tropical decor. A TV unit stands nearby with a flat-screen television. Natural light floods in through sliding glass doors, leading to the outdoor space. A soft area rug adds warmth to the hardwood flooring.

Home in Kihei

4.81 out of 5 average rating, 91 reviews

Modern Family Kihei Home by the Beach

JenniferRating, 5 stars2 weeks ago
Great place and location! Loved the kitchen. Pretty private backyard. Would come back for sure!
Superhost

Home in Wailuku

4.85 out of 5 average rating, 59 reviews

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

PedroRating, 5 stars1 month ago
Beautiful location, host is accommodating and responsive.

Apartment rentals with outdoor seating

Superhost
A private lanai features a round glass table surrounded by four blue chairs, set against views of Ma'alaea Bay and the West Maui Mountains. A tall palm tree adds tropical charm to the scene, with lush greenery visible in the foreground.

Apartment in Kihei

4.79 out of 5 average rating, 129 reviews

Pele’s Penthouse Top Floor Book Now!

NealandangieRating, 5 stars1 month ago
The first morning we sat out on lanai and we're able to spot some whales. Beautiful view of ocean and quiet kid friendly beach right next door. 2 bathrooms and 2 bedrooms exactly as pictured. Had all we'd need to stay. I would recommend bringing your own toiletries as they provide hotel size 2 in 1 for hair and no body wash just bars of soap. the beach towels, beach sand toys, and beach chairs we super nice to have that they have out on lanai. it was very clean and comfortable and a great central location to many food places, fruit markets and beaches. I recommend getting fruit shave from Gus's and Ulalanis shave ice. Also malasadas (donuts) fresh were divine. found them at food trucks and the shops at wailea the grocery market there. such a memorable trip as a family! thank you for letting us make your place our home for the week. Mahalo 🌺❤️
Guest favorite
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

4.9 out of 5 average rating, 169 reviews

Stunning Luxury Oceanview Condo

JanetRating, 5 stars2 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. 😋
Superhost
A bright living area features a patterned couch with tropical leaves and blue throw pillows. A glass coffee table is positioned in front, reflecting natural light from the window draped with floral curtains. An air conditioning unit and floor fan are visible, ensuring comfort.

Apartment in Kihei

4.83 out of 5 average rating, 278 reviews

Maui Divers Dream!! Kihei Bay Surf

JuliaRating, 5 stars3 weeks ago
Super central spot in Maui to hang out and get to and from other areas on the island! There’s a pool, tennis courts, and a parking lot - quick drive to the airport, and no more than 30-40 minutes from the furthest spots that we wanted to check out to unwind for the rest of our Maui journey after Haleakala. Ample room in the living room, kitchen, and bedroom, and a great WiFi! There’s a basket of tennis balls and rackets, snorkel fins, masks, and even anti-fog. (Loved Ahihi-Kinau Nature Preserve!) Beach towels came in handy to stay dry afterwards too :) truly had everything we needed for a fun, relaxing stay! Make sure to keep tidy and listen to our hosts and don’t let any plates stay overnight as we spotted a couple of ants on a plate we left out by accident 😭 we were warned and it was true, after that we had no issues as we were careful in wiping down surfaces and washing our dishes right away. Thank you for a wonderful stay! Hope to come back again soon 🥹
Guest favorite
An open-concept living area showcases a spacious sofa adorned with colorful cushions, adjacent to a modern, circular glass dining table. Vibrant artwork decorates the walls, complemented by a well-equipped kitchen area visible in the background. Natural light streams through large windows, enhancing the warm tones of the space.

Apartment in Kihei

4.89 out of 5 average rating, 371 reviews

Tranquil Kihei 2 Bedroom Condo

MelissaRating, 5 stars1 week ago
Thanks so much for the great stay!! We really enjoyed the location and amenities Great communication
Guest favorite
A bright living area features a comfortable blue sofa against a wall adorned with framed artwork. A flat-screen TV is mounted nearby, and natural light pours in through sliding glass doors, leading to a small balcony with outdoor seating. Clean, tiled flooring adds to the spacious feel.

Apartment in Kihei

4.83 out of 5 average rating, 174 reviews

Maui Vista

JordanRating, 5 stars1 month ago
Clean & Simple! Everything you need for a comfortable stay. The location could not be any better, perfect walking distance from Kihei night life and multiple beach fronts to choose from!
Guest favorite
A covered private lanai features a comfortable seating arrangement with a coffee table, while natural light enhances the space. Sunset views are visible through palm trees, providing a serene backdrop. The entrance to the indoor living area is seen through glass doors.

Apartment in Kihei

4.93 out of 5 average rating, 117 reviews

Ocean Views Newly Remodeled

AndrewRating, 5 stars1 month ago
Melissa’s condo was incredible and we thoroughly enjoyed our stay! Communication with Melissa was superb - always able to quickly answer any question and proactively communicating about the stay. The location of the condo is perfect right across the street from the K3 beach, within walking distance to plenty of food, and with a clear line of sight to the ocean and sunsets. The space felt like plenty of room for our family of six. The well stocked kitchen with updated appliances and cookware made making meals easy. The beds were very comfortable and the AC worked great. Plenty of amenities including a closet stocked with everything you’d need for the beach, separate towels for beach and bathroom use, and a well maintained association pool / grill area very close by to the condo. Some commented on road noise but we didn’t find it burdensome. Overall we had a great stay and would definitely stay here again if available on another trip - thanks so much for hosting us Melissa!!
Guest favorite
The open living area features a comfortable sofa and a dining table surrounded by chairs. Large windows frame ocean views and allow natural light to fill the space. A modern kitchen with stainless steel appliances and bar seating complements the airy atmosphere.

Apartment in Kihei

4.89 out of 5 average rating, 170 reviews

Beautiful Oceanfront Condo

YasminRating, 5 stars1 month ago
Had a wonderful few days in Maui and Brooke’s apartment was a great place to stay! Such a central location, and easy to find, with local shops and stalls, places to eat (the food trucks right behind were a perk!) and a stunning view across to the beach to enjoy, especially the sunsets - beautiful! Everything was within walking distance, however having a car to explore the island more was essential and parking was super easy! Brooke was really helpful and responsive to messages and the apartment is tidy with everything you need :)
Guest favorite
A spacious sectional couch is arranged in the living area, featuring light-colored upholstery and decorative cushions with blue patterns. A matching ottoman with a blue and white print complements the seating. A mirror is mounted on the wall above, reflecting natural light from the window.

Apartment in Kihei

4.94 out of 5 average rating, 267 reviews

Spring Special - One Bedroom - Closest to beach!

JenniferRating, 5 stars1 week ago
We very much enjoyed our stay at this location. It had all we were looking for in our first visit to Hawaii / Maui, and was walking distance to the beach, shops and restaurants. The condo was kept clean and tidy, and had everything we needed to enjoy the beach / pool and site see around the island. Jacques and Ronda were very responsive hosts when booking as well as with any questions we had.

Condo rentals with outdoor seating

Guest favorite
A modern bathroom features marble walls and floors, creating a clean and bright space. A spacious shower with a glass door is visible, along with a sleek vanity topped with a dark countertop. A striking blue bowl adds a pop of color to the design.

Condo in Kihei

4.92 out of 5 average rating, 145 reviews

Beach Area Condo

RobertRating, 5 stars1 week ago
We just completed a two week stay at Karen's place. We had a very nice, quiet time there celebrating our 59th wedding anniversary. We were able to walk to the beach, restaurants, and shopping. The unit was a little hard to find on our first night. We parked in the wrong lot. The stairs in the building presented some problems due to my wife's limited mobility, but we managed fine. The unit was very clean and had lots of extra towels and linens. The kitchen set-up was very nice as we had many meals in the unit. We would definitely stay there on our next trip to Maui.
Guest favorite
The living area features a comfortable couch and a dining table with bench seating. Natural light filters through the sliding glass doors, showcasing views of a garden outside. A ceiling fan and decorative elements, including a mirror and potted plant, add to the cozy ambiance.

Condo in Kihei

4.95 out of 5 average rating, 130 reviews

Renovated 2BD/2BA | 3 Min Walk to Beach | A/C

JulieRating, 5 stars1 week ago
This was a great place to stay for a week. It is right across from a beautiful beach that we walked in the mornings and went to for amazing sunsets. There is a lot of activity going on around the area with restaurants, shopping and water activities. The unit is very comfortable for 4 people, may be tight with 2 more in the common space. The layout is nice, the kitchen is great and fully equipped, the beds were very comfortable. There is a nice balcony with a pretty view (not of the beach but still beautiful). The host was extremely responsive to questions and also reached out proactively to ask how things were going. Also the on island hosts were great. We had planned a surprise proposal on the trip and they helped with recommendations for photographers which worked out great. They were also responsive when we needed help with the television. My only critique is to add more closet/dresser space and for much bigger bath towels (we used the beach towels). It was a great stay!
Superhost
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.

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 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!
Guest favorite
A person stands in the ocean water, silhouetted against a vibrant sunset with shades of orange and gold. Gentle waves lap at the shore, reflecting the warm colors of the sky, while clouds drift above, adding texture to the scene.

Condo in Kihei

4.89 out of 5 average rating, 128 reviews

Incomparable Maui Sunset condo, includes all taxes

Evelyn And James MichaelRating, 5 stars1 week ago
Nice long, sandy beach to walk on. Grounds beautifully kept. The bed comfortable.
Guest favorite

Condo in Wailuku

4.88 out of 5 average rating, 112 reviews

Oceanfront Condo with Pool and Jacuzzi

DennisRating, 5 stars1 month ago
Wonderful condo overlooking the ocean with whales breaching on the distance, and sea turtles swimming along the beach. Big comfortable bed, kitchen with all the amenities, nice bathroom and shower, and incredible sunrise view.
Guest favorite
A serene lanai is equipped with two sleek swivel chairs and a small dining table. The view beyond showcases a vibrant landscape of lush greenery and ocean hues, visible between the palm trees under a clear sky.

Condo in Kihei

4.96 out of 5 average rating, 109 reviews

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

TomRating, 5 stars1 month ago
This is a perfect place to stay while visiting Maui. All the positive reviews are right on point so I won't repeat them and Dan is an awesome wonderful host. The location is perfect close to everything and this was probably the best-stocked Airbnb with everything you need to feel at home. We can't wait to return.
Guest favorite
A spacious living area features a comfortable brown sofa adorned with tropical-patterned cushions. A low wooden coffee table is centered on a patterned area rug. The open kitchen is visible in the background, with warm wood cabinetry and modern appliances. Soft lighting enhances the inviting atmosphere.

Condo in Kihei

4.92 out of 5 average rating, 113 reviews

Newly Remodeled 2Bd/1Bath Condo-Great Location!

MichaelRating, 5 stars1 week ago
We loved our stay at Su’s place. The condo was in a great location within the complex - a corner unit with the bedrooms backing onto a quiet street. The ground floor location was convenient and provided a lovely spot for the lanai, which has a gorgeous garden view. The condo was spacious, well equipped and comfortable. The grounds were well kept and beautiful. The condo complex was safe and family friendly. The close proximity to the beach and grocery store were a huge plus for us. Su was accommodating, kind and responsive.
Guest favorite
An aerial view of a circular saltwater pool surrounded by lush tropical landscaping. Palm trees frame the image, extending toward the clear blue sky. In the background, ocean views are visible, showcasing the vibrant greenery of the resort's surroundings.

Condo in Kihei

4.86 out of 5 average rating, 109 reviews

Ocean View Penthouse, Steps to World Class Beach

CristopherRating, 5 stars1 month ago
Awesome host. She was great throughout the trip. Very accommodating with our crazy flight schedule. Very clean and had all the amenities. Would definitely recommend this to anyone looking for a place to stay. Will be back for sure. Thanks again Lena

Quick stats about vacation rentals with outdoor seating in Wailea-Makena

  • Total rentals

    510 properties

  • Nightly prices starting at

    $100 before taxes and fees

  • Total number of reviews

    27K reviews

  • Family-friendly rentals

    280 properties are a good fit for families

  • Rentals with a pool

    480 properties have a pool

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

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