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Vacation rentals with outdoor seating in Wailea, Wailea-Makena

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Wailea, Wailea-Makena outdoor seating rentals

House rentals with outdoor seating

Top 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, 112 reviews

Mana Hale Vacation Rental

MadelonRating, 5 stars1 month ago
This home is extremely well equipped with everything you may need. Kitchen tools, speaker to play music, beach gear and towels, it's all there. The house has a beautiful garden and it's a quiet neighborhood. Cassie is very responsive and flexible. She gave us some great recommendations in the area. The location of the house is very convenient, centrally located on the island. Beds are comfortable and so is the living room. If we come back to Maui we will stay here again!
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
4.89 out of 5 average rating, 148 reviews

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

DerekRating, 5 stars2 weeks ago
We couldn’t have asked for a more perfect house/location. It had all the space and amenities to make it a comfortable stay for our party of 6. We loved waking up every morning and walking over to Kraken Coffee for a delicious cup of coffee and then later walking over to the food trucks at night for an amazing variety of food for dinner. Probably our absolute favorite thing was how conveniently close Foodland grocery store was. We would love to stay there again in the future! Mahalo!
Top 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, 254 reviews

South Maui Guesthouse

DanRating, 5 stars1 week ago
We’ve been to Maui four times in the past year, and Peter’s place has been by far the best location and value of all our visits. It’s perfectly situated—just 5–15 minutes from what we feel are the best beaches and snorkeling spots on the island. The location easily beats Kaanapali and Napili. The home is well-kept, in a quiet neighborhood just off the main road, so you get peace and privacy without sacrificing convenience. Peter is a kind and respectful host—he gives you your space but is quick to respond if you need anything. I don’t usually leave long reviews, but after staying at so many Airbnbs, I can confidently say: if you’re heading to Maui, this is the place and location you want. 100% satisfied. Thank you, Peter.
Top guest favorite
A spacious living area is adorned with neutral tones and complemented by a ceiling fan. A green couch displays decorative pillows, positioned across from a wooden coffee table. The open kitchen features white cabinetry and essential appliances, creating a welcoming space for relaxation and socializing.
Home in Paia
4.93 out of 5 average rating, 165 reviews

PAIA HALE Walk to beach and town

CynthiaRating, 5 stars1 month ago
My husband and I enjoyed our stay. The home was clean and spacious. The bed was extremely comfortable, and we slept very well. We appreciated the private patio space. This home is in a convenient location for easy walking to restaurants and shops in central Paia. It was hard to leave!
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, 426 reviews

Stunning ocean view, heated pool at home by Wailea

EkoRating, 5 stars3 weeks ago
We were so thankful to stay at Sandra's lovely place. The villa was clean, comfortable, and had everything we needed. We were able to make meals, including using the bbq, and ate most of our meals on the deck and a few out by the pool. The pool was nice and warm, and we loved the outdoor shower. The entire space was very private. Sandra was gracious and accommodating with a special, last minute request, we highly recommend this stay to other guests.
Top guest favorite
The single-story cottage features a spacious covered deck, surrounded by a manicured lawn. The exterior showcases a light green color with white railing and trim. A clear blue sky and palm trees are visible in the background, contributing to the tranquil setting.
Home in Haiku-Pauwela
4.97 out of 5 average rating, 236 reviews

Hale Leialoha (BBPH 20 17/00 04,SUP 20 17/00 10)

TheresaRating, 5 stars3 weeks ago
Beautiful property in tranquil, relaxing setting. Centrally located in upcountry with easy access to nearby towns and distilleries. The home is beautiful; you can see the little touches that make it special and shows much pride in ownership. Hoping to make this an annual event and enjoy the property again!
Superhost
A wide sandy beach extends along the shoreline, meeting clear blue waters. Guests are seen relaxing under umbrellas, while others stroll along the water's edge. Lush palm trees provide shade in the background, contributing to a serene island atmosphere.
Home in Lahaina
4.93 out of 5 average rating, 108 reviews

Beautifully Remodeled 3 Bedrooms/2Bathrooms

JovanaRating, 5 stars1 month ago
My family and I absolutely loved our stay! The space was beautiful, comfortable, and just a short walk to the beach—which was a huge plus. We really appreciated that the home had everything we needed, from the kitchen to beach umbrellas, chairs, and more. The community was peaceful and welcoming, and parking was super convenient. It truly felt like a home away from home, and we were able to relax, connect, and make beautiful family memories. Highly recommend and would love to return!
Top guest favorite
A comfortable living area features a green sofa with decorative pillows, complemented by a wooden coffee table and matching lamps. A dining space with a table and chairs is visible in the background, alongside a kitchen area with a bright, airy atmosphere enhanced by natural light.
Home in Paia
4.86 out of 5 average rating, 113 reviews

Two Bedroom Paia North Shore Beach House

MarkRating, 5 stars2 days ago
Toni's place was great and she is an excellent host. Super responsive and helpful.

Apartment rentals with outdoor seating

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
4.91 out of 5 average rating, 174 reviews

Stunning Luxury Oceanview Condo

SaraRating, 5 stars2 weeks ago
We loved our stay! The view is unbeatable and the tiki torches at night add to the ambiance. The place is clean, great location, and had all we needed. Many thanks to John for hosting us!
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, 279 reviews

Maui Divers Dream!! Kihei Bay Surf

JuliaRating, 5 stars3 months 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
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
4.84 out of 5 average rating, 179 reviews

Maui View

MichelleRating, 5 stars2 weeks ago
Very spacious apartment on a beautiful and peaceful property with amenities. Walking distance to the beach and short drive to other beaches and surf shops. The unit had everything we needed like a full kitchen and beach towels, as well as the washer and dryer which came in really handy. Yuana was super responsive and accommodated our requests and questions!
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
4.94 out of 5 average rating, 127 reviews

Ocean Views Newly Remodeled

ReeseRating, 5 stars6 days ago
Melissa is an excellent and communicative host. The condo was clean, very nice, and well appointed. It is located directly across the street from a beach and within a short walk of restaurants and shops in Kihei. Also a short drive to the shops, resorts and beaches in Wailea. The building is located at the corner of a busy street which comes with a bit of noise but nothing intolerable. If you are very sensitive to noise, close the windows, turn on the air conditioning and use the white noise machines that are provided in both bedrooms and all will be well. The kitchen was well appointed with cookware and utensils needed to make a proper meal. There is a closet with beach chairs, boogie boards, a cooler - basically all the things you’d need for a day at the beach. If we visit Maui again we will definitely try to book this place. It was perfect for our family of four.
Superhost
Two sets of glass doors are framed by a vibrant green exterior, leading to a cozy outdoor seating area. A wooden bench is positioned under a covered porch, surrounded by lush greenery. Soft sunlight filters through the nearby plants, enhancing the tranquil atmosphere.
Apartment in Haiku-Pauwela
4.86 out of 5 average rating, 209 reviews

Beauty On Northshore BnB BBPH20190003

PetraRating, 5 stars2 weeks ago
Great place, clean and quiet and close to so many things. I would definitely stay there again.
Superhost
A panoramic view of a sandy beach stretches along crystal-clear waters under a bright blue sky. Gentle waves lap the shore, framed by palm trees and lush greenery, while a few beachgoers are visible in the distance.
Apartment in Kihei
4.8 out of 5 average rating, 141 reviews

Oceanview 2/2 Top Floor A/C Close to Everything!

ColleenRating, 5 stars1 month ago
Great place to stay! Right across the street from Charlie Young Beach.
Guest favorite
A spacious living area features a large sectional sofa adorned with various throw pillows. A wooden coffee table sits in front of the sofa, while built-in shelves display decorative items and a flat-screen TV is positioned for easy viewing.
Apartment in Kihei
4.87 out of 5 average rating, 149 reviews

Go Golfing from a Peaceful Apartment in a Beach Community

KristaRating, 5 stars2 months ago
Joe's place was fantastic - short 10 minute walk to the beach and very close to the pool and BBQ station. Mari was super responsive and was even able to get us in an hour earlier than our planned check-in. The house was well equipped in the kitchen including basic spices and condiments but even better was the provided beach stuff (coolers, chairs, umbrella's and two boogie boards!). We also really appreciated the nice little gift of chocolates, cookies and coffee waiting for us. Our family of 5 really enjoyed the place and the stay. Few tips for others: - the walk up from the beach is steep and was tough for our 80yo grandma but every time we drove to the local beach we had no issues finding parking - the pool looks like it has locks on the gates - they don't - just put your hand through and open from the other side - nice 3rd story look-out at the pool for sunset but get there early as it is a popular place - have a coffee grinder! Thank you Joe and Mari! Hope to be back soon.
Superhost
A lanai with two comfortable armchairs and a small table is visible, providing a cozy outdoor seating area. The sliding glass doors lead into a well-lit kitchen and living space, showcasing tiled flooring and bright natural light filtering in.
Apartment in Kihei
4.79 out of 5 average rating, 160 reviews

Beautiful Remodel Great Value Book Now!

JosephRating, 5 stars3 months ago
Very convenient and comfortable, well-appointed. The condo is on the shady side of the complex, which might be an important advantage in the summer months; it was not an issue now, although it was hard to find a sunny space to dry shoes. The general aspect was very pleasant, with very easy access to the beach, which is gently sloped and has calm waves. Easy highway access to drive to other places. The ceiling fans keep the rooms feeling cool; we were always comfortable. The (patio? lanai?) outside the living room was an extremely pleasant place to sit. The instructions warned about ants, but we saw none. Possibly the season, or the fact that we didn't cook much. The one thing I could have wished for was some specification in the description about the hardness of the mattresses. Preferences on this vary; we prefer very firm mattresses and these were somewhat soft, which caused problems for my wife's back.

Condo rentals with outdoor seating

Superhost
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
4.91 out of 5 average rating, 151 reviews

Beach Area Condo

ManojRating, 5 stars3 weeks ago
Karen is an excellent Host. The Apartment is perfect, modern, great location, well equipped, there are plenty of restaurants in walking distance but yet the Apartment is in a peaceful location. There is a beautiful beach literally minutes away. Can't wait to come back.
Superhost
A living area with large windows allowing natural light to fill the space. Seating includes a sofa and an armchair, with a coffee table positioned in front. A television is on a stand, and decorative wall mirrors enhance the ambiance.
Condo in Kihei
4.82 out of 5 average rating, 140 reviews

My Maui Beach Condo #3318

RickiRating, 5 stars1 month ago
Great place - will stay again. Complex is nice, quiet and very cleaen. BBQs, small pool. Parking is easy. Walk across to beach and sunset :)
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
4.96 out of 5 average rating, 143 reviews

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

PollyRating, 5 stars1 week ago
This was a lovely apartment with a fantastic host. Dimitry catered for everything that he possibly could and when certain aspects such as early check in/ late check out were not available, Dimitry did everything he could to offer alternative suggestions. The apartment was clean and comfortable and we well catered for. I’d recommend this Airbnb to anyone.
Top guest favorite
A fully equipped kitchen features granite countertops, a refrigerator, microwave, and stove with an oven. Two wooden bar stools are positioned at the counter. The open layout allows for easy movement between the kitchen and living areas.
Condo in Lahaina
4.98 out of 5 average rating, 184 reviews

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

JordanRating, 5 stars2 months ago
Wish we could have stayed longer. Place was so clean, convenient location in the building and easy in and out access to explore the surrounding areas. We felt right at home. Loved the balcony views. Washer and dryer are big and nice, perfect for us between stops on different islands. Kelly was super nice, communicative and responsive! Would absolutely come back.
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, 311 reviews

Ocean view studio. 1k ft from water!

SwatiRating, 5 stars3 days ago
We had a nice stay at Karen’s place:)
Top 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, 132 reviews

Incomparable Maui Sunset condo, includes all taxes

TahneeRating, 5 stars1 month ago
The owners were so welcoming and proactive. They went above and beyond to ensure our stay was wonderful. They had some uncontrollable maintenance issue arise that they handled immediately and it did not disrupt our trip at all. The building and amenities were perfect. Our son loved exploring the beach and chasing crabs. Our daughter spent the evenings in the pool after our daytime adventures. We will be back and are so grateful to have experienced this slice of paradise.
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, 113 reviews

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

GabiRating, 5 stars1 week ago
Super clean, amazing ocean front Condo with everything we needed! Communication with Dan was outstanding, he provides all the information you need to find the place and access it without any problems. The Condo is beautiful, very comfy bed, equiped with everything you can think of and great view! We are looking forward to be back in December!
Guest favorite
A warmly decorated living area features a spacious sofa adorned with tropical-themed cushions. A coffee table sits centrally, complemented by an area rug. Large glass doors open to reveal a lush garden view, while a ceiling fan provides cooling overhead. Artwork and decorative plants enhance the ambiance.
Condo in Kihei
4.93 out of 5 average rating, 121 reviews

Close to the beach-2Bd/1Bath Condo-Great Location!

EmilyRating, 5 stars4 days ago
Our stay at Su’s was great. Two minute walk to the beach and two minute walk to the grocery store. Everything was clean and matched the description on the listing. Would be nice to have a hot water kettle and tea available for non-coffee drinkers but that is really the only thing missing.

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

  • Total rentals

    510 properties

  • Nightly prices starting at

    ﺩ.ﺇ331 before taxes and fees

  • Total number of reviews

    27K reviews

  • Family-friendly rentals

    280 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    480 properties have a pool

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