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Holiday rentals with outdoor seating in Wailea

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Wailea

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Top Guest favourite
Condo in Kihei
4.99 out of 5 average rating, 127 reviews

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC

Wailea Ekahi is a luxurious resort fronting onto beautiful Keawakapu Beach with acres of tropical grounds and 4 pools. Unit 16B is a mid property, renovated ground floor ocean view studio unit (500 sq feet) with a King sized bed, walk in shower and full kitchen. Enjoy your morning coffee and meals from the peaceful, shaded lanai which opens onto the lush greenspace and gardens while enjoying ocean views. A short walk to the beach, pools, luxury shopping, highend dining and golf courses.

Great locationGreat stayFriendly host

Top Guest favourite
A spacious living area features a light grey sectional sofa adorned with decorative cushions. A wooden coffee table sits in front, accompanied by a textured area rug. A piece of wall art depicting a boat on water is displayed above the sofa, complemented by a floor lamp and a plant on a side table.
Condo in Wailea
4.98 out of 5 average rating, 126 reviews

Stylish garden oasis by Maui's best beaches!

Aloha! Welcome to our beautiful home at Maui Kamaole, an upscale complex located next to Keawakapu Beach and minutes to Wailea. Our condo is perfectly suited for couples and small families wanting space with stylish comfort in a prime location. Relax on a luxurious king-sized bed, sectional sofa w/ memory foam sleeper, and a pack and play for toddlers! Enjoy the essentials of modern connectivity, a fully stocked kitchen, with two full bathrooms. Soak in paradise on two lush garden patios!

Great locationFriendly hostNear markets

Top Guest favourite
An expansive covered lanai features comfortable seating with plush cushions, accented by a decorative table. String lights adorn the ceiling, and panoramic ocean views showcase a vibrant sunset over palm trees and neighboring properties.
Guest suite in Kihei
4.99 out of 5 average rating, 137 reviews

Sweeping Panoramic Ocean Views - Private Ohana

Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.

Great locationQuiet surroundingsClean

Top Guest favourite
A light-filled living room features a designer sectional sofa and a wooden coffee table. Floor-to-ceiling glass doors offer unobstructed views of the ocean and balcony. A modern TV is positioned on a wooden console, enhancing the contemporary aesthetic of the space.
Condo in Kihei
4.99 out of 5 average rating, 257 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

Great locationStylish designNear markets

Top Guest favourite
Condo in Wailea
4.97 out of 5 average rating, 102 reviews

Modern Renovated Palms at Wailea Condo!

MODERN CONDO WITH ATTENTION TO DETAIL! Our bright, modern island condo awaits you! Breathe easy knowing that you have everything at your fingertips. Enjoy your morning coffee on the large lanai. Pack a beach bag and head to one of the best beaches just a 10 minute walk away. Explore the Shops at Wailea. You will feel right at home cooking in our fully equipped kitchen. Close out your day by watching the sunset from the pool area and then stargazing on the lanai. Then repeat!

Great locationSafeGreat stay

Top Guest favourite
A serene landscape view features tropical greenery and palm trees leading to the ocean. Sun umbrellas are visible along the shore, providing shade, while calm blue waters stretch into the distance. Lush foliage surrounds the area, enhancing the tranquil outdoor environment.
Condo in Kihei
4.96 out of 5 average rating, 145 reviews

Ekahi Ocean Studio: Wailea Paradise by the Beach

Ekahi Ocean Studio is perfectly located in the lower village of Wailea Ekahi (ground floor), a lush-landscaped paradise, just steps from the oceanfront pool and to world-renowned Keawakapu beach. This studio is perfect for couples seeking a peaceful, romantic retreat. You can spend your days lounging at the beach or oceanfront pool, running along the nearby beachfront pathway, exploring nearby Wailea restaurants and resorts or enjoying our cook's kitchen and your private Lanai.

Great locationQuiet surroundingsExcellent service

Guest favourite
A bright, open living area features modern furnishings including a spacious sofa and lounge chairs. Large sliding glass doors provide views of the garden and ocean, while a ceiling fan enhances airflow. A round coffee table sits on a woven rug, complementing the hardwood floors.
Apartment in Wailea-Makena
4.94 out of 5 average rating, 108 reviews

A.R.A Retreats: Garden Oasis

Nicknamed “Garden Oasis” for its beautiful little garden walk out off the Lanai onto a beautiful field. While it also has a amazing view of the pacific ocean the beautiful private walkout really set the tone for a relaxing and private oasis. Wailea Ekolu Village is a three-minute drive or 18 minute walk to the beautiful golden sands of Wailea Beach. The Shops at Wailea, Monkeypod Kitchen and so much more just a short walk away!

Great locationNear marketsGreat stay

Guest favourite
Home in Kihei
4.96 out of 5 average rating, 456 reviews

Stunning ocean view, heated pool at home by Wailea

Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

Great locationWell-equipped facilitiesStylish design

Top Guest favourite
An open-concept living area showcases a modern kitchen island with a fruit bowl. A sectional sofa is positioned beside a Samsung Smart TV, with beach-themed artwork adorning the walls. Natural light floods the space, highlighting the neutral tones and inviting layout.
Condo in Wailea-Makena
4.99 out of 5 average rating, 141 reviews

*Fully Remodeled* Modern Island Style*

I am looking forward to hosting you at the Palms at Wailea 606 and making your vacation fun and enjoyable. The Palms is an upscale community that offers you great shopping, dining, golfing, world-class resorts, and beaches all within a few minutes. I offer you a clean, comfortable and memorable stay on the island. I want to make your Maui dreams come true! Mahalo and looking forward to seeing you! -Aini

Great locationWell-equipped facilitiesSafe

Top Guest favourite
The living area is arranged with comfortable seating over a textured carpet. A low coffee table holds decorative elements, while art adorns the wall and a modern kitchen with stainless steel appliances is visible in the background, enhancing the open layout.
Condo in Wailea-Makena
4.98 out of 5 average rating, 151 reviews

130K Hawaiian Reno on Wailea Blue Golf *Ocean View

BRAND NEW 130K Renovation+BRAND NEW Hawaiian Styled Contemporary Decor. Located right on Wailea Blue Golf course in the Grand Champions at Wailea with incredible ocean views from the patio.We are perfectly located just down from Money Pod+up from The Shops of WaileaCheck out our other property #201 VRBO (2050379)+#1905 VRBO(1222713) in The Palms we are Super Host with 5 STAR reviews)!! BOOK UP TO 365 DAYS.

Great locationStylish designGreat stay

Guest favourite
A spacious lanai features comfortable seating arrangements, including a table and chairs for outdoor dining. The ocean and lush landscape provide a scenic backdrop, visible through the open railing. The ceiling displays exposed beams, enhancing the open and airy feeling of the space.
Condo in Kihei
4.88 out of 5 average rating, 123 reviews

Wailea Ekolu - Gorgeous Ocean View - AC, Smart TV!

E Komo Mai to our luxury 2 bedroom unit on the 2nd floor with a beautiful ocean view and a spacious interior. From our comfortable lanai seating you have a full 180 degree view of the islands of Molokini, Kahoolawe, Lanai, and the West Maui Mountains while enjoying your morning coffee, evening cocktail, or anytime meal. Enjoy the luxurious grounds, pristine pool and scenic nearby beach walk.

Great locationWell-equipped facilitiesClean

Top Guest favourite
Condo in Wailea-Makena
4.98 out of 5 average rating, 200 reviews

Ocean/Golf Course Views, Tropical Resort in Wailea

Breathe in and exhale slowly while gazing at serene greenery and misty mountaintops. Make the most of a country-club setting by lounging on sun decks and swimming in heated pools. Retreat to an updated condo to unwind and fall asleep in a comfy bed. (This unit is suitable for a maximum of four (4) guests. Infants of any age are counted as guests.)

Great locationGreat stayStylish design

Popular amenities for Wailea outdoor seating rentals

Apartment rentals with outdoor seating

Guest favourite
A stylish living area features bamboo flooring, a sectional sofa with bright orange cushions, and a round wicker coffee table. A glass dining table accommodates four, and a large wall art piece depicting tropical leaves adds vibrancy. Natural light fills the space through floor-to-ceiling windows with views of the garden.
Apartment in Kihei
4.81 out of 5 average rating, 303 reviews

Maui Banyan 1bd steps to beach & restaurants

Great locationQuiet surroundingsStylish design

Guest favourite
A serene view showcases a circular pool surrounded by palm trees and tropical greenery. The backdrop features a cloudy sky over the ocean, with a glimpse of beach access visible. Smaller images highlight the interior amenities, including a modern bathroom and living area with ocean views.
Apartment in Kihei
4.9 out of 5 average rating, 324 reviews

Ocean View, 1 minute walk to the beach 2BR/2BA

Great locationGreat stayExcellent service

Guest favourite
Apartment in Kihei
4.85 out of 5 average rating, 138 reviews

Beautiful Studio Oasis Maui Banyan

Great locationExcellent serviceGreat stay

Guest favourite
Apartment in Kihei
4.73 out of 5 average rating, 120 reviews

Updated 1st Floor Maui condo

Great locationfood serviceClean

Top Guest favourite
Apartment in Kihei
4.88 out of 5 average rating, 207 reviews

Ocean View + Room for Everyone! Maui Family Escape

Great locationQuiet surroundingsfood service

Guest favourite
The modern kitchen features white cabinetry and a central island with a stove. Light wood flooring extends into the open living area, which includes a comfortable couch and a coffee table. Large windows allow natural light and offer views of greenery outside.
Apartment in Kihei
4.92 out of 5 average rating, 105 reviews

Steps to Charley Young Beach • Remodeled• Pool •AC

Great locationGreat stayQuiet surroundings

Top Guest favourite
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 Wailea
4.95 out of 5 average rating, 184 reviews

Ocean Front Vibes Maui

Great locationFriendly hostQuiet surroundings

Guest favourite
An open living area features a modern kitchen with stainless steel appliances and a light countertop. A comfortable gray sectional sofa is arranged around a small coffee table on a patterned rug. Shelving displays decor, and a large mirror reflects the space, enhancing brightness.
Apartment in Kihei
4.95 out of 5 average rating, 199 reviews

Next to Beach, Foods & Shops - Updated w/ View!

Great locationStylish designExcellent service

When is the best time to visit Wailea?

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Avg. price$526 AUD$550 AUD$487 AUD$428 AUD$382 AUD$394 AUD$380 AUD$361 AUD$348 AUD$376 AUD$423 AUD$516 AUD
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Quick stats about holiday rentals with outdoor seating in Wailea

  • Total holiday rentals

    Explore 800 holiday rentals in Wailea

  • Nightly prices starting at

    Wailea holiday rentals start at $139 AUD per night before taxes and fees

  • Verified guest reviews

    Over 32,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    470 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    780 properties feature pools

  • Rentals with dedicated workspaces

    530 properties have a dedicated workspace

  • Wi-Fi availability

    800 of Wailea holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wailea rentals

  • 4.8 Average rating

    Wailea stays are highly rated by guests—averaging 4.8 out of 5!

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