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Holiday rentals with outdoor seating in Wailea

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Quick stats about holiday rentals with outdoor seating in Wailea

  • Total holiday rentals

    Explore 840 holiday rentals in Wailea

  • Nightly prices starting at

    Wailea holiday rentals start at $189 NZD per night before taxes and fees

  • Verified guest reviews

    Over 34,170 verified reviews to help you choose

  • Family-friendly holiday rentals

    480 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    810 properties feature pools

  • Rentals with dedicated workspaces

    540 properties have a dedicated workspace

  • Wi-Fi availability

    840 of Wailea holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wailea rentals

  • 4.9 Average rating

    Wailea stays are highly rated by guests—averaging 4.9 out of 5!

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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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
4.97 out of 5 average rating, 161 reviews

Hawaiian Reno on Wailea Blue Golf *Ocean View*Pool

Stunning Full Renovation and Hawaiian Styled Contemporary Decor. Located right on Wailea Blue Golf course in the Grand Champions at Wailea with incredible ocean views from the lanai.We are perfectly located just down from Money Pod+across from The Wailea Village popular with all the best restaurants. The Shops of Wailea with all of the exclusive brands is a short walk down the hill. Resort style amenities with 2 pools. Everything provided from Beach towels, Boogie Board, Yeti cooler and more.

Top Guest favourite
A well-appointed kitchen area features a spacious granite countertop with rich wooden cabinetry. Hanging red pendant lights provide soft illumination. Large windows offer views of lush greenery and the ocean, enhancing the inviting atmosphere of the space.
Condo in Wailea
4.94 out of 5 average rating, 181 reviews

Gorgeous 2 Story Townhouse in Wailea w/ Ocean View

Perfect location for vacationers. Condo is located on the first row right on the the Blue Golf Course, next door to the new Wailea Village Shopping Center. It's in the heart of the resort community of Wailea, across the street from the Shops at Wailea and the Grand Wailea. The unit has been completely renovated with spacious and open floor plan with 20 ft. cathedral ceiling. Just a few minute walk from coffee shops, great restaurants, grocery stores, shops, and some of the world's BEST beaches!

Top Guest favourite
An open dining area features a round table made of natural wood, surrounded by woven chairs. A well-equipped kitchen with stainless steel appliances and quartz countertops is visible in the background. Large sliding glass doors provide unobstructed views of the ocean and nearby palm trees.
Condo in Wailea
4.94 out of 5 average rating, 329 reviews

A.R.A Retreats: The Molokini

FULLY Renovated Summer 2023! Nicknamed “Molokini” this condo has stunning ocean view front and center of Molokini, you can witness multiple humpbacks jumping and playing during whale season from the comfort of your own private lanai. This condo is located in Wailea Ekolu in the well-known luxury resort community of Wailea. It offers a beautiful space for you to unwind after you spend all day taking in the sunshine around the island. Sit and enjoy your coffee whilst taking in our amazing views

Top Guest favourite
This image showcases a balcony view overlooking a vibrant scene filled with palm trees and lush greenery. A sparkling pool can be seen in the distance, and the ocean glimmers under a clear blue sky. Sunlight filters through the palm fronds, enhancing the serene atmosphere.
Condo in Kihei
4.97 out of 5 average rating, 172 reviews

The Pi Life: Ocean Views · 99 Steps from the Beach

We're Airbnb Superhosts w/ 100+ 5 Star Reviews. Welcome to The Pi Life! A cute and cozy condo, with gorgeous oceans views, that's 99 steps from the beach. We have everything you need for a perfect Maui vacation, including: ★ Ocean Views ★ Resort Amenities ★ Beach & Restaurant Access And, perhaps most importantly, we're deeply caring and responsive hosts ❤️ Our goal is to make your experience as fun, relaxing, and comfortable as possible. So please let us know how we can be helpful :)

Top Guest favourite
A modern living area showcases a spacious L-shaped sofa adorned with blue accent pillows. A circular coffee table sits at the center, complemented by two stylish armchairs. Natural light floods the room through large windows, highlighting the green artwork mounted on the wall.
Condo in Wailea
4.95 out of 5 average rating, 167 reviews

Wailea Beauty - walk to the beach & shops

Our locally-owned, newly redesigned 2BD/2BA modern Maui condo is located on the award-winning Wailea Blue Golf Course at The Grand Champions Villas. The Villas are nestled in the heart of tropical Wailea; minutes from shopping, tennis, restaurants and pristine beaches. Stroll to upscale boutiques and restaurants, or take a short walk to some of the most beautiful beaches in the world. Our condo features local Hawaii art and is your perfect home away from home on the beautiful island of Maui.

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 Wailea
4.99 out of 5 average rating, 142 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.

Top Guest favourite
Condo in Wailea
4.97 out of 5 average rating, 112 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!

Guest favourite
A spacious living area featuring high vaulted ceilings and large windows offering ocean views. Comfortable seating arrangements include an oversized sofa and stylish armchairs. A dining table accommodates four, complemented by a decorative feature wall. Natural light enhances the airy atmosphere throughout the room.
Apartment in Wailea
4.98 out of 5 average rating, 104 reviews

Luxurious Wailea Ocean Vistas

Completely remodeled. Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, comfortable, and with stylish decor, every amenity a Maui visitor could hope for is provided. Guests will fall in love with Wailea's beautiful lushness while enjoying a charming well-designed hideaway. We have considered every detail to provide the most effortlessly luxurious stay possible. With beaches nearby and two pools onsite, this island paradise has everything and more.

Top Guest favourite
The open living area showcases vaulted ceilings and warm wood beams. A modern kitchen island with a marble finish is complemented by stylish pendant lights. A cozy seating area invites relaxation, while large windows offer views of the surrounding landscape, enhancing the bright and airy atmosphere.
Townhouse in Wailea
4.97 out of 5 average rating, 143 reviews

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

Welcome to Happy Everything! Wailea Ekolu Complex A fun, fully re-modeled, well appointed and comfortable townhome situated on hole 10 of the famous Wailea Blue Golf Course at beautiful Wailea, Maui. Comfortably sleeps 6. Spectacular views of the Ocean and Neighbor Islands. Close to beaches, shopping, restaurants, Wailea Resorts and just a chip shot away from the golf course and brand new Wailea Village shops.

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
4.99 out of 5 average rating, 149 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

Guest favourite
A spacious living area is featured with comfortable seating, a large television, and natural light streaming through generous glass doors. A private lanai is highlighted with a dining table for four, surrounded by lush greenery. The bedroom showcases a king bed with calming decor, while a tranquil pool and palm trees are visible outside.
Condo in Wailea
4.83 out of 5 average rating, 185 reviews

Last Minute Deal! Wailea Condo Oceanfront Complex

Step into your own private tropical oasis in this fabulous Wailea condo! This adorable 792 square foot, ground floor unit is walking distance to one of the most incredible beaches on Maui with tantalizing turquoise blue waters of the Pacific! This lavish condo boasts an open and airy living space you will love with AC throughout. Relax on the remarkable lanais with a table with seating for four.

Top Guest favourite
Condo in Wailea
4.96 out of 5 average rating, 179 reviews

Luxury Vacationing Modern Condo Aug Specials $340

JUST RENOVATED THIS BEAUTIFUL CONDO IS BORDERING KIHEI AND WAILEA. THE CONDO BOASTS 17 FT CEILINGS, 1025 sq ft, 4 FRENCH DOORS THAT OPEN OUT TO A DOUBLE BALCONY WITH INCREDIBLE VIEWS OF THE OCEAN AND VOLCANO. TENNIS COURTS, SWIMMING POOL, BOCCE BALL, SHUFFLE BOARD,PUTTING GREEN AND ACROSS THE STREET FROM KEAWAKAPU BEACH. PERFECT FOR A FAMILY VACATION.

Popular amenities for Wailea outdoor seating rentals

When is the best time to visit Wailea?

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Avg. price$651 NZD$680 NZD$603 NZD$529 NZD$472 NZD$488 NZD$470 NZD$446 NZD$431 NZD$465 NZD$524 NZD$639 NZD
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