
Vacation rentals with outdoor seating in Wailea
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Top-rated outdoor seating rentals in Wailea
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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

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.

Renovated Condo | 3 Min Walk to Toes in the Sand!
Welcome to Pacific Pearl — your serene Maui escape just steps from golden-sand Kamaole Beach Park II. Set in the lush, resort-style Maui Banyan complex, this fully remodeled ground-floor condo offers peaceful garden views, a walkable location near dining and shops, and all the comforts of home. Spend your mornings snorkeling, your afternoons lounging by the pool, and your evenings with sunset walks on the shore. Perfect for couples, families, or friends seeking the effortless Maui getaway.

Newly Remodeled 1bed/1bath, Kihei/Wailea
Aloha, welcome to Hale Kamaole, a beautiful quiet resort across the street from one of Maui's most popular beaches. Only a 3-minute walk to Kamaole park. A place that you can enjoy the incredible sunset. Newly owned one bed/one bath, sleeps up to 4 people w/ a queen-size pull-out couch. Pool/jacuzzi/tennis court and BBQ for family gatherings are available. Cable/WiFi/landline also available. This newly remodeled condo has A/C in the living room and a bedroom to help you stay cool.

Top 5% Home with King Bed + Steps to Beach & Shops
Exquisitely remodeled top floor condo in one of the most desirable condo complexes in South Maui. Enjoy sunsets and peekaboo ocean views from your private lanai, walk to some of the finest beaches, shops & restaurants and lounge in the multiple pools & hot tubs on property with this perfect Hawaiian oasis! Everything (and we mean everything) is fully remodeled. From a peaceful island getaway to your next Hawaiian adventure, Makana Condo is ready for your enjoyment!

Luxury Condo w/wide Ocean View (Palms at Wailea)!
There is no better location than Wailea to experience your Maui vacation! This quiet and spacious condo has every amenity you could want to make your Maui vacation truly unforgettable. This condo is only a short walk to one of the best beaches (Keawakapu) on Maui and is also in close proximity to the Shops at Wailea. We spared no expenses in stocking this condo with everything you need to make your Maui experience memorable and luxurious.

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

Wailea Ekolu Village 2/2 with stunning ocean view!
Beautiful, spacious, modern 2/2 condo located in the heart of the Wailea Resort area with gorgeous, far-reaching ocean and island views, and surrounded by brilliant, lush, flowery grounds. Super-close to dining, golf, shopping, and only a short stroll to award-winning Wailea and Ulua beaches! Please note that this Wailea Resort condo has received government approval to operate as a vacation rental for the next 5 years.

*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

Ocean Front Vibes Maui
Wake up to panoramic ocean views and end your day with sunsets from your private lanai in this top-floor corner condo at Haleakala Shores. Just steps to Kamaole Beach Park III with easy elevator access. Beautifully remodeled in 2020, fully stocked, and walkable to dining, shops & snorkeling. Light road noise possible. See more videos & details on social at oceanfrontvibesmaui Maui's airport code is OGG

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.

Grand Champions - King Bed - Close to Wailea Beach
We are located in the heart of Wailea at the Grand Champions Villas, close to Maui's best beaches and within walking distance to great restaurants, the Shops of Wailea and surrounded by Championship Golf Courses. Grand Champions is a serene 12-acre park-like resort next to the Wailea Tennis Club and Wailea Blue Golf Course. Have fun with the whole family at this stylish place.
Popular amenities for Wailea outdoor seating rentals
House rentals with outdoor seating

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

Mana Hale Vacation Rental

South Maui Guesthouse

Stunning One Bd Partial ocean, AC, wifi,Pool C209

12 Minute Walk Kamaole Beach II-Quiet Private Easy

40% off monthly stay! 4 Bed Family Home (Kihei)

PAIA HALE Walk to beach and town

Hale Ho'okipa Kai Cottage, County Licensed
Apartment rentals with outdoor seating

Location! Tropical King Suite: Steps to Beach

Maui Banyan 1bd steps to beach & restaurants

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

Wailea Ocean View Escape

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

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Maui Condo across fm Kam 2 in HOTEL Zoned Resort

Fall Special! - King Bed - Closest to Ocean!
Condo rentals with outdoor seating

Stunning Ocean Views

Makani A Kai A9 romantic beachfront Maui, pool,a/c

Stunning Ocean Views - Jan Special $265

Mana Kai 608: Oceanfront Remod- February now OPEN!

Cozy Retreat With Ocean Views & Luxury Amenities!

Oceanfront Spectacular Condo, New Listing

Stylish garden oasis nearby Maui's best beaches

Seaside Tropical Maui Condo
When is the best time to visit Wailea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,245 | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,285 | ﺩ.ﺇ1,131 | ﺩ.ﺇ1,010 | ﺩ.ﺇ1,043 | ﺩ.ﺇ1,006 | ﺩ.ﺇ955 | ﺩ.ﺇ922 | ﺩ.ﺇ966 | ﺩ.ﺇ1,025 | ﺩ.ﺇ1,179 |
| Avg. temp | 16°C | 16°C | 16°C | 17°C | 18°C | 18°C | 19°C | 20°C | 19°C | 19°C | 18°C | 17°C |
Quick stats about vacation rentals with outdoor seating in Wailea

Total vacation rentals
Explore 770 vacation rentals in Wailea

Nightly prices starting at
Wailea vacation rentals start at ﺩ.ﺇ404 per night before taxes and fees

Verified guest reviews
Over 31,530 verified reviews to help you choose

Family-friendly vacation rentals
430 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
730 properties feature pools

Rentals with dedicated workspaces
520 properties have a dedicated workspace

Wi-Fi availability
770 of Wailea vacation 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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