
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.

Mana Kai 608: Oct/Nov Now OPEN! Modern Surf Vibe
Mana Kai 608 is a remodeled oceanfront condo DIRECTLY on Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, right on the border of Wailea and Kihei! Our condo is designed with a modern surf feel in mind, we are excited to share it with you! If you enjoy Wailea's 5-star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best Property Mgr. in Maui, Tracy O'Reilly to take amazing care of you!

Maui's Best - Wailea Ekahi 47A
Ekahi says it all. Don't come all the way to Maui to stay in a bargain space. Unit 47A is a one bedroom (with sleeper sofa), two-bath renovated on the ground floor. This means a larger lanai than upper units. It also means that when you step off that lanai, you step onto A LOT of grass. Our condo is a 5-minute (barefoot) walk to the most wonderful of all Maui beaches; a ten-minute walk to the shops at Wailea. Restaurants nearby. Convenient yet without the road noise.2067153903 Privacy and peace.

Oceanfront Mana Kai Penthouse..Heaven meets Earth!
Aloha and E Komo Mai! (Welcome) Where Heaven meets Earth! Immerse yourself in the best location and bi-coastal oceanfront views to spend your luxury vacation experience in South Maui. This Mana Kai penthouse is on the 8th floor (806) and includes two-bedroom suites on the world-famous Keawakapu Beach. Located on the longest sandy beach in Wailea (2.75 miles), you will enjoy excellent snorkeling, body surfing, whale watching, scuba diving, paddle boarding, and kayaking literally at your doorstep

Wailea Ekolu Village 2/2 with stunning ocean view!
Halloween Special! 20% off all days October 28 - November 5! 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 condo is in the Wailea Resort area, and does not infringe upon nor remove housing from the local neighborhoods of Maui.

Gorgeous Getaway on the Beach
A freshly updated, fully-furnished condo situated across the street from the beach and nestled in a welcoming and quiet complex. Enjoy a beautiful space complete with a king-sized bed, renovated kitchen, a new sleeper sofa and a quiet lanai. With modern design and minimal decor, this space is perfect for you to unwind and relax. Complete with an in-unit washer and drier, this will be your home on the island and your oasis to rest. Steps away from food, drinks, a pool and the beach! Come stay!

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.

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.

A.R.A Retreats: Big Blue Pacific
Nicknamed “Big Blue Pacific” for its absolutely stunning view of the Pacific Ocean from the living room, kitchen and master bedroom. Our vacation rental condo is located in Wailea Ekolu, the well-known luxury resort community of Wailea. It offers a relaxing 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 and when the sun goes down, watch your favorite shows on on our smart tvs!

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!
This is the one you've been waiting for! Perfect for families, couples, or anyone who loves to spread out, this 1700 sq ft Grand Champions 3 bedroom has been painstakingly remodeled with luxury finishes throughout. Two kings, two pull-out queens, plus...bunk beds! Nestled in the most peaceful corner of the resort, boasting stunning ocean views from the lanai, and minutes away from Wailea beaches, restaurants, and shopping, this is truly what Maui vacation dreams are made of!

Oceanfront Getaway, Brand New, Steps To Beach
Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

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
Popular amenities for Wailea outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Kihei 533- A/C, Free Parking, and WiFi

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

Mana Hale Vacation Rental

South Maui Guesthouse

12 Minute Walk Kamaole Beach II-Quiet Private Easy

PAIA HALE Walk to beach and town

Modern Family Kihei Home by the Beach

Two Bedroom Paia North Shore Beach House
Apartment rentals with outdoor seating

Maui Banyan 1bd steps to beach & restaurants

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

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

Ocean Front Vibes Maui

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Oceanfront penthouse with amazing views at Kauhale

Ocean View Loft -Own Private Hot Tub

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

Dolphin Penthouse at Milowai

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views

Turtle Cove Oceanfront Views Island Sands Resort

Newly Renovated Corner Unit w/ View at Maui Vista

160KReno-Stunning Palms in Wailea Condo-Beach/Golf

☀Very Desirable South Kihei | Enlivening Getaway ☀

Makani A Kai A7 modern beachfront, pool, a/c, w/d
Quick stats about holiday rentals with outdoor seating in Wailea
Total rentals
730 properties
Nightly prices starting at
$154 AUD before taxes and fees
Total number of reviews
31K reviews
Family-friendly rentals
410 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
690 properties have a pool
Destinations to explore
- Honolulu Holiday rentals
- O‘ahu Holiday rentals
- Kauaʻi County Holiday rentals
- Island of Hawai'i Holiday rentals
- Waikiki Beach Holiday rentals
- Kailua-Kona Holiday rentals
- Kihei Holiday rentals
- Kona Holiday rentals
- Kaanapali Holiday rentals
- Hilo Holiday rentals
- Princeville Holiday rentals
- North Kona Holiday rentals
- Condo rentals Wailea
- Hotel rentals Wailea
- Rentals with an EV charger Wailea
- Beachfront rentals Wailea
- House rentals Wailea
- Pet-friendly rentals Wailea
- Rentals with a patio Wailea
- Villa rentals Wailea
- Rentals with a sauna Wailea
- Rentals with a kayak Wailea
- Beach condo rentals Wailea
- Apartment rentals Wailea
- Fitness-friendly rentals Wailea
- Townhouse rentals Wailea
- Luxury rentals Wailea
- Waterfront rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Family-friendly rentals Wailea
- Rentals with pools Wailea
- Serviced apartment rentals Wailea
- Rentals with beach access Wailea
- Rentals with a hot tub Wailea
- Rentals with outdoor seating Maui County
- Rentals with outdoor seating Hawaii
- Rentals with outdoor seating United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Pahoa Beach
- Manele Golf Course
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Oneloa Beach
- Kaipukaihina
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Polo Beach
- Wailea Golf Club
- Maui Golf & Sports Park
- Things to do Wailea
- Sports activities Wailea
- Nature and outdoors Wailea
- Food and drink Wailea
- Things to do Maui County
- Food and drink Maui County
- Wellness Maui County
- Nature and outdoors Maui County
- Sports activities Maui County
- Things to do Hawaii
- Sightseeing Hawaii
- Sports activities Hawaii
- Wellness Hawaii
- Tours Hawaii
- Entertainment Hawaii
- Nature and outdoors Hawaii
- Food and drink Hawaii
- Art and culture Hawaii
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Wellness United States
- Tours United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Nature and outdoors United States