Vacation rentals with outdoor seating in Wailea

A bright living area offers ocean views through expansive sliding glass doors. Comfortable chairs are positioned towards the balcony, where coastal scenery includes palm trees swaying in the breeze. Neutral decor is accented with beach-themed cushions, and a TV set is present on a stylish console.

4.99 out of 5 average rating, 204 reviews

Mana Kai 608: Oceanfront Remod! Summer now OPEN!

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!

A clear blue pool is surrounded by palm trees, creating a relaxing atmosphere. Lounge chairs are positioned along the deck, offering spots for sunbathing. Umbrellas provide shade for outdoor dining tables nearby, all with a scenic view of the ocean in the background.

4.95 out of 5 average rating, 213 reviews

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.

The image captures a vibrant sunset over the ocean, with hues of orange, pink, and purple reflected across the water. Silhouetted palm trees line the foreground, adding a tropical feel. The landscape features rocky shorelines and gentle waves under the colorful sky.

4.99 out of 5 average rating, 126 reviews

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

4.99 out of 5 average rating, 124 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.

4.99 out of 5 average rating, 121 reviews

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

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.

A modern kitchen is shown with sleek gray cabinetry and stainless steel appliances. An island seating area with two wooden stools is present, topped with a decorative tray and two cups. Pendant lights with blue shades illuminate the space, enhancing the open and functional layout.

4.96 out of 5 average rating, 182 reviews

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.

A bright living area features sliding glass doors that open to a private lanai with ocean views. Comfortable seating options include a cozy sofa and armchair, complemented by a round coffee table and decorative pillows. Natural light fills the space, creating a welcoming ambiance.

4.98 out of 5 average rating, 140 reviews

Stunning Ocean Views · Steps to Beach · Comfort

Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

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.

4.99 out of 5 average rating, 234 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.

A modern kitchen and dining area are visible, featuring a round table set for four with woven placemats and plates. Stainless steel appliances are arranged in the sleek kitchen design, while large sliding glass doors open to reveal views of lush gardens and the ocean beyond.

4.96 out of 5 average rating, 146 reviews

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!

An open-concept living area features a spacious dining table with blue upholstered chairs, complemented by a calming color palette. The kitchen, equipped with modern appliances, is visible in the background, while natural light fills the space through large windows.

4.95 out of 5 average rating, 131 reviews

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!

A dining table set for four is positioned on the private lanai, surrounded by lush greenery. A bottle of wine sits center stage, accompanied by a plate of fresh fruit and pastries. Bright blue skies provide a serene backdrop.

4.96 out of 5 average rating, 206 reviews

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!

A welcoming living area features a comfortable sectional sofa beside a modern coffee table, with natural light filtering through large windows. An outdoor patio is visible, with an umbrella-shaded table and chairs overlooking lush tropical gardens and ocean views.

4.96 out of 5 average rating, 441 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

Popular amenities for Wailea outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

Superhost

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.

4.85 out of 5 average rating, 162 reviews

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

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.

4.98 out of 5 average rating, 116 reviews

Mana Hale Vacation Rental

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.

4.97 out of 5 average rating, 275 reviews

South Maui Guesthouse

A private balcony features a wooden table surrounded by four chairs, with a serene view of lush greenery and palm trees. Bright sky and the distant buildings of the resort can be seen, suggesting a peaceful outdoor setting.

4.97 out of 5 average rating, 33 reviews

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

The kitchen features light-colored cabinetry paired with granite countertops and stainless steel appliances. A large refrigerator and microwave are visible, along with an oven and stove. A central island with a wooden top provides additional workspace. Soft lighting enhances the functional layout.

4.97 out of 5 average rating, 152 reviews

12 Minute Walk Kamaole Beach II-Quiet Private Easy

An outdoor view showcases a private pool surrounded by tropical landscaping. A spacious home with a wrap-around deck overlooks the ocean, while the blue sky and scattered clouds enhance the serene setting. Lounge chairs are positioned beside the pool for relaxation.

4.92 out of 5 average rating, 38 reviews

Oceanview Home with Private pool and hot tub

The covered private lanai is depicted, featuring seating areas with outdoor couches and ceiling fans. A well-maintained lawn leads up to the entrance. Bright blue skies and soft clouds frame the space, creating a serene outdoor environment for relaxation.

4.83 out of 5 average rating, 104 reviews

Modern Family Kihei Home by the Beach

A cozy outdoor deck is showcased, featuring two wicker chairs and a small table, inviting relaxation. The inviting turquoise door stands adjacent to a wall with the word 'Aloha' elegantly displayed. String lights add a warm touch above, surrounded by tropical greenery.

4.92 out of 5 average rating, 131 reviews

Enjoy paradise living at the THERE Maui House!

Apartment rentals with outdoor seating

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.

4.8 out of 5 average rating, 281 reviews

Maui Banyan 1bd steps to beach & restaurants

A bright living area is accentuated by large glass doors that open to a private balcony overlooking tropical gardens. A cozy seating arrangement includes a comfortable sofa and a dining table with two chairs, creating an inviting space for relaxation and enjoyment.

4.94 out of 5 average rating, 200 reviews

Location! Tropical King Suite: Steps to Beach

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.

4.91 out of 5 average rating, 176 reviews

Stunning Luxury Oceanview Condo

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.

4.91 out of 5 average rating, 305 reviews

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

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.

4.96 out of 5 average rating, 173 reviews

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

A bright living area features a comfortable sofa and armchairs, complemented by a coffee table. Large windows offer stunning ocean views, while a dining table and chairs are positioned nearby. A TV sits on a wooden unit, and vibrant artwork adorns the wall.

4.92 out of 5 average rating, 133 reviews

Maui Oceanfront Penthouse at Nani Kai Hale (609)

5 out of 5 average rating, 203 reviews

A private lanai is shown, furnished with two lounge chairs and a round table. The area overlooks lush greenery and the ocean in the distance, framed by a wooden pergola. Bright blue skies complement the serene, outdoor setting.

Apartment in Wailea

Ocean View Loft -Own Private Hot Tub

4.91 out of 5 average rating, 391 reviews

A spacious sleeping area features a pink bedspread with a view of a private balcony. A wooden dresser holds a flat-screen television, while a glass-top table and two chairs are positioned nearby, creating a cozy seating arrangement amidst tropical foliage.

Apartment in Wailea

Fall Special! - King Bed - Closest to Ocean!

Condo rentals with outdoor seating

A serene bedroom is visible, featuring a spacious bed with white linens and a teal accent blanket. A piece of wall art depicting ocean waves enhances the decor. Natural light flows in through a window, and a ceiling fan provides ventilation.

4.98 out of 5 average rating, 151 reviews

Chic Maui Condo Steps From Beach & Ocean

A vibrant sunset is captured over the Pacific Ocean, with clouds in shades of orange and purple. Silhouettes of palm trees frame the foreground, while lush greenery and homes are visible at the edge of the golf course, enhancing the tropical setting.

4.91 out of 5 average rating, 144 reviews

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

A modern kitchen and dining area is featured, with light-colored cabinetry and a spacious countertop. Pendant lights illuminate the space. A vibrant mural depicts tropical foliage on the wall. Large glass doors provide views of the lush outdoor area, enhancing the bright atmosphere.

4.94 out of 5 average rating, 108 reviews

☀Very Desirable South Kihei | Enlivening Getaway ☀

A scenic view reveals the ocean with soft waves meeting sandy shores, framed by palm trees. In the foreground, tennis courts are visible against a backdrop of rolling hills, showcasing lush greenery under a clear blue sky.

4.98 out of 5 average rating, 104 reviews

Maui is Open - Come Support the Locals

A vibrant rainbow arcs over a tranquil ocean, with gentle waves lapping at a sandy beach. The water reflects shades of blue and turquoise, while soft white foam from the waves meets the shore, creating a serene coastline scene.

4.96 out of 5 average rating, 282 reviews

Beauty & the Beach: Remodel+Ocean Vws! A+ Location

4.94 out of 5 average rating, 167 reviews

An outdoor dining table is set for four, featuring plates and cutlery, with a backdrop of lush greenery and panoramic ocean views. Palm trees frame the scene, and the sky displays soft hues of sunrise or sunset, enhancing the tranquil atmosphere.

Condo in Wailuku

Boho Beach Retreat *OCEAN VIEWS*

A modern dining area features a polished wooden table surrounded by six chairs. Natural light floods the space, highlighting the contemporary kitchen with granite countertops in the background. Large sliding glass doors open to a scenic view of the ocean and lush surroundings.

4.94 out of 5 average rating, 181 reviews

Wailea Ekolu Village 2/2 with stunning ocean view!

An aerial view captures the coastal Menehune Shores complex, showcasing its resort-style architecture alongside the ocean. Lush green lawns extend towards the shore where gentle waves lap against the sandy beach. The backdrop features the expansive landscape of Maui, highlighting both land and sea.