Family-friendly vacation rentals in Maalaea

A cozy living area features a plush brown sofa adorned with leafy pillows, accompanied by a textured coffee table. A pair of wicker chairs sits nearby. A colorful artwork hangs on the wall, and warm lighting enhances the inviting atmosphere.

4.8 out of 5 average rating, 438 reviews

Romantic Beachfront Getaway

Your beachfront escape awaits... This is the perfect spot for your romantic getaway! Right on the beach, you'll enjoy days in the sun, romantic meals dining on the private garden lanai with views of the azure Pacific and nights falling asleep in the luxurious canopy bed listening to the ocean waves lapping at the shore. Just 30 steps to the white sand beach and warm Pacific from both the private garden lania and front door! This truly is a magical spot. Newly remodeled and updated with all the amenities (everything is brand new). You'll enjoy luxury accommodations at a fraction of what you would pay elsewhere. Maalaea Bay is perfectly located and central to the entire island so it's easy to get out and explore... Watch the sunrise from high atop the clouds at the 10,000 ft. summit of Haleakala Volcano (about 45 minutes to the summit). Shop the luxury stores of Wailea (about 20 minutes away). If it is snorkeling, fishing or whale watching that interests you, just walk 5 minutes to Maalaea Harbor and jump on one the many different boat tours leaving throughout the day. Craving a little nightlife? Lahaina is only about a 20 minute drive away. I hope you can come and stay to enjoy what I believe to be one of the best spots in Maui. See you soon !

A lanai space features a table and chairs with a view of the ocean and distant islands. Tropical foliage decorates the foreground, including palm trees. The backdrop includes a clear sky with scattered clouds and a parking area adjacent to the property.

4.95 out of 5 average rating, 168 reviews

Cozy Retreat With Ocean Views & Luxury Amenities!

Welcome to a convenient Maui adventure base that is cozy, comfortable and modern! This Premier Vacation Condo in the harbor town known as Maalaea Village and located just 20 minutes from Kahului airport. Island Sands, a resort where you can enjoy a refreshing pool and barbecue grilling while overlooking stunning ocean and mountain viewing. Your tropical paradise includes opportunities to view turtles on a small beach, steps from the condo! This escape truly provides an unforgettable stay!

A spacious living area features a light grey sofa and a wooden coffee table positioned on a natural fiber rug. Large glass doors open to a patio with ocean views, while a flat-screen TV sits atop a console. Neutral curtains frame the windows, creating an airy atmosphere.

4.98 out of 5 average rating, 103 reviews

Coastal Dream Oceanfront Condo!

Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.

A modern living area features a comfortable sofa and a round coffee table. A wall-mounted TV is positioned across from the seating area. Natural light fills the space, highlighting bamboo flooring. A dining area with wooden chairs is visible, along with a kitchen in the background.

4.81 out of 5 average rating, 108 reviews

Modern 1 Bedroom Suite with Spacious Lanai

Relax in this calm, stylish space in Maalaea. It has everything you need to make this your homebase to explore Maui. Suite features a large private lanai surrounded by tropical plants & trees. New queen bed plus double sofabed. Kitchen with fridge, stovetop, convention microwave and dishwasher. Quiet A/C keeps the suite cool. Located on the 2.5 mile long Sugar Beach. Stroll the beach and enjoy the views across Maalaea Bay. 20 mins from the airport, 13 mins to Kihei, 26 minutes to Lahaina.

A full ocean view is presented from the lanai, framed by palm trees swaying gently in the breeze. In the foreground, a pool area is visible, surrounded by lounge chairs, with a beach hut adding a charming touch to the landscape.

4.96 out of 5 average rating, 110 reviews

Your Ocean-front Oasis to explore all of Maui

We have a full ocean view from the living room and lanai. The couch on the lanai folds out into a bed, so some nights we suggest star gazing with a glass of wine. We have binoculars handy, but during the whale season you wont need them to see the amazing humpbacks playing in the warm Maui surf. A walk along the quiet beach often finds turtle (or Honu) sunning lazily. The apartment has a old Hawaii vibe with more traditional fabrics and furnishings mixed with fast WiFi and new appliances.

An inviting kitchen area features modern cabinetry and a spacious island with three stools. Stainless steel appliances are complemented by elegant light fixtures, and natural light brightens the room through a nearby window.

4.98 out of 5 average rating, 147 reviews

Makani A Kai A7 modern beachfront, pool, a/c, w/d

Halerentals MAK A7 is a romantic, brand new beachfront condo with huge patio, lawn, and incredible views of the beach, bay, & Haleakala volcano-- centrally located for day trips around the island, and off the beaten tourist path. Cool a/c in every room -- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 2bed/2bath condo- w/ fully stocked kitchen & beach gear. Ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples.

4.94 out of 5 average rating, 108 reviews

Oceanfront, Ground Floor Condo Steps to Ocean

The perfect Maui vacation awaits you in this oceanfront ground level condo located on the Kana'i A Nalu property centrally located on the island in Ma'alaea Bay. Watch whales (Dec-Mar) directly from the lanai as they play in the harbor and then fall asleep at night to the waves outside the bedroom window. Discover the longest stretch of beach on Maui - 2.5 miles of secluded white-sand stretching from the condo towards Kihei with views of nearby islands of Kaho'olawe, Molokini and Lanai.

A spacious private lanai features a round table surrounded by two chairs, with ocean views and palm trees in the background. The tranquil waters reflect sunlight, while lush greenery complements the scene. An inviting bedroom showcases a California King bed with ocean-themed decor and access to a smart TV.

4.9 out of 5 average rating, 175 reviews

GORGEOUS Oceanfront/Ocean View*FULLY Remodeled!

This beautiful 559 square feet 1 bedroom, 1 bathroom unit is located just steps from the glittering Pacific Ocean, and comfortably accommodates up to four people. This condo is located in the quaint harbor village nestled between Maalaea Bay and the West Maui Mountains. Enjoy the luxury of being miles from crowded resorts, yet convenient to all your most popular island activities. The Maui Ocean Center is next door, and a delightful outdoor center with shopping and dining opportunities.

A sunlit balcony features a bar-height table and one chair, overlooking the ocean. The living area includes a comfortable seating arrangement with a lamp and artwork on the walls. The kitchen showcases modern appliances and a neutral color palette, enhancing the inviting space.

4.98 out of 5 average rating, 106 reviews

Oceanfront Panorama: Newly Refreshed 3rd Floor Gem

Welcome to our newly renovated 1b1b 3rd-floor oceanfront condo at Maalaea Banyan, a very popular destination! Steps from the sea, enjoy grand ocean vistas and island breezes. Nestled in Ma'alaea, our harbor town is known for snorkeling cruises and fishing delights. Explore Haycraft Park, Maui Ocean Center, or amble along Sugar Beach. Ideal for whale and turtle sightings. Enjoy a king bed, workspace, living room & bedroom a/c, free parking, pool, & hot tub. Your dream Maui retreat awaits!

A serene outdoor area features well-maintained green grass and several lounge chairs positioned to face the ocean. A table with decorative items is visible in the foreground, while palm trees sway gently in the breeze against a clear blue sky, providing a view of the distant mountains.

4.89 out of 5 average rating, 135 reviews

Oceanfront Condo with Pool and Jacuzzi

Relax in this peaceful gem on Maui. Located on the ground floor, you can walk into the ocean from your back porch. You'll see Turtles on our little secluded beach, amazing sunrises and sunsets over Maalaea Bay, and Whales during whale season! Maalaea Banyan is the only property in the area that includes a pool and jacuzzi. Just 1/4 mile away is Maalaea Harbor featuring snorkel, SCUBA, and sunset boat trips, the world famous Maui Ocean Center aquarium, restaurants and gift shops!

A scenic outdoor space features a table set for dining, overlooking a vibrant green lawn and an expansive ocean view. Nearby, comfortable seating invites relaxation. The kitchen area is equipped with modern appliances, while a stylish clock adorns the wall.

4.94 out of 5 average rating, 135 reviews

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.

4.92 out of 5 average rating, 263 reviews

1929 Restored 1BR Plantation Home | Walk to Town

Experience authentic Maui at The Blue Door on Church Street, a renovated 1930s plantation home in historic Wailuku. This one-bedroom villa features a King-sized Nectar bed, memory foam sleeper sofa, spa-like bath, and a fully equipped bar area. Enjoy the on-site infrared sauna and walk to cafés, restaurants, and shops. Centrally located near ʻĪao Valley, beaches, and top Maui attractions—your perfect base for adventure and relaxation.

Popular amenities for Maalaea family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The image captures a serene view of a landscaped garden area with a central swimming pool. Surrounding palm trees provide shade, and sun loungers are arranged around the pool. The ocean is visible in the background, framed by a clear sky and gentle hills.

4.93 out of 5 average rating, 353 reviews

Oceanfront Kihei Condo Free SUP & Resort Pools!

A serene oceanfront balcony view showcases gently swaying palm trees against a glimmering water surface. Sunlight reflects off the ocean, creating a sparkling effect. Lush greenery lines the beach area, with distant mountains visible under a clear blue sky.

4.86 out of 5 average rating, 308 reviews

Oceanfront Condo. Pool & Spa, 1 Br.

A view from the lanai captures the tranquil beachfront, framed by palm trees and lush greenery. The sparkling blue water stretches across the horizon, while mountains provide a picturesque backdrop under a partly cloudy sky.

4.85 out of 5 average rating, 194 reviews

Kihei Bay Vista #A202 - Kalepolepo Beach

A panoramic view of Maalaea Bay is presented, showcasing vibrant blue waters stretching to the horizon. Lush greenery surrounds the area, with palm trees swaying gently in the breeze. A solar-heated pool is visible in the foreground, framed by well-maintained gardens and lounge chairs.

4.81 out of 5 average rating, 124 reviews

Maui is OPEN! Come and visit your Oceanfront condo

4.96 out of 5 average rating, 136 reviews

An oceanfront view is captured from the lanai, showcasing gentle waves and a serene coastline. Lush greenery and vibrant landscaping can be seen below, accompanied by swaying palm trees under a clear blue sky. The horizon features distant islands and a calm sea.

Condo in Maalaea

Endless Waves, Spectacular Oceanfront views!

4.96 out of 5 average rating, 633 reviews

A well-lit studio suite features a comfortable leather sofa and two wooden chairs placed beside a table near a large window. Light drapes filter in through sheer curtains, enhancing the inviting interior, while a decorative piece and soft lamp contribute to a relaxed ambiance.

Condo in Wailea

Wailea Resort studio suite

A comfortable living area features a large sofa adorned with decorative cushions, paired with an accent chair and a coffee table. A surfboard is mounted on the wall, while the kitchen area is visible in the background, showcasing modern appliances and bar seating.

4.84 out of 5 average rating, 145 reviews

Beautiful Maui Beach Condo Steps from the Shore!

A private lanai features a table set for two with chairs, overlooking landscaped grounds and palm trees. The Pacific Ocean is visible in the distance, along with a glimpse of the resort building.

4.88 out of 5 average rating, 113 reviews

Sugar Beach Renovated 10% Discnt on 7 days Booking

Family- and pet-friendly home rentals

A well-appointed bedroom features a spacious bed with decorative pillows and a quilted coverlet. Wall-mounted lighting provides soft illumination. Floor-to-ceiling curtains drape over a window, allowing filtered light to enter. A modern ceiling fan above adds comfort to the room.

4.78 out of 5 average rating, 292 reviews

Ocean View-FULL AC-BEACH Kihei Maui

4.98 out of 5 average rating, 119 reviews

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.

Home in Wailea

Mana Hale Vacation Rental

4.88 out of 5 average rating, 183 reviews

A dining table is set on a balcony, featuring two plates and glasses filled with pink drinks. Lush green table mats complement the scene, with a pineapple as a decorative centerpiece. In the background, palm trees sway gently against a bright blue ocean and sky.

Condo in Lahaina

Beachfront Oceanview Seaside Retreat SoothingWaves

4.97 out of 5 average rating, 131 reviews

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

Beautiful Wailea Ekolu Townhouse-Perfect Get-Away

4.89 out of 5 average rating, 517 reviews

An open living space features a comfortable bed with soft blue linens, a stylish fold-out loveseat, and a large area rug. A fully equipped kitchen with wooden cabinets and a breakfast bar is visible, complemented by natural light from nearby windows.

Guest suite in Wailuku

Oceanview, Banana Bread, Hot Tub & Sauna near OGG

A cozy studio condo includes two double beds covered with white bedding and a blue accent thrown. Large glass doors lead to a private patio, offering natural light. A small seating area and a TV are visible, adding to the comfort of the space.

4.85 out of 5 average rating, 130 reviews

Maui Banyan Gem-Steps to Beach, 2 Beds, AC & WIFI

4.85 out of 5 average rating, 125 reviews

The image captures a serene beach scene with clear turquoise waters gently lapping against a sandy shore. Distant islands are visible on the horizon under a bright blue sky adorned with soft white clouds. The tranquil ocean setting suggests opportunities for swimming and snorkeling.

Condo in Lahaina

A jewel on Oceanfront & Breath Taking Views.

An inviting bedroom features a spacious bed with a patterned blanket. Two framed paintings adorn the light blue walls, and a bedside lamp provides soft illumination. A doorway leads to a bright living area, with natural light visible from additional outdoor access.

4.88 out of 5 average rating, 251 reviews

2B/2B Cottage/Cozy/Central/Private/Historic town

Family-friendly home rentals with a pool

A panoramic view of the ocean is framed by lush palm trees, with gentle waves lapping at the shore. The sky is filled with scattered clouds, casting soft shadows on the tranquil water. A railing borders the view, enhancing the sense of openness.

5 out of 5 average rating, 94 reviews

Direct Oceanfront w/Amazing Views, AC, upgraded!

4.96 out of 5 average rating, 162 reviews

A spacious lanai features a round table with a decorative centerpiece, surrounded by comfortable chairs. Lush palm trees sway gently in the breeze, while the vast ocean and distant shoreline are visible through the railing, under a partly cloudy sky.

Condo in Maalaea

Turtle Cove Oceanfront Views Island Sands Resort

The living room features a comfortable brown sofa and a cozy hanging chair beside a large window that frames ocean views. A round coffee table sits on a woven area rug, and decorative lighting adds a stylish touch to the space.

4.94 out of 5 average rating, 120 reviews

All New Beachy Chic Remodel, Ocean front with AC

A vibrant landscape features lush green lawns bordered by tropical palm trees. Gentle waves lap against the shoreline, and ocean views extend into the distance under a clear blue sky. Sun loungers invite relaxation, surrounded by colorful flowering plants.

4.88 out of 5 average rating, 33 reviews

In the center of it all!

4.98 out of 5 average rating, 40 reviews

A relaxed living area features a blue sectional sofa with red and white decorative pillows. A coffee table sits in front, and a work desk is positioned near a glass sliding door that provides views of the ocean and surrounding palm trees.

Home in Wailuku

Maalaea Kai 307 - Maui Prime Oceanfront

4.95 out of 5 average rating, 164 reviews

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

Ocean Front Vibes Maui

A serene balcony setting features two wooden chairs and a cozy love seat with a ‘live love aloha’ pillow. The view showcases palm trees swaying alongside the ocean, while rocky shorelines and gentle waves create a tranquil backdrop for relaxation.

5 out of 5 average rating, 38 reviews

Oceanfront Maalaea Harbor Condo with pool

A scenic view is captured from a balcony, showing gentle waves lapping at the shore. Two tall palm trees sway in the breeze, framing the Pacific Ocean and distant mountains under a partly cloudy sky. Green grass and lounge chairs are visible in the foreground.