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, 436 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 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, 300 reviews

Oceanfront Condo. Pool & Spa, 1 Br.

MAALAEA OCEANFRONT. Oceanfront lawn, panoramic views, full kitchen, washer/dryer, granite counters, oceanfront lanai, all supplies, beach gear, quiet... with pool, jacuzzi/spa, BBQ, TempurPedic queen bed, desk, free wi-fi & parking. Nearby uninhabited 5 mile long beach walk & swim, Rooms have fans and windows /screens that allow cooling breezes along with one A/C unit Peaceful Maalaea neighborhood. Centrally located to explore Maui, 15 minutes to airport. Adults(2) only. No smoking.

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.

4.94 out of 5 average rating, 163 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 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, 106 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.

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, 139 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.

A spacious living area is furnished with a light blue sectional sofa and a glass coffee table. A floral patterned chair adds a pop of color. Natural light fills the room through sliding glass doors, offering views of the ocean and garden beyond. A lamp provides additional lighting.

4.94 out of 5 average rating, 104 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 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, 101 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 spacious living area is presented, featuring a comfortable seating arrangement with light-colored furniture. Large glass doors illuminate the space and provide views of tropical greenery and the ocean. Wall art depicting serene beach scenes adds a calming touch, enhancing the overall atmosphere.

4.86 out of 5 average rating, 130 reviews

Oceanfront Bliss - Walk to Boats, Bites & Beach!

Welcome to your tropical paradise! Step into our ground floor 1-bedroom, 1-bathroom unit, just steps from the sparkling Pacific Ocean. Surrounded by vibrant Hawaiian plants, enjoy the pool, BBQs, and lush green space. Ideal for families or a romantic getaway, it's a short walk to the stunning 6-mile Sugar Beach. Relax on your lanai and witness Hawaii's longest curl wave, along with mesmerizing sunrises and sunsets. You can spot friendly sea turtles swimming and lounging on the beach!

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, 132 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, 128 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.

4.96 out of 5 average rating, 158 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

This rare ocean-front condo is stunning! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles all year long! Fully stocked, has A/C. Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and restaurants at Ma'alaea Harbor! Comes with a FREE FARM TOUR Upcountry! Getting married? Renewing Vows? I can perform the ceremony for you...free with 3 night booking!

4.84 out of 5 average rating, 160 reviews

An inviting entrance is framed by lush greenery, featuring a stone pathway that leads to a swimming pool area. Strong wood beams support a structure adorned with lamps, while vibrant palms and decorative rocks enhance the natural ambiance.

Place to stay in Wailuku

Stall #4 Safe place to sleep in your vehicle

Discover the perfect haven for budget travelers looking for a secure and comfortable place to rest! Our offering is ideal for those parking and sleeping in their cars or RV rentals, and it comes without the extra cost of a room. Enjoy the convenience of an outhouse and hot showers available during business hours, ensuring you feel refreshed and rejuvenated. Experience peace of mind with our fully fenced yard, designed for your privacy and security.

Popular amenities for Maalaea family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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.

4.8 out of 5 average rating, 122 reviews

Maui is OPEN! Come and visit your Oceanfront condo

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!

An inviting sleeping area features a spacious bed with blue striped bedding. A small table and two chairs are positioned nearby, with a decorative rug underfoot. A television is placed on a low shelf, and a glass door leads to an outdoor balcony surrounded by greenery.

4.94 out of 5 average rating, 112 reviews

Your Island Home Too

4.98 out of 5 average rating, 437 reviews

A bright sleeping area features a spacious bed dressed in crisp white linens. Flanking the bed are two nightstands with lamps. A smart TV is mounted on the wall opposite, and large windows with white shutters allow natural light to enter the room.

Condo in Wailea

Boathouse Studio Condo in Wailea, Hawaii

4.96 out of 5 average rating, 625 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 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.

4.9 out of 5 average rating, 112 reviews

Sugar Beach Renovated 10% Discnt on 7 days Booking

A modern kitchen is showcased, featuring wooden cabinetry and a granite countertop. Stainless steel appliances, including a microwave, oven, and refrigerator, are prominently displayed. The kitchen island offers a double sink and is complemented by tile backsplash in calming colors.

4.93 out of 5 average rating, 151 reviews

The Spirit of Aloha-1Bed/1Bath in Tropical Resort

The living area features a large television mounted on the wall, with a comfortable green sofa and a small coffee table. A dining area with bar stools is visible in the background, alongside a well-equipped kitchen. Light wood flooring complements the open layout.

4.75 out of 5 average rating, 239 reviews

Tropical Resort Setting, Steps To The beach!

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 116 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

4.97 out of 5 average rating, 128 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, 503 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

4.85 out of 5 average rating, 129 reviews

Updated 2-Bed Studio- Steps from the Beach/Shops

4.85 out of 5 average rating, 124 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.

4.93 out of 5 average rating, 370 reviews

A sunlit swimming pool is framed by lush green grass, leading to a well-designed single-story home with a distinct round roof. The expansive landscape stretches in the background, providing a view of the ocean and distant mountains under a clear blue sky.

Home in Kula

Kula Jewel - Pool, Hot Tub & Awesome Views!

4.88 out of 5 average rating, 251 reviews

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.

Apartment in Wailuku

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

4.86 out of 5 average rating, 115 reviews

A comfortable living area features a green sofa with decorative pillows, complemented by a wooden coffee table and matching lamps. A dining space with a table and chairs is visible in the background, alongside a kitchen area with a bright, airy atmosphere enhanced by natural light.

Home in Paia

Two Bedroom Green Turtle House

Family-friendly home rentals with a pool

A spacious living area features a large flat-screen TV and a dark brown couch. Open sliding doors reveal a beautiful lanai with a dining table and umbrella, overlooking the ocean and providing panoramic views of the water and distant islands.

4.97 out of 5 average rating, 100 reviews

Dolphin Penthouse at Milowai

A dining table set for two overlooks the ocean, featuring a pineapple centerpiece and plates arranged with utensils. The backdrop includes palm trees and scenic water views under a partly cloudy sky.

4.95 out of 5 average rating, 78 reviews

The Beach Hale

An open living area showcases a comfortable sofa and a textured area rug. A modern kitchen features stainless steel appliances and a granite countertop, complemented by two barstools. Soft lighting from pendant lamps and a nearby floor lamp enhances the inviting ambiance.

4.99 out of 5 average rating, 190 reviews

Beautiful Oceanfront Condo- Great View, A/C,Wi-Fi

4.86 out of 5 average rating, 29 reviews

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.

Apartment in Wailuku

In the center of it all!

An oceanfront view from the lanai showcases clear blue waters, lined by swaying palm trees. A spacious pool is visible in the foreground, surrounded by well-maintained gardens. The sky features a mix of clouds and sunlight, enhancing the serene coastal atmosphere.

4.67 out of 5 average rating, 21 reviews

Ma'alaea Banyans 209

A modern living area showcases a blue sofa paired with an accent chair. A patterned area rug features vibrant orange and floral designs. A coffee table sits at the center, and a ceiling fan adds a contemporary touch. A kitchen bar is visible in the background.

4.92 out of 5 average rating, 12 reviews

Fall in Maui-Chic Modern Romantic, Steps 2 Beach

A charming lanai features a table set with two glasses of champagne beside a decorative bowl of fruit. Lush palm trees frame the view of the ocean, where gentle waves reflect the colorful sunset sky.

5 out of 5 average rating, 31 reviews

Paradise in Stunning Penthouse -Lauloa #405

A serene outdoor seating area features a small round table and two chairs, overlooking the ocean with distant mountains under a clear blue sky. Nearby, a cozy indoor space showcases a soft couch adorned with decorative throws, complemented by a light wooden accent table with greenery.