Maalaea Vacation Rentals

Maalaea is a quiet, centrally located coastal village on Maui’s south shore, known for its harbor, long sandy beaches, and laid-back vibe. Vacation rentals in Maalaea primarily consist of oceanfront condos, many with full kitchens, lanais, and sweeping views of the Pacific and neighboring islands. The area is ideal for travelers who want a peaceful base with easy access to both West and South Maui attractions.

Maalaea Harbor is home to snorkel and whale-watching tours, as well as the family-friendly Maui Ocean Center aquarium. Sugar Beach begins here and stretches for over two miles—perfect for long walks, shell collecting, and sunset views. Dining, shopping, and boat tours are just steps away, making it a convenient and scenic option. Whether you’re planning a romantic escape or a quiet family stay, Maalaea offers coastal charm without the crowds. Browse our Maalaea vacation rentals below and find your perfect spot along this tranquil stretch of shoreline.

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Oceanview Condo at Milowai with Modern Upgrades

Escape to this stunning Maui condo, perched on the 4th floor with breathtaking ocean vistas from one of the largest lanais in the complex. The unit has been recently remodeled with stylish furnishings and modern features to ensure a comfortable and memorable stay.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Maalaea

from $405 

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Luxurious Maui Dolphin Penthouse with Ocean & Mountain Views

The Dolphin Penthouse offers a truly luxurious Maui vacation experience with breathtaking ocean and mountain views from its 4th-floor corner location. Exit your private elevator directly into this thoughtfully renovated and unique residence, designed to provide comfort and style for up to six guests.

• 3 bedroom
• 3 bathroom
• Sleeps 6

Hawaii> Maalaea

from $1,042 

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Maalaea Oceanfront Condo with Stunning Haleakala Sunrise

Welcome to Kanaʻi A Nalu, affectionately known as 'Dad's Paradise,' a charming oceanfront condo located near Maui’s renowned attractions. Just half a mile from the Maui Ocean Center Aquarium, Pacific Whale Foundation, and Maalaea Harbor, this second-floor retreat offers breathtaking views of the ocean, tropical gardens, and the sunrise over Haleakala, Maui’s largest dormant volcano.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Maalaea

from $380 

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Maalaea Oceanfront 2BR Condo with Spectacular Views

This charming ground-floor condo offers breathtaking ocean views and direct beach access, making it an ideal vacation spot for families or friends. The property features two spacious bedrooms, each with a king-sized bed, and two bathrooms, providing comfort and privacy.

• 3 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Maalaea

from $358 

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Spacious Oceanfront 3-Bed Maui Condo with Views

This spacious and peaceful 3rd-floor condo offers stunning panoramic views of the Pacific Ocean and southwest Maui, just steps from the beach. With three bedrooms, including a primary suite with a king bed and ensuite bathroom, it comfortably accommodates families or groups seeking a relaxing island escape.

• 3 bedroom
• 2 bathroom
• Sleeps 7

Hawaii> Maalaea

from $464 

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Luxury Dolphin Suite in Maui Maalaea with Ocean Views

The Dolphin Suite at Milowai Maalaea offers a luxurious and spacious escape for families seeking a memorable Maui vacation. Accessible via private elevator, this end-unit condo boasts three well-appointed bedrooms, each with air conditioning and Purple Mattresses, providing restful nights after adventures.

• 3 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Maalaea

from $752 

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Stunning Maui Oceanview Condo with Private Beach

Maui at its finest! This beautiful condo offers spectacular ocean views, where you can spot whales from your balcony and enjoy the company of sea turtles on the private beach area. Nestled in a peaceful part of Maui, the property is just minutes from vibrant attractions and amenities.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Maalaea

from $466 

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Hono Kai A11 Garden-View Condo with Ocean Access

Immerse yourself in the tropical paradise of Maui at Hono Kai A11, a beautifully remodeled ground floor condo offering a perfect blend of comfort and natural beauty. The spacious private lanai overlooks lush tropical foliage, providing an ideal spot for relaxing after a day of adventure.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Maalaea

from $285 

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Upscale Oceanfront 2-Bedroom Condo with Beach Views

This upscale, high-end condo offers all the comforts and amenities for a memorable vacation. A large lanai provides panoramic views of whales, boats, and surfers, making it ideal for relaxation and entertainment.
The living area is spacious and inviting, with comfortable furniture and a telescope for stargazing.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Maalaea

from $431 

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Maalaea Kai 104 Ground Floor Ocean View Condo

Experience the comfort of Maalaea Kai 104, a beautifully remodeled ground floor condo offering breathtaking views of Maalaea Bay, the majestic Haleakala volcano, and the sparkling lights of Kihei at night. The unit is decorated with the warm spirit of Aloha and features a portable A/C unit in the living room, ensuring cool comfort alongside the natural breezes of Maalaea.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Maalaea

from $381 

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Oceanfront Maui Condo with Beach Access and Views

Experience the ultimate Maui getaway in this beautifully renovated oceanfront condo on Ma'alaea Bay, a winter sanctuary for humpback whales. The property offers a perfect blend of island charm and modern comfort, making it an ideal retreat for relaxation and adventure.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Maalaea

from $343 

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Remodeled Maui Oceanfront Condo with Beach Access

Immerse yourself in the stunning tropical scenery and soothing ocean sounds while relaxing on your private lanai, just steps from prime Maui beach access! Located on the second floor, this beautifully remodeled condo offers breathtaking ocean views from every room, including the private oceanfront lanai.

• 3 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Maalaea

from $486 

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Ma'alaea Kai Penthouse Suite Ocean View Maui

The Ma'alaea Kai Penthouse Suite offers a stunning two-story, non-smoking condominium with two bedrooms and two bathrooms, ideal for families or two couples. The highlight is the spacious living room with a dramatic open-beam ceiling and a glass wall that opens to panoramic ocean views, creating a seamless connection with the Pacific.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Maalaea

from $396 

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Maalaea Beachfront Condo with Stunning Ocean Views

Experience the best of Maui from this charming beachfront condo located in the heart of Maalaea Harbor. The Kanai A Nalu 415 offers breathtaking ocean views and direct access to Sugar Beach, the longest sandy shoreline in Hawaii. Whether you're watching whales and turtles seasonally, enjoying sunset strolls, or soaking up the tropical sun, this location provides the perfect backdrop for your island escape.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Maalaea

from $364 

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Maalaea Bay View Condo with Pool & Oceanfront

This beautifully updated and spacious 3rd-floor condo offers breathtaking views of Maalaea Bay, the majestic Haleakala volcano, and sparkling Kihei lights at night from your private lanai! The primary suite features a comfortable Cal king bed and an ensuite bathroom with a walk-in shower, while the guest suite includes a queen Murphy bed and a bathroom with a shower/tub.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Maalaea

from $404 

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Oceanfront Maalaea Kai Condo with Stunning Views

Discover our beautifully decorated one-bedroom, one-bath oceanfront condo at Maalaea Kai in stunning Maui. We continually update and maintain the property to ensure a top-tier experience for our guests. In 2017, bamboo flooring was installed throughout the living room, kitchen, and hallway, adding a touch of elegance, while new plush carpeting in the bedroom was added in 2019 for added comfort.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Maalaea

from $206 

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Oceanfront Condo with Beach Views in Maalaea

Immerse yourself in tropical beauty and ocean sounds from this stunning oceanfront condo in Maalaea. Located just steps from a pristine beach, this 2-story unit offers incredible views from your private third-floor lanai, perfect for relaxing and soaking in Maui’s natural beauty.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Maalaea

from $442 

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Beachfront Condo with Ocean Views at Makani A Kai

This beautifully remodeled second-story condo offers direct access to the beach and spectacular views of Maalaea Bay, Haleakala volcano, and the sparkling lights of Kihei at night. The private lanai provides a perfect spot to unwind while soaking in the scenery.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Maalaea

from $407 

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Luxury Oceanfront Condo at Ma'alaea with Breathtaking Views

Welcome to Sunshine by the Sea, your luxurious oceanfront retreat in Ma'alaea. This beautifully decorated 2-bedroom condo, which can be converted into a 3-bedroom suite, offers breathtaking panoramic views of the ocean, Molokini Crater, and Haleakala Mountain.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Maalaea

from $525 

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Maalaea Kai Ocean View Condo with Beach Access

Discover this beautifully maintained Maui condo at Maalaea Kai, offering breathtaking ocean views and a tranquil setting away from the crowds. The well-appointed two-bedroom, two-bath unit features a modern kitchen with high-end appliances, tile floors, and Hawaiian decor that creates a warm and inviting atmosphere.

• 2 bedroom
• 2 bathroom
• Sleeps 5

Hawaii> Maalaea

from $339 

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Beachfront Maui Condo with Ocean Views and Pool

Discover this beautifully remodeled beachfront condo in Maui, offering stunning ocean views and modern comforts. The one-bedroom unit features a Cal King bed, stylish bathroom, fully equipped kitchen with stainless steel appliances, and a private lanai to enjoy breathtaking sunrises over Haleakala.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Maalaea

from $290 

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Maui Oceanfront Condo with Spectacular Views in Maalaea

Discover this exceptional Maui condo, perfectly situated just 20 feet from the water in the peaceful village of Maalaea. Known for its uncrowded, central location, this unit offers the best of Maui living with unobstructed panoramic views from every window, including the kitchen, living room, and bedrooms.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Maalaea

from $431 

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Makena Oceanfront Top Floor Condo with Stunning Views

Immerse yourself in the beauty of Maui from this stunning top-floor condo in Makena. Wake up to sparkling ocean views and watch whales from your lanai during season, all while enjoying your morning coffee and fresh island fruits. Located just a short stroll from 4 miles of pristine white sand beaches and the Kealia pond bird sanctuary, perfect for birdwatching and leisurely walks.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Maalaea

from $276 

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Oceanfront Maui Condo with Whale Watching & Beach Access

Welcome to your perfect Maui getaway in this newly renovated oceanfront condo, offering stunning panoramic views of the ocean, Haleakala in the background, and a front-row seat to the island’s incredible marine life. All furniture, bedding, and linens are brand new, ensuring a comfortable and fresh stay.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Maalaea

from $383 

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Maalaea Beachfront Condo with Ocean Views

Experience the true essence of aloha at this beautifully upgraded two-bedroom, two-bath beachfront condo in Kana'i A Nalu, Maalaea. The moment you step inside, you'll be captivated by breathtaking panoramic views of the pristine blue Pacific Ocean.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Maalaea

from $458 

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Accessible Oceanfront Condo in Maalaea Bay Maui

This unique property on Maalaea Bay offers a recently upgraded and renovated condo with wheelchair accessible features. The large master bathroom is ADA compliant, including a spacious roll-in shower, making it easy for guests with mobility needs.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Maalaea

from $284 

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Island Sands 512 Maui Ocean View Condo

Discover Island Sands 512, a beautifully remodeled Maui condo offering spectacular ocean views from its fifth-floor location. This spacious unit features two private bedrooms, each with a king-sized bed— the primary bedroom with a California King and an ensuite bathroom, and a guest bedroom with a standard king and private walk-in shower.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Maalaea

from $493 

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Hono Kai B9 Beach View Condo in Maui

Discover the charm of this beautifully remodeled second-floor unit at Hono Kai, offering stunning garden views and a private lanai just steps from the beach access. The condo is tastefully decorated with an Aloha spirit and features a comfortable king bedroom, a pull-out sofa for extra guests, and a modern bathroom with a walk-in shower.

• 1 bedroom
• 1 bathroom
• Sleeps 3

Hawaii> Maalaea

from $278 

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Island Sands #310 Oceanfront Condo with Whale Viewing

Experience the breathtaking beauty of Maui from Island Sands #310, a charming oceanfront condo offering panoramic views of the Kihei coastline and Haleakala. From December to mid-April, observe the awe-inspiring spectacle of Humpback whales birthing calves right in front of the resort, creating unforgettable memories.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Maalaea

from $295 

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Spacious Oceanview Condo at Kanai A Nalu Maui

Experience the perfect Maui escape in this spacious and beautifully updated 4th-floor condo at Kanai A Nalu. The unit features an ocean-facing lanai overlooking the tropical courtyard with stunning views of Ma'alaea Bay, Kihei, Wailea, Makena, the Upcountry, and Haleakala.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Maalaea

from $460 

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Oceanview Island Sands #305 - Maui Beach Condo

Experience a relaxing island retreat at Oceanview Island Sands #305, a charming condo located in Ma'alaea Town with breathtaking ocean views and a peaceful atmosphere. Inside, the tropical decor creates a warm, inviting ambiance, featuring island-style furniture, local artwork, and tile flooring that enhance the vacation vibe.

• 3 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Maalaea

from $320 

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Maalaea Beachfront Condo with Ocean Views

Experience the ultimate Maui getaway at this beautifully renovated ground-floor condo at Makani A Kai. With direct access to the pristine beaches of Maalaea, you can enjoy swimming, snorkeling, and relaxing right outside your door. The condo offers stunning views of Maalaea Bay, the majestic Haleakala volcano, and the sparkling lights of Kihei at night, providing a picturesque setting for your vacation.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Maalaea

from $424 

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Maalaea Beachfront Condo with Stunning Ocean Views

This beautifully remodeled second-story beachfront condo offers an exceptional Maui getaway with direct access to the sandy shores of Maalaea Bay. Wake up to stunning views of the bay, the majestic Haleakala volcano, and the sparkling lights of Kihei at night from your private lanai.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Maalaea

from $583 

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Hono Kai A14 Garden View Condo with Beach Access

Discover the beautifully remodeled Hono Kai A14, a ground-floor condo nestled amidst lush tropical foliage with a private lanai just steps from the beach access. This stylish unit features a spacious master suite with a comfortable king-size bed, complemented by a wall-mounted air conditioner positioned between the living room and bedroom for optimal comfort.

• 1 bedroom
• 1 bathroom
• Sleeps 3

Hawaii> Maalaea

from $459 

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Maalaea Island Sands 110 Oceanfront Condo

This beautifully furnished condo in Maalaea offers a perfect retreat with stunning ocean views and easy access to local attractions. Situated just a short drive from the airport, Island Sands 110 serves as an ideal base for exploring Maui's diverse offerings.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Maalaea

from $310 

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