Vacation rentals with a pool in Maalaea

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Top-rated rentals with a pool in Maalaea

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite
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.
Condo in Wailuku
4.8 out of 5 average rating, 437 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 !

Top guest favourite
A stunning sunset casts vibrant colors across the sky above the ocean. Silhouetted palm trees frame the scene, while distant mountains provide a scenic backdrop. The calm water reflects the hues of pink, orange, and purple, creating a serene atmosphere.
Condo in Wailuku
4.96 out of 5 average rating, 114 reviews

2BR 2Bath - Oceanfront Remodeled Condo!

Remodeled 2 Bedroom/2 Bath ocean front condo with A/C. Amazing ocean views with the best location in Central Maui. Enjoy the view of Maalaea Bay from your private Lanai . Watch the whales jumping and enjoy beautiful sunrises and sunsets without leaving your condo. The only thing between you and the ocean is the pool and grassy lawn. Let the waves lull you to sleep in the master bedroom king size bed and enjoy unobstructed views of the ocean from not only the living room but your bed as well!

Top guest favourite
The modern kitchen features dark cabinetry and a large marble island with seating. Stainless steel appliances, including a refrigerator and microwave, are visible. A bowl of fresh fruit sits on the island, while natural light illuminates the space through ample windows and overhead pendant lighting.
Condo in Wailuku
4.98 out of 5 average rating, 162 reviews

Makani A Kai A5 beachfront, pool, a/c, w/d, 2 sups

Halerentals MAK A5 is a completely renovated beachfront condo, with high end materials throughout. RH furniture, cotton sheets, marble shower, gourmet kitchen, & a/c in every room-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo with fully stocked kitchen, and views of the beach, bay, & Haleakala volcano. King RH sofa bed in living room for up to 4 guests. Ideal for swimming, SUP, snorkeling, and surfing-- amazing value for families and couples.

Guest favourite
A welcoming lanai offers views of the ocean, framed by swaying palm trees. Two wooden chairs are positioned nearby, providing a comfortable spot to enjoy the lush grass and coastal scenery.
Condo in Wailuku
4.91 out of 5 average rating, 161 reviews

Oceanfront 1 Bedroom with spectacular ocean views

Sit on your oceanview lanai with the lush grass in front and enjoy seasonal whale watching, see the surf break or watch sunrise over Haleakala. Centrally located 20 mins from the airport and an easy drive to Kihei, Lahaina, Wailea and the North Shore. Positioned at the North end of Sugar Beach. Stroll the quiet 1.5 mile long beach in the morning before exploring the island. Enjoy the onsite pool, Jacuzzi and BBQ areas on the manicured grounds. Includes A/C, washer & dryer and full kitchen.

Top guest favourite
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.
Condo in Wailuku
4.95 out of 5 average rating, 166 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!

Guest favourite
A lanai with a direct ocean view features four wicker chairs and a small ottoman, arranged around a square table. The railing offers an unobstructed sight of the calm waters and distant shores, with sunlight casting soft shadows on the tiled floor.
Condo in Wailuku
4.86 out of 5 average rating, 294 reviews

Direct Ocean View!

Direct ocean front view of ocean and harbor. On the 3rd floor with spacious lanai. Beautifully remodeled with tile through out, granite counter tops, full size washer and dryer, custom lighting, walk in shower and AC. There is a queen size Murphy bed in living room. And a full size Murphy bed in bedroom. Walk to shops, restaurants, activities, and Maui Ocean Center. Centrally located with easy access to Kihei, Lahaina and 20 minutes from airport. You can’t get closer to the ocean.

Top guest favourite
A lanai offers a dining set featuring a glass table and two patterned chairs, set with fresh fruit and drinks. Lush palm trees frame a scenic ocean view, capturing the blue waters of Maalaea Bay and the sky above.
Condo in Wailuku
4.98 out of 5 average rating, 121 reviews

Magical Oceanfront Condo for Two

Ocean front with AMAZING Maalaea Bay views on Maui. Watch whales and turtles from your own lanai. This newly remodeled luxury condo has all you need. It is centrally located, walking distance to restaurants, the aquarium, and the harbor where you can book day cruises. The complex is older, well cared for and not a resort. It has BBQ grills, a jacuzzi and swimming pool, as well as a small beach. The nightly price includes all Hawaii transient housing tax: TAT 10.25%, GET 4.5%, MCTAT 3%.

Guest favourite
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.
Condo in Wailuku
4.98 out of 5 average rating, 105 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!

Superhost
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.
Condo in Wailuku
4.86 out of 5 average rating, 132 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!

Guest favourite
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.
Condo in Wailuku
4.94 out of 5 average rating, 131 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.

Guest favourite
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.
Condo in Wailuku
4.96 out of 5 average rating, 101 reviews

Oceanfront Spectacular Condo, New Listing

Escape to this ground floor beachfront unit for the ultimate relaxation. Extensively remodeled kitchen and bathroom with new flooring, ceiling fans, and split A/C in living room and bedroom. Wake up to the calming sounds of the sea, watch whales from your living room, and share the beach with sea turtles. Enjoy direct access to the grassy area and beach, basking in abundant sunshine.

Guest favourite
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.
Condo in Wailuku
4.94 out of 5 average rating, 119 reviews

All New Beachy Chic Remodel, Ocean front with AC

All new! Fully Air conditioned and decorated with a warm beachy chic vibe! Top floor, direct oceanfront. The spacious bedroom offers a new king bed. The living room has AC, new full size sleeper sofa, Smart TV and Free wifi. New kitchen is fully equipped. Steps to the longest stretch of beach - it is the perfect place to watch the sea turtles and whales.

Popular amenities for Maalaea rentals with a pool

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Avg. price$412 CAD$423 CAD$405 CAD$334 CAD$302 CAD$299 CAD$288 CAD$268 CAD$264 CAD$300 CAD$317 CAD$367 CAD
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Quick stats about vacation rentals with a pool in Maalaea

  • Total vacation rentals

    Explore 520 vacation rentals in Maalaea

  • Nightly prices starting at

    Maalaea vacation rentals start at $98 CAD per night before taxes and fees

  • Verified guest reviews

    Over 28,020 verified reviews to help you choose

  • Family-friendly vacation rentals

    180 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wifi availability

    520 of Maalaea vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Maalaea rentals

  • 4.8 Average rating

    Maalaea stays are highly rated by guests—averaging 4.8 out of 5!

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