Vacation rentals with a pool in Wailuku

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Top-rated rentals with a pool in Wailuku

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

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Guest favorite
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, 113 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 favorite
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, 157 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.

Top guest favorite
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
4.94 out of 5 average rating, 162 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 favorite
The image captures a clear ocean view framed by swaying palm trees. Calm waters reflect the blue sky, while distant land can be seen on the horizon. Lush greenery borders the shoreline, creating a natural and serene seascape.
Condo in Wailuku
4.86 out of 5 average rating, 127 reviews

Direct Oceanfront with Spectacular Views and A/C

Front row ocean view one bedroom condo perfectly situated in quiet Maalaea between Kihei and Lahaina. A short 15 mins from the airport. Take in the beautiful sights of Haleakala, huge ocean views and swaying palm trees from your private shaded lanai. Onsite pool & a short walk to Sugar Beach. The split system a/c will cool the suite. This 5th floor until also includes a king sized bed, sofa bed, walk-in shower, washer/dryer, wifi, cable, stainless steel appliances and granite counter tops.

Top guest favorite
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
4.97 out of 5 average rating, 115 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 favorite
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.
Condo in Wailuku
4.9 out of 5 average rating, 130 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!

Top guest favorite
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
4.97 out of 5 average rating, 126 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.

Top guest favorite
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
4.96 out of 5 average rating, 156 reviews

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!

Guest favorite
A tranquil beach scene is depicted, featuring soft sandy shores that gently meet the rolling waves. Lush greenery lines the coastline, while distant mountains provide a stunning backdrop under a partly cloudy sky.
Condo in Wailuku
4.92 out of 5 average rating, 228 reviews

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable BeachFront, Ground floor condo with a partial ocean view from the Lanai. NOT ACROSS THE STREET FROM THE OCEAN! Located on gorgeous Sugar Beach, Maalaea- the LONGEST WALKING BEACH on the entire island. Humpback Whales (Nov-April) and turtles are often seen in the waters. On a a quiet, non-through road, this is like your own little neighborhood paradise! GE-210-827-7760-01 TA-210-827-7760-01 General Excise/Transient Tax

Guest favorite
A serene view of the ocean is captured from the lanai, framed by the silhouettes of palm trees. An outdoor table and chairs are positioned for relaxation, with a glimpse of a pool area and lush greenery below.
Condo in Wailuku
4.82 out of 5 average rating, 280 reviews

Hello View!

Direct ocean view on the 4th floor with spacious lanai. Newly renovated kitchen, hardwood flooring throughout condo. Master bedroom has a tempur pedic mattress. Living room has a pull out sofa with memory foam mattress. Walking distance to shops, restaurants, excursion activities, and Maui Ocean center. Centrally located with easy access to Kihei, Lahaina, and 20 minutes from airport. You are on right on the ocean!

Guest favorite
A furnished patio offers a round glass table surrounded by black wicker chairs. Lush palm trees sway gently in the breeze, framing the expansive ocean view. The horizon showcases distant mountains under a clear blue sky, inviting relaxation and outdoor enjoyment.
Condo in Wailuku
4.95 out of 5 average rating, 153 reviews

Cozy Oceanfront 2BR Condo with Pool and Epic Views

Family vacations & group getaways are even better at a Maui oceanfront condo! In the spring of 2021, this 2 bedroom, 2 bath oceanfront condo was remodeled w/ new floors, cabinets, counters, air conditioning & more. But its best feature has always been there: the vast oceanfront view. Watch sea turtles over morning coffee or walk to the nearby white sandy beach which extends for miles.

Top guest favorite
A scenic view captures the sunset over a lush landscape, with a pool reflecting the colorful sky. Tall trees frame the scene, and the distant ocean is visible beneath the dramatic clouds. The vibrant greens of the surrounding vegetation provide a serene backdrop.
Cottage in Makawao
4.99 out of 5 average rating, 210 reviews

Rustic Upcountry retreat with breathtaking views!

Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property. Aloha, sorry but at this time we are not hosting to families with children younger than 16 at this time. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!

Popular amenities for Wailuku rentals with a pool

Quick stats about vacation rentals with a pool in Wailuku

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$8,365 GYD before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore

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  2. United States
  3. Hawaii
  4. Maui County
  5. Wailuku
  6. Rentals with pools