Holiday 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 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.
Apartment in Wailuku
4.8 out of 5 average rating, 441 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 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.
Apartment in Kihei
4.94 out of 5 average rating, 157 reviews

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

Across the street from Kalepolepo Beach this 621 sqf. condo is nestled in the tropical Zen gardens of Kihei Resort and features a spacious lanai. The one-bedroom unit was completely renovated and has all amenities including a Queen bed in the bedroom and a futon sleeper in the living room, a fully equipped kitchen, WiFi, Samsung Smart TV, keyless entry, indoor laundry, designated parking, beach equipment (chairs, towels, toys, Snorkel gear) Pool and Hot Tub. Please inquire for special rates.

Top guest favourite
The image captures a serene beachfront location with clear turquoise waters and a sandy shore. Lush palm trees line the beach, contrasting against the distant green hills and blue sky adorned with soft clouds. The property is indicated by a directional marker, emphasizing its prime location.
Apartment in Wailuku
4.97 out of 5 average rating, 173 reviews

Makani A Kai A9 romantic beachfront Maui, pool,a/c

Halerentals MAK A9 is a romantic and newly renovated beachfront condo, centrally located for day trips around the island, and off the beaten tourist path. Cool A/C in every room and smart home controls-- just steps away from 3 miles of undeveloped beach! Bright spacious ground floor 1bed/1bath condo- with fully stocked kitchen, new 75" SmartTV and views of the beach, bay, & Haleakala volcano. Ideal for swimming, paddle boarding, snorkeling, and surfing-- amazing value for families and couples.

Top guest favourite
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.
Apartment in Wailuku
4.99 out of 5 average rating, 194 reviews

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

The convenient location in Maalaea leaves you minutes away from beautiful beaches, restaurants, and all Maui destinations. An open layout consisting of 1 bedroom and 1 bath gives an expansive feel to this exquisite unit. Central A/C. Luxury upgrades include: luxury plank flooring, custom kitchen and bathroom cabinetry, granite counter-tops, new stainless appliances, stone flooring and stone/glass shower. Meticulously maintained grounds along with a refreshing swimming pool and grilling area.

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.
Apartment in Wailuku
4.95 out of 5 average rating, 170 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!

Top guest favourite
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.
Apartment in Wailuku
4.98 out of 5 average rating, 106 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.

Top guest favourite
A modern kitchen features sleek cabinetry and stainless steel appliances, including a refrigerator and microwave. A light grey tile backsplash complements the white marble countertop, which hosts a built-in stove. Natural light enters through a small window, enhancing the airy space.
Flat in Kihei
4.93 out of 5 average rating, 100 reviews

High-end, On Beach, View Balcony, with Pool & BBQ!

Free Parking. Building is right on the beach and under 3 min walk to small market and world famous Ululani's shave ice shop. This condo is on the second floor with balcony with ocean view! This World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled with High End Finishings. TWO FULL BATH. One with Tub and One with Shower. KING ADJUSTABLE BED. Split System AC. One in Living Room and One in Bedroom. Super Quiet. TWO TV's. One in the Living Room and One in the Bedroom.

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.
Apartment in Wailuku
4.98 out of 5 average rating, 107 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
Apartment in Wailuku
4.83 out of 5 average rating, 139 reviews

Direct Oceanfront with Spectacular Views and A/C

Wake up to the Pacific just outside your window. This front-row oceanfront one-bedroom condo sits so close to the water it feels like being on a cruise ship—without ever leaving land. From the private lanai, watch waves roll in, palms sway, and sea turtles glide through the clear water below. Set in quiet Maʻalaea, perfectly positioned between Kihei and Lahaina, this 5th-floor retreat offers sweeping ocean views, cooling trade winds, and a peaceful pace guests truly appreciate.

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.
Apartment in Wailuku
4.94 out of 5 average rating, 139 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 favourite
An oceanfront lanai features a small round dining table with glass top and four chairs, overlooking the turquoise waters. Palm trees sway gently in the breeze, and distant islands can be seen on the horizon under a partly cloudy sky.
Apartment in Wailuku
4.91 out of 5 average rating, 168 reviews

Full Ocean Front 1 BR - Gorgeous Views/Quiet Area

Hawaii Tax ID: TA-174-283-2640-01 Quiet part of Maui. Full ocean front. Nice evenings w/ views of the stars & the lull of the ocean. Watch turtles from lanai & whales in season. Near Ma'alaea Harbor for whale watching. Walk to the aquarium & Ocean Center. 15 min drive to Kihei & Kahalui. Pool & hot tub & BBQ. AC in living room. Washer/dryer in unit. 3 ceiling fans. Cross breeze. All taxes included in Airbnb total (Hawaii GET+TAT) tax of 17.75%

Guest favourite
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.
Apartment in Wailuku
4.91 out of 5 average rating, 239 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

Popular amenities for Wailuku rentals with a pool

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Quick stats about holiday rentals with a pool in Wailuku

  • Total holiday rentals

    Explore 20 holiday rentals in Wailuku

  • Nightly prices starting at

    Wailuku holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,830 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Wailuku holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wailuku rentals

  • 4.8 Average rating

    Wailuku stays are highly rated by guests – averaging 4.8 out of 5!

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