Vacation rentals with a pool in Wailuku

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Top-rated rentals with a pool in Wailuku

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Guest favorite

A tranquil view of the ocean is presented with gentle waves and soft colors of the sunset. A swimming pool is visible in the foreground, framed by lush greenery and palm trees that sway lightly in the breeze. The horizon shows distant land under a colorful sky.

Condo in Wailuku

4.8 out of 5 average rating, 429 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 !

Guest favorite

A saltwater pool is framed by a black metal fence, with lush greenery and palm trees in the background. The tranquil water reflects the cloudy sky, while lounge chairs are positioned nearby on the spacious manicured lawn.

Condo in Wailuku

4.96 out of 5 average rating, 155 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.

Guest favorite

A clear swimming pool is framed by elegant stone tiles, reflecting the blue sky. Lounge chairs are positioned nearby, facing the ocean. Palm trees sway gently in the breeze, completing the serene scene of the pool area with expansive ocean views in the distance.

Condo in Wailuku

4.99 out of 5 average rating, 185 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.

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, 154 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 favorite

A serene water feature cascading down a stone wall creates a calming atmosphere. Lush tropical plants and vibrant flowers frame the clear blue water, which reflects sunlight. Palm trees are visible in the background, contributing to a tranquil outdoor setting.

Condo in Kihei

4.99 out of 5 average rating, 163 reviews

Romantic, Luxury Retreat w/Ocean View-Couples Only

Luxury 1 bedroom 2 bath condo which has been fully renovated. Our condo has lovely ocean views as well as views of the lush tropical gardens and the pool. It has a fully stocked gourmet kitchen with high end appliances, assorted spices, coffee and tea. Sunset views from the lanai are stunning. If our condo is not available during the days of your travel, please check availability at our other Wailea Palms condo at https://www.airbnb.com/rooms/1728525 Not suitable for children or infants.

Guest favorite

A tranquil pool area is set against a backdrop of gently swaying palm trees and ocean views. Lounge chairs are arranged around the pool on a stone patio, and a slide is positioned at one end of the pool, inviting relaxation and enjoyment in the sun.

Condo in Wailuku

4.85 out of 5 average rating, 118 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 serene outdoor pool is surrounded by lush tropical landscaping. Lounge chairs are arranged neatly around the water, providing ample seating for relaxation. The pool's clear blue water reflects the sunlight, and a gentle slope leads to a well-maintained grassy area.

Condo in Kihei

5 out of 5 average rating, 212 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

Superhost

An inviting oceanfront pool area is surrounded by palm trees and lounge chairs. A stone patio encircles the pool, and a view of the ocean and sky adds a tranquil ambiance. Picnic tables and flags are visible in the background.

Condo in Wailuku

4.87 out of 5 average rating, 119 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 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

4.96 out of 5 average rating, 110 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 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, 215 reviews

Rare Beachfront Ground floor Oceanview from Lanai!

Enjoy a Romantic yet affordable Direct 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

Superhost

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

4.81 out of 5 average rating, 265 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!

Top guest favorite

A large swimming pool is surrounded by a tiled patio, featuring several lounge chairs for relaxation. Bright blue water reflects sunlight under clear skies. Lush greenery and palm trees are visible in the background, providing a tropical setting.

Condo in Kihei

4.99 out of 5 average rating, 270 reviews

Modern studio by the beach - Taxes included

Peaceful corner unit studio in North Kihei at the beginning of a 6 mile coastline into Kihei’s beach town. Kihei Bay Surf has a large pool, hot tub, BBQ, tennis court, coin/app operated laundry in the complex, and parking stalls up to your front door. Located right across the street from the beach. **Nightly Rates and Cleaning Fee are inclusive of Hawaii GE and TAT Taxes **Please message us for stays longer than 14 days