Holiday rentals with a pool in Wailuku

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.

4.98 out of 5 average rating, 163 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.

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.

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!

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.

4.98 out of 5 average rating, 100 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.

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.

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!

A light-filled living room features a designer sectional sofa and a wooden coffee table. Floor-to-ceiling glass doors offer unobstructed views of the ocean and balcony. A modern TV is positioned on a wooden console, enhancing the contemporary aesthetic of the space.

4.99 out of 5 average rating, 237 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.

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.

4.94 out of 5 average rating, 132 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.

4.93 out of 5 average rating, 138 reviews

A bright living area features a comfortable sofa and armchairs, complemented by a coffee table. Large windows offer stunning ocean views, while a dining table and chairs are positioned nearby. A TV sits on a wooden unit, and vibrant artwork adorns the wall.

Flat in Kihei

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Bask in the breathtaking ocean views from our Maui penthouse! Centrally located, our beautifully remodeled suite offers full beachfront, ocean and pool access. The master bedroom features an incredibly comfortable California king bed with an en suite bathroom and stone walk-in shower. There is also a king size cozy sleeper sofa in the living room which has direct access to the second full bathroom. The modern kitchen is fully equipped with everything you need!

4.96 out of 5 average rating, 444 reviews

Home in Wailea

Stunning ocean view, heated pool at home by Wailea

Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

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.

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.

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.

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.

A spacious living area features large glass doors that open to breathtaking ocean views. Comfortable seating is arranged for relaxation, with a dining space set for four. Lush green palms line the exterior, complementing the vibrant blue sky and tranquil ocean backdrop.

4.97 out of 5 average rating, 100 reviews

Oceanfront Spectacular Sunsets!

Picture-perfect blue ocean views welcome you to your very comfortable, gorgeous one bedroom one bathroom, 647 square foot condo in beautiful paradise. The tastefully decorated and upgraded condo at Koa Lagoon Resort will be your safe haven once settled in and starting your well deserved Maui vacation. Our goal is to ensure you always feel at home.

A covered lanai is furnished with a round wooden table and two chairs, overlooking the ocean. The vibrant sunset casts warm hues across the sky and water, while palm trees frame the scene, enhancing the coastal ambiance.

4.99 out of 5 average rating, 232 reviews

“Paradise Views” Menehune Shores, Kihei, Maui

OCEANFRONT with UNOBSTRUCTED VIEWS of Stunning Sunsets, Gorgeous Beach Shoreline, Neighboring Islands, and the Moon reflecting across the Pacific. Our covered Lanai will give you a front-row seat for viewing many water sports, activities, and whales breaching in the winter months. This is Paradise!

Popular amenities for Wailuku rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

A bright living area is presented with large glass doors offering views of the ocean. A dining table made of wood is accompanied by light-colored chairs. A potted plant and a unique wood side table add natural elements, while pendant lights provide soft illumination.

4.69 out of 5 average rating, 32 reviews

Kihei 533- A/C, Free Parking, and WiFi

A private balcony features a wooden table surrounded by four chairs, with a serene view of lush greenery and palm trees. Bright sky and the distant buildings of the resort can be seen, suggesting a peaceful outdoor setting.

4.97 out of 5 average rating, 35 reviews

Stunning One Bd Partial ocean, AC, wifi,Pool C209

4.92 out of 5 average rating, 39 reviews

An outdoor view showcases a private pool surrounded by tropical landscaping. A spacious home with a wrap-around deck overlooks the ocean, while the blue sky and scattered clouds enhance the serene setting. Lounge chairs are positioned beside the pool for relaxation.

Home in Wailea

Oceanview Home with Private pool and hot tub

4.93 out of 5 average rating, 15 reviews

An open-concept living space showcases a spiral staircase and a dining area with a wooden table surrounded by rattan chairs. Two woven pendant lights illuminate the room, which features a comfortable sofa with neutral-toned cushions and light flooding in from large windows.

Home in Lahaina

Luxe 3BR Pualei Beach House Retreat

A refreshing swimming pool is surrounded by lounge chairs, set among tropical palm trees. The water's surface reflects the nearby buildings and sky, creating a serene atmosphere. The pool area is designed for relaxation and enjoyment.

4.97 out of 5 average rating, 63 reviews

Centrally located and steps to the beach!

4.98 out of 5 average rating, 40 reviews

A relaxed living area features a blue sectional sofa with red and white decorative pillows. A coffee table sits in front, and a work desk is positioned near a glass sliding door that provides views of the ocean and surrounding palm trees.

Home in Wailuku

Maalaea Kai 307 - Maui Prime Oceanfront

4.93 out of 5 average rating, 377 reviews

A sunlit swimming pool is framed by lush green grass, leading to a well-designed single-story home with a distinct round roof. The expansive landscape stretches in the background, providing a view of the ocean and distant mountains under a clear blue sky.

Home in Kula

Kula Jewel - Pool, Hot Tub & Awesome Views!

A patio area features a light-colored chair and a round table, overlooking a grassy lawn that leads to the ocean. A tree with twisted branches is visible in the background, along with several upright, leafy plants. The inviting blue water of a pool can be seen beneath the sunlit sky.

4.88 out of 5 average rating, 16 reviews

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

Apartment rentals with a pool

4.96 out of 5 average rating, 159 reviews

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.

Apartment in Maalaea

Turtle Cove Oceanfront Views Island Sands Resort

4.99 out of 5 average rating, 207 reviews

A bright living area offers ocean views through expansive sliding glass doors. Comfortable chairs are positioned towards the balcony, where coastal scenery includes palm trees swaying in the breeze. Neutral decor is accented with beach-themed cushions, and a TV set is present on a stylish console.

Apartment in Wailea

Mana Kai 608- Oceanfront Remod! Modern Surf Vibe

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.

4.89 out of 5 average rating, 135 reviews

Oceanfront Condo with Pool and Jacuzzi

A vibrant rainbow arcs over a tranquil ocean, with gentle waves lapping at a sandy beach. The water reflects shades of blue and turquoise, while soft white foam from the waves meets the shore, creating a serene coastline scene.

4.96 out of 5 average rating, 284 reviews

Beauty & the Beach: Remodel+Ocean Vws! A+ Location

A private lanai features a table set for two with chairs, overlooking landscaped grounds and palm trees. The Pacific Ocean is visible in the distance, along with a glimpse of the resort building.

4.9 out of 5 average rating, 112 reviews

Sugar Beach Renovated 10% Discnt on 7 days Booking

An aerial view captures the coastal Menehune Shores complex, showcasing its resort-style architecture alongside the ocean. Lush green lawns extend towards the shore where gentle waves lap against the sandy beach. The backdrop features the expansive landscape of Maui, highlighting both land and sea.

4.99 out of 5 average rating, 127 reviews

Stylish Kihei Condo in Oceanfront Resort Complex

A spacious living area features a comfortable grey sofa, complemented by colorful wall art. Large windows allow natural light to fill the room, which includes a dining table surrounded by chairs and a view of the outdoor patio.

4.93 out of 5 average rating, 108 reviews

Oceanfront Home: Steps Away To Beach

A modern living area features a plush gray sofa adorned with blue cushions. A wooden coffee table sits at its center, accompanied by a stylish armchair. Soft lighting is provided by two lamps on either side, illuminating the space with a warm ambiance.

4.85 out of 5 average rating, 253 reviews

WALK to beach & shops! Updated w/ AC

Other holiday rentals with a pool

A panoramic view of the ocean is framed by lush palm trees, with gentle waves lapping at the shore. The sky is filled with scattered clouds, casting soft shadows on the tranquil water. A railing borders the view, enhancing the sense of openness.

5 out of 5 average rating, 92 reviews

Direct Oceanfront w/Amazing Views, AC, upgraded!

4.96 out of 5 average rating, 55 reviews

A welcome mat featuring the word 'aloha' is positioned at the entrance, overlooking a lush green lawn and the ocean. The sun sets on the horizon, casting warm hues across the sky as it reflects on the water, creating a serene and inviting atmosphere.

Flat in Kihei

Oceanfront Ground Floor w/Stunning Sunset Views

4.91 out of 5 average rating, 139 reviews

An oceanfront view is captured from the lanai, showcasing gentle waves lapping at a sandy beach below. Lush palm trees line the shore, swaying in the breeze under a bright blue sky with scattered clouds.

Flat in Kihei

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

4.95 out of 5 average rating, 95 reviews

The kitchen area features warm wooden cabinetry and sleek granite countertops, accented by pendant lighting. A spacious island with two high stools invites casual dining. Stainless steel appliances are visible, and the open layout allows for a seamless flow into the adjoining living area.

Flat in Wailuku

Grnd Floor Oceanfront Condo- Great View, A/C,Wi-Fi

A charming lanai features a table set with two glasses of champagne beside a decorative bowl of fruit. Lush palm trees frame the view of the ocean, where gentle waves reflect the colorful sunset sky.

5 out of 5 average rating, 33 reviews

Paradise in Stunning Penthouse -Lauloa #405

A balcony terrace features a wooden table set for two, accompanied by comfortable chairs. A cushioned lounge area invites relaxation, with palm trees visible in the foreground against a backdrop of ocean views and distant hills under a clear blue sky.

4.97 out of 5 average rating, 34 reviews

Oceanfront 5 star Retreat

Superhost

Townhouse in Wailuku

4.93 out of 5 average rating, 15 reviews

*Hono Kai A14* New Listing! Maui beach front

A serene balcony setting features two wooden chairs and a cozy love seat with a ‘live love aloha’ pillow. The view showcases palm trees swaying alongside the ocean, while rocky shorelines and gentle waves create a tranquil backdrop for relaxation.