Vacation rentals with a pool in Lahaina

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Top-rated rentals with a pool in Lahaina

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

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Top guest favorite
A dining setup is presented on a patio table with bowls and turquoise glasses. A decorative pineapple stands at the center. The background features a stunning ocean view with clear blue waters and a line of greenery, under a bright sky with soft clouds.
Apartment in Lahaina
4.97 out of 5 average rating, 106 reviews

Mahana at Kaanapali- Beachfront Walkout Jewel

Maui Gov’t Approved Short Term Rental - Hotel District- Direct beach access with ground floor spacious lanai. Unreal views from this one bedroom, one sofa bed ground level entry, beachfront condo located directly on Kaanapali Beach. Central AC with LR and BR providing separate direct walkout to the lanai and 15 steps away is the beach! 75" TV, Sonos system, Apple TV, washer/dryer etc. Stocked kitchen includes coffee makers and supplies to get yourself ready for romantic dinners with the sunset!

Top guest favorite
Condo in Lahaina
4.93 out of 5 average rating, 199 reviews

Eldorado Beach Resort Ka’anapali - Whalers Village

* The Eldorado resort charges a one time $65 plus $22 per day resort fee at check in. Maui Eldorados beach resort Unit # K110 is a beautifully updated large studio suite with a privacy wall that sleeps 4 comfortably. Featuring a gorgeous fully equipped kitchen, tile floors, AC, new washer/ dryer and beautifully remodeled bathroom suite. The beach cabana with everything you need fronts the nicest stretch of beach in all of Ka'anapali. Whalers village is an easy 5 minute walk from the resort.

Top guest favorite
A spacious living area is furnished with a seven-piece sectional sofa and a comfortable twin daybed. A coffee table rests on a patterned area rug. Floor-to-ceiling windows provide garden views, while a ceiling fan adds comfort to the inviting ambiance.
Condo in Kapalua
4.99 out of 5 average rating, 148 reviews

NEWLY REMODELED OCEAN VIEW CONDO, STEPS FROM BEACH

Your next relaxing Lahaina escape awaits at this stunning 1-bedroom, 2-bath vacation rental condo - steps away from Kapalua Bay Beach & centrally located next to the Montage Resort. Your group of up to 6 guests will love returning to the comfort of this home, offering over 1,100 sq ft of living space. With easy access to championship golf courses, fine dining, walking/hiking paths, shopping, spas, & several bays/beaches great for snorkeling, surfing, & relaxing, this is the perfect home base.

Top guest favorite
The open-concept living space features a modern kitchen with sleek cabinetry and a bar top overlooking a sunlit living area. Floor-to-ceiling windows reveal panoramic ocean views and access to a comfortable seating area, inviting relaxation in a coastal setting.
Condo in Lahaina
4.99 out of 5 average rating, 142 reviews

Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi

Locally Owned and Operated 1BD/2BA condo with the best direct beachfront location, panoramic Ocean views, sunsets, and seasonal whale watching. The owner’s spared no expense in renovating this unit making it hand’s down one of the nicest units in all of the Mahana. Wake up to the cool tropical breeze and sounds of the shoreline just 50 feet away. Floor to ceiling windows in the living area and bedroom bring the stunning views and warm Maui sun inside while central AC keeps you cool inside.

Guest favorite
A dining table is set with plates and utensils, positioned on a lush green lawn. Palm trees surround the area, offering a tropical ambiance with the ocean visible in the background under a partly cloudy sky.
Condo in Lahaina
4.91 out of 5 average rating, 145 reviews

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Thank you for checking out my OCEAN FRONT condo located at the Charming Napili Shores resort. This recently renovated condo is in the high demand I building, which is the closest to the ocean in the complex. Imagine every morning you enjoy the brunch ordered from the famous Gazebo restaurant at your own Lanai right beside the ocean; Soak up the sunshine on the Napili beach steps away from the resort during the day, and come back in the evening to watch the stunning sunset in your room!

Top guest favorite
The spacious lanai features a table and chairs, complemented by lounge chairs. An expansive view of the ocean is visible in the distance, with vibrant colors from the sunset reflecting off the water and a sky adorned with soft clouds.
Condo in Lahaina
4.93 out of 5 average rating, 123 reviews

Deep discount: Insane views! Hear the waves crash!

Feel the ocean air and hear the waves crashing as you let Maui sink in. Enjoy the rare wrap around oversized lanai with awe-inspiring views. Lots and lots to see, including turtles, rainbows and whales (during whale season). The place is very bright and beautiful. There's shopping within a 10 minute walk, which has a coffee shop, farmers market, and Boss Frog's to rent snorkel gear, etc. Includes a great pool and other amenities along with free parking.This complex does NOT have A/C.

Top guest favorite
A wooden outdoor table with two matching chairs overlooks the ocean. The setting sun casts a warm glow over the scene, enhancing the view of the distant islands. Wine glasses and a bottle are placed on the table, inviting relaxation and enjoyment.
Condo in Lahaina
4.99 out of 5 average rating, 124 reviews

Amazing Ocean Views and First Class Accommodations

Nestled on Kahana Beach, our property offers captivating views of Molokai and Lanai. A harmony of tranquility and convenience, with charming restaurants and shops within walking distance and Kaanapali's vibrant dining and shopping options just a short drive away. Centrally positioned, our location provides swift access to some of the world's most exquisite beaches and spectacular golf courses. This condo embodies the pinnacle of luxury and comfort. Your ultimate getaway beckons!

Guest favorite
A spacious living area is furnished with a soft gray sofa adorned with decorative pillows, complemented by a wooden coffee table with glass top. A vibrant ocean view is framed by large windows, and a cozy dining set is positioned on the lanai, enhancing the inviting space.
Condo in Lahaina
4.97 out of 5 average rating, 115 reviews

Direct Waterfront, Air conditioned, Amazing Views!

Stunning views! There is nothing better than sitting on your Lanai and listening to the waves! It is not unusual to spot whales and sea turtles while sitting on our Lanai. One of the nicest, if not THE nicest units at Papakea. Truly deluxe! Ocean front with full ocean view, just 30 feet from the ocean. If you are looking for multiple units, we are also owners of G104. This is a legally permitted vacation rental and is hotel zoned according to the County of Maui ordinances.

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
4.94 out of 5 average rating, 146 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 hallway leads to an outdoor area with views of the turquoise ocean and swaying palm trees. The scene is framed by a solid railing, showcasing the tropical coastal environment and vibrant colors of the water, with gentle waves visible in the distance.
Condo in Lahaina
4.89 out of 5 average rating, 338 reviews

TOP FLOOR!!!! Oceanfront, free Wi-Fi, free parking

Honokowai area. Fresh & clean island vibe on the top floor, one unit away from the end. Practically hanging over the water's edge. Beautiful views of Molokai out the screened front door, as well as Lanai off the lanai. Striking floor-ceiling mirrors capture ocean views from virtually anywhere inside. Location in building catches wonderful trade winds. Listen to the sounds of the waves, just steps away & enjoy the endless sea turtle traffic right under your nose.

Top guest favorite
The living room features comfortable seating with a light-colored sectional sofa and matching ottoman. A large wall-mounted TV displays a serene beach scene. Natural light streams in through expansive glass doors, offering views of the outdoors and creating an airy atmosphere.
Condo in Kapalua
4.99 out of 5 average rating, 155 reviews

Kapalua, luxe, ocean view, beach, spa, golf/tennis

KAPALUA - Best location! Welcome to the luxuriously Kapalua Bay Villa #37B1. Bright and airy, with comfortable furniture and modern appliances. Scenic ocean view, a 5-minute walk to Kapalua Bay, Montage Resort, tennis, golf, hiking, zip-lining, amazing restaurants, and a first-class spa. Kapalua Bay Villas is a low-density community within the Kapalua Resort—a 15-minute drive to Kaanapali, and a 40-minute drive to Central Maui to explore the island.

Superhost
Condo in Lahaina
4.78 out of 5 average rating, 181 reviews

Ready for some Sun? Winter blues got ya? Come on!

Winter Spec! Tastefully decorated one bedroom unit. All tile floors, Cal King bed! Hale Ono Loa #311 Flat screen TV, Cal King bed, HUGE lanai, onsite laundry facilities. All tile flooring! Tastefully remodeled! Swim in the large in ground pool and snorkel with turtles right in front of property! Fully equipped condo is supplied with all basic amenities including linens, cooking utensils and starter supplies of paper and cleaning products.

Popular amenities for Lahaina rentals with a pool

When is the best time to visit Lahaina?

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Avg. priceﺩ.ﺇ2,989ﺩ.ﺇ3,122ﺩ.ﺇ3,287ﺩ.ﺇ2,894ﺩ.ﺇ2,942ﺩ.ﺇ2,773ﺩ.ﺇ2,556ﺩ.ﺇ2,005ﺩ.ﺇ1,326ﺩ.ﺇ1,230ﺩ.ﺇ1,377ﺩ.ﺇ1,326
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Quick stats about vacation rentals with a pool in Lahaina

  • Total vacation rentals

    Explore 320 vacation rentals in Lahaina

  • Nightly prices starting at

    Lahaina vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

  • Verified guest reviews

    Over 4,610 verified reviews to help you choose

  • Family-friendly vacation rentals

    170 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    310 of Lahaina vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Lahaina rentals

  • 4.8 Average rating

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

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