Vacation rentals with a pool in Lahaina

The living area features a gray sofa with patterned cushions facing a wooden coffee table. A wall-mounted TV is positioned nearby, and large glass doors bring in natural light, opening to a private lanai with views of the outdoors. Decor is minimalistic and modern.

4.96 out of 5 average rating, 157 reviews

3 Min to Beach, King Bed and Beach Gear

- Walk across the street to beautiful, uncrowded Kahana Beach - Beach chairs, cooler and umbrella included - See sea turtles, breaching whales swimming in the ocean - Close to Ka'anapali and Kapalua golf courses - A/C in bedroom and living room - King size bed and queen sleeper - Smart Cable TV, stereo - Walk to groceries, restaurants, and bars - Fast WiFi - Fully renovated condo with great mix of locals and vacationers - Popular restaurants Miso Phat, Captain Jacks and Dolly's are 1 minute away

4.97 out of 5 average rating, 105 reviews

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

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!

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.

4.99 out of 5 average rating, 141 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.

A tranquil pool area is surrounded by lush tropical vegetation, with a mix of vibrant flowers and palm trees. Relaxing lounge chairs are positioned near the water, offering scenic views of distant mountains and the ocean. The sky is clear, enhancing the inviting atmosphere.

4.88 out of 5 average rating, 193 reviews

MKV Beach Resort Ka'anapali - Ocean & Sunset Views

Note... MKV resort charges $35 per day due at check in. Beautifully updated spacious studio with ocean view. Amazing sunsets and whale watching are found here. Features new modern furniture, fresh paint and new decor throughout. MKV has direct beach access, two swimming pools, hot tubs, spa, gym, shuffleboard, outdoor BBQ's and Castaway's ocean front bar & grill. Parking is super convenient & free. Free trolly rides to Whalers village and Ka'anapali restaurants, markets and golf courses.

Two outdoor chairs and a small table are positioned on a private lanai, offering unobstructed views of the ocean and distant island. The vibrant blue waters transition to teal, creating a serene atmosphere under a clear sky with scattered clouds.

4.97 out of 5 average rating, 234 reviews

*Oceanfront!* Panoramic Views on Kahana Beach!

*Available for booking! Thankfully, our condo is not located in the wildfire affected area* Enjoy breathtaking panoramic views in this remodeled oceanfront corner condo located on Kahana Beach! With floor-to-ceiling windows in both the living and bedroom, gentle breezes and sunsets can be enjoyed lounging on the couch or relaxing in bed. Imagine falling asleep to the lull of ocean waves at your feet and waking to spouting whales in the background. Truly an oasis on the Valley Isle.

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.

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.

A bright studio condo features a spacious bed with decorative pillows, complemented by a seating area with a chair and small table. Floor-to-ceiling glass doors provide unobstructed views of the ocean, leading to a covered lanai, where the tranquil sea can be seen.

4.93 out of 5 average rating, 150 reviews

WOW! What a view! Ka’anapali condo w/AC, King Bed!

Enjoy the relaxing, peaceful Maui vacation you have been dreaming of! Maui Kai #202 greets you with breathtaking ocean views as soon as you open the door! You’ll love being right on the ocean in this recently updated studio condo at Maui Kai. You're so close to the ocean, you'll feel like you're on a cruise (without the swaying of the ship!). Let your troubles melt away with each crashing wave… Note: This is a permitted vacation rental located in the “hotel zone”.

A spacious studio interior is depicted, featuring a firm, round bed with soft bedding. A large wall-mounted TV is positioned above a wooden dresser. Natural light enters through expansive glass doors, revealing lush greenery outside. A comfortable chair and a desk with a chair are included.

4.96 out of 5 average rating, 135 reviews

★Island Charm Studio, 10 Minutes to Napili Beach★

This charming studio is a ground floor corner-unit located near the highly renowned Napili Bay beach. It features a firm, round bed and a large wall-mounted TV for optimal relaxation following a long day of island exploration. You will have access to all of the features offered by the Napili Ridge association, including a laundry facility, swimming pool, BBQ area, and free parking. Kitchen is fully stocked with cooking utensils. *This unit does not have AC*

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.

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.

A small balcony is furnished with a wooden table and two chairs, adorned with a vase containing green leaves and a red flower. A rainbow is visible in the background, with lush greenery surrounding the space.

4.98 out of 5 average rating, 125 reviews

Private Napili Nest Near Beach

Tucked away, yet within minutes of Napili Bay, Kapalua resorts, golf, hiking and restaurants, Napili Nest is a private, remodeled and well-appointed end-unit studio with an A/C, balcony, peek-a-boo ocean/garden view and thoughtful guest amenities. Located in a quiet, low-density complex, this place is ideal for up to two guests seeking a peaceful getaway, living among locals. Busy nightlife fans would be happier in other parts of Maui.

A light-filled living area showcases a beige couch and two patterned chairs, positioned around a wooden coffee table. Floor-to-ceiling windows reveal expansive ocean views, allowing natural light to enhance the space. A ceiling fan adds to the comfort, while a mounted TV is visible on the sideboard.

4.96 out of 5 average rating, 151 reviews

Beachfront Designer Remodel/AC, 180⁰ Ocean View

Watch the Whales breach during their migration and boats sailing by while sitting up in your dreamy oceanfront bedroom with a cup of coffee! If you love the sound of the ocean, then this is the place for you. Luxuriously remodeled Island Oasis, just 15 feet from the ocean with unbeatable, 180 degrees ocean views. Super private, secluded corner unit located on the 5th floor of Valley Isle Resort in Kahana. Inside the Hotel Zone.

An outdoor dining area is presented on a private lanai, featuring a table set with two glasses and plates of food. In the background, palm trees sway against a clear blue sky, overlooking stunning ocean views that include distant islands.

4.99 out of 5 average rating, 200 reviews

Sunsets and Turtles and Whales, Oh My!

Spectacular ocean views Whales and turtles galore(whale season Nov-March) Great snorkeling Gorgeous landscaping Pool, grills, shuffleboard, laundry, and huge sundeck Pristine beaches, grocery stores and world class shopping nearby Sleek and modern Maui hale Chef's kitchen Stainless steel appliances Tv & wifi Cali King bed with luxury linens Beach toys Cooling trade winds Boutique building Elevator and luggage carts Free parking

Popular amenities for Lahaina rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Two hanging chairs are positioned on a private balcony, surrounded by lush greenery and an ocean view. The chairs are adorned with floral accents, inviting relaxation while enjoying the scenic landscape and coastal horizon.

4.86 out of 5 average rating, 161 reviews

Oceanview • Family-friendly • Sleeps 8 • w/Parking

A vibrant view showcases lush greenery and a spacious pool area, framed by tall palm trees. Beyond the pool, the expansive golf course and distant ocean can be seen, set against a bright blue sky adorned with a few fluffy clouds.

5 out of 5 average rating, 7 reviews

Luxurious and Spacious 2BD Kaanapali Condo

A serene sandy beach is shown with gentle waves lapping against the shore. Sunbathers are positioned leisurely on the sand, and a few umbrellas provide shade nearby. Lush palm trees line the back of the beach, creating a tranquil atmosphere under a clear blue sky.

5 out of 5 average rating, 58 reviews

Newly Remodeled Cottage

4.92 out of 5 average rating, 146 reviews

Home in Kihei

Go for an Ocean Swim From a Fun Beach Villa

A bright living area features soft beige carpeting and walls painted in a cheerful yellow. Available seating includes two wooden armchairs and a comfortable sofa. A coffee table is centered in the seating arrangement, and natural light floods in through large sliding glass doors, leading to an outdoor space.

4.64 out of 5 average rating, 22 reviews

Gram’s Maui Golf Cottage

The living area features light-colored furniture arranged around a wooden coffee table, with a large wall-mounted artwork depicting a beach scene. A kitchen can be seen in the background, and decorative elements include a ceiling fan and tropical details on the walls.

4.96 out of 5 average rating, 26 reviews

Oceanfront Napili Shores ~AC

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.

4.94 out of 5 average rating, 16 reviews

Luxe 3BR Pualei Beach House Retreat

An open concept living area features a comfortable sectional sofa with decorative pillows, paired with a coffee table. A dining island with seating for five is visible, along with a well-equipped kitchen. Large windows provide natural light and views of the outdoor surroundings.

4.67 out of 5 average rating, 24 reviews

International Colony Club 13 Cottage near Beach

Condo rentals with a pool

A private balcony showcases a table set for two, with vibrant tropical flowers as a centerpiece. The ocean stretches beyond, featuring shades of blue and turquoise, with Molokai Island visible in the distance under a clear sky.

4.87 out of 5 average rating, 112 reviews

Oceanfront | Luxury View | 2 Beds

A vibrant cultural performance takes place on an outdoor stage. Performers in traditional attire, featuring skirts made from green leaves and floral necklaces, are seen dancing with wooden sticks. The backdrop is enhanced by tiki torches, creating an immersive atmosphere.

4.93 out of 5 average rating, 198 reviews

Eldorado Beach Resort Ka’anapali - Whalers Village

The kitchen area features a modern countertop with two white bar stools, each adorned with blue cushions. Cabinets line the walls, accompanied by a refrigerator and other appliances. Natural light fills the space, creating a bright and open atmosphere.

4.93 out of 5 average rating, 480 reviews

Napili Nani cottage for 2 w/AC ~ *Renovated*

A comfortable living area features a large window with stunning ocean views. The space is furnished with a beige sofa, a wooden coffee table, and a glass dining table. A ceiling fan adds a breezy touch, while sliding glass doors lead to a private balcony.

4.94 out of 5 average rating, 161 reviews

Dream-like ocean views! Steps from the Ocean

A spacious bedroom is equipped with a large bed adorned with colorful pillows. Two patterned armchairs are positioned beside a small table, creating a cozy seating area. A glass sliding door provides natural light and offers a view of the outdoor greenery.

4.98 out of 5 average rating, 108 reviews

Your Oasis by the Sea, stay at B103!

A dining table is set for a meal, featuring elegant dishes and glassware under tropical-patterned napkins. A bottle of wine sits prominently in the center. The ocean waves and distant horizon are visible through the balcony railing, providing a serene backdrop.

4.86 out of 5 average rating, 119 reviews

GREAT LOCATION, AMAZING OCEANFRONT VIEWS!

A dining table set for two, featuring a selection of fresh fruit, pastries, and beverages. The table is positioned on a private lanai with a view of the ocean in the background, complemented by a gentle breeze and soft sunlight.

4.94 out of 5 average rating, 125 reviews

Mahana 1015 - Luxury Oceanfront Condo (1bd/2ba)

Lush tropical gardens and palm trees are visible alongside a well-manicured lawn. A blue ocean stretches into the distance under a partly cloudy sky. In the foreground, a swimming pool area features lounge chairs, while a community building can be seen to the left.

4.87 out of 5 average rating, 127 reviews

Condo in Lahaina, New Remodel, Amazingly Peaceful

Other vacation rentals with a pool

A spacious living area showcases modern tropical design with large windows providing unobstructed views of the ocean and sunset. A comfortable brown sofa and armchairs create a cozy seating arrangement, complemented by a round coffee table and woven area rug. Decorative plants add a touch of nature.

5 out of 5 average rating, 51 reviews

Turtles & Tales: Luxe Beachfront w/AC & Ocean view

4.99 out of 5 average rating, 74 reviews

A well-appointed bedroom features a spacious bed dressed in soft linens, complemented by decorative wooden panels. Floor-to-ceiling sliding glass doors provide a view of the ocean, ensuring ample natural light. Stylish seating is positioned nearby, emphasizing a blend of comfort and elegance.

Apartment in Lahaina

Lahaina Shores Ocean Front Luxury Condo 525

The landscape features well-maintained green grass and vibrant tropical plants leading to the ocean. Lounge chairs are positioned for relaxation, while tiki torches are arranged in pairs, providing ambient lighting. The sky transitions with soft blues and warm hues as the sun sets over the water.

4.83 out of 5 average rating, 41 reviews

Makani Sands #209 1brm Beachfront Condo with AC!

An oceanfront view displays lush palm trees gently swaying in the breeze. The sparkling blue water contrasts with the sandy shore, while a shared pool and lounge area are visible below, surrounded by vibrant landscaping and inviting deck chairs.

4.95 out of 5 average rating, 20 reviews

Ocean, Sunsets, Whales & Turtles at Honuloha

5 out of 5 average rating, 3 reviews

Oceanview Condo - Pools, Hot Tub, Spa & Beach

A studio bedroom features a wooden bed frame with a neatly made bed. Two bedside tables with lamps are positioned on either side. A decorative painting hangs above the bed, and a flat-screen TV is mounted on the wall opposite. Natural light fills the space through a nearby window.

5 out of 5 average rating, 43 reviews

Maui El Dorado Kaanapali Beach Studio - G204

The living area features large windows offering unobstructed ocean views. A spacious gray sectional sofa surrounds a wooden coffee table, complemented by a woven chair. The room is illuminated by natural light, enhancing the light-colored tile flooring and reflecting off the mirror-backed wall.

5 out of 5 average rating, 24 reviews

Beachfront on Kaanapali The Mahana 1106!