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Vacation rentals with a pool in Molokai

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Molokai

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

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An oceanfront pool is surrounded by palm trees, creating a tropical setting. The pool features a curved shape with a shallow entry and steps leading into the water. Clear skies can be seen above, and the ocean is visible in the background.

Cottage in Molokai

4.95 out of 5 average rating, 108 reviews

Oceanside 2-Bedroom 2-Bath Cottage, Stunning Views

Enjoy stunning sunset views of the Pacific Ocean, Kepuhi Beach, and Kaiaka Rock from this private two-bedroom, two-bathroom, oceanfront cottage with a large covered lanai. This No Smoking two-Level cottage is located at the Kepuhi Beach Resort, close to pristine beaches, trails, and an oceanfront pool. The cottage is a peaceful place to work online, explore or just unplug and relax. You will experience colorful sunsets, breezes, tropical birds, beaches, and breaching whales in the winter.

Top guest favorite

Condo in Lahaina

4.99 out of 5 average rating, 135 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.

A refreshing swimming pool is surrounded by palm trees and lush greenery. Lounge chairs are positioned around the pool area, offering a space for relaxation. The clear blue water reflects the sunny sky, creating a serene outdoor environment.

Townhouse in Lahaina

4.95 out of 5 average rating, 165 reviews

Amazing Kapalua ,Stay 7 nights, only pay for 6 !

Our place is close to 3 beautiful beaches, 2 spectacular golf courses, tennis garden, hiking trails, whales, zip line, shops, restaurants, pools, barbecue, and spas. You’ll love our place because of the incredible views from the outdoor garden. It is huge and we call it our living room on the lawn. You'll love the ambiance, neighborhood, people. You will love everything about the Ridge at Kapalua. Our place is good for couples, solo adventurers, business travelers, not suitable for children.

An oceanfront swimming pool is surrounded by palm trees, with clear water reflecting the blue sky. Beach access is visible in the background, providing a serene coastal view. The warm tones of the pool deck complement the vibrant greenery nearby.

Condo in Maunaloa

4.93 out of 5 average rating, 104 reviews

Molokai Premier Condo & Car Special Package

Kepuhi Beach Resort. Newly remodeled extra large 565 sq. ft. condo with breathtaking sunset and ocean views from the lanai. Master bedroom with a queen bed and full bath on main floor. Open bedroom with full bed, and 1/2 bath in the loft. • Fully supplied with all kitchen appliances, utensils, food storage containers, etc. • Fast WI-FI for working vacationers. • Office space niche • Large flat screen smart TV, clothes washer and dryer FREE CAR TO USE WHILE STAYING AT THE CONDO.

Top guest favorite

A serene pool area is surrounded by palm trees and vibrant landscaping. Lounge chairs are placed near the sparkling water, inviting relaxation. The pool's blue surface reflects the clear sky and provides a refreshing ambiance for guests.

Condo in Lahaina

4.93 out of 5 average rating, 455 reviews

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

"Napili Nani" is a darling studio cottage in the Napili Ridge Condominiums, located just a short walk to the beautiful Napili Bay, The Gazebo Restaurant and The Sea House Restaurant. Our cottage for two is a relaxing and lovely alternative to the high traffic, commercial areas on the island. Although we are zoned "HOTEL", we offer a more "authentic, local Hawaiian" experience. If mismatched furniture and a beachy, cottage style vibe is your thing, then Napili Nani is the place for you!

A clear swimming pool reflects the sky, framed by tall palm trees swaying gently in the breeze. The ocean is visible in the background, with sandy shores and a rocky outcrop enhancing the serene coastal landscape.

Apartment in Maunaloa

4.95 out of 5 average rating, 113 reviews

Peace of Paradise at Kepuhi Beach Resort #2224

(TA#086363955201) Molokai oceanfront condo. View amazing sunsets, beautiful grounds and occasional whale sightings from our 2nd floor lanai. Updated with custom art, fresh linens, full size futon, gel topper for the king size bed, fully equipped kitchen and vanity areas. Ceiling fans and trade winds will keep you cool and comfortable. Washer/dryer, stereo, flat screen TV, free Wi-Fi all add to your comfort. Spend idyllic days lounging at the beach/pool or off on an island adventure!

Top guest favorite

A spacious room features a king-size bed, complemented by wooden accents and natural light streaming through sliding glass doors. The kitchen area includes a granite countertop with cabinets. A private balcony with chairs overlooks a lush outdoor setting, enhancing the serene atmosphere.

Condo in Lahaina

5 out of 5 average rating, 137 reviews

Napili bay Studio Sept special$99!

Aloha🙏🙏🙏 Corner unit . 50’ vizio TV(Smart) Free WiFi King size bed Ceiling fan AC 18000 BTU Balcony’s chair and table Beach umbrella Beach chairs (2) And cooler Oven Microwave Refrigerator Pots,pans,utensils Coffee maker Complimentary coffee Set of beach towels (2) Set of towels,hand towels Etc Hair dryer Pool/all year around Iron Start up hand soap shampoo,conditioner,lotion Maui book Free parking Bbq area Toaster Blender Sal/pepper Ceiling fan 10 min walk to Napili bay

Top guest favorite

Condo in Maunaloa

4.98 out of 5 average rating, 256 reviews

Sweet Upstairs Corner Ocean View Studio on Molokai

Top floor corner unit at Kepuhi Beach Resort, on the special island of Molokai....in between Maui and Oahu! Vaulted open ceilings, spacious and airy. Completely remodeled and freshly outfitted. Close to beach and ocean-side pool, views of Kaiaka Rock, ocean surf, vivid sunsets. Fully equipped kitchen, luxurious King sized bed. Fast wireless , 40” SmartTV. Perfect setting to unplug, hike or bike the red dirt trails, explore beaches, and experience Molokai fully.

Top guest favorite

Condo in Lahaina

4.99 out of 5 average rating, 140 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 panoramic view of a beach is presented, featuring gentle waves lapping against the sandy shore. Large dark rocks border the water, and the horizon shows a clear blue sky with a few wispy clouds.

Condo in Kaunakakai

4.93 out of 5 average rating, 233 reviews

Welcome to Hotel Molokai, Unit 102...

*This unit is located on the island of Moloka'i, not MAUI. Welcome to Moloka'i, where time slows down and you're able to relax and unwind. Hotel Moloka'i is a hotel convenient located on the outskirts of Kaunakakai town. Whether you're on Moloka'i for business or pleasure, our unit offers you a comfortable place to stay. Enjoy beaches all to yourself, go on hikes and listen to live music at Hiro's 'Ohana Grill.

Top guest favorite

A sparkling blue swimming pool is framed by palm trees and lounge chairs, offering a scenic view of the ocean. The pool area is complemented by a thatched-roof gazebo, while the clear sky enhances the inviting atmosphere around the water.

Condo in Lahaina

4.96 out of 5 average rating, 258 reviews

Napili Oasis Hideaway, Amazing Oceanview in Maui

Welcome to my beautiful oceanview condo, in one of a kind boutique condominium. Wake up to ocean breeze and view from lanai, watch turtles and sunset on lava rocks, feel at home falling asleep to the sound of the ocean every night 60-seconds walk to Napili beach. Located on the 2nd floor at Napili Shores Resort on West Maui, easy access to world-class beaches, restaurants, shopping and golfing

Top guest favorite

An outdoor lanai features a small table and two wicker chairs, offering a direct view of the expansive Pacific Ocean. The ocean's vibrant blue waters stretch toward the horizon under a partly cloudy sky, creating a serene and inviting area for relaxation.

Condo in Lahaina

4.98 out of 5 average rating, 193 reviews

DIRECT OCEAN FRONT STUDIO W OCEAN IS UR BACK YARD!

This is a hotel-zoned condo. It will not be affected by potential upcoming county regulations. Book with confidence!! Thank you for considering my direct ocean front studio condo in Kahana, my condo is located minutes outside of Lahaina , Kaanapali , Napili and Kapalua. You'll find the ocean view from my lanai/ room to be breathtaking and serene. This is truly an hidden gem on Maui.

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Popular amenities for Molokai rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A light-filled living area features a comfortable sectional sofa adorned with accent pillows. A coffee table sits on a soft area rug, while a dining table and chairs are positioned in the corner. Iconic walls and bamboo flooring complement the space.

Home in Maunaloa

4.9 out of 5 average rating, 77 reviews

Tranquility on West Moloka'i

A living area features a spacious couch and a matching armchair arranged around a low table. A modern kitchen area with dark cabinetry and stainless appliances is visible, along with decorative artwork on the walls. Natural light fills the space through large windows.

Home in Kaunakakai

4.95 out of 5 average rating, 44 reviews

Getaway at Molokai Shores

A spacious living room features a sectional sofa and an accent chair with a vibrant pattern, complemented by a round coffee table. Large glass doors open to a water-view lanai, allowing natural light to fill the space. Contemporary art adds visual interest to the neutral walls.

Home in Lahaina

4.97 out of 5 average rating, 39 reviews

Mahalo Pono @ Ka 'anapali Royal

Top guest favorite

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.

Home in Lahaina

5 out of 5 average rating, 38 reviews

Newly Remodeled Cottage

Home in Lahaina

4.94 out of 5 average rating, 33 reviews

ICC 20 Remodeled 2BD Hawaiian Cottage w Pool AC

Top guest favorite

Home in Kaanapali

4.92 out of 5 average rating, 73 reviews

#1 Kaanapali Beach, Ocean View MER K218

A spacious living area features comfortable seating arranged around a glass-top coffee table. Light-colored walls and tropical decor create a calming ambiance. The kitchen and dining area are visible in the background, showcasing modern appliances and a dining table for shared meals.

Home in Lahaina

5 out of 5 average rating, 15 reviews

Your Beachfront Island Home Awaits! #1A2

Top guest favorite

Home in Lahaina

5 out of 5 average rating, 16 reviews

Kapalua Ridge 622 Luxe Ocean and Coastal Views

Condo rentals with a pool

Top guest favorite

The outdoor pool area features a large, inviting pool surrounded by palm trees and lush tropical plants. Comfortable lounge chairs are positioned around the pool deck. A small waterfall adds a serene touch to the setting, with sunny skies illuminating the landscape.

Condo in Lahaina

4.98 out of 5 average rating, 190 reviews

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

Top guest favorite

Condo in Lahaina

4.99 out of 5 average rating, 133 reviews

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

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.

Condo in Lahaina

4.97 out of 5 average rating, 134 reviews

Beachfront Designer Remodel/AC, 180⁰ Ocean View

A sliding glass door opens to a private balcony with a wooden table and chairs overlooking the ocean. The shoreline and distant sailboats are visible, framed by swaying palm trees, creating a serene coastal view.

Condo in Kaunakakai

5 out of 5 average rating, 18 reviews

Molokai Resort with Ocean and West Maui views

Top guest favorite

A sparkling pool is framed by lush tropical landscaping and swaying palms. Comfortable lounge chairs with umbrellas provide shaded seating options nearby. The inviting water reflects a clear blue sky, creating a peaceful ambiance perfect for relaxation.

Condo in Lahaina

4.96 out of 5 average rating, 142 reviews

Tranquil Honokowai Condo•King Bed•Walk to Beaches

Condo in Lahaina

4.98 out of 5 average rating, 105 reviews

Private Napili Nest Near Beach

An inviting swimming pool features clear blue water and is surrounded by palm trees. Lounge chairs are arranged along one side, while a cabana with shaded seating overlooks the ocean. The backdrop offers views of distant islands under a bright sky.

Condo in Kaunakakai

4.96 out of 5 average rating, 92 reviews

'Easy Breeze' on Molokai - Rest, relax and refresh

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.

Condo in Lahaina

4.97 out of 5 average rating, 126 reviews

3 Min to Beach, King Bed and Beach Gear

Other vacation rentals with a pool

A comfortable living area is equipped with light-colored sofas and decorative pillows. A large area rug is centered on the floor, complementing a dark armchair nearby. Floor-to-ceiling sliding glass doors provide access to an outdoor space with views of the ocean and surrounding greenery.

Condo in Kaunakakai

4.94 out of 5 average rating, 64 reviews

Oceanfront Wavecrest Resort, Molokai Escape

An open living space is featured, showcasing a spacious kitchen bar with seating. A cozy couch and a coffee table are arranged on natural fibers, while large windowed walls bring in natural light and provide views of the screened lanai and surrounding greenery.

Townhouse in Maunaloa

4.9 out of 5 average rating, 41 reviews

Kepuhi Hale

Townhouse in Maunaloa

4.92 out of 5 average rating, 50 reviews

Aloha Getaway: Luxe Beachfront 3bdm/2bth townhouse

Top guest favorite

A tranquil outdoor setting features a wooden table adorned with a bowl of candles, glowing softly. In the background, palm trees silhouette against a vibrant sunset over the ocean, creating a serene and inviting atmosphere.

Apartment in Maunaloa

5 out of 5 average rating, 20 reviews

Hale Bali - Includes Taxes and Vehicle

Top guest favorite

A shimmering pool reflects the clear sky, surrounded by lush greenery and swaying palm trees. The pool area is enclosed by concrete walkways, providing easy access to the soothing waters and the picturesque ocean view beyond.

Condo in Maunaloa

5 out of 5 average rating, 29 reviews

Lovely condo w/pool walking distance to the beach

The living room displays comfortable seating arrangements with floral-patterned upholstery and a glass coffee table. Large sliding doors open to the balcony, allowing natural light to fill the space. A potted plant adds a touch of greenery to the inviting atmosphere.

Condo in Maui County

4.76 out of 5 average rating, 21 reviews

Ocean View Loft

A clear blue pool is highlighted, featuring distinct sea horse designs at the bottom. Sun loungers are arranged around the pool area, bordered by lush greenery. Towering palm trees frame the scene under a bright sky, enhancing the serene atmosphere of the outdoor space.

Apartment in Kaunakakai

4.92 out of 5 average rating, 97 reviews

Hale Kupa Aina

A sparkling pool is framed by lush greenery and tall palm trees. The area is bathed in natural light, highlighting clear blue skies and fluffy white clouds. A covered cabana is visible to one side, offering a shaded seating area for relaxation.

Condo in Kaunakakai

4.74 out of 5 average rating, 81 reviews

Hawaiian Hibiscus Hideaway+Beautiful Ocean Views!

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