Holiday rentals with a pool in Molokai

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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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Guest favourite

A large oceanfront pool area is surrounded by lush tropical landscaping and swaying palm trees. The inviting pool features a gradual entry and a spacious deck for relaxation, with the ocean visible in the background under a clear blue sky.

Cottage in Molokai

4.95 out of 5 average rating, 128 reviews

Oceanside 2-Bedroom 2-Bath Cottage, Stunning Views

Relax & enjoy stunning ocean & sunset views, Kepuhi Beach, and Kaiaka Rock from this private two-bedroom, two-bathroom, two-story oceanfront cottage with a large covered lanai. This no-smoking 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 unplug & relax. You will enjoy blue ocean & beach views, colorful sunsets, breezes, tropical birds, waves, and whales in the winter.

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Top guest favourite

A serene sunset is captured over the water, displaying a blend of soft pink and orange hues in the sky. Silhouettes of trees line the shore, creating a tranquil atmosphere where the ocean meets the horizon.

Apartment in Kaunakakai

4.96 out of 5 average rating, 99 reviews

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

This is a newly updated condo with soft colors, crown moulding throughout, new appliances and tastefully decorated to enhance the spirit of Molokai. Being on the ground floor allows you to walk out and enjoy the sunrise, pool or sunset without having to climb stairs. To experience the "true" Hawaiian spirit you must visit Molokai. It is a much slower pace - no traffic lights, with a maximum speed of 45mph.....and a minimum of 35mph. Do not be surprised to find yourself alone on the beaches.

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Top guest favourite

Cottage in Kaanapali

4.93 out of 5 average rating, 150 reviews

Kaanapali Cottage ICC 29 Indoor/Outdoor Living

International Colony Club’s cottage 29 is located in the world-famous Kaanapali Beach area, and a five minute walk from one of Maui’s best beaches. Built in 1964, this community affords a spacious and mature landscape between 44 private cottages spread over 10 acres. Our Hawaiian plantation style cottage is reminiscent of homes built during the plantation era and conveniently located close to beaches, shopping and restaurants, but is secluded from the hustle and bustle of the big resorts.

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Superhost

Silhouetted palm trees stand against a vibrant sky filled with pink, purple, and orange hues at sunset. The horizon meets the serene ocean, creating a tranquil atmosphere. Fluffy clouds add depth to the colorful backdrop.

Apartment in Maunaloa

4.94 out of 5 average rating, 112 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.

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Top guest favourite

Silhouetted palm trees frame a serene ocean view at sunset. Gentle waves roll onto the shore, creating a soft mist. Two figures can be seen sitting close to the water's edge, surrounded by lush greenery, capturing a tranquil moment of nature.

Flat in Maunaloa

4.95 out of 5 average rating, 121 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!

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Superhost

A spacious living area opens to a scenic view of the ocean and surrounding greenery. Outdoor seating is visible on a patio, featuring comfortable chairs and a telescope for observation. Natural light filters in through the open doors, highlighting the inviting interior.

Cottage in Maunaloa

4.97 out of 5 average rating, 39 reviews

Beachfront Cottage Kepuhi Beach

Take it easy at this unique and tranquil getaway. Unobstructed front row view of the ocean. A true cottage unit here at Kepuhi Beach Resort. You will have unbeatable views with amazing privacy. No buildings in front of you and great space on the other sides. Cottages here are unique as they have only 2 units per building while the 1 bedroom and studio's here have 8-12 units per building. This allows for much more privacy, peace and quiet. Amazing beaches and hiking just off your lanai.

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Top guest favourite

An inviting interior is captured from an elevated perspective, featuring a spacious bed with white linens and blue accent pillows. Warm wood floors enhance the cozy ambiance, while large windows frame outdoor views. A dining area with chairs is visible through the glass doors, complemented by soft lighting.

Apartment in Maunaloa

4.97 out of 5 average rating, 270 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.

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Superhost

Apartment in Kaunakakai

5.0 out of 5 average rating, 3 reviews

Pau Hana Paradise Two!

Take it easy at this unique and tranquil studio ground floor condo on the Western shore of Molokai! Getaway from the hustle in a space designed for 2. Need more space? Also book this one bedroom condo next door: https://airbnb.com/h/pauhanaparadise Perfect for a relaxing getaway. Enjoy the laid-back atmosphere on Molokai in a modern and well-equipped ocean view condominium. Beach access and a pool on site complete the picture of this amazing space!

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Guest favourite

A balcony view showcases a table with a decorative vase holding a single flower. Lush green lawn and palm trees frame the scene, leading to a fenced-in pool area. The ocean glistens in the distance, reflecting the clear sky.

Apartment in Kaunakakai

4.92 out of 5 average rating, 120 reviews

'Ohana Naeole condo - moloka'i no ka heke

**ALOHA...before booking - our condo is located on Molokai not Maui** B326 is a one bedrm w/ loft and full bath on the 3rd floor fully furnished kitchen - dishwasher, coffeemaker, microwave, blender, crock pot, skillet, rice cooker 1 Queen size bed & 1 Full size bed & 1 full size futon bed New living room furniture, 55in QLED smart TV Board games for the kids, books - pack n play and baby chair Beach chairs, boogie boards and ice chest

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Guest favourite

A kitchen area is presented with dark wood cabinetry and a stainless steel refrigerator. Counter space features a sink, coffee maker, and small kettle, complemented by a dishwasher and a microwave. Cleaning supplies and a dishcloth are visible on the counter.

Flat in Kaunakakai

4.8 out of 5 average rating, 111 reviews

Molokai sunsets

This beautiful condo is located one mile from the town of Kaunakakai at Molokai Shores, unit 134. Molokai is a laid back destination that has spectacular natural beauty. If you are looking for touristy Hawaii Molokai is not that. Instead you can relax on beaches all to your self and experience Molokai's charm. REMEMBER IT'S UNIT 134 ON THE EASTERN EDGE OF COMPLEX!

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Top guest favourite

The living area showcases large floor-to-ceiling windows framing ocean views. A comfortable sectional sofa is positioned around a wooden coffee table, with a wall-mounted TV and a rustic cabinet nearby. A ceiling fan adds a cooling touch, and outdoor seating is visible through the glass doors.

Holiday home in Napili-Honokowai

4.97 out of 5 average rating, 134 reviews

Oceanfront Paradise! Sea Turtle Cove C24 Napili Pt

Spectacular Ocean & Outer Island views from your Air Conditioned condo! Enjoy snorkeling with Sea Turtles in your backyard, seasonal Whale Watching from your kitchen, and breathtaking Sunsets... Welcome to Paradise! Traveling with family or friends? Please see our other listing just few doors down: Oceanfront Oasis! Sea Turtle Cove B17 Napili Point

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Guest favourite

Palm trees line the shoreline, framing a serene view of the water at sunset. The sky is filled with soft shades of pink and orange, reflecting on the calm surface. A grassy area provides a peaceful spot for leisure, with a pool visible in the foreground.

Flat in Kaunakakai

4.92 out of 5 average rating, 104 reviews

Hale Kupa Aina

Our Molokai Shores Condo is a newly renovated 1 bedroom unit. It is located approximately a mile and a half East of rural Kaunakakai town on the island of Molokai (not on the island of Maui) and offers a beautiful pool and grounds setting. It's name "Hale Kupa Aina" refers to a house or home (Hale) by simple island people (Kupa Aina).

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