Vacation rentals with a pool in Moloka‘i

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Top-rated rentals with a pool in Moloka‘i

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Guest favorite

A swimming pool is surrounded by lush palm trees and outdoor lounge chairs. The pool's clear blue water reflects the bright sky, providing a refreshing atmosphere. Nearby buildings are visible, enhancing the resort's tropical setting.

Condo in Lahaina

4.95 out of 5 average rating, 125 reviews

Ocean Views- Beachfront- Steps to a Sandy Beach!

Views! Views! Views! From the moment you enter Valley Isle unit 110 you will be mesmerized with ocean views from every room. This corner unit is located on the 1st floor and has direct access, steps to a sandy beach. Watch rainbows, turtles or whales from the spacious Lanai, a comfortable scenic space where you can spend your mornings, days or evenings, located within 15 feet from the ocean. Bedroom sliding door opens to tranquil sound of the ocean, doz-off with open doors to the sound of waves.

Superhost

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, 102 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.

Guest favorite

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, 125 reviews

Beachfront Designer Remodel/AC, 180⁰ Ocean Views

Your Romantic, Island Oasis awaits! Beachfront, luxuriously remodeled hideaway featuring Bali wedding headboard in the dreamy oceanfront bedroom, adding a touch of vintage charm and understated glamor. Watch the Whales breach during their migration while sitting up in bed with a cup of coffee. If you love the sound of the ocean, then this is the place for you. Whales Watch, a secluded corner unit with wrap around 180 ocean views, is located on the 5th floor of Valley Isle Resort in Kahana.

Top guest favorite

Condo in Lahaina

4.99 out of 5 average rating, 125 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 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, 112 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!

Guest favorite

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

4.96 out of 5 average rating, 28 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.

Guest favorite

A heated swimming pool is surrounded by a stone patio, bordered by lush greenery. Comfortable seating is arranged under a large orange umbrella, with palm trees swaying gently in the warm evening light. A tranquil atmosphere is created by the colorful sunset sky.

Guest suite in Lahaina

5 out of 5 average rating, 104 reviews

Noah’s Hideaway Maui, Luxury B&B, Kaanapali Beach!

PRIVATE AND SECLUDED: Noah's Hideaway, a Luxury Bed & Breakfast in West Maui, located within the World Famous Kaanapali Beach Resort District, across the street from the beach, shopping & restaurants! Fresh generous breakfast served daily! KOA SUITE: - Private entrance - King bed, golf course view - Ensuite (shower+bath) Amenities: - Heated swimming pool - Sauna - Hot tub - BBQ, pizza oven & outdoor dining area - Billiards room SEE MY PROFILE FOR OTHER (EUCALYPT) SUITE

Top guest favorite

Condo in Maunaloa

4.98 out of 5 average rating, 253 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.

Guest favorite

A vibrant sunset is captured through a foreground of palm trees, showcasing a blend of orange, yellow, and pink hues in the sky. The sun appears to dip into the ocean, with the silhouette of a coastline visible in the distance.

Condo in Maunaloa

4.91 out of 5 average rating, 22 reviews

Sunset and Ocean Views walk to beaches and pool

Clean airy upstairs unit with lofted ceiling on the island of Molokai. Beautiful ocean and sunset views from covered Lanai. Walk to white sand beaches and ocean front pool. Listen to songbirds, crashing surf and the consistent cooling trade winds rustling through the coconut trees. Hike, explore tide pools, and relax on a deserted beach. Molokai is said to be the island most reminiscent of old Hawaii. Leave your troubles behind and find your Aloha spirit.

Top guest favorite

Condo in Lahaina

4.98 out of 5 average rating, 133 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.

Guest favorite

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, 225 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.

Superhost

A sparkling pool is surrounded by several lounge chairs, offering views of the ocean and distant mountains. Palm trees sway gently in the breeze, framing the serene setting. The pool area is complemented by a shaded pavilion featuring large windows and a clock.

Condo in Kaunakakai

4.71 out of 5 average rating, 173 reviews

*VEHICLE INCLUDED! Wavecrest Resort EAST MOLOKAI

TA-075-407-5648-01 THIS UNIT COMES WITH THE ABILITY TO USE OF AN SUV...... UPDATE!!!! We now have dedicated internet!!!!No more bad resort Wi-Fi!!! This unit is located on the island of Molokai. After years as a long term rental, my cozy,semi-private location at Wavecrest Resort is a vacation rental again. Often described as a home away from home this unit will bring a warm feeling to your heart and soul.