Holiday rentals with a pool in Kaunakakai

4.96 out of 5 average rating, 117 reviews

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

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.

4.95 out of 5 average rating, 176 reviews

A lush outdoor garden area is visible, featuring vibrant green grass and tropical plants. A seating arrangement with a table and chairs can be seen under an overhang, framed by a flowering tree. The ocean glistens in the distance beneath a clear blue sky.

Townhouse in Lahaina

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.

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.

4.94 out of 5 average rating, 108 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.

4.91 out of 5 average rating, 106 reviews

Ocean view from condo pictured. Car rental opt.

Deal directly with the owner. This is our only condo and you will receive priority care for entire trip. Molokai is called the most Hawaiian island of Hawaii. You will enjoy a 1st floor studio condo with amazing ocean views and close to parking. The unit is fully equipped with all you will need including a washer, dryer and dishwasher inside the condo. Beautiful sunsets from the condo. Taxes are included. Car is available for additional cost, paid directly to us. *HI # TA-154-314-1376-01

4.95 out of 5 average rating, 119 reviews

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.

Apartment in Molokai

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!

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.

4.98 out of 5 average rating, 264 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.

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 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.

4.92 out of 5 average rating, 107 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

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.

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

4.79 out of 5 average rating, 107 reviews

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.

Apartment in Molokai

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!

A spacious lanai offers a stunning ocean view, featuring a glass-top table with two wicker chairs. Bright blue beverages are placed on the table, while blue skies and gentle waves stretch out towards the horizon.

4.99 out of 5 average rating, 114 reviews

Stylish Love Hideaway, Maui Kaanapali Oceanfront

Oceanfront studio in one of a kind boutique condominium, on world famous Kaanapali Beach. Wake up to a breathtaking oceanview, take it all in from spacious lanai, fall asleep to the sound of the ocean every night Located on the 3rd floor with close touch to ocean breeze and fantastic views, easy access to world-class beaches, restaurants, shopping and golfing

Popular amenities for Kaunakakai rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.9 out of 5 average rating, 82 reviews

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 Molokai

Tranquility on West Moloka'i

4.96 out of 5 average rating, 51 reviews

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 Molokai

Getaway at Molokai Shores

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

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

4.97 out of 5 average rating, 115 reviews

An open living area features a comfortable red leather sofa with decorative pillows. A dining table with wooden chairs is set nearby, and a well-equipped kitchen can be seen in the background. Natural light illuminates the space, enhancing its welcoming ambiance.

Home in Lanai

The Artists House

4.73 out of 5 average rating, 30 reviews

Golden sunlight filters through swaying palm trees, casting long shadows across a manicured green lawn. The ocean is visible in the distance, framed by silhouettes of surrounding buildings and palm fronds, accentuating the peaceful setting.

Home in Molokai

Molokai Beachfront - “Kepuhi Sunset Condo”

Condo rentals with a pool

Ocean views are visible through expansive glass doors in a bright living area. Tropical plants add greenery, and comfortable seating options are arranged for relaxation. The sunlit space offers a seamless transition to the outdoor area, enhancing the beachside atmosphere.

4.95 out of 5 average rating, 142 reviews

Ocean Views- Beachfront- Steps to a Sandy Beach!

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.

4.96 out of 5 average rating, 114 reviews

Direct Waterfront, Air conditioned, Amazing Views!

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

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!

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

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

A gated pool area is surrounded by palm trees, with sunlight reflecting off the clear water. Lounge chairs are neatly placed around the pool, creating a relaxed atmosphere. The condo buildings are visible in the background, complemented by a bright blue sky.

4.91 out of 5 average rating, 11 reviews

Palm Breeze Seaside (Molokai Island) Retreat

4.92 out of 5 average rating, 87 reviews

Romantic Island Getaway on Beautiful Molokai

Other holiday rentals with a pool

A bright living area features a circular area rug with a floral design, surrounded by wicker seating and a wooden coffee table. Natural light floods in from the sliding glass doors, which open to a balcony adorned with palm trees. Two abstract paintings add a touch of color to the wall.

4.96 out of 5 average rating, 84 reviews

Molokai Island Retreat Wavecrest- Ocean Views

The image features the exterior of the Molokai Shores condominium, showcasing two multistory buildings surrounded by vibrant greenery and palm trees. A sign reading 'Molokai Shores' is prominently displayed, and the entrance is marked by lush purple flowers and decorative lighting.

4.87 out of 5 average rating, 30 reviews

Condo at Molokai Shores 1-bedroom with loft

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.

4.96 out of 5 average rating, 26 reviews

Molokai Resort with Ocean and West Maui views

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.

4.77 out of 5 average rating, 22 reviews

Ocean View Loft

A tranquil pool area features a clear blue water surface reflecting the sky. Tall palm trees sway gently in the breeze nearby, overlooking an expansive view of the ocean. Comfortable lounge chairs are positioned around the pool, inviting relaxation.

4.74 out of 5 average rating, 84 reviews

Molokai Ocean View Condo | East End | Top Floor

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.

4.94 out of 5 average rating, 31 reviews

Sunset and Ocean Views walk to beaches and pool

4.88 out of 5 average rating, 24 reviews

Apartment in Molokai

Molokai Adventure

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.