Vacation rentals with a pool in Kaunakakai

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, 148 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

A spacious living area is furnished with a seven-piece sectional sofa and a comfortable twin daybed. A coffee table rests on a patterned area rug. Floor-to-ceiling windows provide garden views, while a ceiling fan adds comfort to the inviting ambiance.

4.99 out of 5 average rating, 144 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.

4.95 out of 5 average rating, 171 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.

4.95 out of 5 average rating, 117 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, 263 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 spacious studio features a comfortable bed and a seating area with colorful cushions. Large glass doors provide access to a private balcony with stunning ocean views. A flat-screen TV and a ceiling fan are visible, alongside a wooden dresser and a coffee table.

4.93 out of 5 average rating, 600 reviews

Maui direct ocean front . Super private

Location + Endless Ocean view.This condo is very special! It's Direct Ocean front It really is the best what Maui has to offer. Great for honeymooners, super private. There's not any place closer than the ocean than my condo! You'll feel like as if you were floating above the water when you are in your bed! Please check Wifi user i/d and password once you finished booking. (it's listed). Thanks! Note: this is on the 3rd floor w/o elevators in the building

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.

4.91 out of 5 average rating, 103 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, 118 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.

4.98 out of 5 average rating, 194 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

A sunset is framed by tall pine trees, casting long shadows against the grassy landscape. The warm orange and yellow hues of the sun blend with soft pastel tones in the sky, indicating the day's end and offering a serene backdrop to the natural setting.

4.93 out of 5 average rating, 238 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.

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, 112 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, 81 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, 48 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

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, 5 reviews

Luxurious and Spacious 2BD Kaanapali Condo

A spacious outdoor seating area features a comfortable sectional sofa adorned with decorative pillows. A coffee table holds a tray with fruits and two champagne glasses, surrounded by lush tropical plants and palm trees, creating a serene outdoor retreat.

4.94 out of 5 average rating, 35 reviews

International Colony Club 20 Remodeled 2BD Pool AC

A balcony showcases direct oceanfront views, featuring two chairs and a glass table. Palm trees sway gently in the breeze, and the shimmering blue water extends to the horizon. The sky is bright with a few scattered clouds, enhancing the serene coastal ambiance.

4.83 out of 5 average rating, 6 reviews

Oceanfront Studio w/ Beach Access and Pool!

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, 23 reviews

Oceanfront Napili Shores ~AC

4.96 out of 5 average rating, 111 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, 26 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

A dining table is set with plates and utensils, positioned on a lush green lawn. Palm trees surround the area, offering a tropical ambiance with the ocean visible in the background under a partly cloudy sky.

4.91 out of 5 average rating, 139 reviews

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

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.

4.97 out of 5 average rating, 148 reviews

Beachfront Designer Remodel/AC, 180⁰ Ocean View

4.94 out of 5 average rating, 142 reviews

Stunning! Oceanfront! Remodeled! Winter Specials!

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

The living area features two comfortable sofas arranged around a central coffee table. A ceiling fan is installed above, and sliding glass doors provide access to outdoor views. Soft natural light fills the space, complemented by light-colored curtains and neutral decor.

4.86 out of 5 average rating, 35 reviews

Beautifully Renovated Beachfront Condo

A patio table is set with decorative plates, glasses, and a bottle of wine, accompanied by a vibrant flower. Lush green grass extends in the background, with palm trees and a cloudy sky completing the serene view.

4.97 out of 5 average rating, 143 reviews

Best Location in Kapalua, walk to beach, spacious

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, 233 reviews

*Oceanfront!* Panoramic Views on Kahana Beach!

The kitchen features a spacious bar with four high-backed chairs, illuminated by pendant lights. Stainless steel appliances, including a side-by-side refrigerator and gas stove, are visible. Open shelving displays kitchenware and decor, while a ceiling fan is installed above for airflow.

4.89 out of 5 average rating, 19 reviews

Spacious Molokai Style Condo Locally Owned

Other vacation 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, 83 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.

4.86 out of 5 average rating, 29 reviews

Condo at Molokai Shores 1-bedroom with loft

5 out of 5 average rating, 7 reviews

Apartment in Molokai

Pau Hana Paradise

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.

5 out of 5 average rating, 31 reviews

Lovely condo w/pool walking distance to the beach

Two sparkling glasses of rosé wine are positioned beside a bottle on a tiled table. Softly flickering candles are set within arm's reach, while a scenic sunset casts warm hues across the sky, viewed through an open balcony overlooking the ocean.

5 out of 5 average rating, 66 reviews

Oceanfront Condo With Glorious 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.

4.96 out of 5 average rating, 25 reviews

Molokai Resort with Ocean and West Maui views

A vibrant outdoor landscape showcases lush greenery and swaying palm trees. The ocean is visible in the background, complemented by a serene sky. Tropical flowers and well-maintained paths enhance the natural beauty of the garden setting.

4.75 out of 5 average rating, 83 reviews

Hawaiian Hibiscus Hideaway+Beautiful Ocean Views!

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.