Holiday rentals with a pool in Kaunakakai

4.99 out of 5 average rating, 279 reviews

A spacious studio features large windows that offer panoramic ocean views. A cozy seating area with a sofa and table complements a queen-size bed adorned with turquoise accents. A television is mounted on the wall, while a sliding door provides access to a private lanai.

Apartment in Lahaina

180* Oceanfront View w/ AC! Remodel+2Pools+Clean

We are a LEGAL Short Term Rental. If STRs are banned, we will refund your reservation money. We are 6 miles north of the fire. Our beaches, sunsets & ocean are still amazing. Remodeled Large Studio w/ AC. Sleep 30' from the ocean to the sound of waves! PANORAMIC VIEWS/SUNSETS! 2 Relaxing Oceanside POOLS & hot tub. Fully-equipped kitchen. Walk-in rain shower. GREAT LOCATION! Close to Kaanapali, Kapalua, groceries, restaurants, beaches. TURTLES love this area. Free Parking. No Resort Fees.

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, 149 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, 172 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.

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, 119 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.

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, 239 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.

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.

4.99 out of 5 average rating, 205 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.

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, 113 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

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 5 reviews

Kulakane #206 - Vacation West Maui

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 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.

4.98 out of 5 average rating, 41 reviews

Mahalo Pono @ Ka'anapali Royal

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!

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

An open concept living area features a comfortable sectional sofa with decorative pillows, paired with a coffee table. A dining island with seating for five is visible, along with a well-equipped kitchen. Large windows provide natural light and views of the outdoor surroundings.

4.65 out of 5 average rating, 23 reviews

International Colony Club 13 Cottage near Beach

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

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, 154 reviews

Kapalua, luxe, ocean view, beach, spa, golf/tennis

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.

4.87 out of 5 average rating, 190 reviews

MKV Beach Resort Ka'anapali - Ocean & Sunset Views

A spacious lanai features a comfortable daybed and is surrounded by a protective glass railing. The unobstructed ocean view displays vibrant blue waters and swaying palm trees, creating a serene coastal atmosphere. Natural light floods the area, highlighting the tropical setting.

4.99 out of 5 average rating, 175 reviews

Amazing Ocean Views from 8th Floor! No Resort Fees

A spacious lanai is furnished with two cushioned rocking chairs and a glass-top table, inviting relaxation. Lush palm trees are visible, framing a stunning view of the ocean and distant islands under a clear blue sky.

4.9 out of 5 average rating, 332 reviews

Oceanfront Bliss. Affordable Million Dollar Views!

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 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.

4.93 out of 5 average rating, 29 reviews

Sunset and Ocean Views walk to beaches and pool

A warm sunset illuminates the sky over the ocean, viewed from a cozy lanai. A wooden table is set with two glasses and a bottle, accompanied by two chairs featuring soft cushions. Lush greenery can be seen in the distance, blending with the scenic backdrop.

4.98 out of 5 average rating, 120 reviews

Spectacular Ocean Views, 1st Class, Luxury Condo

Other holiday rentals with a pool

Lush green lawns are dotted with tall palm trees, offering a serene landscape. The ocean is visible in the distance, framed by the trees. The setting balances natural beauty with the surrounding structures, creating a tranquil outdoor space.

4.91 out of 5 average rating, 47 reviews

Molokai Island 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

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!

4.92 out of 5 average rating, 85 reviews

Romantic Island Getaway on Beautiful Molokai

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.

4.96 out of 5 average rating, 95 reviews

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

Lush green lawn extends towards the ocean, adorned with gently swaying palm trees. The calm blue waters stretch towards the horizon, complemented by a clear sky. The landscape invites relaxation and outdoor enjoyment.