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, 146 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, 170 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.

4.93 out of 5 average rating, 107 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.

4.95 out of 5 average rating, 116 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!

4.97 out of 5 average rating, 148 reviews

Napili bay Studio December Special $109!

Aloha🙏🙏🙏 Corner unit . 43 vizio TV(Smart) Free WiFi King size bed Ceiling fan AC 12000 BTU Balcony’s chair Beach umbrella Beach chairs (2) And cooler Oven Microwave Refrigerator Pots,pans,utensils Coffee maker Complimentary coffee Set of beach towels (2) Set of towels,hand towels Etc Hair dryer Pool/all year around Iron Start up hand soap shampoo,conditioner,lotion Maui book Free parking Bbq area Toaster Blender Sal/pepper Ceiling fan 10 min walk to Napili bay

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 bright studio condo features a spacious bed with decorative pillows, complemented by a seating area with a chair and small table. Floor-to-ceiling glass doors provide unobstructed views of the ocean, leading to a covered lanai, where the tranquil sea can be seen.

4.92 out of 5 average rating, 143 reviews

WOW! What a view! Ka’anapali condo w/AC, King Bed!

Enjoy the relaxing, peaceful Maui vacation you have been dreaming of! Maui Kai #202 greets you with breathtaking ocean views as soon as you open the door! You’ll love being right on the ocean in this recently updated studio condo at Maui Kai. You're so close to the ocean, you'll feel like you're on a cruise (without the swaying of the ship!). Let your troubles melt away with each crashing wave… Note: This is a permitted vacation rental located in the “hotel zone”.

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, 102 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

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, 193 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, 237 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.

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, 3 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

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, 158 reviews

Oceanfront Loft Condo | Sunset views | Parking

A serene sandy beach is shown with gentle waves lapping against the shore. Sunbathers are positioned leisurely on the sand, and a few umbrellas provide shade nearby. Lush palm trees line the back of the beach, creating a tranquil atmosphere under a clear blue sky.

5 out of 5 average rating, 50 reviews

Newly Remodeled Cottage

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.

4.8 out of 5 average rating, 5 reviews

Oceanfront Studio w/ Beach Access and Pool!

4.96 out of 5 average rating, 110 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 private balcony showcases a table set for two, with vibrant tropical flowers as a centerpiece. The ocean stretches beyond, featuring shades of blue and turquoise, with Molokai Island visible in the distance under a clear sky.

4.89 out of 5 average rating, 107 reviews

Oceanfront | Luxury View | 2 Beds

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, 189 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, 106 reviews

Your Oasis by the Sea, stay at B103!

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, 30 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 dining table is positioned on a balcony, featuring a scenic ocean view. Two place settings are arranged with woven placemats and blue dishware. A bottle of wine and glasses are set at the center, while a palm tree is visible in the background against a clear blue sky.

4.94 out of 5 average rating, 202 reviews

OCEAN FRONT CONDO IN KAHANA NEAR SELECTED! ,KAPALUA

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

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, 28 reviews

Sunset and Ocean Views walk to beaches and pool

Other holiday rentals with a pool

An ocean view is captured from the balcony, showcasing waving palm trees against a clear blue sky. The calm water reflects distant mountains, while the lush greenery borders the shoreline, creating a serene coastal scene.

4.86 out of 5 average rating, 43 reviews

Oceanfront true 2 bedroom w/lanai on Molokai

4.89 out of 5 average rating, 46 reviews

An open living space is featured, showcasing a spacious kitchen bar with seating. A cozy couch and a coffee table are arranged on natural fibers, while large windowed walls bring in natural light and provide views of the screened lanai and surrounding greenery.

Townhouse in Molokai

Kepuhi Hale

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

4.96 out of 5 average rating, 24 reviews

A tranquil outdoor setting features a wooden table adorned with a bowl of candles, glowing softly. In the background, palm trees silhouette against a vibrant sunset over the ocean, creating a serene and inviting atmosphere.

Apartment in Molokai

Hale Bali - Includes Taxes and Vehicle

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

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, 64 reviews

Oceanfront Condo With Glorious Ocean View

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!