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Holiday rentals in Kaunakakai

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Top-rated holiday rentals in Kaunakakai

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A lush green lawn is framed by swaying palm trees, leading toward a vibrant blue ocean. In the background, a thatched-roof structure is visible, alongside tranquil water and distant islands. The bright sky adds to the serene coastal atmosphere.
Apartment in Lahaina
4.99 out of 5 average rating, 109 reviews

Ocean View Studio steps away from Napili Bay! w/AC

Beautiful ocean view, air-conditioned studio is located at Napili Shores Resort! Napili Shores is a stunning, beautifully maintained, ocean front resort that offers 2 pools, hot tub, an onsite surf and snorkel rental shop, 2 restaurants, and is steps away from both Napili Bay and Kapalua Bay. The unit is located on the 2nd floor with privacy and an ocean view, with a king size bed, 55" TV, and a full size, fully equipped kitchen. The unit also includes Tommy Bahama beach chairs for guests use.

Top guest favourite
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 Kaunakakai
4.96 out of 5 average rating, 54 reviews

Getaway at Molokai Shores

Come relax and enjoy everything Molokai has to offer. Newly re modeled, with all new appliances, furnishings and lanai furniture. Queen bed, with fold out couch, with new linens. Has excellent view of the water, as well as the property. Comes complete with all you need to cook, bbq, and prepare all your meals. Well maintained pool, putting green and shuffle board, new laundry facilities on site. Located conveniently less than 5 minutes from town. SUP board and snorkel gear available, inquire.

Guest favourite
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.
Apartment in Kaunakakai
4.9 out of 5 average rating, 21 reviews

Molokai Shores Beachfront Beauty

The "Friendly Isle" of Molokai is a hidden gem and a nature-lover's paradise. This condo is located alongside Hawaii’s only barrier reef, and it offers a serene escape. Settle into a Polynesian life-style and experience the birthplace of the Hula. Explore outdoor adventures, from lush hiking trails to majestic waterfalls. At sunset time, meet new friends, BBQ, "talk story" and listen to Hawaiian music. It feels like being on a cruise, with a stop on a forgotten island, where time stood still.

Guest favourite
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
4.96 out of 5 average rating, 119 reviews

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.

Guest favourite
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.
Apartment in Maunaloa
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.

Top guest favourite
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.
Flat in Maunaloa
4.95 out of 5 average rating, 119 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!

Top guest favourite
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.
Apartment in Kaunakakai
4.96 out of 5 average rating, 85 reviews

Molokai Island Retreat Wavecrest- Ocean Views

Aloha and welcome to Molokai Island Retreat! Molokai Island Retreat is located on the highly desirable lush east end of Molokai (we are not on Maui) in the Wavecrest Resort. Our condo offers a breathtaking bird’s-eye view of the ocean, with stunning vistas extending all the way to Maui, as well as views of the beautifully landscaped gardens of Wavecrest. We are close to spectacular beaches, hiking and waterfalls. It is a beautiful 13 mile drive from the town of Kaunakakai.

Top guest favourite
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.
Apartment in Maunaloa
4.98 out of 5 average rating, 266 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 favourite
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.
Apartment in Kaunakakai
4.92 out of 5 average rating, 109 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

Guest favourite
A spacious living area features a comfortable sofa and a wooden coffee table. A large smart TV is positioned on an entertainment unit. Natural light filters in through sliding glass doors, leading to a private balcony overlooking lush greenery.
Apartment in Kaunakakai
4.83 out of 5 average rating, 36 reviews

1BR+Loft - Mel's Hale at Molokai Shores

Aloha, I am a Molokai ohana owner with roots to the island. I grew up performing Hawaiian mele and Hula to the patients of Kalaupapa. My kupuna still live in Molokai. The Hawaiian Isle of Molokai will take you back to a simpler, traditional way of life, a hidden gem untouched by mass tourism. This rural island is home to superlative wonders – including the world’s tallest sea cliffs & Hawai’i’s longest continuous fringing reef.

Top guest favourite
A set of wooden stairs ascends to a covered porch, flanked by a beige-colored cottage. A green railing provides safety, with the house number displayed prominently on the post. Lush green grass surrounds the area, and trees offer shade.
Guest house in Lanai
4.89 out of 5 average rating, 398 reviews

de Brums Lanai / BBLA 2021/0001

Our one bedroom cottage rests on the hill above Lānaʻi. It offers a complete kitchen and a lovely view from the covered lanai. Shady and cool, we are a 12 minute walk into town. There is no need for either AC or heat. While we do have ceiling fans in every room, you will find Lānaʻi to have a lovely climate with tropical breezes during the day and cool, upcountry temperatures for great sleep in the evenings.

Guest favourite
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.
Flat in Kaunakakai
4.79 out of 5 average rating, 107 reviews

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!

Popular amenities for Kaunakakai holiday rentals

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Kaunakakai?

    Yes! Work meets play with ease at over 20 vacation rentals in Kaunakakai featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Kaunakakai vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Kaunakakai, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in condo rentals in Kaunakakai?

    Experience the best of Kaunakakai with our condo rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in Kaunakakai have wifi?

    Absolutely! We offer over 30 condo rentals with wifi in Kaunakakai. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Kaunakakai have a bbq area?

    Absolutely! We offer over 20 condo rentals with a bbq area in Kaunakakai. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Condo Rentals in Kaunakakai?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 30 homes with wifi, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Kaunakakai

  • Total holiday rentals

    Explore 50 holiday rentals in Kaunakakai

  • Nightly prices starting at

    Kaunakakai holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,100 verified reviews to help you choose

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Kaunakakai holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Kaunakakai rentals

  • 4.7 Average rating

    Kaunakakai stays receive an average rating of 4.7 out of 5 from guests

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