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Vacation rentals in Kaunakakai

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Top-rated vacation rentals in Kaunakakai

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Condo in Kaunakakai
5 out of 5 average rating, 3 reviews

Lush Molokai Island Oasis w/ Pool + Private Beach!

Slow down, unplug, and experience the true spirit of Old Hawai‘i at this charming 1-bedroom, 1-bath condo in Kaunakakai, Molokai. Nestled along the shoreline at Molokai Shores, this ground-floor retreat offers private a lanai, beach access, lush tropical grounds, and unforgettable sunset views — all just steps from the pool and ocean. Why You’ll Love Staying Here Oceanfront Location – Walk directly to the beach and enjoy breathtaking sunsets over the Pacific just steps from your door. Resort-Style Amenities – Enjoy the outdoor pool, wading pool, shuffleboard courts, putting green, gas grills, and beautifully maintained tropical grounds. Ground-Floor Convenience – Easy, step-free access makes arrival and daily living simple and comfortable. Private Patio – Sip your morning coffee surrounded by lush gardens or unwind in the evening on our loungers after a day of island adventures. Naturally Cooled by Ocean Breezes – This home does not have air conditioning, which is typical for Molokai. Gentle trade winds and ceiling fans provide natural cooling and keep the space comfortable year-round while allowing you to fully experience the island’s authentic charm. Inside the Condo Designed for comfort and relaxation, the condo features coastal décor, abundant natural light, and inviting furnishings. Bedroom • Queen bed with soft, comfortable linens • Peaceful atmosphere for restful sleep Living Room • Sleeper sofa for additional guests • Two flat-screen cable TVs • Cozy seating and books for relaxing evenings Kitchen • Fully equipped with stainless steel appliances • 5-burner gas range • Dishwasher • Cooking basics, spices, and knife set • Dishware, flatware, and ample prep space Perfect for preparing fresh island meals or enjoying a relaxed dinner after sunset. Molokai Shores Amenities • Direct beach access • Oceanfront lawn and tropical gardens • Outdoor pool and wading pool • Shuffleboard courts and putting green • Gas grills and picnic areas • On-site laundry facilities • Open parking for 1 vehicle Beach chairs and beach towels are provided — just bring your sunscreen and enjoy!

Top guest favorite
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
4.97 out of 5 average rating, 119 reviews

The Artists House

Full renovated 1930s plantation home w/ amenities of comfort: granite counters, dishwasher, wood floor, dryer, 2 head tiled shower, master bath w/ jet tub, outdoor shower, fenced home creating a mini oasis. Home away from home w/great amenities & fabulous Lana'i sunsets. 2 bdrms- master: king bed w/bath & outside shower access, second bdrm: queen bed, pull-out couch w queen available an. Car rental referrals w/booking. $445 INCL: 17.42% TAT & 4.166% GET tax. Permit Number STLA 2017/0002. Aloha

Top guest favorite
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
4.97 out of 5 average rating, 58 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.

Top guest favorite
The image captures the exterior of Villa 1615, set within a lush green landscape. Palm trees and other tropical plants surround the two-story villa, which features multiple balconies. The expansive ocean view is visible in the background, highlighting the natural beauty of the location.
Townhouse in Kapalua
4.96 out of 5 average rating, 226 reviews

Spectacular views, prime location Kapalua, Maui.

Prime Kapalua location this stylish, romantic two-level villa offers elevated panoramic ocean views. Wake in a luxurious California King bed to stunning Pacific sunrises and fall asleep to the soothing sound of ocean waves. Relax on your private upstairs lanai or spacious patio and take in the breathtaking views. Walk to beaches, scenic trails and dining. Peaceful, magical- your perfect Maui escape. A/C on both levels and bright, airy interiors, this villa is a tranquil upscale Maui retreat.

Guest favorite
Cottage in Molokai
4.96 out of 5 average rating, 122 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.

Top guest favorite
A refreshing swimming pool is surrounded by palm trees and lush greenery. Lounge chairs are positioned around the pool area, offering a space for relaxation. The clear blue water reflects the sunny sky, creating a serene outdoor environment.
Townhouse in Kapalua
4.96 out of 5 average rating, 181 reviews

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.

Guest favorite
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.
Condo in Maunaloa
4.94 out of 5 average rating, 110 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 favorite
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 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 favorite
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.
Condo in Maunaloa
4.98 out of 5 average rating, 267 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 favorite
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.
Condo in Kaunakakai
4.91 out of 5 average rating, 114 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

Top guest favorite
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.
Guesthouse in Lanai
4.89 out of 5 average rating, 402 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 favorite
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 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 vacation 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!

  • Are there family-friendly vacation rentals in Kaunakakai?

    Kaunakakai has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 10 condo rentals with a bbq area in Kaunakakai. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Kaunakakai

  • Total vacation rentals

    Explore 50 vacation rentals in Kaunakakai

  • Nightly prices starting at

    Kaunakakai vacation rentals start at G$12,553 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,130 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Kaunakakai vacation rentals include wi-fi access

  • Popular amenities for guests

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

  • 4.6 Average rating

    Kaunakakai stays receive an average rating of 4.6 out of 5 from guests

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