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Kaunakakai Vacation Rentals

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    Check prices for these dates, December 13 – 14, 2026

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    Our top choices for Kaunakakai vacation rentals

    1. sweet escape - Moloka'i living

    A sunset view with palm trees and a pool area.

    2. Tropical Ocean View w/Lanai, WiFi, Cable TV-#212

    A serene outdoor area with a grassy lawn, palm trees, and a view of the water.

    3. Modern Hawaii w/Lanai, Cable TV, WiFi-#221

    A serene outdoor seating area with palm trees, a wooden bench, and a view of the water.

    4. Enjoy laid-back Molokai living in this vacation home with a private lanai leading onto the resort’s

    A resort with multiple buildings, a pool, and solar panels.

    5. Ocean Front Retreat W/Kitchen-Molokai Shores A308

    A resort with multiple buildings, a swimming pool, and palm trees.

    6. Tropical Style w/OF Lanai, Flat Screen, WiFi–#229

    A resort with a pool, palm trees, and a view of the ocean.

    7. Molokai Island Retreat Wavecrest-Ocean Views

    A tropical view with a table set with a fruit plate, a dragon fruit, and a mug.

    8. Ocean Views W/Ground Lanai and Kitchen-Molokai Shores

    A resort with multiple buildings, a pool, and solar panels.

    9. 2BR Ocean View w/Lanai and Kitchen - Molokai Shores 217

    A resort with multiple buildings, a swimming pool, and a view of the ocean.

    10. Renovated OF W/Lanai and Kitchen - Molokai Shores #332

    A resort with a pool, palm trees, and a view of the ocean.

    11. At Ocean's Edge w/Lanai, WiFi, Cable TV-#202

    Living area

    12. Modern Oceanfront W/Lanai and WiFi–Molokai Shores

    A resort with a pool, palm trees, and a view of the ocean.

    13. Bright Ocean View w/Lanai, Cable-TV, and WiFi–#220

    A tropical resort with a pool, palm trees, and a view of the ocean.

    14. 2BR Ocean Views W/Large Lanai - Molokai Shores

    A balcony with a wooden table and chairs, overlooking a lawn with palm trees and a view of the ocean.

    15. COCONUT COVE CONDO–Molokai Shores 303

    A well-maintained lawn with palm trees and outdoor seating areas, overlooking a body of water.

    16. Modern Hawaii Style w/Kitchen, WiFi, Lanai–#205

    A resort with a pool, palm trees, and a view of the ocean.

    17. Ocean Bliss W/Lanai, Kitchen and Fans–Molokai Shores

    A resort with a pool, palm trees, and a view of the ocean.

    18. Ocean Views W/Ground Lanai and Fans-Molokai Shores

    A resort with multiple buildings, a swimming pool, and a view of the ocean.

    19. 2-Level OF W/Lanai, WiFi and Kitchen–Molokai Shores

    A resort with a pool, palm trees, and a view of the ocean.

    20. Island Inspired w/Loft, Large Lanai, Kitchen #334

    A resort with a pool, palm trees, and a view of the ocean.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Find vacation rentals that suit your style

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    Top Kaunakakai Hotel Reviews

    Hotel Moloka'i

    A beachfront restaurant with outdoor seating overlooking the ocean, palm trees, and a clear sky.

    Hilton Vacation Club Ka'anapali Beach Maui

    A resort with a large pool, palm trees, and a view of the ocean.

    Sheraton Maui Resort & Spa

    A resort with multiple swimming pools, a beach, and a mountain in the background.

    The Whaler Resort Kaanapali Beach

    A view of a beach with palm trees and a sailboat on the water.

    Hyatt Regency Maui Resort & Spa

    A resort with a pool area, lounge chairs, and a view of the ocean.

    The Westin Maui Resort & Spa, Ka'anapali

    A resort with a large pool, palm trees, and a view of the ocean.

    OUTRIGGER Kaanapali Beach Resort

    A resort with a swimming pool, palm trees, and a view of the ocean.

    The Ritz-Carlton Maui, Kapalua

    A pool area with lounge chairs and palm trees, overlooking the ocean.

    The Mauian - Boutique Beach Studios on Napili Bay

    A balcony with a glass table, two wicker chairs, and a potted plant with yellow flowers.

    The Westin Nanea Ocean Villas, Ka'anapali

    A resort with a pool, palm trees, and a view of the ocean.

    Royal Lahaina Resort & Bungalows

    A beach view with palm trees, a clear sky, and a distant mountain.

    Aston Kaanapali Shores

    A tropical garden with a waterfall, lush greenery, and a gazebo.

    The Resort at Kapalua Bay, Maui

    A resort with a swimming pool, lounge areas, and a view of the ocean.

    Hyatt Vacation Club at Ka'anapali Beach, Maui

    A spacious lobby with a stone-tiled floor, large wooden columns, and a reception desk.

    Papakea Resort by KBM

    A tropical resort setting with a pool, palm trees, and a dining area with a table set for two.

    Aston Maui Kaanapali Villas

    A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

    Napili Sunset on the Beach

    A beach view with lounge chairs and a clear sky.

    Napili Shores Maui by OUTRIGGER

    A beach with clear turquoise water, sandy shore, palm trees, and a resort building in the background.

    Find out more about Kaunakakai

    Everything you need to know about Kaunakakai vacation rentals

    Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kaunakakai vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kaunakakai vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Kaunakakai vacation rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in Kaunakakai. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Kaunakakai in high season.

    Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $323 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

    How to find incredible deals on Kaunakakai rentals

    At Expedia, we put the best Kaunakakai vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top Kaunakakai rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kaunakakai vacation.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kaunakakai. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    Frequently Asked Questions

    Can I find a vacation rental in Kaunakakai?

    Yes, there are vacation rentals near the most popular sights in Kaunakakai, or you can go with a more remote option if you'd like a relaxing place to stay. Travelers who like culture and the arts say Kaunakakai is known for its live music and entertainment venues. Allow lots of time to check out the beaches and bars during your visit.

    What are some of the best vacation rentals that Kaunakakai has to offer?

    Legendary Estate 50 Steps to Maui’s Best Beach! New! 5 Bedroom, Pool With Slide!: This vacation home rental outside of Kaunakakai is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

    How many vacation rentals are there in Kaunakakai?

    With 37 Expedia vacation rentals, you're sure to find just the right place for your Kaunakakai stay.

    What can I see and do in Kaunakakai?

    Molokai Harbor and Moloka'i Beaches are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Kapuaiwa Coconut Grove and Waikolu Lookout.

    What are vacation rentals like in Kaunakakai?

    Vacation rentals are privately owned accommodations you can reserve for several days or longer in Kaunakakai. Vacation rentals offer extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

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