Kaunakakai Vacations

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Find the Best Kaunakakai Vacation Packages

Kaunakakai Beach Vacation

There's nothing better than a Kaunakakai vacation. Whether you're treating yourself to delicious cocktails at a local bar or flipping through a book by the water's edge, your trip to Kaunakakai is the time to live out those beachy daydreams. Many travelers like to stay close to Kapuaiwa Coconut Grove, situated just 2 kilometers from downtown. However, you'll also find a terrific range of Kaunakakai vacation deals around Kumimi Beach and Halawa Bay Beach, two other well-liked nearby options.

Kaunakakai Hotel Deals

Hotel Moloka'i

Hotel Moloka'i

1300 Kamehameha V Hwy Kaunakakai HI
Fully refundableReserve now, pay when you stay
NT$8,091
NT$10,541 total
Sep 27 - Sep 28
includes taxes & fees
8.2/10 Very Good! (695 reviews)
"Only 1.5 miles from the downtown area. Nice and quiet. The hammocks throughout the property make it even easier to unplug and relax. Will absolutely visit again once the restaurant opens again."

Reviewed on 2026/9/15

Hotel Moloka'i
Castle at Moloka'i Shores

Castle at Moloka'i Shores

109 Ala Malama St Kaunakakai HI
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Castle at Moloka'i Shores
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
NT$15,004
NT$19,508 total
Oct 26 - Oct 27
includes taxes & fees
8.6/10 Excellent! (1,877 reviews)
"I liked this resort overall but some things were annoying. For example, I like my room cleaned every day, not every other day. We ran out of coffee, napkins, soap, etc in the day that they weren't cleaning and had to ask for this and that a bunch of times."

Reviewed on 2026/9/26

Royal Lahaina Resort & Bungalows
See all 7,748 properties in Kaunakakai
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.

Stay near popular Kaunakakai attractions

Halawa Bay Beach

9.2/10 (53 reviews)
Why not spend a carefree afternoon at Halawa Bay Beach during your travels in Kaunakakai? Stroll along this relaxing area's seaside, or simply enjoy its bars.
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Moloka'i Beaches

8.8/10 (3 reviews)
Why not spend a lazy afternoon at Moloka'i Beaches during your trip to Kaunakakai? Discover the bars and live music in this relaxing area.
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Molokai Harbor

8.4/10 (44 reviews)
Commune with nature and explore the great outdoors at Molokai Harbor during your travels in Kaunakakai. Stroll along this relaxing area's beaches, or simply enjoy its bars.
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Kapuaiwa Coconut Grove

8.2/10 (30 reviews)
Explore the great outdoors at Kapuaiwa Coconut Grove, a lovely green space in Kaunakakai. Wander the beaches and seaside in this relaxing area.
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Wailau Beach

9.0/10 (24 reviews)
Why not spend a carefree afternoon at Wailau Beach during your travels in Kaunakakai? Experience the live music and entertainment venues in this relaxing area.
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Waikolu Lookout

9.6/10 (7 reviews)
Find out about the history of Kaunakakai with a stop at Waikolu Lookout. Discover the bars and live music in this relaxing area.
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Kumimi Beach

8.8/10 (27 reviews)
Why not spend a carefree afternoon at Kumimi Beach during your travels in Kaunakakai? Stroll along the seaside or experience the live music in this relaxing area.
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Octopus Rock

Explore the great outdoors at Octopus Rock and enjoy the beautiful sunsets during your trip to Pukoo. Stroll along the seaside in this relaxing area, or seek out the snorkeling spots.
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Frequently asked questions

How much does a Kaunakakai vacation package cost?
You can pick up a vacation package to this destination on Expedia. However, how much your vacation to Kaunakakai costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Kaunakakai?
May, June and August are great times to search for cheap Kaunakakai vacation packages. Opting to travel in less busy periods means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Kaunakakai?
With a well-planned schedule, you can easily hit the most popular Kaunakakai sights in a handful of days. But if you want to venture off the beaten track or go on day tours, think about booking your Kaunakakai vacation for longer.
Is it worth booking a vacation package to Kaunakakai?
It's no wonder a Kaunakakai vacation is on the to-do list of many travelers. Major attractions like Molokai Harbor are just the beginning of things to keep you busy here.
How to find the best Kaunakakai package deals?
Use Expedia's filter tool to find some tempting Kaunakakai package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Kaunakakai package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Kaunakakai vacation as a package?
You can enjoy significant savings on your next Kaunakakai escape by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Kaunakakai?
If you're considering a spur-of-the-moment Kaunakakai getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Kaunakakai?
  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Kaunakakai.
  2. Set a budget: Factor in costs such as flights, transportation and food when calculating how much to set aside for your trip to Kaunakakai. Then, pick a hotel that matches your budget, whether that's a low-cost option or a deluxe retreat.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you'd like to experience in Kaunakakai. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customized Kaunakakai vacation package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.