Kaunakakai Vacation Packages

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Your Kaunakakai Vacation

With one of our vacation packages to Kaunakakai, you'll find endless opportunities for fun and excitement. There's tons to experience, including its laid-back lifestyle and tropical climate. Fill up your itinerary with visits to Kapuaiwa Coconut Grove, Molokai Harbor and Molokaʻi Museum & Cultural Center, some of the attractions you simply have to see during your trip to Kaunakakai. Whoever you're taking a break with and whatever the size of your budget, your dream Kaunakakai vacation is just clicks away with Expedia.

Top Kaunakakai Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Castle at Moloka'i Shores

Castle at Moloka'i Shores

CA $1,303
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Hoolehua (MKK)
7/10 Good! (186 reviews)
There’s no jacuzzi as advertised. The unit is a bit run down. It was clean and had the basic amenities but needs better maintenance. Overall it was a nice stay.

Reviewed on Aug 24, 2026

Hotel Moloka'i

Hotel Moloka'i

CA $2,065
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Hoolehua (MKK)
8.2/10 Very good! (692 reviews)

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 travellers like to stay close to Kapuaiwa Coconut Grove, situated just 2 kilometres 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.

Ready to book your vacation to Kaunakakai?

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Kaunakakai Hotel Deals

Hotel Moloka'i

Hotel Moloka'i

1300 Kamehameha V Hwy Kaunakakai HI
Fully refundableReserve now, pay when you stay
CA $284
CA $378 total
Sep 7 - Sep 8
includes taxes & fees
Hotel Moloka'i
Castle at Moloka'i Shores

Castle at Moloka'i Shores

109 Ala Malama St Kaunakakai HI
7/10 Good! (187 reviews)
"There’s no jacuzzi as advertised. The unit is a bit run down. It was clean and had the basic amenities but needs better maintenance. Overall it was a nice stay."

Reviewed on Aug 24, 2026

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Castle at Moloka'i Shores
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

200 Nohea Kai Dr Lahaina HI
Fully refundableReserve now, pay when you stay
CA $626
CA $824 total
Sep 4 - Sep 5
includes taxes & fees
Hyatt Regency Maui Resort & Spa
See all 7,395 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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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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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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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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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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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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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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Nene O Molokai

8.0/10 (8 reviews)
You can take time to visit Nene O Molokai during your travels to Kawela. Wander the beaches and seaside in this relaxing area.
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What to do in Kaunakakai

Half Day West Maui Snorkel & Whale Watch from Ka'anapali

Half Day West Maui Snorkel Adventure from Ka'anapali

CA $266
per adult
94% of travellers recommend
Half Day West Maui Snorkel Adventure from Ka'anapali
Road to Hana Premium Picnic via Luxury Limo-Van

Road to Hana Premium Picnic via Luxury Limo-Van

CA $575
per traveller
90% of travellers recommend
Road to Hana Premium Picnic via Luxury Limo-Van
6 Dual-Zipline Mountain Adventure in Maui

6 Dual-Zipline Mountain Adventure in Maui

CA $365
per adult
100% of travellers recommend
6 Dual-Zipline Mountain Adventure in Maui
See all activities in Kaunakakai

Frequently asked questions

How much does a Kaunakakai vacation package cost?
Offering excellent value package deals from CA $1,303 on Expedia, you'll be surprised at how little a vacation to Kaunakakai costs! Expedia's packages simplify travel planning and maximize your savings.
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 quieter periods means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Kaunakakai?
Usually, a handful of days is enough to explore the top attractions during your Kaunakakai vacation. But if you'd like to have more time to kick back or take day trips, consider extending your trip.
Is it worth booking a vacation package to Kaunakakai?
Kaunakakai has everything you need for an unforgettable escape. Get your Kaunakakai vacation off to a flying start by checking out major attractions like Molokai Harbour.
How to find the best Kaunakakai package deals?
Use Expedia's filter tool to find some terrific Kaunakakai package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Kaunakakai package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Kaunakakai vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights separately. Better still, you can customize your Kaunakakai trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Kaunakakai?
Secure incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Kaunakakai vacation.
How to plan a trip to Kaunakakai?
  1. Pick your dates: The things you plan to do in Kaunakakai and your favourite season can help you decide when to travel.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and dining out to airfares and activities. Your hotel will likely be the biggest expense during your trip to Kaunakakai.
  3. Set the duration of your trip: Start by listing all the attractions you'd like to experience in Kaunakakai. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Kaunakakai vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.