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 $1,467
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Hoolehua (MKK)
7/10 Good! (186 reviews)
We arrived in Molokai at 3:00 p.m. Our rental car had a flat tire so they brought us a new one by the time this happened we missed the check-in time at Molokai Shores by 4:00 p.m. she went home and I could not find our room we had no cell phone service so we could not contact her. A local girl ended up helping me out she knew our host. She was a godsend. Verizon had service. We couldn't call or write and send email. She helped us with what was going on I had two room Reserve through hotel.com one for my family of 6. One for my brother family of 4. Both in my name. Hotels.com confirmed I had 2 rooms reserved. She only seen my name twice and assumed it was one room. When in fact it was two. My brothers room was available. So we dropped our luggage in his room. B/c there was no other available. We had dinner plans at my uncle's house 5:30pm. By the time we arrived at my uncle's. Our host had contacted through email. She had a room under construction that it was not in the best of shape. We had no other option it was 8:00 p.m. by this time and we had no other place to stay. So grabbed our stuff from my brother room and move to our new location. My brother and family where just landing on the island. 9pm. His complaint was how hot the room was every night when they arrived home. No A/C. The tub drain was stopped up with black hair. Like someone had taking a shower and just never cleaned it. Our complaint was FIRE ants by the thousands. No one got bite. Dirty room.

Reviewed on Jul 24, 2026

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.

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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 $290
CA $385 total
Aug 9 - Aug 10
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! (186 reviews)
"We arrived in Molokai at 3:00 p.m. Our rental car had a flat tire so they brought us a new one by the time this happened we missed the check-in time at Molokai Shores by 4:00 p.m. she went home and I could not find our room we had no cell phone service so we could not contact her. A local girl ended ..."

Reviewed on Jul 24, 2026

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Castle at Moloka'i Shores
Aston Kaanapali Shores

Aston Kaanapali Shores

3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
CA $325
CA $427 total
Aug 14 - Aug 15
includes taxes & fees
8.8/10 Excellent! (4,243 reviews)
"Room was outdated and dirty. Second to last day a cockroach fell down from the cabinet. We traveled with a big group and they seemed to have cleaner room. It’s sits on a great location for shopping and eatery but the beach is next to the runoff. For being our first time in Maui we definitely learned ..."

Reviewed on Aug 8, 2026

Aston Kaanapali Shores
See all 7,277 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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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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Kaunakakai Wharf

8.2/10 (43 reviews)
You can find out about the history of Kaunakakai with a visit to Kaunakakai Wharf. Wander the beaches and seaside 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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Waialua Congregational Church

8.0/10 (5 reviews)
After visiting Waialua Congregational Church, make a plan to see the other sights and activities in Kaunakakai. Stroll along the seaside or discover the beautiful sunsets in this relaxing area.
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Hokukano-Ualapue Complex

2.0/10 (1 review)
You can find out about the history of Kaunakakai with a visit to Hokukano-Ualapue Complex. Discover the bars and live music 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 $1,467 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.