Kaunakakai Vacations from $827

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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.

The Latest Kaunakakai vacation packages

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

Castle at Moloka'i Shores

3 out of 5
Price was $1,067, price is now $827 per person
$827
per person
Nov 12 - Nov 18
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Hoolehua (MKK)
7.2/10 Good! (164 reviews)
Lovely oceanfront condo with beautiful clean pool. Cant remember the security guards name but she was so nice and friendly to talk story with.

Reviewed on Aug 15, 2025

Hotel Moloka'i

Hotel Moloka'i

3 out of 5
Price was $1,338, price is now $1,172 per person
$1,172
per person
Oct 14 - Oct 21
found 24 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Hoolehua (MKK)
8.2/10 Very Good! (622 reviews)
Excellent staff and location. Beautiful grounds complete with Molokai chickens and cats. Excellent parking. . Effective air conditioning.. Quiet and peaceful on the ocean.

Reviewed on Aug 18, 2025

Paniolo Hale

Paniolo Hale

2 out of 5
Price was $1,056, price is now $951 per person
$951
per person
Nov 11 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hoolehua (MKK)
No reviews
Ke Nani Kai

Ke Nani Kai

2 out of 5
Price was $961, price is now $880 per person
$880
per person
Nov 3 - Nov 8
found 9 hours ago
Roundtrip flight included
Long Beach (LGB) to Hoolehua (MKK)
8/10 Very Good! (1 review)
Wavecrest

Wavecrest

3 out of 5
Price was $922, price is now $846 per person
$846
per person
Nov 11 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Hoolehua (MKK)
8.6/10 Excellent! (4 reviews)
I didn’t like 3 flights of stairs when I I’m han

Reviewed on Jan 30, 2025

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Discover the most popular places to visit in Kaunakakai

Halawa Bay Beach

Halawa Bay Beach

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.

Halawa Bay Beach

Molokai Harbor

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.

Molokai Harbor

Kapuaiwa Coconut Grove

Explore the great outdoors at Kapuaiwa Coconut Grove, a lovely green space in Kaunakakai. Wander the beaches and seaside in this relaxing area.

Kapuaiwa Coconut Grove

What to do in Kaunakakai

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

Half Day West Maui Snorkel Adventure from Ka'anapali

$167
per adult
94% of travellers recommend
Half Day West Maui Snorkel Adventure from Ka'anapali
Dive aloha! Scuba diving in Maui is fun when you dive with turtles and sharks in Maui! Scuba gear rental and diving for beginners, certified divers, refresher dives, intros, & more!

Scuba Diving in Maui with No Experience Needed

$199
per adult
100% of travellers recommend
Scuba Diving in Maui with No Experience Needed
6 Dual-Zipline Mountain Adventure in Maui

6 Dual-Zipline Mountain Adventure in Maui

$229
per adult
100% of travellers recommend
6 Dual-Zipline Mountain Adventure in Maui
See all activities in Kaunakakai

Kaunakakai Hotel Deals

Castle at Moloka'i Shores

Castle at Moloka'i Shores

3 out of 5
109 Ala Malama St, Building D, Unit A, Kaunakakai, HI
7/10 Good! (166 reviews)
"Lovely oceanfront condo with beautiful clean pool. Cant remember the security guards name but she was so nice and friendly to talk story with."

Reviewed on Aug 15, 2025

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Castle at Moloka'i Shores
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!

MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!

Kaunakakai
9.4/10 Exceptional! (136 reviews)
Perfect!
"So relaxing! Beautiful! So fun watching the deer and birds from the lanai. Great pool. Well-stocked kitchen and bathroom. Thanks, Ann!"

Reviewed on Jul 4, 2025

Get rates
MOLOKAI ISLAND Two Bedroom Oceanfront Top End Unit!
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
$178 nightly
The price is $210 total per night from Aug 24 to Aug 25
$210 total
Aug 24 - Aug 25
Total with taxes and fees
8.6/10 Excellent! (3,669 reviews)
"Love it will be back forsure thank you"

Reviewed on Aug 19, 2025

Aston Kaanapali Shores
See all 6,851 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.

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 1 mile 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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Frequently asked questions

How much does a Kaunakakai vacation package cost?
You can pick up a vacation package to this destination from $827 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?
If you're looking to snag a cheap Kaunakakai vacation package, consider traveling in August, September and October. You'll typically find lower rates on accommodations and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Kaunakakai?
Usually, a handful of days is enough to check out the top sights during your Kaunakakai vacation. But if you prefer to have time to chill out or take day trips, think about extending your trip.
Is it worth booking a vacation package to Kaunakakai?
It's easy to see why a Kaunakakai vacation is on the to-do list of many travelers. Popular attractions like Molokai Harbor are just the start of what you can explore 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 best time to travel: Your schedule, favorite 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, food and transportation when working out how much to set aside for your trip to Kaunakakai. Then, select a property that fits your budget, whether that's an economical option or a lavish retreat.
  3. Use our trip planning tool to discover Kaunakakai: Research every part of your trip to Kaunakakai with this comprehensive planner. Invite family or friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide your trip length: Think about how long you want to spend exploring Kaunakakai. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  5. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Kaunakakai vacation package that brings all your bookings together.
  6. Book any excursions or activities: Here's the fun part — locking in everything you want to see and do. Check out some of the exciting things to do in Kaunakakai in Kaunakakai and reserve your tickets early to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Kaunakakai vacation packages?
If you're like us, you love traveling the world but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Kaunakakai vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.