Kawela Vacations from $886

Book a Hotel + Flight or Car together to unlock savings

Your Kawela Vacation

Cuisine, art, entertainment and more … It's all waiting for you with a Kawela vacation package. And with the ability to easily customize your city adventure, you know it'll be one that's hard to forget. If sightseeing is on the to-do list during your trip to Kawela, visit big attractions like Kapuaiwa Coconut Grove, Molokai Harbor and Nene O Molokai. Stop daydreaming and start doing. Check out the many options on Expedia today and finally put your Kawela vacation plans in motion!

The Latest Kawela vacation packages

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

Castle at Moloka'i Shores

$886
per person
Dec 11 - Dec 14
found 12 hours ago
Roundtrip flight included
Chicago (CHI) to Hoolehua (MKK)
7/10 Good! (188 reviews)
good unit right on water. - bad internet - needed some repairs. screens. refrid, stove. lot of bugs

Reviewed on Oct 7, 2026

Hotel Moloka'i

Hotel Moloka'i

$1,493
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Hoolehua (MKK)
8.2/10 Very Good! (695 reviews)
The hotel grounds were veery well kept. Walking around the property had that authentic Hawaiian feel.

Reviewed on Oct 1, 2026

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Stay near popular Kawela attractions

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 Kawela

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

Half Day West Maui Snorkel Adventure from Ka'anapali

$204
per adult
96% of travellers recommend
Half Day West Maui Snorkel Adventure from Ka'anapali
Stargazing Tour in Kapalua

Stargazing Tour in West Maui

$96
per adult
100% of travellers recommend
Stargazing Tour in West Maui
6 Dual-Zipline Mountain Adventure in Maui

6 Dual-Zipline Mountain Adventure in Maui

$250
per adult
100% of travellers recommend
6 Dual-Zipline Mountain Adventure in Maui
See all activities in Kawela

Kawela Hotel Deals

Aston Kaanapali Shores

Aston Kaanapali Shores

3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
$240 nightly
$285 total
Oct 28 - Oct 29
Total with taxes and fees
Aston Kaanapali Shores
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

110 Ka'anapali Shores Place Kaanapali HI
9/10 Wonderful! (1,860 reviews)
"Perfect place and location👍"

Reviewed on Oct 18, 2026

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Aston Mahana at Kaanapali
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

104 Ka'anapali Shores Place Kaanapali HI
$267 nightly
$317 total
Nov 17 - Nov 18
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
"This Hilton is fine, but it feels old. For several days of our stay, the elevator from our floor would not go down - we had to ride up to go down. Our bathroom sink began leaking and created a flood on the floor. We were only allowed one house cleaning service during the week we stayed. Upon check ..."

Reviewed on Oct 18, 2026

Hilton Vacation Club Ka'anapali Beach Maui
See all 4,511 properties in Kawela
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.

Find the Best Kawela Vacation Packages

Kawela Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Molokai Airport (MKK)
Top Sights
Kapuaiwa Coconut Grove, Wailau Beach and Pelekunu Valley Overlook

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Frequently asked questions

How much does a Kawela vacation package cost?
You can grab a vacation package to this destination from $886 on Expedia. But how much your vacation to Kawela costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Kawela?
If you'd like to snag a cheap Kawela vacation package, consider traveling in August, September and October. You'll generally find lower rates on hotels and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Kawela?
The ideal length for your Kawela vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you time to tick off all the top sights and explore some hidden treasures along the way.
How to find the best Kawela package deals?
Use Expedia's filters to help you find some unbeatable Kawela package deals. When you start 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 trip for midweek, or look for Kawela package deals in the low season. Play around with your travel dates and you may score even better 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 Kawela vacation as a package?
You can enjoy significant savings on your Kawela break by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Kawela?
Secure fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Kawela vacation.
How to plan a trip to Kawela?
  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the activities available will also help you decide when to visit Kawela.
  2. Plan your budget wisely: Besides the cost of your stay, you'll need to consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Kawela.
  3. Organize your Kawela getaway with Expedia's trip planning tool: Look for and book stays and activities all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Kawela together.
  4. Decide your trip length: Consider how much time you'd like to spend exploring Kawela. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  5. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Kawela vacation package.
  6. Book any day trips or activities: Here's the fun part — organizing everything you want to do and see. Check out some of the top things to do in Kawela and book your tickets in advance to save time (and maybe some dollars too!).
Does Expedia offer Book Now, Pay Later Kawela vacation packages?
Jet off on your dream trip to Kawela with help from Expedia's Book Now, Pay Later vacations. No need to save up or hold off until your next payday — we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to budget for your trip and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.