Kaanapali Vacations from ￥173,498

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Kaanapali Vacation Packages

Price found within the past 48 hours. Click for updated prices.
AEI at Papakea Resort Maui

AEI at Papakea Resort Maui

3.5 out of 5
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
8.6/10 Excellent! (86 reviews)
On the beach practically. Good options of food nearby. Grocery store nearby. But would suggest hitting the costco before driving to the property. A food truck park is right next door with variety of options. Property is a bit on the older side but overall neat and clean. Plenty of parking on premise. No restaurant onsite but can goto food truck park or other close by restaurants including the ones in resort next door.

Reviewed on Aug 10, 2025

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea

5 out of 5
Wailea
Save 100% on your flight
per person
Sep 30 - Oct 7
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9.6/10 Exceptional! (42 reviews)
Perfect for Families. Quite spacious and great for a relaxing Family vacation.

Reviewed on Jun 15, 2025

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
per person
Sep 30 - Oct 7
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
8.4/10 Very Good! (1,401 reviews)
My family loved our stay at this hotel. We will be back for sure!

Reviewed on Aug 10, 2025

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Wailea
per person
Sep 30 - Oct 7
found 18 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
The staff and the property were excelent

Reviewed on Aug 4, 2025

Wailea Grand Champions - Maui Condo & Home

Wailea Grand Champions - Maui Condo & Home

3 out of 5
Wailea
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Kahului (OGG)
7.8/10 Good! (20 reviews)

Find the Best Kaanapali Vacation Packages

Kaanapali Beach Vacation

Unwind on the shoreline as you admire the sunlight sparkling across the water on your Kaanapali vacation. If you're yearning for a full beach experience, a trip to Kaanapali will deliver. You've probably heard about Kaanapali Beach (2 kilometers away). We recommend checking out accommodations close by. However, many visitors also book Kaanapali vacation deals near Black Rock or Kahekili Beach, two other magnificent nearby options.

Things You Should Know About Kaanapali

Kaanapali Hotel Deals

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is ￥68,108 per night from Aug 23 to Aug 24
￥68,108
￥88,880 total
Aug 23 - Aug 24
includes taxes & fees
9/10 Wonderful! (914 reviews)
"Place was perfect"

Reviewed on Aug 9, 2025

The Westin Maui Resort & Spa, Ka'anapali
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is ￥35,059 per night from Sep 2 to Sep 3
￥35,059
￥49,196 total
Sep 2 - Sep 3
includes taxes & fees
8.2/10 Very Good! (1,391 reviews)
"Amazing view, room at a great price"

Reviewed on Aug 7, 2025

Royal Lahaina Resort & Bungalows
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is ￥20,421 per night from Aug 24 to Aug 25
￥20,421
￥28,445 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (3,654 reviews)
"Good service"

Reviewed on Aug 7, 2025

Aston Kaanapali Shores
See all 3,670 properties in Kaanapali
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.

What to do in Kaanapali

Sunset Cocktail Sail with Appetizers & Open Bar

Original Sunset Cocktail Cruise with Appetizers & Open Bar from Ka'anapali

￥16,066
per adult
90% of travellers recommend
Original Sunset Cocktail Cruise with Appetizers & Open Bar from Ka'anapali
Sunset Sailing with Dinner & Open Bar

Ka'anapali: Luxury Sunset Sailing with Dinner & Open Bar

￥26,078
per adult
92% of travellers recommend
Ka'anapali: Luxury Sunset Sailing with Dinner & Open Bar
Trio of fire twirlers at Drums of the Pacific Luau

Drums of the Pacific Luau at the Hyatt Regency Resort

￥29,618
per adult
86% of travellers recommend
Drums of the Pacific Luau at the Hyatt Regency Resort
See all activities in Kaanapali

Frequently asked questions

How much does a Kaanapali vacation package cost?
You can pick up a vacation package to this top destination from ￥173,498 on Expedia. But how much your vacation to Kaanapali costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Kaanapali?
You're likely to find lower prices and greater availability in September, October and November. Check out our cheap Kaanapali vacation packages and you could score some excellent off-season deals.
How many days is enough for Kaanapali?
When planning your Kaanapali vacation, a few days will be enough to see the highlights. Be sure to stop by Kahekili Beach — it's one of the leading attractions in this destination. If you want more adventure, consider basing yourself here and heading off on some trips from Kaanapali.
Is it worth booking a vacation package to Kaanapali?
Well known for its coastal beaches and home to popular attractions like Kaanapali Beach, a Kaanapali vacation is sure to leave an impression. Another top sight to check out? Don't miss Whalers Village.
How to find the best Kaanapali package deals?
Bagging a cheap Kaanapali package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Kaanapali package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Kaanapali vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Kaanapali vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Kaanapali?
If you're considering a spontaneous Kaanapali adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Kaanapali?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Kaanapali.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to activities and flights. Your accommodations will likely be the largest expense during your trip to Kaanapali.
  3. Decide how long to go away for: Now that you know more about Kaanapali, you can work out the right length of your break. Create a draft itinerary and allocate enough time to cover everything you want to see.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Kaanapali 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.