Waikapu Vacations

Book a Hotel + Flight together to unlock savings

Photo by Aldines Zapparoli

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Find the Best Waikapu Vacation Packages

Waikapu Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
The price is SARĀ 2,747 per night from Aug 16 to Aug 17
SARĀ 2,747
SARĀ 3,504 total
16 Aug - 17 Aug
includes taxes & fees
Grand Wailea Maui, A Waldorf Astoria Resort
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 SARĀ 819 per night from Jul 22 to Jul 23
SARĀ 819
SARĀ 1,083 total
22 Jul - 23 Jul
includes taxes & fees
8.8/10 Excellent! (4,184 reviews)
"The beach was not very good. The A/C did not work correctly in our room and would not cool more than 74 degrees."

Reviewed on 16 July 2026

Aston Kaanapali Shores
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 SARĀ 1,573 per night from Aug 16 to Aug 17
SARĀ 1,573
SARĀ 2,085 total
16 Aug - 17 Aug
includes taxes & fees
9.2/10 Wonderful! (1,133 reviews)
"Clean room, bed comfortable, walking distance to many restaurant choices and coffee. Oceanfront, nice waterfall and pool. Food at resort delicious. Took an uber to farther places but there is a shuttle schedule available. Will definitely return."

Reviewed on 17 July 2026

The Westin Maui Resort & Spa, Ka'anapali
See all 13,180 properties in Waikapu
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 Waikapu attractions

Maui Tropical Plantation

9.0/10 (256 reviews)
Explore the lovely green spaces of Maui Tropical Plantation and enjoy the surfing in Waikapu. In the area, take in the great live music and beautiful sunsets.
See properties

Frequently asked questions

How much does a Waikapu vacation package cost?
You'll find cheap prices on Expedia for your Waikapu escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Waikapu costs.
What are the cheapest months to go to Waikapu?
If you're looking to score a cheap Waikapu vacation package, consider planning a trip in January, February and April. You'll typically find better rates on flights and hotels during these quieter months ā€” ideal for travelers wishing to save money.
How to find the best Waikapu package deals?
Finding a cheap Waikapu package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most affordable Waikapu package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Waikapu vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still have the freedom to create a personalized Waikapu vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Waikapu?
Land incredible bargains by reserving 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 Waikapu vacation.
How to plan a trip to Waikapu?

  1. Choose your travel dates: The things you'd like to do in Waikapu and your preferred season can help you decide when to go.
  2. Set a budget: Consider expenses like flights, food and transportation when calculating how much to set aside for your trip to Waikapu. Then, choose a hotel that matches your budget, whether that's an economical stay or a swankier getaway.
  3. Decide your trip length: Consider how much time you'd like to spend exploring Waikapu. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Waikapu vacation package.