Kaupakulua Vacation Packages

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Your Kaupakulua Vacation

Say farewell to the stress of planning and hello to a Kaupakulua vacation package. With the finer details organized before you leave, you can focus on discovering every inch of this city, starting with Haiku, which is great for views, walking and nature. Fill your schedule with tours of Hookipa Beach Park, Kuau Bay Beach and Maui Spa Retreat, some of the top attractions you really should see during a trip to Kaupakulua. Your dream Kaupakulua vacation is clicks away. Search accommodations, flights and more on Expedia for a trip that's tailored just for you.

Top Kaupakulua Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club
Sands of Kahana
Maui Beach Vacation Club
Hono Koa Vacation Club
Kahana Villa

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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Kaupakulua 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 CA $904 per night from Mar 13 to Mar 14
CA $904
CA $1,162 total
Mar 13 - Mar 14
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Everything was great especially the grounds absolutely stunning. The only knock i would give it is the outside of the overall hotel needs a bit of paint or some refreshment other than that the rooms were spacious clean and the grounds were gorgeous kids loved the pool and beach very much overall ...

Reviewed on Feb 25, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
100 W Kaahumanu Ave Kahului HI
Fully refundableReserve now, pay when you stay
The price is CA $254 per night from Mar 9 to Mar 10
CA $254
CA $342 total
Mar 9 - Mar 10
includes taxes & fees
8.8/10 Excellent! (1,296 reviews)
Everything about this stay was excellent. Rooms clean very courteous staff.

Reviewed on Feb 28, 2026

Maui Seaside Hotel
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
The price is CA $381 per night from Mar 29 to Mar 30
CA $381
CA $516 total
Mar 29 - Mar 30
includes taxes & fees
9.6/10 Exceptional! (2,523 reviews)
Well located, very clean and courteous staff

Reviewed on Feb 28, 2026

Maui Coast Hotel
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 Kaupakulua

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.