Kaupakulua Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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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.
Sands of Kahana
Kahana Beach Vacation Club
Hono Koa Vacation Club
Kahana Villa
Mana Kai Maui- Official Onsite Rental

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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 $1,047 per night from Feb 23 to Feb 24
CA $1,047
CA $1,331 total
Feb 23 - Feb 24
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
The room was always clean. Susie at the front desk was so helpful and kind. I’ll be coming back

Reviewed on Feb 2, 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 $313 per night from Mar 12 to Mar 13
CA $313
CA $412 total
Mar 12 - Mar 13
includes taxes & fees
8.8/10 Excellent! (1,243 reviews)
Staff has been great. The rooms are a little on the old side, but well appointed and very clean. This hotel is a great location and easy walkabout area.

Reviewed on Feb 2, 2026

Maui Seaside Hotel
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
The price is CA $359 per night from Mar 10 to Mar 11
CA $359
CA $490 total
Mar 10 - Mar 11
includes taxes & fees
9.4/10 Exceptional! (2,453 reviews)
Amazing amenities, staff and location!

Reviewed on Feb 5, 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.