Kaupakulua Vacations

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Kaupakulua Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Maui Beach Hotel

Maui Beach Hotel

$773
per person
Oct 15 - Oct 19
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach hotel in Kahului. Enjoy a beach locale, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ho'aloha Park and Queen Ka’ahumanu Center are located nearby.
Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
$1,297
per person
Oct 15 - Oct 19
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby.
The building was right at the street. Too much driving car noise. There was no house keeping available. Across street was the beach but not appropriate for swimming

Reviewed on Sep 11, 2026

Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

$853
per person
Oct 15 - Oct 19
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach apartment in Lahaina. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Everything we needed for our stay in Maui! Spectacular on the beach location and views. The unit had all the big and little things we needed. Look forward to returning.

Reviewed on Aug 31, 2026

Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
$962
per person
Oct 15 - Oct 19
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
Very nice room. Amazing stay!

Reviewed on Sep 9, 2026

Aston Maui Hill

Aston Maui Hill

South Kihei
$1,106
per person
Oct 15 - Oct 19
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this aparthotel in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kihei Boat Ramp are located nearby.
Aston at the Maui Banyan

Aston at the Maui Banyan

South Kihei
$947
per person
Oct 15 - Oct 19
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach hotel in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
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Kaupakulua Vacation Packages

Hoping to save time and money on your next holiday to Kaupakulua? The AARP Travel Center Powered by Expedia® can help you do both. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Kaupakulua perfect. In just a few clicks, you can choose the best vacation package for you and your family. We have a fabulous choice of flights and lodgings, as well as Kaupakulua activities to pull from.

Hotels in Kaupakulua

You can choose from around 6083 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Kaupakulua hot spots, we have plenty of options available.

We have fantastic rates on everything from luxury hotels that satisfy all the vacation must-haves to inexpensive hotels which are great for those on a budget. You can look through all the options and pick the accommodation that is best for you and your family. With AARP Travel Center's Kaupakulua hotel packages, you not only get a great rate on your flight, but also a great place to stay.

Things to do in Kaupakulua

You'll find that Kaupakulua usually has something going on. A little curiosity and asking the right people, like your hotel's concierge, goes a long way into having a unique experience.

If you are looking for more, then head over to our "Things to Do" tab for more inspiration or to reserve an activity in Kaupakulua.

Package Your Kaupakulua Vacation and Save

As an AARP Member, you can benefit from all the great savings. You can save on select hotels worldwide, flights, and rental cars. No matter what vacation package you pick, you can rest easy knowing that you already saved on your trip. So what are you waiting for? Bundle now and get ready for your Kaupakulua vacation.

Top Hotel Deals

Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
24.08 km from city center
Stay at this hotel in Kihei. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
27.28 km from city center
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI
27.79 km from city center
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Maui Seaside Hotel

Maui Seaside Hotel

100 W Kaahumanu Ave Kahului HI
18.07 km from city center
Book a stay at this beach hotel in Kahului. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the pool and the restaurant in our ...
Maui Beach Hotel

Maui Beach Hotel

170 W Kaahumanu Avenue Kahului HI
18.32 km from city center
Book a stay at this beach hotel in Kahului. Enjoy a beach locale, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and ...
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI
26.8 km from city center
Book a stay at this luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
Courtyard Maui Kahului Airport

Courtyard Maui Kahului Airport

532 Keolani Place Kahului HI
15.95 km from city center
Book a stay at this business-friendly hotel in Kahului. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise ...
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI
28.04 km from city center
Book a stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr Kihei HI
26.6 km from city center
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

575 S Kihei Road Kihei HI
21.47 km from city center
Book a stay at this beach hotel in Kihei. Enjoy free parking, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. ...
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

88 WAILEA IKE PLACE Kihei HI
26.66 km from city center
Stay at this hotel in Kihei. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our ...
Aston Maui Hill

Aston Maui Hill

2881 S Kihei Rd Kihei HI
25.53 km from city center
Stay at this aparthotel in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Days Inn by Wyndham Maui Oceanfront

Days Inn by Wyndham Maui Oceanfront

2980 S Kihei Road Kihei HI
25.72 km from city center
Book a stay at this beach hotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

2960 S Kihei Road Kihei HI
25.62 km from city center
Book a stay at this beach hotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the property condition in our reviews. Popular ...
Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

551 S Kihei Rd Kihei HI
21.53 km from city center
Book a stay at this beach hotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Alaska Airlines
Southern Airways Express
United
Delta
Tue, Sep 29 - Thu, Oct 8
SJC
Norman Y. Mineta San Jose Intl.
OGG
Kahului
$353
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Sep 29 from Norman Y. Mineta San Jose Intl. to Kahului, returning Thu, Oct 8, priced at $353 found 5 days ago