Kahoolawe Vacation Packages for 2026

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Kahoolawe Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

Save 100% on your flight
$1,110
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) 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.
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea
Save 100% on your flight
$3,837
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend.

Reviewed on Jul 25, 2026

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

South Kihei
Save 100% on your flight
$2,252
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Kahului (OGG)
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 attractions Wailea Beach and Keawakapu Beach North are located nearby.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
Save 100% on your flight
$3,182
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Kahului (OGG)
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 condition in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
I really can’t say enough wonderful things about this stay. This resort was absolutely breathtaking for me. The moment you walked into the lobby. The breakfast buffet was just what dreams are made of. Even the smell as you walk through the lobby made you think luxury. My children ages six and 11 were just swept away by the hula lessons and the scuba diving instruction. Wonderful vacation.

Reviewed on Aug 10, 2026

Maui Seaside Hotel

Maui Seaside Hotel

$1,152
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Kahului (OGG)
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 reviews. Popular attractions Ho'aloha Park and Regal Maui Mall are located nearby.
Aston Maui Hill

Aston Maui Hill

South Kihei
$1,485
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) 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.
Amazing place , location is excellent, staff, maintenance of the common areas are Impeccable. Apartment well kept !! I will stay here again no doubt !!!

Reviewed on Aug 9, 2026

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Kahoolawe Vacation Packages

Hoping to save money and time on your next vacation to Kahoolawe? Then look no further, as the AARP Travel Center Powered by Expedia® is here to help. 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 Kahoolawe perfect. With only a few clicks, you can select the best vacation package for you. AARP Travel Center has a huge selection of flights and hotels, as well as local activities to pick from.

Kahoolawe Hotel Deals

With 5740 hotels and resorts in Kahoolawe to choose from, you will find one that is perfect for you.

We have competitive rates on everything from all-inclusive resorts that meet all the vacation must-haves to inexpensive hotels which are great for those on wanting to save a little money. You can look through our vast catalog of options and pick the hotel that is ideal for you. With AARP Travel Center's Kahoolawe hotel packages, you not only get a great rate on your flight, but also a great place to stay.

Things to do in Kahoolawe

People from all over make this city their vacation destination, and with good reason. 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 book an activity in Kahoolawe.

Package Your Kahoolawe Vacation and Save

As an AARP Member, you can benefit from all the great savings. You can save on select hotels worldwide, flights, and even rental cars. No matter what Kahoolawe vacation bundle you pick, you can rest easy knowing that you already saved on your trip. The hardest packing you'll have to do is for your suitcase. Bundle now and get ready for your Kahoolawe vacation.

Top Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
23.01 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 ...
Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
25.72 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 ...
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI
22.39 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 ...
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI
22.54 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 ...
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI
23.36 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 ...
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

575 S Kihei Road Kihei HI
28.98 km from city center
Book a stay at this beach hotel in Kihei. Enjoy free parking, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

3550 Wailea Alanui Dr Kihei HI
23.46 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 ...
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

2960 S Kihei Road Kihei HI
24.27 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 ...
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

75 Wailea Ike Kihei HI
23.72 km from city center
Book a stay at this business-friendly hotel in Kihei. Enjoy free breakfast, a free beach shuttle, and a 24-hour fitness center. Our guests praise the helpful ...
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

555 Kaukahi Street Kihei HI
23.16 km from city center
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our ...
Aston Maui Hill

Aston Maui Hill

2881 S Kihei Rd Kihei HI
24.35 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 ...
Maui Beach Vacation Club

Maui Beach Vacation Club

515 S. Kihei Road Kihei HI
29.12 km from city center
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

551 S Kihei Rd Kihei HI
28.99 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 ...
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

88 WAILEA IKE PLACE Kihei HI
23.59 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 at the Maui Banyan

Aston at the Maui Banyan

2575 S Kihei Rd Kihei HI
25.14 km from city center
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 ...
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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.

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Alaska Airlines
Southern Airways Express
Delta
United