Maalaea Vacations

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Maalaea 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

$1,943
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Sarasota (SRQ) 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.
the Manger and the Staff wee wonderful and very accommodating.

Reviewed on Sep 29, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
$4,644
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Sarasota (SRQ) 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.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
$2,113
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Sarasota (SRQ) 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.
Maui Seaside Hotel

Maui Seaside Hotel

$1,989
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Sarasota (SRQ) 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.
Signature Residences at Maui Banyan

Signature Residences at Maui Banyan

South Kihei
$2,402
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Sarasota (SRQ) to Kahului (OGG)
Book a stay at this business-friendly condo in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
It was as good as a motel 6 bed was comfortable and my beach front condo as it was described was a room facing a mountain that you couldn’t see passed the forest of plants in front of back patio and the ac unit was very old and loud but served its purpose

Reviewed on Sep 21, 2026

AEI at Maui Banyan

AEI at Maui Banyan

South Kihei
$2,042
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Sarasota (SRQ) to Kahului (OGG)
Stay at this hotel in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
The room was great. Only thing, the AC is very loud. Probably needs to be replaced for a newer quieter unit. Water pressure was amazing! Bed was super comfortable.

Reviewed on Sep 21, 2026

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Maalaea Vacation Packages

Trying to figure out a way to package your flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® can help you get everything you need, while saving you both money and some time. 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 Maalaea the best one yet. In just a few clicks, you can choose the best Maalaea vacation package for you. AARP Travel Center has an incredible choice of flights and hotels, and Maalaea things to do to choose from.

Maalaea Hotels

You can choose from around 13642 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Maalaea hot spots, we have plenty of options available.

We have fantastic rates on everything from luxury hotels that check off all the vacation must-haves to affordable accommodations which are great for those on looking to save. You can browse our vast catalog of options and pick the accommodation that is ideal for you. With AARP Travel Center's Maalaea hotel packages, you not only get a great rate on your flight, but also a fantastic place to stay.

Things to do in Maalaea

Maalaea is the perfect town when you have to a break from it all. With only around 326 people in the city, this cozy town is good for a quite vacation.

Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.

Package Your Maalaea Vacation and Save

With so much happening in Maalaea, you'll be wanting to plan your itinerary, not spending time to finding the cheapest hotel. AARP Travel Center allows you to easily reserve everything you need, and save money at the same time. You can coordinate your whole vacation, including things to do in Maalaea from only one place. So what are you waiting for? Bundle now and save!

Top Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
14.77 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
10.73 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 ...
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI
23.82 km from city center
Book a stay at this beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Aston Kaanapali Shores

Aston Kaanapali Shores

3445 Lower Honoapiilani Hwy Lahaina HI
25.05 km from city center
Book a stay at this beach aparthotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in ...
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy Lahaina HI
23.26 km from city center
Book a stay at this luxury hotel in Kaanapali. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property ...
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

2525 Kaanapali Parkway Lahaina HI
23.45 km from city center
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

200 Nohea Kai Dr Lahaina HI
23.1 km from city center
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property ...
Maui Seaside Hotel

Maui Seaside Hotel

100 W Kaahumanu Ave Kahului HI
11.49 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 ...
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI
14.2 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 ...
Maui Beach Hotel

Maui Beach Hotel

170 W Kaahumanu Avenue Kahului HI
11.31 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 ...
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

1 Ritz-Carlton Drive Kapalua HI
26.97 km from city center
Book a stay at this luxury resort in Kapalua. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

110 Ka'anapali Shores Place Kaanapali HI
24.88 km from city center
Book a stay at this beach aparthotel in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the property condition ...
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

45 Kai Ala Dr Lahaina HI
23.96 km from city center
Book a stay at this beach aparthotel in Kaanapali. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI
15.1 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 ...
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI
15.46 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 ...
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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
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