Maui Vacation Packages for 2026

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Maui Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Sugar Beach Resort - Maui Condo & Home

Sugar Beach Resort - Maui Condo & Home

North Kihei
Save 100% on your flight
$1,680
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Kahului (OGG)
Book a stay at this beach condo in Kihei. Enjoy free WiFi, a beach locale, and a garden. Our guests praise the property condition in our reviews. Popular attractions Sugar Beach and Maalaea Bay Beaches are located nearby.
Our first time renting a condo and we were not disappointed. Didn’t really know what to expect so before we checked in, went to the store to get some toiletries we may need. Walked in and found we were stocked up. Bonus we had laundry detergent! Since this was a first for us I’m not sure if this is the norm, but we were excited we didn’t have to go home with a suitcase full of dirty clothes. Everything you would need it had. Would definitely stay again! My only minor complaint would be the area rug in the living room may need to be shampooed. Bedroom had extra blankets, extra sheets. We were also supplied with beach towels, ice chest for the perfect beach day. Definitely would recommend!

Reviewed on Oct 1, 2026

Hotel Wailea Maui

Hotel Wailea Maui

Wailea
Save 100% on your flight
$6,578
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
Maui Beach Vacation Club

Maui Beach Vacation Club

North Kihei
$2,928
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
San Diego (SAN) 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.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

South Kihei
$2,253
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
San Diego (SAN) 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.
Good. Well equipped, microwave and kitchen. Standing shower. Clise to kamaole beaches

Reviewed on Oct 12, 2026

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

Wailea
$5,679
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
San Diego (SAN) 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.
$1440 for one night, way over priced. I will never come back.

Reviewed on Oct 12, 2026

Aston Maui Hill

Aston Maui Hill

South Kihei
$2,627
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip flight included
San Diego (SAN) 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.
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Vacations in Maui for AARP Members

Maui is one of the smaller and less frequented of the Hawaiian Islands, but that makes it all the more appealing for those who want to get off the beaten track and explore the beauty of Hawaii. Maui boasts gorgeous beaches, an unparalleled climate, and charming towns perfect for exploration. Snag cheap AARP Maui vacation packages, which combine both flights and hotels, in order to reduce prices and spend less time and hassle on the planning stage of your upcoming tropical vacation. If you want to drive around the island and visit several of the fantastic towns and secluded beaches, Maui car rentals are the perfect add-on.

While there are several towns on the island of Maui, Lahaina is the biggest and the most popular if you're looking for nightlife or shopping. Other major hubs like Kahului and Kaanapali are worth visiting during your time on the island. For outdoor enthusiasts, hiking in the Haleakala National Park is the perfect way to pass the time after a day of soaking up the sun on beaches like Kamaole Beach Park III or Ulua Beach. The culinary landscape of Maui is diverse, but top picks include chicken lau lau wrapped in leaves and ahi poke, a kind of local ceviche that bursts with fresh island flavor.

When you're searching for cheap Maui trips for seniors and AARP members, start your search right here at the AARP Travel Center Powered by Expedia. You can enjoy great deals and the cheapest bookings thanks to our AARP member and senior vacations in Maui, HI, but that's certainly not all. We offer up to 10% discounts on single hotel stays, up to 25% off car rentals in Maui, and even greater savings the more you bundle together. By waiving booking fees and offering these fantastic discounts, we can help you have the best tropical island getaway imaginable.

Top Hotel Deals

Aston Kaanapali Shores

Aston Kaanapali Shores

3445 Lower Honoapiilani Hwy Lahaina HI
40.9 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 ...
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI
16.98 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 ...
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

2780 Kekaa Dr Lahaina HI
40.22 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 ...
Maui Coast Hotel

Maui Coast Hotel

2259 S Kihei Rd Kihei HI
14.48 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 ...
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

2365 Kaanapali Pkwy Lahaina HI
40.06 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 ...
Maui Seaside Hotel

Maui Seaside Hotel

100 W Kaahumanu Ave Kahului HI
17.67 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
17.83 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 ...
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI
17.68 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 ...
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

2525 Kaanapali Parkway Lahaina HI
40.1 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 ...
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI
16.57 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 ...
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

200 Nohea Kai Dr Lahaina HI
39.96 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 ...
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

575 S Kihei Road Kihei HI
13.44 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. ...
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

110 Ka'anapali Shores Place Kaanapali HI
40.84 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 ...
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

1 Ritz-Carlton Drive Kapalua HI
40.32 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 ...
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI
17.47 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 ...
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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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