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Maalaea Vacation Packages

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Maalaea Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
Save 100% on your flight
Price was $2,086, price is now $1,243 per person
$1,243
per person
Jan 6 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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

Hotel Wailea Maui

Hotel Wailea Maui

5 out of 5
Save 100% on your flight
Price was $5,544, price is now $3,341 per person
$3,341
per person
Jan 6 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Spacious and updates rooms with everything you need. The service is simply outstanding. The pool was never crowded. The food at the restaurants was so good!

Reviewed on Oct 15, 2026

Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
Save 100% on your flight
Price was $3,139, price is now $2,069 per person
$2,069
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Eureka (ACV) 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.

Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

3.5 out of 5
Save 100% on your flight
Price was $2,563, price is now $1,797 per person
$1,797
per person
Jan 6 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Grand Champions

Grand Champions

2.5 out of 5
Save 100% on your flight
Price was $2,943, price is now $2,066 per person
$2,066
per person
Jan 7 - Jan 11
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this golf resort in Kihei. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
Nothing

Reviewed on Sep 30, 2026

Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center

3.5 out of 5
Save 100% on your flight
Price was $2,796, price is now $2,062 per person
$2,062
per person
Jan 6 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this boutique hotel in Makawao. Enjoy free breakfast, onsite spa services, and a garden. Popular attractions Haliʻimaile Farmer's Market and Maui Gold Pineapple Farm are located nearby.

Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

3.5 out of 5
Save 100% on your flight
Price was $2,663, price is now $2,025 per person
$2,025
per person
Jan 6 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
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 staff in our reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby.

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5 out of 5
Price was $3,292, price is now $2,513 per person
$2,513
per person
Dec 29 - Jan 2
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this luxury aparthotel in Lahaina. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Kaanapali Beach and Whalers Village are located nearby.

Maalaea Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Maui Schooner Resort

Maui Schooner Resort

3.5 out of 5
Central Kihei
Price was $1,751, price is now $1,232 per person
$1,232
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was $2,222, price is now $1,543 per person
$1,543
per person
Dec 29 - Jan 2
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Grand Champions

Grand Champions

2.5 out of 5
Wailea
Save 100% on your flight
Price was $2,943, price is now $2,066 per person
$2,066
per person
Jan 7 - Jan 11
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was $2,044, price is now $1,459 per person
$1,459
per person
Dec 29 - Jan 2
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)

Maalaea Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was $1,308, price is now $953 per person
$953
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Save 100% on your flight
Price was $3,139, price is now $2,069 per person
$2,069
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Eureka (ACV) to Kahului (OGG)
Grand Champions

Grand Champions

2.5 out of 5
Wailea
Save 100% on your flight
Price was $4,349, price is now $3,153 per person
$3,153
per person
Dec 23 - Dec 29
found 1 hour ago
Roundtrip flight included
Phoenix (PHX) to Kahului (OGG)
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Wailea
Save 100% on your flight
Price was $5,111, price is now $3,758 per person
$3,758
per person
Jan 4 - Jan 11
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Alaska Airlines
Wed, Jan 13 - Tue, Feb 2
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$144 Roundtrip, found 4 days ago
$144
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Wed, Jan 13 from Daniel K. Inouye Intl. to Kahului, returning Tue, Feb 2, priced at $144 found 4 days ago
Bargain Flight
Tue, Nov 10 - Tue, Nov 10
OAK
Oakland Intl.
OGG
Kahului
$310 Roundtrip, found 4 hours ago
$310
Roundtrip
found 4 hours ago
Select Bargain Flight flight, departing Tue, Nov 10 from Oakland Intl. to Kahului, returning Tue, Nov 10, priced at $310 found 4 hours ago
Bargain Flight
Mon, Feb 8 - Wed, Feb 24
SFO
San Francisco Intl.
OGG
Kahului
$312 Roundtrip, found 19 hours ago
$312
Roundtrip
found 19 hours ago
Select Bargain Flight flight, departing Mon, Feb 8 from San Francisco Intl. to Kahului, returning Wed, Feb 24, priced at $312 found 19 hours ago
Alaska Airlines
Tue, Jan 5 - Mon, Jan 11
SJC
Norman Y. Mineta San Jose Intl.
OGG
Kahului
$334 Roundtrip, found 2 hours ago
$334
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Tue, Jan 5 from Norman Y. Mineta San Jose Intl. to Kahului, returning Mon, Jan 11, priced at $334 found 2 hours ago