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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.
Castle at Maui Banyan

Castle at Maui Banyan

3.5 out of 5
Price was $1,702, price is now $723 per person
$723
per person
Dec 12 - Dec 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this hotel in Kihei. Enjoy free WiFi, free parking, and a garden. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
All good but our cheap jazz got the small room with two beds and it was small room for sure

Reviewed on Nov 6, 2026

Hotel Wailea Maui

Hotel Wailea Maui

5 out of 5
Price was $4,105, price is now $2,458 per person
$2,458
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

4.5 out of 5
Price was $3,646, price is now $2,295 per person
$2,295
per person
Dec 21 - Dec 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this luxury aparthotel in Kihei. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby.

Grand Champions

Grand Champions

2.5 out of 5
Price was $3,348, price is now $2,149 per person
$2,149
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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

Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Save 100% on your flight
Price was $2,613, price is now $1,782 per person
$1,782
per person
Jan 20 - Jan 28
found 23 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Kahului (OGG)
Book a stay at this golf aparthotel in Kihei. Enjoy free WiFi, free parking, and a garden. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Keawakapu Beach South are located nearby.
Very clean and well taken care of area. Fully stocked kitchen. Loved the pool and hot tub. It’s a 10 min walk to the beach. Maybe a 3 minute drive to a nice Mall and small grocery store. Golf course across the street. Very nice area.

Reviewed on Oct 15, 2026

The Kalama Residence

The Kalama Residence

3 out of 5
Price was $4,485, price is now $3,103 per person
$3,103
per person
Jan 13 - Jan 18
found 4 hours ago
Roundtrip flight included
Seattle (SEA) to Kahului (OGG)
Book a stay at this beach apartment in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Cove Park are located nearby.
The property was clean and nice. It did need some maintenance, but it was in good condition for its age. We liked how it was stocked to make our stay more comfortable.

Reviewed on Jan 4, 2026

Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
Price was $3,592, price is now $2,490 per person
$2,490
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
N/A

Reviewed on Nov 4, 2026

Maui Parkshore - Maui Condo & Home

Maui Parkshore - Maui Condo & Home

2 out of 5
Price was $2,989, price is now $2,132 per person
$2,132
per person
Jan 15 - Jan 22
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach condo in Kihei. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby.

Maalaea Vacation Packages 3-4 Night Stays

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

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was $1,408, price is now $1,005 per person
$1,005
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Hotel Wailea Maui

Hotel Wailea Maui

5 out of 5
Wailea
Price was $4,105, price is now $2,458 per person
$2,458
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
The Ocean View Residence

The Ocean View Residence

3 out of 5
South Kihei
Price was $1,627, price is now $1,140 per person
$1,140
per person
Dec 22 - Dec 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center

3.5 out of 5
Price was $1,767, price is now $1,280 per person
$1,280
per person
Jan 11 - Jan 15
found 1 day 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 Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was $1,794, price is now $1,037 per person
$1,037
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Hotel Wailea Maui

Hotel Wailea Maui

5 out of 5
Wailea
Price was $4,378, price is now $2,493 per person
$2,493
per person
Jan 24 - Jan 30
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 $1,801, price is now $1,056 per person
$1,056
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Grand Champions

Grand Champions

2.5 out of 5
Wailea
Price was $3,348, price is now $2,149 per person
$2,149
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)

Top Flight Deals

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

Alaska Airlines
Tue, Jan 12 - Tue, Feb 2
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$138 Roundtrip, just found
$138
Roundtrip
just found
Select Alaska Airlines flight, departing Tue, Jan 12 from Daniel K. Inouye Intl. to Kahului, returning Tue, Feb 2, priced at $138 just found
Southern Airways Express
Thu, Nov 26 - Fri, Nov 27
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$238 Roundtrip, found 1 day ago
$238
Roundtrip
found 1 day ago
Select Southern Airways Express flight, departing Thu, Nov 26 from Daniel K. Inouye Intl. to West Maui, returning Fri, Nov 27, priced at $238 found 1 day ago
Bargain Flight
Tue, Jan 5 - Fri, Jan 22
OAK
Oakland Intl.
OGG
Kahului
$321 Roundtrip, found 6 hours ago
$321
Roundtrip
found 6 hours ago
Select Bargain Flight flight, departing Tue, Jan 5 from Oakland Intl. to Kahului, returning Fri, Jan 22, priced at $321 found 6 hours ago
Bargain Flight
Tue, Jan 5 - Tue, Jan 12
SFO
San Francisco Intl.
OGG
Kahului
$321 Roundtrip, found 1 hour ago
$321
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Tue, Jan 5 from San Francisco Intl. to Kahului, returning Tue, Jan 12, priced at $321 found 1 hour ago