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Kaanapali Vacation Packages

Build your package with 2 more options

Kaanapali 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
Price was $1,772, price is now $1,328 per person
$1,328
per person
Nov 26 - Dec 3
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

Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
Save 100% on your flight
Price was $2,902, price is now $1,879 per person
$1,879
per person
Dec 4 - Dec 12
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
EVERYTHING ABOUT THE PROPERTY AND THE ROOM WAS SUPERB.

Reviewed on Oct 19, 2026

Grand Champions

Grand Champions

2.5 out of 5
Price was $3,133, price is now $2,171 per person
$2,171
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip non-stop 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

The Ocean View Residence

The Ocean View Residence

3 out of 5
Save 100% on your flight
Price was $3,376, price is now $2,405 per person
$2,405
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this beach apartment in Kihei. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Wailea Beach and Charley Young Beach are located nearby.
no

Reviewed on Sep 28, 2026

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

4.5 out of 5
Save 100% on your flight
Price was $3,492, price is now $2,507 per person
$2,507
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas

Reviewed on Aug 30, 2026

Maui Parkshore - Maui Condo & Home

Maui Parkshore - Maui Condo & Home

2 out of 5
Save 100% on your flight
Price was $2,204, price is now $1,660 per person
$1,660
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) 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.

Maui Vista – Maui Condo & Home

Maui Vista – Maui Condo & Home

4 out of 5
Save 100% on your flight
Price was $1,953, price is now $1,472 per person
$1,472
per person
Jan 9 - Jan 14
found 1 day ago
Roundtrip flight included
Portland (PDX) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Wailea Beach and Charley Young Beach are located nearby.

Maui Sunset

Maui Sunset

3.5 out of 5
Save 100% on your flight
Price was $1,873, price is now $1,443 per person
$1,443
per person
Jan 4 - Jan 11
found 15 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Waipuilani Park are located nearby.
I personally like Maui Sunset. The condo unit has been updated nicely and cleaned. The staff is very helpful when needed assistance. The landscapes have been well maintained for every guest to enjoy and it is right on the beach. Swimming pool and hot tub are clean and well-maintained daily. I definitely will book and stay at Maui Sunset again next time visit Maui.

Reviewed on Oct 17, 2026

Kaanapali 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 $2,147, price is now $1,570 per person
$1,570
per person
Dec 23 - Dec 27
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Hotel Wailea Maui

Hotel Wailea Maui

5 out of 5
Wailea
Price was $5,009, price is now $3,282 per person
$3,282
per person
Dec 23 - Dec 27
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Grand Champions

Grand Champions

2.5 out of 5
Wailea
Price was $3,133, price is now $2,171 per person
$2,171
per person
Jan 7 - Jan 11
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 $2,532, price is now $1,817 per person
$1,817
per person
Dec 27 - Dec 31
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)

Kaanapali 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 $1,772, price is now $1,328 per person
$1,328
per person
Nov 26 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was $3,244, price is now $2,208 per person
$2,208
per person
Dec 26 - Jan 1
found 24 hours 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
Save 100% on your flight
Price was $3,376, price is now $2,405 per person
$2,405
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

4.5 out of 5
South Kihei
Save 100% on your flight
Price was $3,492, price is now $2,507 per person
$2,507
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip 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.

Southwest Airlines
Wed, Jan 13 - Tue, Feb 2
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$123 Roundtrip, just found
$123
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Jan 13 from Daniel K. Inouye Intl. to Kahului, returning Tue, Feb 2, priced at $123 just found
Bargain Flight
Tue, Jan 5 - Tue, Jan 12
SFO
San Francisco Intl.
OGG
Kahului
$323 Roundtrip, found 6 hours ago
$323
Roundtrip
found 6 hours ago
Select Bargain Flight flight, departing Tue, Jan 5 from San Francisco Intl. to Kahului, returning Tue, Jan 12, priced at $323 found 6 hours ago
Bargain Flight
Tue, Nov 10 - Tue, Nov 10
OAK
Oakland Intl.
OGG
Kahului
$332 Roundtrip, found 17 hours ago
$332
Roundtrip
found 17 hours ago
Select Bargain Flight flight, departing Tue, Nov 10 from Oakland Intl. to Kahului, returning Tue, Nov 10, priced at $332 found 17 hours ago
Delta
Tue, Jan 5 - Mon, Jan 11
SJC
Norman Y. Mineta San Jose Intl.
OGG
Kahului
$344 Roundtrip, just found
$344
Roundtrip
just found
Select Delta flight, departing Tue, Jan 5 from Norman Y. Mineta San Jose Intl. to Kahului, returning Mon, Jan 11, priced at $344 just found