Cheap Vacations in Kaanapali

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Kaanapali vacations

Price found within the past 48 hours. Click for updated prices.
Kaanapali Maui at the Eldorado by OUTRIGGER

Kaanapali Maui at the Eldorado by OUTRIGGER

3 out of 5
Price was $1,444, price is now $1,103 per person
$1,103
per person
Feb 5 - Feb 9
found 8 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM

4.5 out of 5
Save 100% on your flight
Price was $2,315, price is now $1,411 per person
$1,411
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,307, price is now $1,576 per person
$1,576
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
Price was $2,663, price is now $1,914 per person
$1,914
per person
Jan 16 - Jan 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Price was $1,772, price is now $1,289 per person
$1,289
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4 out of 5
Price was $2,517, price is now $1,943 per person
$1,943
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
Hyatt Vacation Club at Ka'anapali Beach, Maui

Hyatt Vacation Club at Ka'anapali Beach, Maui

3.5 out of 5
Save 100% on your flight
Price was $5,026, price is now $3,921 per person
$3,921
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)

3-night Kaanapali vacations

Price found within the past 48 hours. Click for updated prices.
Castle Kama'ole Sands

Castle Kama'ole Sands

3 out of 5
Price was $947, price is now $721 per person
$721
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Kahului (OGG)
Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $2,188, price is now $1,144 per person
$1,144
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM

4.5 out of 5
Save 100% on your flight
Price was $2,012, price is now $1,109 per person
$1,109
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Price was $1,300, price is now $857 per person
$857
per person
Jan 16 - Jan 19
found 1 hour ago
Roundtrip non-stop flight included
Sacramento (SMF) to Kahului (OGG)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
Price was $1,008, price is now $742 per person
$742
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Napili Kai Beach Resort

Napili Kai Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,128, price is now $1,570 per person
$1,570
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
Price was $985, price is now $738 per person
$738
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,326, price is now $995 per person
$995
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
Save 100% on your flight
Price was $2,517, price is now $1,902 per person
$1,902
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
Price was $1,580, price is now $1,200 per person
$1,200
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Hyatt Vacation Club at Ka'anapali Beach, Maui

Hyatt Vacation Club at Ka'anapali Beach, Maui

3.5 out of 5
Save 100% on your flight
Price was $2,522, price is now $1,947 per person
$1,947
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,530, price is now $1,186 per person
$1,186
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)

4-night Kaanapali vacations

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

3 out of 5
Price was $1,365, price is now $1,010 per person
$1,010
per person
Feb 1 - Feb 5
found 8 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $1,915, price is now $1,030 per person
$1,030
per person
Feb 5 - Feb 9
found 8 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,810, price is now $1,103 per person
$1,103
per person
Feb 1 - Feb 5
found 8 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM

4.5 out of 5
Save 100% on your flight
Price was $2,315, price is now $1,411 per person
$1,411
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
Save 100% on your flight
Price was $1,691, price is now $1,104 per person
$1,104
per person
Feb 5 - Feb 9
found 8 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $1,438, price is now $1,042 per person
$1,042
per person
Feb 1 - Feb 5
found 8 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
Hono Koa Vacation Club

Hono Koa Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,668, price is now $1,213 per person
$1,213
per person
Feb 10 - Feb 14
just found
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
Price was $1,644, price is now $1,204 per person
$1,204
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Kahana Villa

Kahana Villa

3 out of 5
Price was $1,831, price is now $1,341 per person
$1,341
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $3,260, price is now $2,401 per person
$2,401
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Napili Kai Beach Resort

Napili Kai Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,765, price is now $1,324 per person
$1,324
per person
Feb 1 - Feb 5
found 8 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
Price was $1,347, price is now $1,018 per person
$1,018
per person
Feb 1 - Feb 5
found 8 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)

5-night Kaanapali vacations

Price found within the past 48 hours. Click for updated prices.
Kaanapali Maui at the Eldorado by OUTRIGGER

Kaanapali Maui at the Eldorado by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,559, price is now $1,131 per person
$1,131
per person
Jan 26 - Jan 31
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $3,792, price is now $2,150 per person
$2,150
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
Save 100% on your flight
Price was $2,990, price is now $1,956 per person
$1,956
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,307, price is now $1,576 per person
$1,576
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
Kapalua Villas Maui

Kapalua Villas Maui

4 out of 5
Save 100% on your flight
Price was $2,281, price is now $1,561 per person
$1,561
per person
Feb 9 - Feb 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

3 out of 5
Price was $1,869, price is now $1,341 per person
$1,341
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Price was $1,772, price is now $1,289 per person
$1,289
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
Kahana Villa

Kahana Villa

3 out of 5
Save 100% on your flight
Price was $1,588, price is now $1,158 per person
$1,158
per person
Feb 7 - Feb 12
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
Price was $2,324, price is now $1,714 per person
$1,714
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Castle Kama'ole Sands

Castle Kama'ole Sands

3 out of 5
Price was $1,576, price is now $1,185 per person
$1,185
per person
Feb 1 - Feb 6
found 2 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
Royal Kahana Maui by OUTRIGGER

Royal Kahana Maui by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,538, price is now $1,162 per person
$1,162
per person
Feb 9 - Feb 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
Price was $1,497, price is now $1,146 per person
$1,146
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)

6-7 night Kaanapali vacations

Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $1,640, price is now $1,022 per person
$1,022
per person
Jan 21 - Jan 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Price was $2,491, price is now $1,237 per person
$1,237
per person
Jan 16 - Jan 23
found 6 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,934, price is now $1,094 per person
$1,094
per person
Jan 16 - Jan 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $4,353, price is now $2,798 per person
$2,798
per person
Jan 16 - Jan 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

3 out of 5
Save 100% on your flight
Price was $2,559, price is now $1,730 per person
$1,730
per person
Jan 17 - Jan 24
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
Castle Kama'ole Sands

Castle Kama'ole Sands

3 out of 5
Save 100% on your flight
Price was $1,865, price is now $1,306 per person
$1,306
per person
Jan 29 - Feb 5
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM

4.5 out of 5
Save 100% on your flight
Price was $3,086, price is now $2,163 per person
$2,163
per person
Jan 17 - Jan 24
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
Kaanapali Maui at the Eldorado by OUTRIGGER

Kaanapali Maui at the Eldorado by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,803, price is now $1,276 per person
$1,276
per person
Jan 16 - Jan 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Napili Kai Beach Resort

Napili Kai Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $3,999, price is now $2,860 per person
$2,860
per person
Jan 16 - Jan 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
Price was $2,663, price is now $1,914 per person
$1,914
per person
Jan 16 - Jan 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,763, price is now $1,270 per person
$1,270
per person
Jan 16 - Jan 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,741, price is now $1,985 per person
$1,985
per person
Jan 16 - Jan 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)

Flight deals to Kaanapali

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

Tue, Feb 17 - Thu, Feb 19
HNL
Oahu
OGG
Maui
$127 Roundtrip, found 4 days ago
$127
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Tue, Feb 17 from Oahu to Maui, returning Thu, Feb 19, priced at $127 found 4 days ago
Wed, Jan 21 - Fri, Jan 30
HNL
Oahu
MKK
Molokai
$158 Roundtrip, found 4 days ago
$158
Roundtrip
found 4 days ago
Select Southern Airways Express flight, departing Wed, Jan 21 from Oahu to Molokai, returning Fri, Jan 30, priced at $158 found 4 days ago
Sat, Jan 24 - Mon, Feb 9
YVR
Vancouver
OGG
Maui
$240 Roundtrip, found 4 days ago
$240
Roundtrip
found 4 days ago
Select Air Canada flight, departing Sat, Jan 24 from Vancouver to Maui, returning Mon, Feb 9, priced at $240 found 4 days ago

Top rated hotels for your Kaanapali vacation

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
1.19 mi from city center
$531 nightly
The price is $630 total per night
$630 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
When you stay at The Westin Maui Resort & Spa, Ka'anapali in Kaanapali, you'll be on the beach, just steps from Kaanapali Beach and 5 minutes by foot from Whalers Village.
Pool
Hot Tub
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
0.56 mi from city center
$229 nightly
The price is $270 total per night
$270 total
Dec 17 - Dec 18
Total with taxes and fees
With a stay at Royal Lahaina Resort & Bungalows in Kaanapali, you'll be on the beach, within a 15-minute walk of Kaanapali Beach and Black Rock.
Pool
Spa
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
2525 Kaanapali Parkway Lahaina HI
0.9 mi from city center
$355 nightly
The price is $422 total per night
$422 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
With a stay at OUTRIGGER Kaanapali Beach Resort in Kaanapali, you'll be on the beach, within a 10-minute walk of Kaanapali Beach and Black Rock.
Pool
Pet friendly
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.