Cheap Vacations in Kaanapali

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Kaanapali vacations

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Ka'anapali Beach, Maui

Hyatt Vacation Club at Ka'anapali Beach, Maui

3.5 out of 5
Price was $2,311, price is now $1,857 per person
$1,857
per person
May 18 - May 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)

3-night Kaanapali vacations

Price found within the past 48 hours. Click for updated prices.
Wonderful South Maui Beach Condos

Wonderful South Maui Beach Condos

3.5 out of 5
Price was $895, price is now $764 per person
$764
per person
May 29 - Jun 1
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
Price was $2,308, price is now $1,686 per person
$1,686
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Save 100% on your flight
Price was $2,004, price is now $1,475 per person
$1,475
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Kahului (OGG)
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Price was $2,955, price is now $2,330 per person
$2,330
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Save 100% on your flight
Price was $2,194, price is now $1,761 per person
$1,761
per person
May 27 - May 30
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
Price was $2,311, price is now $1,857 per person
$1,857
per person
May 18 - May 21
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
Price was $1,313, price is now $1,113 per person
$1,113
per person
May 28 - May 31
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
Price was $1,921, price is now $1,674 per person
$1,674
per person
May 27 - May 30
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Kohea Kai Hotel Maui

Kohea Kai Hotel Maui

3 out of 5
Price was $1,210, price is now $1,055 per person
$1,055
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Maui Schooner Resort

Maui Schooner Resort

3.5 out of 5
Price was $885, price is now $773 per person
$773
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Kahului (OGG)
Wailea Beach Villas

Wailea Beach Villas

4.5 out of 5
Price was $3,601, price is now $3,151 per person
$3,151
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
Price was $1,690, price is now $1,481 per person
$1,481
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to Kahului (OGG)

4-night Kaanapali vacations

Price found within the past 48 hours. Click for updated prices.
Maui What A Wonderful B&B Pineapple Ste

Maui What A Wonderful B&B Pineapple Ste

3 out of 5
Price was $997, price is now $823 per person
$823
per person
May 21 - May 25
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 $3,006, price is now $2,205 per person
$2,205
per person
May 16 - May 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Save 100% on your flight
Price was $3,353, price is now $2,591 per person
$2,591
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Kapalua Villas Maui

Kapalua Villas Maui

4 out of 5
Price was $1,652, price is now $1,285 per person
$1,285
per person
May 16 - May 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Save 100% on your flight
Price was $3,340, price is now $2,655 per person
$2,655
per person
Jun 6 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kahului (OGG)
Modern & Central Oceanview Vistas

Modern & Central Oceanview Vistas

3.5 out of 5
Price was $1,254, price is now $1,004 per person
$1,004
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Grand Champions

Grand Champions

2.5 out of 5
Price was $1,839, price is now $1,484 per person
$1,484
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas

5 out of 5
Price was $1,930, price is now $1,569 per person
$1,569
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Upscale and Elegant Vistas

Upscale and Elegant Vistas

4 out of 5
Price was $1,866, price is now $1,525 per person
$1,525
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Luxurious & Spacious Ocean Vistas

Luxurious & Spacious Ocean Vistas

4 out of 5
Price was $1,882, price is now $1,546 per person
$1,546
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Price was $3,811, price is now $3,148 per person
$3,148
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
Price was $1,770, price is now $1,465 per person
$1,465
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)

5-night Kaanapali vacations

Price found within the past 48 hours. Click for updated prices.
Mango Suite

Mango Suite

3 out of 5
Price was $1,363, price is now $1,045 per person
$1,045
per person
Jun 2 - Jun 7
found 24 hours ago
Roundtrip flight included
Seattle (SEA) to Kahului (OGG)
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
Price was $2,387, price is now $1,223 per person
$1,223
per person
May 28 - Jun 2
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Save 100% on your flight
Price was $2,102, price is now $1,446 per person
$1,446
per person
May 15 - May 20
found 2 hours 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 $3,427, price is now $2,382 per person
$2,382
per person
May 17 - May 22
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kahului (OGG)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Save 100% on your flight
Price was $4,387, price is now $3,113 per person
$3,113
per person
May 20 - May 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Save 100% on your flight
Price was $4,358, price is now $3,214 per person
$3,214
per person
May 20 - May 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Kapalua Villas Maui

Kapalua Villas Maui

4 out of 5
Price was $2,016, price is now $1,532 per person
$1,532
per person
May 23 - May 28
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
Price was $1,675, price is now $1,273 per person
$1,273
per person
May 28 - Jun 2
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Save 100% on your flight
Price was $3,242, price is now $2,545 per person
$2,545
per person
May 20 - May 25
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
Price was $1,618, price is now $1,283 per person
$1,283
per person
May 28 - Jun 2
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Grand Champions

Grand Champions

2.5 out of 5
Save 100% on your flight
Price was $2,501, price is now $1,988 per person
$1,988
per person
Jun 2 - Jun 7
found 22 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Luxurious Wailea Ocean Vistas

Luxurious Wailea Ocean Vistas

4.5 out of 5
Save 100% on your flight
Price was $2,161, price is now $1,751 per person
$1,751
per person
May 15 - May 20
found 4 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)

6-7 night Kaanapali vacations

Price found within the past 48 hours. Click for updated prices.
Kihei Surfside - Maui Condo & Home

Kihei Surfside - Maui Condo & Home

2.5 out of 5
Save 100% on your flight
Price was $1,738, price is now $1,229 per person
$1,229
per person
May 20 - May 26
found 21 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Hip Hawaiian Seaside Vistas

Hip Hawaiian Seaside Vistas

3 out of 5
Save 100% on your flight
Price was $2,339, price is now $1,875 per person
$1,875
per person
Jun 1 - Jun 7
found 1 hour ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kahului (OGG)
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Save 100% on your flight
Price was $5,224, price is now $3,599 per person
$3,599
per person
Jun 2 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Price was $6,053, price is now $4,301 per person
$4,301
per person
May 22 - May 29
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
Price was $2,025, price is now $1,449 per person
$1,449
per person
Jun 2 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Save 100% on your flight
Price was $3,926, price is now $2,822 per person
$2,822
per person
May 19 - May 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Price was $3,144, price is now $2,286 per person
$2,286
per person
May 17 - May 23
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Maui Seaside Hotel

Maui Seaside Hotel

3 out of 5
Price was $1,881, price is now $1,388 per person
$1,388
per person
Jun 2 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Kapalua Villas Maui

Kapalua Villas Maui

4 out of 5
Price was $2,682, price is now $1,999 per person
$1,999
per person
May 23 - May 30
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
Price was $2,581, price is now $1,950 per person
$1,950
per person
May 22 - May 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Hyatt Vacation Club at Ka'anapali Beach, Maui

Hyatt Vacation Club at Ka'anapali Beach, Maui

3.5 out of 5
Price was $5,909, price is now $4,476 per person
$4,476
per person
May 16 - May 23
found 19 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Price was $1,947, price is now $1,482 per person
$1,482
per person
Jun 2 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)

Flight deals to Kaanapali

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

Tue, May 19 - Wed, May 20
HNL
Oahu
OGG
Maui
$95 Roundtrip, found 6 hours ago
$95
Roundtrip
found 6 hours ago
Select Alaska Airlines flight, departing Tue, May 19 from Oahu to Maui, returning Wed, May 20, priced at $95 found 6 hours ago
Wed, Apr 29 - Thu, Apr 30
HNL
Oahu
LNY
Lanai
$193 Roundtrip, found 13 hours ago
$193
Roundtrip
found 13 hours ago
Select Southern Airways Express flight, departing Wed, Apr 29 from Oahu to Lanai, returning Thu, Apr 30, priced at $193 found 13 hours ago
Thu, Apr 16 - Fri, Apr 17
HNL
Oahu
JHM
Kapalua
$223 Roundtrip, found 2 hours ago
$223
Roundtrip
found 2 hours ago
Select Southern Airways Express flight, departing Thu, Apr 16 from Oahu to Kapalua, returning Fri, Apr 17, priced at $223 found 2 hours ago

Top rated hotels for your Kaanapali vacation

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr Lahaina HI
Free Cancellation
Reserve now, pay when you stay
0.56 mi from city center
$301 nightly
The price is $358 total per night
$358 total
May 1 - May 2
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
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Free Cancellation
Reserve now, pay when you stay
1.19 mi from city center
$696 nightly
The price is $826 total per night
$826 total
Apr 22 - Apr 23
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 Whalers Village.
Hyatt Regency Maui Resort & Spa

Hyatt Regency Maui Resort & Spa

4 out of 5
200 Nohea Kai Dr Lahaina HI
Free Cancellation
Reserve now, pay when you stay
1.32 mi from city center
$538 nightly
The price is $639 total per night
$639 total
Apr 25 - Apr 26
Total with taxes and fees
With a stay at Hyatt Regency Maui Resort & Spa in Kaanapali, you'll be on the beach, a 4-minute walk from Kaanapali Beach and 7 minutes by foot from Whalers Village.
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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 Picks

^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.