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Kaupakulua Vacation Packages

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Kaupakulua Flight + Hotel Packages

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

Kauhale Makai - Maui Condo & Home

2.5 out of 5
Save 100% on your flight
Price was $1,853, price is now $1,370 per person
$1,370
per person
Jun 11 - Jun 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach condo in Kihei. Enjoy free WiFi, a beach locale, and a sauna. Popular attractions Wailea Beach and Waipuilani Park are located nearby.
Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Save 100% on your flight
Price was $3,234, price is now $1,994 per person
$1,994
per person
May 26 - Jun 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Save 100% on your flight
Price was $3,508, price is now $2,321 per person
$2,321
per person
Jun 11 - Jun 16
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Price was $4,814, price is now $3,474 per person
$3,474
per person
Jul 19 - Jul 25
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
Kihei Surfside - Maui Condo & Home

Kihei Surfside - Maui Condo & Home

2.5 out of 5
Save 100% on your flight
Price was $2,151, price is now $1,558 per person
$1,558
per person
Jul 6 - Jul 13
found 19 hours ago
Roundtrip flight included
San Francisco (SFO) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Wailea Beach and Keawakapu Beach North are located nearby.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Save 100% on your flight
Price was $4,594, price is now $3,410 per person
$3,410
per person
Jun 11 - Jun 16
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
Wailea Grand Champions - Maui Condo & Home

Wailea Grand Champions - Maui Condo & Home

3 out of 5
Save 100% on your flight
Price was $2,596, price is now $1,933 per person
$1,933
per person
Jun 13 - Jun 20
found 18 hours ago
Roundtrip flight included
San Francisco (SFO) to Kahului (OGG)
Book a stay at this golf condo in Kihei. Enjoy free WiFi, 5 outdoor tennis courts, and cable TV channels. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
Maui Banyan - Maui Condo & Home

Maui Banyan - Maui Condo & Home

3 out of 5
Save 100% on your flight
Price was $1,954, price is now $1,468 per person
$1,468
per person
Jun 11 - Jun 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, 2 outdoor pools, and a picnic area. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.

Kaupakulua Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Aston Maui Hill

Aston Maui Hill

3 out of 5
South Kihei
Price was $1,356, price is now $1,072 per person
$1,072
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Price was $2,206, price is now $1,494 per person
$1,494
per person
May 29 - Jun 2
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
Wailea
Save 100% on your flight
Price was $2,950, price is now $2,152 per person
$2,152
per person
Jul 8 - Jul 12
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
Wailea
Save 100% on your flight
Price was $3,535, price is now $2,916 per person
$2,916
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)

Kaupakulua Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Wailea Grand Champions - Maui Condo & Home

Wailea Grand Champions - Maui Condo & Home

3 out of 5
Wailea
Save 100% on your flight
Price was $2,605, price is now $1,871 per person
$1,871
per person
Jul 15 - Jul 22
just found
Roundtrip non-stop flight included
San Francisco (SFO) to Kahului (OGG)
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was $4,237, price is now $2,535 per person
$2,535
per person
Jul 14 - Jul 21
found 16 hours ago
Roundtrip flight included
San Francisco (SFO) to Kahului (OGG)
Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Save 100% on your flight
Price was $3,234, price is now $1,994 per person
$1,994
per person
May 26 - Jun 2
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Wailea
Price was $4,814, price is now $3,474 per person
$3,474
per person
Jul 19 - Jul 25
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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, May 20 - Tue, Jun 2
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$138 Roundtrip, just found
$138
Roundtrip
just found
Select Alaska Airlines flight, departing Wed, May 20 from Daniel K. Inouye Intl. to Kahului, returning Tue, Jun 2, priced at $138 just found
Southern Airways Express
Sat, Jul 18 - Tue, Aug 4
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$149 Roundtrip, found 12 hours ago
$149
Roundtrip
found 12 hours ago
Select Southern Airways Express flight, departing Sat, Jul 18 from Daniel K. Inouye Intl. to West Maui, returning Tue, Aug 4, priced at $149 found 12 hours ago
Bargain Flight
Tue, May 19 - Wed, May 27
PDX
Portland Intl.
OGG
Kahului
$317 Roundtrip, found 12 hours ago
$317
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Tue, May 19 from Portland Intl. to Kahului, returning Wed, May 27, priced at $317 found 12 hours ago
Bargain Flight
Tue, May 5 - Tue, May 19
LAX
Los Angeles Intl.
OGG
Kahului
$338 Roundtrip, found 8 hours ago
$338
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Tue, May 5 from Los Angeles Intl. to Kahului, returning Tue, May 19, priced at $338 found 8 hours ago