Kaupo Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Kaupo Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Maui Beach Vacation Club
North Kihei
Save 100% on your flight
Price was $1,079, price is now $691 per person
$691
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. 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.
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was $3,055, price is now $1,912 per person
$1,912
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) 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.
Maui Banyan Vacation Club
South Kihei
Save 100% on your flight
Price was $1,340, price is now $852 per person
$852
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) 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.
Fairmont Kea Lani Maui
Wailea
Save 100% on your flight
Price was $2,539, price is now $1,838 per person
$1,838
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
San Diego (SAN) 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.
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was $4,674, price is now $3,403 per person
$3,403
per person
Aug 27 - Sep 4
found 21 hours ago
Roundtrip flight included
San Diego (SAN) 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 Grand Wailea are located nearby.
Mana Kai Maui- Official Onsite Rental
South Kihei
Price was $2,410, price is now $1,769 per person
$1,769
per person
Jul 26 - Jul 30
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Sep 29 - Wed, Sep 30
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$133 Roundtrip, just found
$133
Roundtrip
just found
Tue, Sep 29 - Wed, Sep 30
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$133 Roundtrip, just found
$133
Roundtrip
just found
Tue, Sep 29 - Wed, Sep 30
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$221 Roundtrip, just found
$221
Roundtrip
just found
Thu, Aug 27 - Wed, Sep 2
LAX
Los Angeles Intl.
OGG
Kahului
$297 Roundtrip, found 2 days ago
$297
Roundtrip
found 2 days ago
Thu, Aug 27 - Wed, Sep 2
LAX
Los Angeles Intl.
OGG
Kahului
$297 Roundtrip, found 2 days ago
$297
Roundtrip
found 2 days ago