Search Deals onPaia Vacation Packages
Paia Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Maui Beach Vacation Club
Price was $1,849, price is now $1,305 per person
$1,305
per person
Dec 3 - Dec 10
found 1 day 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.
Hotel Wailea Maui
Price was $8,449, price is now $5,199 per person
$5,199
per person
Nov 20 - Nov 27
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
Maui Banyan - Maui Condo & Home
Price was $2,822, price is now $2,067 per person
$2,067
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Maui Kamaole - Maui Condo & Home
Save 100% on your flight
Price was $3,370, price is now $2,479 per person
$2,479
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, 2 outdoor pools, and a garden. Popular attractions Wailea Beach and Kihei Boat Ramp are located nearby.
The Kalama Residence
Price was $6,033, price is now $4,463 per person
$4,463
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach apartment in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Cove Park are located nearby.
The property was clean and nice. It did need some maintenance, but it was in good condition for its age. We liked how it was stocked to make our stay more comfortable.
Reviewed on Jan 4, 2026
Maui Schooner Resort
Price was $2,075, price is now $1,565 per person
$1,565
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Waipuilani Park are located nearby.
the unit was clean and the staff were polite
Reviewed on Oct 12, 2026
Royal Lahaina Bungalows & Spa
Price was $3,425, price is now $2,621 per person
$2,621
per person
Nov 20 - Nov 27
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this luxury aparthotel in Lahaina. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Fairmont Kea Lani Maui
Price was $3,964, price is now $3,057 per person
$3,057
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
$1440 for one night, way over priced. I will never come back.
Reviewed on Oct 12, 2026
Paia Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Paia Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Nov 5 - Thu, Nov 5
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$133 Roundtrip, found 2 hours ago
$133
Roundtrip
found 2 hours ago
Tue, Jan 5 - Tue, Jan 12
SFO
San Francisco Intl.
OGG
Kahului
$312 Roundtrip, found 5 hours ago
$312
Roundtrip
found 5 hours ago
Tue, Nov 10 - Tue, Nov 10
OAK
Oakland Intl.
OGG
Kahului
$314 Roundtrip, found 1 day ago
$314
Roundtrip
found 1 day ago
Tue, Dec 8 - Wed, Dec 9
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$345 Roundtrip, found 1 day ago
$345
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Kuau Bay Beach Vacations
- Hoʻokipa Beach Park Vacations
- Mantokuji Soto Zen Temple of Maui Vacations
- Lower Paia Park Vacations
- One Love Farmers Market Vacations
- H.A. Baldwin Beach State Park Vacations
- Kaanapali Beach Vacations
- Wailea Beach Vacations
- Whalers Village Vacations
- Haleakala National Park Vacations
- Napili Bay Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
