Search Deals onKailua Vacation Packages
Kailua Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Gods Peace Of Maui
Price was $1,340, price is now $1,011 per person
$1,011
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this B&B in Makawao. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Haliʻimaile Farmer's Market and Hui Noʻeau Visual Arts Center are located nearby.

Maui Beach Vacation Club
Save 100% on your flight
Price was $2,867, price is now $1,709 per person
$1,709
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

Maui Banyan Vacation Club
Save 100% on your flight
Price was $1,902, price is now $1,238 per person
$1,238
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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
Save 100% on your flight
Price was $4,042, price is now $2,651 per person
$2,651
per person
Oct 25 - Oct 30
found 15 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.

Hotel Wailea, Relais & Chateaux - Adults Only
Price was $2,767, price is now $1,910 per person
$1,910
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.
Everything was excellent, form the location to the incredible food!
Reviewed on Sep 22, 2026

Kihei Bay Vista - Maui Condo & Home
Price was $1,392, price is now $1,038 per person
$1,038
per person
Dec 2 - Dec 8
found 16 hours ago
Roundtrip non-stop 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 picnic area. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Kalepolepo Beach Park are located nearby.
It was clean. But we wish the air conditioning works better for us.
Reviewed on Aug 25, 2026

Palms at Wailea Maui
Save 100% on your flight
Price was $2,032, price is now $1,526 per person
$1,526
per person
Dec 8 - Dec 13
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.
Great stay!
Reviewed on Sep 19, 2026

Castle Kama'ole Sands
Price was $1,455, price is now $1,107 per person
$1,107
per person
Dec 2 - Dec 8
found 16 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pickleball courts. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby.
We had everything we needed.
Reviewed on Sep 1, 2026
Kailua Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Kailua 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
$135 Roundtrip, found 8 hours ago
$135
Roundtrip
found 8 hours ago

Sat, Sep 26 - Thu, Oct 8
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$242 Roundtrip, found 6 days ago
$242
Roundtrip
found 6 days ago

Tue, Oct 27 - Fri, Nov 13
SFO
San Francisco Intl.
OGG
Kahului
$287 Roundtrip, found 7 hours ago
$287
Roundtrip
found 7 hours ago

Wed, Oct 21 - Tue, Nov 3
OAK
Oakland Intl.
OGG
Kahului
$295 Roundtrip, found 3 days ago
$295
Roundtrip
found 3 days ago
Discover Other Travel Deals
- Haleakala National Park Vacations
- Kamaole Beach Park Vacations
- Waianapanapa State Park Vacations
- Hana Maui Botanical Gardens Vacations
- Haleakala Crater Vacations
- Maui Garden Of Eden - Botanical Gardens & Arboretum Vacations
- Kanaha Beach Park Vacations
- Kihei Regional Park Vacations
- Maui Nui Golf Club Vacations
- Kuau Bay Beach Vacations
- Hoʻokipa Beach Park 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


