Search Deals onKailua Vacation Packages
Kailua Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club
Price was $1,435, price is now $1,028 per person
$1,028
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip 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.
Maui Beach Vacation Club
Save 100% on your flight
Price was $2,048, price is now $1,267 per person
$1,267
per person
Oct 30 - Nov 4
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.
Hotel Wailea, Relais & Chateaux - Adults Only
Save 100% on your flight
Price was $2,386, price is now $1,499 per person
$1,499
per person
Oct 30 - Nov 3
just found
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.
Lahaina Shores Beach Resort By Castle
Price was $2,171, price is now $1,442 per person
$1,442
per person
Oct 6 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach apartment in Lahaina. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Fairmont Kea Lani Maui
Save 100% on your flight
Price was $3,681, price is now $2,570 per person
$2,570
per person
Oct 30 - Nov 4
found 1 day 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.
Maui Kamaole - Maui Condo & Home
Save 100% on your flight
Price was $2,085, price is now $1,511 per person
$1,511
per person
Sep 30 - Oct 8
found 8 hours 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.
Maui Sunset - Maui Condo & Home
Save 100% on your flight
Price was $1,778, price is now $1,314 per person
$1,314
per person
Sep 30 - Oct 8
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this beach condo 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 Waipuilani Park are located nearby.
This property is classic Kihei Maui. It has incredible amenities, lots of stuff to do with the family. It’s also in the heart of Hay allowing you to get all sorts of things quite easily.
Reviewed on Jun 22, 2026
Palms at Wailea Maui
Price was $2,613, price is now $1,988 per person
$1,988
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
We had an amazing time. We were close to the shops and beaches. The kids loved the pool and we had a beautiful view of the ocean. We would definitely stay there again.
Reviewed on Aug 12, 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
$133 Roundtrip, just found
$133
Roundtrip
just found
Mon, Oct 5 - Thu, Oct 8
SFO
San Francisco Intl.
OGG
Kahului
$274 Roundtrip, found 16 hours ago
$274
Roundtrip
found 16 hours ago
Thu, Aug 27 - Sat, Aug 29
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$282 Roundtrip, found 2 hours ago
$282
Roundtrip
found 2 hours ago
Thu, Oct 29 - Wed, Nov 18
LAX
Los Angeles Intl.
OGG
Kahului
$329 Roundtrip, found 18 hours ago
$329
Roundtrip
found 18 hours ago
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