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Kailua Vacation Packages

Build your package with 2 more options

Kailua Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
Save 100% on your flight
Price was $2,091, price is now $1,372 per person
$1,372
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Price was $3,061, price is now $1,723 per person
$1,723
per person
May 24 - May 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach condo in Kahana. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Sands of Kahana

Sands of Kahana

3 out of 5
Price was $2,658, price is now $1,600 per person
$1,600
per person
May 24 - May 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach aparthotel in Kahana. Enjoy free parking, a beach locale, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $2,834, price is now $1,732 per person
$1,732
per person
May 29 - Jun 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this luxury condo in Kaanapali. Enjoy free valet parking, 4 outdoor pools, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Price was $2,955, price is now $1,901 per person
$1,901
per person
May 24 - May 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach condo in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Kahana Villa

Kahana Villa

3 out of 5
Price was $2,120, price is now $1,383 per person
$1,383
per person
May 24 - May 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this condo in Kahana. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Price was $2,639, price is now $1,749 per person
$1,749
per person
May 24 - May 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Price was $2,074, price is now $1,379 per person
$1,379
per person
May 24 - May 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this golf condo in Napili. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.

Kailua Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Palms at Wailea Maui

Palms at Wailea Maui

3.5 out of 5
Wailea
Price was $1,843, price is now $1,349 per person
$1,349
per person
May 4 - May 8
found 2 days ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Save 100% on your flight
Price was $2,091, price is now $1,372 per person
$1,372
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4.5 out of 5
Price was $2,835, price is now $2,020 per person
$2,020
per person
Jun 10 - Jun 13
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
Save 100% on your flight
Price was $2,543, price is now $1,823 per person
$1,823
per person
May 25 - May 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)

Kailua Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $1,928, price is now $1,134 per person
$1,134
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Price was $3,061, price is now $1,723 per person
$1,723
per person
May 24 - May 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $2,834, price is now $1,732 per person
$1,732
per person
May 29 - Jun 4
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
Save 100% on your flight
Price was $2,550, price is now $1,584 per person
$1,584
per person
May 19 - May 25
just found
Roundtrip non-stop flight included
Sacramento (SMF) to Kahului (OGG)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Alaska Airlines
Tue, Apr 7 - Tue, Apr 14
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$132 Roundtrip, just found
$132
Roundtrip
just found
Select Alaska Airlines flight, departing Tue, Apr 7 from Daniel K. Inouye Intl. to Kahului, returning Tue, Apr 14, priced at $132 just found
Southern Airways Express
Mon, Apr 13 - Wed, Apr 15
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$133 Roundtrip, found 5 days ago
$133
Roundtrip
found 5 days ago
Select Southern Airways Express flight, departing Mon, Apr 13 from Daniel K. Inouye Intl. to West Maui, returning Wed, Apr 15, priced at $133 found 5 days ago
American Airlines
Tue, May 5 - Tue, May 5
LAX
Los Angeles Intl.
OGG
Kahului
$231 Roundtrip, just found
$231
Roundtrip
just found
Select American Airlines flight, departing Tue, May 5 from Los Angeles Intl. to Kahului, returning Tue, May 5, priced at $231 just found
Alaska Airlines
Wed, Apr 29 - Wed, Apr 29
OAK
Oakland Intl.
OGG
Kahului
$251 Roundtrip, found 13 hours ago
$251
Roundtrip
found 13 hours ago
Select Alaska Airlines flight, departing Wed, Apr 29 from Oakland Intl. to Kahului, returning Wed, Apr 29, priced at $251 found 13 hours ago