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Kailua Vacation Packages

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Aerial view of Lanikai Beach with houses along coastline

Kailua
Haiku
Hawaii
United States of America
North America
Hotwire.com

Kailua Flight + Hotel Packages

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

Maui Beach Vacation Club

2.5 out of 5

Price was $1,619, price is now $1,130 per person

$1,130

per person

Aug 9 - Aug 14

found 1 day ago

Roundtrip flight included

Dallas (DAL) 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

5 out of 5

Save 100% on your flight

Price was $3,442, price is now $2,083 per person

$2,083

per person

Aug 31 - Sep 5

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

Palms at Wailea Maui

3.5 out of 5

Save 100% on your flight

Price was $3,337, price is now $2,058 per person

$2,058

per person

Jul 24 - Aug 1

found 1 day ago

Roundtrip flight included

Oakland (OAK) 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.

Maui Banyan Vacation Club

3 out of 5

Price was $1,987, price is now $1,341 per person

$1,341

per person

Aug 9 - Aug 14

found 1 day ago

Roundtrip flight included

Dallas (DAL) 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.

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5

Save 100% on your flight

Price was $3,903, price is now $2,677 per person

$2,677

per person

Aug 13 - Aug 19

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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 Shops at Wailea are located nearby.

Wailea Beach Resort - Marriott, Maui

4.5 out of 5

Save 100% on your flight

Price was $3,186, price is now $2,311 per person

$2,311

per person

Aug 9 - Aug 14

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Kahului (OGG)

Book a stay at this luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby.

Hana-Maui Resort, a Destination by Hyatt Residence

4 out of 5

Price was $2,329, price is now $1,710 per person

$1,710

per person

Aug 9 - Aug 14

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Kahului (OGG)

Book a stay at this spa resort in Hana. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Hana Coast Gallery and Hana Cultural Center are located nearby.

Royal Lahaina Bungalows & Spa

5 out of 5

Price was $2,028, price is now $1,494 per person

$1,494

per person

Aug 28 - Sep 2

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.