Book Exclusive Wailea Vacation Packages

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Wailea flight + hotel packages

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
Price was CA $8,499, price is now CA $6,321 per person
per person
Sep 5 - Sep 12
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
Stay at this 5-star luxury resort in Lahaina. Enjoy free WiFi, 3 outdoor pools, and 6 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Napili Bay and Whalers Village are located nearby. Discover genuine guest reviews for The Ritz-Carlton Maui, Kapalua along with the latest prices and availability – book now.
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
Wailea
Save 100% on your flightPrice was CA $3,145, price is now CA $2,406 per person
per person
Aug 7 - Aug 10
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
Stay at this 4.5-star luxury resort in Kihei. Enjoy free WiFi, 4 outdoor pools, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby. Discover genuine guest reviews for Wailea Beach Resort - Marriott, Maui, in Wailea neighborhood, along with the latest prices and availability – book now.
Ho'olei at Grand Wailea

Ho'olei at Grand Wailea

5 out of 5
Wailea
Save 100% on your flightPrice was CA $18,039, price is now CA $14,037 per person
per person
Sep 12 - Sep 19
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby. Discover genuine guest reviews for Ho'olei at Grand Wailea, in Wailea neighborhood, along with the latest prices and availability – book now.
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
Wailea
Save 100% on your flightPrice was CA $7,016, price is now CA $5,525 per person
per person
Sep 12 - Sep 19
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby. Discover genuine guest reviews for Grand Wailea Maui, A Waldorf Astoria Resort, in Wailea neighborhood, along with the latest prices and availability – book now.
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
Price was CA $3,480, price is now CA $2,873 per person
per person
Sep 12 - Sep 19
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
Stay at this 3-star beach aparthotel in Lahaina. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Whalers Village and Kaanapali Beach are located nearby. Discover genuine guest reviews for Aston Maui Kaanapali Villas along with the latest prices and availability – book now.

Top Wailea hotels deals

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr, Kihei, HI, 96753
The price is CA $1,286 per night
Stay at this 4.5-star luxury resort in Kihei. Enjoy free WiFi, 4 outdoor pools, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby. Discover genuine guest reviews for Wailea Beach Resort - Marriott, Maui, in Wailea neighborhood, along with the latest prices and availability – book now.
Pool
Free WiFi
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive, Kihei, HI, 96753
The price is CA $1,656 per night
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby. Discover genuine guest reviews for Four Seasons Resort Maui at Wailea, in Wailea neighborhood, along with the latest prices and availability – book now.
Pool
Free WiFi
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive, Kihei, HI, 96753
Free cancellation
Reserve now, pay when you stay
The price is CA $1,821 per night
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby. Discover genuine guest reviews for Grand Wailea Maui, A Waldorf Astoria Resort, in Wailea neighborhood, along with the latest prices and availability – book now.
Pool
Free WiFi
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
3550 Wailea Alanui Dr, Kihei, HI, 96753
The price is CA $1,310 per night
Stay at this 4.5-star luxury resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and 4 restaurants. Our guests praise the pool and the WiFi in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby. Discover genuine guest reviews for Andaz Maui at Wailea Resort - a concept by Hyatt, in Wailea neighborhood, along with the latest prices and availability – book now.
Pool
Free WiFi
Residence Inn by Marriott Maui Wailea

Residence Inn by Marriott Maui Wailea

3.5 out of 5
75 Wailea Ike, Kihei, HI, 96753
Free cancellation
Reserve now, pay when you stay
The price is CA $823 per night
Stay at this 3.5-star business-friendly hotel in Kihei. Enjoy free breakfast, free WiFi, and a free beach shuttle. Our guests praise the helpful staff and the comfy beds in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby. Discover genuine guest reviews for Residence Inn by Marriott Maui Wailea, in Wailea neighborhood, along with the latest prices and availability – book now.
Pool
Free WiFi
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

3.5 out of 5
88 WAILEA IKE PLACE, Kihei, HI, 96753
Free cancellation
Reserve now, pay when you stay
The price is CA $926 per night
Stay at this 3.5-star business-friendly hotel in Kihei. Enjoy free WiFi, an outdoor pool, and a restaurant. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby. Discover genuine guest reviews for AC Hotel by Marriott Maui Wailea, in Wailea neighborhood, along with the latest prices and availability – book now.
Pool
Free WiFi
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.