Book Exclusive Wailea Vacation Packages

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Wailea flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
Jul. 1 - Jul. 6
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
Book a stay at this beach aparthotel in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3 out of 5
Save 100% on your flight
per person
Jul. 1 - Jul. 6
Roundtrip non-stop flight included
Edmonton (YEG) 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 restaurant and the helpful staff in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Aston Maui Hill

Aston Maui Hill

3 out of 5
Save 100% on your flight
per person
Jun. 22 - Jun. 29
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
Stay at this aparthotel in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Aston at Papakea Resort

Aston at Papakea Resort

3 out of 5
Save 100% on your flight
per person
Jul. 1 - Jul. 6
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
Book a stay at this beach aparthotel in Kaanapali. Enjoy free parking, a garden, and dry cleaning or laundry services. Popular attractions Kaanapali Beach and Black Rock are located nearby.
Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach

4 out of 5
Save 100% on your flight
per person
Jul. 1 - Jul. 6
Roundtrip non-stop flight included
Edmonton (YEG) to Kahului (OGG)
Book a stay at this beach condo in Kaanapali. Enjoy free parking, a beach locale, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.

Top Wailea hotels deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive, Kihei, HI
The price is CA $975 per night
CA $975
per night
May 24 - May 25
Book a stay at this beach resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Hot tub
Pet-friendly
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is CA $1,407 per night
CA $1,407
per night
May 18 - May 19
Book a stay at this beach resort in Kihei. Enjoy 3 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 Kamaole Beach Park are located nearby.
Hot tub
Pet-friendly
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr, Kihei, HI
The price is CA $1,024 per night
CA $1,024
per night
May 27 - May 28
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 Kamaole Beach Park are located nearby.
Hot tub
Spa
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
The price is CA $1,361 per night
CA $1,361
per night
May 18 - May 19
Book a stay at this beach resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
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
The price is CA $1,143 per night
CA $1,143
per night
May 14 - May 15
Book a stay at this beach resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Hot tub
Pet-friendly
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
555 Kaukahi Street, Kihei, HI
The price is CA $1,229 per night
CA $1,229
per night
May 11 - May 12
Stay at this 5-star luxury resort in Kihei. Enjoy a full-service spa, 3 restaurants, and breakfast (surcharge). Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
Spa
Pool
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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.

Popular places to visit

Image for Wailea Beach

Wailea Beach

4.5/5(295 reviews)

Nothing says vacation like spending a lazy day at Wailea Beach, a popular beach in Kihei. Wander the seaside or discover the beautiful sunsets in this romantic area.

Wailea Beach
Image for Makena State Park Beach

Makena State Park Beach

4.5/5(105 reviews)

Explore the great outdoors at Makena State Park Beach, a lovely green space in Makena. Wander the beautiful beaches and seaside in this romantic area.

Makena State Park Beach
Image for Maluaka Beach

Maluaka Beach

4/5(25 reviews)

If a restful vacation is part of your travel plans, Maluaka Beach might be the perfect place to seek out during your trip to Makena. Discover the beautiful sunsets in this relaxing area, or enjoy its snorkeling spots.

Maluaka Beach