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Wailea 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
North Kihei
Save 100% on your flight
Price was CA $2,818, price is now CA $1,763 per person
CA $1,763
per person
Dec 15 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) 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.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Save 100% on your flight
Price was CA $2,870, price is now CA $1,781 per person
CA $1,781
per person
Dec 15 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) 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.
Hotel Wailea Maui

Hotel Wailea Maui

5 out of 5
Wailea
Save 100% on your flight
Price was CA $5,580, price is now CA $3,532 per person
CA $3,532
per person
Dec 10 - Dec 15
found 3 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
Lumeria Maui Educational Retreat Center

Lumeria Maui Educational Retreat Center

3.5 out of 5
Save 100% on your flight
Price was CA $4,408, price is now CA $3,176 per person
CA $3,176
per person
Dec 16 - Dec 23
found 15 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to Kahului (OGG)
Book a stay at this boutique hotel in Makawao. Enjoy free breakfast, onsite spa services, and a garden. Popular attractions Haliʻimaile Farmer's Market and Maui Gold Pineapple Farm are located nearby.
Maui Kamaole - Maui Condo & Home

Maui Kamaole - Maui Condo & Home

3 out of 5
South Kihei
Save 100% on your flight
Price was CA $3,414, price is now CA $2,472 per person
CA $2,472
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Vancouver (YVR) 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.

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 $1,037 per night
CA $1,037
CA $1,323 total
Oct 29 - Oct 30
includes taxes & fees
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 Grand Wailea are located nearby.
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

5 out of 5
3700 Wailea Alanui Dr Kihei HI
The price is CA $853 per night
CA $853
CA $1,111 total
Oct 25 - Oct 26
includes taxes & fees
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.
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 $1,167 per night
CA $1,167
CA $1,477 total
Oct 2 - Oct 3
includes taxes & fees
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Polo Beach are located nearby.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is CA $1,554 per night
CA $1,554
CA $1,944 total
Oct 28 - Oct 29
includes taxes & fees
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.
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 $1,059 per night
CA $1,059
CA $1,341 total
Oct 28 - Oct 29
includes taxes & fees
Book a stay at this luxury 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 Ulua Beach Park are located nearby.
Pool
Hot tub
AC Hotel by Marriott Maui Wailea

AC Hotel by Marriott Maui Wailea

4 out of 5
88 WAILEA IKE PLACE Kihei HI
Free cancellation
Reserve now, pay when you stay
The price is CA $635 per night
CA $635
CA $796 total
Oct 5 - Oct 6
includes taxes & fees
Stay at this hotel in Kihei. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
Pool
Pet-friendly
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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.

Stay near popular Wailea attractions

A beach with palm trees, a row of beach umbrellas, and a green boat on the grass.

Wailea Beach

9.4/10 (4,138 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.
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Frequently asked questions

How much are vacation packages to Wailea?
Vacation packages, which include flights and hotels in Wailea, start from just CA $1,763. Make your travel fantasies come to life and secure your vacation with Travelocity today.
How long should my Wailea vacation be?
If you're looking for some guidance, most visitors spend roughly 6 nights vacationing in Wailea. But to discover the true essence of this place, stay a few extra days. You'll be able to tick off more attractions and really soak up the local vibe.
Where can I get the best vacation package deals for Wailea?
No matter your style, Travelocity can help you score an unbeatable Wailea package deal. The only thing you have to do is select a combination from our 400 air carriers and 1,000,000 worldwide properties.
Why should I book my Wailea vacation package via Travelocity?
The three S's — savings, support and a stress-free booking — are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you have access to our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you know you're getting the best deal available.
Can I save on my Wailea car rental if I bundle it with hotels and flights?
With a Wailea vacation package, you can bundle your car, hotel and flight bookings and save loads. If you'd love to see the best of this impressive area, why not make a beeline for Diamond Head? This well-known sight is 153 kilometers from Wailea. With your own set of wheels, you'll be there in no time.
Which airport is best for Wailea?
Many people choose to fly into Kahului Airport (OGG), 23 kilometers north of downtown Wailea. Others prefer Molokai Airport (MKK) (88 kilometers away from central Wailea) or Lanai Airport (LNY) (56 kilometers away from central Wailea).
What is there to do in Wailea?
Wailea is brimming with things to see and do, like Wailea Beach and Makena State Park Beach. These two impressive attractions top most tourists' travel schedules.
Where should I stay when visiting Wailea?
The Palms At Wailea Maui is popular with many travelers. Book soon to avoid missing out.

Photos of local treasures

Browse Wailea vacation photos for more inspiration

A beach with clear turquoise water, people sunbathing and swimming, and a mountain in the background.
A vibrant coral reef with diverse marine life, including a yellow and black fish and a red sea anemone.
A pathway flanked by lush greenery and palm trees, leading to a building with a red roof.
A beach with rocky foreground, palm trees, and a golf course in the background.
A golf course with sand bunkers, green grass, two trees, a mountain, and a body of water.

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