Wailea Holiday Deals
Top Wailea holiday deals
Price found within the past 48 hours. Click for updated prices.
Aston at The Whaler on Kaanapali Beach
Save 100% on your flight
per person
18 Feb - 23 Feb
found 1 day ago
Return flight included
Sydney (SYD) to Kahului (OGG)
Located in Kaanapali, Aston at The Whaler on Kaanapali Beach is on the beach, a 5-minute walk from Whalers Village and 5 minutes by foot from Kaanapali Beach.
Top hotels for your Wailea holiday
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
The price is AU$1,372 per night from 3 Feb to 4 Feb
AU$1,372
includes taxes & fees
3 Feb - 4 Feb
With a stay at Four Seasons Resort Maui at Wailea in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Polo Beach.
"Excellent team, very professional, well trained, friendly great attitude. Will come back again and again"
Reviewed on 17 Dec. 2024
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
The price is AU$1,627 per night from 19 Jan to 20 Jan
AU$1,627
includes taxes & fees
19 Jan - 20 Jan
With a stay at Fairmont Kea Lani Maui in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Wailea Blue Golf Course.
"The hotel was well- maintained and clean. Staff are friendly and courteous."
Reviewed on 7 Jan. 2025
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
The price is AU$1,720 per night from 12 Jan to 13 Jan
AU$1,720
includes taxes & fees
12 Jan - 13 Jan
With a stay at Grand Wailea Maui, A Waldorf Astoria Resort in Kihei (Wailea), you'll be within a 10-minute walk of Wailea Beach and Shops at Wailea.
"Great hotel. Door lock broke twice same day making for frustrating experience waiting for engineers to fix. Staff refused to add 1 hour later check out despite hotel half full and my diamond status. All dialed in to charge for everything extra. Poor value"
Reviewed on 5 Jan. 2025
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
Wailea Beach
4.5/5(32 reviews)
If a restful holiday is part of your travel plans, Wailea Beach might be the perfect place to visit during your trip to Kihei. Wander the seaside or discover the beautiful sunsets in this relaxing area.
Makena State Park Beach
4.5/5(7 reviews)
Explore the great outdoors at Makena State Park Beach, a lovely green space in Makena. Wander through the beautiful beaches and seaside in this relaxing area.
Maluaka Beach
4/5(3 reviews)
If a restful holiday is part of your travel plans, Maluaka Beach might be the perfect place to visit during your trip to Makena. Discover the beautiful sunsets in this relaxing area or enjoy its snorkelling spots.
Recommended cities for you
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Book your Wailea holiday package
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