Wailea Holiday Deals

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Top hotels for your Wailea holiday

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 NZ$1,401 per night from 2 May to 3 May
NZ$1,401
per night
2 May - 3 May
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition ...
"A good hotel. The free upgrade was nice though I suspect because they weren’t filled. The beach was somewhat mediocre for the price, you’re better off in the North near Kaanapali. The breakfast involved a lot of waiting for someone who there was no clear reason for him helping. It was a buffet, adding ..."

Reviewed on 17 Apr. 2025

Four Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is NZ$2,104 per night from 7 May to 8 May
NZ$2,104
per night
7 May - 8 May
Stay at this 4.5-star luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
"Na"

Reviewed on 15 Apr. 2025

Fairmont Kea Lani Maui
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 NZ$1,780 per night from 1 May to 2 May
NZ$1,780
per night
1 May - 2 May
Stay at this 5-star 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 ...
"loved it lots of families tho"

Reviewed on 11 Apr. 2025

Grand Wailea Maui, A Waldorf Astoria Resort
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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

Wailea Beach showing a sandy beach, tropical scenes and swimming

Wailea Beach

4.5/5(32 reviews)

Nothing says holiday 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
Maluaka Beach which includes rocky coastline, mountains and a pebble beach

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.

Maluaka Beach
Makena Beach State Park showing a beach

Makena State Park Beach

4.5/5(7 reviews)

If a restful holiday is part of your travel plans, Makena State Park Beach might be the perfect place to visit during your trip to Makena. Stroll along the seaside in this relaxing area or seek out the snorkelling spots.

Makena State Park Beach