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$1,667 per night from 1 Mar to 2 Mar
NZ$1,667
1 Mar - 2 Mar
includes taxes & fees
Stay at this luxury resort in Kihei. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the helpful staff in their reviews. Popular ...
Beautiful room with a great balcony and nice view (even at 45 degree angle), friendly staff at the pool and for room service, excellent restaurants and great food. A short walk to shops and other restaurants, and friendly concierge to book tours and excursions with if you want to do that. Wait lists ...

Reviewed on 7 Feb 2026

Opens in a new windowFour Seasons Resort Maui at Wailea
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr Kihei HI
The price is NZ$1,343 per night from 7 Mar to 8 Mar
NZ$1,343
7 Mar - 8 Mar
includes taxes & fees
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 their reviews. ...
Clean, and comfortable facilities with kind staff.

Reviewed on 1 Feb 2026

Opens in a new windowWailea Beach Resort - Marriott, 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$1,621 per night from 23 Feb to 24 Feb
NZ$1,621
23 Feb - 24 Feb
includes taxes & fees
Stay at this luxury resort in Kihei. Enjoy free Wi-Fi, 9 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
Outstanding resort and staff!!!

Reviewed on 8 Feb 2026

Opens in a new windowGrand 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

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

If a restful holiday is part of your travel plans, Maluaka Beach might be the perfect place to visit during your trip to Kihei. 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

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 Kihei. Stroll along the seaside in this romantic area or seek out the snorkelling spots.

Makena State Park Beach