Wailea Holidays, Packages & Deals 2026

Top hotels for your Wailea holiday

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

AU$1,403

25 May - 26 May

includes taxes & fees

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.

Like always four season has the best service.

Reviewed on 15 May 2026

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

AU$1,908

1 June - 2 June

includes taxes & fees

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.

What a fantastic hotel! I travelled to Maui with my husband and two children aged 5 & 8. Upton arrival the valet helped with our bags, gave the children and us gorgeous necklaces and check-in was quick! I didn’t like that the room we received was such a stretch to walk to so came back and the really ...

Reviewed on 11 May 2026

Grand Wailea Maui, A Waldorf Astoria Resort

3850 Wailea Alanui Drive Kihei HI

AU$1,817

26 May - 27 May

includes taxes & fees

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.

We stayed at Grand Wailea in May 2026. Here's what we thought about it: Good: ---The grounds are gorgeous ---The pool was clever and lots of fun ---The staff was helpful Bad: ---Greed, greed, greed I've never been to a place that seemed so intent on extracting my last dollar from me so ardently. ...

Reviewed on 15 May 2026

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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

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.

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.

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 relaxing area or seek out the snorkelling spots.