Wailea Holiday Deals

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Top Wailea holiday deals

Price found within the past 48 hours. Click for updated prices.
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
per person
17 Apr - 22 Apr
just found
Return direct flight included
Auckland (AKL) to Kahului (OGG)
Stay at this 3.5-star hotel in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
per person
17 Apr - 22 Apr
just found
Return direct flight included
Auckland (AKL) to Kahului (OGG)
Stay at this 3.5-star beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.

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$1,839 per night from 7 Mar to 8 Mar
NZ$1,839
includes taxes & fees
7 Mar - 8 Mar
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 ...
"Very enjoyable experience, we stayed on the Club Level and felt the perks were worth it."

Reviewed on 10 Feb. 2025

Four Seasons Resort Maui at Wailea
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 NZ$1,951 per night from 27 Feb to 28 Feb
NZ$1,951
includes taxes & fees
27 Feb - 28 Feb
Stay at this 4.5-star 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 ...
Amazing!
"Went for conference with my wife. Outstanding resort in every way."

Reviewed on 17 Feb. 2025

Andaz Maui at Wailea Resort - a concept by Hyatt
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$1,943 per night from 27 Feb to 28 Feb
NZ$1,943
includes taxes & fees
27 Feb - 28 Feb
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 ...
"The property is very big which leads to a lot of walking. They charge $150.00 a day for beach chairs.and one umbrella No other alternative available. No umbrellas available in the adult section. Not a five star hotel."

Reviewed on 20 Feb. 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
Makena Beach State Park showing a beach

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 romantic area.

Makena State Park 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 romantic area or enjoy its snorkelling spots.

Maluaka Beach