Wailea Holiday Deals

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Top Wailea holiday deals

Price found within the past 48 hours. Click for updated prices.
Sands of Kahana

Sands of Kahana

3 out of 5
Price was NZ$4,373, price is now NZ$3,040 per person
NZ$3,040
per person
29 Dec - 3 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
Stay at this 3-star beach aparthotel in Kahana. Enjoy free parking, a beach locale, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5 out of 5
Price was NZ$6,110, price is now NZ$4,556 per person
NZ$4,556
per person
29 Dec - 3 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
Stay at this 5-star luxury aparthotel in Lahaina. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was NZ$4,309, price is now NZ$3,413 per person
NZ$3,413
per person
29 Dec - 3 Jan
found 1 day ago
Return direct flight included
Auckland (AKL) to Kahului (OGG)
Stay at this 3-star condo in Kihei. Enjoy free WiFi, free parking, and a garden. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.

Top hotels for your Wailea holiday

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$1,591 per night from 5 Dec to 6 Dec
NZ$1,591
5 Dec - 6 Dec
includes taxes & fees
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 ...
This place is not for the average traveller. Plan on a large budget. The breakfast buffet for two with one mimosa each ran roughly $160 after tip. Dinner for two was a little over $400, after tip. The Luao for two was around $850. It was our 10-year anniversary, and I was well prepared and fully ...

Reviewed on 9 Oct 2025

Opens in a new windowAndaz Maui at Wailea Resort - a concept by Hyatt
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$1,205 per night from 1 Dec to 2 Dec
NZ$1,205
1 Dec - 2 Dec
includes taxes & fees
Stay at this 4.5-star luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
Really enjoyed our week here, nice room and extremely helpful and attentive staff. Location is great.

Reviewed on 29 Oct 2025

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$1,307 per night from 18 Nov to 19 Nov
NZ$1,307
18 Nov - 19 Nov
includes taxes & fees
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 ...
Great way to keep kids burning calories, and fun to relax as well. The fog generator in the cavern by the bar is amazing, but wish slides were all open and more unique fog was available.

Reviewed on 24 Oct 2025

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 romantic 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 relaxing area or seek out the snorkelling spots.

Makena State Park Beach