Wailea Holiday Deals

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Top Wailea holiday deals

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Price was NZ$3,814, price is now NZ$2,339 per person
NZ$2,339
per person
20 Oct - 26 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Kahului (OGG)
Stay at this 3-star beach condo in Kahana. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was NZ$5,202, price is now NZ$2,928 per person
NZ$2,928
per person
20 Oct - 26 Oct
found 1 day ago
Return 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.
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
Price was NZ$4,516, price is now NZ$2,888 per person
NZ$2,888
per person
20 Oct - 26 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Kahului (OGG)
Stay at this 4-star beach condo in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Price was NZ$3,662, price is now NZ$2,348 per person
NZ$2,348
per person
20 Oct - 26 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Kahului (OGG)
Stay at this 4-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Hyatt Vacation Club at Ka'anapali Beach, Maui

Hyatt Vacation Club at Ka'anapali Beach, Maui

3.5 out of 5
Save 100% on your flight
Price was NZ$7,246, price is now NZ$4,662 per person
NZ$4,662
per person
20 Oct - 26 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Kahului (OGG)
Stay at this 3.5-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Popular attractions Kaanapali Beach and Whalers Village are located nearby.

Top hotels for your Wailea holiday

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$1,472 per night from 13 Sept to 14 Sept
NZ$1,472
13 Sept - 14 Sept
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 ...
Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is NZ$1,885 per night from 1 Oct to 2 Oct
NZ$1,885
1 Oct - 2 Oct
includes taxes & fees
Stay at this 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 ...
Fairmont Kea Lani Maui
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$1,587 per night from 7 Oct to 8 Oct
NZ$1,587
7 Oct - 8 Oct
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 ...
Andaz Maui at Wailea Resort - a concept by Hyatt
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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 relaxing 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