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
Save 100% on your flight
per person
17 Jun - 25 Jun
found 1 day ago
Return flight included
Brisbane (BNE) to Kahului (OGG)
When you stay at Kahana Beach Vacation Club in Kahana, you'll be on the beach, a 4-minute drive from Napili Bay and 7 minutes from Whalers Village.
Aston Mahana at Kaanapali

Aston Mahana at Kaanapali

3.5 out of 5
Save 100% on your flight
per person
17 Jun - 25 Jun
found 1 day ago
Return flight included
Brisbane (BNE) to Kahului (OGG)
When you stay at Aston Mahana at Kaanapali in Kaanapali, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Whalers Village.
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
Save 100% on your flight
per person
17 Jun - 25 Jun
found 1 day ago
Return flight included
Brisbane (BNE) to Kahului (OGG)
When you stay at Aston Kaanapali Shores in Kaanapali, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Whalers Village.
Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach

4 out of 5
Save 100% on your flight
per person
17 Jun - 25 Jun
found 1 day ago
Return flight included
Brisbane (BNE) to Kahului (OGG)
Located in Kaanapali, Aston at The Whaler on Kaanapali Beach is on the beach, a 5-minute walk from Whalers Village and 5 minutes by foot from Kaanapali Beach.
Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

3 out of 5
Save 100% on your flight
per person
17 Jun - 25 Jun
found 1 day ago
Return flight included
Brisbane (BNE) to Kahului (OGG)
When you stay at Aston Maui Kaanapali Villas in Kaanapali, you'll be on the beach, a 5-minute drive from Whalers Village and 5 minutes from Kaanapali Beach.

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 AU$1,303 per night from 2 May to 3 May
AU$1,303
includes taxes & fees
2 May - 3 May
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.
"One of the best resorts in Hawaii"

Reviewed on 26 Apr. 2025

Four Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is AU$1,809 per night from 9 May to 10 May
AU$1,809
includes taxes & fees
9 May - 10 May
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.
"NA"

Reviewed on 25 Apr. 2025

Fairmont Kea Lani 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 AU$1,655 per night from 1 May to 2 May
AU$1,655
includes taxes & fees
1 May - 2 May
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.
"Very nice stay-grounds are beautiful. Staff at adult only pool 7/10-ran into many staff being short in their language to enforce wrist bands. For the price of resort it would be nice to have better customer service. Rest of staff very helpful and kind."

Reviewed on 23 Apr. 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
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