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 AU$3,338, price is now AU$2,214 per person
AU$2,214
per person
23 Mar - 28 Mar
found 22 hours ago
Return direct flight included
Melbourne (MEL) 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.
OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa

4 out of 5
Save 100% on your flight
Price was AU$6,177, price is now AU$4,207 per person
AU$4,207
per person
23 Mar - 30 Mar
just found
Return direct flight included
Sydney (SYD) to Kahului (OGG)
When you stay at OUTRIGGER Honua Kai Resort & Spa in Kaanapali, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Whalers Village.
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was AU$10,059, price is now AU$7,638 per person
AU$7,638
per person
23 Mar - 30 Mar
just found
Return direct flight included
Sydney (SYD) to Kahului (OGG)
With a stay at Hotel Wailea, Relais & Chateaux - Adults Only in Kihei (Wailea), you'll be within a 5-minute drive of Wailea Beach and Wailea Blue Golf Course.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Price was AU$3,866, price is now AU$2,744 per person
AU$2,744
per person
16 Mar - 23 Mar
found 22 hours ago
Return flight included
Sydney (SYD) to Kahului (OGG)
When you stay at The Gardens at West Maui in Napili, you'll be next to a golf course, within a 15-minute drive of Napili Bay and Whalers Village.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was AU$4,359, price is now AU$3,096 per person
AU$3,096
per person
16 Mar - 23 Mar
found 22 hours ago
Return flight included
Sydney (SYD) to Kahului (OGG)
With a stay at this condo in Kihei (South Kihei), you'll be within a 15-minute drive of Wailea Beach and Kamaole Beach Park 2.

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$1,424 per night from 3 Mar to 4 Mar
AU$1,424
3 Mar - 4 Mar
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.
Beautiful room with a great balcony and nice view (even at 45 degree angle), friendly staff at the pool and for room service, excellent restaurants and great food. A short walk to shops and other restaurants, and friendly concierge to book tours and excursions with if you want to do that. Wait lists ...

Reviewed on 7 Feb 2026

Opens in a new windowFour Seasons Resort Maui at Wailea
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr Kihei HI
The price is AU$1,149 per night from 7 Mar to 8 Mar
AU$1,149
7 Mar - 8 Mar
includes taxes & fees
With a stay at Wailea Beach Resort - Marriott, Maui in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Shops at Wailea.
Clean, and comfortable facilities with kind staff.

Reviewed on 1 Feb 2026

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 AU$1,387 per night from 24 Feb to 25 Feb
AU$1,387
24 Feb - 25 Feb
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.
Outstanding resort and staff!!!

Reviewed on 8 Feb 2026

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

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 Kihei. 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 Kihei. Stroll along the seaside in this romantic area or seek out the snorkelling spots.

Makena State Park Beach