Wailea Holiday Deals

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Top Wailea holiday deals

Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was AU$3,749, price is now AU$2,762 per person
AU$2,762
per person
30 June - 7 July
found 24 hours ago
Return direct 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.
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5 out of 5
Price was AU$5,620, price is now AU$4,309 per person
AU$4,309
per person
30 June - 7 July
found 24 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
When you stay at Royal Lahaina Bungalows & Spa in Lahaina, you'll be on the beach, within a 15-minute drive of Whalers Village and Kaanapali Beach.
The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

4.5 out of 5
South Kihei
Price was AU$4,241, price is now AU$3,330 per person
AU$3,330
per person
30 June - 7 July
found 24 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
With a stay at The Residences at Kamaole Sands Resort in Kihei (South Kihei), you'll be within a 10-minute drive of Wailea Beach and Kamaole Beach Park 3.
Maui Parkshore - Maui Condo & Home

Maui Parkshore - Maui Condo & Home

2 out of 5
South Kihei
Price was AU$4,194, price is now AU$3,494 per person
AU$3,494
per person
30 June - 7 July
found 24 hours ago
Return direct 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 3.
Maui Sunset

Maui Sunset

3.5 out of 5
Central Kihei
Price was AU$3,982, price is now AU$3,329 per person
AU$3,329
per person
30 June - 7 July
found 24 hours ago
Return direct flight included
Sydney (SYD) to Kahului (OGG)
With a stay at Maui Sunset in Kihei (Central Kihei), you'll be steps from Waipuilani Beach and Waipuilani Park.

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$1,403 per night from 25 May to 26 May
AU$1,403
25 May - 26 May
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.
Like always four season has the best service.

Reviewed on 15 May 2026

Opens in a new windowFour Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is AU$1,889 per night from 31 May to 1 June
AU$1,889
31 May - 1 June
includes taxes & fees
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.
What a fantastic hotel! I travelled to Maui with my husband and two children aged 5 & 8. Upton arrival the valet helped with our bags, gave the children and us gorgeous necklaces and check-in was quick! I didn’t like that the room we received was such a stretch to walk to so came back and the really ...

Reviewed on 11 May 2026

Opens in a new windowFairmont 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$1,788 per night from 27 May to 28 May
AU$1,788
27 May - 28 May
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.
We stayed at Grand Wailea in May 2026. Here's what we thought about it: Good: ---The grounds are gorgeous ---The pool was clever and lots of fun ---The staff was helpful Bad: ---Greed, greed, greed I've never been to a place that seemed so intent on extracting my last dollar from me so ardently. ...

Reviewed on 15 May 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

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

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 relaxing area or enjoy its snorkelling spots.

Maluaka Beach
Makena State Park 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

Top Picks