
Wailea Holidays from NZ$5,104
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Top Holiday Package Deals in Wailea
Price found within the past 48 hours. Click for updated prices.

Sugar Beach Resort - Maui Condo & Home
North Kihei
Price was NZ$5,858, price is now NZ$5,104 per person
NZ$5,104
per person
20 July - 26 July
found 1 day ago
Return flight included
Dunedin (DUD) to Kahului (OGG)
8.6/10 Excellent! (522 reviews)
The room was clean, but you can tell the property is dated. Location is convenient.
Reviewed on 7 June 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was NZ$11,048, price is now NZ$7,583 per person
NZ$7,583
per person
20 July - 26 July
found 1 day ago
Return flight included
Dunedin (DUD) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
My husband and I had the most incredible babymoon at Hotel Wailea! From the moment we checked in we were greeted with leis and champagne/alcohol free champagne for me! We stayed 5 glorious nights and every day we raved about the amenities, hospitality, location, and we never wanted to leave!! The valet service was incredible, the front desk staff were so accommodating, and everyone you passed by on property gave a welcoming “aloha!” Despite the hotel not being beachfront, the views of the ocean were surrounding the property and it was a quick drive to so many different beaches! The hotel even packed us chairs, umbrellas, towels, and water bottles for our beach day everyday! The hotel is conveniently located around many restaurants, shopping, beaches, and surrounding towns to sightsee! We’ve already started planning our trip back! Thank you Hotel Wailea for an unforgettable trip!
Reviewed on 9 June 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Price was NZ$9,354, price is now NZ$7,455 per person
NZ$7,455
per person
20 July - 26 July
found 1 day ago
Return flight included
Dunedin (DUD) to Kahului (OGG)
8.8/10 Excellent! (1,006 reviews)
Great hotel. Had an awesome stay and staff was very friendly. Beautiful property and love that you could walk right onto the beach from the resort.
Reviewed on 10 June 2026

Wailea Beach Resort - Marriott, Maui
Wailea
Price was NZ$8,718, price is now NZ$6,957 per person
NZ$6,957
per person
20 July - 26 July
found 1 day ago
Return flight included
Dunedin (DUD) to Kahului (OGG)
9.2/10 Wonderful! (1,004 reviews)
It was overpriced facility compared to with neighbor hotels for what this hotel offered, I can’t believe a 5 star resort does not start room service until 5pm , also any kind of request from housekeepers took forever and occasionally forgotten. If you are looking for a luxury and memorable stat this facility is not for you for sure.
Reviewed on 11 June 2026

Hana-Maui Resort, a Destination by Hyatt Residence
Hana Town Center
Price was NZ$7,078, price is now NZ$5,841 per person
NZ$5,841
per person
20 July - 26 July
found 1 day ago
Return flight included
Dunedin (DUD) to Kahului (OGG)
9/10 Wonderful! (1,001 reviews)
Would have loved to stay longer.
Reviewed on 10 June 2026
Our guide on where to stay in Wailea
Find the best Wailea areas and neighborhoods for the activities you enjoy most. Learn more about Wailea

South Kihei
4 out of top 10 points of interest in this area
While visiting South Kihei, you might make a stop by sights like Kamaole Beach Park 2 and Kamaole Beach Park 3.
Our pick of the best Wailea Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
The price is NZ$1,666 per night from 27 June to 28 June
NZ$1,666
27 June - 28 June
includes taxes & fees
8.8/10 Excellent! (1,016 reviews)
"Great hotel. Had an awesome stay and staff was very friendly. Beautiful property and love that you could walk right onto the beach from the resort."
Reviewed on 10 June 2026

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
The price is NZ$1,923 per night from 14 June to 15 June
NZ$1,923
14 June - 15 June
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
"Absolutely beautiful! Staff were all friendly and attentive. We really appreciated the cleanliness, amenities, and high level of service."
Reviewed on 25 May 2026

Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
The price is NZ$1,736 per night from 11 July to 12 July
NZ$1,736
11 July - 12 July
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
"Excellent property, clean, friendly, friendly plenty of amenities and pools. Tony drawback, beach is a walking distance and not in front of property. Excellent stay !"
Reviewed on 12 June 2026
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.
Frequently asked questions
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- Waiehu Beach
- Waihee Coastal Dunes and Wetlands Preserve
- Wailea Shopping Village Shopping Center
- Waiehu Golf Course
- Kanaha Beach Park
- Wailea Beach
- Maluaka Beach
- Bailey House Museum
- Iao Valley State Park
- Waihee Beach
- Kahului Holidays
- Lahaina Pali Trail
- H.a. Baldwin Beach State Park
- Haleakalā Visitor Center
- Launiupoko Beach Park
- Kihei Holidays
- Hoʻokipa Beach Park
- Palauea Beach
- Haleakala National Park
- Park Headquarters Visitor Center
- Kalahaku Overlook
- Ahihi Bay
- Maui Nui Golf Club
- Kuau Bay Beach
- Makena State Park Beach
- Haleakala Crater
- Haiku Holidays
- Maui Arts and Cultural Center
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.









