
Wailea-Makena Vacation Packages
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3.5-star property
Kihei Kai Nani
South Kihei
10/10 Exceptional! (1 review)
Sep 15 - Sep 22
7 night stay
Dallas (DFW) to Kahului (OGG)
United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,520, price is now $955 per person
$955
per person
found 1 day ago
Great communication with owner. The bedroom has a queen bed and there is a queen size sofa bed. Air conditioner unit in the living room only. The plenty of dish and cook wear. Washer and dryer in unit. Beach is literally across the street and 2 others on both sides. Kamaole I beach has best water clarity for snorkeling. Building 10 is super quiet.
Reviewed on May 16, 2026

3.5-star property
Mana Kai Maui- Official Onsite Rental
South Kihei
9/10 Wonderful! (1,007 reviews)
Sep 15 - Sep 22
7 night stay
Dallas (DFW) to Kahului (OGG)
United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,173, price is now $2,007 per person
$2,007
per person
found 1 day ago
Great view and great beach
Reviewed on Jul 4, 2026

5.0-star property
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
8.8/10 Excellent! (1,006 reviews)
Sep 15 - Sep 22
7 night stay
Dallas (DFW) to Kahului (OGG)
United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,977, price is now $2,677 per person
$2,677
per person
found 1 day ago
It’s just not the same…. Like so many things these days it just isn’t up to the standards it once was for luxury, quality and service. This was my fifth trip to the Grand Wailea since it originally opened. The grounds were still mostly beautiful although many tiki torches were nonfunctioning, handrails missing, cracked, missing tiles at the adult pool was particularly sad to see and areas within the grounds that just seemed unkept, especially around the old Asian restaurant, which is now shuttered/abandoned. Upon arrival, I immediately knew that something was a miss when the incredible waterfall that sets the tone for the grandeur that was always promised was inoperative. The staff says it has been broken for over a year and has not been fixed. This was the center piece of the tropical experience for me. It is this lack of maintenance that would keep me from going back to the Grand Wailea as it is no longer a five star resort, even after their $350 million partial resort renovation. Our ocean view room was large and comfortable, but the decor was as basic as a Holiday Inn. One picture, one decorative mirror was all the design afforded. You could tell they’ve cut way back on staff too. It is still a worthy of at least one holiday if your priority is to enjoy the extensive pools, spa, etc. If you’re truly looking for a five star experience, the Four Seasons is a better choice.
Reviewed on Jul 3, 2026

5.0-star property
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
9.4/10 Exceptional! (1,002 reviews)
Sep 20 - Sep 24
4 night stay
Dallas (DFW) to Kahului (OGG)
American Airlines • Coach
Kahului (OGG) to Dallas (DFW)
Alaska Airlines • Coach
Price was $3,521, price is now $2,479 per person
$2,479
per person
found 1 day ago
If there isn’t a wedding going on watch the sunset from the front lawn area by the old ice cream truck. Better view than from the birdcage. More open and less blockage.
Great high end vibe.
Reviewed on Jun 22, 2026

3.0-star property
Maui Banyan Vacation Club
South Kihei
8/10 Very Good! (374 reviews)
Aug 23 - Aug 29
6 night stay
Dallas (DFW) to Kahului (OGG)
United • Non-stop roundtrip • Coach
Price was $1,501, price is now $1,072 per person
$1,072
per person
found 15 hours ago
Great location right on Kīhei. Great walk to the beach, plenty of restaurants coffeeshops etc within walking distance
Reviewed on Jun 29, 2026
Top rated hotels for your Wailea-Makena vacation package

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
1.03 mi from city center
$865 nightly
The price is $1,027 total per night
$1,027 total
Jul 17 - Jul 18
Total with taxes and fees
Guests of Grand Wailea Maui, A Waldorf Astoria Resort have access to a full-service spa, 9 outdoor pools, and a lazy river. Valet parking is offered for USD 80 per night. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, securing valuables, and luggage storage. Other amenities at this beach resort include a children's pool, a 24-hour gym, and 3 hot tubs.
Pool
Hot Tub

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
0.51 mi from city center
$1,099 nightly
The price is $1,305 total per night
$1,305 total
Jul 30 - Jul 31
Total with taxes and fees
Guests of Fairmont Kea Lani Maui have access to a full-service spa, 3 outdoor pools, and a children's pool. Valet parking is available for USD 61.78 per night, and there's also limo/town car service. Multilingual staff at the 24-hour front desk can assist with securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this beach resort include a gym, 3 hot tubs, and a sauna.
Pool
Hot Tub

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
0.74 mi from city center
$1,000 nightly
The price is $1,187 total per night
$1,187 total
Jul 10 - Jul 11
Total with taxes and fees
Guests of Four Seasons Resort Maui at Wailea have access to a full-service spa, 3 outdoor pools, and a children's pool. Valet parking is available for USD 60.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with securing valuables, dry cleaning/laundry, and luggage storage. Other amenities at this beach resort include a gym, a sauna, and a hot tub.
Pool
Hot Tub
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.
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