
Exclusive Wailea Beach Vacation Deals

Wailea Beach vacation package deals
Price found within the past 48 hours. Click for updated prices.

Maui Beach Vacation Club
North Kihei
Save 100% on your flight
Price was $1,838, price is now $1,189 per person
$1,189
per person
Dec 4 - Dec 11
found 12 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Kahului (OGG)
This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A garden and barbecue grills are also provided.

The Residences at Kamaole Sands Resort
South Kihei
Save 100% on your flight
Price was $2,819, price is now $1,961 per person
$1,961
per person
Dec 30 - Jan 4
found 23 hours ago
Roundtrip flight included
San Diego (SAN) to Kahului (OGG)
This aparthotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking. A terrace, a picnic area, and barbecue grills are also on offer.

Mana Kai Maui- Official Onsite Rental
South Kihei
Save 100% on your flight
Price was $3,846, price is now $2,710 per person
$2,710
per person
Dec 4 - Dec 11
found 12 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Kahului (OGG)
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a garden, and a grocery/convenience store are also offered.

Fairmont Kea Lani Maui
Wailea
Save 100% on your flight
Price was $4,587, price is now $3,307 per person
$3,307
per person
Dec 4 - Dec 11
found 12 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Kahului (OGG)
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.

Wailea Grand Champions - Maui Condo & Home
Wailea
Save 100% on your flight
Price was $2,432, price is now $1,768 per person
$1,768
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Kahului (OGG)
5 outdoor tennis courts, an outdoor pool, and a hot tub are all featured at this smoke-free condo. Barbecue grills are provided for your convenience.

Maui Banyan - Maui Condo & Home
South Kihei
Save 100% on your flight
Price was $2,602, price is now $1,899 per person
$1,899
per person
Dec 30 - Jan 4
found 23 hours ago
Roundtrip flight included
San Diego (SAN) to Kahului (OGG)
2 outdoor pools, an outdoor tennis court, and a hot tub are all featured at this smoke-free condo. A picnic area and barbecue grills are also provided.
Frequently asked questions
Top Wailea Beach hotel deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$813 nightly
The price is $965 total per night
$965 total
Oct 26 - Oct 27
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. There's fun for all ages with a lazy river and a children's pool, and in-room childcare is an added bonus. Enjoy the 3 hot tubs and perks like free WiFi.
Pool
Hot Tub

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
$1,118 nightly
The price is $1,327 total per night
$1,327 total
Oct 14 - Oct 15
Total with taxes and fees
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.
Pool
Hot Tub

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
$1,080 nightly
The price is $1,282 total per night
$1,282 total
Oct 19 - Oct 20
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. There's fun for all ages with a free kid's club and a children's pool, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 poolside bars and enjoy perks like a free shopping center shuttle.
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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