
Exclusive Wailea Beach Vacation Deals

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

Kihei Kai Nani
South Kihei
Price was $1,126, price is now $830 per person
$830
per person
Sep 6 - Sep 11
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
An outdoor pool, free self parking, and concierge services are featured at this condo. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was $3,690, price is now $2,510 per person
$2,510
per person
Aug 20 - Aug 26
found 17 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.

Wailea Beach Villas
Wailea
Save 100% on your flight
Price was $4,299, price is now $2,962 per person
$2,962
per person
Aug 23 - Aug 29
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this luxury aparthotel. There's fun for all ages with a children's pool and an arcade/game room, and in-room childcare is an added bonus. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free beach shuttle.

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was $3,006, price is now $2,102 per person
$2,102
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Unwind with a drink at the poolside bar and enjoy perks like a free beach shuttle.

Maui Kamaole - Maui Condo & Home
South Kihei
Price was $2,107, price is now $1,554 per person
$1,554
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
2 outdoor pools, 4 outdoor tennis courts, and a hot tub are among this condo's featured amenities. A garden, a picnic area, and laundry facilities are also on offer.

Maui Beach Vacation Club
North Kihei
Price was $1,276, price is now $951 per person
$951
per person
Sep 4 - Sep 7
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DAL) 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.
Frequently asked questions
Top Wailea Beach hotel deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$819 nightly
The price is $972 total per night
$972 total
Jun 27 - Jun 28
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.
Pool
Hot Tub

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
$945 nightly
The price is $1,122 total per night
$1,122 total
Jun 26 - Jun 27
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a children's pool, and free supervised childcare is an added bonus.
Pool
Hot Tub

Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
$793 nightly
The price is $941 total per night
$941 total
Jun 28 - Jun 29
Total with taxes and fees
A full-service spa, 4 restaurants, and 4 outdoor pools are all featured at this smoke-free resort. There's fun for all ages with a children's pool and a waterslide, and supervised childcare is an added bonus. Enjoy the 2 hot tubs and perks like free WiFi.
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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- Ho'aloha Park
- Kamalo Wharf
- Hoʻomana Spa Maui
- La Perouse Bay
- Molokini
- Maui Tropical Plantation
- Kahului Vacations
- Olowalu Vacations
- Cove Park
- Keokea Vacations
- Maluaka Beach
- Maalaea Harbor
- Kamaole Beach Park 2
- The Dunes at Maui Lani
- Keawakapu Beach North
- Kula Vacations
- Maalaea Vacations
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- Haleakala Crater
- Kahoolawe Vacations
- Kalepolepo Beach Park
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- Waipuilani Park
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- Wailea Emerald Golf Course
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- Wailea Blue Golf Course
- Kihei Regional Park