Search Deals onWailea Beach Vacation Packages
Wailea Beach Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Maui Beach Vacation Club
Price was $1,605, price is now $1,131 per person
$1,131
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby.
Grand Champions
Price was $4,406, price is now $2,669 per person
$2,669
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this golf resort in Kihei. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
Hotel Wailea Maui
Save 100% on your flight
Price was $6,124, price is now $4,469 per person
$4,469
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
Hana-Maui Resort, a Destination by Hyatt Residence
Save 100% on your flight
Price was $3,143, price is now $2,380 per person
$2,380
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this spa resort in Hana. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Hana Coast Gallery and Hana Cultural Center are located nearby.
Maui Banyan - Maui Condo & Home
Price was $3,464, price is now $2,747 per person
$2,747
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, 2 outdoor pools, and a picnic area. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
Maui Sunset
Price was $2,393, price is now $1,913 per person
$1,913
per person
Dec 29 - Jan 5
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Waipuilani Park are located nearby.
Kihei Surfside - Maui Condo & Home
Price was $2,754, price is now $2,218 per person
$2,218
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Wailea Beach and Keawakapu Beach North are located nearby.
Maui Schooner Resort
Price was $2,087, price is now $1,684 per person
$1,684
per person
Dec 13 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Waipuilani Park are located nearby.
Fairmont Kea Lani Maui
Save 100% on your flight
Price was $4,347, price is now $3,508 per person
$3,508
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
Wailea Ike by Avantstay Walk to the Beach Balcony w/ Views
Price was $2,977, price is now $2,410 per person
$2,410
per person
Dec 18 - Dec 24
found 23 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this cottage in Kihei. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
Modern & Central Oceanview Vistas
Price was $3,853, price is now $3,171 per person
$3,171
per person
Dec 26 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this golf apartment in Kihei. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
Kihei Akahi - Maui Condo & Home
Price was $2,660, price is now $2,195 per person
$2,195
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, 2 outdoor pools, and laundry facilities. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
3-4 Night Vacations in Wailea Beach
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Wailea Beach
Price found within the past 48 hours. Click for updated prices.
Wailea Beach Last Minute Hotel Deals
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy 4 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in ...
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Andaz Maui at Wailea Resort - a concept by Hyatt
3550 Wailea Alanui Dr Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
AC Hotel by Marriott Maui Wailea
88 WAILEA IKE PLACE Kihei HI
Stay at this hotel in Kihei. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our ...
Ho‘olei Villas at Grand Wailea
146 Ho'olei Circle Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Popular attractions Wailea Beach and Grand Wailea ...
Residence Inn by Marriott Maui Wailea
75 Wailea Ike Kihei HI
Book a stay at this business-friendly hotel in Kihei. Enjoy free breakfast, a free beach shuttle, and a 24-hour fitness center. Our guests praise the helpful ...
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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