Search Deals onWailea Beach Vacation Packages
Wailea Beach Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Kauhale Makai - Maui Condo & Home
Price was $1,748, price is now $1,353 per person
$1,353
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Oakland (OAK) to Kahului (OGG)
Book a stay at this beach condo in Kihei. Enjoy free WiFi, a beach locale, and a sauna. Popular attractions Wailea Beach and Waipuilani Park are located nearby.

Palms at Wailea Maui
Save 100% on your flight
Price was $3,337, price is now $2,058 per person
$2,058
per person
Jul 24 - Aug 1
found 1 day ago
Roundtrip flight included
Oakland (OAK) to Kahului (OGG)
Book a stay at this golf aparthotel in Kihei. Enjoy free WiFi, free parking, and a garden. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Keawakapu Beach South are located nearby.

Hotel Wailea, Relais & Chateaux - Adults Only
Save 100% on your flight
Price was $6,164, price is now $4,032 per person
$4,032
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.

Maui Beach Vacation Club
Price was $3,914, price is now $2,709 per person
$2,709
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip non-stop 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. 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 Wailea Maui, A Waldorf Astoria Resort
Price was $5,439, price is now $4,062 per person
$4,062
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
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 reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby.

Maui Vista – Maui Condo & Home
Price was $1,817, price is now $1,364 per person
$1,364
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Wailea Beach and Charley Young Beach are located nearby.

Hampton Inn & Suites Maui North Shore
Price was $2,174, price is now $1,646 per person
$1,646
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this beach hotel in Kahului. Enjoy free breakfast, free WiFi, and a beach locale. Popular attractions Ho'aloha Park and Queen Ka’ahumanu Center are located nearby.

Wailea Beach Resort - Marriott, Maui
Price was $5,347, price is now $4,057 per person
$4,057
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
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 our reviews. Popular attractions Wailea Beach and Shops at Wailea are located nearby.

Kihei Surfside - Maui Condo & Home
Save 100% on your flight
Price was $1,924, price is now $1,461 per person
$1,461
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Oakland (OAK) 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.

Polo Beach - CoralTree Residence Collection
Save 100% on your flight
Price was $4,932, price is now $3,804 per person
$3,804
per person
Jul 24 - Aug 1
found 1 day ago
Roundtrip flight included
Oakland (OAK) to Kahului (OGG)
Book a stay at this beach apartment in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Polo Beach are located nearby.

Hana-Maui Resort, a Destination by Hyatt Residence
Price was $4,229, price is now $3,265 per person
$3,265
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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 Kamaole - Maui Condo & Home
Save 100% on your flight
Price was $2,409, price is now $1,872 per person
$1,872
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Oakland (OAK) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, 2 outdoor pools, and a garden. Popular attractions Wailea Beach and Kihei Boat Ramp 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

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 ...

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 ...

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 ...

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 ...

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 ...

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 Shops at Wailea ...

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 ...

Hotel Wailea, Relais & Chateaux - Adults Only
555 Kaukahi Street Kihei HI
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our ...
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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