Search Deals onWailea Vacation Packages
Wailea Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club
South Kihei
Price was $1,425, price is now $1,082 per person
$1,082
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was $5,788, price is now $3,740 per person
$3,740
per person
Jul 12 - Jul 19
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
North Kihei
Save 100% on your flight
Price was $3,062, price is now $1,981 per person
$1,981
per person
Jul 7 - Jul 14
found 1 day 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. 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.
Palms at Wailea Maui
Wailea
Price was $3,224, price is now $2,193 per person
$2,193
per person
Jul 22 - Jul 29
found 18 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Hampton Inn & Suites Maui North Shore
Save 100% on your flight
Price was $2,069, price is now $1,520 per person
$1,520
per person
Jul 7 - Jul 13
found 2 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Royal Lahaina Bungalows & Spa
Save 100% on your flight
Price was $3,106, price is now $2,307 per person
$2,307
per person
Jul 12 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this luxury aparthotel in Lahaina. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Grand Wailea Maui, A Waldorf Astoria Resort
Wailea
Save 100% on your flight
Price was $4,333, price is now $3,278 per person
$3,278
per person
Jun 29 - Jul 5
found 1 day ago
Roundtrip 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.
Kihei Surfside - Maui Condo & Home
South Kihei
Price was $1,933, price is now $1,475 per person
$1,475
per person
Jul 4 - Jul 10
found 1 day ago
Roundtrip flight included
San Francisco (SFO) 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.
3-4 Night Vacations in Wailea
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Wailea
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Wailea
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 ...
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 ...
Save an average of 15% on thousands of hotels when you're signed in
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 ...
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 ...
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 ...
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 ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Jul 7 - Tue, Jul 14
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$138 Roundtrip, just found
$138
Roundtrip
just found
Mon, Nov 2 - Sat, Nov 7
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$168 Roundtrip, found 4 days ago
$168
Roundtrip
found 4 days ago
Mon, Nov 9 - Thu, Nov 12
LAX
Los Angeles Intl.
OGG
Kahului
$285 Roundtrip, just found
$285
Roundtrip
just found
Mon, Oct 12 - Thu, Oct 15
SFO
San Francisco Intl.
OGG
Kahului
$342 Roundtrip, found 19 hours ago
$342
Roundtrip
found 19 hours ago
Discover Other Travel Deals
- Wailea Beach Vacations
- Maluaka Beach Vacations
- Shops at Wailea Vacations
- Makena State Park Beach Vacations
- Little Beach Vacations
- Polo Beach Vacations
- Wailea Gold Golf Course Vacations
- Mokapu Beach Vacations
- Ulua Beach Vacations
- Ulua Beach Park Vacations
- Keawakapu Beach South Vacations
- Wailea Blue Golf Course Vacations