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

Royal Lahaina Resort & Bungalows
Price was $1,363, price is now $1,059 per person
$1,059
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 4-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the bar and the helpful staff in our reviews. 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 $3,311, price is now $2,248 per person
$2,248
per person
Dec 17 - Dec 22
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

Kahana Beach Vacation Club
Price was $1,820, price is now $1,245 per person
$1,245
per person
Dec 17 - Dec 22
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 3-star beach condo in Kahana. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.

Mana Kai Maui- Official Onsite Rental
South Kihei
Price was $2,604, price is now $1,866 per person
$1,866
per person
Dec 17 - Dec 22
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 3.5-star beach hotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Keawakapu Beach North are located nearby.

The Gardens at West Maui
Price was $1,690, price is now $1,257 per person
$1,257
per person
Dec 17 - Dec 22
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this condo in Napili. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.

Royal Lahaina Bungalows & Spa
Price was $1,662, price is now $1,259 per person
$1,259
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 5-star 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.

OUTRIGGER Kaanapali Beach Resort
Price was $1,637, price is now $1,242 per person
$1,242
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.

Hono Koa Vacation Club
Price was $1,740, price is now $1,348 per person
$1,348
per person
Jan 6 - Jan 10
found 18 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Stay at this 3-star condo in Honokowai. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Whalers Village 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

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 ...

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 ...
Save an average of 15% on thousands of hotels when you're signed 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 ...

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 ...

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 ...

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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Jan 20 - Wed, Jan 21
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$124 Roundtrip, just found
$124
Roundtrip
just found

Sun, Nov 30 - Sun, Dec 7
YVR
Vancouver Intl.
OGG
Kahului
$199 Roundtrip, found 16 hours ago
$199
Roundtrip
found 16 hours ago

Tue, Feb 3 - Fri, Feb 13
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$218 Roundtrip, found 3 days ago
$218
Roundtrip
found 3 days ago

Tue, Dec 9 - Tue, Dec 9
OAK
Oakland Intl.
OGG
Kahului
$252 Roundtrip, found 1 hour ago
$252
Roundtrip
found 1 hour ago
Discover Other Travel Deals
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- Ulua Beach Vacations
- Wailea Blue Golf Course Vacations
- Wailea Emerald Golf Course Vacations
- Ulua Beach Park Vacations
- Keawakapu Beach South Vacations
