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 $1,238, price is now $964 per person
$964
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

The Kalama Residence
Price was $5,790, price is now $3,389 per person
$3,389
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 Cove Park are located nearby.

The Ocean View Residence
Price was $1,740, price is now $1,248 per person
$1,248
per person
Oct 17 - Oct 24
found 18 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach apartment in Kihei. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Wailea Beach and Charley Young Beach are located nearby.

Hotel Wailea, Relais & Chateaux - Adults Only
Save 100% on your flight
Price was $5,126, price is now $3,733 per person
$3,733
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Kamaole - Maui Condo & Home
Save 100% on your flight
Price was $1,963, price is now $1,456 per person
$1,456
per person
Nov 3 - Nov 10
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.

Kauhale Makai - Maui Condo & Home
Save 100% on your flight
Price was $1,826, price is now $1,369 per person
$1,369
per person
Nov 3 - Nov 10
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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
Price was $3,035, price is now $2,289 per person
$2,289
per person
Oct 19 - Oct 25
found 13 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.

Royal Lahaina Bungalows & Spa
Save 100% on your flight
Price was $1,963, price is now $1,533 per person
$1,533
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.

Castle Kama'ole Sands
Price was $1,441, price is now $1,126 per person
$1,126
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pickleball courts. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby.

Maui Banyan - Maui Condo & Home
Save 100% on your flight
Price was $1,868, price is now $1,462 per person
$1,462
per person
Oct 28 - Nov 4
found 17 hours ago
Roundtrip non-stop flight included
Seattle (SEA) 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.

Kihei Surfside - Maui Condo & Home
Price was $1,998, price is now $1,578 per person
$1,578
per person
Oct 17 - Oct 24
found 18 hours 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.

The Residences at Kamaole Sands Resort
Price was $1,416, price is now $1,123 per person
$1,123
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this luxury aparthotel in Kihei. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Wailea Beach and Kamaole Beach Park 3 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 ...

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 ...

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 ...

Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Stay at this hotel in Kihei. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...

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 ...

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 ...
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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