Search Deals onOlowalu Vacation Packages
Olowalu Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Maui Parkshore - Maui Condo & Home
Price was $1,738, price is now $1,225 per person
$1,225
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach condo in Kihei. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby.

Hotel Wailea, Relais & Chateaux - Adults Only
Save 100% on your flight
Price was $4,895, price is now $2,950 per person
$2,950
per person
Aug 30 - Sep 5
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.

Wailea Grand Champions - Maui Condo & Home
Price was $2,238, price is now $1,550 per person
$1,550
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this golf condo in Kihei. Enjoy free WiFi, 5 outdoor tennis courts, and cable TV channels. Popular attractions Wailea Beach and Shops at Wailea are located nearby.

Kihei Surfside - Maui Condo & Home
Price was $1,848, price is now $1,283 per person
$1,283
per person
Sep 9 - Sep 16
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.

Elegant Oceanfront Vistas
Price was $1,841, price is now $1,297 per person
$1,297
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this luxury condo in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Waipuilani Park are located nearby.

Palms at Wailea Maui
Save 100% on your flight
Price was $2,233, price is now $1,604 per person
$1,604
per person
Aug 31 - Sep 5
found 7 hours ago
Roundtrip non-stop 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 $2,464, price is now $1,779 per person
$1,779
per person
Sep 4 - Sep 10
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
Save 100% on your flight
Price was $4,504, price is now $3,432 per person
$3,432
per person
Sep 10 - Sep 17
found 16 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 Grand Wailea are located nearby.
Olowalu Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Olowalu Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

Wed, Aug 26 - Wed, Aug 26
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$136 Roundtrip, just found
$136
Roundtrip
just found

Mon, Aug 24 - Tue, Sep 1
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$198 Roundtrip, found 19 hours ago
$198
Roundtrip
found 19 hours ago

Tue, Sep 22 - Wed, Sep 30
LAX
Los Angeles Intl.
OGG
Kahului
$277 Roundtrip, found 5 hours ago
$277
Roundtrip
found 5 hours ago

Tue, Nov 3 - Tue, Nov 10
SFO
San Francisco Intl.
OGG
Kahului
$317 Roundtrip, found 4 days ago
$317
Roundtrip
found 4 days ago
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