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

Kamaole Sands - Maui Condo & Home
Price was $1,689, price is now $1,279 per person
$1,279
per person
Oct 21 - Oct 28
found 4 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this beach condo in Kihei. Enjoy a beach locale, a 24-hour front desk, and 4 outdoor tennis courts. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby.
Very nice and clean property!! Unit was full stocked with everything you could possibly think of!!! Will definitely be staying here again.
Reviewed on Aug 8, 2026

Wailea Beach Villas
Save 100% on your flight
Price was $5,852, price is now $3,466 per person
$3,466
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this luxury aparthotel in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Wailea Beach and Grand Wailea are located nearby.
Luxury condo right on Wailea beach with restaurants and shops nearby. I loved the beach view adult only pool, and that it was crowded.
Reviewed on Jul 31, 2026

Palms at Wailea Maui
Price was $3,022, price is now $2,035 per person
$2,035
per person
Oct 21 - Oct 28
found 4 hours ago
Roundtrip flight included
Los Angeles (LAX) 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.
The grounds are great and the staff was awesome. Sharee which I probably spelled wrong was awesome. We had some issue with our first unit and she immediately moved us to a new unit the next morning and was very helpful on any question we had or anything we needed. Just remember they are all
Individual owned so some are nice and some are not. That’s my only complaint I wish you could pick a unit other than just the size of it. Other the. That the pool is awesome. And the beach it literally a 5 minute walk down a small hill I have no idea where the people stayed tgat said it’s a long way away. We even had a very top unit closes to the entrance. Anyway great 2 weeks I would stay there again for sure very quiet area and close to everything.
Reviewed on Jul 21, 2026

Wailea Grand Champions - Maui Condo & Home
Save 100% on your flight
Price was $2,253, price is now $1,554 per person
$1,554
per person
Sep 10 - Sep 17
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.

Hotel Wailea, Relais & Chateaux - Adults Only
Price was $2,571, price is now $1,869 per person
$1,869
per person
Oct 16 - Oct 19
found 18 hours ago
Roundtrip 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.
This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend.
Reviewed on Jul 25, 2026

Maui Beach Vacation Club
Price was $2,134, price is now $1,565 per person
$1,565
per person
Nov 1 - Nov 6
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 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.
Must admit when we arrived and found there was no AC was a little worried, but the orientation of the unit meant the breezes blowing through made it just lovely. The beach was literally just over the road and super calm. Pool was great, location great for Kīhei Lahaina and the airport. Really enjoyed our stay
Reviewed on Aug 8, 2026

Fairmont Kea Lani Maui
Price was $2,244, price is now $1,658 per person
$1,658
per person
Oct 29 - Nov 1
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Kahului (OGG)
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 condition in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.

Maui Kamaole - Maui Condo & Home
Price was $1,870, price is now $1,384 per person
$1,384
per person
Oct 21 - Oct 28
found 4 hours ago
Roundtrip flight included
Los Angeles (LAX) 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.
The property is beautiful with ocean view very close to the beach, loved it. Would stay again
Reviewed on Jul 3, 2026
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
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Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Oct 6 - Tue, Oct 20
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$150 Roundtrip, just found
$150
Roundtrip
just found

Sun, Aug 23 - Sat, Aug 29
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$257 Roundtrip, found 1 day ago
$257
Roundtrip
found 1 day ago

Wed, Nov 11 - Wed, Nov 11
LAX
Los Angeles Intl.
OGG
Kahului
$331 Roundtrip, found 2 days ago
$331
Roundtrip
found 2 days ago

Mon, Sep 28 - Mon, Oct 5
PDX
Portland Intl.
OGG
Kahului
$362 Roundtrip, found 4 days ago
$362
Roundtrip
found 4 days ago
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