
Wailea-Makena Vacations from ¥76,423
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The Latest Wailea-Makena Vacation Packages
Price found within the past 48 hours. Click for updated prices.



The Whaler Resort Kaanapali Beach
Price was ¥316,208, price is now ¥167,934 per person
¥167,934
per person
Jan 5 - Jan 8
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.6/10 Exceptional! (237 reviews)
We stayed in a renovated condo and it was beautiful. The grounds are beautiful with direct beach access. The pool was always crowded and it is small. No shade either. It also had direct access to the boardwalk to get to food and other options. Really quiet. The resort doesn't have a restaurant but that was fine for us. I would stay again.
Reviewed on Oct 16, 2025

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was ¥315,996, price is now ¥181,448 per person
¥181,448
per person
Jan 5 - Jan 8
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive!
Reviewed on Aug 27, 2025
Find the Best Wailea-Makena Vacation Packages
Wailea-Makena Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
The price is ¥86,705 per night from Nov 13 to Nov 14
¥86,705
¥112,028 total
Nov 13 - Nov 14
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"Wonderful accommodations!"
Reviewed on Oct 10, 2025

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
The price is ¥113,446 per night from Oct 30 to Oct 31
¥113,446
¥133,823 total
Oct 30 - Oct 31
includes taxes & fees
9.6/10 Exceptional! (1,005 reviews)
"I am not a big resort in Hawaii sort of person, but this was worth every penny and there were a lot of pennies involved"
Reviewed on Oct 10, 2025

Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
The price is ¥119,166 per night from Oct 18 to Oct 19
¥119,166
¥149,472 total
Oct 18 - Oct 19
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
"Beautiful rooms and facilities, but not a lot of grab and go light dining options"
Reviewed on Oct 10, 2025
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.
Discover the most popular places to visit in Wailea-Makena

Wailea Beach
This stretch of powdery sand is part of an upscale resort community and is an ideal place to sunbathe, snorkel, and dive with Hawaiian green turtles and manta rays.

Keawakapu Beach North
Enjoy the peace and quiet at one of Maui’s less crowded and wider beaches, where kids can wander around the rock pools, and divers can explore the artificial reef.

Kamaole Beach Park 3
During your trip to Kihei, enjoy the surf and sand at Kamaole Beach Park 3 along with the snorkeling. Wander the seaside or discover the beautiful sunsets in this romantic area.
What to do in Wailea-Makena

Bee Farm Ecotour and Honey Tasting in Waialua, North Shore Oahu
¥20,494
per adult

Waianae, Oahu: Swim with Dolphins (Semi-Private Boat Tour)
¥29,296
per adult
100% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.