Vacation Homes in Wailea-Makena, HI

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Top Vacation Homes in Wailea-Makena

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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 hotels in Wailea-Makena

Wailea-Makena Vacation Home Rentals

What kind of vacation do you want in Wailea-Makena? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation home is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Wailea-Makena that will speak to you.

Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Wailea-Makena, including luxury vacation home rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.

Take a look at what we have on offer. You’ll find rental houses close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation homes a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.

Wailea-Makena Vacation Homes essential information

Accommodation
64 Vacation Homes
Lowest Price
$729
Highest Price
$999
Popular accommodation
Stunning Two Story Townhouse located in Ekahi Village! , Very private. Fabulous views! Private pool, spa and yard on 1 acre! , Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui, Ho'olei Villas - Luxury Wailea Residence, Panoramic Views - Fourth Row Ho'olei - One of a Kind, Kihei Akahi Condo w/ Shared Pool, Shared Grill-Surf, Bike, Golf, More, Wailea Townhome, Perfect for Families! Wailea Ekahi 25B, CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview, Amenities Galore, Very Clean, Maui Breeze Retreat at Ho'olei...available July 13-Aug 2 & Aug.11-23. Book now!, Hale Kamaole Condo w/A/C, Shared Grill & Outdoor Pool - Great Location, Mana Kai Maui Resort condo with grill & WiFi - great location, Maui Designer Beach Villa, Wailea, Ho'olei 39-2