Vacation Homes in Wailea-Makena, HI

Start date: Check-in selected.
To Date
End date: Check-out

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Vacation Homes in Wailea-Makena

Don't see what you're looking for?
See all available properties in Wailea-Makena
View all properties
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

Find the Best Vacation Homes in Wailea-Makena

Why book a vacation home in Wailea-Makena?

Vacation homes in Wailea-Makena make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Wailea-Makena?

Private Wailea-Makena rental homes range between $589 - $1,167 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Wailea-Makena vacation home rentals. You might look for Wailea-Makena rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Wailea-Makena offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Wailea-Makena?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Wailea-Makena. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Wailea-Makena hotels and vacation homes that best suit your stay. We also have deals for flights, and Wailea-Makena car rentals. You’ll save even more when you bundle your items into a Wailea-Makena vacation package!

How many vacation homes are available to book in Wailea-Makena?

There are 77 rental homes in Wailea-Makena. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Wailea-Makena?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.

Wailea-Makena Vacation Homes essential information

Accommodation
77 Vacation Homes
Lowest Price
$589
Highest Price
$1,167
Popular accommodation
Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area, Newly Renovated Closest to Ho'olei Pool, Wailea Beach, the Grand, Fitness Center, Beautiful Oceanfront Views! Enjoy Hotub, Grill & 3 Lanais!, Gorgeous 2 Story Townhouse on The Blue Golf Course in Wailea with Ocean View, Kihei Akahi A102: Maui Ocean Front Town House - Location, Location, Location!!!, Ground-floor condo steps from pool - hot tub, tennis, beach access, Very Best Deluxe Ocean View...Panoramic View....First Class!!, Maui Breeze Retreat at Ho'olei! Open Sep 25-Oct 14, Oct 26-Nov 7 & Nov 26-Dec 10, Blue Sky Escapes Vacation Home w/ big Oceanviews, Pool, Jacuzzi, 5min to beach, Kihei Akahi A108: Kamaole Beach II Ocean View Town House directly across street., Sleeps 10, Family Favorite, Fully Upgraded Modern Renovated & Decorated Remodel, Exquisite Oceanview Villa: Gourmet Kitchen, Private Elevator and Pool Table