1901+ Vacation Home Rentals in Wailea |
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Wailea Vacation Rentals & Ski-in/Ski-out Homes

About Wailea Vacation Rentals

Explore over 1901 vacation rentals in Wailea with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Wailea for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Wailea. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Wailea tailored to your preferences. On average, these rentals offer 1264.91 ft² of space, and are priced at an average of US $1,038 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Wailea at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

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Top Types of Ski Accommodations in Wailea

Type Count
Vacation Homes 272
Holiday Apartments 206
Villas 117
Cottages 6

Use these Quick Filters to Find a Vacation Rental in Wailea

★ Pro Tip: Discover Your Ideal Vacation Rental in Wailea with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.

Weather in Wailea, HI

View the weather forecast for Wailea before booking your Wailea Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay in Wailea, HI


South Maui 6,006 Properties
Keawakapu Beach 5,545 Properties
Mokapu Beach 5,535 Properties
Ulua Beach 5,530 Properties
Ulua Beach Park 5,529 Properties
Wailea Shopping Village Shopping Center 5,525 Properties
Shops at Wailea 5,515 Properties
Wailea Beach 5,371 Properties
Polo Beach 4,689 Properties
Wailea Blue Golf Course 4,439 Properties
Palauea Beach 3,843 Properties
Makena 1,357 Properties

Complexes around Wailea, HI


Sugar Beach Resort Kihei 172 Properties
Grand Champions 32 Properties
Makena Surf 29 Properties
Polo Beach Club 7 Properties
Residence Inn 3 Properties
Ocean Villa 2 Properties

Frequently Asked Questions About Wailea?

What are the top vacation rentals in Wailea?

When organizing your trip to Wailea, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Wailea. Peruse our collection of highly-rated properties and secure your reservation today.

How many vacation rentals have private pools in Wailea?

Uncover 80 vacation rentals boasting private pools near Wailea. Explore top-rated RBO homes offering access to a swimming pool:

Which vacation homes or resorts in Wailea are best for families?

Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Wailea. Enjoy great views, locations and save money with SunSki Resorts.™

How many SunSkiResorts vacation rentals or resorts are available in Wailea?

Discover the ideal vacation rental in Wailea with SunSki Resorts™. We provide an extensive selection of over 1901 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Wailea.


People Also Ask

There are 1901 Wailea, HI Vacation Rentals

Recently Booked Vacation Rentals in Wailea