Luxury Style Villas - Vacation Rentals in Wailea
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Luxury Places to Stay in Wailea
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Top-Rated Vacation Rentals with a Pool in Wailea
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Pet-Friendly Vacation Rentals in Wailea
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Large Vacation Homes & Villas in Wailea
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Wheelchair Accessible Vacation Homes in Wailea
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Wailea Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Wailea
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About Wailea Vacation Rentals
With more than 125 Wailea vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Luxurystylevillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Wailea.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Luxurystylevillas Wailea, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Wailea. Places to stay near Wailea are 2301.33 ft² on average, with prices averaging US $1,988 a night.
Luxurystylevillas makes it easy and safe to find and compare vacation rentals in Wailea with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Wailea
| Type | Count |
|---|---|
| Villas | 108 |
| Holiday Apartments | 9 |
| Vacation Homes | 8 |
Use these Quick Filters to Find a Vacation Rental in Wailea
★ Pro Tip: Luxurystylevillas makes it easy to compare the best listings on Luxurystylevillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Luxurystylevillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Wailea.
Weather in Wailea
View the weather forecast for Wailea before booking your Wailea Vacation Rentals to confirm your best time to go.
Other Places to Stay Near Wailea, HI
Complexes around Wailea, HI
Wailea Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Wailea?
There are a lot of options in Wailea. If you plan on staying in the Wailea area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Wailea:
- Luxe Oceanview Hideaway on Wailea Old Blue Golf Course
- Stunning Ocean View Wailea Beach Villa- Book & Save
- Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
- 5 Star Ocean View, Beach House Chic, Click the Video tour below!
- Beachfront penthouse w/panoramic ocean views and pool access
- Summer Deal Wailea Villa with Ocean Views and Private Lanais
- Panoramic Ocean Views! - Luxury Villa! - Owner Direct!
- Wailea Beach Villas Penthouse | Luxury Resort Steps from Wailea Beach
- Spectacular 3rd Row Villa at Ho'olei with Ocean Views
- Breathtaking Ocean Views from 3rd Row Luxury Villa at Ho'olei
How many vacation rentals have private pools in Wailea?
There are 68 vacation rentals with private pools near Wailea. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Wailea are best for families?
If you are looking for a family-friendly vacation home in Wailea, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Wailea:
How many vacation rentals are available in Wailea?
Currently, the total number of properties listed in 2026 is over 125 in the Wailea area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Wailea.
