Inclusive Holidays - 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 Varoom 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 1841 Wailea vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Inclusiveholidays 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 Inclusiveholidays 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 1243.57 ft² on average, with prices averaging $1,050 a night.
Inclusiveholidays 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 |
|---|---|
| Holiday Apartments | 209 |
| Vacation Homes | 197 |
| Villas | 118 |
| Hotels with Suites | 22 |
| Resorts | 18 |
| Cottages | 6 |
Use these Quick Filters to Find a Vacation Rental in Wailea
★ Pro Tip: Inclusiveholidays makes it easy to compare the best listings on Inclusiveholidays homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Inclusiveholidays 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:
- Romantic, Luxury, Sensual Retreat - Couples Only
- Hawaiian Cottage and Personal Paradise/BBKM 2013/0004
- Ekahi 34F - Best Panoramic Ocean View!
- Luxury Cottage w/Private Pool. Under The Warm Maui Sun Pmt #BBKM20160004
- Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms
- Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR/3 BA
- Owner Direct - Check our 160 Reviews! - Elua Village 701, Luxury 2BR, Ocean View
- Walk to Beach, Ocean Views, Relax by the Pool
- 🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈
- Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
How many vacation rentals have private pools in Wailea?
There are 83 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 1841 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.
