Compare Cottages, Resorts, & Rentals in Wailea, Kihei, Hawaii, USA
About Wailea Vacation Rentals
There are over 1826 amazing vacation rentals available in Wailea. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Wailea.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Wailea, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Wailea. The average size of places to stay near Wailea is approximately 1246.5 ft², with prices averaging US $1,006 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Wailea. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Find Vacation Cottage Rentals in these Cities and Neighborhoods Wailea, HI
Frequently Asked Questions About Wailea?
What are the top cottages, summer homes, and lake houses in Wailea?
- Romantic, Luxury, Sensual Retreat - Couples Only
- Hawaiian Cottage and Personal Paradise/BBKM 2013/0004
- 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
- Featured on A&E's Vacation Rental Potential! Luxury Family Condo! AC and Pool!
- Owner Direct - Check our 160 Reviews! - Elua Village 701, Luxury 2BR, Ocean View
- LOWEST Rates in Wailea right now! Spacious 5-STAR Wailea Retreat🏝Corner unit
- Very Best Deluxe Ocean View.Panoramic View.First Class!
- NEW KITCHEN REMODEL! Amazing View!
- Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
How many rentals, hotels, or resorts are available in Wailea?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 1826 properties listed by Vacation Cottage in the Wailea area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Wailea.
