Wailea Real Estate Overview

You’ll find a wide range of homes and Wailea condos for sale, mostly gated. Some communities support full-time and second-home occupancy, while others are legally-zoned Wailea vacation rental properties (condos exclusively).

Wailea

The manicured resort community of Wailea adjoins southernmost Kihei and is home to an array of single-family residence and condo options, most of them gated and some of them ocean front. Wailea real estate purchase options include communities dedicated to primary and second home ownership, and those which allow short term (vacation) rentals.

Home ownership in Wailea includes membership in the Wailea Community Association and privileges at the three Wailea golf courses and Wailea Tennis Club. Square footage runs the gamut from around 2,000 square feet to much larger, in seven gated neighborhoods. Current homes for sale in Wailea (July, 2022) range from $2M to $5M in Wailea Kai, Wailea Pualani and Wailea Kialoa, and $6 to $9 Million in Wailea Golf Estates, Golf Vistas and Highlands. South of Wailea, Makena homes range from $12M to $35M (link, MLS 396008).

Ocean front condo sales in Wailea include units at Andaz Residences, Wailea Point, Wailea Ekahi, Wailea Elua, Makena Surf. Prices range from $1.7 to $12M, with an occasional outlier (Wailea Point 102, 3450 sf and ocean front, is currently listed at $20,000,000. Link – MLS 394385. Wailea’s newest development, Lai Loa is in the build process and is sold out. The Wailea real estate market has been particularly resilient to market fluctuation during cyclical downturns.

Some Wailea condos allow short term rentals, others not. Our team sells Wailea real estate and manages more than 70 vacation rental condos and can provide reliable and repeatable rental data on any Maui vacation rental property. We’re uniquely positioned to provide real-time data on successful vacation rental properties to assist in your buying decision and to provide you the back story and relative value of current condos for sale in Wailea.

Some perspective on the range of vacation rental options: nightly rental rates can range from a low of $350 per night for a nice 1-bedroom a block or so from the ocean, to $2,500 per night at some of our higher-end and ocean front rental options. For the full range of Wailea vacation rentals, see Vacation-Maui.net (link).

Beautifully manicured and well-tended landscaping is a Wailea hallmark, and the community is home to the Shops at Wailea, an upscale courtyard shopping and dining hub with an array of Wailea shops. Wailea fine dining options at the nearby resorts are plentiful and are among the favorite eateries of locals and visitors alike. Among our favorites are Nick’s Fish Market Link nicksfishmarketmaui.com, Duo (Maui Steakhouse & Seafood Restaurant | Four Seasons Resort Maui, and The Restaurant at Hotel Wailea (Dining - Hotel Wailea, Relais & Châteaux).

Wailea real estate condo options abound, with some incorporating the feel and tone of residential living, with garages. Sizes range from about a thousand square feet to upwards of 3,000.

Kevin Spaise leads the Keller Williams Vacation-Maui Real Estate Sales team, and owns Vacation-Maui, one of Maui’s top-rated vacation condo management agencies. He’s the author of The Maui Condo Book, used by Maui’s top brokers, agents and Title Companies. He’s readily available to discuss Maui investment real estate and the vacation rental business, at (808) 344-0624, or [email protected]