Wailea’s diverse options support full-time, second-home, and investment condo ownership.

Welcome to Wailea


Wailea Real Estate Overview

You’ll find a range of single-family and condo options, mostly gated. Some communities support full-time and second-home occupancy, while others are legally-zoned vacation rental properties (condos exclusively).
The manicured resort community of Wailea adjoins southernmost Kihei. It is home to an array of single-family residences and condo options, most of them gated and some on the oceanfront. Condo purchase options include communities dedicated to primary and second home ownership and those which allow short-term (vacation) rentals.
Homeownership 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 prices (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)
Wailea’s ocean-front condo properties include Andaz Residences, Wailea Point, Wailea Ekahi, Wailea Elua, and 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.
Some allow short-term rentals, others do not. Our team sells Wailea real estate, manages more than 70 vacation rental condos, and can provide reliable and repeatable rental data on any South Maui property. We’re uniquely positioned to provide real-time data on successful vacation rental properties to assist in your buying decision.
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, see Vacation-Maui.net
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. Upscale 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).
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]

Frequently Asked Questions About Wailea Real Estate Trends

  1. What are the current real estate trends in Wailea?

    The real estate market in Wailea, HI, is marked by high demand and steadily increasing property values. This trend is driven by the area’s luxurious lifestyle, stunning oceanfront properties, and world-class amenities. The market features a variety of high-end properties, including single-family homes, upscale condominiums, and beachfront estates. Due to its exclusivity and desirability, properties in Wailea often sell quickly and at premium prices. The ongoing interest from affluent buyers seeking a piece of paradise ensures a dynamic and competitive real estate market in Wailea.

  2. How have property values in Wailea changed in recent years?

    Property values in Wailea have appreciated significantly over the past several years. This growth is fueled by the community’s appeal as a premier luxury destination in Maui. The limited availability of prime real estate and the increasing demand from both domestic and international buyers have driven up prices. Properties with ocean views or beachfront access are particularly sought after, often commanding premium prices. The steady appreciation in property values reflects Wailea’s enduring appeal and its status as one of the most desirable places to live in Hawaii.

  3. What types of properties are most common in Wailea?

    Wailea offers a diverse range of luxury properties, including single-family homes, upscale condominiums, and expansive beachfront estates. Single-family homes in Wailea often feature modern designs, high-end finishes, and spacious outdoor living areas with stunning ocean views. Condominiums provide more affordable yet luxurious living options, often with access to resort-style amenities such as pools, fitness centers, and private beach access. Beachfront estates offer the ultimate in luxury living, with expansive grounds, direct beach access, and unparalleled privacy. This variety ensures that prospective buyers can find properties that meet their specific needs and preferences.

  4. What should potential homebuyers know about purchasing real estate in Wailea?

    Potential homebuyers in Wailea should be prepared for a competitive market where desirable properties can sell quickly and often at premium prices. It is essential to have pre-approved financing and work with an experienced local real estate agent who understands the nuances of the Wailea market. Buyers should consider the long-term value of investing in a home in this exclusive community, as well as the lifestyle benefits, such as access to world-class beaches, golf courses, and dining options. Understanding local zoning regulations, property taxes, and any homeowners' association (HOA) fees is crucial for making informed decisions. Engaging with knowledgeable real estate professionals can provide valuable insights and assistance throughout the buying process.

  5. Is Wailea a good area for real estate investment?

    Wailea is considered an excellent area for real estate investment due to its steady appreciation in property values and high demand for luxury homes. The community’s prime location on the southwestern coast of Maui, combined with its exclusive amenities and natural beauty, ensures a stable and attractive market for both residential and rental properties. Investors can benefit from Wailea’s growing popularity among affluent buyers and its potential for long-term capital appreciation. Additionally, the area’s strong rental market, driven by vacationers and seasonal residents, offers opportunities for generating rental income. Conducting thorough market research and working with experienced local real estate professionals can help investors identify the most promising opportunities and maximize returns in Wailea’s dynamic real estate market.


Overview for Wailea, HI

6,546 people live in Wailea, where the median age is 55.4 and the average individual income is $69,371. Data provided by the U.S. Census Bureau.


Total Population

55.4 years

Median Age


Population Density Population Density This is the number of people per square mile in a neighborhood.


Average individual Income

Demographics and Employment Data for Wailea, HI

Wailea has 2,816 households, with an average household size of 2.31. Data provided by the U.S. Census Bureau. Here’s what the people living in Wailea do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 6,546 people call Wailea home. The population density is 879.33 and the largest age group is Data provided by the U.S. Census Bureau.


Total Population


Population Density Population Density This is the number of people per square mile in a neighborhood.


Median Age

52 / 48%

Men vs Women

Population by Age Group


0-9 Years


10-17 Years


18-24 Years


25-64 Years


65-74 Years


75+ Years

Education Level

  • Less Than 9th Grade
  • Associate Degree
  • Bachelor Degree

Total Households


Average Household Size


Average individual Income

Households with Children

With Children:

Without Children:

Marital Status


Blue vs White Collar Workers

Blue Collar:

White Collar:

Commute Time

0 to 14 Minutes
15 to 29 Minutes
30 to 59 Minutes
60+ Minutes
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Work With Kevin

Whether you're just starting to explore the options and want a quick overview of the areas and pricing, or specific properties have caught your attention, I would so appreciate the opportunity to share my knowledge and insight with you. Warm Aloha!