Wailea sits on Maui’s sunny south shore, a 1,500-acre master-planned resort built starting in 1971 by a partnership between Alexander & Baldwin and Northwestern Mutual. It later earned recognition as one of the top 99 residential and recreational communities in the country. Home prices here start above $1 million and climb past $13 million.
The resort is bordered by Makena to the south, Kihei to the north, the Pacific Ocean to the west, and the slopes of Haleakala to the east. Six beaches line the coast, including Wailea Beach, Ulua Beach, and Polo Beach, and the priciest homes cluster along that shoreline or on the elevated lots with unobstructed ocean views. Wailea’s pricing now rivals Oahu’s Honolulu luxury market, where Kahala and Diamond Head command similar premiums.
This guide ranks Wailea’s most expensive neighborhoods using verified listing and sales data, from custom estate lots looking down on the coast to oceanfront condo villages built when the resort was founded. Prices are sourced from recent closed sales and active listings rather than a single formal median, since sales volume in some of these gated enclaves is thin enough that one or two transactions can move the number.
- The Ridge at Wailea
- Wailea Point
- Polo Beach Club
- Wailea Elua Village
- Wailea Golf Estates
- Wailea Fairway Estates
- Wailea Ekolu Village
- Wailea Ekahi
- FAQ
| Neighborhood | Median Sale Price | Price/Sq Ft | Character |
|---|---|---|---|
| The Ridge at Wailea | $13.5M | $1,800-$2,600 | Nine custom estate homesites, upper elevation |
| Wailea Point | $6.5M | $2,500-$3,700 | Gated oceanfront condos with private garages |
| Polo Beach Club | $5.3M | $2,400-$2,900 | Small oceanfront enclave near White Rock |
| Wailea Elua Village | $4.2M | $2,200-$3,300 | Beachfront villas on Ulua Beach |
| Wailea Golf Estates | $4M | $900-$1,450 | 61 gated lots on the Wailea Blue Course |
| Wailea Fairway Estates | $3M | $650-$1,250 | 31 custom homes on 14 acres |
| Wailea Ekolu Village | $2M | $1,000-$1,450 | Hillside golf and ocean view condos |
| Wailea Ekahi | $1.5M | $900-$1,300 | Beachfront village near Keawakapu Beach |
#1
The Ridge at Wailea
| Median Sale Price | Homesites | Lot Size |
|---|---|---|
| $13.5M | 9 total | Approx. half acre |
The Ridge at Wailea holds just nine custom homesites across 6.5 acres in the resort’s upper elevations. Original lots sold for $700,000 to just over $1 million when the subdivision opened, and finished homes now trade in the $8 million to $14 million range.
The only home listed for sale in late 2024 asked $13.5 million. Lots run roughly a half acre, sized for 4,000 to 6,000 square foot houses with three to five bedrooms, and the elevation gives nearly every home an unobstructed sweep of ocean and Haleakala views that ground-level Wailea properties cannot match.
Sales here are rare. With only nine lots, most changes in ownership happen through private, word-of-mouth deals long before a listing goes public.
What Buyers Should Know
Because inventory is so limited, buyers interested in The Ridge often wait years for a suitable listing to surface. Custom construction on the remaining vacant lots also means budgeting for Maui’s build costs, which run well above mainland averages due to shipping and skilled-labor constraints.
#2
Wailea Point
| Median Sale Price | Acreage | Recent High Sale |
|---|---|---|
| $6.5M | Approx. 30 acres | $12.9M (Aug. 2025) |
Wailea Point is a gated, roughly 30-acre oceanfront community of low-rise condo buildings. Listings currently start around $2.8 million for smaller two-bedroom units and run past $14 million for the largest oceanfront residences.
A two-bedroom unit closed at $4.55 million in April 2026, and a premier three-bedroom sold for $12.9 million in August 2025. Buildings 1 through 6 and 11 through 17 sit closest to the water, some within 75 feet of the shoreline, with views stretching to Molokini Crater, Lanai, and Kahoolawe.
Unlike most Wailea condos, Wailea Point units come with detached private garages, a feature that adds real value on an island where covered, secure parking is scarce.
What Buyers Should Know
HOA dues at Wailea Point’s largest oceanfront units can exceed $8,000 a month, covering landscaping, security, and building maintenance on prime beachfront land. Buyers should also budget for federal flood insurance, since the oceanfront buildings sit in FEMA Zone AE or VE.
#3
Polo Beach Club
| Median Sale Price | Units | Location |
|---|---|---|
| $5.3M | Small, low-density | Oceanfront, south Wailea |
Polo Beach Club is a small, low-density oceanfront enclave near the southern edge of Wailea. A recent two-bedroom, two-bath listing asked $5.3 million, in line with the building’s reputation as one of the resort’s more private beachfront addresses.
The stretch of coastline just south of Polo Beach Club, an undeveloped area locally known as White Rock, has drawn two well-documented names. Clint Eastwood built a beachfront home there, paying about $5.1 million for the land in 1992 and completing construction in 2001. Aerosmith frontman Steven Tyler bought a nearby oceanfront property in 2012 for $4.8 million, a 3,000-square-foot retreat with a pentagonal design and a saltwater infinity pool.
What Buyers Should Know
Properties along this stretch of coast sit close to the shoreline, so buyers should confirm tsunami evacuation zone status before closing. Hawaii’s Civil Defense maps these zones, and sellers are required to disclose them.
#4
Wailea Elua Village
| Median Sale Price | Units | Unit Size Range |
|---|---|---|
| $4.2M | 153 in 25 buildings | 891-1,749 sq ft |
Wailea Elua is one of the resort’s three original condo communities, built low-density across 29 acres bordering Ulua Beach. Its 153 units are spread between 25 two-story buildings, keeping density far lower than typical beachfront condo developments.
Front-row, two-bedroom beachfront units sell for more than $4 million, and the most recent three-bedroom closed at $4.9 million. Units set further back from the water trade for less, which is why sale prices across the village vary widely depending on building position.
What Buyers Should Know
The name Elua means “two” in Hawaiian. Along with Ekahi (“one”) and Ekolu (“three”), it was one of the first three villages built when Wailea Resort broke ground in the 1970s, and the trio still anchors the resort’s original footprint today.
Because Elua sits directly on the sand, owners carry both windstorm and flood coverage, and the building’s age relative to newer Wailea construction means buyers should review the association’s reserve study before purchasing.
#5
Wailea Golf Estates
| Median Sale Price | Lots | Lot Size |
|---|---|---|
| $4M | 61 total | 12,000-20,000 sq ft |
Wailea Golf Estates is a gated, 30-acre neighborhood of 61 home lots wrapped around the Wailea Blue Golf Course. Lots run from 12,000 to about 20,000 square feet, roughly a third of an acre, giving room for larger custom homes than most Wailea condo communities allow.
Current values span $2 million to $8 million depending on lot position and whether the home has been rebuilt or updated. Buyers are drawn to the combination of golf course frontage, a single gated entrance, and proximity to Wailea’s beach clubs without paying full oceanfront pricing.
What Buyers Should Know
Golf course-facing lots carry HOA and course-maintenance assessments on top of standard property tax, and buyers should confirm whether a given lot has view easements or landscaping restrictions tied to the course. Anyone weighing a purchase here against other luxury markets can review general guidance in this luxury home buying primer before making an offer.
#6
Wailea Fairway Estates
| Median Sale Price | Homes | Acreage |
|---|---|---|
| $3M | 31 total | 14 acres |
Wailea Fairway Estates packs just 31 custom homes into a 14-acre gated footprint in the heart of the resort. Recent sales have ranged from $2.2 million to $3.8 million, making it one of the more accessible single-family options inside Wailea’s gates.
As of late 2024 there were no active listings in the neighborhood, which is typical for a community this small. Homes here tend to sell through referral before reaching the open market.
What Buyers Should Know
Because turnover is low, buyers often need a local agent with existing relationships in the neighborhood to hear about a sale before it’s publicly listed. Homes here are generally smaller than those in Wailea Golf Estates, so per-square-foot pricing runs higher on updated properties.
#7
Wailea Ekolu Village
| Median Sale Price | Setting | View |
|---|---|---|
| $2M | Hillside, set back from beach | Golf and ocean |
Wailea Ekolu sits on higher ground than its beachfront sister villages, trading direct sand access for golf course and ocean views from a quieter, more residential setting. Listings start around $1.775 million.
Ekolu means “three” in Hawaiian, and along with Ekahi and Elua it rounds out the trio of original Wailea Resort condo communities built in the 1970s. The elevated position keeps prices below the beachfront villages while still delivering ocean views from most units.
What Buyers Should Know
Because Ekolu sits away from the waterline, flood insurance requirements are typically lighter than at Elua or Ekahi, which can meaningfully lower carrying costs for buyers comparing the three villages.
#8
Wailea Ekahi
| Median Sale Price | Beach Access | Community |
|---|---|---|
| $1.5M | Keawakapu and Mokapu beaches | Original 1970s village |
Wailea Ekahi, whose name means “one” in Hawaiian, was the first of the resort’s three original condo villages. It sits near Keawakapu and Mokapu beaches at the resort’s northern edge, closest to Kihei.
Listings start around $1.075 million, making Ekahi the most attainable entry point into Wailea Resort ownership. Units are generally smaller than at Elua or Ekolu, and the village’s age means many buyers plan for interior updates after purchase.
What Buyers Should Know
Ekahi’s lower price point still comes with resort-level HOA dues, typically in the $1,000 to $2,500 per month range common across Maui’s beachfront condo associations. Buyers should request the association’s most recent reserve study, since older buildings can carry deferred maintenance costs.
Wailea’s gated enclaves turn over slower than almost any other Hawaii resort market. In communities like The Ridge and Wailea Fairway Estates, a single-digit number of homes change hands most years, and buyers often hear about a sale through word of mouth long before it reaches the open market.
FAQ
What is the most expensive neighborhood in Wailea?
The Ridge at Wailea is the most expensive, with its nine custom estate homesites trading in the $8 million to $14 million range. The only home listed in late 2024 asked $13.5 million.
Are luxury home prices rising in Wailea?
Yes. The combined Wailea and Makena single-family median sale price reached approximately $2.78 million in April 2026, well above the broader Maui County median of $1.1 million reported that March. Limited land and strict resort design guidelines keep new supply scarce, which has supported steady price growth in the gated communities.
Does Hawaii offer any tax advantages for luxury buyers?
Hawaii taxes long-term capital gains at a lower rate than ordinary personal income, which benefits sellers of appreciated property. Non-resident sellers should also plan for HARPTA withholding, a 7.25 percent withholding on the gross sales price collected at closing as a prepayment toward any Hawaii capital gains tax owed.
What are property taxes like on a luxury home in Wailea?
Most Wailea properties fall under Maui County’s non-owner-occupied classification, since many are second homes or short-term rentals. For the 2026-2027 tax year, that class is billed $13 per $1,000 of assessed value on the first $900,000, $15 per $1,000 on the portion between $900,000 and $3 million, and $17 per $1,000 above $3 million.
What should buyers know about insurance and HOA costs in Wailea?
Oceanfront properties in Wailea generally sit in FEMA Zone AE or VE, which requires federal flood insurance, and tsunami damage is treated as flood damage under most policies. HOA dues on Wailea condos typically run $1,000 to $2,500 a month, and the most exclusive oceanfront buildings at Wailea Point can exceed $8,000 a month.
Bottom Line
Wailea’s most expensive neighborhoods span a wide range, from $1.5 million entry-level condos at Ekahi to $13.5 million custom estates at The Ridge. What ties them together is scarcity: a fixed resort footprint, strict design guidelines, and gated communities that rarely list more than a handful of homes in a given year keep demand well ahead of supply.
