How to Choose Between Wailea Beach Villas and Wailea Point

Wailea Beach Villas vs. Wailea Point

First of all, if you are deciding between these two amazing properties, congrats!

Either way you go, you won't be disappointed, but usually buyers know which community feels right for them after visiting. Beyond the numbers, these two communities just feel different the moment you walk in.

Wailea Point has an older, more Hawaiiana soul to it, low-rise buildings tucked into mature, terraced landscaping that's had almost 40 years to grow in, with a slower, more residential pace to match.

Wailea Beach Villas feels newer and more modern by comparison, sleeker finishes, a tighter footprint, and a bit more density since everything sits closer together on its 10 acres.

Both communities deliver knockout ocean views and direct beach access, but if you close your eyes and picture luxurious "old Hawaii resort living," you're picturing Wailea Point. If you're picturing a polished, contemporary beachfront villa, that's Wailea Beach Villas.

Wailea Condos For Sale

Two of the Most Prestigious Addresses in Wailea

Both Wailea Beach Villas and Wailea Point are among the most prestigious condos in Wailea, and both sit on hotel-zoned land where short-term rentals are legally permitted. The real difference is rental style, not rental legality. Wailea Beach Villas is an active nightly-rental resort, so you can rent by the night and chase peak-season occupancy.

Wailea Point allows rentals too, but with a 30-day minimum, after the AOAO tried to push that minimum to 365 days in 2022 and the Ninth Circuit Court of Appeals struck that amendment down in July 2026. So Wailea Point is back to 30-day rentals, just with a slower turnover pace than Beach Villas.

I get asked to compare these two communities constantly, usually by buyers who've toured both and can't quite figure out why two oceanfront, hotel-zoned properties a few minutes apart operate so differently. So let's get into it.

Wailea Beach Villas vs. Wailea Point: Short-Term Rental Status

Wailea Beach Villas

Both Wailea Beach Villas and Wailea Point are zoned Hotel/PUD, which is the zoning classification that legally supports transient vacation rentals on Maui.

This is a big deal, because it means neither one is exposed to the Bill 9 fallout that's been hammering apartment-zoned Minatoya List complexes elsewhere on the island. Their right to rent short-term isn't in legal jeopardy the way it is for owners in apartment-zoned buildings.

Wailea Beach Villas uses its hotel zoning exactly as you'd expect.

It's an active, professionally managed vacation rental resort. Owners rent nightly through the on-site rental program or their own management company, and nightly rates run anywhere from around $1,100 to $10,000 depending on the unit and season.

If you want a Wailea condo that can actually produce rental income, this is one of the strongest options on the island.

Wailea Point's Legal Battle on Rentals

Wailea Point had a more turbulent path to get back to renting short term. In 2022, roughly 70% of Wailea Point owners approved an amendment to the governing declaration pushing the minimum lease term to 365 days, effectively ending short-term rentals in the community.

While very few owners in the community rent short term and all pay short term rental property taxes – unless they are full time residents – this was done to try and get the property tax rates down. Maui County did not care that the association wanted to downzone and so they have been stuck in this for several years. 

A group of owners challenged that amendment in court, arguing it hadn't been validly adopted, since changing a use restriction on the apartments required unanimous owner approval under the Declaration, not a simple supermajority.

On July 15, 2026, the Ninth Circuit Court of Appeals agreed and reversed a lower court ruling, which restored Wailea Point's original 30-day minimum lease policy.

Worth noting: the Wailea Point AOAO still has the option to pursue further appeal, so this is the current state of things rather than a permanently settled matter.

I'd treat the 30-day minimum as accurate today, but I'll always confirm the latest status with the association directly before any client relies on it for a purchase or leasing decision. It's also worth knowing that historically, fewer than 10% of Wailea Point owners actually leased their units even when it was allowed, so for a lot of buyers here, this ruling is more about preserving optionality than chasing rental income.

Bottom line: if you want to rent nightly and chase peak-season rates, Wailea Beach Villas is built for that. If you want a quieter, lower-turnover rental with 30-day stays instead of a daily rotation of vacationers, Wailea Point now gives you that flexibility again, with a calmer, more residential feel.

Location, Location, Location

Wailea Point and Wailea Beach Villas

Location-wise, you're choosing between two different corners of the same world-class neighborhood. Wailea Beach Villas sits right in front of The Shops at Wailea, so you can walk to fine dining, boutique shopping, and art galleries without ever getting in a car.

Wailea Point sits further south on its own oceanfront point, sandwiched between the Four Seasons Resort Maui and the Fairmont Kea Lani, so your neighbors are two of the most celebrated luxury hotels in Hawaii, and their restaurants, spas, and beach services are practically an extension of your own backyard. Both put you minutes from Wailea's three championship golf courses either way. 

Both are on the celebrated Wailea Beach Path and provide amazing, front-row access to Wailea Beach.

Wailea Point Active Listings

Sort by:
Listing Image for 4000 Wailea Alanui Dr 101 1 of 22 Listing Image for 4000 Wailea Alanui Dr 101 2 of 22 Listing Image for 4000 Wailea Alanui Dr 101 3 of 22 Listing Image for 4000 Wailea Alanui Dr 101 4 of 22 Listing Image for 4000 Wailea Alanui Dr 101 5 of 22 Listing Image for 4000 Wailea Alanui Dr 101 6 of 22 Listing Image for 4000 Wailea Alanui Dr 101 7 of 22 Listing Image for 4000 Wailea Alanui Dr 101 8 of 22 Listing Image for 4000 Wailea Alanui Dr 101 9 of 22 Listing Image for 4000 Wailea Alanui Dr 101 10 of 22 Listing Image for 4000 Wailea Alanui Dr 101 11 of 22 Listing Image for 4000 Wailea Alanui Dr 101 12 of 22 Listing Image for 4000 Wailea Alanui Dr 101 13 of 22 Listing Image for 4000 Wailea Alanui Dr 101 14 of 22 Listing Image for 4000 Wailea Alanui Dr 101 15 of 22 Listing Image for 4000 Wailea Alanui Dr 101 16 of 22 Listing Image for 4000 Wailea Alanui Dr 101 17 of 22 Listing Image for 4000 Wailea Alanui Dr 101 18 of 22 Listing Image for 4000 Wailea Alanui Dr 101 19 of 22 Listing Image for 4000 Wailea Alanui Dr 101 20 of 22 Listing Image for 4000 Wailea Alanui Dr 101 21 of 22 Listing Image for 4000 Wailea Alanui Dr 101 22 of 22

$13,900,000

Wailea Point 101

4000 Wailea Alanui Dr 101, Wailea/Makena

4 Beds 4 Baths 3,820 SqFt Residential MLS® # 410182

Days on Market: 31

Engel & Volkers Maui

Listing Image for 4000 Wailea Alanui Dr 1203 1 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 2 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 3 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 4 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 5 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 6 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 7 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 8 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 9 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 10 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 11 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 12 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 13 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 14 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 15 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 16 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 17 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 18 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 19 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 20 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 21 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 22 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 23 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 24 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 25 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 26 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 27 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 28 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 29 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 30 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 31 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 32 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 33 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 34 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 35 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 36 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 37 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 38 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 39 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 40 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 41 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 42 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 43 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 44 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 45 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 46 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 47 of 48 Listing Image for 4000 Wailea Alanui Dr 1203 48 of 48

$4,500,000

Wailea Point 1203

4000 Wailea Alanui Dr 1203, Wailea/Makena

2 Beds 2 Baths 1,558 SqFt Residential MLS® # 410129

Days on Market: 37

Wailea Point Realty, Inc. realty@waileapoint.com

Listing Image for 4000 Wailea Alanui Dr 802 & 804 1 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 2 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 3 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 4 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 5 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 6 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 7 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 8 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 9 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 10 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 11 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 12 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 13 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 14 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 15 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 16 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 17 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 18 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 19 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 20 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 21 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 22 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 23 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 24 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 25 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 26 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 27 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 28 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 29 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 30 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 31 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 32 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 33 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 34 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 35 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 36 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 37 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 38 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 39 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 40 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 41 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 42 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 43 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 44 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 45 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 46 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 47 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 48 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 49 of 50 Listing Image for 4000 Wailea Alanui Dr 802 & 804 50 of 50

$8,740,000

Wailea Point 802 & 804

4000 Wailea Alanui Dr 802 & 804, Wailea/Makena

5 Beds 6 Baths 4,913 SqFt Residential MLS® # 409447

Days on Market: 100

Wailea Point Realty, Inc. realty@waileapoint.com

Listing Image for 4000 Wailea Alanui Dr 2101 1 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 2 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 3 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 4 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 5 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 6 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 7 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 8 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 9 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 10 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 11 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 12 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 13 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 14 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 15 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 16 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 17 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 18 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 19 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 20 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 21 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 22 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 23 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 24 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 25 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 26 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 27 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 28 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 29 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 30 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 31 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 32 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 33 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 34 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 35 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 36 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 37 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 38 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 39 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 40 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 41 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 42 of 43 Listing Image for 4000 Wailea Alanui Dr 2101 43 of 43

$3,300,000

Wailea Point 2101

4000 Wailea Alanui Dr 2101, Wailea/Makena

2 Beds 3 Baths 1,584 SqFt Residential MLS® # 409393

Days on Market: 105

Wailea Point Realty, Inc. realty@waileapoint.com

Evan Harlow Maui Realtor
Short Term Rental
Listing Image for 4000 Wailea Alanui Dr 3404 1 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 2 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 3 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 4 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 5 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 6 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 7 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 8 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 9 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 10 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 11 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 12 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 13 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 14 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 15 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 16 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 17 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 18 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 19 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 20 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 21 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 22 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 23 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 24 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 25 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 26 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 27 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 28 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 29 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 30 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 31 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 32 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 33 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 34 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 35 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 36 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 37 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 38 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 39 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 40 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 41 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 42 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 43 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 44 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 45 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 46 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 47 of 48 Listing Image for 4000 Wailea Alanui Dr 3404 48 of 48

$2,795,000

↓ $190,000

Wailea Point 3404

4000 Wailea Alanui Dr 3404, Wailea/Makena

2 Beds 2 Baths 1,359 SqFt Residential MLS® # 408567

Days on Market: 191

Maui Real Estate Advisors LLC 808-875-4444

Listing Image for 4000 Wailea Alanui Dr 2904 1 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 2 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 3 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 4 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 5 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 6 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 7 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 8 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 9 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 10 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 11 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 12 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 13 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 14 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 15 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 16 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 17 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 18 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 19 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 20 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 21 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 22 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 23 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 24 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 25 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 26 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 27 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 28 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 29 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 30 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 31 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 32 of 33 Listing Image for 4000 Wailea Alanui Dr 2904 33 of 33

$4,495,000

Wailea Point 2904

4000 Wailea Alanui Dr 2904, Wailea/Makena

2 Beds 2 Baths 1,558 SqFt Residential MLS® # 408086

Days on Market: 238

Coldwell Banker Island Prop(P) Cell: 808-344-7208

Listing Image for 4000 Wailea Alanui Dr 1602 1 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 2 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 3 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 4 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 5 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 6 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 7 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 8 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 9 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 10 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 11 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 12 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 13 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 14 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 15 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 16 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 17 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 18 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 19 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 20 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 21 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 22 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 23 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 24 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 25 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 26 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 27 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 28 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 29 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 30 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 31 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 32 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 33 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 34 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 35 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 36 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 37 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 38 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 39 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 40 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 41 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 42 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 43 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 44 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 45 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 46 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 47 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 48 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 49 of 50 Listing Image for 4000 Wailea Alanui Dr 1602 50 of 50

$13,900,000

Wailea Point 1602

4000 Wailea Alanui Dr 1602, Wailea/Makena

3 Beds 3 Baths 3,850 SqFt Residential MLS® # 407829

Days on Market: 260

Wailea Point Realty, Inc. realty@waileapoint.com

Listing Image for 4000 Wailea Alanui Dr 502 1 of 48 Listing Image for 4000 Wailea Alanui Dr 502 2 of 48 Listing Image for 4000 Wailea Alanui Dr 502 3 of 48 Listing Image for 4000 Wailea Alanui Dr 502 4 of 48 Listing Image for 4000 Wailea Alanui Dr 502 5 of 48 Listing Image for 4000 Wailea Alanui Dr 502 6 of 48 Listing Image for 4000 Wailea Alanui Dr 502 7 of 48 Listing Image for 4000 Wailea Alanui Dr 502 8 of 48 Listing Image for 4000 Wailea Alanui Dr 502 9 of 48 Listing Image for 4000 Wailea Alanui Dr 502 10 of 48 Listing Image for 4000 Wailea Alanui Dr 502 11 of 48 Listing Image for 4000 Wailea Alanui Dr 502 12 of 48 Listing Image for 4000 Wailea Alanui Dr 502 13 of 48 Listing Image for 4000 Wailea Alanui Dr 502 14 of 48 Listing Image for 4000 Wailea Alanui Dr 502 15 of 48 Listing Image for 4000 Wailea Alanui Dr 502 16 of 48 Listing Image for 4000 Wailea Alanui Dr 502 17 of 48 Listing Image for 4000 Wailea Alanui Dr 502 18 of 48 Listing Image for 4000 Wailea Alanui Dr 502 19 of 48 Listing Image for 4000 Wailea Alanui Dr 502 20 of 48 Listing Image for 4000 Wailea Alanui Dr 502 21 of 48 Listing Image for 4000 Wailea Alanui Dr 502 22 of 48 Listing Image for 4000 Wailea Alanui Dr 502 23 of 48 Listing Image for 4000 Wailea Alanui Dr 502 24 of 48 Listing Image for 4000 Wailea Alanui Dr 502 25 of 48 Listing Image for 4000 Wailea Alanui Dr 502 26 of 48 Listing Image for 4000 Wailea Alanui Dr 502 27 of 48 Listing Image for 4000 Wailea Alanui Dr 502 28 of 48 Listing Image for 4000 Wailea Alanui Dr 502 29 of 48 Listing Image for 4000 Wailea Alanui Dr 502 30 of 48 Listing Image for 4000 Wailea Alanui Dr 502 31 of 48 Listing Image for 4000 Wailea Alanui Dr 502 32 of 48 Listing Image for 4000 Wailea Alanui Dr 502 33 of 48 Listing Image for 4000 Wailea Alanui Dr 502 34 of 48 Listing Image for 4000 Wailea Alanui Dr 502 35 of 48 Listing Image for 4000 Wailea Alanui Dr 502 36 of 48 Listing Image for 4000 Wailea Alanui Dr 502 37 of 48 Listing Image for 4000 Wailea Alanui Dr 502 38 of 48 Listing Image for 4000 Wailea Alanui Dr 502 39 of 48 Listing Image for 4000 Wailea Alanui Dr 502 40 of 48 Listing Image for 4000 Wailea Alanui Dr 502 41 of 48 Listing Image for 4000 Wailea Alanui Dr 502 42 of 48 Listing Image for 4000 Wailea Alanui Dr 502 43 of 48 Listing Image for 4000 Wailea Alanui Dr 502 44 of 48 Listing Image for 4000 Wailea Alanui Dr 502 45 of 48 Listing Image for 4000 Wailea Alanui Dr 502 46 of 48 Listing Image for 4000 Wailea Alanui Dr 502 47 of 48 Listing Image for 4000 Wailea Alanui Dr 502 48 of 48

$8,900,000

Wailea Point 502

4000 Wailea Alanui Dr 502, Wailea/Makena

3 Beds 3 Baths 2,778 SqFt Residential MLS® # 407830

Days on Market: 260

Wailea Point Realty, Inc. realty@waileapoint.com

Short Term Rental
Listing Image for 4000 Wailea Alanui Dr 1202/1204 1 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 2 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 3 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 4 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 5 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 6 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 7 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 8 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 9 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 10 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 11 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 12 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 13 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 14 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 15 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 16 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 17 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 18 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 19 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 20 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 21 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 22 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 23 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 24 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 25 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 26 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 27 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 28 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 29 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 30 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 31 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 32 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 33 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 34 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 35 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 36 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 37 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 38 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 39 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 40 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 41 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 42 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 43 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 44 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 45 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 46 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 47 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 48 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 49 of 50 Listing Image for 4000 Wailea Alanui Dr 1202/1204 50 of 50

$13,495,000

↓ $1,255,000

Wailea Point 1202/1204

4000 Wailea Alanui Dr 1202/1204, Wailea/Makena

4 Beds 6 Baths 4,273 SqFt Residential MLS® # 407692

Days on Market: 270

Maui Real Estate Advisors LLC 808-875-4444

View 6 More Listings

Zoning: Same Classification, Very Different Reality

It surprises a lot of buyers that two properties can share hotel zoning and still land in completely different rental categories. Zoning sets the ceiling on what's legally possible; the AOAO's own declaration and house rules set the floor on what's actually allowed. Wailea Beach Villas' documents support nightly rentals.

Wailea Point's documents, post-2022, do not. Always read the current recorded declaration and any amendments before assuming a hotel-zoned property will let you rent the way you want to.

Comparing Floorplans and Unit Variety

Wailea Beach Villas keeps things relatively streamlined. There are 99 units total, spread across low-rise villa buildings and a penthouse building, set on about 10 acres of oceanfront land:

  • 2-bedroom / 2-bath units: roughly 1,899 to 2,375 square feet

  • 3-bedroom / 3-bath (some 3.5-bath) units: roughly 1,961 to 2,934 square feet

  • Penthouses can push past 3,100 square feet of combined indoor-outdoor living space

  • Lanais come fully furnished with a built-in Viking barbecue, and most units offer at least partial ocean views given the beachfront footprint

Wailea Point is older than the Wailea Beach Villas and many units will still have original features that can make you feel like you're going into a time machine where tiled cylinder showers were en vogue. Built in three phases between 1984 and 1987, it spans roughly 26 to 28 acres and includes 130 units across dozens of low-rise buildings, originally offered in nine distinct floor plans. Decades of owner remodels mean no two units are quite alike anymore:

  • 2-bedroom units: roughly 1,553 to 3,172 square feet, with 2 or 3 bathrooms

  • 3-bedroom units: roughly 1,359 to 3,666 square feet, with 2 to 3.5 bathrooms

  • 4-bedroom (and combined "double") units: up to around 4,813 square feet, with 4 to 6 bathrooms

  • Private lanais up to 910 square feet, and most units include a personal garage, with some offering boat storage

If you want a wider range of layouts, or the possibility of a truly massive, combined residence, Wailea Point has more to offer. If you'd rather choose from a tighter, more curated set of well-known floor plans, Wailea Beach Villas is simpler to shop.

Wailea Beach Villas For Sale

New Short Term Rental
Listing Image for 3800 Wailea Alanui Blvd H102 1 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 2 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 3 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 4 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 5 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 6 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 7 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 8 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 9 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 10 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 11 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 12 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 13 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 14 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 15 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 16 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 17 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 18 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 19 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 20 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 21 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 22 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 23 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 24 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 25 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 26 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 27 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 28 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 29 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 30 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 31 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 32 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 33 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 34 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 35 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 36 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 37 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 38 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 39 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 40 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 41 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 42 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 43 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 44 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 45 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 46 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 47 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 48 of 49 Listing Image for 3800 Wailea Alanui Blvd H102 49 of 49

$4,200,000

Wailea Beach Villas H102

3800 Wailea Alanui Blvd H102, Wailea/Makena

2 Beds 2 Baths 1,899 SqFt Residential MLS® # 410442

Days on Market: 1

Hawaii Life (W) Cell: 808-280-2055

Short Term Rental
Listing Image for 3800 Wailea Alanui Blvd K-208 1 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 2 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 3 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 4 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 5 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 6 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 7 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 8 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 9 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 10 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 11 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 12 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 13 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 14 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 15 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 16 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 17 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 18 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 19 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 20 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 21 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 22 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 23 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 24 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 25 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 26 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 27 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 28 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 29 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 30 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 31 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 32 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 33 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 34 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 35 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 36 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 37 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 38 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 39 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 40 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 41 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 42 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 43 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 44 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 45 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 46 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 47 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 48 of 49 Listing Image for 3800 Wailea Alanui Blvd K-208 49 of 49

$6,350,000

Wailea Beach Villas K-208

3800 Wailea Alanui Blvd K-208, Wailea/Makena

3 Beds 3 Baths 2,892 SqFt Residential MLS® # 408319

Days on Market: 213

Maui Real Estate Advisors LLC 808-875-4444

Short Term Rental
Listing Image for 3800 Wailea Alanui Dr Ph-303 1 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 2 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 3 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 4 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 5 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 6 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 7 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 8 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 9 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 10 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 11 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 12 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 13 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 14 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 15 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 16 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 17 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 18 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 19 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 20 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 21 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 22 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 23 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 24 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 25 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 26 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 27 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 28 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 29 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 30 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 31 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 32 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 33 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 34 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 35 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 36 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 37 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 38 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 39 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 40 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 41 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 42 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 43 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 44 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 45 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 46 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 47 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 48 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 49 of 50 Listing Image for 3800 Wailea Alanui Dr Ph-303 50 of 50

$5,500,000

Wailea Beach Villas PH-303

3800 Wailea Alanui Dr Ph-303, Wailea/Makena

3 Beds 3 Baths 1,961 SqFt Residential MLS® # 408288

Days on Market: 217

Compass-W

Short Term Rental
Listing Image for 3800 Wailea Alanui Blvd Ph-209 1 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 2 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 3 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 4 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 5 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 6 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 7 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 8 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 9 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 10 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 11 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 12 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 13 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 14 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 15 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 16 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 17 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 18 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 19 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 20 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 21 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 22 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 23 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 24 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 25 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 26 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 27 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 28 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 29 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 30 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 31 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 32 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 33 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 34 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 35 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 36 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 37 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 38 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 39 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 40 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 41 of 42 Listing Image for 3800 Wailea Alanui Blvd Ph-209 42 of 42

$5,750,000

Wailea Beach Villas PH-209

3800 Wailea Alanui Blvd Ph-209, Wailea/Makena

3 Beds 3 Baths 2,521 SqFt Residential MLS® # 407859

Days on Market: 258

Keller Williams Realty Maui-Ka Cell: 808-264-6836

Buying Real Estate on Maui

Buying Real Estate on Maui

Read Evan's complete guide to buying a home or condo on Maui.

Read the Guide
Short Term Rental
Listing Image for 3800 Wailea Alanui Blvd Ph511 1 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 2 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 3 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 4 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 5 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 6 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 7 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 8 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 9 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 10 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 11 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 12 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 13 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 14 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 15 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 16 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 17 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 18 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 19 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 20 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 21 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 22 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 23 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 24 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 25 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 26 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 27 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 28 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 29 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 30 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 31 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 32 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 33 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 34 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 35 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 36 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 37 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 38 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 39 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 40 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 41 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 42 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 43 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 44 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 45 of 46 Listing Image for 3800 Wailea Alanui Blvd Ph511 46 of 46

$5,395,000

↓ $500,000

Wailea Beach Villas PH511

3800 Wailea Alanui Blvd Ph511, Wailea/Makena

2 Beds 2 Baths 1,978 SqFt Residential MLS® # 407499

Days on Market: 289

Coldwell Banker Island Prop-Ku Cell: 510-776-4184

Short Term Rental
Listing Image for 3800 Wailea Alanui Dr B-101 1 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 2 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 3 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 4 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 5 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 6 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 7 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 8 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 9 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 10 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 11 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 12 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 13 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 14 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 15 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 16 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 17 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 18 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 19 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 20 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 21 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 22 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 23 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 24 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 25 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 26 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 27 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 28 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 29 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 30 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 31 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 32 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 33 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 34 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 35 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 36 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 37 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 38 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 39 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 40 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 41 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 42 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 43 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 44 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 45 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 46 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 47 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 48 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 49 of 50 Listing Image for 3800 Wailea Alanui Dr B-101 50 of 50

$14,990,000

Wailea Beach Villas B-101

3800 Wailea Alanui Dr B-101, Wailea/Makena

3 Beds 3.5 Baths 2,879 SqFt Residential MLS® # 407472

Days on Market: 291

Compass-W

Amenities at Wailea Beach Villas and Wailea Point

Both communities deliver a genuinely resort-level experience, just with a different flavor.

Wailea Beach Villas

  • Two resort-style pools, including a beachfront pool and spa

  • Fitness center

  • Concierge services and valet

  • 24-hour onsite security with a guarded gate

  • Game room and entertainment lounges

  • Direct access to Wailea Beach

Wailea Point

  • Three to four swimming pools, including a 25-meter lap pool

  • Two Jacuzzi spas

  • Fitness center and clubhouse

  • Tennis, paddle tennis, and pickleball courts

  • Outdoor pavilions and BBQ areas

  • 24-hour gated security with roving patrol

  • Private garages for most units

  • Direct access to the Wailea Beach Path, connecting to both Wailea Beach and Polo Beach

Wailea Point's amenity package is broader and more athletic, largely because of its size and low-density layout. Wailea Beach Villas leans more into the classic beachfront resort feel, which makes sense given it sits directly on the sand.

Comparing Costs of Ownership

This is where the two communities really diverge, and where I'd encourage you to look past the sticker price and into the full picture of ownership.

Wailea Beach Villas HOA dues generally run in the $4,000 to $7,000 per month range, depending on unit size and location within the property. Sales prices typically start in the mid-single-digit millions and climb well past $12 million for premier oceanfront villas. The upside is that a well-run unit here can generate meaningful rental income to help offset those carrying costs, which is not something you can say about every luxury Wailea property.

Wailea Point currently has active listings ranging from around $2.8 million for a smaller two-bedroom unit up to $14 million-plus for the largest oceanfront residences, with recent closed sales including a two-bedroom at $4.55 million and a premier three-bedroom at $12.9 million. HOA fees run on the higher end for Wailea, up to 8,000/month for premiere units, which reflects the four pools, gated security patrol, tennis and pickleball courts, covered garages, costs of insurances, and 26-plus acres of maintained grounds.

With 30-day rentals now confirmed legal again – at least for now – owners do have a real path to offsetting some of those carrying costs, though the income potential is naturally lower than a nightly-rental property since you're filling 30-day blocks rather than turning a unit over every few days during peak season.

Frequently Asked Questions About Both

Can I short-term rent a condo at Wailea Point? Yes, with a 30-day minimum, as of a July 15, 2026 Ninth Circuit Court of Appeals ruling. The AOAO had tried to impose a 365-day minimum via a 2022 amendment approved by about 70% of owners, but the court found that amendment invalid because changing a use restriction like this required unanimous consent, not a supermajority. The AOAO could still pursue further appeal, so it's worth confirming current status with the association before relying on it.

Can I short-term rent at Wailea Beach Villas? Yes, and there's no 30-day minimum. It's an active, legal nightly-rental resort, and many owners generate significant income from short daily and weekly stays.

Are both communities gated and secure? Yes, both offer 24-hour gated security.

Which one has better views? Wailea Beach Villas sits directly on Wailea Beach, so oceanfront and beach views are more consistent throughout the property. Wailea Point sits on an elevated coastal point between Wailea Beach and Polo Beach, and views vary more by building and floor, with some of the most dramatic panoramic views on the island from its upper units.

Which is the better investment? If you're measuring purely on maximum rental income potential, Wailea Beach Villas still wins, since nightly rentals during peak season generate more revenue than 30-day blocks. But Wailea Point now offers a legitimate income path too, alongside a track record of holding its value extremely well as a low-density, ultra-luxury lifestyle asset.

Are pets allowed? Yes, both communities allow pets, generally with board approval at Wailea Point.

Which One Is Right for You?

If you want a turnkey vacation rental that can chase peak-season nightly rates and maximize income, Wailea Beach Villas is the clear choice.

If you'd rather have a quieter, lower-turnover property with 30-day minimum stays instead of a daily rotation of vacationers, while still keeping a legitimate rental option on the table, Wailea Point gives you the best of both worlds: real privacy with real income potential.

I love both communities for different reasons and deciding really comes down to the lifestyle and ownership use case you see for yourself.

If you want to talk through which one fits your goals, budget, and how you actually plan to use the property, give me a call at 808-214-4799 or send me an email. I'm happy to walk you through current inventory in both and help you figure out which one earns a spot on your short list.

Get In Touch With Evan!

Evan Harlow Maui

Evan Harlow ranks among the best real estate agents on Maui annually and is in the top 1% of Coldwell Banker agents worldwide in production. Evan has the expertise, experience, and work ethic to help you achieve your real estate buying and selling goals. We promise exceptional service and support from the beginning of the process through closing and beyond. See what Evan's clients are saying on Google.

Provide a valid email address.


Posted by Evan Harlow R(S) on

Tags

Email Send a link to post via Email

Leave A Comment

e.g. yourwebsitename.com
Please note that your email address is kept private upon posting.