Explore 10 of Maui’s Finest Luxury Residential Gated Communities

Luxury Gated Communities on Maui

Maui is the ultimate destination to live your best island life in Hawaii with everything from premium real estate to stunning landscapes and a seemingly endless way to spend perfect days in paradise. Whether you plan to relocate to Maui or you are eager to find your ideal vacation home in one of the island's top gated communities, there are a few must-see spots to check out before narrowing down the possibilities.

So, what are the top ten most coveted Maui gated communities with luxury single-family homes?

10. Wailea Kai

Wailea Kai Gated Community

Wailea Kai offers 100 well-cared-for homes on a hillside close to Wailea. As one of the more established communities in the area, it features mature landscaping and beautifully designed homes. If you choose a Maui home in Wailea Kai, you can walk to Keawakapu Beach and the community’s private park. Wailea Beach, Palauea Beach, and the Wailea Blue Golf Course are also close by.

Current Listings Wailea Kai

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In Escrow

$3,249,000

Wailea Kai

85 Pukolu Way, Wailea/Makena

5 Beds 3.5 Baths 4,232 SqFt Residential MLS® # 407080

Days on Market: 11

New

$2,695,000

Wailea Kai

30 Hoawaa Way, Wailea/Makena

3 Beds 2 Baths 1,948 SqFt Residential MLS® # 406647

Days on Market: 6

$2,990,000

Wailea Kai

124 Waaula Way, Wailea/Makena

3 Beds 3.5 Baths 2,526 SqFt Residential MLS® # 405904

Days on Market: 68

9. Kula I'o

Kula Homes for sale

Kula I’o sits almost in the heart of Upcountry Maui in Kula close to the Maui Chocolate Coffee Tours, the Kula Botanical Gardens, Haleakala National Park, and Pukalani. While it has a rural setting in Upcountry Maui, many of the 35 homesites have incredible Pacific Ocean views. This is a 236-acre community with homesites as large as 25 acres.

The spaciousness of the lush, green lots combined with the community’s elevation of approximately 700 feet creates an airy, relaxing setting for residents to enjoy.

Current Listings Kula I'o

New

$4,350,000

Kula I'o

172 Huahua Pl Unit A, Kula/Ulupalakua/Kanaio

4 Beds 4 Baths 3,893 SqFt Residential MLS® # 407233

Days on Market: 1

$4,650,000

Kula I'o

173 Huahua Pl, Kula/Ulupalakua/Kanaio

5 Beds 5 Baths 3,593 SqFt Residential MLS® # 405525

Days on Market: 123

8. Pineapple Hill

Pineapple Hill Maui Luxury

With the renowned Kapalua Bay golf course, several breathtaking nearby beaches, and excellent entertainment and dining options, Pineapple Hill puts you in the ultimate destination for an amazing Maui lifestyle experience in Kapalua. This stunning, mountainside community sits right in Kapalua and offers pristine ocean views in the distance as well as the amenities of the Kapalua Resort Association.

Residents in both phases of this resort community enjoy amenities like an entertainment pavilion, a community pool, and two tennis courts. In addition to the builder’s six different floor plans, several custom homes are offered. A wide range of home sizes at different price points to suit individual preferences is available.

Current Listings Pineapple Hill

$3,995,000

Pineapple Hill

406 Monarch Pl, Kapalua

3 Beds 3 Baths 2,794 SqFt Residential MLS® # 406739

Days on Market: 12

$1,895,000

Kapalua

230 Crestview Rd 15, Kapalua

0 Beds 0 Baths 0 SqFt Land MLS® # 401010

Days on Market: 564

New

$5,395,000

Pineapple Hill Estates

116 Pulelehua St 1, Kapalua

4 Beds 4.5 Baths 4,081 SqFt Residential MLS® # 406659

Days on Market: 7

$3,800,000

↓ $450,000

Pineapple Hill

324 Cook Pine Dr, Kapalua

3 Beds 3.5 Baths 3,670 SqFt Residential MLS® # 405060

Days on Market: 182

7. Summit at Kaanapali

Summit Ka'anapali

The Summit at Kaanapali features 53 gorgeous homes across three distinctive phases that are designed with indoor-outdoor living in mind. This premium, gated community includes well-designed homes at a variety of price points and sizes. Many of the spacious lots are thoughtfully positioned to provide ocean views.

Residents can take advantage of all the things to do in Ka'anapali as well as easy access to the nearby Ka’anapali Resort. Black Rock Beach, Kaanapali Beach, Hanakao’o Park, and exceptional shops and restaurants are also nearby.

Current Listings Ka'anapali Hillside

New

$1,500,000

Kaanapali

4 Anapuni Loop, Kaanapali

0 Beds 0 Baths 0 SqFt Land MLS® # 407344

Days on Market: 0

$8,900,000

Kaanapali Golf Estates

284 Anapuni Loop Lot 15, Kaanapali

5 Beds 4 Baths 4,463 SqFt Residential MLS® # 407116

Days on Market: 25

$1,998,000

Kaanapali

144 Anapuni Loop, Kaanapali

0 Beds 0 Baths 0 SqFt Land MLS® # 406998

Days on Market: 34

$5,695,000

↓ $200,000

Lanikeha Phase I

44 Loli'i Pl, Kaanapali

4 Beds 5 Baths 3,691 SqFt Residential MLS® # 406460

Days on Market: 48

6. Lanikeha

Lanikeha Maui

Lanikeha is a double-gated enclave of prestigious homes located in the premier Kaanapali Golf Estates. The 136 homesites in Lanikeha are up to 33,000 square feet, and many boast spectacular coastal views. Each custom home is remarkably designed with distinguished individuality and offers fine finishes and well-manicured grounds.

The community is situated just outside of the charming town of Kahului, placing you in an ideal location to explore Kaanapali, Lahaina, Kihei, and other popular destinations.

Maui's Most Luxurious Properties For Sale

New

$5,395,000

Keokea Homesteads

980 Polipoli Rd, Kula/Ulupalakua/Kanaio

3 Beds 2.5 Baths 2,390 SqFt Residential MLS® # 407343

Days on Market: 1

New

$6,600,000

Mahanalua Nui IV

205 Pua Niu Way Unit A, Lahaina

5 Beds 4.5 Baths 3,697 SqFt Residential MLS® # 407295

Days on Market: 6

New

$5,850,000

Napili/Kahana/Honokowai

5157 Lower Honoapiilani Rd, Napili/Kahana/Honokowai

2 Beds 2 Baths 2,348 SqFt Residential MLS® # 407292

Days on Market: 0

New

$5,375,000

Wailea Elua 803

3600 Wailea Alanui Dr 803, Wailea/Makena

3 Beds 2 Baths 1,609 SqFt Residential MLS® # 407249

Days on Market: 7

$7,250,000

Spreckelsville/Paia/Kuau

1050 Kapukaulua Pl, Spreckelsville/Paia/Kuau

4 Beds 2.5 Baths 2,606 SqFt Residential MLS® # 407207

Days on Market: 16

New Short Term Rental

$5,995,000

Montage Residences Kapalua Bay 5102

1 Bay Dr 5102, Kapalua

3 Beds 3.5 Baths 2,789 SqFt Residential MLS® # 407184

Days on Market: 1

5. Wailea Golf Vistas

Wailea Golf Vistas Maui

At Wailea Golf Vistas you can enjoy exceptional views of the neighboring Wailea Blue Golf Course as well as spectacular ocean and outer island views of Lanai and Kahoolawe from front-row homes. These fine, single-family homes stand on sprawling grounds, and each custom home has something to marvel at.

Wailea Golf Vistas is a wonderfully walkable community with easy access to top-rated spas, beaches, shopping destinations, and dining options. Located on the southern side of Wailea, Makena is nearby with its impressive beaches and the famous Makena Golf and Beach Club

Current Listings Wailea Golf Vistas

$4,600,000

Wailea Golf Vistas

4281 Wailina Pl, Wailea/Makena

3 Beds 3.5 Baths 3,817 SqFt Residential MLS® # 406745

Days on Market: 63

$3,300,000

↓ $300,000

Wailea Golf Vistas

4351 Wailina St, Wailea/Makena

3 Beds 3.5 Baths 2,739 SqFt Residential MLS® # 404225

Days on Market: 278

New

$1,450,000

Wailea/Makena

160 Manalo St, Wailea/Makena

0 Beds 0 Baths 0 SqFt Land MLS® # 405560

Days on Market: 0

4. Kaanapali Coffee Farms

Kaanapali Coffee Farms

The gated community of Kaanapali Coffee Farms provides a unique combination of contemporary homes and a peaceful, agricultural setting. Each of the homes here is set on a spacious lot ranging from four to seven acres and is included in the community’s working farm. Coffee crops are grown on each homesite, and local farmers tend to the crops.

The community spans 500 acres on a hillside overlooking the Kaanapali Beach Resort. From horseback riding at Ironwood Ranch to golfing at the Plantation Course and more, the opportunities for relaxation and fun close to Kaanapali Coffee Farms are plentiful.

Current Listings Ka'anapali Coffee Farms

$1,700,000

Kaanapali

821 Aina Mahiai St Lot 23, Kaanapali

0 Beds 0 Baths 0 SqFt Land MLS® # 402208

Days on Market: 319

$1,499,000

Kaanapali

517 Oka Kope St, Kaanapali

0 Beds 0 Baths 0 SqFt Land MLS® # 404495

Days on Market: 70

3. Wailea Golf Estates

Gated Luxury Maui Homes

The exclusive Wailea Golf Estates community features 61 gorgeous homes spread over 30 acreas that have each been designed with premium finishes and seamless indoor-outdoor living spaces. These homes are available with up to five bedrooms and offer serene views of the ocean and golf course. A new addition of 11 luxury homes is currently in development for the prestigious community. 

If you choose one of these elite homes for sale, you can enjoy an amazing location close to Haleakala National Park, the Four Seasons Resort and Spa, The Shops at Wailea, Keawakapu Beach, Wailea Blue Golf Course, and other impressive attractions.

Current Listings Wailea Golf Estates

$5,695,000

↓ $193,000

Wailea Golf Estates II

179 Lolowaa Pl 2, Wailea/Makena

3 Beds 3.5 Baths 3,330 SqFt Residential MLS® # 406747

Days on Market: 54

$5,995,000

Wailea Golf Estates

3857 Waakaula Pl, Wailea/Makena

4 Beds 4 Baths 4,292 SqFt Residential MLS® # 405961

Days on Market: 64

$3,750,000

Wailea Golf Estates

3919 Waakaula Pl, Wailea/Makena

4 Beds 3 Baths 3,839 SqFt Residential MLS® # 406237

Days on Market: 76

$10,595,000

↓ $405,000

Wailea Golf Estates

3878 Wailea Ekolu Pl, Wailea/Makena

4 Beds 5 Baths 5,638 SqFt Residential MLS® # 405123

Days on Market: 178

2. Plantation Estates

Plantation Estates Kapalua

Kapalua's Plantation Estates is a prestigious community of only 52 luxury, single-family homes that are conveniently located close to Slaughterhouse Beach and Kapalua Bay Beach. On private homesites ranging from two to seven pristinely manicured acres, some of these properties offer more than 8,000 square feet of finely decorated living space. From various vantage points, residents can admire views of the Pacific Ocean, the Kapalua Resort, and the renowned Plantation Golf Course.

Current Listings Plantation Estates

New

$1,800,000

Kapalua

214 Keoawa St 15, Kapalua

0 Beds 0 Baths 0 SqFt Land MLS® # 407338

Days on Market: 0

New

$2,700,000

Kapalua

218 Keoawa St 16, Kapalua

0 Beds 0 Baths 0 SqFt Land MLS® # 407339

Days on Market: 0

$9,800,000

Honolua Ridge I

94 Keoawa Pl, Kapalua

5 Beds 5.5 Baths 7,199 SqFt Residential MLS® # 406996

Days on Market: 21

$13,950,000

Honolua Ridge-Phase 1

114 Keoawa St 16, Kapalua

4 Beds 4.5 Baths 4,698 SqFt Residential MLS® # 405908

Days on Market: 117

1. Mahana Estates

Mahana Estates

Coming in at number 1, Mahana Estates is a truly spectacular hillside community in Kapalua with 51 homesites that are up to four acres in size and are ideally elevated to offer amazing views. There is also the benefit of being so close to D.T, Fleming Beach, the Village walking trails, and the Plantation Golf Course. Both established, high-end homes and beautiful lots waiting to be developed are available.

Floorplans feature up to 7,200 square feet of living space, up to four bedrooms, and private outdoor showers. Nearby, you will find the Nakalele Blowhole, Kaanapali Beach, Fleming Beach, and numerous other popular spots. This place really has to be seen to be believed!

Current Listings Mahana Estates

$6,700,000

↓ $600,000

Mahana Estates

300 Mahana Ridge St, Kapalua

4 Beds 4.5 Baths 3,156 SqFt Residential MLS® # 406629

Days on Market: 37

$16,000,000

Mahana Estates

210 Naio Pl, Kapalua

4 Beds 4.5 Baths 4,720 SqFt Residential MLS® # 403334

Days on Market: 303

Learn More About Luxury Homes for Sale in Maui

There are many luxury developments available across Maui, these are just ten of the best. What's best for you can depend on location, budget, and must-have features of a home. With more homes listed for sale across the island regularly at various sales prices and sizes, I pride myself on being in touch with every sector of the market and can help you stay informed of the latest options to hit the market.

Whether you are interested in attending a private showing or are off-island and just need some questions answered, this is the perfect time to take your search for a new home to the next level. Feel free to reach out to me at any time. 

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.

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Posted by Evan Harlow R(S) on

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Great list of the top luxury gated communities on Maui! Very informative and helpful for those interested in luxury real estate.

Posted by Stellar Homes Developers on Sunday, April 21st, 2024 at 10:12pm

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