Ten Luxury Gated Communities on Maui

Explore 10 of Maui’s Finest Luxury Residential Gated Communities

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 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

9. Kula I'o

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

8. Pineapple Hill

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

7. Summit at Kaanapali

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

6. Lanikeha

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

$3,250,000

Haiku

965 Hog Back Rd, Haiku

3 Beds 4 Baths 3,136 SqFt Residential MLS® # 408112

Days on Market: 266

Hawaii Life (W) Cell: 808-283-2222

$4,999,999

↓ $1,000,000

Keokea

8515 Kula Hwy, Kula/Ulupalakua/Kanaio

2 Beds 2.5 Baths 2,743 SqFt Residential MLS® # 409543

Days on Market: 123

Island Sotheby's International Realty(M) Cell: 808-283-9613

In Escrow

$7,250,000

Kihei

1250 Uluniu Rd Apt B, Kihei

3 Beds 3.5 Baths 3,751 SqFt Residential MLS® # 409541

Days on Market: 123

Coldwell Banker Island Prop-KP Cell: 808-214-4799

$4,895,000

Wailuku Country Estates

2150 Kamaile St, Wailuku

4 Beds 5.5 Baths 3,175 SqFt Residential MLS® # 409534

Days on Market: 132

Berkshire Hathaway Maui Prop-L

$3,333,000

↓ $62,000

Haiku

1073 Nanihoku Pl, Haiku

7 Beds 4.5 Baths 1,859 SqFt Residential MLS® # 409514

Days on Market: 125

eXp Realty Cell: 808-707-0504

$6,900,000

Napili/Kahana/Honokowai

4025 Lower Honoapiilani Rd, Napili/Kahana/Honokowai

2 Beds 1 Bath 816 SqFt Residential MLS® # 409482

Days on Market: 128

Coldwell Banker Island Prop-KP Cell: 808-250-1583

Short Term Rental

$5,550,000

↑ $50,000

The Resort at Kapalua Bay 5102

1 Bay Dr 5102, Kapalua

3 Beds 3.5 Baths 2,789 SqFt Residential MLS® # 409479

Days on Market: 128

Coldwell Banker Island Prop-KP Cell: 808-250-1583

$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: 130

Wailea Point Realty, Inc. realty@waileapoint.com

In Escrow

$3,500,000

↓ $300,000

Kaanapali

175 Ulukoa Pl, Kaanapali

3 Beds 3.5 Baths 3,695 SqFt Residential MLS® # 409437

Days on Market: 131

Coldwell Banker Island Prop-KP Cell: 808-283-3067

$3,915,000

↓ $5,000

Lahaina

859 Kai Hele Ku #a St, Lahaina

4 Beds 4 Baths 2,900 SqFt Residential MLS® # 409430

Days on Market: 138

Berkshire Hathaway Maui Prop-L Cell: 808-280-7061

$12,900,000

↑ $400,000

Kapalua

8 Kapalua Pl, Kapalua

5 Beds 7.5 Baths 10,152 SqFt Residential MLS® # 409428

Days on Market: 132

Keller Williams Realty Maui-L Cell: 808-385-2918

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$3,999,000

Haiku

654 Kaupakalua Rd, Haiku

2 Beds 1 Bath 998 SqFt Residential MLS® # 409398

Days on Market: 135

Compass-W

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5. Wailea Golf Vistas

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

$1,450,000

Wailea/Makena

160 Manalo St, Wailea/Makena

0 Beds 0 Baths 0 SqFt Land MLS® # 410084

Days on Market: 72

Coldwell Banker Island Prop(S) Cell: 808-276-4017

4. 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

3. Wailea Golf Estates

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

$3,750,000

Wailea Golf Estates

3919 Waakaula Pl, Wailea/Makena

3 Beds 3 Baths 3,839 SqFt Residential MLS® # 410226

Days on Market: 57

Century 21 Island Homes

$4,795,000

↓ $100,000

Wailea Golf Estates

3943 Wailea Ekolu Pl, Wailea/Makena

3 Beds 4 Baths 4,355 SqFt Residential MLS® # 408559

Days on Market: 221

Maui Real Estate Advisors LLC 808-875-4444

$6,950,000

↓ $250,000

Wailea Golf Estates

3977 Wailea Ekolu Pl, Wailea/Makena

4 Beds 6 Baths 4,079 SqFt Residential MLS® # 408558

Days on Market: 221

Hawaii Life (W) Cell: 808-283-2222

$9,495,000

↓ $1,500,000

WAILEA GOLF ESTATES II

184 Lolowaa Pl, Wailea/Makena

4 Beds 4.5 Baths 3,777 SqFt Residential MLS® # 408267

Days on Market: 249

Compass-W

2. Plantation Estates

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

1. 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

In Escrow

$5,980,000

↓ $515,000

Mahana Estates

310 Mahana Ridge St 21, Kapalua

4 Beds 4.5 Baths 3,193 SqFt Residential MLS® # 409228

Days on Market: 152

Coldwell Banker Island Prop-KP Cell: 808-344-2677

$1,200,000

↓ $100,000

Kapalua

265 Uki Uki Loop, Kapalua

0 Beds 0 Baths 0 SqFt Land MLS® # 408198

Days on Market: 258

Compass-W

$8,800,000

Mahana Estates

710 Mahana Ridge St Lot 46, Kapalua

5 Beds 6 Baths 4,103 SqFt Residential MLS® # 408183

Days on Market: 260

Welcome Hawaii Properties Cell: 808-280-2480

$16,000,000

Mahana Estates

210 Naio Pl, Kapalua

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

Days on Market: 764

Island Sotheby's International Realty(L) Cell: 808-280-1080

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 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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