The Top Ten Luxury Gated Communities on Maui

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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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

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$3,490,000

↓ $460,000

Kula I'o

280 Huahua Pl Lot 21, Unit A, Kula/Ulupalakua/Kanaio

4 Beds 4 Baths 3,153 SqFt Residential MLS® # 409234

Days on Market: 151

Big Wave Realty LLC

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$3,650,000

↓ $700,000

Kula I'o

172 Huahua Pl Unit A, Kula/Ulupalakua/Kanaio

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

Days on Market: 346

Big Wave Realty LLC

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$9,995,000

↓ $500,000

Kula I'o

100 Kalelemuku Pl, Kula/Ulupalakua/Kanaio

5 Beds 5 Baths 6,070 SqFt Residential MLS® # 406423

Days on Market: 432

Welcome Hawaii Properties Cell: 808-280-2480

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

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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

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$950,000

Kaanapali

66 Kaulele Pl Lot 43, Kaanapali

0 Beds 0 Baths 0 SqFt Land MLS® # 408956

Days on Market: 184

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

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$1,450,000

Kaanapali

104 Lolii Pl Lot 33, Kaanapali

0 Beds 0 Baths 0 SqFt Land MLS® # 408955

Days on Market: 184

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

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$7,400,000

Lanikeha

104 Anapuni Loop, Kaanapali

3 Beds 4.5 Baths 5,901 SqFt Residential MLS® # 408779

Days on Market: 201

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

$995,000

Kaanapali

975 Anapuni Pl, Kaanapali

0 Beds 0 Baths 0 SqFt Land MLS® # 408765

Days on Market: 202

Welcome Hawaii Properties Cell: 808-280-2480

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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

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$34,000,000

↓ $1,000,000

Maluaka Estates

18 Maluaka Pl Unit 1, Wailea/Makena

4 Beds 6 Baths 7,498 SqFt Residential MLS® # 410368

Days on Market: 44

Discovery Makena Realty LLC Cell: 808-870-8000

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$12,000,000

Napili/Kahana/Honokowai

4851 Lower Honoapiilani Rd, Napili/Kahana/Honokowai

4 Beds 3.5 Baths 5,294 SqFt Residential MLS® # 410353

Days on Market: 44

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

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$4,795,000

Papali Wailea 17

3100 Wailea Alanui Dr 17, Wailea/Makena

3 Beds 3.5 Baths 2,386 SqFt Residential MLS® # 410334

Days on Market: 46

Coldwell Banker Island Prop(S) Cell: 808-870-4899

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$4,500,000

Spreckelsville/Paia/Kuau

450 Laulea Pl, Spreckelsville/Paia/Kuau

2 Beds 2 Baths 1,286 SqFt Residential MLS® # 410325

Days on Market: 46

The Maui Real Estate Team Inc Cell: 808-283-6377

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$12,500,000

Makena Beach Club & Residences 102/KV-3B

5412 Makena Alanui Rd 102/kv-3b, Wailea/Makena

4 Beds 4.5 Baths 3,834 SqFt Residential MLS® # 407694

Days on Market: 300

Discovery Makena Realty LLC

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$29,900,000

Wailea/Makena

5050 Makena Rd, Wailea/Makena

5 Beds 5.5 Baths 9,176 SqFt Residential MLS® # 407766

Days on Market: 296

Discovery Makena Realty LLC Cell: 808-870-8000

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$3,695,000

Makalii at Wailea 14B

208 Holomoana Way 14b, Wailea/Makena

3 Beds 3 Baths 1,802 SqFt Residential MLS® # 410261

Days on Market: 53

Hawaii Life (W) Cell: 808-208-1385

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$3,495,000

Makila Nui

Haniu Pl Lot 10a, Lahaina

0 Beds 0.5 Baths 1,848 SqFt Residential MLS® # 410244

Days on Market: 55

Compass Cell: 808-283-7214

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$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

In Escrow Short Term Rental

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$5,995,000

↓ $1,000,000

The Resort at Kapalua Bay 1103

1 Bay Dr 1103, Kapalua

3 Beds 3.5 Baths 2,904 SqFt Residential MLS® # 410194

Days on Market: 60

Coldwell Banker Island Prop-KP Cell: 808-359-4245

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$7,900,000

Olowalu Makai

11505 Honoapiilani Hwy, Olowalu

4 Beds 4.5 Baths 4,048 SqFt Residential MLS® # 410078

Days on Market: 73

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$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: 61

Engel & Volkers Maui

View 12 More Listings

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

$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

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

No listings were found matching your search criteria.

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

$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

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$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

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$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

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$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

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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

No listings were found matching your search criteria.

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

In Escrow

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$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

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$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

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$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 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.

Posted by Evan Harlow R(S) on October 18th, 2023

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