Homes with Parking for Sale in Wailea, HI

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NEW 8 HRS AGO

ABOUT THIS HOME
Home with Parking for sale in Wailea, HI:
Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior with natural light. The formal living room connects seamlessly to the dining area and kitchen, while a separate game room offers vaulted ceilings, a wet bar, built-in cabinetry, & a game table that can double as a second dining space. The spacious primary suite & two additional

$2,499,000

3 beds2 baths2,788 sq ft

139 Waaula Way, Kihei, HI 96753

Wet bar • Separate game room • 0.24 acre lot

ABOUT THIS HOME
Home with Parking for sale in Wailea, HI:
Imagine the possibilities! Framed by sparkling ocean, pool and sweeping panoramic views, while perched within one of South Maui's most prestigious enclaves, this 3-bedroom, 3-bath residence in Wailea Golf Estates offers a rare combination of privacy, elegance, and effortless island living. Relax and recharge with EV charging and the opportunity to add your own personal touches, making this a truly turnkey canvas for your Maui dream home. Architectural plans for a modern luxury home have been approved by the County of Maui, and are avaialble upon request. Designed for the quintessential indoor-outdoor lifestyle, the home's spacious interiors flow seamlessly to expansive lanais ideal for ent

$3,750,000

3 beds3 baths3,839 sq ft

3919 Waakaula Pl, Kihei, HI 96753

Ev charging • Private lanais • Pool

ABOUT THIS HOME
Home with Parking for sale in Wailea, HI:
Level One oceanfront at Wailea Point — Hawaii's finest residential condominium, nestled between Wailea Beach and Polo Beach on Maui's coveted Gold Coast. Completely renovated in 2025 with over $1,000,000 invested. 3,820 SF · 4 bed · 4 bath · 180-degree unobstructed Pacific and island views · 46 feet above the shore. One bedroom currently functions as a den. The residence features 9-ft clear grade Cedar ceilings · domestic travertine marble floors · Lutron QS whole-home lighting · Sub-Zero · Wolf · Thermador · African Mahogany wet bar · Big Island Koa entry doors. All furnishings included. Set within 30 acres

$13,900,000

4 beds4 baths3,820 sq ft

4000 Wailea Alanui Dr #101, Kihei, HI 96753

Resort-style pools • Completely renovated • $124 HOA

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ABOUT THIS HOME
Home with Parking for sale in Wailea, HI:
Ultimate turnkey residence, with a magnified view of the ocean! With high end furnishings and window coverings included, flexible space downstairs bedroom with custom built cherry wood bookshelves, this is a beautifully appointed, freshly painted townhome. Overlooking Wailea Blue Golf Course, to the left, "the house of the sun" Haleakala and mesmerizing ocean views with crescent shaped Molokini and Kahoolawe in the fore front of the horizon view to its right. Emerald Green Golf views and Cobalt Blue ocean is the magic combination from both the living area on the first level and the primary bedroom. The master bathroom has a spa-like feel with framed lotus tile and blue glass tile

$2,750,000

3 beds2.5 baths1,796 sq ft

363 Kai Malu Pl Unit 56B, Kihei, HI 96753

Fitness center • Infinity pool • $62 HOA

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ABOUT THIS HOME
Home with Parking for sale in Wailea, HI:
Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little Wailea Kai, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of luxury, privacy, and effortless island living. Designed with an open-concept floor plan, the home features soaring vaulted ceilings, abundant natural light, and seamless indoor-outdoor living. Expansive sliding glass doors open to your own tropical retreat, where a resort-style in-ground pool is surrounded by lush, mature landscaping—creating a priva

$2,395,000

4 beds3 baths1,894 sq ft

3236 Pikai Way, Kihei, HI 96753

Gated community • Outdoor living areas • Prime location

Property at 3220 Waileia Pl, Kihei, HI 96753, 3 beds, 2.5 baths

$3,060,000

3 beds2.5 baths2,053 sq ft

3220 Waileia Pl, Kihei, HI 96753

Property at 39 Hoawaa Way, Kihei, HI 96753, 3 beds, 2 baths

$3,500,000

3 beds2 baths2,000 sq ft

39 Hoawaa Way, Kihei, HI 96753

Property at 4640 & 4650 Makena Rd, Kihei, HI 96753, 8 beds, 7.5 baths

$45,000,000

8 beds7.5 baths7,510 sq ft

4640 & 4650 Makena Rd, Kihei, HI 96753

Property at 4000 Wailea Alanui Dr #1203, Kihei, HI 96753, 2 beds, 2 baths

$4,500,000

2 beds2 baths1,558 sq ft

4000 Wailea Alanui Dr #1203, Kihei, HI 96753

Property at 30 Kai Malu Dr #201, Kihei, HI 96753, 3 beds, 3 baths

$3,895,000

3 beds3 baths1,742 sq ft

30 Kai Malu Dr #201, Kihei, HI 96753

Property at 3435 Hookipa Pl Unit A - B - C, Kihei, HI 96753, 5 beds, 4 baths

$3,600,000

5 beds4 baths3,064 sq ft

3435 Hookipa Pl Unit A - B - C, Kihei, HI 96753

Property at 3264 Keha Dr, Kihei, HI 96753, 7 beds, 5 baths

$4,500,000

7 beds5 baths3,254 sq ft

3264 Keha Dr, Kihei, HI 96753

Property at 2735 Panepoo St, Kihei, HI 96753, 5 beds, 4 baths

$1,495,000

5 beds4 baths1,876 sq ft

2735 Panepoo St, Kihei, HI 96753

Property at 78 Kai Malu Dr Unit 101 (14A), Kihei, HI 96753, 3 beds, 3 baths

$3,878,000

3 beds3 baths1,742 sq ft

78 Kai Malu Dr Unit 101 (14A), Kihei, HI 96753

Property at 557 Kupulau Dr, Kihei, HI 96753, 4 beds, 4 baths

$5,000,000

4 beds4 baths3,447 sq ft

557 Kupulau Dr, Kihei, HI 96753

Property at 230 E Panana Pl, Kihei, HI 96753, 3 beds, 3.5 baths

$2,848,000

3 beds3.5 baths2,582 sq ft

230 E Panana Pl, Kihei, HI 96753

Property at 108 Ahekolo St, Kihei, HI 96753, 3 beds, 2 baths

$2,390,000

3 beds2 baths1,874 sq ft

108 Ahekolo St, Kihei, HI 96753

Property at 3124 Nahenahe Pl, Kihei, HI 96753, 3 beds, 2 baths

$2,500,000

3 beds2 baths2,834 sq ft

3124 Nahenahe Pl, Kihei, HI 96753

Property at 182 Ponana St, Kihei, HI 96753, 3 beds, 2.5 baths

$2,095,000

3 beds2.5 baths2,088 sq ft

182 Ponana St, Kihei, HI 96753

Property at 19 Halapa Pl, Kihei, HI 96753, 4 beds, 3 baths

$5,900,000

4 beds3 baths3,059 sq ft

19 Halapa Pl, Kihei, HI 96753

Property at 3060 S Kihei Rd, Kihei, HI 96753, 4 beds, 5.5 baths

$24,500,000

4 beds5.5 baths5,435 sq ft

3060 S Kihei Rd, Kihei, HI 96753

Property at 3254 S Kihei Rd, Kihei, HI 96753, 5 beds, 5.5 baths

$24,500,000

5 beds5.5 baths7,244 sq ft

3254 S Kihei Rd, Kihei, HI 96753

Property at 100 Poailani Pl #29, Kihei, HI 96753, 4 beds, 4 baths

$2,695,000

4 beds4 baths2,129 sq ft

100 Poailani Pl #29, Kihei, HI 96753

Property at 66 Kai La Pl Unit 22A, Kihei, HI 96753, 3 beds, 2.5 baths

$2,395,000

3 beds2.5 baths1,796 sq ft

66 Kai La Pl Unit 22A, Kihei, HI 96753

Property at 4584 Makena Rd, Kihei, HI 96753, 2 beds, 3.5 baths

$9,000,000

2 beds3.5 baths2,760 sq ft

4584 Makena Rd, Kihei, HI 96753

Property at 3550 Wailea Alanui Dr Unit 801 (F2), Kihei, HI 96753, 3 beds, 4 baths

$11,745,000

3 beds4 baths2,814 sq ft

3550 Wailea Alanui Dr Unit 801 (F2), Kihei, HI 96753

Property at 2760 Puu Hoolai St, Kihei, HI 96753, 3 beds, 3.5 baths

$2,174,000

3 beds3.5 baths2,279 sq ft

2760 Puu Hoolai St, Kihei, HI 96753

Property at 244 Holomoana Way Unit 17B, Kihei, HI 96753, 3 beds, 3 baths

$3,279,000

3 beds3 baths1,802 sq ft

244 Holomoana Way Unit 17B, Kihei, HI 96753

Property at 2727 Puu Hoolai St, Kihei, HI 96753, 4 beds, 3.5 baths

$1,749,900

4 beds3.5 baths2,700 sq ft

2727 Puu Hoolai St, Kihei, HI 96753

Property at 4000 Wailea Alanui Dr Unit 802 & 804, Kihei, HI 96753, 5 beds, 6 baths

$8,740,000

5 beds6 baths4,913 sq ft

4000 Wailea Alanui Dr Unit 802 & 804, Kihei, HI 96753

Property at 3142 Waiea Pl, Kihei, HI 96753, 3 beds, 2.5 baths

$2,500,000

3 beds2.5 baths1,902 sq ft

3142 Waiea Pl, Kihei, HI 96753

Property at 53 Waikai St, Kihei, HI 96753, 4 beds, 2.5 baths

$1,875,000

4 beds2.5 baths2,400 sq ft

53 Waikai St, Kihei, HI 96753

Property at 744 Lanina Pl, Kihei, HI 96753, 4 beds, 4 baths

$3,200,000

4 beds4 baths3,399 sq ft

744 Lanina Pl, Kihei, HI 96753

Property at 3378 E Lani Ikena Way, Kihei, HI 96753, 4 beds, 4.5 baths

$4,095,000

4 beds4.5 baths3,328 sq ft

3378 E Lani Ikena Way, Kihei, HI 96753

Property at 209 Holokahiki Ln #103, Wailea, HI 96753, 3 beds, 3 baths

$2,495,000

3 beds3 baths1,802 sq ft

209 Holokahiki Ln #103, Wailea, HI 96753

Property at 115 Kai La Pl Unit 36A, Kihei, HI 96753, 3 beds, 2.5 baths

$2,489,000

3 beds2.5 baths1,852 sq ft

115 Kai La Pl Unit 36A, Kihei, HI 96753

Property at 161 Wailea Ike Pl Unit C-203, Kihei, HI 96753, 3 beds, 3 baths

$1,675,000

3 beds3 baths1,910 sq ft

161 Wailea Ike Pl Unit C-203, Kihei, HI 96753

Property at 197 Holokahiki Ln Unit 8A, Kihei, HI 96753, 3 beds, 3 baths

$2,750,000

3 beds3 baths1,574 sq ft

197 Holokahiki Ln Unit 8A, Kihei, HI 96753

Property at 3002 S Kihei Rd, Kihei, HI 96753, 3 beds, 3 baths

$15,500,000

3 beds3 baths5,468 sq ft

3002 S Kihei Rd, Kihei, HI 96753

Property at 137 Holomoana Way Unit 4A, Kihei, HI 96753, 3 beds, 3 baths

$2,900,000

3 beds3 baths1,574 sq ft

137 Holomoana Way Unit 4A, Kihei, HI 96753

Property at 3943 Wailea Ekolu Pl, Kihei, HI 96753, 3 beds, 4 baths

$4,895,000

3 beds4 baths4,355 sq ft

3943 Wailea Ekolu Pl, Kihei, HI 96753

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Homes with Parking for Sale in Wailea

There are currently 77 homes with parking homes for sale in Wailea at a median listing price of $1.45M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Wailea stay on the market for 141 days and receive 2 offers. Popular neighborhoods include Këökea Ahupua`a, Maui Island, Maui Meadows, Palauea Ahupua`a, and Wailea Ekahi Village. This map is refreshed with the newest listings in Wailea every 15 minutes.

In the past month, 24 homes have been sold in Wailea. In addition to houses in Wailea, there were also 200 condos, 13 townhouses, and 0 multi-family units for sale in Wailea last month. Find your dream home in Wailea using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Wailea are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Wailea. Our Wailea real estate stats and trends will give you more information about home buying and selling trends in Wailea. If you're looking to sell your home in the Wailea area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Wailea with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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