Makawao Real Estate

Nestled in the lush hills of Maui, Makawao is a charming town that beautifully captures the spirit of Hawaii’s rich culture and history. Known for its unique blend of paniolo (cowboy) heritage and artistic flair, Makawao offers residents and visitors a delightful escape from the hustle and bustle of more tourist-heavy areas.

With its cooler climate and breathtaking views of the surrounding landscapes, Makawao boasts a serene atmosphere that’s perfect for those seeking a peaceful retreat. The town is home to a vibrant community of artists, with galleries showcasing everything from traditional Hawaiian crafts to contemporary art. Strolling down Makawao’s quaint streets, you’ll discover delightful shops, cozy cafes, and the famous Makawao Steak House, where you can indulge in local flavors.

Outdoor enthusiasts will love the proximity to stunning natural attractions. Just a short drive away, the majestic Haleakalā National Park awaits, offering breathtaking sunrises, hiking trails, and the chance to explore unique volcanic landscapes. The nearby Upcountry region is also perfect for those who enjoy horseback riding, with several ranches offering guided tours through the picturesque countryside.

Makawao is not just a place to live; it’s a lifestyle. With a strong sense of community and a commitment to preserving its rich heritage, this town is ideal for families, retirees, and anyone looking to embrace the laid-back Hawaiian way of life. Whether you’re considering a move or just planning a visit, Makawao invites you to experience its enchanting charm and natural beauty.

Newest Listings in Makawao

2806 Iolani St, Makawao $1,450,000

Exceptional multi-generational living or investment opportunity in the heart of Pukalani! Situated on a generous 10,000 sq. ft. lot overlooking the 13th hole of the Pukal...

ACTIVE Status
5 Beds
4 Baths
410362 MLS
Fee Simple Tenure

Courtesy of Compass

Listing courtesy of Compass.

27 Paina St, Makawao $839,000

Where Potential Meets Pa'ina! This Hali'imaile property is currently situated as a single-story, 3-bedroom, 1.5-bath main home plus a 1-bedroom, 1-bath studio — 4 bedroom...

ACTIVE Status
4 Beds
3 Baths
410310 MLS
Fee Simple Tenure

Courtesy of Real Broker

Listing courtesy of Real Broker.

40 Leie St, Makawao $1,199,000

Welcome to your dream home in the heart of the historic Haliimaile Plantation Village! This beautifully maintained 4-bedroom, 2-bathroom residence offers the perfect blen...

ACTIVE Status
4 Beds
2 Baths
410269 MLS
Fee Simple Tenure

Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

156 Alaluana Rd, Makawao $1,650,000

Follow the country road to the very top of Piiholo Road, where peaceful Upcountry living, privacy, and breathtaking surroundings await. Nestled on this exceptional 3 Acre...

ACTIVE Status
2 Beds
2 Baths
410267 MLS
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(P)

Listing courtesy of Coldwell Banker Island Prop(P).

37 Pukiki Pl Unit B, Makawao $999,000

Nestled on a private road, 37 Pukiki Place offers the peace, privacy, and tranquility that define Upcountry Maui living. This recently renovated single-level residence is...

ACTIVE Status
2 Beds
1 Baths
410243 MLS
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

35 Pukiki Pl Unit A, Makawao $1,499,000

Tucked away on a peaceful private road, 35 Pukiki Place presents a rare opportunity to enjoy the best of Upcountry Maui living in one of the island’s most desirable micro...

ACTIVE Status
6 Beds
4 Baths
410242 MLS
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

94 Leiohu Cir, Makawao $2,288,888

Be the first to call this brand-new home, completed in 2026, your own! Located in the very sought out Kualono subdivision, this thoughtfully designed 3-bedroom, 3.5-bath ...

ACTIVE Status
3 Beds
4 Baths
410231 MLS
Fee Simple Tenure

Courtesy of Keller Williams Realty Maui-Ka

Listing courtesy of Keller Williams Realty Maui-Ka.

1160 Ehu Rd, Makawao $1,500,000

Welcome to your own private retreat! This comfortable, single-level 3-bedroom, 2-bath home sits on 2.5 level, fully fenced and gated acres, offering the perfect blend of ...

ACTIVE Status
3 Beds
2 Baths
410189 MLS
Fee Simple Tenure

Courtesy of Island Sotheby's International Realty(M)

Listing courtesy of Island Sotheby's International Realty(M).

Alaluana Rd, Makawao $550,000

Perched along desirable Alaluana Road in Olinda, this exceptional vacant parcel offers breathtaking mountain and ocean views in one of Upcountry Maui's most scenic locati...

ACTIVE Status
410167 MLS
Fee Simple Tenure

Courtesy of Hawaii Life (MA)

Listing courtesy of Hawaii Life (MA).

1740 Piiholo Rd, Makawao $2,649,000

Crest the rolling hills and you’ll discover this breathtaking Upcountry Maui estate: a one-of-a-kind property with a rare combination of privacy, expansive space, and tim...

ACTIVE Status
5 Beds
4 Baths
410159 MLS
Fee Simple Tenure

Courtesy of Coldwell Banker Island Prop(S)

Listing courtesy of Coldwell Banker Island Prop(S).

1131 Kehau Pl, Makawao $1,098,000

Perched just above Makawao Town, 1131 Kehau Place captures the essence of Upcountry living with sweeping ocean and West Maui Mountain views, cool trade winds, and the con...

ACTIVE Status
3 Beds
2 Baths
410138 MLS
Fee Simple Tenure

Courtesy of Compass-W

Listing courtesy of Compass-W.

84 Kilakila Pl, Makawao $1,195,000

This super charming 5-bedroom, 2.5-bathroom home in Pukalani is set on nearly 14,000 sq.ft., the property showcases sweeping 180-degree ocean and mountain views from its ...

ACTIVE Status
5 Beds
3 Baths
410149 MLS
Fee Simple Tenure