Homes

Upcountry Homes

Upcountry Maui luxury real estate includes expansive residences, estate-quality land, and low-density communities set across the island’s higher elevations. Known for cooler temperatures, open landscapes, and sweeping views from ocean to mountain, the region offers a sense of space, privacy, and balance—appealing to discerning buyers seeking refined island ownership defined by tranquility, natural beauty, and long-term value beyond the resort corridor.

Active (68)

Pending (19)

All (87)

Kula/Ulupalakua/Kanaio (41)

Makawao/Olinda/Haliimaile (36)

Pukalani (10)

$13,999,000 Fee Simple

7700 KULA HWY, Kula

0 beds, 0 baths, 4,200 sq. ft., 58 acres lot

Listed by Hawaii Life (W)

$9,950,000 Fee Simple

95 & 285 KEKAULIKE AVE, Kula

3 beds, 2.5 baths, 5,316 sq. ft., 22.25 acres lot

Listed by Island Sotheby's International Realty(M)

$9,745,000 Fee Simple

100 KALELEMUKU PL, Kula

5 beds, 5 baths, 6,070 sq. ft., 3.62 acres lot

Listed by Welcome Hawaii Properties

$8,800,000 Fee Simple

29 KOLONAHE PL #A, Kula

3 beds, 3.5 baths, 3,766 sq. ft., 1.72 acres lot

Listed by Hawaii Life (W)

$4,999,999 Fee Simple

8515 KULA HWY, Kula

2 beds, 2.5 baths, 2,743 sq. ft., 22.24 acres lot

Listed by Island Sotheby's International Realty(M)

$4,999,000 Fee Simple

3135 LOWER KULA RD, Kula

2 beds, 1 bath, 1,236 sq. ft., 0.93 acres lot

Listed by Nathalie Mullinix Rlty Universal Inc

1521 KANAIO-KALAMA PARK LOT C RD, KULA, HI 96790

$4,995,000 Fee Simple

NEW

1521 KANAIO-KALAMA PARK LOT C RD, Kula

4 beds, 4 baths, 3,000 sq. ft., 3.05 acres lot

Listed by Maui Real Estate Advisors LLC

$4,750,000 Fee Simple

2450 PIIHOLO RD, Makawao

3 beds, 3.5 baths, 3,229 sq. ft., 10.15 acres lot

Listed by Coldwell Banker Island Prop(P)

$4,500,000 Fee Simple

PENDING

173 HUAHUA PL, Kula

5 beds, 5 baths, 3,593 sq. ft., 2.54 acres lot

Listed by Big Wave Realty LLC

$4,500,000 Fee Simple

NEW

462 AINAKULA RD, Kula

3 beds, 3.5 baths, 2,757 sq. ft., 2.77 acres lot

Listed by Island Sotheby's International Realty(L)

$4,499,000 Fee Simple

1260 NAALAE RD, Kula

5 beds, 3.5 baths, 3,644 sq. ft., 2.38 acres lot

Listed by Compass-W

$4,400,000 Fee Simple

2350 BALDWIN AVE #B, Makawao

2 beds, 3 baths, 992 sq. ft., 1.44 acres lot

Listed by Hawaii Life (W)

$4,400,000 Fee Simple

10898 KULA HWY, Kula

4 beds, 2.5 baths, 2,816 sq. ft., 2.04 acres lot

Listed by Compass-W

$4,395,000 Fee Simple

35 OHIA LEHUA PL, Pukalani

4 beds, 4 baths, 3,192 sq. ft., 0.42 acres lot

Listed by Maui Real Estate Advisors LLC

$4,000,000 Fee Simple

210 NAPOKO PL, Kula

3 beds, 2 baths, 1,200 sq. ft., 3.86 acres lot

Listed by Hawaii Equity Management LLC

$3,650,000 Fee Simple

172 HUAHUA PL #UNIT A, Kula

4 beds, 4 baths, 3,893 sq. ft., 1.52 acres lot

Listed by Big Wave Realty LLC

$3,490,000 Fee Simple

280 HUAHUA PL #LOT 21, UNIT A, Kula

4 beds, 4 baths, 3,153 sq. ft., 3.31 acres lot

Listed by Big Wave Realty LLC

$3,400,000 Fee Simple

61 KEE RD, Makawao

4 beds, 3 baths, 2,914 sq. ft., 9.62 acres lot

Listed by Equity One Real Estate Inc (M)

$3,200,000 Fee Simple

NEW

170 KEE RD, Makawao

3 beds, 2 baths, 1,183 sq. ft., 4.3 acres lot

Listed by REMAX Hawaii Maui

$2,900,000 Fee Simple

248 PILIWALE RD, Kula

3 beds, 2 baths, 1,656 sq. ft., 4.5 acres lot

Listed by Coldwell Banker Island Prop(P)

$2,700,000 Fee Simple

NEW

41 POHA PL, Pukalani

4 beds, 3 baths, 2,734 sq. ft., 2.03 acres lot

Listed by Island Sotheby's International Realty(M)

$2,700,000 Fee Simple

NEW

50 KAALELE PL, Kula

4 beds, 3 baths, 3,300 sq. ft., 0.26 acres lot

Listed by Island Sotheby's International Realty(M)

$2,649,000 Fee Simple

1740 PIIHOLO RD, Makawao

5 beds, 3.5 baths, 3,712 sq. ft., 4.39 acres lot

Listed by Coldwell Banker Island Prop(S)

$2,641,000 Fee Simple

143 LEIOHU CIR, Makawao

3 beds, 2.5 baths, 2,326 sq. ft., 0.47 acres lot

Listed by Keller Williams Realty Maui-Ki

$2,495,000 Fee Simple

PENDING

16 KEKAULIKE AVE, Kula

4 beds, 3.5 baths, 4,127 sq. ft., 2.74 acres lot

Listed by Compass-W

$2,495,000 Fee Simple

9314 KULA HWY #UNIT A, Kula

3 beds, 3 baths, 1,636 sq. ft., 1.69 acres lot

Listed by Island Sotheby's International Realty(M)

$2,495,000 Fee Simple

140 KAHALA PL, Kula

2 beds, 1 bath, 888 sq. ft., 3.42 acres lot

Listed by Pacific Shores Realty

$2,350,000 Fee Simple

PENDING

85 KULAMANU CIR, Kula

5 beds, 3.5 baths, 3,305 sq. ft., 0.51 acres lot

Listed by Moffett Properties LLC

$2,350,000 Fee Simple

15 OLINDA RD, Makawao

5 beds, 4 baths, 1,191 sq. ft., 0.54 acres lot

Listed by eXp Realty

$2,235,000 Fee Simple

68 KA DR, Kula

3 beds, 3 baths, 2,340 sq. ft., 0.43 acres lot

Listed by Compass-W

$2,200,000 Fee Simple

214 KULAMANU CIR, Kula

4 beds, 4 baths, 2,824 sq. ft., 0.35 acres lot

Listed by Coldwell Banker Island Prop(P)

$2,099,000 Fee Simple

302 NAALAE RD, Kula

3 beds, 1 bath, 1,188 sq. ft., 21.25 acres lot

Listed by Yoshida Realty Group

$1,999,000 Fee Simple

101 ELEPAIO PL #A, Kula

5 beds, 3 baths, 3,104 sq. ft., 0.25 acres lot

Listed by Equity One Real Estate Inc (M)

$1,875,000 Fee Simple

NEW

122 KA DR, Kula

3 beds, 2.5 baths, 3,034 sq. ft., 0.34 acres lot

Listed by Island Sotheby's International Realty(M)

$1,825,000 Fee Simple

179 MAIAKU ST #LOT 165, Makawao

4 beds, 3 baths, 1,456 sq. ft., 7,503 sq. ft. lot

Listed by Island Sotheby's International Realty(L)

$1,795,000 Fee Simple

PENDING

40 KAPALULU PL, Kula

5 beds, 4 baths, 2,463 sq. ft., 10,476 sq. ft. lot

Listed by Island Sotheby's International Realty(M)

$1,795,000 Fee Simple

3697 LOWER KULA RD #4, Kula

4 beds, 4.5 baths, 5,867 sq. ft., 0.5 acres lot

Listed by Hawaiian Voyage Realty

$1,795,000 Fee Simple

PENDING

183 KULAMANU CIR, Kula

3 beds, 3.5 baths, 2,484 sq. ft., 0.44 acres lot

Listed by Island Sotheby's International Realty(M)

$1,725,000 Fee Simple

139 MAIAKU ST #LOT 168, Makawao

4 beds, 2.5 baths, 2,280 sq. ft., 7,552 sq. ft. lot

Listed by Island Sotheby's International Realty(M)

$1,700,000 Fee Simple

NEW

85 ULANA ST, Makawao

5 beds, 3 baths, 1,696 sq. ft., 0.54 acres lot

Listed by Commercial Prop of Maui LLC

$1,685,000 Fee Simple

8 PALIULI PL, Kula

4 beds, 3.5 baths, 2,038 sq. ft., 0.26 acres lot

Listed by Kulamanu Realty

$1,659,000 Fee Simple

190 ALIIOLANI ST, Pukalani

3 beds, 2 baths, 1,504 sq. ft., 0.52 acres lot

Listed by Compass-W

$1,650,000 Fee Simple

PENDING

162 KOHEO RD, Kula

3 beds, 2 baths, 2,172 sq. ft., 1.24 acres lot

Listed by ENRG Realty

$1,650,000 Fee Simple

156 ALALUANA RD, Makawao

2 beds, 2 baths, 1,831 sq. ft., 2.93 acres lot

Listed by Coldwell Banker Island Prop(P)

$1,549,000 Fee Simple

640 MAKAWAO AVE, Makawao

4 beds, 2 baths, 1,602 sq. ft., 2.48 acres lot

Listed by Keller Williams Realty Maui-Ka

$1,525,000 Fee Simple

189 HOKUPA ST #LOT 36, Makawao

4 beds, 2.5 baths, 1,715 sq. ft., 7,573 sq. ft. lot

Listed by Island Sotheby's International Realty(L)

$1,500,000 Fee Simple

1160 EHU RD, Makawao

3 beds, 2 baths, 1,536 sq. ft., 2.5 acres lot

Listed by Island Sotheby's International Realty(M)

$1,499,000 Fee Simple

PENDING

506 KOLOHALA DR, Kula

5 beds, 3.5 baths, 2,209 sq. ft., 0.5 acres lot

Listed by Keller Williams Realty Maui-Ki

$1,484,000 Fee Simple

PENDING

1587 POLIPOLI RD, Kula

2 beds, 2 baths, 1,460 sq. ft., 2.17 acres lot

Listed by Island Sotheby's International Realty(M)

$1,475,000 Fee Simple

1102 MAILUNA PL, Makawao

3 beds, 3 baths, 2,323 sq. ft., 7,610 sq. ft. lot

Listed by Equity One Real Estate Inc (P)

$1,449,000 Fee Simple

NEW

3260 KIHAPAI PL, Pukalani

3 beds, 2.5 baths, 1,180 sq. ft., 10,001 sq. ft. lot

Listed by Welcome Hawaii Properties

$1,399,000 Fee Simple

2400 PIIHOLO RD, Makawao

3 beds, 2 baths, 2,760 sq. ft., 2 acres lot

Listed by Coldwell Banker Island Prop(Ka)

$1,395,000 Fee Simple

2874 UALANI PL #15, Pukalani

4 beds, 3 baths, 2,476 sq. ft., 7,501 sq. ft. lot

Listed by Romvari Realty Ltd

$1,350,000 Fee Simple

35 PUKIKI PL #A, Makawao

6 beds, 4 baths, 2,304 sq. ft., 0.44 acres lot

Listed by Coldwell Banker Island Prop(S)

$1,350,000 Fee Simple

2480 UPPER KANAIO RD, Kula

3 beds, 3 baths, 1,400 sq. ft., 4 acres lot

Listed by The Agency Maui

$1,295,000 Fee Simple

305 IINI WAY, Makawao

4 beds, 3.5 baths, 2,108 sq. ft., 5,401 sq. ft. lot

Listed by Equity One Real Estate Inc (M)

$1,295,000 Fee Simple

PENDING

70 AKEA PL, Kula

3 beds, 2 baths, 2,032 sq. ft., 0.5 acres lot

Listed by Shore To Shore Realty, Inc.

$1,249,000 Fee Simple

PENDING

10 MEAKOHO PL, Kula

3 beds, 2 baths, 1,480 sq. ft., 0.52 acres lot

Listed by Nathalie Mullinix Rlty Universal Inc

$1,249,000 Fee Simple

191 ALOHILANI ST, Pukalani

2 beds, 2 baths, 1,152 sq. ft., 10,145 sq. ft. lot

Listed by The Maui Real Estate Team Inc

$1,239,000 Fee Simple

185 HOLOLANI ST, Makawao

3 beds, 2.5 baths, 1,592 sq. ft., 10,698 sq. ft. lot

Listed by Coldwell Banker Island Prop(S)

Luxury homes for sale Upcountry Maui are found across communities including Pukalani, Makawao, Olinda, Kula, and Ulupalakua, offering estate residences, custom homes, and refined upland properties set between 1,500 and 4,000 feet of elevation on the slopes of Haleakala. Known for sweeping ocean-to-mountain views, cooler temperatures, and a strong connection to the surrounding agricultural landscape, Upcountry homes appeal to discerning buyers seeking space, privacy, and long-term island ownership beyond the resort corridor. Mary Anne Fitch represents buyers and sellers of Upcountry homes, with inquiries handled directly and discreetly.