Most expensive homes for sale in Hawaii
Written by:
October 23, 2025
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Most expensive homes for sale in Hawaii
Stacker compiled a list of the most expensive homes in Hawaii listed for sale on realtor.com. Homes are ranked by price with ties broken by price per square foot.
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#30. 72-180 Kooloaula Pl, Kailua Kona
- Price: $18,000,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 5,413
- Price per square foot: $3,325
- Lot size: 0.8 acres
- Days on market: 237 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 5,413
- Price per square foot: $3,325
- Lot size: 0.8 acres
- Days on market: 237 days
- View listing on realtor.com
#29. 58-153 Napoonala Pl, Haleiwa
- Price: $18,000,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,920
- Price per square foot: $3,658
- Days on market: 143 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,920
- Price per square foot: $3,658
- Days on market: 143 days
- View listing on realtor.com
#28. 572 N Kalaheo Ave Apt C, Kailua
- Price: $18,880,000
- 12 bedrooms, 14 full bathrooms, 2 half bathrooms
- Square feet: 14,151
- Price per square foot: $1,334
- Days on market: 82 days
- View listing on realtor.com
- 12 bedrooms, 14 full bathrooms, 2 half bathrooms
- Square feet: 14,151
- Price per square foot: $1,334
- Days on market: 82 days
- View listing on realtor.com
#27. 34 Ualei Pl, Kihei
- Price: $18,900,000
- 4 bedrooms, 5 full bathrooms
- Square feet: 6,754
- Price per square foot: $2,798
- Lot size: 1.0 acres
- Days on market: 218 days (-$950,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 5 full bathrooms
- Square feet: 6,754
- Price per square foot: $2,798
- Lot size: 1.0 acres
- Days on market: 218 days (-$950,000 price reduction since listing)
- View listing on realtor.com
#26. 4950 Makena Rd Unit 8, Kihei
- Price: $18,900,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,328
- Price per square foot: $4,366
- Lot size: 0.3 acres
- Days on market: 360 days (-$1,000,000 price reduction since listing)
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,328
- Price per square foot: $4,366
- Lot size: 0.3 acres
- Days on market: 360 days (-$1,000,000 price reduction since listing)
- View listing on realtor.com
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#25. 78-107-A Holua Rd, Kailua Kona
- Price: $19,327,000
- 8 bedrooms, 8 full bathrooms, 5 half bathrooms
- Square feet: 8,913
- Price per square foot: $2,168
- Lot size: 1.3 acres
- Days on market: 49 days
- View listing on realtor.com
- 8 bedrooms, 8 full bathrooms, 5 half bathrooms
- Square feet: 8,913
- Price per square foot: $2,168
- Lot size: 1.3 acres
- Days on market: 49 days
- View listing on realtor.com
#24. 5515 Weke Rd, Hanalei
- Price: $19,500,000
- 3 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 3,550
- Price per square foot: $5,492
- Lot size: 0.2 acres
- Days on market: 77 days (-$3,500,000 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 3 full bathrooms, 2 half bathrooms
- Square feet: 3,550
- Price per square foot: $5,492
- Lot size: 0.2 acres
- Days on market: 77 days (-$3,500,000 price reduction since listing)
- View listing on realtor.com
#23. 4809 Lower Honoapiilani Rd, Lahaina
- Price: $19,750,000
- 7 bedrooms, 8 full bathrooms, 1 half bathroom
- Square feet: 8,412
- Price per square foot: $2,347
- Lot size: 0.5 acres
- Days on market: 93 days
- View listing on realtor.com
- 7 bedrooms, 8 full bathrooms, 1 half bathroom
- Square feet: 8,412
- Price per square foot: $2,347
- Lot size: 0.5 acres
- Days on market: 93 days
- View listing on realtor.com
#22. 51 Hui Rd E, Lahaina
- Price: $19,750,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,790
- Price per square foot: $4,123
- Lot size: 0.6 acres
- Days on market: 35 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,790
- Price per square foot: $4,123
- Lot size: 0.6 acres
- Days on market: 35 days
- View listing on realtor.com
#21. 68-1000 Ke Kailani Dr, Kamuela
- Price: $19,900,000
- 6 bedrooms, 6 full bathrooms, 3 half bathrooms
- Square feet: 10,072
- Price per square foot: $1,975
- Lot size: 1.0 acres
- Days on market: 22 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 3 half bathrooms
- Square feet: 10,072
- Price per square foot: $1,975
- Lot size: 1.0 acres
- Days on market: 22 days
- View listing on realtor.com
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#20. 7421 Makena Rd, Kihei
- Price: $21,850,000
- 4 bedrooms, 5 full bathrooms
- Square feet: 4,544
- Price per square foot: $4,808
- Lot size: 1.1 acres
- Days on market: 49 days
- View listing on realtor.com
- 4 bedrooms, 5 full bathrooms
- Square feet: 4,544
- Price per square foot: $4,808
- Lot size: 1.1 acres
- Days on market: 49 days
- View listing on realtor.com
#19. 28-3628 Hawaii Belt Rd, Honomu
- Price: $23,000,000
- 5 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 9,019
- Price per square foot: $2,550
- Lot size: 52.0 acres
- Days on market: 215 days
- View listing on realtor.com
- 5 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 9,019
- Price per square foot: $2,550
- Lot size: 52.0 acres
- Days on market: 215 days
- View listing on realtor.com
#18. 73-2210 Ala Kohanaiki, Kailua Kona
- Price: $23,500,000
- 6 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 6,670
- Price per square foot: $3,523
- Lot size: 1.2 acres
- Days on market: 308 days (-$1,500,000 price reduction since listing)
- View listing on realtor.com
- 6 bedrooms, 5 full bathrooms, 1 half bathroom
- Square feet: 6,670
- Price per square foot: $3,523
- Lot size: 1.2 acres
- Days on market: 308 days (-$1,500,000 price reduction since listing)
- View listing on realtor.com
#17. 41-471 Kalanianaole Hwy, Waimanalo
- Price: $24,900,000
- 10 bedrooms, 8 full bathrooms, 1 half bathroom
- Square feet: 7,701
- Price per square foot: $3,233
- Days on market: 18 days
- View listing on realtor.com
- 10 bedrooms, 8 full bathrooms, 1 half bathroom
- Square feet: 7,701
- Price per square foot: $3,233
- Days on market: 18 days
- View listing on realtor.com
#16. 68-1115 Honokaope Pl Unit 1, Kamuela
- Price: $24,900,000
- 7 bedrooms, 8 full bathrooms, 1 half bathroom
- Square feet: 6,313
- Price per square foot: $3,944
- Lot size: 1.4 acres
- Days on market: 8 days
- View listing on realtor.com
- 7 bedrooms, 8 full bathrooms, 1 half bathroom
- Square feet: 6,313
- Price per square foot: $3,944
- Lot size: 1.4 acres
- Days on market: 8 days
- View listing on realtor.com
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#15. 68-1015 Pauoa Way, Kamuela
- Price: $25,000,000
- 5 bedrooms, 5 full bathrooms, 4 half bathrooms
- Square feet: 6,992
- Price per square foot: $3,575
- Lot size: 1.3 acres
- Days on market: 8 days
- View listing on realtor.com
- 5 bedrooms, 5 full bathrooms, 4 half bathrooms
- Square feet: 6,992
- Price per square foot: $3,575
- Lot size: 1.3 acres
- Days on market: 8 days
- View listing on realtor.com
#14. 72-1255 Puka Pa St, Kailua Kona
- Price: $25,000,000
- 7 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 6,203
- Price per square foot: $4,030
- Lot size: 0.8 acres
- Days on market: 43 days
- View listing on realtor.com
- 7 bedrooms, 7 full bathrooms, 2 half bathrooms
- Square feet: 6,203
- Price per square foot: $4,030
- Lot size: 0.8 acres
- Days on market: 43 days
- View listing on realtor.com
#13. 7595 Makena Rd, Kihei
- Price: $25,000,000
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,778
- Price per square foot: $5,232
- Lot size: 1.0 acres
- Days on market: 577 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 4,778
- Price per square foot: $5,232
- Lot size: 1.0 acres
- Days on market: 577 days
- View listing on realtor.com
#12. 215 Plantation Club Dr, Lahaina
- Price: $26,000,000
- 4 bedrooms, 7 full bathrooms
- Square feet: 8,186
- Price per square foot: $3,176
- Lot size: 4.4 acres
- Days on market: 534 days
- View listing on realtor.com
- 4 bedrooms, 7 full bathrooms
- Square feet: 8,186
- Price per square foot: $3,176
- Lot size: 4.4 acres
- Days on market: 534 days
- View listing on realtor.com
#11. 213 Kaalawai Pl, Honolulu
- Price: $26,500,000
- 5 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 7,324
- Price per square foot: $3,618
- Days on market: 295 days
- View listing on realtor.com
- 5 bedrooms, 7 full bathrooms, 1 half bathroom
- Square feet: 7,324
- Price per square foot: $3,618
- Days on market: 295 days
- View listing on realtor.com
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#10. 62-3680 Kiekiena Pl, Kamuela
- Price: $26,500,000
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 6,301
- Price per square foot: $4,205
- Lot size: 1.6 acres
- Days on market: 322 days (-$1,500,000 price reduction since listing)
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 6,301
- Price per square foot: $4,205
- Lot size: 1.6 acres
- Days on market: 322 days (-$1,500,000 price reduction since listing)
- View listing on realtor.com
#9. 56-1081 Kamehameha Hwy, Kahuku
- Price: $28,800,000
- 8 bedrooms, 4 full bathrooms
- Square feet: 5,000
- Price per square foot: $5,760
- Days on market: 239 days
- View listing on realtor.com
- 8 bedrooms, 4 full bathrooms
- Square feet: 5,000
- Price per square foot: $5,760
- Days on market: 239 days
- View listing on realtor.com
#8. 72-3023 Kakapa Pl, Kailua Kona
- Price: $29,500,000
- 3 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,334
- Price per square foot: $5,530
- Lot size: 0.8 acres
- Days on market: 341 days (-$1,500,000 price reduction since listing)
- View listing on realtor.com
- 3 bedrooms, 4 full bathrooms, 1 half bathroom
- Square feet: 5,334
- Price per square foot: $5,530
- Lot size: 0.8 acres
- Days on market: 341 days (-$1,500,000 price reduction since listing)
- View listing on realtor.com
#7. 1711 Pee Rd, Koloa
- Price: $30,000,000
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,953
- Price per square foot: $10,159
- Lot size: 0.6 acres
- Days on market: 397 days
- View listing on realtor.com
- 4 bedrooms, 3 full bathrooms, 1 half bathroom
- Square feet: 2,953
- Price per square foot: $10,159
- Lot size: 0.6 acres
- Days on market: 397 days
- View listing on realtor.com
#6. 7505 Makena Rd, Kihei
- Price: $33,000,000
- 7 bedrooms, 8 full bathrooms
- Square feet: 10,500
- Price per square foot: $3,142
- Lot size: 1.0 acres
- Days on market: 139 days
- View listing on realtor.com
- 7 bedrooms, 8 full bathrooms
- Square feet: 10,500
- Price per square foot: $3,142
- Lot size: 1.0 acres
- Days on market: 139 days
- View listing on realtor.com
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#5. 2955 Makalei Pl, Honolulu
- Price: $34,000,000
- 4 bedrooms, 4 full bathrooms, 5 half bathrooms
- Square feet: 5,226
- Price per square foot: $6,505
- Days on market: 42 days
- View listing on realtor.com
- 4 bedrooms, 4 full bathrooms, 5 half bathrooms
- Square feet: 5,226
- Price per square foot: $6,505
- Days on market: 42 days
- View listing on realtor.com
#4. 3735 Diamond Head Rd, Honolulu
- Price: $43,000,000
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 6,213
- Price per square foot: $6,920
- Days on market: 62 days
- View listing on realtor.com
- 5 bedrooms, 6 full bathrooms, 1 half bathroom
- Square feet: 6,213
- Price per square foot: $6,920
- Days on market: 62 days
- View listing on realtor.com
#3. 4505 Kahala Ave, Honolulu
- Price: $45,000,000
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 9,896
- Price per square foot: $4,547
- Days on market: 237 days
- View listing on realtor.com
- 6 bedrooms, 6 full bathrooms, 2 half bathrooms
- Square feet: 9,896
- Price per square foot: $4,547
- Days on market: 237 days
- View listing on realtor.com
#2. 75-5530 Kona Bay Dr, Kailua Kona
- Price: $49,000,000
- 10 bedrooms, 11 full bathrooms, 2 half bathrooms
- Square feet: 12,528
- Price per square foot: $3,911
- Lot size: 21.9 acres
- Days on market: 99 days
- View listing on realtor.com
- 10 bedrooms, 11 full bathrooms, 2 half bathrooms
- Square feet: 12,528
- Price per square foot: $3,911
- Lot size: 21.9 acres
- Days on market: 99 days
- View listing on realtor.com
#1. 508 N Kalaheo Ave, Kailua
- Price: $50,000,000
- 12 bedrooms, 13 full bathrooms, 2 half bathrooms
- Square feet: 12,005
- Price per square foot: $4,164
- Days on market: 719 days
- View listing on realtor.com
- 12 bedrooms, 13 full bathrooms, 2 half bathrooms
- Square feet: 12,005
- Price per square foot: $4,164
- Days on market: 719 days
- View listing on realtor.com
