The most expensive neighborhoods in Honolulu

Homebuyers and sellers are navigating a slow and expensive housing market, with rising prices and stagnant demand keeping many on the sidelines. This comes amid rising economic uncertainty and growing wealth concentration. But luxury homes—multimillion-dollar estates, sleek penthouses, and one-of-a-kind custom builds—are still selling, even as most buyers pull back.

Most people can't afford high-end homes, although they're still fun to dream about. So, to highlight where luxury real estate is commanding the highest prices, Redfin analyzed the most expensive neighborhoods in the Honolulu metro area—and showcased a few of the area's standout listings (when possible).

Note: Redfin's analysis focused on metro areas, meaning some neighborhoods fell within smaller nearby cities. Listings and data were gathered on October 15, 2025.

#1. Enchanted Lake (Kailua, HI)

Median sale price: $1,980,000 | Median days on market: 60 days

1244 Keolu Dr, Kailua, HI 96734
- List price: $2,392,000
- Beds: 7 | Baths: 4 | Square feet: 2,984
- See 1244 Keolu Dr, Kailua, HI 96734 on Redfin.com

1384 Nanawale Pl, Kailua, HI 96734
- List price: $1,674,000
- Beds: 4 | Baths: 3 | Square feet: 1,750
- See 1384 Nanawale Pl, Kailua, HI 96734 on Redfin.com

#2. Waialae (East Honolulu, HI)

Median sale price: $1,900,000 | Median days on market: 120 days

3735 Diamond Head Rd, Honolulu, HI 96816
- List price: $12,000,000
- Beds: 6 | Baths: 4 | Square feet: 3,834
- See 3735 Diamond Head Rd, Honolulu, HI 96816 on Redfin.com

4130 Keanu St, Honolulu, HI 96816
- List price: $665,000
- Beds: 2 | Baths: 2 | Square feet: 1,035
- See 4130 Keanu St, Honolulu, HI 96816 on Redfin.com

4999 Kahala Ave, Honolulu, HI 96816
- List price: $144,000
- Beds: 2 | Baths: 2 | Square feet: 1,258
- See 4999 Kahala Ave, Honolulu, HI 96816 on Redfin.com

736 Ulili St, Honolulu, HI 96816
- List price: $3,480,000
- Beds: 6 | Baths: 7 | Square feet: 5,798
- See 736 Ulili St, Honolulu, HI 96816 on Redfin.com

#3. Diamond Head Terrace (Honolulu, HI)

Median sale price: $1,900,000 | Median days on market: 139 days

2979 Kalakaua Ave, Honolulu, HI 96815
- List price: $1,380,000
- Beds: 1 | Baths: 1 | Square feet: 1,010
- See 2979 Kalakaua Ave, Honolulu, HI 96815 on Redfin.com

2987 Kalakaua Ave, Honolulu, HI 96815
- List price: $1,600,000
- Beds: 1 | Baths: 1 | Square feet: 835
- See 2987 Kalakaua Ave, Honolulu, HI 96815 on Redfin.com

2999 Kalakaua Ave, Honolulu, HI 96815
- List price: $1,995,000
- Beds: 2 | Baths: 1 | Square feet: 870
- See 2999 Kalakaua Ave, Honolulu, HI 96815 on Redfin.com

3015 Kalakaua Ave, Honolulu, HI 96815
- List price: $1,995,000
- Beds: 2 | Baths: 2 | Square feet: 1,082
- See 3015 Kalakaua Ave, Honolulu, HI 96815 on Redfin.com

#4. Kuliouou (East Honolulu, HI)

Median sale price: $1,750,000 | Median days on market: 75 days

240 Paiko Dr, Honolulu, HI 96821
- List price: $2,450,000
- Beds: 0 | Baths: not available | Square feet: not available
- See 240 Paiko Dr, Honolulu, HI 96821 on Redfin.com

5197 Poola St, Honolulu, HI 96821
- List price: $2,195,000
- Beds: 5 | Baths: 3 | Square feet: 2,927
- See 5197 Poola St, Honolulu, HI 96821 on Redfin.com

835 Ahuwale St, Honolulu, HI 96821
- List price: $1,000,000
- Beds: 3 | Baths: 1 | Square feet: 948
- See 835 Ahuwale St, Honolulu, HI 96821 on Redfin.com

#5. Beachside (Kailua, HI)

Median sale price: $1,694,000 | Median days on market: 74 days

127 Mokumanu Dr, Kailua, HI 96734
- List price: $7,600,000
- Beds: 6 | Baths: 5.5 | Square feet: 4,839
- See 127 Mokumanu Dr, Kailua, HI 96734 on Redfin.com

1319 Mokulua Dr, Kailua, HI 96734
- List price: $5,997,000
- Beds: 4 | Baths: 5 | Square feet: 3,908
- See 1319 Mokulua Dr, Kailua, HI 96734 on Redfin.com

245 Hualani St, Kailua, HI 96734
- List price: $1,340,000
- Beds: 4 | Baths: 2 | Square feet: 1,496
- See 245 Hualani St, Kailua, HI 96734 on Redfin.com

338 Manono St, Kailua, HI 96734
- List price: $1,125,000
- Beds: 2 | Baths: 1 | Square feet: 843
- See 338 Manono St, Kailua, HI 96734 on Redfin.com