Kailua Beach at morning light with the Mokulua islands offshore

Windward Oʻahu · Rental guide

Kailua

Beach-town routines, with rentals that vary from small attached units to detached homes.

Get to know the neighborhood

Renting in Kailua

Kailua Town, Coconut Grove, Enchanted Lake and the beachside neighborhoods offer different day-to-day settings. Compare how a rental connects to groceries, parks and the beach, and check the route you would actually use.

Browse all Kailua rentals Neighborhood details

New Rentals

Kailua · Just listed in the past 24 hours.

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Just Listed
$1,950/mo1 bd · 2 ba · 400 sqft717 Kihapai Place #6Coconut Grove · KailuaAvailable dateOct 20, 2026View rental Inquiries: Pacific Sands Property & Dev

Price Reduced

Kailua · Rental price drops in the past 30 days.

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1 / 12
Price Reduced
$5,700/mo3 bd · 3 ba · 1,996 sqft1302 Kamahele Street #2404Bluestone · KailuaAvailable dateOct 20, 2026View rental Inquiries: Realty Group Hawaii
1 / 12
Price Reduced
$7,500/mo3 bd · 3 ba · 1,816 sqft427 Akoakoa PlaceEnchanted Lake · KailuaAvailable dateOct 12, 2026View rental Inquiries: HI Pacific Property Management
1 / 12
Price Reduced
$3,500/mo3 bd · 2 ba · 1,287 sqft333 Aoloa Street #416Kailua Town · KailuaAvailable dateAug 4, 2026View rental Inquiries: List Sotheby's Int'l Realty

Longer on the Market

Kailua · Available rentals listed for 30+ days, longest first.

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1 / 12
$5,000/mo3 bd · 2 ba · 1,164 sqft612 Ulumalu StreetPohakupu · Kailua70 days on marketAvailable dateOct 13, 2026View rental Inquiries: At Home Hawaii LLC
1 / 12
$11,900/mo5 bd · 3 ba · 2,152 sqft45 Kalaheo AvenueKalama Tract · Kailua50 days on marketAvailable dateAug 17, 2026View rental Inquiries: eXp Realty
1 / 12
$3,500/mo3 bd · 2 ba · 1,287 sqft333 Aoloa Street #416Kailua Town · Kailua49 days on marketAvailable dateAug 4, 2026View rental Inquiries: List Sotheby's Int'l Realty
1 / 12
$7,500/mo3 bd · 3 ba · 1,816 sqft427 Akoakoa PlaceEnchanted Lake · Kailua47 days on marketAvailable dateOct 12, 2026View rental Inquiries: HI Pacific Property Management
1 / 12
$5,700/mo3 bd · 3 ba · 1,996 sqft1302 Kamahele Street #2404Bluestone · Kailua45 days on marketAvailable dateOct 20, 2026View rental Inquiries: Realty Group Hawaii
1 / 12
$7,500/mo4 bd · 5 ba · 3,671 sqft1268 Ulupii StreetPohakupu · Kailua41 days on marketAvailable dateAug 25, 2026View rental Inquiries: RE/MAX Honolulu

Everyday renting in Kailua

Some listings are separately rented portions of a larger property. Confirm private entrances, shared yards, laundry and parking before comparing monthly rent. Try the Pali or H-3 trip at your usual travel time.

Before you tour

  • Confirm whether the listing is an entire home or a separate unit.
  • Ask which outdoor areas, laundry and storage are shared.
  • Check ventilation, window condition and included utilities.
Compare your total monthly cost →

Explore the surroundings

Kailua area map

Kailua · Area overview

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Shading shows the general area, not the property’s location. Guide boundaries are approximate, not legal boundaries.

Rental information is a starting point. Confirm current availability, property details and lease terms with the listing contact.