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Search over 150,000 vacation rentals properties now! Click here to see more Vacation Homes
Search for vacation rental homes in Kailua
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Hale O Ke Kai
Hale O Ke Kai — Property 255551
- House
- 4 bedrooms , sleeps 8
- 4 bathrooms
- beach, mountain
- pool
- Rates (shown in USD)
- $6475 - $7119 per property per week
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Kailua Water Front Estate
Come experience our perfect private and gated waterfront estate — Property 255599
- Villa
- 3 bedrooms , sleeps 6
- 4 bathrooms
- beach, waterfront
- pool
- Rates (shown in USD)
- $3395 per property per week
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Makanani O Ke Kai
Makanani O Ke Kai — Property 259189
- House
- 3 bedrooms , sleeps 6
- 3 bathrooms
- beach
- air-conditioning
- Rates (shown in USD)
- $4109 - $5250 per property per week
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Laulea
Tropical Living in Custom Home - Pool and AC — Property 255573
- House
- 4 bedrooms , sleeps 8
- 4 bathrooms
- beach
- internet access
- Rates (shown in USD)
- $3150 - $5075 per property per week
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Hale Kimo
Tropical living at its best — Property 255569
- House
- 4 bedrooms , sleeps 8
- 3 bathrooms
- beach
- internet access
- Rates (shown in USD)
- $5250 - $5950 per property per week
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Olomana Executive
Olomana Executive — Property 259182
- House
- 4 bedrooms , sleeps 10
- 3 bathrooms
- 1 half bathroom
- beach, mountain
- pool
- Rates (shown in USD)
- $4725 - $5950 per property per week
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Hale Manu
Hale Manu — Property 259190
- House
- 3 bedrooms , sleeps 6
- 3 bathrooms
- beach
- garden
- Rates (shown in USD)
- $2093 - $7000 per property per week
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Hale Pulelehua
Hale Pulelehua — Property 259215
- House
- 4 bedrooms , sleeps 6
- 1 bathroom
- near the ocean
- internet access
- Rates (shown in USD)
- $2625 - $3850 per property per week
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Endless Summer Getaway
Endless Summer Getaway — Property 259196
- House
- 3 bedrooms , sleeps 6
- 3 bathrooms
- near the ocean
- internet access
- Rates (shown in USD)
- $3703 - $4060 per property per week
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Star of Hawaii Kailua
Star of Hawaii Kailua — Property 259188
- House
- 4 bedrooms , sleeps 10
- 3 bathrooms
- near the ocean
- internet access
- Rates (shown in USD)
- $4550 - $5950 per property per week
Refine Your Search
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Bedrooms
- Studio (12)
- 1 bedroom (22)
- 2 bedrooms (16)
- 3 bedrooms (36)
- 4+ bedrooms (50)
Sleeps
- Sleeps 1-4 (41)
- Sleeps 5-8 (64)
- Sleeps 9-12 (23)
- Sleeps 13 or more (8)
Baths
- 1 bathroom (43)
- 2 bathrooms (36)
- 3 bathrooms (29)
- 4+ bathrooms (23)
Lodging Type
- apartment rentals (8)
- cabin rentals (1)
- condo rentals (1)
- cottage rentals (14)
- estate rentals (5)
- house rentals (83)
- studio rentals (13)
- villa rentals (11)
Amenities
- air conditioning (80)
- satellite or cable tv (111)
- pool (58)
- internet access (98)
- dishwasher (84)
- washing machine (117)
Leisure Activities
Suitability
- wheelchair accessible (17)
- suitable for elderly or infirm (37)
- pet friendly (8)
- non smoking only (105)

