Kailua, Oahu – Kailua is located on the windward side of Oahu. A relaxing 20-minute drive across the lush Koolau mountain range from Honolulu and Waikiki. On the way over, a short stop at the famous Pali Lookout is definitely worthwhile, where breathtaking views can be seen. Kailua is a town without hotels. This charming community offers, unique shops, boutiques and casual dining.
Conveniently located, Kailua Beach is bordered by reef-protected calm waters and on shore breezes, with endless stretches of white sand and crystal blue waters. For the outdoor enthusiast, there are lots of world-class golf courses just minutes away, along with tennis facilities, botanical gardens and abundant hiking trails for the adventuresome.
From windsurfing, boogie boarding and kayaking, this is a wonderful place for children to build sand castles, swim and enjoy the beach.
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Gigi's Retreat 3 Bedroom, 3 Bath, Beachfront, Pool, Partial A/C 8-10 Guests – Nightly from: $2,400 - $5,700 Outclean: $1,200 Deposit: $5,000 or $89 insurance Taxes: 17.962% Minimum Stay: 7-10 nights |
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Hale Oahu Estate 6 Bedroom, 4 Bath, Beachfront, Air conditioning 12 Guests—Nightly from: $2,275 - $6,335 Outclean: $1,500 Deposit: $5.000 or $89 insurance Taxes: 17.962% Minimum Stay: 7-10 Nights |
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Kai Nani Villa 4 Bedroom, 3 Bath Main House and 1 Bedroom, 1 Bath Guest House Solar heated pool, Gated, Partial Air Conditioning, Beachfronts 10 Guests—Monthly from: $62,00 - $108,000+ Outclean: $1,500 Deposit: $5,000 or $89 Insurance Taxes: 17.962% Minimum Stay: 30+ nights |
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Kailua Beach Villa 5 Bedroom, 5 Bath, Beachfront Pool, Spa, Partial Air Conditioning 10-12 Guests – Monthly From: $75,000 - $120,000+ Outclean: $3,080 Deposit $10,000 Taxes: 17.962% Minimum Stay: 30+ nights |
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Kailua Beachside 5 Bedroom, 3+ Bath, Pool, Partial A/C, 1 block to the beach 10 Guests – Monthly From: 30,000 - $35,000 Outclean: $750+ Deposit $5,000 Taxes: 17.962% Minimum Stay: 30+ Nights |
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Kailua Hideaway 4 Bedroom, 4 Bath, Beachfront, Pool, Jacuzzi, Partial A/C 8 Guests—Monthly From: $22,000 - $27,000+ Outclean: $600 - $850 Deposit: $3,000 Taxes: 17.962% Minimum Stay: 30+ nights |
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Kailua
Kai 4 Bedroom, 4+ Bath, Beachfront, Partial A/C 8-10 Guests—Nightly from: $2,000 - $3,400+ Outclean: $1,200 Deposit: $5,000 or $89 Insurance Taxes: 17.962% Minimum Stay: 7-10 nights |
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Kakela
Kai 4 Bedroom, 3 Bath, Beachfront, Partial A/C 10 Guests—Monthly From: $22,500 - $28,000+ Outclean: $695 - $795 Deposit: $3,000 Taxes: 17.962% Minimum Stay: 30+ nights |
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Kainui 3 Bedroom, 3 Bath, Solar Heated pool, Spa, Air conditioning, 5 minute drive to beach 8 Guests—Monthly From: $14,000 - $25,000 Outclean: $1,200 Deposit: $5,000 Taxes: 17.962% Minimum Stay: 30+ nights |
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Laiki 6 Bedroom, 5 Bath, Salt Water Heated Pool, Spa, Air Conditioning 3 homes from beach 12 Guests—Monthly From: $22,900 - $47,890 Outclean: $1,200 Deposit: $5,000 Taxes: 17.962% Minimum Stay: 30+ nights |
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Mahina Kai |
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Paddle
House 3 Bedroom, 2 Bath upstairs and 1 Bedroom, 1+ Bath downstairs, Beachfront 8 Guests—Nightly from: $30,000 - $35,000 Outclean: $600+ Deposit: $3,000 Taxes: 17.962% Minimum Stay: 30+ nights |
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Place in Paradise 5 Bedroom 5+Bath, Beachfront, Partial A/C, Shared Pool & Tennis Court 14 Guests—Nightly from: $2,650 - $3,460+ Outclean: $1,500 Deposit: $5,000+cc or Insurance: $89 Taxes: 17.962% Minimum Stay: 7-10 nights |
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Plantation
Estate 5 Bedrooms, 5+ Bathroom, Beachfront, Heated Pool, Waterfall / Outdoor Jacuzzi, Central A/C, Fitness Center 10 Guests—Nightly from: Request Outclean: $1,000 Deposit: $7,500 Taxes: 17.962% Minimum Stay: 30+ nights |
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Pueohale 3 Bedroom, 2 Bath, Beachfront, Partial A/C 8 Guests—Monthly from: $22,000 - $28,000 Outclean: $1,690 Deposit: $5,000 or $89 Insurance Taxes: 17.962% Minimum Stay: 30+ nights |
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Puukani
Cottage 2 Bedroom, 1 Bath, Partial A/C, Partial Beachfront 4 Guests—Nightly from: $450 - $700 Outclean: $350 Deposit: $500 Taxes: 17.962% Minimum Stay: 7-10 nights |
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Puukani Hale 3 Bedroom, 3 Bath, Beachfront, Partial A/C 6-8 Guests—Monthly From: $25,000 - $36,000+ Outclean $795+ Deposit $3,000 Taxes: 17.962% Minimum Stay: 30+ nights |
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Toll Free: 1(800) 891-4809 Local: (808) 680-0560