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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Kai Moena Main House: 3 Bedroom, 3+Bath and Guest House: 4 Bedroom, 3+Bath Beachfront, Pool, Jacuzzi, Tennis Court, Air Conditioning, Gym, Sauna, Billiard Room, Gated, Fireplace, Media Room, Security System 12-14 Guests—Monthly From: $140,000 - $260,000+ Outclean: $3,850-$4,300 Deposit: $10,000 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: $45,450 - $94,000 Outclean: $3,080 Deposit $10,000 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 - $24,000 Outclean: $600 - $850 Deposit: $2,000 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: $1,800 - $3,400 Outclean: $1,200 Deposit: $5,000 Taxes: 17.962% Minimum Stay: 7-10 nights |
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Kailua Oasis 4 Bedroom, 4 Bath, Pool, Jacuzzi, Central A/C, 100 steps to Kailua Beach 8 Guests—Monthly From: $24,000 - $30,000 Outclean: $750+ Deposit: $3,000 Taxes: 17.962% Minimum Stay: 30+ nights |
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Kakela
Kai 4 Bedroom, 3 Bath, Beachfront, Partial A/C 10 Guests—Monthly From: $22,500 - $24,000 Outclean: $695 - $795 Deposit: $1,000 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: $1,000 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: $1,950 - $5,400 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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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 - $35,000 Outclean $795+ Deposit $3,000 Taxes: 17.962% Minimum Stay: 30+ nights |
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Tropical Blossom 5 Bedroom, 4 Bath, Outdoor Jacuzzi, 100 yards to the Beach *10-12 Guests—Nightly From: $775 - $1,500 Outclean: $650 Deposit: $1,000 Taxes: 17.962% Minimum Stay: 30+ nights |
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Toll Free: 1(800) 891-4809 Local: (808) 680-0560