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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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Hale
Nani Villa 5+ Bedroom, 4 Bath, Beachfront, Pool, Spa, Waterfall*, Air Conditioning 10 - 12 Guests Monthly Rate: Request Outclean: $550 Deposit: $2,000 |
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Honu Kai 4 Bedroom 3 Baths, Beachfront, Spa, Shared Pool & Tennis, Partial A/C 8 Guests Monthly From: $17,000 - $19,000 Outclean: $475 Deposit: $2,000 |
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Kaapauni
Hale 4+ Bedroom, 4 Bedroom, 2+Bath, Partial Ocean View 8 Guests – Monthly From: $10,000 - $12,000 Outclean: $400 - $500 Deposit: $3,000 |
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Kailua
Bay View 3 Bedroom, 3 Bath, Oceanfront, Heated Pool, Partial A/C 6 Guests Nightly From: $660 - $750 Outclean: $500 Deposit: $3,000 |
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Kailua
Beach House 7+ Bedroom, 4+ Bath, Beachfront, Pool *12 Guests Nightly From: $1,400 - $1,575 Outclean: $550 Deposit: $2,000 |
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Kailua
Hale 3+ Bedroom, 3 Bath, Beachfront, Pool, Jacuzzi 6-8 Guests Nightly From: $750 - $850 Outclean: $550 Deposit: 1,000 |
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Kailua
Kai 4 Bedroom, 5 Bath, Beachfront 8 Guests Nightly From: $750 - $825 Outclean: $550 Deposit: $1,000 |
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Kailua
Ocean View Ohana 2 Bedroom, 1 Bath, Ocean view 4 Guests Nightly From: $225 - $250 Outclean: $250 Deposit: $500 |
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Kailua Ohana 5 Bedroom, 3 Bath, Partial Ocean View, Pool 10 Guests Nightly From: $775 - $850 Outclean: $500 Deposit: $1,000 |
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Kailua Retreat 3 Bedrooms, 2 Bath, Private Pool and Jacuzzi 8 Guests Nightly From: $450 - $500 Outclean: $350 Deposit: $500 |
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Kailua
Surf 5 Bedroom 5+Bath, Beachfront, Partial A/C, Shared Pool & Tennis Court 10-12 Guests Nightly From: $1,100 - $1,200 Outclean: $500 Deposit: $1,500 |
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Kakela
Kai 4 Bedroom, 3 Bath, Beachfront, Central A/C 8 Guests Nightly From: $700 - $750 Outclean: $425 - $450 Deposit: $1,000 |
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Mahina
Kai 6 Bedroom 5 Bath, Beachfront, Pool, Jacuzzi & Sauna Paratial Air Conditioning 11 Guests – Monthly From: $30,000 Outclean: $400 - $500 Deposit: $2,000 - $3,000 |
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Oahu
Lani |
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Paddle
House 3 Bedroom, 2 Bath upstairs and 1 Bedroom, 1+ Bath downstairs, Beachfront 8 Guests Nightly From: $900 - $1,100 Outclean: $425 Deposit: $1,000 |
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Puukani
Cottage 2 Bedroom, 1 Bath, Partial A/C, Partial Beachfront 4 Guests – Nightly From: $425 - $475 Outclean:$295 Deposit: $750 |
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Puukani
Hale 3 Bedroom, 3 Baths, Beachfront 6 Guests – Monthly Rates: Request Outclean $600 Deposit $2,500 |
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Swaying
Palms Estate 6 Bedroom, 6 Bathroom, Beachfront, Pool, Spa, Air Conditioning 12 Guests Monthly Rate: Request Outclean: $1,095 Deposit: $5,000 |
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Wilikoki
Hale 4 Bedroom, 2 Bath, Beachfront, Partial A/C 8 Guests – Nightly From: $725 - $775 Outclean: $450 Deposit: $1,000 |
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