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.

		Kailua Beach House 7+ Bedroom, 4+ Bath, Beachfront, Pool *12-14 Guests – Nightly From: $1,560 - $2,000   Outclean: $700   Deposit: $1,000   Taxes: 14.962% Minimum Stay: 5-10 Nights
		Kailua Hideaway 4 Bedroom, 4 Bath, Beachfront, Pool, Jacuzzi, Partial A/C 8 Guests – Monthly From: $20,000 - $22,000   Outclean: $600 - $850   Deposit: $2,000   Taxes: 14.962% Minimum Stay: 30 Nights
		Kailua Kai 4 Bedroom, 4+ Bath, Beachfront 8 Guests – Nightly From: $920 - $1,475   Outclean: $550   Deposit: $1,000   Taxes: 14.962% Minimum Stay: 7-14 Nights
		Kailua Oasis 4 Bedroom, 4 Bath, Pool, Jacuzzi, Central A/C, 100 steps to Kailua Beach 8 Guests – Nightly From: $1,350 - $1,600   Outclean: $600   Deposit: $1,000   Taxes: 14.962% Minimum Stay: 7-10 Nights
		Kailua Ocean View Ohana 2 Bedroom, 1 Bath, Ocean view 4 Guests – Nightly From: $360 - $410   Outclean: $200   Deposit: $500   Taxes: 14.962% Minimum Stay: 7-14 Nights
		Kakela Kai 4 Bedroom, 3 Bath, Beachfront, Central A/C 10 Guests – Nightly From: $1,100 - $1,395    Outclean: $575   Deposit: $1,000   Taxes: 14.962% Minimum Stay: 7-12 Nights
		Kaumana 3 Bedroom, 3 Bath, Oceanside, Pool 8-10 Guests – Nightly From: $850-$1,500    Outclean: $475   Deposit: $1,000   Taxes: 14.962% Minimum Stay: 5-14 Nights
		Mahina Kai 6 Bedroom, 5 Bath, Beachfront, Pool, Sauna, Partial A/C 12 Guests – Nightly From: $1,800 - $2,200    Outclean: $800   Deposit: $2,000   Taxes: 14.962% Minimum Stay: 14-30 Nights
		Maluhia 4 Bedrooms, 4 Bath, Pool, Jacuzzi, A/C 8-10 Guests – Monthly From: Request   Outclean: $700   Deposit: $7,000   Taxes: 14.962% Minimum Stay: 30 Nights
		Paddle House 3 Bedroom, 2 Bath upstairs and 1 Bedroom, 1+ Bath downstairs, Beachfront 8 Guests – Monthly From: $22,000 - $30,000   Outclean: $1,000   Deposit: $1,000   Taxes: 14.962% Minimum Stay: 30 Nights
		Palione Papalani 6 Bedroom, 5+ Bath, Pool, Jacuzzi, Sauna, Partial A/C, Gated, 100 steps to Kailua Beach 10-12 Guests – Nightly From: $1,600 - $5,200   Outclean: $1,500   Deposit: $5,000+cc or Insurance: $89   Taxes: 14.962% Minimum Stay: 5-10 Nights
		Place in Paradise 5 Bedroom 5+Bath, Beachfront, Partial A/C, Shared Pool & Tennis Court 14 Guests – Nightly From: $1,600 - $5,200   Outclean: $1,200  Deposit: $5,000+cc or Insurance: $89   Taxes: 14.962% Minimum Stay: 5-10 Nights
		Plantation Estate 5 Bedrooms, 5+ Bathroom, Beachfront, Heated Pool, Waterfall / Outdoor Jacuzzi, Central A/C, Fitness Center 10 Guests – Nightly From: $4,500 - $6,000   Outclean: $1,000   Deposit: $7,500   Taxes: 14.962% Minimum Stay: 30 Nights
		Puukani Cottage 2 Bedroom, 1 Bath, Partial A/C, Partial Beachfront 4 Guests – Nightly From: $400 - $500   Outclean: $350   Deposit: $500   Taxes: 14.962% Minimum Stay: 5-10 Nights
		Puukani Hale 3 Bedroom, 3 Bath, Beachfront, Partial A/C 6-8 Guests – Nightly From: $925 - $1,350   Outclean $795   Deposit $1,500   Taxes: 14.962% Minimum Stay: 10-14 Nights
		Tropical Blossom 5 Bedroom, 4 Bath, Outdoor Jacuzzi, 100 yards to the Beach *10-12 Guests – Nightly From: $775 - $1,500   Outclean: $550   Deposit: $1,000   Taxes: 14.962% Minimum Stay: 7-10 Nights
* Request property description for further details. back to top