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.

		Honu Kai 4 Bedroom 3 Baths, Beachfront, Spa, Shared Pool & Tennis, Partial A/C 8 Guests – Monthly From: $18,000 - $20,000    Outclean: $695   Deposit: $2,000
		Kailua Bay View 3 Bedroom, 3 Bath, Oceanfront, Solar Heated Pool, Partial A/C 6 Guests – Nightly From: $750 - $1,100   Outclean: $500   Deposit: $1,500
		Kailua Beach House 7+ Bedroom, 4+ Bath, Beachfront, Pool *12 Guests – Nightly From: $1,575 - $1,675   Outclean: $725   Deposit: $1,000
		Kailua Hale 3+ Bedroom, 3 Bath, Beachfront, Pool, Jacuzzi 6-8 Guests – Nightly From: $750 - $825   Outclean: $550   Deposit: 1,000
		Kailua Kai 4 Bedroom, 4+ Bath, Beachfront 8 Guests – Nightly From: $900 - $1,350   Outclean: $550   Deposit: $1,000
		Kailua Oasis 4 Bedroom, 4 Bath, Pool, Jacuzzi, Central A/C, 100 steps to Kailua Beach 8 Guests – Nightly From: $900 - $1,350   Outclean: $650   Deposit: $1,000
		Kailua Ocean View Ohana 2 Bedroom, 1 Bath, Ocean view 4 Guests – Nightly From: $250 - $275   Outclean: $250   Deposit: $500
		Kailua Surf 5 Bedroom 5+Bath, Beachfront, Partial A/C, Shared Pool & Tennis Court 14 Guests – Nightly From: $1,350 - $2,250   Outclean: $900   Deposit: $1,500
		Kakela Kai 4 Bedroom, 3 Bath, Beachfront, Central A/C 8-9 Guests – Nightly From: $775 - $850   Outclean: $450   Deposit: $1,000
		Oahu Lani 6-10 Bedroom, 7-11 Bath, Beachfront, Pool, Spa, Partial A/C 12-18 Guests – Nightly From: $5,200 - $5,500   Outclean: $800 - $1,250   Deposit $10,000
		Paddle House 3 Bedroom, 2 Bath upstairs and 1 Bedroom, 1+ Bath downstairs, Beachfront 8 Guests – Nightly From: $1,200 - $1,500   Outclean: $600   Deposit: $1,000
		Plantation Estate 5 Bedrooms 5+ Bathroom, Beachfront, Heated Pool, Waterfall and Outdoor Jacuzzi, Central A/C 10 Guests – Nightly: Request   Outclean: $850   Deposit: $7,500
		Puukani Cottage 2 Bedroom, 1 Bath, Partial A/C, Partial Beachfront 4 Guests – Nightly From: $395 - $500   Outclean:$295   Deposit: $750
		Seaside Villa 6 Bedroom, 5 Bath, Beachfront 10-12 Guests – Nightly From: $900 - $1,550   Outclean: $1,355   Deposit: $1,000
		Tiki Hut 4 Bedroom 3 Bath, Partial A/C, 1 house back from Kailua Beach 6-8 Guests – Nightly From: Request   Outclean: $500   Deposit: $1,500
		Tropical Blossom 5 Bedroom, 4 Bath, Outdoor Jacuzzi, 100 yards to the Beach 10-12 Guests – Nightly Rate: $750 - $850   Outclean: $450 - $550   Deposit: $1,000
		Tropical Breeze Estate 6 Bedroom, 6 Bathroom, Beachfront, Pool, Spa, Air Conditioning 12 Guests – Nightly From: $3,850 - $4,250   Outclean: $1,095   Deposit: $5,000
		Wilikoki Hale 4 Bedroom, 2 Bath, Beachfront, Partial A/C 8 Guests – Nightly From: $750 - $1,125   Outclean: $450    Deposit: $1,000
* Request property description for further details. back to top