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Kailua Vacation Rentals

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Vacation Rentals in Kailua

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    • Keauhou Palena 304 Golfers Delight Stay 6 Nights, 7th Night Is Free Kona Hi

      Keauhou Palena 304 Golfers Delight Stay 6 Nights, 7th Night Is Free Kona Hi

      Vacation rental condo for rent in Kailua HI

      Second floor condo with golf course views. King size bed plus queen size sofa bed. Washer and dryer 10 night minimum during Ironman and 2 week minimum during end of the year holidays email us for sho...

    • Keauhou Palena 1003 Golfers Delight Stay 6 Nights, 7th Night Is Free Kona Hi

      Keauhou Palena 1003 Golfers Delight Stay 6 Nights, 7th Night Is Free Kona Hi

      Vacation rental condo for rent in Kailua HI

      Second floor condo with views of the golf course. King size bed, 2 twin beds. Washer and dryer in the condo 10 night minimum during Ironman 2 week minimum during end of the year holidays email us for...

    • Kalani Kai 320

      Kalani Kai 320

      Vacation rental property for rent in Kailua HI

      Kalani Kai is centrally located in downtown Kailua-Kona. This complex offers a pool & barbecue area and assigned parking. This fully furnished condo is located on the third floor with partial oce...

    • Kona Plaza 202

      Kona Plaza 202

      Vacation rental condo for rent in Kailua HI

      Kona Plaza complex is on the mauka (mountain) side of Alii Dr in the heart of Kailua Kona town. The Kona Inn Shopping area is across the street on the makai (ocean) side of Alii Dr. All units have ce...

    • Kona Plaza

      Kona Plaza

      Vacation rental condo for rent in Kailua HI

      Nice clean newly furnished second floor unit with central A/C. Great in town location right on Alii Drive. Walk to shops, restaurants & ocean activities. High speed internet access. Handicap accessabl...

    • Beautiful Condo in Downtown Kona

      Beautiful Condo in Downtown Kona

      Vacation rental property for rent in Kailua HI

      This beautiful condo was just fully and expertly remodeled and furnished. It is new inside with sophisticated Polynesian accents. We are in the heart of downtown Kona on the island of Hawaii or "The B...

    • Kalani Kai 321 1 B/r Walk To Ocean/Kona Hawaii

      Kalani Kai 321 1 B/r Walk To Ocean/Kona Hawaii

      Vacation rental condo for rent in Kailua HI

      Book online and receive a 5% discount excluding Ironman and year end holidays. Book with a licensed company to avoid any problems with your Hawaii Island vacation rentals. Great location rignt in Hi...

    • Kalani Kai 310  Heart Of Kailua-Kona Village Nice Condo/Kona Hawaii

      Kalani Kai 310 Heart Of Kailua-Kona Village Nice Condo/Kona Hawaii

      Vacation rental condo for rent in Kailua HI

      Book online and receive a 5% discount excluding Ironman and end of year holidays. Book with a licensed company to avoid problems with your Hawaii Island vacation rental. Kalanakai is a very nice cond...

    • Kailua Bay Resort Near Downtown Kailua Kona #5301

      Kailua Bay Resort Near Downtown Kailua Kona #5301

      Vacation rental condo for rent in Kailua HI

      The Kailua Bay Resort complex is located right near the heart of downtown Kailua Kona. Visitors can easily explore the many museums or play a few rounds at one of the two championship golf courses nea...

    • Walk Downtown From Kailua Bay Resort #5302

      Walk Downtown From Kailua Bay Resort #5302

      Vacation rental condo for rent in Kailua HI

      Located in the Kailua Bay Resort complex just a short walk from the center of Kailua-Kona, this unit was renovated in March of this year. There are A/C window mounts in the bedrooms as well as the liv...

    • Large Oceanfront 1 Bedroom, 2 Bath Condo

      Large Oceanfront 1 Bedroom, 2 Bath Condo

      Vacation rental condo for rent in Kailua HI

      The Kona Alii is located right in the heart of Kailua Kona. Enjoy waking up to the crashing ocean with a cup of world famous Kona Coffee! This 1 bedroom enjoys the ocean sounds through out. A pu...

    • Kona Alii #201 Oceanfront

      Kona Alii #201 Oceanfront

      Vacation rental condo for rent in Kailua HI

      Right in the middle of town in walking distance from the Kona Pier. Recently remodeled, incl. AC. The pictures say it all! The unit has a Queen size sofa sleeper so can sleep 4 people comfortably...

    • Pahukoa Hale - Direct Ocean Front Hawaiian Style Home In Kona Bay Estates

      Pahukoa Hale - Direct Ocean Front Hawaiian Style Home In Kona Bay Estates

      Vacation rental home for rent in Kailua HI

      This vintage Hawaiian beach house is nestled in a private gated community of Kona Bay Estates. The simple seaside style will melt all of your cares away as you sip on your Mai Tai in the cool shade of...

    • Private Home In Kona Bay Estates Gated Community, Keiki Beach 6

      Private Home In Kona Bay Estates Gated Community, Keiki Beach 6

      Vacation rental home for rent in Kailua HI

      Our private luxury home is located in Kailua-Kona on the Big Island of Hawaii. This three story home is ideally located in a private gated and guarded community within walking distance to town and is ...

    • Orchid House At Kona Bay - Perfect Beach Hideaway!

      Orchid House At Kona Bay - Perfect Beach Hideaway!

      Vacation rental cottage for rent in Kailua HI

      Perfect beach hideaway for two! Tropical entrance. No stairs to climb. Coconut palms. Sweet smelling flowers. Ocean air breeze. Romantic outdoor dining lanai flows into living room, media area, ...

    • Kailua Village 607 - Ocean View, In Town!

      Kailua Village 607 - Ocean View, In Town!

      Vacation rental condo for rent in Kailua HI

      Kailua Village is located right in the heart of town. The complex has a nice pool, and is very close to restaurants, shopping, botique shops, and of course, the beginning of the IRON MAN at the Kailua...

    • Dreaming Of Your Beachfront Paraidse. You Have Found It!

      Dreaming Of Your Beachfront Paraidse. You Have Found It!

      Vacation rental condo for rent in Kailua HI

      Upgraded one bedroom oasis looking right over the ocean. You will love the unit, you will love the location, walking distance to everywhere in town. Stroll down Alii Drive and you will find a varie...

    • Kona Alii 405

      Kona Alii 405

      Vacation rental property for rent in Kailua HI

      Kona Alii in Kailua Kona, Hawaii Property Attributes:Ceiling Fan,Pool,TV: 47"Microwave,Dishwasher,Washer/Dryer,Lanai,Elevator,BBQ: pubSleeper Sofa: 1King: 1...

    • Kona Alii 506

      Kona Alii 506

      Vacation rental property for rent in Kailua HI

      Kona Alii in Kailua Kona, Hawaii Property Attributes:Ceiling Fan,Pool,TV: FlatMicrowave,Dishwasher,Washer/Dryer,Internet,Lanai,Elevator,BBQ,Sleeper Sofa: 1King: 1...

    • Kona Alii 606

      Kona Alii 606

      Vacation rental property for rent in Kailua HI

      Kona Alii is a wonderful complex offering a large pool and barbecue area, secured elevators and assigned parking. This complex is located in Downtown Kailua-Kona easy walking to shopping, dining and ...

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    *Prices represent seasonal range. Check rental rates and confirm with owner for accuracy.