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Kailua-Kona Vacation Rentals


VacationRentalDirect.com has found 41 Kailua-Kona Vacation Rentals that match your search criteria. Your results can be sorted by price, bedrooms, type of unit and whether the unit is pet friendly or not. All Kailua-Kona cottages, homes and vacation rentals are presented by their respective owners or managers.


Please click on the photos or links below to view the property details, then contact the owner directly (via the phone number or property inquiry button on each listing).


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Kailua-Kona, Hawaii

This Ohana (Hawaiian apartment) is remodeled in beautiful plantation style with a mix of Hawaiian fabric and color. Morning and evening breezes gives way to sunny days. King and queen beds gives you a confortable nights...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Apartment 2 1 No $690 to $1099

Kailua-Kona, Hawaii

Incredible views - Luxury Home.. turtles, surfers below Living, Dining Room and Kitchen. Beautiful 3 level custom designed Oceanfront house with Elevator/separate units-ocean access-private pool-spa-3 miles from Kailua.....
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 5 5 No $5250 to $6650

Kailua-Kona, Hawaii

We invite you to be our guest in our vacation condo in Kanaloa at Kona. Our modern condo comes fully furnished with all new furniture, applicances and linens. Fully equipped kitchen with dishwasher & micorwave.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 3 3 No $1290 to $1150

Kailua-Kona, Hawaii

Luxurious 2bed/2bath, 180 degree pano view of breathtaking waves, sunsets,and rainbows from lanai which is 200 sq.ft. across. A virtual wall of glass across the living room and master bedroom which are totally oceanfront...

Kailua-Kona, Hawaii

Enjoy the "real" Hawaii. 3 beautifully appointed houses situated on over an acre of lush tropical gardens with stunning ocean and town views. Only 10 minutes by car to popular ocean beaches and town of Kailua-Kona. Fu...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
House 3 2 No $945 to $1015

Kailua-Kona, Hawaii

Gorgeous, top-quality ocean-view unit at the prestigeous Kona Coast Resort, one of the highest quality condo resorts along the Kona coast. This updated unit, with all new appliances & furniture, is located on 22 acres o...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $1085 to $1365

Kailua-Kona, Hawaii

Second Floor location right on the water. A short 7 min. walk into town.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 1 1 No $980 to $1085

Kailua-Kona, Hawaii

Located at the 850 ft level overlooking Kailua Bay. 5 minutes from the beach and downtown Kailua. Quiet neighborhood. Cooler afternoons and evenings. Carport within 10 ft of front door. 800 sq ft of living space plus a c...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Apartment 1 1 No $560 to $840

Kailua-Kona, Hawaii

This one-bedroom, non-smoking, fully furnished vacation rental is on the dry, warm side of the Big Island of Hawaii in Kona. This is unit D-3 at the Kona Reef, an upscale condo complex within easy walking distance of Kon...

Kailua-Kona, Hawaii

OCEANFRONT CONDO - As Kona residents, living about ten minutes from our property, Our aim is to share ALOHA. This is your opportunity to Experience Tropical Paradise, spectacular sunsets year-round, spouting whales in wi...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $1400 to $1750

Kailua-Kona, Hawaii

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Kailua-Kona, Hawaii

Receive a free nights stay as our gift when you stay at least six nights at our ocean front 1 bedroom suite overlooking beautiful Kailua Bay on the Big Island of Hawaii.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 1 1 No $690 to $690

Kailua-Kona, Hawaii

This absolute ocean-front "see-forever" corner unit is perfect for your special occasions; it will sleep four. Privacy, security & sunset views are all yours on the Big Island of Hawaii.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 1 1 No $850 to $1000

Kailua-Kona, Hawaii

Luxurious 2bed/2bath, 180 degree pano view of breathtaking waves, sunsets,and rainbows from lanai which is 200 sq.ft. across. A virtual wall of glass across the living room and master bedroom which are totally oceanfront...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $1015 to $1365

Kailua-Kona, Hawaii

Enjoy a wonderful and unique ocean/beach front property in Kailua-Kona's Keauhou Kona Surf & Racquet Club. This 2bdrm/2bath unit has everything you want when you come to Hawaii including a jacuzzi tub!! Enjoy the best!!...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $1540 to $1540

Kailua-Kona, Hawaii

More information coming soon!
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $1050 to $1400

Kailua-Kona, Hawaii

Ocean front luxury condo. Spectacular sunsets every night! See whales, turtles, dolphin! Close to shops, restaurants, and sporting activities. Air conditioning! PLEASE SEE OUR OFFICIAL WEBSITE FOR FULL DETAILS! w...

Kailua-Kona, Hawaii

Hale Kona Kai #201 is oceanfront and near everything. Newly remodeled and located on a quiet street on the ocean so all you hear is the waves. Walk to downtown Kailua-Kona and enjoy restaurants, shopping, entertainment, ...
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 1 1 No $1225 to $1470

Kailua-Kona, Hawaii

E KOMO MAI (Welcome) TO PARADISE! YOU HAVE FINALLY FOUND IT!!!! NEW TILE THROUGHOUT, REDECORATED & NEW FURNISHINGS >>>>>> COMPLETELY REMODELED BATHROOM .. BRAND NEW POOL AT OUR RESORT!!!
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 1 1 No $0 to $845

Kailua-Kona, Hawaii

Absolute Ocean Front Condo at Banyan Tree on Alii Drive. Watch whales, green sea turtles and dolphins from your lanai, your living room, bedroom and fully equipped kitchen.
Type: Bedrooms Bathrooms Pet Friendly Weekly Rate
Condo 2 2 No $1180 to $1316


Learn More About Kailua-Kona

Kailua-Kona has a lot to offer all visitors to the area. Below you will find writings from other Kailua-Kona vacation rental owners about the area they know best! It's a great way to learn first hand about the Kailua-Kona region and all that it has to offer!

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