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Kailua-Kona Vacation Rentals and Hotels

Take advantage of the tropical paradise setting by enjoying one of Kailua Kona's glass bottom boat cruises, authentic luaus, snorkeling, SCUBA diving, horseback riding, surfing, hiking, or dolphin cruises. Plenty of shopping, dining, museums, and relaxing are also to be found on Ali'i Drive.

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Looking for Kailua-Kona hotels? View all hotels in the Kailua-Kona area.

We have over 40 properties in the Kailua-Kona, Hawaii area.
Please browse our top 30 properties below
Vacation Rentals in the Kailua-Kona area.
Hale Moana #1246 From $469/night
4 Beds 3.5 Baths Sleeps 8 House 16 photos
Enjoy gorgeous sunsets and fabulous ocean views from every bedroom. This custom built oceanfront plantation home is located within walking distance from the famous Magic Sands Beach. The main portion of home consists of 3 bedrooms, 2.5 baths, plus a separate guest cottage with kitchen & bath. ...
Hale Nui #1254 From $499/night
3 Beds 4.5 Baths Sleeps 6 House 15 photos
Pristine luxury home with expansive ocean views, custom floor plan and tropical landscaping. Equipped with a complete gourmet kitchen and spacious living area. Featuring three master suites, all of which are detached from the main house and includes a walk-in closet, jetted tub, private outdoor shower ...
Melelina Hale waterfall pool home with ocean views #1100 From $361/night
4 Beds 4 Baths Sleeps 8 House 15 photos
Melelina Hale Located in Kailua-Kona, Hawaii, this beautiful upscale home is complete with two large lanais and ocean views. This 4 bedroom, 4 bath home is equipped with 2 king beds, a queen & set of twins to accommodate 8. It also features central air conditioning, a formal dining room, living ...
Alii Cove Y-4. #1251 From $3,768/month
3 Beds 3 Baths Sleeps 6 Townhouse 13 photos
Alii Cove is a new gated complex located within walking distance of down town. Featuring a pool, spa, BBQ area and work out room. Available for monthly rentals only. Amenities: Central Air, Washer/Dryer, Multiple TV's, DVD, Stereo, 2 Lanais, Private BBQ, Tropical Furnishings, High Speed Internet Access. ...
Kia'aina Hale with panoramic ocean views #1106 From $10,272/month
4 Beds 3.5 Baths Sleeps 10 House 12 photos
Large home with panoramic ocean views. Located in an upscale gated community near shopping, dining, golf and beach activities. This home has a Private Pool, BBQ, TV, DVD, Stereo, Washer/Dryer, Ceiling Fans. Kia'aina Hale has a 30 night minimum on all rentals.
Hale Malu Tropical Home located In Gated Community #1104 From $263/night
3 Beds 2.5 Baths Sleeps 8 House 12 photos
Hale Malu Three bedroom, two and a half bath home with a pool and ocean views. Located in a gated community just two blocks from down town Kailua-Kona Village. This home features a full kitchen, central air conditioning, vaulted ceilings, washer/dryer, TV, CD/DVD player with surround sound and BBQ. ...
Hale Naniloa a peaceful home with private pool #1102 From $203/night
2 Beds 2 Baths Sleeps 6 House 11 photos
Nani Loa House Located in Kailua-Kona, Hawaii, this will be your peaceful and private sanctuary. Charming 2 bedroom, 2 bath home near White Sands Beach, this nicely furnished home features a full kitchen, vaulted ceilings, washer/dryer, private pool, BBQ & central air conditioning. Bedding includes ...
Ho'omaluhia Hale Expansive ocean & coastline views #1103 From $325/night
3 Beds 3.5 Baths Sleeps 8 House 10 photos
Ho'omaluhia Hale Spectacular ocean & coastline views located just a few miles south of Kailua-Kona Village. Located on two levels, this 3 bedroom + den, 3.5 bath home features a nice pool & bbq area, spacious lanai,full size washer/dryer, large full kitchen, 2 TV's, VCR/DVD & CD player. ...
Kona Pacific B-509 close to shopping & restaurants #1247 From $123/night
2 Beds 3 Baths Sleeps 1-6 Condo 9 photos
Welcome to Hawaii! This two bedroom, three bathroom condo in Kailua-Kona offers a king size bed in the master bedroom, two twin beds in the second bedroom and a queen sofa sleeper in living room. There is a full kitchen, TV/VCR, A/C, washer/dryer, and a large wrap around lanai with ocean views. Kona ...
Sea Village 3302 Garden view, oceanfront complex #1236 From $109/night
1 Beds 1 Baths Sleeps 1-4 Condo 9 photos
Sea Village offers an oceanfront pool, spa, BBQ area, tennis courts and is conveniently located just one mile from Kailua-Kona. This is a one bedroom, one bathroom condo featuring a California king size bed in the master bedroom and a extra long day bed in the living room. There is a full kitchen, TV/VCR, ...
Sea Village 1102 an oceanfront condo #1230 From $155/night
2 Beds 2 Baths Sleeps 1-6 Condo 9 photos
Sea Village offers an oceanfront pool, spa, BBQ area, tennis courts and is located one mile from Kailua-Kona. Enjoy a spectacular 180-degree ocean view from the relaxed and romantic private lanai; the ocean is only a spray away. This unit sleeps six with a queen bed in the master bedroom, twin beds ...
Alii Villas 212 Peek-a-boo Ocean View #1115 From $94/night
1 Beds 1 Baths Sleeps 1-4 Condo 9 photos
Alii Villas #212. This cute one bedroom, one bath condo has a peek-a-boo ocean view. Equipped with a full kitchen, washer/dryer, TV, stereo & high-speed internet access. Bedding includes a queen and sofa sleeper, accommodates up to 4. The Alii Villas is a delightful complex located one mile south ...
Kona Isle D-24. #1256 From $130/night
1 Beds 1 Baths Sleeps 1-4 Condo 8 photos
Kona Isle is a delightful oasis located two miles from downtown Kailua-Kona. Offering lush gardens, pool, BBQ area, and sandy sunning area. All condos at Kona Isle have a 7 night minimum stay requirement. A delightful oasis located two miles from downtown Kailua-Kona. Offering lush gardens, pool, BBQ ...
Kailua Village 403 in the heart of Kailua-Kona #1239 From $81/night
1 Beds 1 Baths Sleeps 1-4 Condo 8 photos
This great one bedroom in the Kailua Village condo complex offers a queen bed in the master bedroom, queen sofa sleeper in the livingroom and a large bath. There is a full kitchen, TV/VCR and Lanai with ocean view. Laundry facilities on site. Located in the heart of Kailua-Kona, the Kailua Village complex ...
Royal Kahili A-405 Wonderful sunset views! #1238 From $119/night
2 Beds 2 Baths Sleeps 4-5 Condo 8 photos
This beautiful Royal Kahili unit offers a king size bed in the master bedroom, two twin size beds in the second bedroom, extra sleeping space in the living room plus beautiful sunset and ocean views from the lanai off the living room and master bedroom! Fully equipped kitchen, washer/dryer, TV/VCR, air ...
Kailua Bay Resort 1206 in downtown Kailua Kona #1237 From $94/night
1 Beds 1 Baths Sleeps 1-4 Condo 8 photos
Located in Kailua-Kona, Hawaii, this condo in the Kailua Bay complex is comfortable & spacious, with over 800 sqft. of newly refurbished living space. This second floor, end unit features a full kitchen, washer/dryer, air conditioning, queen bed & sofa sleeper. Enjoy partial ocean views from ...
Country Club Villas #1299 From $113/night
2 Beds 2 Baths Sleeps 1-4 Condo 7 photos
Beautifully upgraded condo on the eighteenth fairway overlooking the tenth hole of the Kona Country Club Golf Course. Panoramic ocean views and fabulous sunsets! Air conditioned and designer decorated with granite slab counters, walk-in shower, upgraded kitchen appliances, 52 inch Sony TV and high speed ...
Sea Village 3119 almost oceanfront #1244 From $155/night
2 Beds 2 Baths Sleeps 1-4 Condo 7 photos
This wonderful two bedroom two bathroom condo features a queen bed in the master bedroom, two twin size beds in the second bedroom and a queen sofa sleeper in the living room. There is a full kitchen, TV/VCR, CD stereo, washer/dryer, and a lanai facing the ocean. This complex, called Sea Village, offers ...
Kona Makai 6305. #1240 From $129/night
1-2 Beds 1 Baths Sleeps 1-4 Condo 7 photos
Offers one bedroom, one bedroom plus loft and two bedroom condos with oceanviews. The complex is located one mile south of Kailua-Kona on the famous Alii Drive. There is an oceanfront pool, spa BBQ area, exercise room, tennis courts and high speed internet access. Amenities: Full Kitchen, Washer/Dryer, ...
Kona Pacific A-107. #1235 From $94/night
1 Beds 1-2 Baths Sleeps 1-4 Condo 7 photos
This complex is located on the south edge of downtown Kailua-Kona, elevators, pool and BBQ area. Smoking is strictly prohibited at this complex. Amenities: Full Kitchen, Washer / Dryer, TV/DVD, Air Conditioning, High Speed Internet Access. Complex Features: Elevators, Pool, BBQ Area. Smoking is strictly ...
White Sands Village 121. #1229 From $124/night
2 Beds 2 Baths Sleeps 4-5 Condo 7 photos
Located in White Sands Village directly across from the White Sands Beach State Park. This is a family favorite, offering a pool, BBQ area, billiards, tennis court, covered parking and elevators. This two bedroom, two bathroom condo offers a queen size bed in the master bedroom and two twin beds in ...
Sea Ridge is a newer complex with many amenitites #1112 From $2,880/month
2 Beds 2 Baths Sleeps 4 Condo 7 photos
This brand new complex is situated two miles south of Kailua-Kona town are and features a swimming pool, barbeque area, air-conditioning plus much more. Walk next door to the Alii Drive Farmer's Market or across the street to watch "a spectacular Kona sunset". Available for monthly rentals ...
OUTSTANDING OCEAN VIEW TOWNHOUSE (E-KOMO-MAI) #1939 From $79/night
1 Beds 1 Baths Sleeps 4 Townhouse 6 photos
BOOK YOUR CHRISTMAS THAT YOU WON'T FORGET HERE!!!!! E KOMO MAI (Welcome) TO PARADISE! YOU HAVE FINALLY FOUND IT!!!! REMODELED: ITS FINISHED.. NEW TILE THROUGHOUT, REDECORATED & NEW FURNISHINGS >>>>>> COMPLETELY REMODELED BATHROOM .. BRAND NEW POOL AT OUR RESORT!!! >>>>> ...
Kona Reef A-17 Oceanfront next to popular beach #1245 From $206/night
2 Beds 2 Baths Sleeps 1-6 Condo 6 photos
This is a deluxe two bedroom, two bathroom corner oceanfront unit. There is a king size bed in the master bedroom, queen bed in the second bedroom, and a queen sofa sleeper in the living room. Full kitchen, TV/VCR, CD stereo, washer/dryer, air-conditioning and a large lanai overlooking the ocean. This ...
Oceanfront Condo Sea Village 1203. #1231 From $141/night
1 Beds 1 Baths Sleeps 2-3 Condo 6 photos
This beautiful one bedroom, one bathroom condo features a king size bed in the master bedroom and an oversized shower for two. There is a full kitchen, TV/VCR, CD stereo, washer/dryer, and a lanai overhanging the ocean. The complex offers an oceanfront pool, spa, BBQ area, and tennis courts. Located ...
Sea Village 3317 Oceanfront in Paradise #1243 From $124/night
1 Beds 1 Baths Sleeps 1-4 Condo 5 photos
This is a one bedroom, one bathroom condo featuring a queen bed in the master bedroom and a queen sofa sleeper in the living room. There is a full kitchen, TV/VCR, CD stereo, washer/dryer, and a lanai facing the ocean. The complex (Sea Village) offers an oceanfront pool, spa, BBQ area, and tennis courts. ...
Keauhou Palena 703 on the Kona Country Club #1255 From $85/night
1 Beds 2 Baths Sleeps 1-4 Condo 4 photos
Keauhou Palena is located on the Kona Country Club golf course. offering ocean and golf course views, a pool and assigned parking. Located off of Alii Drive, 6 miles south of Kailua-Kona, in the Keauhou area. This condo is very roomy and offers a calming atmosphere to escape to. There is a queen size ...
Kona Magic Sands 309 Oceanfront Condominium #1252 From $106/night
1 Beds 1 Baths Sleeps 2-4 Condo 4 photos
This oceanfront complex is situated next to Magic Sands Beach. Stay at our charming Kailua-Kona studio with tremendous views and a superb location. Located in the middle of Magic Sands Beach & Pahoehoe Beach Park, this oceanfront studio is equipped with a kitchen, full bed, sofa sleeper, TV, VCR, ...
Kona Reef A-31oceanfront near shopping & dining #1249 From $217/night
2 Beds 2 Baths Sleeps 1-6 Condo 4 photos
Kona Reef A-31 is in a perfect location with outstanding views from every window. This is an upgraded two bedroom, two bath oceanfront condo situated on the top floor, corner unit. Equipped with a full kitchen, TV/VCR, stereo, central air conditioning and washer/dryer. Bedding includes a queen & ...
Kona Plaza 411 in the heart of Kailua-Kona #1248 From $100/night
1 Beds 1 Baths Sleeps 1-4 Condo 4 photos
Located in the heart of downtown Kailua-Kona. The Kona Plaza offers a pool, covered parking and elevators. Conveniently located in down town Kailua-Kona, walking distance to shopping, dining & swimming. This nicely furnished one bedroom, one bathroom, garden view condo is equipped with a full kitchen, ...
We have over 40 properties in the Kailua-Kona, Hawaii area.
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