Kailua-Kona Vacation Rentals

Kailua-Kona is the Big Island's top vacation destination. Its sunny climate and pristine beaches make Kailua-Kona the perfect tropical destination for families and couples alike. You will find over 500 vacation rentals here, ranging from affordable studios and one-bedroom condos to spacious upscale apartments, houses and villas. There is so much to see and do in Kailua-Kona. The town is a perfect place for ocean and outdoor recreational activities. If you like watersport adventures, you can go surfing, diving, boating, snorkeling and swimming. If you enjoy shopping, you will find many shops, boutiques, art galleries and restaurants in Kailua-Kona, as well as numerous historical sites.

  • Beautiful Downtown Ocean view studio $400/week low season

    Ocean view studio Condominium. Clean and efficient apartment with Kitchenette and private Lanai. This condo offers foot access to Kailua Kona Village. Walk across the street to oceanside dining at Bubba Gumps, or down 1 block to the Farmers Mark...

    0 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    65 USD - 65 USD

    nightly

    450 USD - 450 USD

    weekly

    1,300 USD - 1,300 USD

    monthly

  • Beautiful Guest Ohana and Best Deal in Kona($63/nt)

    We welcome you to our private, owner occupied, gated estate with its Hawaiian gardens of Queen Palms, banana trees, papayas, flowers, and wild guava forest. Located on the mountain slope just a five minute drive above Kailua-Kona village, peace, ...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua

    70 USD - 72 USD

    nightly

    440 USD - 504 USD

    weekly

  • 1000 Ft Elevation Overlooking The Beautiful Pacific Ocean

    'HALE GEDIMINAS' vacation rental is in a lush tropical setting on sunny Kona Coast. Spectacular sunsets on private lanai with ocean view overlooking Ili-Ili beach, which is 5 min down by car. The unit is studio like with private entrance, has a q...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Captain Cook

    70 USD - 70 USD

    nightly

    490 USD - 490 USD

    weekly

  • Beautiful Oceanfront Kona Alii Condo on the fifth floor in the heart of town

    Beautiful oceanfront unit in the heart of Kailua Kona on Alii Dr.. It is located on the fifth floor, just across the street from the breaking surf. The large lanai has an incredible 180 degree ocean view and is great for watching dolphins, whal...

    1 Bedrooms, 2 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    73 USD - 189 USD

    nightly

    1,253 USD - 1,323 USD

    weekly

    2,200 USD - 4,470 USD

    monthly

  • Heart of Kona - Walking Distance to Everything

    This condo is located in a secure building, with keyed and video cameras at points of entry. It is ideal for couples with as many as four children, two queen size sleeper sofa will easily sleep two each, and over 800 square feet of living area. ...

    1 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Kailua

    75 USD - 97 USD

    nightly

    510 USD - 660 USD

    weekly

    1,850 USD - 2,490 USD

    monthly

  • Kona Billfisher: 3rd Floor, part. Ocean View

    About the condo The Kona Billfisher was build in the 70's and major refurbished in 2010/2011. He has a full equipped kitchen, air condition (for a fee), WiFi (for a fee), flatscreen TV and our condo in the 3rd floor has a lot of privacy with a lit...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    75 USD - 75 USD

    nightly

    473 USD - 473 USD

    weekly

    1,074 USD - 1,074 USD

    monthly

  • Fantastic Studio in Upscale Farming Community

    Enjoy this private guest suite in a luxury home on a 5 acre coffee plantation located far from the main road. A great place to relax after a day at the beach or trip to the many sites of the Big Island. Enjoy the agricultural Tourism on Hawaii ...

    0 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Holualoa

    79 USD - 79 USD

    nightly

    474 USD - 474 USD

    weekly

    1,659 USD - 1,659 USD

    monthly

  • Ocean Front Property Summer Special $79.00 Night

    Newly remodeled unit, with screened in Lanai, queen size bed and queen size sofa bed, with new appliances, stove, microwave oven, refrigerator, sleeps four very comfortably, flat screen TV, VCR, stereo, air conditioner, ceiling fans in every room....

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kialua Kona

    79 USD - 129 USD

    nightly

    553 USD - 595 USD

    weekly

  • Alii Lani Kailua-Kona's Best Location!

    Right in the heart of Kailua-Kona on Alii Lani Drive. Across the street from the Royal Kona Resort these condominiums provide the ideal location for your Kona vacation. The soothing waters of the swimming pool will cool you after a day in Hawai...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    79 USD - 79 USD

    nightly

    525 USD - 525 USD

    weekly

    2,000 USD - 2,000 USD

    monthly

  • Keauhou Palena (Palena 401) - Fronting Beautiful Keauhou Golf Course

    KEAUHOU PALENA #401 Ground level--no stairs, this 1 BR + den, 2 bath tastefully furnished and appointed golf resort condo has a wonderful shady yard, & cooling breezes that allow for a relaxing vacation in this lovely resort with pool. Enjoy beau...

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    80 USD - 121 USD

    nightly

    525 USD - 850 USD

    weekly

    2,075 USD - 2,810 USD

    monthly

  • Ocean Front Hawaiian Paradise. Scuba; Snorkle; Deep Sea Fishing; Beaches; Relax!

    Newly remodeled and renovated ground floor 1 Bed (Queen), 1 Bath, with all new furnishings and flooring in Building 2. Full kitchen with granite counter tops and new appliances. Washer / Dryer in unit. Couch folds out into a bed for your guests...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    80 USD - 150 USD

    nightly

    560 USD - 1,050 USD

    weekly

    2,400 USD - 3,100 USD

    monthly

  • Banyan's Beach Bungalow (just 2 miles south of downtown Kona)

    This spacious condo is in a great location; just a few hundred feet from the ocean at Banyan's Beach. Enjoy the sunrise over Mt. Hualalai from the lanai and enjoy the sunset at the beach! Alii drive is also a few hundred feet away from the condo...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua Kona

    81 USD - 95 USD

    nightly

    570 USD - 570 USD

    weekly

    2,250 USD - 2,250 USD

    monthly

  • GREAT LOCATION AND PRICE + SUMMER SPECIAL

    Aloha and Welcome to Kona Shores... A complex that has a pool right on the ocean and is an easy walk or drive to town. The well-known Ironman Event runs along the path of Kona Shores, too. This 2 Bedroom Condo Sleeps 4 Comfortably and is price...

    2 Bedrooms, 1 Bathrooms, Sleeps 6

    HI>Kailua-Kona

    83 USD - 137 USD

    nightly

    550 USD - 660 USD

    weekly

    2,200 USD - 2,600 USD

    monthly

  • Bali Kai Getaway in Kona on the Big Island

    Your island getaway awaits you. Kona Bali Kai is located on scenic Alii Drive. This beautiful 1 bedroom getaway sleeps 2-4 with a queen bed and a queen-sized sleeper sofa. The top floor location offers ocean breezes throughout. On your way to th...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    85 USD - 95 USD

    nightly

    560 USD - 630 USD

    weekly

    2,250 USD - 2,400 USD

    monthly

  • Keauhou Golf Course location with fabulous ocean view, one bedroom, one bath condo, Keauhou Resort #102, In Keauhou.

    Set over the fairways of the Keauhou Golf Course with awesome ocean views! This wonderfully upgraded 1 bedroom 1 bath is comfortable and private. A large master suite with private bath is situated on the lower level, nicely furnished includes Quee...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua Kona

    595 USD - 1,057 USD

    weekly

    2,550 USD - 4,530 USD

    monthly

    85 USD - 151 USD

    nightly

  • FALL SPECIALS - One Cool Condo With Pool View

    Aloha Ohana, One Cool Kona Condo is super clean unit with really pretty designer touches. My unit features everything you need to make your stay a pleasant one. It is said a picture is worth a thousand words. so just take a look and you'll be hook...

    0 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Kailua-Kona

    85 USD - 259 USD

    nightly

    1,813 USD - 1,813 USD

    weekly

  • Sunny Whale Studio w BREAKFAST a Deck & View

    Our best ocean view and sunnyest unit...Discounts, peaceful hawaiian home with studios n hawaiian touch , very close to beaches, galleries, aloha live theater, many restarants, downtown & chocalate/coffee farms Also can be made to 2b,3b,4b,5b an...

    2 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>kailua kona

    86 USD - 96 USD

    nightly

    566 USD - 636 USD

    weekly

  • Beautiful, Clean, Well Decorated Oceanfront Studio

    My wife and I spent several years going to this condo as our vacation get away, and were finally able to buy it. We feel that the location is the best in the Kona Islander Inn complex, and the view is wonderful. We have spent lots of time living...

    0 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Kailua-Kona

    87 USD - 87 USD

    nightly

    539 USD - 539 USD

    weekly

    1,650 USD - 1,650 USD

    monthly

  • Kona Makai Oceanfront Condo Complex Big Island Lodging 1 BR 1 BA

    Come and stay at our 'home away from home'. There is a beautiful ocean view from the front lanai as well as from the back. And both lanais have great garden views. Amenities include a washer and dryer, a full kitchen, a TV, VCR, a stereo cassette,...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    89 USD - 150 USD

    nightly

    600 USD - 1,050 USD

    weekly

    3,500 USD - 3,500 USD

    monthly

  • Kona Isle #B22 | Kona Rentals | SunQuest Vacations

    Feel right at home in this totally updated condo complete with tile entry and marble countertops completely furnished for your great Hawaii vacation.

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    630 USD - 980 USD

    weekly

    2,700 USD - 4,200 USD

    monthly

    90 USD - 140 USD

    nightly

  • Our Gorgeous Ocean View Studio Condominium

    Watch the waves from the Queen Bed, Dining Table or the Lanai. Enjoy fresh Papaya, Mango, or Pineapple while watching the Ocean and perhaps seeing Dolphins or Whales or Parasailers pass by! The Queen bed has individual reading lights for your indi...

    0 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    90 USD - 90 USD

    nightly

    630 USD - 630 USD

    weekly

    2,700 USD - 2,700 USD

    monthly

  • Sweet Ohana For 2 At Beautiful Kealakekua Bay, only a 2 minute walk to Bay

    Sweet Ohana State Tax ID# W90025150-01 The cozy 1 bedroom apartment (ohana), Hawaii , situated below a family home in a garden setting with two separate entrances. The kitchen, located in a corner of the living room has a full refrigerator, range...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Captain Cook

    90 USD - 90 USD

    nightly

    620 USD - 620 USD

    weekly

    2,400 USD - 2,400 USD

    monthly

  • Lovely 1b/1b, sleeps 4, wifi, pool, oceanfront complex

    Amazing 1 bedroom/1 bathroom unit. Enjoy the fragrant scent of tropical flowers, the beautiful sound of the ocean and view of the beautiful pool from the Lani. The unit comes completely furnished with everything you should need to enjoy your stay ...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    90 USD - 140 USD

    nightly

    550 USD - 805 USD

    weekly

    2,025 USD - 2,400 USD

    monthly

  • Kailua-Kona, 1BR, 1BA, luxury condo with partial ocean view in a tropical oasis. Kona Isle #C38.

    Come and enjoy this wonderful 1 bedroom 1 bath slice of paradise situated on the 3rd story corner of at the Kona Isle! Great location with gorgeous ocean views overlooking the beautiful landscaped grounds, pool and sandy beach - all can be capture...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    630 USD - 980 USD

    weekly

    2,700 USD - 4,200 USD

    monthly

    90 USD - 140 USD

    nightly

  • 2-Bedroom Condo in the Heart of Kailua-Kona on Hawaii's Big Island

    Located in the heart of Kona, this fourth (top) floor unit has views of the ocean and the mountains. The sunrise over the mountains is spectacular but you won't want to miss the sunset over the ocean either. The complex is across the street from t...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Kailua-Kona

    90 USD - 100 USD

    nightly

    600 USD - 650 USD

    weekly

    2,400 USD - 2,600 USD

    monthly

  • The Casa De Emdeko No Stairs

    The casa de emdeko is a very special place. People who have come here in the past keep coming back, some every year for over twenty years. The owners and guests are very friendly and you can make lifelong friends here. Yet if you want a quiet rom...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    95 USD - 105 USD

    nightly

    630 USD - 630 USD

    weekly

    2,400 USD - 3,150 USD

    monthly

  • Air Conditioned, Tropical Garden, Ocean View, Central Location, Free Snacks

    This spacious, well appointed apartment is located in Kailua-Kona, Big Island, on one acre of land, on a private road, and overlooks 15 acres of grassland and jungle, with background ocean views. At 938 feet above sea level, the property enjoys m...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    95 USD - 125 USD

    nightly

    875 USD - 875 USD

    weekly

  • Magical Garden Haven Mapuana

    On the road to enchanting Kealakekua Bay, Mapuana is a garden haven unit surrounded by fragrant tropical flowering plants and trees and a beautiful ocean view. The unit has a very spacious healing atmosphere, with a large lanai for outdoor dining...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Captain Cook

    95 USD - 120 USD

    nightly

    665 USD - 840 USD

    weekly

    2,500 USD - 3,000 USD

    monthly

  • YOUR Private Little Hideaway - Book it Now

    One level unit, no one above or below you. Very quiet end unit, only one adjoining wall. Newly remodeled kitchen with granite countertops, all new appliances, all new furnishings, new laminate. No one above or below features a spacious living r...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    95 USD - 159 USD

    nightly

    1,113 USD - 1,113 USD

    weekly

  • Alii Villa Condo - Hawaiian Paradise with an Ocean View!

    Enjoy this charming condo in the Ocean Front Complex of Alii Villas, located on Kailua-Kona's famous Alii Drive. This one bedroom, one bath unit is decorated with a true Hawaiian Flair. Enjoy the ocean view from the lanai with your your morning ...

    1 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Kona

    95 USD - 130 USD

    nightly

    677 USD - 715 USD

    weekly

    2,090 USD - 2,595 USD

    monthly

  • Fantastic Ocean Front Views Relax-Enjoy Sunsets-2017 Updates-New-HDTV-WIFI-King

    2017 Updated, new full size dishwasher, washer dryer, refrigerator, microwave, smart HDTV, AC units in living room and bedroom, Well stocked with replenished furniture, towels, bedding, kitchenware, ice chest, snorkels, beach items. Kona Makai is...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    95 USD - 135 USD

    nightly

    650 USD - 900 USD

    weekly

    2,200 USD - 3,000 USD

    monthly

  • Live An Ocean Front Delux Tropic Dream!! Ground Corner Unit NO Stairs!

    Spectacular ocean view! Front view for Ironman! Luxurious lifestyle tucked into a studio ocean view & steps to Ali’i Dr Kona Fun! We are at the epic center of Kailua-Kona Village. Whether a week or two, a month or more, your stay is variety at yo...

    0 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Kailua-Kona

    99 USD - 195 USD

    nightly

    585 USD - 775 USD

    weekly

    2,000 USD - 3,200 USD

    monthly

  • Luxurious 2 bedroom Golf Condo at Ocean Front Resort ($649.00 week) Best Value!

    Clean and beautiful vacation condo at the GATED prestigious Keauhou-Kona Surf and Racquet Club. Second floor condo in very quiet building with magnificent view of Kona Country Club Golf Course (Ocean Course) from large, private lanai. Just renovat...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Kailua-Kona

    99 USD - 119 USD

    nightly

    649 USD - 799 USD

    weekly

    2,299 USD - 2,999 USD

    monthly

  • WALK AROUND TOWN & FARMER'S MARKET - NO CAR NECESSARY

    CALENDAR - CONTACT US FOR AVAILABILITY CONTACT US FOR YOUR SPECIAL RATE as Rates Are not up to date Kona Islander Inn has the best location in the village - across Ali'i Drive from the ocean. It's onl...

    0 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Kailua-Kona

    99 USD - 250 USD

    nightly

    1,750 USD - 1,750 USD

    weekly

  • OCEAN VIEW! 1 BEDROOM 2 BATH IN TOWN

    Kona Pacific is a lovely community right at the edge of Kailua village so you can walk into town for meals, drinks, festivals and parades. Watch the sports on Sundays at Humpy's or Ocean Sports just down the street. There are many cafes, coffee...

    1 Bedrooms, 2 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    100 USD - 171 USD

    nightly

    625 USD - 900 USD

    weekly

    2,000 USD - 3,300 USD

    monthly

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