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.

  • Would you like to experience how comfortable is to live off-grid!?!?!?!?!?!?!?!?

    The Nest Would you like to experience how comfortable is to live off-grid? We have the place for you that is quite, secure and affordable. Some friends say that this place is enchanted. Persons with sleeping problems, sleep like babies here. A wom...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Moutain View

    69 USD - 69 USD

    nightly

    354 USD - 354 USD

    weekly

  • 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

    74 USD - 74 USD

    nightly

    468 USD - 468 USD

    weekly

    1,063 USD - 1,063 USD

    monthly

  • Ocean view from the Lanai, directly across the road from Kahaluu beach

    Wonderful ocean views. Across the street from Kahaluu Beach, one of the best snorkeling beaches on the Big Island. One bedroom, one bath, fully furnished, second floor condo. Lovely pool and BBQ area. Private Lanai for outdoor dining, relaxing ...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    75 USD - 100 USD

    nightly

    525 USD - 700 USD

    weekly

  • Kona Shores - Great Escape to Paradise!

    This lovely second floor condo in Kona Shores is just a mile to all restaurants, cafes and shopping within Kailua Village. From the Ocean Front Pool and BBQ Area you will be able to enjoy our amazing Kona Sunsets, as well as the cruise ships, para...

    0 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    75 USD - 120 USD

    nightly

    488 USD - 553 USD

    weekly

    1,650 USD - 1,870 USD

    monthly

  • Affordable Remodeled Studio in the Heart of Kailua Kona with AIr Conditioning

    This studio condo is freshly updated and conveniently located. We just added air conditioning for your comfort. If you're tired of paying for a high priced hotel but want the luxury of having your own kitchen in a great location, then this Kona We...

    0 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Kailua-Kona

    75 USD - 186 USD

    nightly

    485 USD - 1,300 USD

    weekly

    1,750 USD - 2,000 USD

    monthly

  • Kailua Village, oceanview, downtown, easy walking distance to restaurants

    Kailua Village has the perfect location, a block from the ocean. A short walk to restaurants, shopping, and the Farmers Market where there is fresh fruit, flowers, Kona coffee and other shopping. The unit is on the fourth floor and the view o...

    1 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Kailua-Kona

    75 USD - 97 USD

    nightly

    525 USD - 675 USD

    weekly

  • Aloha Condos, Keauhou Kona Surf and Racquet Club, Condo 7-102 2BR 2BA, Sleeps 5

    Recently Remodeled Great 2BR, 2BA fairway view condo! Our unit is located on the first floor.  Building #7  The Master bedroom has a golf course view and a Queen-size bed. The Second bedroom has two twin beds. Two full bathrooms for convenience Th...

    2 Bedrooms, 2 Bathrooms, Sleeps 5

    HI>Kailua Kona

    79 USD - 179 USD

    nightly

  • Queen Size Murphy Bed (memory foam) - 1 Block From Pier and Downtown area

    This is a great studio condo with a beautiful, queen size (memory foam mattress), murphy bed, cute retro, full amenities kitchen, and all the other conveniences you may want or need. The lanai is beautiful and overlooks, lush greenery, the pool, ...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    79 USD - 140 USD

    nightly

    474 USD - 840 USD

    weekly

    1,650 USD - 3,300 USD

    monthly

  • Kona Billfisher Resort Condo- Newly Renovated, Available Only June 15-29

    1 bedroom, 1 bathroom 3rd floor unit, patio/lanai with view of Kailua Kona Bay . Sleeps 4 (king size bed, pull-out sofa sleeper); full kitchen, dishwasher, oven, microwave, refrigerator, coffee maker. Cable TV, phone, WiFi and A/C available ...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    80 USD - 80 USD

    nightly

    450 USD - 450 USD

    weekly

  • SPECIAL PRICE: Lovely One Bedroom With Two Full Baths!

    LESS THAN 25 DAYS CLEANING IS ONLY $150.00 Hawaii, here you come! What else could you ask for, but this centrally located place to enjoy paradise? A super cute & recently remodeled one bedroom condo at the beautiful Kona Pacific condo complex h...

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    85 USD - 300 USD

    nightly

    565 USD - 2,100 USD

    weekly

    2,250 USD - 3,000 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

  • WONDERFUL DOWNTOWN CONVENIENT KAILUA-KONA LOCATION

    Our condo is located in the heart of Kailua-Kona, just a few minutes walk from Allii Dr., the main street along the ocean. Along Allii Dr. , you can spend your vacation relaxing with a cup of kona coffee, watching the outrigger paddlers, renting...

    1 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Kailua-Kona

    85 USD - 125 USD

    nightly

    595 USD - 875 USD

    weekly

    2,670 USD - 3,450 USD

    monthly

  • Beautiful 1b/1b Ali'i Villas Ocean Front Complex. 5 Star Reviews

    Open January 1-10th. Make the most of your vacation by staying at one Kailua-Kona’s hidden gems, the Alii Villas. Our one bedroom, one bathroom unit is located on the breezy top floor, offering quiet privacy, and a lovely garden and limited oce...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    85 USD - 100 USD

    nightly

    2,600 USD - 2,600 USD

    monthly

  • 30% off for June/July/Aug/Sept bookings. Kayaks & SUP's included

    Aloha and welcome to Beth’s Hawaiian Hideaway in Captain Cook/Honaunau in South Kona on the Big Island of Hawaii. Our beautiful 'Plumeria Queen Suite” with shared pool is a great place for couples or anyone who would like to have a wonderful Kona...

    0 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Captain Cook

    85 USD - 125 USD

    nightly

    595 USD - 875 USD

    weekly

    2,300 USD - 2,950 USD

    monthly

  • Kona Big Island Oceanfront Complex - Alii Villas

    Second floor condo with great ocean views. This condo offers all the comforts of home in a tropical paradise. Enjoy the beautiful pool with amazing ocean views. Have a great family BBQ while listening to the waves just a few yards away. This co...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    593 USD - 1,385 USD

    weekly

    88 USD - 162 USD

    nightly

    2,496 USD - 4,965 USD

    monthly

  • Charming Kona Studio's just a short walk to town

    Brand new house designed in an open air plantation/octagon style. In these Kona rentals, each room is decorated with Hawaiian plantation charm and includes a partial kitchen, eating area, cable television, wireless internet, queen bed and private ...

    0 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua Kona

    89 USD - 89 USD

    nightly

    575 USD - 575 USD

    weekly

  • Rainbow B&B - a peaceful tropical retreat

    Notice ! We have 5 guestrooms. Even if it shows as full here we may have open rooms. Please contact us for correct availability ! The Rainbow Plantation B&B is located on a large 3.5 Acre tropical property, south of Kailua-Kona near Captain Cook ...

    5 Bedrooms, 5 Bathrooms, Sleeps 22

    HI>Captain Cook

    89 USD - 129 USD

    nightly

    450 USD - 774 USD

    weekly

    1,300 USD - 1,999 USD

    monthly

  • Ocean Views, Walking Distance to Kona Town, Beaches, Restaruants & Shops!

    Kona Pacific A303 is nicely updated one bedroom, two bathroom condo with ocean views! The spacious lanai offers both a dining table for four and a lounger for enjoying the ocean and mountain views! The living area is comfortably furnished with a l...

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Kailua Kona

    623 USD - 1,043 USD

    weekly

    89 USD - 119 USD

    nightly

    2,670 USD - 3,570 USD

    monthly

  • Volcano Hideaway Off Grid Eco Farm

    Come and enjoy our vacation hideaway only 4 minutes from Hawaii Volcanoes National Park. Soak in the champagne ponds in Kapoho and visit the many climates of the big Island. Our 3 acre farm has a cabin and a remodeled bus running on 10 kW of sol...

    2 Bedrooms, 1 Bathrooms, Sleeps 6

    HI>Volcano

    90 USD - 90 USD

    nightly

    525 USD - 525 USD

    weekly

    1,550 USD - 1,550 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

  • A Tropical Paradise with Aloha;, the ocean outside your door.

    Kona Isle is on the makai (ocean) side of Alii Drive 1 1/2 miles south of Kailua-Kona. The condo has a view of the ocean and swimming pool and a view of the Hualalai Mountain from the lanai. The grounds are beautifully cared for with lots of open ...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    90 USD - 125 USD

    nightly

    600 USD - 875 USD

    weekly

    2,200 USD - 2,600 USD

    monthly

  • Lovely one bedroom two bathroom oceanfront condo, Keauhou Akahi #311, In Keauhou.

    Beautiful condo situated on the 3rd floor over looking the Keauhou Golf Course with delightful ocean views beyond! This newly upgraded 1 bedroom 2 bath condo is comfortably decorated and fully equipped with everything to make your next visit a rea...

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Kailua Kona

    630 USD - 1,050 USD

    weekly

    2,700 USD - 4,500 USD

    monthly

    90 USD - 150 USD

    nightly

  • 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 - 115 USD

    nightly

    550 USD - 805 USD

    weekly

    2,025 USD - 2,025 USD

    monthly

  • Tropical Island Dream, one bedroom one bathroom condo with partial ocean views, Kona Isle C6, In Kailua-Kona.

    Wonderful ground floor 1 bedroom 1 bath condo, just steps to the pool and ocean! This very comfortable well appointed and newly renovated (6/15) unit offers guests a beautiful new kitchen with spacious granite countertops, custom cabinetry, stainl...

    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

  • Desirable one bedroom, one bathroom condo with partial ocean views, Kona Isle #B21, In Kailua-Kona.

    Nicely upgraded 2nd floor unit offers a nice partial ocean view of the Pacific Ocean! Convertible sofa in the living area equips this unit to sleep up to 4 guests. Fully equipped kitchen, A/C mini-splits located in both the living area and the bed...

    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

  • Stunning one bedroom one bathroom condo with partial ocean view, walk to ocean, Kona Makai #3204, In Kailua-Kona.

    Newly remodeled unit with breathtaking views! Enjoy your mornings and evenings with spectacular view from the lanai. This unit has recently been remodeled, has ceiling fans in the bedroom and living room in addition to window A/C's in each room as...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    665 USD - 1,099 USD

    weekly

    2,850 USD - 4,710 USD

    monthly

    95 USD - 157 USD

    nightly

  • Handsome one bedroom, one bathroom condo with partial ocean view, Casa De Emdeko #312, |In Kailua-Kona.

    Enjoy your next Hawaiian holiday in this very nicely upgraded 1 bedroom 1 bath unit with a partial ocean view. Tastefully decorated with island style furnishings and fully equipped to make your stay comfortable and unforgettable. Unit comes with c...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua Kona

    665 USD - 1,099 USD

    weekly

    2,850 USD - 4,710 USD

    monthly

    95 USD - 157 USD

    nightly

  • Beautiful, Ocean View Studio- Quiet, Kitchenette, Sleeps 4, Free WiFi & Parking

    Lovely, spacious (600 sq. ft.) top floor, ocean view studio in our Guest House. It is light and airy with vaulted ceilings and glass sliders opening unto a large, covered lanai with a view of the Kona Coast. The bedroom has a comfortable queen b...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua Kona

    95 USD - 165 USD

    nightly

    914 USD - 914 USD

    weekly

    4,455 USD - 4,455 USD

    monthly

  • Alii Villas 221 Gorgeous 2nd flr condo with Ocean View, Wifi, & Close to Pool

    **$80 special for rest of October! Inquire within to get best rate!** Alii Villas#221 is an amazing spot for your Vacation. With a spectacular pool & ocean view, you can relax on your spacious lanai any time of the day! This is a newly acquired co...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua Kona

    665 USD - 1,750 USD

    weekly

    95 USD - 140 USD

    nightly

    2,850 USD - 3,600 USD

    monthly

  • BEAUTIFUL KONA SUNSETS AND A SHORT STROLL TO TOWN

    OUR UNIT OFFERS THE FOLLOWING: - Beautiful Ocean and Sunset View - Corner Third Top Floor Unit - No Elevator - 48" 4k TV with basic cable and BluRay DVD/CD player - Free WiFi - Ceiling Fans - Free Assigned Parking Right Next to Building - King Siz...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    95 USD - 95 USD

    nightly

    625 USD - 650 USD

    weekly

  • 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

  • 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

  • One Bedroom Condo with lovely Garden and Peekabo Views, ~AC~ incl.

    Casa De Emdeko, an oceanfront condominium complex, is located on famous Alii Drive just 1.5 miles south of Kailua Kona Village. This deluxe one bedroom unit with garden, fountain and partial ocean views from the lanai is tastefully decorated thro...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    686 USD - 1,120 USD

    weekly

    98 USD - 125 USD

    nightly

    3,150 USD - 3,750 USD

    monthly

  • One Bedroom Condo with Lovely Garden & Partial Ocean Views, AC incl.

    Casa De Emdeko, an oceanfront condominium complex, is located on famous Alii Drive just 1.5 miles south of Kailua Kona Village. This recently remodeled one bedroom unit with garden, fountain and partial ocean views from the lanai is tastefully de...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    686 USD - 1,120 USD

    weekly

    98 USD - 125 USD

    nightly

    3,150 USD - 3,750 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

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