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.

  • Partial Ocean View Kailua-Kona Condominium

    Condominium in the heart of Kailua-Kona only two blocks from the pier, where the Ironman starts, and we are just a short walk to the Ironman Village. Located just off of Henry Street on Kuakani Highway puts us right on the bike/run route of the ra...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    55 USD - 150 USD

    nightly

    350 USD - 1,000 USD

    weekly

    1,600 USD - 1,900 USD

    monthly

  • 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

  • Relaxing Studio Condo -- Walk to Town and Shopping

    The Kona Shores Condominiums are in a superb location right on the ocean on Alii Drive, the main road through Kailua-Kona. It is only a short walk to downtown, where you will find unique shops and restaurants for every taste. With 350 days of sun ...

    0 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kona

    70 USD - 135 USD

    nightly

    450 USD - 500 USD

    weekly

    1,700 USD - 1,700 USD

    monthly

  • Beautiful Oceanside 1 Bed Condo

    Welcome to Hawaii and the Alli Villas! We're glad you're here! This comfortable, well appointed one bed, 1 bath condo is a spacious third floor unit, affording beautiful ocean views. Enjoy the peaceful tranquility of the Pacific Ocean and pictu...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>kailua kona

    75 USD - 75 USD

    nightly

    500 USD - 500 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

  • Awww Paradise

    The property is 3/4 of an acre with a main house and two cottages.It has 300 coffee plants,two large mango trees and papaya plants also. You can help yourself to fruit when in season.Very secluded and green, just the way you would think of old Ha...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>H?lualoa

    77 USD - 77 USD

    nightly

    499 USD - 499 USD

    weekly

    1,789 USD - 1,789 USD

    monthly

  • Kona Billfisher: 3rd Floor part. Ocean View (december) or full Ocean View (May)

    >>>> We only rent from May 15th to May 22nd and from Dec. 15th to Dec. 22nd <<<<< 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...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    79 USD - 79 USD

    nightly

    496 USD - 496 USD

    weekly

    2,366 USD - 2,366 USD

    monthly

  • Luxurious 1 Bdrm Ocean View Condo ($499 week) Best Value in Kona!

    Visit our newly renovated beautifully furnished ocean and garden view condo situated off Alii Drive in the quiet, desirable town of Kailua-Kona. The condo sits in a very quiet, safe and secure private area. Below the lanai is a lovely Plumeria tr...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua

    79 USD - 89 USD

    nightly

    499 USD - 599 USD

    weekly

    1,699 USD - 1,999 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

  • Live like a local! Awesome Location, Lanai View and Oceanside Pool!

    Explore the Big Island of Hawaii!! Fully Furnished 1-bedroom ground floor condo with downtown Kona just minutes away. - California King bed with a new Serta Perfect Sleeper mattress and a sofa bed in the Living Room. Sofa bed probably most suit...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    80 USD - 100 USD

    nightly

    550 USD - 700 USD

    weekly

  • 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 be...

    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

  • Perfect Vacation Spot: Lovely One Bedroom With Two Full Baths!

    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 has two full baths. You can sleep up to four...

    1 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    85 USD - 300 USD

    nightly

    565 USD - 798 USD

    weekly

    2,295 USD - 3,000 USD

    monthly

  • Tucked Away But Close To Everything You Need

    One bedroom Ohana unit with a Queen sized bed in the bedroom. One full size futon sofa in the main living area with a soji screen for privacy if needed for an extra guest. There is also a single sized hotel cot available. All bedding is provided. ...

    1 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Kealakekua

    85 USD - 85 USD

    nightly

    525 USD - 525 USD

    weekly

    1,800 USD - 1,800 USD

    monthly

  • Keauhou Resort #102 | Vacation Rentals | SunQuest Vacations

    Set over the fairways of the Keauhou Golf Course with awesome ocean views! This wonderfully upgraded 1 bedroom 1 bath is comfortable and private.

    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

  • A Piece of Paradise - Convenient Downtown Location - Kona Hi

    Kalanikai is a small complex with an 'old-Hawaii' feel. Located in the heart of downtown Kona, it provides conveniences not available in most condo complexes, yet in a lush Hawaiian setting. Our place is on the second floor. Walk a block to the ...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua

    85 USD - 125 USD

    nightly

    595 USD - 875 USD

    weekly

    2,550 USD - 2,550 USD

    monthly

  • SPECIAL DISCOUNTED RATE UNTIL OCTOBER 5TH $65 NIGHT! (2 ADULTS) BOOK NOW

    Full view of Pacific Ocean located on the 9th hole of the Kona Country Club golf course. The sunsets from the lanai over the Kona Country Club golf course provide the magical Hawaii experience you will never forget. Keauhou Akahi is a small friend...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Kailua - Kona

    85 USD - 85 USD

    nightly

    595 USD - 595 USD

    weekly

    2,550 USD - 2,550 USD

    monthly

  • Private space with gorgeous ocean view

    Imagine sitting at a table or reclining in a lawn chair, perched on the mountain side above Kealakekua Bay, looking over the southern Kona coastline with an unobstructed view at the 1200 ft elevation. 'Wow', you say, 'the view is incredible!' A ...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Captain Cook

    85 USD - 85 USD

    nightly

    550 USD - 550 USD

    weekly

  • 1 Bedroom Ohana with beautiful ocean views

    Fully furnished 1 bedroom seperate Ohana. Private, quiet, new construction. Close to beaches and town. Beautiful ocean views. Full kitchen, living room, and full bathroom. Double bed sleeps 1 or 2 people. Covered lanai and BBQ. Washer and drier. ...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    85 USD - 140 USD

    nightly

    575 USD - 950 USD

    weekly

    2,100 USD - 2,100 USD

    monthly

  • AFFORDABLE LUXURY! OCEAN VIEW IN TOWN 1 BEDROOM CONDO

    Kailua Village 307, located in historic Kona town (Kailua Kona, HI), offers great opportunity for those who love to be right in the middle of everything! Walk to shops, restaurants, watch the parades or other seasonal festivities, and relax on y...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    88 USD - 121 USD

    nightly

    550 USD - 850 USD

    weekly

    2,322 USD - 3,190 USD

    monthly

  • UPDATED POOL VIEW STUDIO - KING BED

    For our Guests on a Budget, KING BED THAT CAN BE CONFIGURED TO 2 TWINS - SPECIFY WHEN BOOKING. The 2nd Condo has a Queen Bed This Unit is for You and offers great amenities and a very friendly price! Onsite pool and spa, and located in the he...

    0 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Kailua-Kona

    89 USD - 255 USD

    nightly

    1,785 USD - 1,785 USD

    weekly

  • Great Location View Condo, Air Conditioning, Excellent condition

    This third floor unit in well-known centrally located Alii Villas has been recently remodeled with air conditioning, new walk-in tile shower, paint, carpet, drapes and furniture all around. Private lanai with ocean view and gorgeous sunsets overl...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    89 USD - 125 USD

    nightly

    595 USD - 875 USD

    weekly

    2,100 USD - 2,600 USD

    monthly

  • Alii Villas 318 Ocean And Kailua Bay View! Nice!

    Wonderfully tropical Hawaiian experience. Light and bright charming condo with air conditioning in the living room and bedroom. Private lanai overlooks the pool area and lush gardens with a great ocean view as well. The kitchen is fully equipped f...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    89 USD - 125 USD

    nightly

    595 USD - 875 USD

    weekly

    2,100 USD - 2,500 USD

    monthly

  • Air Conditioned, Secluded Tropical Garden Retreat, Ocean View, Central Location

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

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    89 USD - 125 USD

    nightly

    875 USD - 875 USD

    weekly

  • Luxurious Condo -Wonderful Ocean Views - in the Heart of Kailua-Kona.

    Relax and pamper yourself in luxury in this well-appointed condo with wonderful ocean views. This is NOT your average condo rental! This condo has gone through an extensive high-end renovation and interior decoration. New kitchen cabinets, bathro...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    89 USD - 99 USD

    nightly

    623 USD - 693 USD

    weekly

    2,400 USD - 2,673 USD

    monthly

  • Beach Front, Walking Distance To Town

    Stunning coastal/beach front condo with blue waves crashing on lava shoreline. Pool, hot tub, barbecue, tennis court, workout area, ping-pong, full kitchen and laundry, newly remodeled, very clean and bright. Parking available by the front door ...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    90 USD - 125 USD

    nightly

    630 USD - 630 USD

    weekly

  • Ohana with Pool and Ocean Views close to Airport and Kailua Town

    NOTE: THE BASE RATE IS FOR ONE ROOM WITH A QUEEN SIZED BED (plus use of the kitchen/entertainment room). If you are two people and each wish your own room, please select 3 adults. This will add an additional fee (equal to half the standard rate) f...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Kailua Kona

    90 USD - 90 USD

    nightly

    540 USD - 540 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

  • Keauhou Akahi #311 | Kona Rentals | SunQuest Vacations

    Beautiful condo situated on the 3rd floor over looking the Keauhou Golf Course with delightful ocean views beyond!

    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

  • Keauhou Akahi #411 | Vacation Rentals | SunQuest Vacations

    Experience the Hawaiian charm this top floor unit has to offer! Enjoy dinning or watching the sunset on the comfortable lanai which includes a gas BBQ.

    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 - 135 USD

    nightly

    550 USD - 805 USD

    weekly

    2,025 USD - 2,025 USD

    monthly

  • Summer Super Sale - $90 per night - Enchanting Tropical Cottage W Ocean View

    Rainbow Ohana Vacation Rental offers open ocean views, banana trees, hibiscus, plumeria and a small working Kona coffee farm right on the premises. We offer simplicity, comfort and the spirit of Aloha. Rainbow Ohana is an affordable vacation rent...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Honalo

    90 USD - 115 USD

    nightly

    600 USD - 750 USD

    weekly

    1,950 USD - 2,100 USD

    monthly

  • Charming Studio in Kona Islander Inn

    Clean and fresh, newly remodeled ground floor unit with ocean view. King size bed and folding futon couch. Well equipped kitchenette, microwave, coffee maker, apartment size fridge. Unit has AC, basic cable and flat screen TV. Beautiful tropical g...

    0 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Kailua-Kona

    90 USD - 90 USD

    nightly

    560 USD - 560 USD

    weekly

    2,100 USD - 2,100 USD

    monthly

  • Keauhou Palena 1102, 11th Fairway Of Golf Course, Quiet & Beautiful Surroundings

    Close to dining and shopping in nearby Kailua-Kona Village the Keauhou Palena is a great vacation get-away. The Keauhou Shopping Center is with-in a short walk. It offers interesting shops, restaurants, a large super market, a great farmers marke...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI> Kailua-Kona

    93 USD - 110 USD

    nightly

    770 USD - 770 USD

    weekly

  • Kona Makai #5106 | Kona Rentals | SunQuest Vacations

    Situated on the ground floor among a lovely tropical garden this 1 bedroom 1 bath unit is a perfect place for a quiet getaway.

    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

  • 'DELUXE STUDIO' OCEAN VIEW, KING BED,HOT TUB!!

    Our "Deluxe Studio" is located at a cool elevation and just 2 miles from kahaluu beach park for snorkeling and 10 minutes from Historic Kona Town! All the creature comforts are available in this very comfortable gem. It is a triplex and my girlfr...

    0 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    95 USD - 105 USD

    nightly

    665 USD - 735 USD

    weekly

    2,850 USD - 3,150 USD

    monthly

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