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.

  • Kona Calm- Comfort of home with island appeal

    Beautiful professionally decorated home that is perfect for a family or large group. At 2,000 square feet with a separate family room and living room plus a large back ocean-view patio, there is plenty of space to spread out. We are also about 1...

    4 Bedrooms, 3 Bathrooms, Sleeps 10

    HI>Kailua-Kona

    1 USD - 300 USD

    nightly

    1,550 USD - 1,550 USD

    weekly

    5,700 USD - 5,700 USD

    monthly

  • Across the street from Magic Sands Beach......ahhhhhhhhhh

    Upscale and immaculate, this 2 bed, 2 bath condo across the street from White Sands beach is your ticket to paradise. Modern and well appointed, you'll feel surrounded by comfort and luxury. Master bedroom has a California King bed with bathroom...

    2 Bedrooms, 2 Bathrooms, Sleeps 6

    HI>Kailua-Kona

    19 USD - 175 USD

    nightly

    1,225 USD - 1,225 USD

    weekly

  • Best Value For Money In Kona Area Vacation Lodging

    State of Hawaii Tax ID is W59731387-01. This studio sleeps normally 2 and up to 4 (extra fee may apply). Check in is not earlier than 4:00PM and check out is not later than 12 Noon. Special event periods during the year will have significant co...

    0 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    42 USD - 70 USD

    nightly

    450 USD - 450 USD

    weekly

    1,250 USD - 1,250 USD

    monthly

  • Kona Billfisher, full 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) and our condo in the 3rd floor has a lot of privacy with a full ocean view (m...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    53 USD - 53 USD

    nightly

    371 USD - 371 USD

    weekly

    1,486 USD - 1,486 USD

    monthly

  • From $50, Affordable Kailua-Kona Studio

    This unit is a stand-alone structure located at the front of a house. The unit offers a kitchen, dining area, queen size bed and bathroom inside. There is 7 feet of kitchen counter space which includes a kitchen sink with garbage disposal, microwa...

    0 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    55 USD - 55 USD

    nightly

    350 USD - 350 USD

    weekly

    1,200 USD - 1,200 USD

    monthly

  • Share the paradise and our cozy home on the island of Hawai'i ........

    Welcome to share our quiet and comfortable home located centrally in Kailua-Kona, just ten minutes south of the airport and less than two miles to downtown, shopping, attractions, community pool and recreational facilities, and more. Take a bike-r...

    2 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    60 USD - 60 USD

    nightly

    400 USD - 400 USD

    weekly

    1,000 USD - 1,000 USD

    monthly

  • 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

    60 USD - 80 USD

    nightly

    375 USD - 550 USD

    weekly

    1,600 USD - 1,900 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

    74 USD - 74 USD

    nightly

    467 USD - 467 USD

    weekly

    1,061 USD - 1,061 USD

    monthly

  • Tropical Hideaway Amid Lush Flora

    Kona Cottage is a darling small cottage with a separate entry located right above Kona in a very tropical quiet setting. This tranquil hideaway is located on half an acre in an upscale neighborhood with fruit trees, papayas, bananas and array of b...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    74 USD - 74 USD

    nightly

    490 USD - 490 USD

    weekly

  • 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 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

  • Ocean Front Property Summer Special $79/Night.

    Welcome to our newly remodeled 2 bedroom condo in beautiful Kona walking distance to town, with parking only steps to the front door. It is fully furnished with every- thing you will need for your time in paradise. In ...

    2 Bedrooms, 1 Bathrooms, Sleeps 5

    HI>Kailua Kona

    79 USD - 89 USD

    nightly

    553 USD - 595 USD

    weekly

  • 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

  • Ocean front complex, Steps to the pool, Ground floor railed lanai with sunshade

    Ground floor unit in oceanfront Alii Villas complex. This unit is set up for one to two people but please inquire if you have a baby or small child. Steps to the heated pool and barbeque area. Built in gas bbq's with large oceanview entertainmen...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    79 USD - 89 USD

    nightly

    1,900 USD - 1,900 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

  • Great Location! Ocean Front Complex on Beautiful Alii Drive

    Beautiful, Clean, Comfortable and Ideally located 1 Bedroom, 2nd floor Condo. Located at Alii Villas known as one of, if not THE nicest, best maintained and most desirably located Condominium properties on the Sunny Kona Coast. Bright, airy, well...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    80 USD - 100 USD

    nightly

    500 USD - 700 USD

    weekly

    1,600 USD - 2,300 USD

    monthly

  • $80 FLASH SPRING DEAL!! Ocean Front Views. Heart of Kona. Walk Everywhere!

    FLASH SPRING DEAL! May 13, 2017 - Jun 30, 2017 Beautiful Downtown Kona...Oceanfront! Read my reviews!!! FREE IN ROOM PRIVATE WiFi . IRONMAN? WATCH FROM THE CONDO LANAI. WALK TO START IN MINUTES! ( I have several IRONMAN UNITS) Budget? OCEAN...

    0 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    80 USD - 250 USD

    nightly

    800 USD - 800 USD

    weekly

    2,400 USD - 2,400 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

  • Beautiful Condo in Kona, Big Island of Hawaii

    Our 2/2 is newly remodeled. The condo has all new furnishings, comfortable beds, granite counter tops, new appliances, flat screen T.V.'s, and designer touches everywhere. Desirable quiet second floor location. The unit is situated far from all of...

    2 Bedrooms, 2 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    83 USD - 214 USD

    nightly

    2,500 USD - 3,500 USD

    monthly

  • Ocean Front Pool, Private and Newly Renovated Top Corner Unit

    Welcome to our condo in Hawaii, we like to give everyone a well deserved and affordable vacation. This is a very private and newly renovated, top floor corner unit centrally located in Kailua-Kona, Big Island Hawaii. 350 days of sunny weather in...

    0 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Kailua-Kona

    85 USD - 95 USD

    nightly

    595 USD - 630 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 - 120 USD

    nightly

    575 USD - 775 USD

    weekly

    1,600 USD - 1,600 USD

    monthly

  • KalaniKai- CORRIDOR OCEAN VIEW, 1st floor in the heart of Kona!

    This lovely ground floor condo located in downtown makes it easy to explore the sights and activities of historic Kailua-Kona, Hawaii. You may lounge at the pool and enjoy the BBQ/picnic area at the Kalani Kai complex. This affordable 'hale' is th...

    1 Bedrooms, 1 Bathrooms, Sleeps 3

    HI>Kailua-Kona

    595 USD - 2,100 USD

    weekly

    2,550 USD - 2,550 USD

    monthly

    85 USD - 105 USD

    nightly

  • Cottage By The Sea

    Located in Milolii, South Kona. Quiet get away from city life. Beautiful sunsets and ocean view. You can enjoy walks on a newly paved road along the ocean enjoying the ocean breese and watch the waves as they come ...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Captain Cook

    85 USD - 85 USD

    nightly

    595 USD - 595 USD

    weekly

  • 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

  • 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

  • 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

  • Ground floor,walk in shower, many fans.. All for your comfort.

    Kona Isle is a small oceanfront complex about 2 mi. south of the pier in the center of Kailua-Kona. There are 74 one bedroom units in four 3 story buildings. This layout provides lots of space and a quiet lifestyle for all. Lawn level lanai i...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    90 USD - 105 USD

    nightly

    600 USD - 715 USD

    weekly

    2,200 USD - 2,500 USD

    monthly

  • 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

  • LUX Ohana memory foam King w/ 800 sq ft lanai. Awesome Place for You! (AirCond)

    No booking or reservation fees required to book. This keeps rates as low as possible for you. Book with confidence as we have been renting homes for 11 years. New Tile in Bathroom December 2016 New Paint November 2016 New Sofa Sleeper Sept...

    1 Bedrooms, 1 Bathrooms, Sleeps 6

    HI>Captain Cook

    94 USD - 124 USD

    nightly

    728 USD - 868 USD

    weekly

  • Romantic Get Away, with Ocean View, Friendly Complex 308

    Romantic Retreat for Two NON-SMOKING UNIT. Whether you are on your honeymoon or have been together for many years, this is the perfect romantic retreat in Paradise. This unit features a master suite plus living room decorated in Island themes. ...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    95 USD - 130 USD

    nightly

    665 USD - 665 USD

    weekly

    2,520 USD - 3,150 USD

    monthly

  • 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

  • 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

    2,850 USD - 3,600 USD

    monthly

    95 USD - 140 USD

    nightly

  • Kona Makai, ocean front condo, easy walking to town, beautiful grounds

    Kona Makai is an ocean front complex with a saltwater pool, hot tub, tennis courts, 3 BB'Qs facing the ocean with a gated entry at night. Beautiful landscaping, plenty of parking, clean and quiet complex. When the ocean is flat there is good sn...

    1 Bedrooms, 1 Bathrooms, Sleeps 4

    HI>Kailua-Kona

    96 USD - 875 USD

    nightly

    675 USD - 875 USD

    weekly

  • Ocean Views & Pleasant Mountain Breezes On The Kona Coast - BOOK ONLINE!

    Wow! VERY reasonably priced and in a GREAT location! THE CALENDAR IS UP TO DATE CHECK FOR AVAILABILITY THERE! LOCATION! LOCATION! LOCATION! 11.5 Miles South of Kona Airport. 2 miles to Magic Sands Beach, 3.5 Miles to Kailua Kona Village. In qu...

    3 Bedrooms, 2 Bathrooms, Sleeps 7

    HI>Kailua-Kona

    98 USD - 110 USD

    nightly

    650 USD - 770 USD

    weekly

    2,700 USD - 2,900 USD

    monthly

  • Ocean View Condo with Private Beach on Water , AC, first floor (#115)

    Casa De Emdeko unit #115 - most popular waterfront Condo complex and first floor unit very close to the ocean. Visit just once and, like most of our guests, you'll keep coming back. There is just something magical about Casa de Emdeko - you can ...

    1 Bedrooms, 1 Bathrooms, Sleeps 2

    HI>Kailua-Kona

    99 USD - 125 USD

    nightly

    650 USD - 850 USD

    weekly

    2,600 USD - 2,800 USD

    monthly

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