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.

  • Affordable Guest Apartment In Quiet Nice Neighborhood. Park At Door.

    Private entrance- 2 rooms/2 full baths -behind owner's quarters- in sage quiet area. Just 4 miles to center of Kona Town, yet almost rural = wild turkeys, song birds & pheasants. This is a strict No Smoking property ( not even up on the street ). Your OWN Gas BBQ. Boogie boards, beach chairs, beach towels, swim noodles. Five minutes drive to 4 beaches, shops, grocery, Farmer's Markets and restaurants. Limited to 3 adults PLUS 1 teen. Four adults not allowed. No children under 11.

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Kailua Kona
    6 night min stay0  reviews
    $55 per night
  • 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, microwave, double hot plate, coffee grinder and coffeemaker. The bathroom is equipped with a toilet, vanity and shower corner. The bathroom is separated from the main area by partial wall and a curtain for complete privacy. Right outside the front door is a small refrigerator with a freezer drawer. Also located there is a washing machine shared with the house occupants ( can be used anytime not in use). Beside the unit is a covered sitting area with a grill shared with the house occupants (can be used anytime not in use). This unit also has a screened opening between the top of the walls and ceiling to allow for ventilation and natural light. This opening may also be a source of occasional neighborhood noise at night on this short residential street. Due to higher elevation and ventilation the unit does not get hot and at night the temperature may drop to the lower 60's during the winter months. Everything is new, clean and in working conditions making your stay comfortable and convenient.

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Kailua-Kona
    3 night min stay31  reviews
    $57 per night
  • Big Island Condo available June 15-July 13 Only

    This lofty third-floor unit has vaulted ceilings and views of the ocean and the city. Fully furnished it sleeps 4 [king size bed, pull-out sofa sleeper]. Our unit has no shared walls, so it is quieter than most. Amenities include a full kitchen, dishwasher, microwave, coffee maker, cable TV, phone, WiFi, and blowdryer. The lanai overlooks lush tropical trees, city lights, and has a partial ocean view. The property also has a pool, laundry facilities, and a BBQ area. Two beach chairs and a small cooler are available for use during your stay. Steps away from a thriving shopping center and beach access, you will appreciate this home away from home.

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Kailua-Kona
    3 night min stay1  reviews
    $60 per night
  • Comfortable and stylish island living - close to fun.

    As one of the desirable corner downstairs units, decorated in Tommy Bahama style decor, this condo is comfortable and well equipped for your fun in the sun vacation getaway. Both bedrooms have California King beds with separate private bathrooms. Beautiful tropical plants surround a large lanai for outdoor living/entertaining. The lanai has beautiful views of the mountains and the oceon off to the horizon. Condo has top of the line gas BBQ pits located at the property's pools as well as Jacuzzis. Lawn chairs, boogie boards, beach towels and an ice chest are available for your use as you prepare your day to snorkle, hike, boogie board, sightsee, shop or just sun bathe on one of the many beautiful beaches near by. Owners take pride in their 2nd home. This is not a rental pool property so looking for renters who are responsible. Tommy Bahama style of decor condo that is comfortable and well equiped for your fun Kona vacation. Located on first floor with easy access from parking lot.

    • 3 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Kailua-Kona
    27 night min stay14  reviews
    $60 per night
  • Quiet cozy suite - 5 minute walk to beaches

    Royal Palm Suite is on the bottom floor of the home. It has it's own private entry with a Queen bed, a Sleeper couch that makes into a queen bed, Cable tv, wifi, full bathroom, closet, kitchenette area. Full size refrig.,microwave, toaster oven, induction cook top and coffee maker and grinder to brew the famous Kona coffee. There is coin operated washer & dryer in a common room. Outside has a gazebo, table, chairs and a bbq for those who like to grill. There is plenty of off street parking behind the home. The home is situated so that you get the ocean breezes and can hear the waves crashing on the shoreline when the surf is up. We are between Magic Sands Beach and Snorkel Beach (Kahalu'u beach) and both are within walking distance if you just want to hang out at local Beaches. We are also only one mile from Keauhou Center which has a Grocery store, Restaurants, Post office, Theater, Medical facility's, and a farmers market on Saturday mornings, even has music and dance performances on some weekends. You have the beach front town of Kona 5 minutes down Alii Dr. in the other direction which has lots of shops to browse through, restaurants and locations to sign up for activities such as a luau, tours, snorkeling trips, surf lessons, submarine rides, Charters for Big Game fishing and much more, all of this is along the ocean front. There is two transit systems that run by on Alii dr. making them very accessible. Kona has the most beautiful sunsets, you will see the locals and tourists parked along side of the roads to watch for the green flash as the sun goes over the horizon.

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Kailua-Kona
    1 night min stay16  reviews
    $62 per night
  • Beautiful Kalaoa Mauka Studio

    Our charming, clean and beautifully updated studio awaits your arrival. Ten minutes from the airport up the mountain (Mauka) we are located at a wonderful elevation, away from the heat of town and just below the rain line. In a family friendly neighborhood the studio has reserved parking, private entrances and a beautifully landscaped garden and lanai area. The studio is a downstairs unit, surrounded by orchids and local fruit trees. Having been raised on the Island we are available to answer any questions and make recommendations for your trip. Please see pictures, email or call us with any questions. We hope to see you soon. Blessings, Hamar Ohana In a convenient location, the studio is close to the airport, beaches, hiking and coffee farms. The studio is fully stocked and has everything you need to feel at home. We also provide our guests: Beach chairs Umbrellas Beach toys BBQ Boogie Boards Cooler Beach Towels Available Upon Request for Additional Cost Continental Breakfast Baby Rentals (cribs, backpacks, pack n plays etc.) Personalized Guide Service Laundry service Fresh Fruit Stocked Daily Stand Up Paddle Boards Surfboards We often interact with our guests, but it is at the guests discretion. If you would like any help or have any questions, we are happy to be available. We love Hawaii, as it is our home, and we love sharing our passions and the amazing activities it has to offer. Our neighborhood is full of Aloha, all of our neighbors are friendly and helpful. Very family friendly, with kids in almost every house. It is not uncommon for roosters to be crowing in the evening and morning. We enjoy beautiful sunsets and cool mountain breezes. Rental cars are your best bet when traveling to the Big Island. But there are several travel companies to choose from if you are looking for a bus or van tour. Please remove your shoes when entering the Ohana. We supply a broom, and basic cleaning supplies. The kitchen and bathrooms are fully stocked, but we do not provide body wash, shampoo or conditioner. We encourage and welcome long term and short term vacationers and have had guests stay one night up to two months. Please don't hesitate to email or call me with any questions. We are always happy to help. We are family friendly hale and it is quiet time after 10:00 p.m. No smoking No pets ( some exceptions made but we would need to discuss it first) If using beach equipment please rinse off all the sand and salt water when finished each day. Some of our favorite places to visit include; Makalawena, Kua bay, kahaluu beach, Volcano, Mauna Kea, Mt. Hualalai, Hawi, Holualoa, Waipio Valley and South Point. We can help you to pick and choose depending on your trip expectations and needs. Hawaii offers hunting, fishing, hiking, bird watching, surfing, deep sea fishing, spear fishing, stand up paddle boarding, kayaking, zip lining, coffee tasting, farm tours, horse backiriding and other recreational activities. Please ask us if you are interested we know several reputable companies and local people to utilize. We hope you are excitited to visit Hawaii and experience some of the amazing things it has to offer. Of all the places we have lived and traveled there are none like the Big Island.

    • 1 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Kailua-Kona
    1 night min stay2  reviews
    $65 per night
  • Tranquil / Secluded Tropical Hideaway on 7-Acre Estate!!

    Stand-Alone Tranquil Hideaway on seven acres of Organic Kona Coffee, Macadamia Nuts and All Kinds of Tropical Fruit trees. Comfortable (1,0000 ft) elevation with perfect year-round climate! Temperature averages comfortable low 80s daytime to 70s at night. Enjoy the serene beauty of Hawaiian countryside without the hustle and bustle of the tourist traps. Cottage comes with fresh Kona Coffee, fruits,macadamia nuts and fresh country air,and tranquility only available from country-side over looking the ocean, minutes to world-class beautiful uncrowded beaches,40 minutes to historic Kailua-Kona, and an hour to 'Volcano National Park'. Garden-Setting outdoor grilling , cooking and dining area!! Many guests suggested we add mention of a great walk on property path to undeveloped shoreline. Wake-up to swim with dolphins, pristine coral reefs to snorkel..Un-crowded beaches minutes (car) away. Nearby Hookena State Beach is a great place for a morning swim with Dolphins. A Great launch point for all the many adventures the Big Island offers or simply a place to rest following an spectacular day at the Beach..Easy access off main highway through electronic gate. The South Kona Coffee Estate and Retreat. Antidote for civilization! Easy access to some of the world's finest diving,surfing, swim with dolphins, fishing, golfing, and more in this year-round summer wonderland. Whale watching December thru April. Year-round adventures... Only $65 per night, We highly recommend at least staying one week for $455 and our $1,575 monthly rate, all plus tax and comes with weekly housekeeping. Advanced Reservations Required with four-day minimum,No cleaning/extra charges. $100 deposit to hold dates, balance due upon arrival. Live Aloha// Enjoy Paradise! Keywords: Cabin, bungalow, cottage, tropical hideaway, secluded. tranquil, quiet, private, dolphins, adventure, dolphins, whales, turtles, Pu`uhonua O Honaunau National Historical Park - National Park .beaches, snorkeling, diving, surfing,ocean front, Kailua-Kona, Islander Inn, kealakekua, honaunau, Big Island sun, Magic Sands, Billfisher, volcanos, condos, vacation rentals, condominiums, Alii Drive, homes, resorts, hotels, beaches, White Sands Village, Vacations, Holidays, Hawaiian, surf, Hilo, Clean Budget Accommodations, white sandy sunbathing beach, lush tropical feeling, beach parks with palm trees, Whale Watching, scuba diving, snorkeling, Pool and barbecue area, overlooking the ocean, Pool, Jacuzzi and Spa, North Kohala, Kohala Coast, Waimea, North Kona, South Kona, Holualoa, Honokaa Hamakua, Hilo East Hawaii, Pahoa Puna, Volcano, Ka'u South Point, lanais, Aloha, Mahalo, Pacific, Marlin, Mahi Mahi, Tuna, golfing, paradise, flipflops, South Kona, affordable lodging, lush vegetation, rentals, Kona lodging, kona coffee, organic grown coffee, catering, personal attention, magic boat rides, fishing, make your wedding special

    • 2 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Captain Cook
    4 night min stay54  reviews
    $65 per night
  • Studio Close to Beaches

    Guests are sure to enjoy a memorable vacation in this fully furnished, 1 bedroom/1 bath studio. The room has two twin sized beds comfortable for sleeping up to 2 people. The living room area is furnished with a table and two chairs, cable TV and wi-fi. There is a lanai with a table and two chairs as and a partial ocean view. The kitchen area is perfect for dining as it is equipped with a refrigerator, hot plate, etc. Only 2 miles to Magic Sands. The property is just minutes away from all of best attractions. Shared washer and dryer included onsite and one off street parking space.

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Kailua Kona
    3 night min stay0  reviews
    $65 per night
  • Beautiful Condo In Kailua Kona. Best Deal Going

    We have owned this properrty for almost two years, When we bought it, we had it all refurbished with new paint, carpet, new flooring in the kitchen and bathrooms, all new furniture, appliances, linens etc. The Master bedroom has a king size bed and there is a queen size bed in the second bedroom, perfect for 2 couples to share. We have A/C in the living room and both bedrooms. The master bathroom has a shower and the second bathroom a tub. There is also a brand new full size washer and dryer - perfect for the longer stays! Our well equipped kitchen has a coffee maker, coffee grinder (for that wonderful Kona coffee), blender, toaster and rice cooker. The lanai has a great garden view and is far enough away from Alii Drive to sit and have a drink, watching the sunset, without traffic noise. For your fun in the sun we offer beach chairs, 2 coolers (one on wheels), large beach towels and 2 snorkeling sets. If beaches aren’t your thing, there are 2 great pools on site with hot tubs, BBQ’s and recreational areas. Downtown Kailua/Kona is only 1 mile away, a short 15 minute walk or 3 minutes by car. Here you will find restaurants, shops, galleries, the Farmer’s Market and the pier where the cruise ships dock. If you prefer not to go into town, there is a convenience store right across the street for sodas, beer, wine or deli items. There are many beaches and rugged, lava covered shoreline. Both the White Sand Beach and the Black Sand Beach are nearby, and since Hawaii is bigger than all the other islands combined, you can spend hours and days exploring. Our manager has lived on the Island for years, and will be happy to assist you with all your recreational, dining, and sightseeing needs, enabling you to discover beautiful Hawaii. Our association has taken on a no smoking policy (even on the lanais) so non smokers only. Mahalo for taking the time to view our condo. Come to stay in our Hawaii Home and enjoy the Aloha! Inquire about longer term stay discount.

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Kailua-Kona
    21 night min stay3  reviews
    $65 per night
  • 2 BR/2 BA Condo with Ocean Views Close to Everything

    Relax and enjoy the excitement of Alii Drive from our spacious second floor unit! We have provided all the comforts of home, including a nine foot sectional sofa and memory foam mattresses in the master bedroom and guest bedroom. The dining area has great views, and there is nothing quite as refreshing as a cup of Kona coffee on the lanai in the morning. You’ll find everything you need in our well equipped kitchen, including a wok and rice cooker. We just completed a full renovation including all new stainless steel appliances and Silestone quartz countertops. When you don’t feel like cooking, you are less than a mile from fine restaurants, night life, shopping and sightseeing. You can lounge around one of the two pools on the property. Prefer the ocean? Take a short walk or drive to the many beaches along Alii Drive for a little snorkeling or surfing. We provide boogie boards and beach chairs, and yes, there is a cooler for your use as well. We have provided a well-stocked collection of guidebooks to help you find the many gems that make the Big Island such a great place to visit After a day of sun and surf,shopping or sightseeing, head home to watch a spectacular sunset from our lanai. For entertainment we provide a state of art 42” HD LCD TV with internet apps like Netflix, Facebook and Twitter. We have broadband internet access and a secure wireless network with a wireless printer. Send the day's pics and videos back home in a flash! There is also a bluRay DVD player and a small collection of DVD’s. A smaller version of the same TV is in the master bedroom. The long and short of it is we want you to enjoy our Big Island home as much as we do! For more pictures and additional information, see the link to our website below. Please note that our owner association rules only permit us to rent for a minimum of one month. Keywords: Condo, Apartment, Townhouse Apartment, Oceanview

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Kona
    30 night min stay7  reviews
    $67 per night
  • Walking Distance To Kailua Beaches, Shops, and Restaurants

    NEW LISTING POSTED 9/24/2015 This lovely Royal Kailuan 1BR/1BA condo is located within walking distance to the Coconut Grove shopping center and downtown Kailua-Kona shops and beaches. It has been recently renovated with granite kitchen counter tops and new bathroom vanity and lighting. It includes a full washer/dryer, smart-TV, and WiFi. The living room has a full-size sofa bed, while the large bedroom has a queen-size bed, TV, and walk-in closet. There two patios the larger patio is screened with dining and ocean view. The smaller balcony with seating for two overlooks the garden and barbecue area. These two patios provide cool breezes that keep the condo very comfortable during the warm days in Kona. The Royal Kailuan also features outside patios for relaxing or dining on each floor. These patios overlook the pool and provide ocean and sunset views.

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Kailua-Kona
    14 night min stay5  reviews
    $68 per night
  • A Home Away From Home. Easy Location And Steps Away From The Ocean

    This particular rental is our Lanai bed-back~ packer special in a private area. If you are looking to see the island and sleep humbly, then this is for you~ The facilities have everything you could want from wifi to a washer dryer. We are located across the street from two famous small local beaches and we have bikes and beach gear along with a pool for your enjoyment. The comfort of a home not like a hotel! And the ease of location. You will be happy you stayed!!

    • 1 bedroom
    • 1 bathroom
    • Sleeps 1
    HI> kailua kona
    2 night min stay0  reviews
    $69 per night
  • 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 race. Within easy walking distance of many popular restaurants and shopping. No need to drive to the most popular places in Kailua when you can leave the car at the condo and walk to Ali'i Drive. See the steeple of Mokuaikaua Church and a partial ocean view from our second floor lanai or stroll to the Church and Hulihee Palace then on to one of the many restaurants or shops. Contact owner directly and ask for possible discounts. Also, please note that I will never ask for full payment in advance unless the rental is less than 30 days from the request. Preferred payment method is PayPal, checks drawn on US banks may be accepted for exact amounts only. Hawaii tax ID's: TA-066883-5840-01, GE-066-883-5840-01 NOTE: Booking directly with the owner vs on line can avoid the web site booking fee. No Smoking in unit, on lani or public areas not designated for smoking. Maximum occupancy is 4, no exceptions. Keywords: Condominium, Kailua-Kona, Kona, Hawaii, Big Island

    • 2 bedroom
    • 1 bathroom
    • Sleeps 4
    HI> Kailua-Kona
    3 night min stay11  reviews
    $70 per night
  • TRULY INDOOR/OUTDOOR LIVING. WATCH YOUR TV ON THE LANAI!!

    2 Bed / 2 Bath - Ocean And Golf Course Views In Fabulous Kona Coast Location, right on the 9th hole of the Kona Country Club. You can watch the PGA (or anything else) on your lanai with the awesome portable entertainment center, while you watch live golfers and incredible sunsets at the same time!!! SUPER REDUCTION FOR EXTENDED STAYS APRIL THROUGH AUGUST: THREE TO SIX NIGHTS = $80.00/NIGHT ONE-WEEK (+) STAY = $75.00/NIGHT TWO-WEEK (+) STAY = $70.00/NIGHT EMAIL NANCY TODAY FOR THESE AMAZING SPECIAL RATES, OR FOR MORE PICTURES. Very-well appointed 2 bedroom / 2 bathroom condo, located on renowned Ali'i Drive. The master suite has a brand new, high quality king bed memory foam mattress for a great nights sleep. The second bedroom has a brand new, pillow top, queen size bed, with shoji doors that separate it from the living room, and are easily opened to enjoy more space during the day. This ground floor unit has comfortable, traditional Hawaiian furnishings, and sits directly on the 9th fairway of the prestigious Kona Country Club golf course, with a lovely ocean view beyond. The unit is fully-equipped, (including a washer/dryer and a dishwasher), and there are ceiling fans throughout to make good use of the consistent trade breezes. This unit includes a nice Brinkman gas grill/barbecue, with side burner. **Unlike many other condos in Kona, this complex allows barbecuing on your lanai. The sparkling heated pool is a short walk from the unit. The grounds are immaculate, and you will be amazed at all the wonderful singing birds that surround the complex. LOCATION, LOCATION, LOCATION! Kailua-Kona has the best weather anywhere of all the islands. That is why King Kamehameha III lived in Keauhou Bay, just 2 blocks from the condo. There you can rent paddle boards, kayaks, and canoes, take an excursion to Captain Cook, or enjoy a Manta Ray snorkel dive offered nightly, right in the bay! Only 2 miles away is another wonderful snorkel beach, and less than 3 miles away is our personal favorite - Magic Sands Beach - for the best boogie boarding and body surfing on the island (boogie boards included!) Less than one mile away you will find Keauhou Shopping Center, with KTA Grocery store, Longs Drugs, a movie theatre, and fine dining at restaurants like Sam Choy's, with the most incredible Keauhou Bay and Kona coast view around, or a simple Subway sandwich, and everything else in between. Don't forget your shaved ice, a lively sports bar, and various boutiques. There are two weekly farmer's markets within walking distance, and the beautiful seaside town of Kailua Kona is only 7 miles away. There is a trolley that runs there and back throughout the day, via picturesque Ali'i Drive. TOYS CONDO COMES WITH: 4 sets of snorkel gear 3 good quality boogie boards 6 beach chairs with two beach umbrellas Older, but decent set of golf clubs Pickleball equipment and pool toys Mahalo for looking!!

    • 2 bedroom
    • 2 bathroom
    • Sleeps 4
    HI> Kailua-Kona
    3 night min stay6  reviews
    $70 per night
  • 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 queen-size bed, bathroom, outdoor kitchen includes refrigerator,microwave, sink,gas grill with burner for cooking, grill could be used for baking (lasagna,casserole and stuff like that). We are located in the middle of all the Kona side attractions, between Kailua Kona and Volcano National Park. Nearby are PU'UHONUA O HONAUNAU National Historical park and famous “Two Step” for great reef snorkeling; Kealakekua bay Underwater Coral Reef State Park, historical place where Captain Cook first sailed into Hawaii; and nearby Hookena Beach Park, also great for swimming and snorkeling and dolphins watching. Keywords: Studio, attached cottage

    • 1 bedroom
    • 1 bathroom
    • Sleeps 2
    HI> Captain Cook
    3 night min stay51  reviews
    $70 per night
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