Vacation rentals in Kailua-Kona, HI with free parking

Explore 292 vacation rentals, homes, and villas with free parking in Kailua-Kona, HI for your next getaway or business trip. With on-site parking included in your stay, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Homes with Pools and Homes with hot tub. Throughout your stay, come and go with ease, knowing parking is always convenient and close at hand. With options starting as low as $107 per night and homes offering up to 15 bedrooms and 12 bathrooms, it's easy to book a personalized stay designed for your comfort. With 24/7 local support and high-speed Wi-Fi, you can also stay connected and protected throughout your trip. Plus, Marriott Bonvoy members earn points on every stay, making each trip more rewarding than the last. Book your next stay with ease and enjoy the convenience of free parking.

292 Homes with Free Parking in Kailua-Kona

Big Island Kalanikai 215

Kailua Kona, HI, US
1 Bedrooms 4 Guests
Aug 30 - Sep 1
$134 night

Enjoy the perfect Kona getaway at Kalanikai 215, a centrally located one-bedroom condo just minutes from downtown Kailua-Kona, beaches, dining, and shopping. This comfortable retreat features a California King bed, sleeper sofa, full kitchen, private lanai, window AC, Wi-Fi, and access to the community pool. Ideal for couples, small families, or friends looking to explore the Big Island while enjoying the convenience of a walkable Kona location. *Kalanikai 215 | Kona Condo Near Downtown, Beaches and Dining* Experience the best of Kailua-Kona at Kalanikai 215, a comfortable and conveniently located one-bedroom condo in the heart of Kona. Perfect for couples, small families, or friends, this island retreat offers modern comforts, resort-style amenities, and easy access to beaches, restaurants, shopping, and popular Big Island attractions. *Condo Highlights* * One-bedroom, one-bathroom condo * Sleeps up to 4 guests * California King bed in the primary bedroom * Queen sleeper sofa in the living room * Smart TVs in the living room and bedroom * Fully equipped kitchen with stainless steel appliances * Refrigerator, oven, microwave, and cookware provided * Open-concept living and dining area * Private lanai overlooking tropical landscaping * Complimentary Wi-Fi * Window air conditioning unit in the living room * Comfortable and spacious layout *Community Amenities* * Swimming pool * Tropical landscaped grounds * Convenient parking * Walkable Kona location *Prime Kailua-Kona Location* Located near downtown Kailua-Kona, guests can easily enjoy some of the Big Island’s most popular attractions, restaurants, and beaches. Nearby attractions include: * King Kamehameha Beach * Kailua Pier * Historic downtown Kailua-Kona * Huliheʻe Palace * Kona Farmers Market * Oceanfront restaurants and shopping * Snorkeling, paddleboarding, and ocean activities * Coffee farms and tasting tours * Keauhou Bay * Kona Brewing Company *Why Guests Love Kalanikai 215* * Convenient downtown Kona location * Comfortable accommodations for up to 4 guests * Easy access to beaches, dining, and shopping * Full kitchen for extended stays * Private lanai for relaxing outdoors * Community pool for cooling off after island adventures Whether you’re exploring the Kona Coast, relaxing by the pool, or enjoying sunset walks along Aliʻi Drive, Kalanikai 215 provides the perfect home base for your Big Island vacation. *Please Note:* * Sleeps a maximum of 4 guests. * Window air conditioning is located in the living room. * Stairs are required to access the unit. * While we strive to keep all photos up to date, furnishings and décor may be updated. Functionality, seating, and sleeping accommodations will remain the same or may improve. HAWAII STATE TAX ID: 175-339-6736-01

Kona Plaza#302

Kailua Kona, HI, US
1 Bedrooms 4 Guests
Aug 28 - 31
$144 night

Property Manager Property Management is proud to be representing Kona Plaza#302. Its amazing location puts you right in immediate walking distance to restaurants, beaches, shopping & entertainment right in the heart of Kailua Village. This third floor unit of Kona Plaza is a 1 bedroom, 1 bath property that has an incredible ocean view & has the best location in all of Kona Plaza. Unit#302 sleeps 4 & features a Queen Sized Bed & a Pull out Sofa. Split Air Conditioning in the living room & bedroom! Wifi Access, Washer/Dryer, Fully Equipped Kitchen with Quartz Countertops, Elevator Access & Underground covered parking! There is a HUGE lanai/balcony for your comfort. Relax & watch all of the exciting activity in the heart of Ali’i Drive below. (Cruise ships, sight- seeing boats, outrigger canoes, and fishing boats---All can be watched from this gem of a Lanai.) Kona Village closes down by 9:00 PM, so after nine the only thing you will hear from the Lanai are the ocean waves. This perfectly located gem has everything you need for a stay of a few days or several months. This is the type of location you actually would not have to have a car in Kona. Inside walls between units are 12 inch thick concrete which makes this condo very quite and peaceful. This unit has everything you need for a fun stay. Kona Plaza Condominium Complex has a great pool with lounge chairs & 2 BBQ decks with great views of the ocean/mountain. WHAT A DEAL! LOOK AT ALL OF THESE RESTAURANTS IN WALKING DISTANCE INCLUDING: Pancho & Lefty’s, Fosters Kitchen, Big Kahuna Beach Grill, The Fish Hopper, Huggo’s and Huggo’s on the Rocks, Don the Beachcomber, Kona Inn Restaurant, Mahina Pizza, Kona Canoe Club, Island Lava Java and MANY MORE!! The Kailua Bay pier is a short 5-minute walk, from which most of the boat excursions on the Big Island’s west coast depart (snorkel, whale watch, dinner cruise). Safeway grocery, Longs drugstore (CVS), gas stations, Costco, and Target are a short drive away. LOCATION, LOCATION, LOCATION!!!!!! TA#TA-002-472-9088-01 STVR#STVR-2025-001105 **All guests are required to sign a rental agreement with Property Manager Property Management** **All Reservation Requests greater than 12 months in Advance MUST be approved in advance by the Broker In Charge. Rates are subject to change.**

Kona Plaza 215

Kailua Kona, HI, US
2 Bedrooms 6 Guests
Aug 30 - Sep 2
$238 night

Property Manager Property Management is proud to be representing Kona Plaza# 215. It’s amazing location puts you right in immediate walking distance to restaurants, beaches, shopping & entertainment right in the heart of Kailua Village. This 2nd floor unit of Kona Plaza is a 2 bedroom, 2 bath property that is very spacious & has been a guest favorite over many years. Unit#215 sleeps 6 & features a Queen Sized Bed in each bedroom, and a pull out sofa in the living room as well, Central Air Conditioning, Wifi Access, Washer/Dryer, Fully Equipped Kitchen, Elevator Access & Underground covered parking! There is a HUGE lanai/balcony for your comfort. This perfectly located gem has everything you need for a stay of a few days or several months. This is the type of location you actually would not have to have a car in Kona. Inside walls between units are 12 inch thick concrete which makes this condo very quite and peaceful. This unit has everything you need for a fun stay. Kona Plaza Condominium Complex has a great pool with lounge chairs & 2 BBQ decks with great views of the ocean/mountain. WHAT A DEAL! LOOK AT ALL OF THESE RESTAURANTS IN WALKING DISTANCE INCLUDING: Pancho & Lefty’s, Fosters Kitchen, The Fish Hopper, Huggo’s and Huggo’s on the Rocks, Don the Beachcomber, Kona Inn Restaurant, Mahina Pizza, Kona Canoe Club, Outback Steakhouse, Island Lava Java & MANY MORE!! The Kailua Bay pier is a short 5-minute walk, from which most of the boat excursions on the Big Island’s west coast depart (snorkel, whale watch, dinner cruise). Safeway grocery, Longs drugstore (CVS), gas stations, Costco, and Target are a short drive away. LOCATION, LOCATION, LOCATION!!!!!! **All Reservation Requests greater than 12 months in Advance MUST be approved in advance by the Broker In Charge. Rates are subject to change.** **All guests are required to sign a rental agreement with Property Manager Property Management** TA-214-123-9808-01 STVR#19-369096

Kona Plaza 217

Kailua Kona, HI, US
1 Bedrooms 4 Guests
Aug 30 - Sep 2
$156 night

Don’t miss this fabulously updated Kona Plaza vacation rental. Condo #217 is a wonderful unit! Its amazing location right in the heart of Historic Kailua Kona Town makes this condo by far one of the most desirable condos around. This vibrant and colorful, 1 bedroom, 1 bath condo sleeps 4. There is a Queen Size Bed in the bedroom & a Futon Sleeper Sofa in the living room. You can keep cool with Central Air Conditioning, enjoy the comforts of home with Wi-fi Access, Washer/Dryer, Fully Equipped Kitchen, Two TVs located in the living room and bedroom, (48 inch in living room, 32 inch in bedroom) Elevator Access & Underground Covered Parking. The spacious Lanai affords many opportunities for gazing with amazing views of the Historic, Mokuaikaua Church and gardens completed in 1837! Expansive sliding doors entice the fresh tropical air and sunlight into the living room, bringing the outside in. Relax and enjoy the peace and tranquility. Kona Plaza Condominium Complex has a brilliant and inviting pool with lounge chairs so you can just chill out and catch some rays, plus 2 BBQ decks with great views of the ocean/mountain. Nestled in the heart of Kailua Kona Town off Ali’i Drive, there are a plethora of restaurants, shopping and attractions within walking distance. Check out these delectable restaurants: Pancho & Lefty’s Cantina, Fosters Kitchen, Huggo’s on the Rocks, Kona Inn, Kona Canoe Club, Jackie Reys, Umeke’s Fish Market, Big Island Grill, Original Thai, Keoki’s Fish & Chips, Kria Thai , Noodle House and MANY MORE!! For a night cap or enjoying the local nightlife check out Sam’s place (Karaoke every night), MY BAR & Nightclub - LGBTQ Friendly Hot, Don’s Mai Tai Bar, Kava Bar, Humpy’s and more. The Scenic Kailua Bay and pier is just 500 feet from your door. How fabulous is that? The Pier is where most of the boat excursions on the Big Island’s west coast depart (snorkel, whale watch, dinner cruises, etc.). You can also rent any toys you need for enjoying the beach and ocean. Kailua-Kona Beaches, Snorkel Bob’s. Other unique and fun activities include, Octopus Farm, Seahorse Farm, Mauna Kea Volcano and City Of Refuge. Major grocery stores, Island Naturals, KTA Superstores, Longs drugstore (CVS), gas stations, Costco, and Target are a short drive away. There are many wonderful coffee farm tours where you can see how the world-famous Kona coffee is cultivated. Mountain Thunder, Hula Daddy, Kona Coffee Living History Farm and many more. Don’t forget the famous Macadamia Nut. Check out these factories. Hamakua, Dr Paulo’s Kona coffee & Mac Nut Farms, and Mauna Loa. **All guests are required to sign a rental agreement with Property Manager Property Management** **All Reservation Requests greater than 12 months in Advance MUST be approved in advance by the Broker In Charge. Rates are subject to change.** TA-053-262-8480-01 STVR#-19-352458 Hosted by RedAwning Vacation Rentals, over 1,000,000 Guests Served Welcome to RedAwning, a whole new way to travel. We make staying in a unique home or apartment easier than staying at a hotel. By partnering with local hosts throughout North America, we provide you with the broadest collection of homes in the most destinations. Every stay includes our experienced 24/7 customer assistance, our free mobile app, and accidental damage protection for your trip with no security deposits. Wherever you want to go, RedAwning is here to make your journey easier! Want your own property to be included here and in the RedAwning Collection? Join Us and we will instantly promote your property everywhere guests shop for travel.

Kona Plaza#202

Kailua Kona, HI, US
1 Bedrooms 4 Guests
Aug 28 - 31
$137 night

Property Manager Property Management is proud to be representing Kona Plaza#202. Best location in the development! Highly desirable west facing with Ocean views! Best location in all of Kona Plaza. Its amazing location puts you right in immediate walking distance to restaurants, beaches, shopping & entertainment right in the heart of Kailua Village. This 2nd floor unit of Kona Plaza is a 1 bedroom, 1 bath property is the perfect option for your Hawaii Vacation. Unit#202 sleeps 4 & features a King Sized Bed. Incredible Split System Air Conditioning, Wifi Access, Washer/Dryer, Fully Equipped Kitchen, Elevator Access & Underground covered parking! There is a HUGE lanai/balcony for your comfort. Relax & watch all of the exciting activity in the heart of Ali’i Drive below. This perfectly located gem has everything you need for a stay of a few days or several months. This is the type of location you actually would not have to have a car in Kona. Inside walls between units are 12 inch thick concrete which makes this condo very quiet and peaceful. This unit has everything you need for a fun stay. Kona Plaza Condominium Complex has a great pool with lounge chairs & 2 BBQ decks with great views of the ocean/mountain. WHAT A DEAL! LOOK AT ALL OF THESE RESTAURANTS IN WALKING DISTANCE INCLUDING: Big Island Grill, Big Kahuna Grill, The Fish Hopper, Kona Inn Restaurant, Kona Canoe Club, Huggo’s and Huggo’s on the Rocks, Kai eats, Papa Kona Restaurant, Foster’s Kitchen, Don the Beachcomber, A Bay’s Grill, Island Lava Java, Outback Steakhouse & MANY MORE!! The Kailua Bay pier is a short 5-minute walk, from which most of the boat excursions on the Big Island’s west coast depart (snorkel, whale watch, dinner cruise). Safeway grocery, Longs drugstore (CVS), gas stations, Costco, and Target are a short drive away. **All guests are required to sign a rental agreement with Property Manager Property Management** **All Reservation Requests greater than 12 months in Advance MUST be approved in advance by the Broker In Charge. Rates are subject to change.** STVR#2022-000449 TAT#031-498-3936-01

Kona Plaza#210

Kailua Kona, HI, US
1 Bedrooms 4 Guests
Aug 26 - 29
$150 night

Property Manager Property Management is proud to be representing Kona Plaza#210. It’s amazing location puts you right in immediate walking distance to restaurants, beaches, shopping & entertainment right in the heart of Kailua Village. This 2nd floor unit of Kona Plaza is a 1 bedroom, 1 bath property that has gorgeous finishes. All Luxury Vinyl Plank flooring throughout, Spectacular Remodeled Bathroom with Walk in Shower, Beautifully appointed kitchen with granite countertops and furnishings! Unit#210 sleeps 4 & features a King Sized Bed & Sleeper Sofa. Central Air Conditioning, Wifi Access, Washer/Dryer, Fully Equipped Kitchen, Elevator Access & Underground covered parking! There is a HUGE lanai/balcony for your comfort. Relax & watch all of the exciting activity in the heart of Ali’i Drive below. (Cruise ships, sight- seeing boats, outrigger canoes, and fishing boats---All can be watched from this gem of a Lanai.) Kona Village closes down by 9:00 PM, so after nine the only thing you will hear from the Lanai are the ocean waves. This perfectly located gem has everything you need for a stay of a few days or several months. This is the type of location you actually would not have to have a car in Kona. Inside walls between units are 12 inch thick concrete which makes this condo very quite and peaceful. This unit has everything you need for a fun stay. Kona Plaza Condominium Complex has a great pool with lounge chairs & 2 BBQ decks with great views of the ocean/mountain. WHAT A DEAL! LOOK AT ALL OF THESE RESTAURANTS IN WALKING DISTANCE INCLUDING: Hayashi’s Sushi right across, Fosters Kitchen, Big Kahuna Grill, The Fish Hopper, Huggo’s and Huggo’s on the Rocks, Don the Beachcomber, Kona Inn Restaurant, Kona Canoe Club, Outback Steakhouse, Kai Eats, Island Lava Java and MANY MORE!! The Kailua Bay pier is a short 5-minute walk, from which most of the boat excursions on the Big Island’s west coast depart (snorkel, whale watch, dinner cruise). Safeway grocery, Longs drugstore (CVS), gas stations, Costco, and Target are a short drive away. The owners of Unit#210 want to provide the best service possible for their guests. Property Manager will offer guests who book Unit#210 the following additional services as a benefit, to you, the guest! 1\. You have a complimentary concierge service to make Restaurant/Activity Reservations if you so desire to utilize 2\. Need us to go grocery shopping or pick up certain items from the store before you arrive? We can ensure everything is in the property waiting for you upon your arrival! (Additional Service Charge May Apply) 3\. Any guests who book 14 nights or longer will receive fresh flowers & a Fruit Basket upon their arrival as a gift from the owner. 4\. Face to Face Arrival Experience Offered Complimentary! All guests who book Kona Plaza#210 have the option of meeting Property Management Staff upon their arrival to go over property specifics. We will turn on any fans/lights and ensure you enter into a comfortable inviting environment! LOCATION, LOCATION, LOCATION!!!!!! TA-023-109-0176-01 STVR#2022-000-243 **All guests are required to sign a rental agreement with Property Manager Property Management** **All Reservation Requests greater than 12 months in Advance MUST be approved in advance by the Broker In Charge. Rates are subject to change.**

Top-Floor Kailua Bay Resort Condo w/ Ocean Views!

Kailua-Kona, HI, US
2 Bedrooms 5 Guests
Aug 26 - 28
night

Say 'aloha' to unbeatable ocean views from your private balcony at this Kailua-Kona vacation rental! Nestled in the heart of Kona, this 2-bedroom, 2-bathroom condo offers a prime location just a short walk from restaurants, shops, and ocean access. Start your days by sipping local Kona coffee followed by a swim in the community pool. Then, choose between snorkeling with sea turtles or exploring Kaloko-Honokohau National Historical Park, before returning home to watch the sunset from the balcony. -- THE PROPERTY -- GE Tax: GE-028-088-7808-01 | TAT License: TA-028-088-7808-01 | Ocean & Beach Views | Access to Community Amenities | Outdoor Dining Area | Beach Supplies Bedroom 1: Queen Bed | Bedroom 2 (Loft): California King Bed | Living Room: Sleeper Sofa COMMUNITY AMENITIES: Outdoor pools, hot tub, grilling area, lounge chairs OUTDOOR LIVING: Balcony w/ dining table & seating, beach chairs, towels & umbrella, hiking trail access on-site INDOOR LIVING: 2 Smart TVs, dining table, 997 sq ft KITCHEN: Dishwasher, fridge, oven, 4-burner stovetop, microwave, breakfast bar w/ seating, coffee grinder, Keurig coffee maker, blender, Crockpot, toaster, cooking basics, dishware & flatware GENERAL: Free WiFi, keyless entry, central A/C, window A/C unit, ceiling fans, washer/dryer, linens/towels, complimentary toiletries, laundry detergent, hair dryer, hangers, trash bags/paper towels FAQ: Stairs required for access, 1 exterior security camera (facing out), quiet hours (9:00 PM-8:00 AM), cat friendly w/ fee (paid pre-trip, 1 max) PARKING: Designated carport (1 vehicle), community overflow parking lot -- THE LOCATION -- BEACH BUMS: Honl’s Beach (1 mile), Magic Sands Beach Park (4 miles), Kahalu’u Beach Park (5 miles), Kohanaiki Beach Park (7 miles) OUTDOOR ENTHUSIASTS: Kailua Pier (0.4 miles), Hale Halawai Park (0.8 miles), Kaloko-Honokohau National Historical Park (4 miles), Hawai'i Volcanoes National Park (83 miles) HISTORY BUFFS: Kamakahonu National Historic Landmark (0.4 miles), Hulihe‘e Palace (0.6 miles), Moku‘aikaua Church (0.6 miles), Captain James Cook Monument (13 miles) FOODIES: Kona Farmers Market (0.9 miles), Hula Daddy Kona Coffee (5 miles), Heavenly Hawaiian Kona Coffee Farms (9 miles), Mountain Thunder Coffee Plantation (9 miles) AIRPORT: Kona International Airport (8 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking allowed within the complex except in the designated smoking areas on the property - Pet friendly w/ $50 fee (+ fees & taxes, cats only, 1 max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required at check-in - NOTE: The property requires stairs for access - NOTE: Your safety matters. This property features 1 exterior security camera facing the front outdoor entry. The camera faces outward and does not look into interior spaces. The camera records video and sound when activated by motion and will be on during the duration of your stay HAWAII COUNTY RESTRICTIONS: - Quiet hours shall be from 9:00 PM to 8:00 AM, during which time the noise from the rental shall not unreasonably disturb adjacent neighbors - Sound that is audible beyond the property boundaries during non-quiet hours shall not be more excessive than would be otherwise associated with a residential area - Guest vehicles shall be parked in the designated onsite parking area - The STVR (short-term vacation rental) shall not be used for commercial purposes Licence number: GE-028-088-7808-01;TA-028-088-7808-01

Kona Plaza#212

Kailua Kona, HI, US
2 Bedrooms 8 Guests
Aug 26 - 29
$264 night

Experience the best of Kailua-Kona from the comfort of Kona Plaza #212! This beautifully remodeled gem is in the heart of Kona Town, offering a central location with immediate walking access to restaurants, the ocean, pristine beaches, boutique shopping, and local entertainment. Experience #212’s spacious open floor plan, flooded with natural light and gentle island breezes. Step onto your Juliet-style balcony through floor-to- ceiling glass doors, offering beautiful views of the pool and Kona Town. This inviting 2-bedroom, 2-bathroom condominium graciously accommodates up to 6 guests, with both bedrooms boasting queen-sized beds. Occupant past 6 guest will be charged $25 per occupant up to 8 guest total. and for an additional cost you can have use of two additional queen size Murphy beds nestled in the living room. For added guest comfort and convenience, there is also a queen- sized air mattress and a portable Graco Pack ’n Play crib within the condo. You’ll enjoy modern amenities such as central air conditioning, complimentary Wi-Fi, and cable TV. The fully equipped kitchen is a chef’s delight, with generous granite slab countertops, a wine cooler, and top-of-the-line appliances and a Keurig K-cup coffee maker. A full-size, front-load stacked washer and dryer are conveniently located in the unit for your laundry needs. The Kona Plaza Condominium Complex features a fantastic pool with comfortable lounge chairs, as well as two BBQ decks boasting breathtaking views of the ocean, mountains, Mokuaikaua Church and Hulihe‘e Palace. Take advantage of these amenities to relax and unwind during your stay. Rest assured with the convenience of onsite secured underground parking. Explore the vibrant dining scene just a short stroll away from your centrally located hub. Indulge in a variety of culinary experiences, with popular restaurants such as Huggo’s, Pancho & Lefty’s Cantina, Don the Beachcomber, Big Kahuna Grill, The Fish Hopper, Kona Inn Restaurant, Starbucks and more. Nearby, you’ll also find convenient grocery stores like Safeway, Target, Walmart, Longs Drugstore, and Costco. Ideally situated, the condo offers the convenience of being a 5-minute walk from the stunning and sandy Kamakahonu Beach and Kailua Bay Pier! To elevate your beach experience, we provide a selection of beach accessories, including beach chairs, towels, beach bag, boogie boards, and collapsible wagon. These amenities ensure that you can effortlessly enjoy the beautiful beaches of Kailua-Kona. At Kailua Bay Pier, you have the option to book various boat excursions, such as snorkeling, whale watching, and dinner cruises along the picturesque west coast of the Big Island. For exceptional snorkeling, visit Kahalu’u Beach Park, just a quick 10-minute drive away. While not formally ADA-compliant, the condo offers easy accessibility with elevators throughout the complex. The previous owners comfortably used a wheelchair and grab bars are available in both bathrooms. Our commitment to delivering an exceptional guest experience is reflected in our consistently high ratings. Guests appreciate the cleanliness, proximity to beaches, restaurants, activities, and shopping we offer. Book Kona Plaza #212 now and create unforgettable memories during your visit to Kailua-Kona! **All guests are required to sign a rental agreement with Property Manager Property Management** *Reservation requests greater than 12 months in advance MUST be approved by the Broker in Charge.*Rates are subject to change. *$25 additional per night plus tax, per additional person over 6, This will be added to your final bill. TAT#TA#-066-402-8672-01 STVR#2022-000421

Kailua-Kona Condo w/ Lanai, Walk to Beach + Pier!

Kailua-Kona, HI, US
1 Bedrooms 4 Guests
Aug 27 - 30
$154 night

Plan for plenty of exciting adventures when you make this Kailua-Kona vacation rental the site of your next stop in Hawaii! Conveniently located just a short walk from Kamakahonu Beach, Hulihe‘e Palace, and a number of top local restaurants, this 1-bedroom, 1-bath condo is perfect for exploring the area during your stay. Take an incredible glass-bottom boat tour from Kailua Pier, visit the Kamakahonu National Landmark, or head home to unwind around the community’s outdoor pool and grill area! -- THE PROPERTY -- STVR-19-376094 | GE-212-353-1264-01 | TA-212-353-1264-01 | Central A/C | Outdoor Dining Bedroom: Queen Bed | Living Room: Sleeper Sofa COMMUNITY AMENITIES: Outdoor pool & spa, picnic & grill area CONDO FEATURES: Flat-screen TV, board games, books, shower/tub combo, ceiling fans, private Lanai, outdoor dining KITCHEN: Refrigerator, ice maker, coffee maker, stove/oven, microwave, toaster oven, dishware & flatware, cooking basics, spices GENERAL: Keyless entry, self check-in, free WiFi, cable, central A/C, washer & dryer, laundry detergent, towels/linens, trash bags/paper towels, complimentary toiletries, hair dryer, beach chairs/towels FAQ: Stairs required for access, quiet hours (9:00 PM-8:00 AM), 1 exterior security camera (facing out) PARKING: Reserved parking spot (1 vehicle), additional guest lot parking (first-come, first-served) -- THE LOCATION -- NEARBY BEACHES: Kamakahonu Beach (0.4 miles), Keiki Beach (0.9 miles), Kailua Beach (2 miles), Magic Sands Beach Park (4 miles) AREA ATTRACTIONS: Kailua Pier (0.4 miles), Kona Glass-bottom Boat Tours (0.4 miles), Kamakahonu National Historic Landmark (0.4 miles), Hulihe‘e Palace (0.6 miles), Three Ring Ranch Exotic Animal Sanctuary (3 miles) OUTDOOR FUN: Hale Halawai Park (0.8 miles), Maka'eo Walking Path (1 mile), Sadie Seymour Botanical Gardens (3 miles), Kaloko-Honokōhau National Historical Park (4 miles) AIRPORTS: Kona International Airport (8 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 18 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs to access - NOTE: Please observe quiet hours from 9:00 PM to 8:00 AM - NOTE: Your safety matters. This property features 1 exterior security camera located at the main entrance facing outward. It does not look into any interior spaces. The camera records video and sound when activated by motion Licence number: TA-212-353-1264-01;GE-212-353-1264-01

Kailua Bay Resort#4-306

Kailua Kona, HI, US
2 Bedrooms 6 Guests
Aug 27 - 30
$213 night

Located in the heart of downtown Kailua Kona, this top floor (third floor), 2-bedroom, 2-bathroom end corner unit condo features ocean & mountain views, open beam ceilings, extra windows for abundant light & breezes and a large lanai for anytime relaxing. This Stunning Top Floor 2 Bedroom Condo in Downtown Kona is ready for for enjoyment of perfect Hawaii Vacation. Escape to paradise with this beautifully appointed property! Step inside and be greeted by an open-concept living area that’s flooded with natural light, thanks to large corner windows that showcase stunning vistas. The fully equipped kitchen features appliances, sleek countertops, and all the essentials for preparing meals at home, while the spacious living room provides a cozy spot to unwind after a day of island adventures. The primary bedroom offers a plush queen-sized bed, the bathroom located close by, and more incredible views of the surrounding landscape. The second bedroom is perfect for family or friends, with another Queen Sized bed in the Loft, and easy access to the second full bathroom. Both bedrooms come with ample closet space and excellent linens to ensure a restful stay. There is a Queen Sized Blow Up Mattress to use for 2 more people if they wanted to be in the Living Room for a total of 6! Enjoy your morning coffee or evening cocktail on the private balcony, where you can soak in the incredible sunsets and city lights. The condo also includes modern amenities like high-speed Wi-Fi, air conditioning, and a washer/dryer for added convenience! TV’s located in every room with Wifi Capability! No Cable Access though. Air Conditioning Split System in Living Room, Loft has Window AC Unit, & Bedroom on Main level has window unit as well. Located just steps from shops, restaurants, and cultural attractions, this condo puts you in the heart of downtown Hawaii, making it an ideal base for exploring everything the island has to offer—from pristine beaches to vibrant nightlife and historic landmarks. Whether you’re looking to relax or explore, this downtown oasis is the perfect place to call home during your Hawaiian getaway. Book your stay today and experience island living at its finest! Kailua Bay Resort consists of 95 units and the common spaces including a pool, spa and BBQ area. The complex is conveniently located amidst shopping, services, restaurants, entertainment and historic sites. Kailua Bay is just a block away and offers beach, ocean & pier access. **All guests are required to sign a rental agreement with Property Manager Property Management** ***All Reservation Requests greater than 12 months in Advance MUST be approved in advance by the Broker In Charge. Rates are subject to change. *** STVR#2024-001033 TA#004-986-6752-01 Please note there is no elevator at this complex.

Downtown Air Conditioned Condo: Walk to Beaches

Kailua-Kona, HI, US
1 Bedrooms 2 Guests
Aug 26 - 30
$221 night

Enjoy an ideal, downtown Kailua-Kona location for your next 'Big Island' getaway at this contemporary 1-bedroom, 1-bath vacation rental condo. As part of the Kona Plaza, this unit provides 2 guests with an intimate retreat, offering a community pool, private entrance, and direct access to the main Ali'i Drive for all your dining, shopping, and entertainment needs. Dine with mountain views in the lovely lanai and walk to all the waterfront attractions along the bay for your next Hawaii adventure! -- THE PROPERTY -- TAT License No. TA-167-492-1984-01 | GE Tax No. GE-167-492-1984-01 | Ocean Views | Community Pool Bedroom: King Bed COMMUNITY AMENITIES: Pool, patio, BBQ deck, 2 elevators, outdoor seating & dining area INDOOR LIVING: Living room, dining table, Smart TVs KITCHEN: Cooking basics, fridge, stove/oven, microwave, dishwasher, coffee maker, toaster, trash bags/paper towels GENERAL: Free WiFi, washer/dryer, linens/towels, New Daikin Split Air Conditioning System, hair dryer ACCESSIBILITY: Step-free access via elevator, single-story condo, 2nd floor PARKING: Community parking lot (1 vehicle) -- THE LOCATION -- WALKABLE: Beaches, nightlife (jazz clubs & local bars), historic attractions, casual & fine dining restaurants, cafes, shops, outdoor activity (parasailing, paddle boarding, snorkeling, scuba diving, tours, etc), Historic Mokuaikaua Church, Hulihe‘e Palace BEACHES: Kamakahonu Beach (0.3 miles), Kalaepa'Akai Beach (0.3 miles), Honl's Beach (0.8 miles), Beans Beach (3 miles), Disappearing Sands Beach (3 miles), Magic Sands Beach Park (3 miles) HIKING: Kaloko-Honokōhau National Historical Park (4 miles), Honua’Ula Forest Reserve (8 miles), Captain Cook Monument Trail (13 miles), Nāpo’opo’o Park (17 miles), Pu’u Wa’awa’a Forest Reserve (18 miles) AIRPORT: Kona International Airport (8 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2nd-floor single-story condo offers step-free access via elevator Licence number: TA-167-492-1984-01;GE-167-492-1984-01;STVR-19-348852

KP108 Hale Lopaka at Kona Plaza

Kailua Kona, HI, US
2 Bedrooms 6 Guests
Sep 14 - 18
$196 night

Welcome to Kai Nani Hale – Luxury Living in Paradise Discover Na Hale O Keauhou, a prestigious gated community nestled in the heart of the Keauhou Resort area. This meticulously maintained 13.36-acre complex features 14 pods, each comprising six two-story townhouses, designed for comfort and elegance. This beautifully updated townhouse offers 1,778 sq ft of gracious living space with 3 bedrooms, 2.5 bathrooms, and covered lanais on both levels. Central air conditioning adds to the convenience and comfort. What makes H-3 truly special is its location at the northern end of the complex, far from Ali’i Drive’s traffic noise, offering a sense of serenity. Bordering a large undeveloped parcel, this unit boasts breathtaking 2nd floor lanai coastline and ocean views stretching to Kailua Bay, as well as stunning upland vistas, including Mt. Hualalai. There is a washer/dryer available for your convenience. Additionally, we provide beach towels, chairs and umbrellas so you can fully enjoy the nearby beaches. As a guest, you’ll have access to a range of amenities within the community, including a pool, children’s pool, hot tub, and fitness room. For those who love to entertain, there’s a pavilion with a gas grill, offering all the comforts of resort living. Experience the perfect blend of privacy, tranquility, and luxury living at Na Hale O Keauhou—your Hawaiian dream home awaits! Space Bedroom 1:  King size bed - Lanai with ocean view Bedroom 2:  2 Twin bed Bedroom 3: Queen size bed 1st floor Lanai has grills, grass grounds and ocean views Surrounded by lush landscaping and breathtaking views High vaulted ceilings enhance the spaciousness. All bedrooms are conveniently located on the upper level. Fully equipped The Kitchen comes equipped with the basics equipment and more. Grill on lanai Basic cleaning products Linens Bathroom towels Beach towel Beach accessories Air conditioning Free internet /  Wifi Community Pool Hot tub Free parking Experience Area Kona / Keauhou The sunny Kona district is known for its clear waters and historic Hawaiian landmarks such as the Hulihe’e Palace, Moku’aikaua Church and Ahu’ena Heiau, about 8 miles south of the keahole-Kona Airport.  Kona is also known for its famous deep-sea fishing, annually hosting the International Billfish Tournament (August), world championship triathlon race, ironman (October) and Kona coffee in the cooler upland slopes. Enjoy daily activities such as  snorkeling, diving, paddling, watching spinner dolphins and Hawaiian sea turtles casually swimming by the beach, or watch the boats go by while having a meal or a cocktail on Alii drive. Keauhou Bay is located at the end of Kamehameha III Road, southern kailua Kona, named as the site of the birthplace of King Kamehameha III. Known for perfect water for swimming, canoeing, kayaking and snorkeling, manta sightings and ocean adventures. Na Hale o Keauhou Na Hale Keauhou is a gated community in the heart of Keauhou Resort.  One of the great aspects of Na Hale O Keauhou is its location. Minutes away from the heart of Kona, located near the beach (Kahaluu Bay, Keauhou Bay) and Kona Country Club golf course.  Conveniently located walking distance to the Keauhou shopping center for shops, restaurants, health center and farmers market.  Enjoy the amenities the community offers; clubhouse, pool, and a fitness center. Other things to note: LUVA Vacation Rentals properties are professionally cleaned and has taken extra cleaning precautions to assure our arriving guests that they can vacation with confidence. Self check-in, no-contact check-in service Sign a rental agreement with LUVA Real Estate We provide a LUVA starter kit for the kitchen, bathrooms, and laundry room. We provide a "Welcome Gift" to our arriving guests LUVA is your on-island contact before, during and after your stay Plentiful of parking spaces available Please note:  Na Hale O Keauhou requires a seven (7) night minimum stay or longer.  This will give you plenty of time to explore and experience the beauty of our Paradise STRICT RULE: Na Hale O Keauhou prohibits children under the age of 12 years old from using the hot tub at Na Hale O Keauhou.  There is an immediate fine of $100.00 per child/per offense. Holiday Booking Policy: -->Please note; we can not accept or confirm "Instant Bookings" for our holiday seasons, December 15 - January 7, all years. Please email our Management team for availability and holiday season requirements and/or restrictions// Festive Seasons is non-refundable, non-changeable. To ensure a seamless holiday experience, we have the following booking requirements for Christmas and New Year’s stays: - If booking over both Christmas and New Year’s, a 10 night stay is required. - If not staying for both holidays, check-in and check-out must fall between December 26–29. Thank you for your understanding—we look forward to hosting you for a festive and memorable stay! PL-STVR-2024-000977 TAT/GE-156-120- 4224-01

Kalanikai 208

Kailua Kona, HI, US
1 Bedrooms 2 Guests
Aug 26 - 29
$129 night

Welcome to Kalanikai 208 — your relaxing island retreat in the heart of Historic Kailua-Kona. This bright and comfortable 1-bedroom condo is perfectly located just one street above famous Ali’i Drive, placing beaches, oceanfront dining, shopping, and local attractions all within easy walking distance. Enjoy the best of Kona while coming home to a peaceful and quiet tropical setting. Located in one of Kailua-Kona’s most desirable condo communities, Kalanikai is loved for its lush landscaping, walkability, and laid-back atmosphere. Spend your days exploring nearby beaches, snorkeling along the Kona Coast, visiting local coffee farms, or simply strolling through town enjoying the island vibe. Kalanikai Community Highlights: Prime downtown Kona location — walk to beaches, restaurants, shops, and nightlife Large swimming pool surrounded by tropical landscaping BBQ area with picnic tables Free assigned parking Short walk to Kona Pier, shoreline walks, farmers markets, and oceanfront cafes Close to historic sites including Hulihe’e Palace and Moku’aikaua Church, Hawai’i’s oldest Christian church Inside the condo, you’ll find a bright and inviting living space designed for comfort after a day of island adventures. Bright & Comfortable Living Area Open-concept layout with tropical décor and coastal touches Comfortable seating and a sleeper sofa with upgraded mattress and topper for additional guests Large flat-screen TV Dedicated workspace for remote work or trip planning Ceiling fan and split A/C in the living room for added comfort High-speed fiber optic WiFi throughout the unit Fully Equipped Kitchen The kitchen is thoughtfully stocked with everything needed for preparing meals at home: Full-size refrigerator with filtered water and ice maker Oven, range, microwave, dishwasher, blender, and garbage disposal Breakfast bar seating for three Plenty of cabinet and counter space for longer stays Peaceful Bedroom Retreat The serene bedroom offers a cozy and restful atmosphere: Comfortable queen-size bed with fresh linens Tropical-inspired décor and soft lighting Ceiling fan and ample storage space Closet and bench seating for convenience Clean & Spacious Bathroom Large vanity with generous counter space Shower/tub combination Fresh towels and starter toiletries provided Bright lighting and tasteful island décor Additional Amenities In-unit washer and dryer Smart lock for easy self check-in Modern flooring throughout Security screen door allows cool island breezes to flow through the condo Private assigned parking included Please Note: There is a split set of stairs to access the unit level. No elevator access. Explore Kona Without the Hassle Leave the car parked and enjoy Kona on foot or hop aboard the open-air Kona Trolley (Hele-On Route 201), which travels daily along scenic Ali’i Drive between Kailua-Kona and Keauhou. It’s an easy and affordable way to explore beaches, restaurants, shopping, and coastal attractions during your stay. Whether you’re visiting for adventure, relaxation, or a little of both, Kalanikai 208 offers the perfect home base for experiencing the beauty and charm of the Kona Coast. TA-171-105-4348-01 STVR-19-359847

Hale Pahukoa

Kailua Kona, HI, US
3 Bedrooms 8 Guests
Aug 28 - 31
$528 night

This charming property has been kept the same since the original build to keep the "sugar plantation" style of the old Hawaii days. No major upgrades have been made to keep an old Hawaii days feel. The RATES REFLECT the style accordingly. This home is perfect for LOCATION LOCATION LOCATION & FOR A DEAL! Other homes in this area run 3x the going rates for this vintage Hawaiian beach house. Please be aware this is an older home and the owners and repeat guests adore this home exactly the way it is. Ideally nestled in Kona Bay Estates Community located min from center of downtown. The simple seaside style will melt all of your cares away as you sip on your Mai Tai in the cool shade of the deep, covered lanai. Experience the feel of being in another place in another time. All beds are fitted with comfy mattress toppers & the master bed has a 2 inch memory foam topper for a peaceful, cozy nights sleep! Close to Kailua Pier where the fishing is fine and the canoe races begin! IronMan start and finish is nearby. Property has a 7 night minimum all year round, unless arrangements have been approved by the owner of the Property. This property does NOT have any Air Conditioning. **TA-023-091-6096-01 STVR#19-363825 NCU#19-1595 **All guests are required to sign a rental agreement with Property Manager Property Management** ***All Reservation Requests greater than 12 months in Advance MUST be approved in advance by the Broker In Charge. Rates are subject to change. *** Disclosure about Pool: There is some algae on the pool floor/sides that is not fixable until owners replaster pool. It’s not harmful, and the pool guy is very good with chemical balance and keeping water clear. Hosted by RedAwning Vacation Rentals, over 1,000,000 Guests Served Welcome to RedAwning, a whole new way to travel. We make staying in a unique home or apartment easier than staying at a hotel. By partnering with local hosts throughout North America, we provide you with the broadest collection of homes in the most destinations. Every stay includes our experienced 24/7 customer assistance, our free mobile app, and accidental damage protection for your trip with no security deposits. Wherever you want to go, RedAwning is here to make your journey easier! Want your own property to be included here and in the RedAwning Collection? Join Us and we will instantly promote your property everywhere guests shop for travel.

KBR 4-304

Kailua Kona, HI, US
2 Bedrooms 4 Guests
Aug 26 - 31
$168 night

KONA OASIS at Kailua Bay Resort – Walk to Everything in Kona! Experience the best of island living from this top-floor 2-bedroom, 2-bath condo in the heart of Kailua-Kona. Located just steps from Kailua Bay, you can easily walk to the pier, sandy beach, oceanfront dining, coffee shops, nightlife, and local events along vibrant Ali’i Drive. This bright and breezy condo offers a comfortable “home away from home” with a spacious open layout and a large covered lanai featuring a peek of the ocean—perfect for morning Kona coffee or relaxing after a day of adventure. Enjoy excellent airflow throughout, plus a larger upgraded window AC unit in the living area and main bedroom for added comfort. The fully equipped kitchen features new appliances and everything you need to prepare meals at home, while updated furnishings throughout create a fresh, inviting space. The primary bedroom includes a cozy retreat with AC, and the second bedroom is ideal for guests or family. Kailua Bay Resort amenities include a sparkling pool, hot tub, BBQ grills, and a picnic area—great for unwinding or gathering after a day at the beach. You’ll also have free parking for one vehicle conveniently located near the building. For your beach days, the condo is stocked with snorkel gear, boogie boards, a beach umbrella, and more—making it easy to enjoy Kona’s famous waters. Important Notes: Top-floor unit (3rd floor) No elevator access (stairs required) Whether you’re here for adventure, relaxation, or a bit of both, Kona Oasis puts you right in the center of it all—just park your car and walk everywhere!

Kalani Kai#109

Kailua Kona, HI, US
1 Bedrooms 4 Guests
Oct 20 - 23
$189 night

Wonderful Kalani Kai condo that’s located in the heart of Kailua-Kona. Walking Distance to Everywhere in Town! Tiled throughout, No carpet! You’ll appreciate a remodeled fully equipped kitchen with granite countertops, good quality cabinets, Dishwasher, Stove, Fridge, Washer/Dryer, Wifi, Cable TV all included! Air Conditioning Wall Unit in Living Room Only, not in the Bedroom. This first floor condo has views of a lush tropical garden! The Interior space has been extended, so it’s a bit larger than other units because the lanai has been removed. There are sliders that open, but no lanai space as a FYI. A parking space that’s close to the front door as well! Kalani Kai calls has a wonderful pool deck that is finished in beautiful stonework. A community grilling area contributes to the tropical lifestyle and it’s practically right outside your front door. It’s just a short walk to Kailua Pier, shopping, restaurants and night life on Alii Drive. The owners of Unit#109 want to provide the best service possible for their guests. Property Manager will offer guests who book Unit#109 the following additional services as a benefit, to you, the guest! 1\. You have a complimentary concierge service to make Restaurant/Activity Reservations if you so desire to utilize 2\. Need us to go grocery shopping or pick up certain items from the store before you arrive? We can ensure everything is in the property waiting for you upon your arrival! (Additional Service Charge May Apply) 3\. Any guests who book 14 nights or longer will receive a Fruit Basket upon their arrival as a gift from the owner. 4\. Face to Face Arrival/Departure Experience Offered Complimentary! All guests who book Kalani Kai #109have the option of meeting Property Management Staff upon their arrival to go over property specifics. We will turn on any fans/lights and ensure you enter into a comfortable inviting environment! **All guests are required to sign a rental agreement with Property Manager Property Management** ***All Reservation Requests greater than 12 months in Advance MUST be approved in advance by the Broker In Charge. Rates are subject to change. ** TA#036-444-2624-01 STVR#19-376084

Big Island Kona Kai J2

Kailua-Kona, HI, US
2 Bedrooms 6 Guests
Aug 26 - 28
$148 night

Aloha and welcome to Kona Kai Unit J2, your serene island getaway nestled in the heart of Kailua-Kona. This beautifully remodeled 2-bedroom, 1-bathroom condo offers the perfect blend of comfort, convenience, and tropical charm, making it an ideal choice for couples or solo travelers seeking a peaceful Hawaiian escape. Very close to the start of Iron Man Race! Modern Comforts with Island Flair Step into a freshly updated space featuring: Primary Bedroom: A spacious retreat with a king-sized bed, ceiling fan, and ample closet space. Guest Bedroom: A cozy room with a king-sized bed, ceiling fan, and large windows that invite natural light. Living Room: A comfortable area with a queen-sized sleeper sofa, ceiling fan, and a wall-mounted air conditioning unit to keep you cool. Kitchen: A fully equipped space with modern appliances, granite countertops, and all the essentials for preparing meals. Bathroom: A clean and functional space with a tub/shower combination. Resort-Style Amenities Kona Kai offers a range of amenities to enhance your stay: Swimming Pool: A refreshing pool surrounded by tropical landscaping. BBQ Area: Perfect for grilling and enjoying meals outdoors. Laundry Facilities: On-site coin-operated laundry room for your convenience. Assigned Parking: One assigned, uncovered parking stall. Prime Location Situated on Palani Road, Kona Kai is just a short walk from Kailua-Kona’s vibrant town center, offering a plethora of dining, shopping, and entertainment options. Nearby attractions include Kamakahonu Beach, Kailua Pier, and the Kona Farmers Market. Whether you’re exploring historic sites, enjoying local cuisine, or relaxing on the beach, Kona Kai places you in the heart of it all. Hawaii State Tax ID: 204-857-9072-01

Kalanikai 306

Kailua Kona, HI, US
1 Bedrooms 4 Guests
Aug 26 - 29
$254 night

Stay in the heart of Kona town at Kalanikai 306, a recently remodeled 1-bedroom, 1-bath condo that blends cool comfort with a walk-everywhere location. From your top-floor lanai, enjoy tranquil views of the pool framed by palms, with the Pacific glimmering beyond. With air conditioning throughout, thoughtful updates, and a smart layout that sleeps up to four, this vacation home is designed for couples, small families, or even digital nomads seeking a central base on the Kona Coast. What You’ll Love About Kalanikai 306 * Top-floor lanai with pool and ocean views * Recent updates: new flooring and remodeled kitchen * Air conditioning throughout for restful nights * Built-in Murphy bed to maximize space for extra guests * Walk to Kailua Pier, Ali‘i Drive cafés, shops, and markets Living & Dining The open living area feels bright and relaxed, styled with tropical touches and cool tile floors. A ceiling fan and split A/C keep the space comfortable after a day in the sun. The living room flows seamlessly to the lanai, with sliding doors that invite in island breezes. A dining table and breakfast bar provide options for casual meals or laptop-friendly work time. Chef-Ready Kitchen The fully remodeled kitchen features rich cabinetry, granite countertops, and stainless steel appliances. From morning Kona coffee to fresh-caught fish on the stove, everything you need to prepare meals is here—including a blender, rice cooker, and barbecue tools for the complex grills. Outdoor Oasis Sip coffee at sunrise or toast the sunset on the furnished lanai with a view that stretches from the pool below to the Pacific beyond. Downstairs, lush tropical landscaping surrounds a sparkling swimming pool, loungers, and a picnic-style barbecue area ideal for easy meals outdoors. Sleeping Quarters • Primary Bedroom – Queen bed, ceiling fan, A/C • Living Area – Built-in Murphy bed, TV, lanai access, A/C Extras • Free Wi-Fi • In-unit washer/dryer • Smartlock entry for seamless arrivals • Beach towels and essentials provided Resort / Community Highlights • Large swimming pool with plenty of seating • Outdoor BBQ and picnic area • Tropical gardens and a quiet, low-rise setting Nearby * Walk: Kailua Pier, Ali‘i Drive, farmers’ markets, boutique shops, and cafés; snorkeling, diving, and sunset cruises launch right from the pier * Short Drive: Coffee farms, world-class beaches, Volcanoes National Park, and Mauna Kea Good to Know * This property does not have the capability to charge electric vehicles. Guests with electric vehicles will need to plan their own charging arrangements during their stay. * Hawaii Tax ID: TA-186-850-7136-01 * Short-Term Vacation Rental License: STVR-19-358-296 * TMK: 750040200050 Reserve your dates now and experience the charm of Kona town from this ocean-view retreat.

Mermaid Cove

Kailua Kona, HI, US
4 Bedrooms 14 Guests
Sep 22 - 27
$1,687 night

Mermaid Cove is an expansive three-level oceanfront estate in Kailua-Kona, crafted for family gatherings and multigenerational retreats. With 4,000 square feet of living space, four bedrooms, a kids’ room, and thoughtful extras, this beachfront haven welcomes up to 14 guests with direct access to a gentle cove and sweeping Pacific views. What You’ll Love About Mermaid Cove * Beachfront bliss – steps to a calm, shallow-water beach perfect for kids * Private heated pool and spa – complete with swim-up bar, Jacuzzi, and heated outdoor shower * Kid-ready amenities – cribs, pack ‘n plays, toys, stair gates, and more * Spacious gathering spaces – three floors, indoor/outdoor lounges, and alfresco dining * Sunset-perfect lanai – BBQ kitchen, plush seating, and panoramic ocean views * Prime Kona location – minutes from historic sites, shops, and Kailua Pier Living & Dining Open-concept design flows through the main level, where vaulted ceilings and wall-to-wall windows frame the ocean horizon. A custom sectional invites movie nights on the Smart TV, while the adjacent dining area extends seamlessly to the lanai. In the evenings, slide open the pocket doors and let the trade winds carry the sound of waves through the home. Chef-Ready Kitchen Outfitted with Bosch appliances, double ovens, wine fridge, and a center island, the kitchen is designed for both casual breakfasts and festive feasts. A passthrough window keeps everyone connected, whether dining indoors or oceanside under the covered lanai. Outdoor Oasis Spend the day floating between ocean and pool. The heated pool features a swim-up bar, shaded lounge, and integrated spa. After sandy beach play, rinse off under the lava-stone outdoor shower before gathering for sunset cocktails on the furnished lanai. Nightfall transforms the pool into a glowing retreat with atmospheric lighting. Sleeping Quarters * Primary Suite – 1 Cal King + 1 Double, ensuite bath with soaking tub and dual vanities, ocean-view balcony, workspace * Guest Suite 2 – 1 King, ensuite bath, mountain-view lanai * Guest Suite 3 – 2 Doubles, ensuite bath, mountain view * Downstairs Bedroom – 1 Queen, ensuite bath, TV * Bonus Room – 1 Sofa Bed, ceiling fan, split AC * Kids’ Room – 3 Twins, ocean view, split AC Extras * Game room, Sonos sound system, and dedicated kids’ play space * Custom library with book collection and cozy seating * Beach towels are available * High-speed Wi-Fi, washer/dryer, and smart locks for easy arrival Nearby * Walk: Magic Sands & Kahaluʻu Beach Park, Kailua Pier, Farmers Market, historic Hulihe‘e Palace * Short Drive: Volcanoes National Park, Mauna Kea stargazing, golf courses, hiking trails Good to Know * Sleeps up to 14 guests comfortably * Gated community with 24-hour security * A/C in all bedrooms and media room * Short drive to Kona International Airport (KOA) and downtown Kailua-Kona * This property does not have the capability to charge electric vehicles. Guests with electric vehicles will need to plan their own charging arrangements during their stay. * STVR-19-364080 / PL-NUCR-2025-003389 * Hawaii Tax ID: TA 085-6500224-01 * TMK: 750050180000 Mermaid Cove offers the best of barefoot luxury: oceanfront living, curated design, and family-friendly amenities. From sunrise swims to sunset feasts, this estate sets the stage for unforgettable Big Island memories. Reserve your stay today.

Kailua Village#201

Kailua-Kona, HI, US
1 Bedrooms 2 Guests
Sep 27 - 30
$137 night

Looking for an incredible rental in Downtown Kona? Look no further, you’ve found the best property. Kailua Village#201 has an amazing location. This corner unit is Walking Distance to Everything. The Perfect Unit for 1 person or a couple looking to be in the Heart of Downtown Kailua Kona. Enjoy views of the Ocean and Downtown Kona. The End-unit location also provides unsurpassed privacy. Whether you want a place to hide out while still being able to watch downtown activity or just a place to rest at night, this condo is a must stay. Immediately upon walking in, you’ll notice a gorgeous Well Stocked Kitchen with all Appliances you’ll need: Stove, Oven, Fridge/Freezer/Microwave. Dishes, Pots/Pans, & Cookware all Fully stocked. You’ll appreciate Elegant solid hardwood kitchen countertops. A beautiful element of this unit is the open concept between the Living Area/Bedroom. There are shoji Doors that Slide closing off the bedroom from Living Room for Privacy or can be opened fully to allow a more expansive space. Air Conditioning Wall Unit in Living Room Area, close to Bedroom Area as well The Lanai is Incredible views & breezes from this very private area. The Bedroom Features a Comfortable Queen Sized Bed. The Bathroom all fully remodeled as well, has a Tub/Shower Combination. High Speed Wifi Internet Access & Cable TV for your entertainment available to you! There is no Washer/Dryer inside the unit, but this amenity is available at the Development, on the 1st Floor for Coin Operated Laundry Use. Kailua Village is a very secure building with keys required to access the elevators. You will also have an assigned parking space. There is a pool and barbecue area, perfect for relaxation time. You can walk to many restaurants, shops & the Ocean! **All guests are required to sign a rental agreement with Property Manager Property Management** ***All Reservation Requests greater than 12 months in Advance MUST be approved in advance by the Broker In Charge. Rates are subject to change. *** STVR#STVR-20-397850 TA#075-661-8752-01

Kona Alii 304

Kailua Kona, HI, US
1 Bedrooms 4 Guests
Aug 27 - 30
$298 night

Set directly along Kailua-Kona’s iconic Ali‘i Drive, Kona Alii 304 is a newly upgraded 1-bedroom, 2-bath vacation condo that pairs sweeping ocean views with walkable convenience. From its private lanai overlooking the coastline to a prime location steps from dining, shops, and historic landmarks, this oceanfront retreat blends island style with everyday comfort. What You’ll Love About Kona Alii 304 * Private covered lanai with panoramic views of the Kona coast * All-new renovations including A/C in both the bedroom and living area * Bright, open layout with stylish island décor * Ocean-view community pool, BBQ area, and secure gated entry * Walk to Kailua Pier, Hulihe‘e Palace, farmers markets, and waterfront dining Living & Dining The open-concept great room flows from a comfortable seating area with a queen sleeper sofa and flat-screen TV to a dining table for four. Sliding glass doors extend the living space onto the lanai, where alfresco meals come with front-row ocean views. A reading nook offers a quiet corner for journaling or catching up on a favorite book. Chef-Ready Kitchen The remodeled kitchen features upgraded cabinetry, granite counters, and full-size stainless appliances. A coffee maker, blender, rice cooker, and other small appliances make it easy to prepare everything from morning smoothies to fresh island dinners. Outdoor Oasis Your private lanai is perfectly positioned for watching waves crash against lava rock shoreline, spotting seasonal whales, or enjoying golden-hour cocktails. Downstairs, the community pool and BBQ area invite relaxation just steps from the ocean. Sleeping Quarters * Primary Bedroom – King bed, ensuite bath, ceiling fan, dresser storage * Living Room – Queen sleeper sofa, lanai access, ocean view, TV Two full bathrooms, one with a walk-in shower and the other with a tub/shower combo, add flexibility for couples or small families. Extras * In-unit washer and dryer * High-speed Wi-Fi * Beach towels and starter supplies * Dedicated parking stall and secure entry Resort / Community Highlights Guests enjoy access to the ocean-view swimming pool, outdoor BBQs, and a gated complex with elevator service. While the property fronts a dramatic shoreline, sandy beaches perfect for swimming and snorkeling are just a short walk away. Nearby * Walk to Huggo’s on the Rocks for sunset cocktails, Gypsea Gelato for a sweet treat, or the Kona farmers market for local produce. Historic Kailua Pier, Mokuaikaua Church, and Hulihe‘e Palace are all within minutes. * A short drive brings you to championship golf, hiking trails, and day-trip adventures across the Big Island. Good to Know * This property does not have the capability to charge electric vehicles. Guests with electric vehicles will need to plan their own charging arrangements during their stay. * Tax ID: TA-076-154-0608-01 * TMK: 750080010016 Reserve your stay at Kona Alii 304 today and experience oceanfront living at the heart of Kailua-Kona.

Hualalai

Kailua-Kona, HI, US
2 Bedrooms 6 Guests
Aug 26 - Sep 26
$202 night

Nestled on the slopes of Hualalai mountain on the Big Island of Hawai’i lies this gem of a property, boasting views of the Pacific Ocean from its expansive lanais that overlook a yard filled with a plethora of exotic fruits and flowers. Located close to the quaint artist village of Holualoa, this Beautiful property consists of 2.5 bedrooms and 2.5 bathrooms. This property features a soaring, open beam ceiling with exposed pine and beautiful tiger wood floors throughout the Kitchen, Living Area and Primary Bedroom. The Kitchen is equipped with a gas convection range/oven and granite counter tops with a bar top suited for kitchen work space or additional dining seating. The Living Area features an open floor plan that spills out to the extra wide Lanai that’s ideal for entertaining or a peaceful retreat into the nature around you. The second level is a charming open Loft Bedroom that overlooks the Living Area with a view towards the Lanai and beyond. Attached to the Main Home, with its own entrance, is a Third En Suite Bedroom — perfect for guests. Come and enjoy this gem in Kailua-Kona on your Hawaiian Getaway! This home is only available for 31+ day rentals. Hawaii Life Rentals is a locally owned, licensed real estate company with rentals on Kauai, Maui, Oahu, and Hawaii. We offer on-island personal assistance and Concierge services. Rates do not include taxes, cleaning and applicable fees. Hawaii Life/VRBO bookings: Guests must sign a rental contract within 48 hours of booking to confirm the reservation. TA-105-489-8688-01

Kona Alii 403

Kailua Kona, HI, US
1 Bedrooms 4 Guests
Aug 26 - 29
$321 night

Kailua Bay stretches turquoise below, cruise ships tracing slow lines across the horizon while Ali’i Drive hums with island life beyond the lanai rail. Kona Alii 403 sits oceanfront in the heart of historic Kailua Kona, a fourth-floor vantage point where sunrise coffee and sunset cocktails share the same unobstructed view of the Pacific, close enough to watch outrigger canoe crews paddle past on evening practice runs. What You’ll Love About Kona Alii 403 • Panoramic ocean and sunset views from your private lanai • Prime location steps from shops, cafés, and the Kona Pier • Chef’s kitchen fully equipped for culinary adventures • King bed plus a Tempur-Pedic queen sofa bed for up to four guests • Optional in-unit air conditioning available for $15/day Living & Dining The bright open floor plan showcases stunning ocean views through expansive wall-to-wall windows. The welcoming living area invites you to unwind on plush seating, watch a movie on the Smart TV, or simply listen to the waves roll in. A Tempur-Pedic queen sofa bed offers flexible sleeping space for additional guests. The adjacent dining area comfortably seats four, perfect for relaxed meals and shared stories after a day of island exploration. Chef-Ready Kitchen Whether you’re preparing a gourmet dinner or a simple beach picnic, the kitchen is a chef’s delight. Outfitted with stainless steel appliances, generous counter space, and all the essentials, including cookware, utensils, and even a blender for tropical smoothies. It’s designed for convenience and creativity. Outdoor Oasis The private lanai is where the days start and end, sunrise coffee giving way to sunset in the same seat, and on clear winter mornings, you may see whales and dolphins surface just offshore. Guests also share an ocean-view pool, sundeck, and garden BBQ area on the ground level of the building. Sleeping Quarters • Primary Bedroom – King bed, ensuite bath with walk-in shower • Living Room – Tempur-Pedic queen sofa bed Extras Enjoy thoughtful touches including snorkeling gear, boogie boards, beach chairs, and towels for ocean adventures. The condo also offers high-speed Wi-Fi, washer and dryer, Smart TV, ceiling fans, and the option to add air conditioning for $15 per day (inquire when booking). Nearby History sits close by: the Kailua Pier, Hulihe’e Palace, and Mokuaikaua Church are within walking distance, alongside the shops and restaurants of Ali’i Drive and the Kona Farmers Market. Hawai’i Volcanoes National Park, the Mauna Kea Observatory, and the coffee farms of the Kona coffee belt are all a scenic drive away, with Kona International Airport (KOA) a short drive in the other direction. Good to Know • This property does not have the capability to charge electric vehicles. Guests with electric vehicles will need to plan their own charging arrangements during their stay. • Kona Alii sits directly on Ali’i Drive, a lively stretch of downtown Kailua Kona with shops, restaurants, and passing traffic, so some street noise and evening activity may be audible during the stay. • There is no direct beach access for Kona Alii. • Hawaii Tax ID: TA-036-635-4432-01 • TMK: 750080010027 • STVR-19-363114 At Kona Alii 403, oceanfront calm meets the vibrant energy of Ali’i Drive, sunsets from the lanai and the spirit of aloha waiting right outside the door.

Vacation Rentals in Kailua-Kona by Amenities & Features

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Vacation Rentals Near Kailua-Kona

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