KAILUA KONA Homes under $300,000

KAILUA KONA Homes under $300,000

Welcome to Kailua Kona, a breathtaking gem nestled on the western coast of Hawaii’s Big Island. Known for its stunning ocean views, vibrant sunsets, and rich cultural heritage, Kailua Kona is not just a picturesque destination but also a thriving community that offers a unique blend of relaxation and adventure. With temperatures averaging in the mid-70s to mid-80s year-round, it’s an ideal locale for those seeking a slice of paradise.

For homebuyers looking for affordable options in this tropical oasis, you’ll be delighted to know that Kailua Kona offers homes under $300,000. Whether you’re a first-time buyer, an investor, or simply seeking a vacation retreat, these properties present an incredible opportunity to own a piece of this enchanting locale without breaking the bank.

Imagine waking up to the gentle sound of waves and the sweet fragrance of plumeria blossoms. These affordable homes provide access to a vibrant community filled with local markets, charming shops, and delicious dining options that celebrate the flavors of Hawaii. Explore the nearby beaches, indulge in water sports, or take a leisurely stroll along the scenic coastline—Kailua Kona is brimming with activities for everyone.

With its warm spirit and welcoming atmosphere, Kailua Kona is not just a place to live; it’s a lifestyle. Don’t miss your chance to find your dream home in this idyllic paradise. Embrace the laid-back Hawaiian way of life and make Kailua Kona your home today!

Newest KAILUA KONA Homes under $300,000

75-6026 Alii Dr Unit 4102, KAILUA KONA
$205,000
1 Beds ⋅ 1 Baths ⋅ 733219 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Makai BLDG.
This is a leasehold property. HOWEVER, IT SHOULD BE NOTED THAT THE FEE IS AVAILABLE FOR PURCHASE. PLEASE SEE ATTACHED LETTER FROM AOAO. FEE AND UNIT ARE FINANCEABLE FOR A QUALIFIED BUYER. Ideally situated in desirable ocean front "Kona Makai" complex, Unit 4-102 is an access friendly, one bedroom one bath ground floor unit that overlooks a luxuriant and meticulously manicured landscape and beyond to a magical view of the ocean. In addition, Unit 4-102 enjoys soothing onshore daytime breezes. Unit 4-102's lanai is ocean facing, which is a rare find in the complex. The unit comes turnkey furnished, air-conditioned with wall mounted units. "Kona Makai" complex offers many benefits and amenities which include:- * Short Term Vacation Rentals (STVR) are allowed at Kona Makai. (Current owner used it as her full time residence.) * A resident manager. * Plenty of parking some of which is covered. * An appealing ocean front pool and spa. + A BBQ area adjacent to the pool. * A dedicated gym. * A covered recreation area with ping pong table. * Two tennis courts . * An entrance that is gated at night for added security. The monthly maintenance fees cover the cost of a resident manager, ground's maintenance , trash removal, water, internet and cable. "Kona Makai" is located in Kona's coveted resort area approximately 1.5 miles south of Kailua-Kona and less than 10 miles from the Kona International Airport. Within close proximity are beaches, golf course, ocean activities, restaurants and shopping. Video: https://player.vimeo.com/video/1224086501

75-6026 Alii Dr Unit 4102, KAILUA KONA

Listing courtesy of Sue Brown Realty and Associates.

75-5776 Kona Islander Inn Unit 305, KAILUA KONA
$220,000
1 Baths ⋅ 732948 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Long-term lease expiring in 2079! Fully renovated & Fully furnished Active STVR in Prime Kailua-Kona Location! This beautifully updated studio at Kona Islander Inn offers an exceptional opportunity to own an affordable Hawaiian getaway with established short-term vacation rental potential. Located in a designated Vacation Zone across the street from the shoreline, dining, shopping, and popular Kona attractions, this third-floor condo is ideally positioned for both personal enjoyment and investment use. The thoughtfully renovated interior features modern tropical finishes, comfortable furnishings, and a welcoming resort-inspired atmosphere. Enjoy your private lanai overlooking the lush grounds and pool area—an ideal spot for morning coffee or winding down after a day of island adventures. Kona Islander Inn offers a relaxed vacation setting with a swimming pool, jacuzzi, BBQ areas, and onsite laundry. The convenient location puts you close to ocean activities, restaurants, entertainment, and everything downtown Kailua-Kona has to offer. As a leasehold property, this studio provides an opportunity to enter the Kona market at a potentially lower price point while enjoying the benefits of a vacation-oriented location. Whether you're looking for a personal island retreat, a potential income-producing STVR, or a combination of both, this turnkey studio is worth a look. HOA fee includes water, internet, trash, TV and electricity!

75-5776 Kona Islander Inn Unit 305, KAILUA KONA

Listing courtesy of KW Big Island.

75-5766 Kuakini Highway Unit 609, KAILUA KONA
$299,000
1 Beds ⋅ 1 Baths ⋅ 732936 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kailua Village BLDG.
Wake up to the feel of Kona around you in this 1 bedroom, 1 bathroom condominium at Kailua Village. The property is currently operating as a short term vacation rental and is being offered turnkey, providing a ready to continue setup for a buyer interested in the existing short term rental operation. Full financials are available upon request. The 639 square foot home brings ocean, horizon, and sunset views into the everyday experience, creating a natural backdrop for morning coffee, relaxed afternoons, and evenings watching the light change across the water. Set along Kuakini Highway in North Kona, the property puts you close to the character and activity of Kailua Kona while giving you a comfortable place to return to. The multi story unit offers air conditioning, a kitchen with an island, assigned parking, and access to a shared in ground pool. A keyed elevator and key entry add convenience, while coin operated laundry is available for residents. Pets are allowed. Life here is about enjoying Kona at an easy pace. Spend time outdoors, take in the ocean horizon, and make the most of the warm Hawaiʻi Island setting. Come home after a day out and cool down in the shared pool, settle into the air conditioned interior, or simply pause to enjoy the changing colors over the horizon. Built in 1972, Kailua Village is a fee simple condominium with municipal water, sewer connected service, and underground power. The property is not a condominium hotel. Cable is available for television, telephone, and internet service. Offered at $325,000, this condominium brings together ocean views, everyday convenience, and a location in Kailua Kona. The building is currently undergoing a plumbing overhaul, with full details available on request. Buyers should review the condominium documents, CC&Rs, and project information as part of their due diligence.

75-5766 Kuakini Highway Unit 609, KAILUA KONA

Listing courtesy of Aloha Sotheby's Intl Realty - Hawai'i.

75-6026 Alii Dr Unit 5207, KAILUA KONA
$239,900
1 Beds ⋅ 1 Baths ⋅ 732776 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Makai BLDG.
This is a leasehold property. Welcome to Kona Makai #5-207, a beautifully positioned end unit offering an exciting opportunity in one of Kona’s desirable oceanfront communities. Conveniently located with close access to parking this fully furnished 1-bedroom, 1-bath condominium offers approximately features two private lanais surrounded by Kona Makai’s lush tropical setting. What makes this opportunity particularly exciting is the flexibility now available to buyers. While currently leasehold, the fee simple interest is now available for purchase at Kona Makai, creating an opportunity to convert to fee simple ownership. Financing options are also available opening the door to buyers who may have previously overlooked leasehold properties. For investors, the potential is especially compelling! Kona Makai is an STVR-eligible complex, offering an opportunity for short-term vacation rental use. Combined with the ability to purchase the fee, this creates a unique opportunity for buyers looking for both flexibility and long-term potential. Inside, the end-unit location adds to the appeal, while two lanais provide additional spaces to enjoy Hawaiʻi’s indoor-outdoor lifestyle. Kona Makai offers fantastic resort-style amenities, including a spectacular oceanfront pool and spa, BBQ and gathering areas, tennis and pickleball courts, beautifully maintained tropical grounds, and ample open parking Located just minutes from downtown Kailua-Kona’s restaurants, shopping, beaches, and ocean activities, 5-207 combines location, convenience, rental potential, and the rare opportunity to purchase the fee interest. Leasehold today with the fee available for purchase an exciting opportunity to make Kona Makai your own!

75-6026 Alii Dr Unit 5207, KAILUA KONA

Listing courtesy of Knutson & Associates.

75-176 Alakai St Unit 205, KAILUA KONA
$289,000
1 Beds ⋅ 1 Baths ⋅ 731917 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kona Driftwood Townhouse BLDG.
Kona Driftwood #205 is a one-bedroom, one-bath condo with an ocean-view covered lanai and a convenient location near downtown Kailua-Kona. The freshly painted interior features tile flooring throughout, a gas range, a stacked washer and dryer, and wall A/C. This second-floor walk-up has no unit above and no stairs within the condo. Assigned parking stall #205 is included. The monthly HOA fee includes water, gas, trash service, landscaping, and parking lot maintenance. Leave the car at home and walk to downtown Kailua-Kona, Aliʻi Drive, Kailua Pier, the waterfront, restaurants, shops, and local events. This central Kailua-Kona location provides convenient access to daily necessities.

75-176 Alakai St Unit 205, KAILUA KONA

Listing courtesy of NextHome Paradise Realty.

79-7261 Honalo Plaza Unit 204, KAILUA KONA
$109,900
1 Beds ⋅ 1 Baths ⋅ 732626 MLS ⋅ ['Leasehold'] Tenure ⋅ Honalo Plaza BLDG.
This is a leasehold property. Big Island Living Within Reach | $109,900 This beautifully updated 1-bedroom, 1-bath condo offers an affordable opportunity to enjoy a place of your own in the Kona area. Fresh, comfortable, and move-in ready, the thoughtfully designed interior makes great use of the space and offers an easy, low-maintenance lifestyle. A standout benefit is the value included in the $798 monthly maintenance fee, which includes the lease fee, electricity, water, propane, rubbish removal, and building insurance—bringing several major monthly expenses together into one convenient payment. Whether you're looking for an affordable full-time residence, a convenient Hawai‘i home base, or a simple lock-and-leave retreat, this remodeled condo offers an appealing alternative to the considerably higher price of many fee-simple properties in the Kona area. For the right cash buyer who understands leasehold ownership, this is an opportunity to enjoy the Hawai‘i lifestyle at a price point that's increasingly hard to find. LEASEHOLD PROPERTY. CASH OFFERS ONLY. NO SELLER FINANCING. Current lease expires in 2039. Buyer to independently verify lease terms, maintenance fee inclusions, rental use, fees, and all information deemed material to the purchase.

79-7261 Honalo Plaza Unit 204, KAILUA KONA

Listing courtesy of ZT Hawaii LLC.

74-5618 Palani Rd Unit A4, KAILUA KONA
$114,000
1 Beds ⋅ 1 Baths ⋅ 732427 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Kai BLDG.
This is a leasehold property. Own one of the area's most sought-after vacation rentals! This beautifully maintained top-floor condominium has been a consistently successful Airbnb property, generating an average of approximately $55,000 in annual gross rental revenue over the past five years. With an established rental history, outstanding guest reviews, and reservations already on the books through 2027, this is a rare opportunity to step into a proven, income-producing property from day one. Now offered at it's rock bottom price and with the potential of transferring approx. $22,000 of future 2026 STVR bookings. Located on the top floor of a two-story building, the condominium enjoys peaceful privacy along with relaxing ocean and pool views from the lanai. Guests love the bright, open feel and the elevated vantage point that captures Kona's beautiful sunsets and tropical atmosphere. The location is one of the property's greatest assets. Situated in the heart of Kona, visitors can easily walk or take a short drive to beaches, restaurants, shopping, and local attractions. This highly desirable central location has been a major contributor to the property's exceptional occupancy and repeat guest business. The sale includes one assigned parking space, adding convenience for both owners and guests. Please note: This is a leasehold property and because of leasehold financing limitations a cash purchase is required. Whether you're looking to expand your vacation rental portfolio or own a tropical getaway with a proven income stream, this turnkey investment offers an exceptional combination of location, performance, and lifestyle.

74-5618 Palani Rd Unit A4, KAILUA KONA

Listing courtesy of Hawaii Real Estate Group LLC.

74-5618 Palani Rd Unit L2, KAILUA KONA
$110,000
1 Beds ⋅ 1 Baths ⋅ 732315 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Kai BLDG.
This is a leasehold property. A rare chance to own near the Kailua-Kona pier. This freshly updated one-bedroom leasehold condo at Kona Kai sits close to Alii Drive, downtown restaurants, and KTA Super Store, at a fraction of the cost of nearby fee-simple condos. Second-floor unit in one of Kailua-Kona's most central locations, just 0.3 miles from the pier and Alii Drive, so swimming, shopping, and strolling are right outside your door. This unit has an open lanai (although owners can screen in lanais) and an ultra prime parking spot right outside the door. Recently updated with new laminate flooring, fresh paint throughout, new bathroom vanity and shower surround, and new kitchen appliances — including a gas range which is a rare treat when it comes to condo living. Land lease through 2034, this is a cash-only purchase, not financeable. CV-10 zoning and HOA rules both allow short-term vacation rental use (STVR/TAR permit not yet obtained, to be secured separately by buyer), offering ultimate flexibly to cover carrying costs when not in use. Whether you're looking for a home base or a place to get away, this condo puts your Kona dream within reach. Kona Kai amenities: large community pool with expansive pool deck, BBQ area, on-site coin laundry, outdoor shower for rinsing off.

74-5618 Palani Rd Unit L2, KAILUA KONA

Listing courtesy of Knutson & Associates.

75-5776 Kuakini Highway Unit 334, KAILUA KONA
$195,000
1 Baths ⋅ 732139 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Welcome to this Top floor, End unit Studio which has been renovated and is offered fully furnished. The historic Kona Islander Inn has wonderful amenities, inviting lush tropical gardens and is centrally situated within Kailua-Kona village - a peaceful retreat with the convenience of being in the heart of town. - Enjoy this island-style condo as your own Hawaii getaway and as an investment property as well. The property is an existing vacation rental with solid rental history and future reservations which are assumable by Buyer. - Offered completely furnished with all that you'll need including a Queen bed plus sofa-sleeper, indoor and outdoor seating, TV, refrigerator / freezer, microwave, coffee-maker & more - Enjoy the covered outdoor lanai with garden views, ocean breeze - Air conditioning for warmer Hawaii climate plus tropical ceiling fan - Amenities include centrally located in-ground pool, spa, barbecue, charming open-air lobby with lounge and veranda, complimentary parking pass, lush mature landscaping and coin-operated laundry facility - Located adjacent to Alii Drive, Kona Islander Inn is just a short stroll to all that Kailua-Kona has to offer: ocean activities, historical sites, restaurants, shopping & farmer's market, personal services, churches and Kailua Public Library. - Monthly condo fees include all utilities: electricity, TV cable/internet, water, sewer, trash, maintenance of the grounds, pool, spa, barbecue, recycling.

75-5776 Kuakini Highway Unit 334, KAILUA KONA

Listing courtesy of NextHome Paradise Realty.

75-5776 Kuakini Hwy Unit 339, KAILUA KONA
$199,000
1 Baths ⋅ 731827 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Incredible opportunity to own a turnkey, active short-term vacation rental in the heart of Kailua-Kona. Located on the third floor of the Oahu building at the Kona Islander Inn, suite #339 is a 372 sqft studio offering peaceful Plumeria garden views from its private lanai. Priced to sell, this unit features an established STVR track record with a 3-night minimum stay. Proven seasonal rates include a $140/night base rate. Step right into an operational investment asset or use it as your private tropical escape. The complex sits directly across the street from the ocean and is just steps from the historic dining, shopping, and entertainment along Alii Drive. Resort-style amenities include an in-ground pool, spa/hot tub, two BBQ grill areas, community laundry, and helpful onsite staff. The comprehensive $1,075/month maintenance fee completely streamlines your expenses by covering electricity, high-speed internet, cable TV, water, sewer, trash, and common area maintenance. This leasehold property is open to Cash or 1031 Exchange buyers, with furnishings negotiable. Pack your suitcase and take over this prime piece of Kona today. The information herein may contain inaccuracies and is provided without warranty of any kind. Agents and buyers must independently verify any info they deem material or important to their purchase or any offered price thereunder.

75-5776 Kuakini Hwy Unit 339, KAILUA KONA

Listing courtesy of eXp Realty.

75-5776 Kona Islander Inn Unit 201, KAILUA KONA
$280,000
1 Baths ⋅ 731984 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Enjoy the convenience of in-town living at the Kona Islander Inn. This turnkey, leasehold studio is currently operating as a successful short-term vacation rental and features a private lanai overlooking the pool area, and beautifully maintained tropical landscaping. The unit offers a blend of modern and island-style furnishings, air conditioning, blackout drapes, a kitchenette, and everything needed for a comfortable island getaway. Resort amenities include a pool, hot tub, BBQ area, parking lot, trash service, and on-site laundry. Ideally located along Ali‘i Drive, the Kona Islander Inn is just a short walk to the ocean, Kailua-Kona town, restaurants, shops, and popular attractions. Monthly HOA fees include leasehold rent, water, electricity, basic cable, trash, and high-speed internet. Lease runs through 2079 with renegotiation scheduled for 2029. Buyers utilizing lending are welcome to submit offers.

75-5776 Kona Islander Inn Unit 201, KAILUA KONA

Listing courtesy of eXp Realty.

75-5776 Kuakini Hwy Unit 322, KAILUA KONA
$199,000
1 Baths ⋅ 730813 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Rarely available View Unit in Kona Islander Inn. Enjoy the beautiful Ocean Horizon Views from this Upper Floor Corner Unit!!! Situated in the highly sought after Maui Building, tucked away from traffic and road noise this 3rd floor corner unit is a tranquil escape while still being in the heart of the action in Kailua Kona with easy access to Alii Drive Beaches & Restaurants. This artistically decorated retreat boasts an updated kitchenette, new sliding door, new AC unit and pride of ownership through out. Whether you're looking for a relaxing vacation or a remote working experience, this is the ultimate destination to create your piece of Hawaiian Paradise. Unit #322 is a highly successful Short Term Vacation Rental, and comes turnkey with everything you need to continue this revenue generating investment. Monthly HOA Fees Include: Water / Electric / Trash / Cable / Internet / Resident Manager in addition to the maintenance of the grounds and pool & spa and BBQ area

75-5776 Kuakini Hwy Unit 322, KAILUA KONA

Listing courtesy of Coldwell Banker Island Properties - Kona.

Start Your Search