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Browse All KAILUA KONA HI Historical Properties for Sale

74-5618 Palani Rd Unit M3, KAILUA KONA
$129,000
1 Beds ⋅ 1 Baths ⋅ 734598 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Kai BLDG.
This is a leasehold property. Discover an exceptional opportunity to own a beautifully upgraded, income-producing condominium in the heart of Kona! This stylishly furnished vacation rental has a proven track record of success, consistently generating approximately $57,000 in annual gross rental revenue. With upgraded flooring, attractive furnishings included in the sale, and an established short-term rental history, this property offers an appealing combination of comfort, convenience, and investment potential. This inviting condominium offers a welcoming tropical retreat for owners and guests alike. The included furnishings make this an attractive turnkey opportunity for buyers looking to continue its successful rental operation. Location is one of this property's greatest assets. Situated in the heart of Kona, you're just minutes from the ocean, beaches, restaurants, shopping, banking, and everyday conveniences. Guests appreciate the central location, with easy access to Kona's beautiful coastline, spectacular sunsets, and popular attractions. This highly desirable setting has helped contribute to the property's consistent rental performance. The sale includes one assigned parking space, providing added convenience for owners and guests. Please note: This is a leasehold property, and due to leasehold financing limitations, a cash purchase is required. Rental income figures are historical gross revenues and are not a guarantee of future performance. Whether you're looking to expand your vacation rental portfolio or enjoy your own tropical getaway with established income potential, this upgraded, fully furnished Kona condominium offers an outstanding combination of location, style, and proven rental performance.

74-5618 Palani Rd Unit M3, KAILUA KONA

Listing courtesy of Hawaii Real Estate Group LLC.

74-5618 Palani Rd Unit E8, KAILUA KONA
$189,000
2 Beds ⋅ 1 Baths ⋅ 734235 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Kai BLDG.
This is a leasehold property. Whether you're seeking an established income-producing property or a beautifully upgraded home close to the ocean and everything Kailua-Kona has to offer, this exceptional condominium delivers! This highly successful short-term vacation rental generated over $65,000 in annual gross rental revenue in each of the three consecutive years 2023, 2024, and 2025! The property's thoughtful upgrades, comfortable accommodations, and outstanding location have helped the seller maintain an impressive 4.83-star Airbnb rating, with many guests returning for repeat stays. Unlike many condominium renovations that focus primarily on cosmetic improvements, this extensively remodeled two-bedroom, one-bath residence has been upgraded from top to bottom! Enjoy modern appliances, beautiful granite countertops, luxury plank flooring, a custom-tiled shower, fresh interior paint, upgraded lighting, and replacement windows that provide enhanced soundproofing. Air conditioning has been installed in both bedrooms and the living area for year-round comfort. Situated in a desirable top-floor corner location, this condominium offers a wonderfully private setting despite being right in the heart of town. The west-facing lanai is the perfect place to relax and enjoy Kona's spectacular sunsets, while the convenient central location allows residents and guests to walk to numerous shops, restaurants, and local attractions. Enjoy the best of both worlds: peaceful, private surroundings with the ocean and vibrant Kona lifestyle just moments away. Offered fully furnished, this beautifully updated condominium is ready for its next owner to enjoy. Whether your dream is to live in Hawaii full-time, escape to your own island retreat, or continue its successful vacation rental history, this property offers outstanding versatility. Community amenities include a swimming pool and convenient on-site laundry

74-5618 Palani Rd Unit E8, KAILUA KONA

Listing courtesy of Hawaii Real Estate Group LLC.

74-5618 Palani Rd Unit L1, KAILUA KONA
$149,000
1 Beds ⋅ 1 Baths ⋅ 734075 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Kai BLDG.
This is a leasehold property. Enjoy convenient island living in this desirable ground-floor end-unit condominium, ideally located in the heart of Kona. With minimal stairs to the entrance, added privacy from its end-unit location, and parking conveniently located near the front door, this property offers a comfortable and practical setup for full-time living, a second home, or rental use. The ground-floor location provides easy access with only a few steps to the front door—especially convenient for bringing in groceries, luggage, or beach gear. As an end unit, the condominium also enjoys a more private setting with fewer neighboring units. Location is one of this property's greatest assets. You're just minutes from the ocean and Kona's beaches, while shopping, restaurants, banking, medical services, and other everyday conveniences are all close by. Whether you're heading to the beach, out for dinner, or simply running errands, everything you need is within easy reach. The property has previously been used for mid-term rentals, typically accommodating tenants for one to three months at a time, offering flexibility for an owner who may wish to continue rental use while also enjoying the property themselves. The sale includes one assigned parking space conveniently located near the unit. Please note: This is a leasehold property, and due to leasehold financing limitations, a cash purchase is required. Whether you're looking for a conveniently located Kona residence, an island getaway, or a property with flexible rental potential, this ground-floor end unit offers an appealing combination of accessibility, privacy, and an excellent in-town location.

74-5618 Palani Rd Unit L1, KAILUA KONA

Listing courtesy of Hawaii Real Estate Group LLC.

77-6452 Kona Magic Sands Unit 204, KAILUA KONA
$699,000
1 Baths ⋅ 733692 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kona Magic Sands BLDG.
Nestled only minutes from the hustle and bustle of Kailua-Kona town, you will find peace and relaxation within this beautiful turn key condo. Featuring a large lanai and large swimming pool this condo offers the best of Hawaii-style indoor and outdoor living with sweeping ocean views that create a sense of luxury while enjoying the outdoor oasis. Kona Magic Sands  is perfect for marine sports lovers, offering easy access to sunset cruises, kayak and stand-up paddle boarding excursions. It's just a short drive to Keauhou Shopping Center, which features a full-service grocery store, ice cream shop, emergency medical center, a drug store, movie theater, multiple restaurants, and weekly farmers markets and hula shows. This turnkey, move-in ready vacation rental is being sold furnished. Located in a quiet neighborhood, it offers privacy and a country feel while being just minutes from downtown. You can count on sunsets every day and stars each night. Enjoy this home as your second home, primary residence, or long-term rental. Hurry, this beautiful  condo will not last long! Other key features to this alluring home are The unit was recently remodeled  with updated contemporary finishes. Total useable living space is 703 square feet, including an enclosed lanai. All improvements are permitted. Zoned for vacation rental, with a full service restaurant on site. New Appliances New floors New bathroom vanities and light fixtures Low HOA Fee that covers water, trash, pest control, landscaping, exterior maintenance and insurance, basic cable and internet.

77-6452 Kona Magic Sands Unit 204, KAILUA KONA

Listing courtesy of COMPASS.

77-6452 Kona Magic Sands Unit 110, KAILUA KONA
$499,000
1 Baths ⋅ 733895 MLS ⋅ ['Fee Simple'] Tenure ⋅ Kona Magic Sands BLDG.
Experience oceanfront living at the iconic Kona Magic Sands, ideally situated on a 1.1-acre oceanfront parcel along Ali‘i Drive. Perfectly positioned between Pahoehoe Beach Park and renowned White Sands Beach, this highly desirable complex is also home to the popular Magics Beach Grill, offering convenient oceanfront dining on-site. Unit #110 is an easily accessible ground-floor unit showcasing spectacular ocean views. Full-width glass sliding doors open to the soothing sounds of the waves and refreshing ocean breezes, creating a true island atmosphere. The unit features porcelain tile flooring, a remodeled kitchen with cherry wood cabinetry, and comfortable furnishings, including a high-end couch and chaise lounge purchased in 2024, along with a Therma King bed with a memory foam mattress. Offering an appealing combination of personal enjoyment and investment potential, Unit #110 has an active Short-Term Vacation Rental (STVR) permit, providing flexibility for its new owner to enjoy the property as an island retreat, vacation rental, or both. Kona Magic Sands amenities include an oceanfront swimming pool, convenient coin- and credit-card-operated laundry facilities and restrooms, and a gated grassy oceanfront area with BBQs and dining tables—the perfect setting for relaxing, grilling, and taking in Kona’s spectacular sunsets. Enjoy an exceptional oceanfront location just moments from the beach and conveniently close to Kailua-Kona’s dining, shopping, recreation, and activities. Monthly fees include basic cable, water, sewer, rubbish removal, landscaping, common-area and pool maintenance, building insurance, and exterior pest control. Whether you’re seeking an oceanfront getaway, a vacation rental opportunity, or the flexibility to enjoy both, Unit #110 offers an exceptional opportunity to experience the Kona lifestyle.

77-6452 Kona Magic Sands Unit 110, KAILUA KONA

Listing courtesy of KW Big Island.

77-6514 Sea View Circle, KAILUA KONA
$875,000
4 Beds ⋅ 2 Baths ⋅ 733779 MLS ⋅ ['Fee Simple'] Tenure
This FURNISHED, versatile four-bedroom, two-bath home offers ocean and sunset views, flexible living space, and convenient access to the best of the Kona Coast. The main residence features three bedrooms and one bathroom with a bright, open living area filled with natural light. Recent improvements include Pergo flooring, new baseboards throughout, fresh interior paint, updated kitchen faucet and disposal, and updated bathroom fixtures. The primary and queen bedrooms feature A/C units, with a ceiling fan in the primary bedroom for additional comfort. Adding to the appeal is a separate one-bedroom, one-bath living area with its own private entrance, offering flexibility for extended family, visiting guests, a home office, or other uses to suit your lifestyle. This space has also been freshly painted and updated with a new ceiling fan. The kitchen is complemented by a new Samsung oven, while a full-size Maytag refrigerator in the carport and a large Samsung washer add everyday convenience. Fiber-optic internet has also been installed, making the home well suited for streaming, working remotely, and staying connected. Improvements continue outdoors with fresh paint on the lanai, staircase, railings, and carport, along with a new roof sealant/coating. The refreshed landscaping includes front and back lawns, rock-lined beds with numerous flowers and local vegetation, including established tangerine, papaya, dragon fruit, and mango trees. For ease of regular watering, front and back yard with digital water valve timers. Small garden planters with various herbs add to the relaxed island lifestyle. With approximately 1,230 square feet of total living space, this property combines thoughtful updates, flexibility, and comfortable Hawai‘i living—all within easy reach of Kona's beaches, shopping, dining, and recreation.

77-6514 Sea View Circle, KAILUA KONA

Listing courtesy of First Island Realty, LLC.

78-6654 Alii Dr, KAILUA KONA
$2,795,000
1 Beds ⋅ 2 Baths ⋅ 733250 MLS ⋅ ['Fee Simple'] Tenure
The home rides right on the water. Every window is ocean, every direction is horizon. Mornings start slow - Kona coffee in hand, take the swing on the lanai and just listen. Waves on the rocks below, wind through the palms, and out past the seawall, easy laughter from the surfers at the Kahaluu break. Look down, and the reef is alive underneath them, yellow tang over the coral, honu rising to breathe and gliding back along the seawall. Spinner dolphins pass most mornings, and on a winter day you may look up to a humpback breaching offshore. By afternoon you're in the water. A shaded place to sit in the side yard under mango, banana, and citrus, with easy in-and-out access right there. Grab a mask or a board and go. Snorkel straight off the property, or paddle out and take a few. Rinse off, back up the steps, and you're on the lanai with a cold drink. Inside, vaulted wood-lined ceilings carry the view through the house. Evenings: dinner on the lanai, the last surfers paddling in and the sun dropping into the Pacific off your deck. Best entertainment on the island, every night, no reservation required. This is Kona Moana Hale. - Directly on the water above the Kahaluu surf break - Dolphins most mornings; honu and yellow tang on the reef - Shaded side yard with easy ocean access - Rare double-width parcel - real distance from neighbors - Private oceanfront lanai with hanging daybed, cable rails - Both lanais rebuilt in Ipe, rated 75+ years - Window seat looking into the break - Vaulted and wood-lined ceilings - Seawall fortified with epoxy-coated rebar and wave cap - Wood foundation reinforced against surf and surge - Standing seam roof; under-foundation plumbing replaced - New 200-amp service; hurricane shutter, shield, screen - Split A/C throughout; privacy gate; sound-dampened fence - Established vacation rental with documented income

78-6654 Alii Dr, KAILUA KONA

Listing courtesy of Hawaii 5 0 Realty.

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.

75-6082 Alii Dr Unit A308, KAILUA KONA
$499,000
1 Beds ⋅ 1 Baths ⋅ 732453 MLS ⋅ ['Fee Simple'] Tenure ⋅ Casa De Emdeko BLDG.
Welcome to Casa De Emdeko A308, where island living meets everyday comfort. This beautifully updated 1-bedroom, 1-bath condominium along Kailua-Kona’s iconic Aliʻi Drive delivers the perfect mix of modern design, relaxed tropical vibes, and oceanfront appeal. Step inside to find a bright, open floor plan filled with natural light. The contemporary kitchen shines with new appliances, updated fixtures, and thoughtful lighting, making it both practical and inviting. The spa-inspired bathroom has been fully renovated, and a new washer and dryer tucked neatly behind a sliding barn door add convenience. Tile flooring throughout the main areas keeps things cool and easy to maintain, while plush carpeting in the bedroom adds comfort. The lanai offers plenty of space to unwind or entertain, whether it’s morning coffee with ocean breezes or sunset views surrounded by lush tropical landscaping. Located in the gated oceanfront community of Casa De Emdeko, residents enjoy two pools (including a saltwater oceanfront pool), a beach area, a BBQ pavilion, and beautifully maintained grounds. There is also on-site management and an active association that handles essentials such as water, air conditioning, cable, building insurance, maintenance, pest control, and more, all of which are included in the monthly AOAO fees. Whether this becomes your island retreat, long-term residence, or investment opportunity, A308 offers style, value, and ocean views in one of Kailua-Kona’s most admired communities.

75-6082 Alii Dr Unit A308, KAILUA KONA

Listing courtesy of COMPASS.

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.

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
$189,000
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.

75-6082 Alii Dr Unit A104, KAILUA KONA
$475,000
1 Beds ⋅ 1 Baths ⋅ 731248 MLS ⋅ ['Fee Simple'] Tenure ⋅ Casa De Emdeko BLDG.
Spectacular STVR, Ground Floor, Fully Remodeled Offering at the famous Oceanfront Casa De Emdeko Development available! This stunning Vacation Rental condo is a guest favorite in this Gated, Vacation Zoned oceanfront complex. The Location: Incredibly convenient, as only a few steps away away from the parking area, but just far enough to not hear any noise. Incredibly peaceful, enjoy garden views. No Stairs! The Space: This condo has the perfect blend of luxury and comfort. Professionally managed by a Top Tier Management Company, you’ll notice no detail has been left unfinished. Casa Units are known for their spacious floor plans. The living area is flooded with natural light and features high-end finishes, including a sleek, modern kitchen with beautiful appliances, quartz countertops, and custom Sapele cabinetry. Enjoy seamless indoor-outdoor living with a private patio, ideal for relaxing or entertaining. This serene condo comes fully furnished and turnkey for you. The beautifully updated bathroom features elegant fixtures, double sinks, gorgeous quartz counters, and a walk in shower for you. True Pride of Ownership is clear to see throughout. 

Unit includes secure exterior storage space, washer/dryer inside the unit and Secure Gated Entry!
 The Maintenance Fees Include quite a large offering!
 ~Air Conditioning ~Hot Water
 ~Cable TV
 ~Trash Removal
 ~Pest Control
 ~Elevators 
~Security
 ~Landscaping of Grounds
/On Site Management
 Casa De Emdeko also has one of the few oceanfront pools where you can swim and soak up the warm Hawaiian sun while watching the whales or dolphins play, depending on the season you visit. Swaying Palm Trees on our private sandy sunning area at the oceans edge offers glorious sunsets with a special sense of serenity. The popular Cabana, BBQ's, and Lanai tables are perfect for dining gatherings with friends and making new friends from around the world.

75-6082 Alii Dr Unit A104, KAILUA KONA

Listing courtesy of Knutson & Associates.

75-5776 Kuakini  Highway Unit 349, KAILUA KONA
$248,950
1 Baths ⋅ 730578 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Already performing and ready for its next owner. This active Short-Term Vacation Rental at the Kona Islander Inn carries a documented booking history into your portfolio on day one. Situated in the heart of Kailua Village, this 372 sqft studio puts guests exactly where they want to be: steps from the waterfront energy of Ali'i Drive, walkable to some of the best dining and boutique shopping on the Big Island, and moments from manta ray night dives, Kona Pier, and the kind of sunset happy hours that make people extend their trips. No car needed. Resort-style amenities, pool, hot tub, lush tropical gardens with winding pathways, BBQ grills, and a professional front desk team managing every check-in and check-out. Then there's Unit 349 itself. Perched on the third floor of the Niihau building, the closest building to the ocean at Kona Islander Inn, this is one of the most coveted positions in the entire complex, and the views prove it. Step onto your private lanai and take in the Pacific stretching to the horizon on one side and the vibrant pulse of Ali'i Drive below on the other. It's the kind of view that stops guests mid-sentence and keeps them booking year after year. Inside, bright and airy interiors with cool-toned walls and tile floors create a clean, calming retreat. Offered furnished and move-in ready. For the investor who wants proof before purchase. For the dreamer who's finally ready to make it real. With ocean views, Alii Drive at your feet, and a booking history already in place, Unit 349 is the one guests remember. Monthly maintenance fees cover water, electricity, trash service, basic cable, and high-speed internet.

75-5776 Kuakini Highway Unit 349, KAILUA KONA

Listing courtesy of COMPASS.

75-5776 Kuakini Highway Unit 337, KAILUA KONA
$199,000
1 Baths ⋅ 730577 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Already performing and ready for its next owner. This active Short-Term Vacation Rental at the Kona Islander Inn brings a documented booking history to your portfolio on day one, with no guesswork and no waiting to see if the numbers work. They already do. Situated in the heart of Kailua Village, this 372 sqft studio puts guests exactly where they want to be: steps from Ali'i Drive waterfront, walkable to some of the best dining and boutique shopping on the Big Island, and moments from manta ray night dives, Kona Pier, and the kind of sunset happy hours that make people extend their trips. No car needed. Resort-style amenities with a sparkling pool, hot tub, lush tropical gardens, BBQ grills, and a professional front desk team managing every check-in and check-out, keeping guests comfortable, reviews glowing, and the calendar full. Then there's Unit 337 itself. Perched on the third floor of the Oahu building, the elevated position offers a sense of privacy and quiet that's hard to come by in the heart of Kailua Village. The covered lanai is generous and private, framed by swaying palms and the soft rustle of trade winds through the tropical canopy. Inside, Unit 337 offers something rare among Kona Islander Inn studios: an open, airy floor plan that flows freely between the living area and kitchenette, without the dividing wall found in most units. The result is a space that feels meaningfully larger than its square footage suggests, is easier to move through, is more inviting to come home to, and is noticeably more appealing to guests who've stayed in other units at the property. Warm neutral tones and tile floors set a relaxed island mood. Offered furnished and move-in ready. Monthly maintenance fees cover water, electricity, trash service, basic cable, and high-speed internet.

75-5776 Kuakini Highway Unit 337, KAILUA KONA

Listing courtesy of COMPASS.

75-5776 Kona Islander Inn Unit 328, KAILUA KONA
$198,950
1 Baths ⋅ 730580 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. This active Short-Term Vacation Rental at the Kona Islander Inn has a documented booking history and steps into your portfolio on day one. Perfectly positioned in the heart of Kailua Village, this 372 sqft studio delivers the authentic Kona lifestyle in one of the most walkable locations on the Big Island. Guests walk to everything: waterfront dining, boutique shops, manta ray night dives, and the iconic energy of Alii Drive. No car needed. Resort-style amenities, a sparkling pool, hot tub, lush tropical gardens, BBQ grills, and a front desk team that handles guest check-ins and check-outs, keeping reviews strong and guests coming back. Whether you're building a portfolio or searching for your own piece of paradise, this turnkey opportunity checks every box. Unit 328 is a second-floor studio in the Lanai building, where swaying palms and the shimmer of the pool below greet you from your private lanai, one of the most serene settings in the complex. Inside, warm island-inspired interiors strike the perfect balance between comfort and style. The bright, open layout flows seamlessly to the lanai, where lush tropical garden views make it easy to linger over morning coffee or an evening glass of wine. Offered furnished and move-in ready. Monthly maintenance fees cover water, electricity, trash service, basic cable, and high-speed internet.

75-5776 Kona Islander Inn Unit 328, KAILUA KONA

Listing courtesy of COMPASS.

75-5776 Kona Islander Inn Unit 144, KAILUA KONA
$248,950
1 Baths ⋅ 730579 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. This nearly oceanfront active Short-Term Vacation Rental at the Kona Islander Inn has a documented booking history and steps into your portfolio on day one. Perfectly positioned in the heart of Kailua Village, this 372 sqft studio delivers the authentic Kona lifestyle in one of the most walkable locations on the Big Island. Guests wake up steps from the Pacific and walk to everything: waterfront dining, boutique shops, manta ray night dives, and the iconic energy of Alii Drive. No car needed. Resort-style amenities, a sparkling pool, a hot tub, lush tropical gardens, BBQ grills, and a front desk team that handles guest check-ins and check-outs, keeping reviews strong and guests coming back. Whether you're building a portfolio or searching for your own piece of paradise, this turnkey opportunity checks every box. Unit 144 sits in the coveted Kauai building, ground floor, nearly oceanfront, with the sound of the Pacific greeting you before you've opened your eyes. Step onto your private lanai and take in the ocean views with your morning coffee. Waterfront dining, boutique shopping, beaches, and the energy of Kailua Village are all at your feet. Kona Pier is just a stroll away, perfect for sunset happy hours, fishing charters, and everything in between. Whether this becomes your highest-performing asset or your personal island escape, Unit 144 delivers both without compromise. Offered furnished and move-in ready. Monthly maintenance fees cover water, electricity, trash service, basic cable, and high-speed internet.

75-5776 Kona Islander Inn Unit 144, KAILUA KONA

Listing courtesy of COMPASS.

78-6781 Walua Rd, KAILUA KONA
$1,599,000
4 Beds ⋅ 2 Baths ⋅ 730003 MLS ⋅ ['Fee Simple'] Tenure
Set on 2.30 acres along the slopes of Hualālai, this classic Kailua-Kona residence blends 1960s architectural character with extensive modern updates. Built in 1966, the home retains its natural redwood ceilings, open beam design, and warm vintage details while offering meaningful improvements throughout. Ocean and sunset views can be enjoyed from multiple rooms, creating a strong connection to the Kona coastline and Keauhou area. The spacious living and dining areas open through large pocket doors to a screened lanai on one side and a private courtyard on the other, supporting easy indoor-outdoor living. The outdoor setting is a standout feature, with mature tropical landscaping, lava rock retaining walls, terraced areas, and a custom blue rock staircase leading to the oversized pool. The pool has been resurfaced with a Hydrazzo finish and enhanced with new lighting, heater, pump, and filter. Thoughtful improvements have been made to both comfort and function. Parking has been extended to the top of the property to reduce the need for stairs, while the driveway, turnarounds, entry, fencing, gates, and rock walls have all received attention. Recent upgrades include a new corrugated metal roof, gutters and downspouts, rebuilt front entry stairs and support structure, full interior repaint, restored redwood ceilings, owned solar PV system with battery backup, new jalousie windows and screens throughout most of the upper level, new propane water heater, replacement of galvanized plumbing lines, new main water supply line, updated electrical system, new oak flooring, new sinks and toilets, new LG refrigerator, stainless steel dishwasher, kitchen sink, washer, and dryer. Located near the Walua Walking Trail and overlooking the Keauhou area, this property offers acreage, ocean views, architectural warmth, and a convenient Kailua-Kona lifestyle on Hawai‘i Island.

78-6781 Walua Rd, KAILUA KONA

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

75-6082 Alii Dr Unit B221, KAILUA KONA
$475,000
1 Beds ⋅ 1 Baths ⋅ 729197 MLS ⋅ ['Fee Simple'] Tenure ⋅ Casa De Emdeko BLDG.
Casa de Emdeko is a much sought after, low-density, oceanfront community known for its welcoming, friendly atmosphere! Guests return year after year to reconnect with old friends and to enjoy the relaxed Hawaiian lifestyle. Nightly gatherings, to enjoy the blowing of the conch shell as the sun sets into the deep Pacific Ocean, and to observe seasonal whale sightings, are just part of the daily life here. The interior of this renovated unit features an open living and kitchen layout, with bar seating, and sliding glass doors that open to your private waterfall and garden view lanai. And, there is even a peak-a-boo ocean view too! The bedroom offers a comfortable space to unwind and relax, has ample closet space, and the modern, beautifully renovated bathroom, is accessible from both the bedroom and the main hallway. This unit comes complete with a stackable washer and dryer, whose space can be locked by the owner, as well as a small lockable owners closet located in the bathroom, and convenient outdoor storage lockers, located just across the breezeway of the unit. Casa amenities include two swimming pools, one is an oceanfront salt water pool, BBQ's and dining patios, and an open cabana, ideal for gathering with friends throughout the day. Casa de Emdeko is conveniently located just a few minutes from Kailua-Kona town, where you'll find restaurants, shopping, and beaches. The maintenance fees include your A/C, hot water, elevators, refuse, gated security, pest control, beautiful grounds, pools, building insurance, the coin laundry facility and the cabana and its restroom facility. So whether you plan to live here full-time, part-time, or use as an investment opportunity, you will be able to enjoy all this oceanfront community has to offer!

75-6082 Alii Dr Unit B221, KAILUA KONA

Listing courtesy of COMPASS.

78-6737 Walua Rd, KAILUA KONA
$2,475,000
5 Beds ⋅ 6 Baths ⋅ 729823 MLS ⋅ ['Fee Simple'] Tenure
Introducing a truly exceptional legacy property, offered for the first time in nearly a quarter century, this magnificent 1.2-acre estate captures the essence of elevated island living. Gracefully positioned above Keauhou Bay, the residence commands over 100 feet of uninterrupted ocean frontage, delivering sweeping sunset vistas that transform every evening into a private spectacle. **An Enchanting Tropical Sanctuary** Step into a lush, curated paradise where mature landscaping and vibrant tropical flora create a serene, resort-like ambiance. The grounds are adorned with 16 fruit-bearing trees—including mango and avocado, while terraced gardens, ambient lighting, and winding pathways invite quiet moments of reflection and connection with nature. **Expansive & Elegant Living Spaces** The 3,708-square-foot residence is thoughtfully designed for both refined comfort and effortless entertaining. Featuring 5 spacious bedrooms and 5.5 bathrooms, the home accommodates multi-generational living or guest hosting with ease. Recent upgrades to the gourmet kitchen and primary suite bath introduce modern sophistication, seamlessly blending with the home’s timeless open-beam architecture and authentic Hawaiian character. **Resort-Caliber Outdoor Living** Designed to rival a private retreat, the estate’s outdoor amenities are nothing short of spectacular: * Two expansive swimming pools * A built-in hot tub for ultimate relaxation * Generous lanais and covered entertaining areas * Secluded terraces showcasing mesmerizing ocean and sunset views **Exclusive Turnkey B&B Opportunity** Included with the property is a rare, county-registered and grandfathered Bed & Breakfast permit, an increasingly scarce asset in Hawaii, presenting a seamless, income-generating opportunity with an established guest base already in place.

78-6737 Walua Rd, KAILUA KONA

Listing courtesy of First Island Realty, LLC.

75-5776 Kona Islander Inn Unit 208, KAILUA KONA
$379,000
1 Beds ⋅ 1 Baths ⋅ 729785 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. A true "one-of-a-kind" rarely available find. While the Kona Islander Inn is famed for its cozy studios, this is one of only two 1-bedroom "double units" in the entire complex. A “unicorn” opportunity. Originally the Hotel Manager's Suite, this is the largest condo on-site, offering a premium lifestyle and investment potential that simply cannot be matched. Situated in the absolute heart of Kailua-Kona, this unit offers a premier walk-to-everything lifestyle just steps from the pier, beaches and the best dining and sunsets on Ali'i Drive. This isn't just a beautiful home; it’s a high-performance vacation rental with a history of stellar reviews and a robust calendar of future bookings already secured. This turnkey property is a proven, high-yield engine ready for the savvy investor. Fully remodeled with a sleek "Old Hawaiiana" aesthetic, this retreat blends vintage island charm with modern high-end finishes, including a rare full kitchen, a private bedroom with dual entries, a full bathroom, new flooring and split AC system. The oversized lanai overlooks the pool and lush botanical gardens for a front row seat to paradise. The monthly fees at the Kona Islander Inn are designed for ultimate investor convenience, bundling nearly all carrying costs into a single, predictable structure. The monthly fees include: All Utilities: Electricity, AC, Water, Sewer, and Trash. Connectivity: High-speed Internet and Basic Cable TV. Resort Care: Maintenance of the pool, hot tub, BBQ areas, lush botanical grounds, and exterior building insurance. The long-term leasehold is secured through 2079, allowing over 52 years of ownership stability. This extended timeline offers the rare advantage of more flexible financing options and long-term security for your investment. Don't miss your chance to own the largest and most profitable condo in one of Kona’s most popular destination resorts.

75-5776 Kona Islander Inn Unit 208, KAILUA KONA

Listing courtesy of eXp Realty.

75-5776 Kona Islander Inn Unit 230, KAILUA KONA
$217,500
1 Baths ⋅ 728601 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Retro Vibes & Modern Comfort: Your Kona Escape Awaits Step back in time without sacrificing a single modern luxury. This fully renovated gem captures the soul of "Old Hawaiiana," blending nostalgic island charm with the sleek, high-end finishes today’s traveler expects. Whether you’re here to chase sunsets or crush a business meeting, this is the ultimate home base in the heart of Kailua-Kona. The Space: Where Heritage Meets High-End Every inch of this retreat has been thoughtfully redesigned to evoke the golden era of the islands. Think tropical textures, rich woods, and curated decor that tells a story—all while enjoying the crisp, quiet chill of a brand-new split AC system. Island-Inspired Design: A seamless blend of vintage aesthetic and contemporary comfort. The Lanai: Your private front-row seat to paradise. Sip your morning Kona coffee while overlooking the sparkling resort-style pool and bubbling hot tub. Location: The Heart of the Action Forget the long commutes. Located in the vibrant center of Kailua-Kona, you are mere minutes away from: Alii Drive: Famous for its oceanfront dining, local boutiques, and historical sites. Beaches & Mantas: Quick access to the island’s best snorkeling spots and white sand beaches. Business Ready: Fast Wi-Fi and a central location make it a breeze for those visiting for work. This isn't just a place to stay; it's a curated Hawaiian experience. From the vintage charm to the ice-cold AC, we’ve thought of everything so you don’t have to.

75-5776 Kona Islander Inn Unit 230, KAILUA KONA

Listing courtesy of eXp Realty.

75-5776 Kuakini Hwy Unit 341, KAILUA KONA
$219,000
1 Baths ⋅ 726388 MLS ⋅ ['Leasehold'] Tenure ⋅ Kona Islander Inn BLDG.
This is a leasehold property. Welcome to 75-5776 Kuakini Hwy #341, a beautifully remodeled turn-key studio perfectly positioned in the heart of downtown Kailua-Kona. Offering convenience, comfort, and excellent flexibility, this unit is ideal as a full-time residence, second home, or vacation rental when you’re not on island. Enjoy immediate access to Kona’s best dining, shopping, beaches, and entertainment just steps from your door. The location alone adds tremendous value—providing the convenience of urban amenities paired with the relaxed island lifestyle that makes Kona so desirable. Inside, the studio features a smart, efficient layout with modern finishes and a clean, contemporary feel. The recent remodel enhances both style and functionality, making it a great fit for a single professional, couple, or investor seeking a low-maintenance property. The private lanai overlooks lush tropical landscaping and is a peaceful place to relax. Just a short walk brings you to the ocean and nearby beach access—an excellent vantage point for watching the world-famous Ironman competition, spotting whales and dolphins offshore, or simply enjoying Kona’s vibrant coastal atmosphere. Proximity to parks, ocean activities, and outdoor recreation further boosts rental appeal. Experience effortless Hawaiian living in this remodeled, fully furnished studio—a perfect gateway to the Kona lifestyle.

75-5776 Kuakini Hwy Unit 341, KAILUA KONA

Listing courtesy of Coldwell Banker Island Properties - Kona.

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