Vacation rentals in Kahaluu-Keauhou, HI with a pool

Explore 59 vacation rentals, homes, and villas with pools in Kahaluu-Keauhou, HI for your next getaway or business trip. Step outside to your own private or shared pool and into a home filled with premium amenities such as Air Condition Homes, Homes with Free Parking and Homes with hot tub. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. With options starting as low as $103 per night and homes offering up to 15 bedrooms and 12 bathrooms, it's easy to book a comfortable, personalized stay. You'll also have access to high-speed Wi-Fi and 24/7 local support, creating a more secure, connected atmosphere for your trip. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, so each trip's more rewarding than the last. Book your next poolside escape with Homes & Villas by Marriott.

59 Homes with Pools in Kahaluu-Keauhou

Manukai Hale

Kailua Kona, Hawaii, US
3 Bedrooms 8 Guests
Aug 20 - 23
$852 night

Welcome to Manukai Hale by Gather, a beautifully updated 3-bedroom, 3-bathroom retreat located along the scenic Manukai Street in Kailua Kona, Hawai‘i. Blending modern luxury with charming Boho styling, this home offers a bright, open floor plan and captivating golf course views—perfect for families and groups seeking a serene island escape. What You’ll Love About Manukai Hale • Private pool framed by lush tropical landscaping and golf course vistas • Spacious open layout with modern Boho-inspired interiors • Split air conditioning throughout for ideal comfort • Peaceful outdoor dining area with BBQ and serene pool views • Prime location near Heeia Bay and Keauhou Shopping Center Living & Dining Step inside to find a bright, airy living area with vaulted ceilings and natural light pouring through large windows. Comfortable sectional seating surrounds the Smart TV, creating a perfect setting for relaxation or movie nights. The open layout flows seamlessly into the dining area, which comfortably seats six and opens to the lanai for effortless indoor-outdoor living. Chef-Ready Kitchen Designed for both function and style, the kitchen features sleek stainless steel appliances, generous counter space, and a central island that doubles as a breakfast bar. Whether you’re brewing morning Kona coffee or preparing a full meal after a day by the beach, this kitchen provides everything you need to feel at home. Outdoor Oasis Manukai Hale’s private yard offers an inviting sanctuary for relaxation. Cool off in the sparkling pool, enjoy grilled meals at the BBQ, or unwind on the lanai with dinner al fresco beneath the island sky. The back deck overlooks the manicured golf course, creating a tranquil atmosphere perfect for evening gatherings or quiet reflection. Sleeping Quarters • Primary Bedroom – King bed, ensuite bath, private deck, split A/C, ceiling fan, and golf course view • Guest Bedroom 2 – Queen bed, ensuite bath, split A/C, ceiling fan • Guest Bedroom 3 – Queen bed, shared full bath, split A/C, ceiling fan Extras The home is equipped with modern comforts including high-speed Wi-Fi, Smart TV, washer and dryer, and ceiling fans throughout. Beach essentials such as towels, chairs, and a starter kit of amenities ensure a seamless arrival. For families, please note the pool depth of approximately six feet—children must be supervised at all times. Resort / Community Highlights Located just a short stroll from Heeia Bay, this home offers easy access to snorkeling, seaside walks, and beach park adventures. The nearby Keauhou Shopping Center features restaurants, boutique shopping, a weekly farmer’s market, and a movie theater—ensuring convenience and local flavor throughout your stay. Nearby • Walk to: Heeia Bay and Keauhou Shopping Center • Short drive to: Kailua Kona’s dining, historic sites, and beaches Good to Know • Guests traveling with children must monitor them around the pool and surrounding pathways • Equipped with safety features including smoke detectors and a first aid kit • 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-PL-STVR-2024-001024 • TA-182-238-5664-01 • TMK 780200240000 Reserve your stay at Manukai Hale by Gather and experience the perfect blend of comfort, luxury, and island serenity—your private Kona oasis awaits.

Mai Tai Manor

Kailua Kona, HI, US
3 Bedrooms 8 Guests
Sep 4 - 7
$871 night

Framed by swaying palms and vibrant island greenery, this 3-bedroom, 3.5-bathroom estate sleeps up to eight guests across a main home and a detached ohana guest house. Light pours through expansive windows. Vaulted wood ceilings glow at sunset. Indoors and outdoors feel beautifully connected. Whether you are traveling as families, couples, or digital nomads seeking a longer Kona stay, this inviting vacation home alternative offers space, privacy, and effortless island living just moments from the harbor. What You’ll Love About Mai Tai Manor • Private resort-style saltwater pool with tranquil water features • Detached ohana guest house for added privacy • Expansive covered lanai overlooking lush tropical landscaping • Vaulted wood ceilings and warm mid-century architecture • Minutes to Keauhou Bay manta ray dives and ocean adventures Living & Dining The open concept living area is bright and welcoming, framed by rich wood walls and polished floors. Oversized windows invite in garden views and soft trade winds. Gather for movie nights on the smart TV or settle into the lounge seating after a day in the sun. The dining area flows seamlessly onto the lanai, making indoor-outdoor entertaining feel natural and easy. Chef-Ready Kitchen The fully stocked kitchen features generous counter space, modern appliances, and everything needed for casual breakfasts or sunset dinners. Prep fresh island fruit, brew Kona coffee, and dine inside or under the covered lanai. Outdoor Oasis The heart of the property is the private saltwater pool, designed as a peaceful tropical retreat. Gentle water features create a calming soundtrack. An expansive pool deck is surrounded by palms, flowering plants, and lava rock accents for privacy. Swim in the morning light. Unwind beneath the stars. A spacious lanai overlooks the pool and offers comfortable outdoor dining and lounge seating, ideal for sunset cocktails and slow island evenings. Sleeping Quarters • Primary Bedroom: King bed, garden view, ceiling fan, split A/C • Second Bedroom: Queen bed, balcony/deck access, ceiling fan, split A/C • Third Bedroom: Queen bed, garden and mountain views, ceiling fan, split A/C • Detached Ohana Guest House: Queen bed, private entrance, full bathroom Each space feels warm and restful, with wood ceilings, soft light, and garden views. Extras Thoughtful conveniences make your stay seamless, including a washer and dryer, a smart TV, high speed wifi, and free on-site parking. An outdoor shower offers a refreshing rinse after beach days, while a private entrance and spacious lanai enhance the sense of comfort and privacy. Energy-efficient split and ductless A/C systems throughout the home ensure cool, comfortable interiors year-round. Nearby Just moments from Keauhou Bay, guests enjoy convenient access to manta ray night diving, snorkeling, kayaking, boating, and paddleboarding. Explore the Kona coast by day and return to your own private oasis. Kona International Airport (KOA) is an easy drive away, making arrivals and departures seamless. Good to Know • This property does not have the capability to charge electric vehicles. Guests with electric vehicles will need to arrange charging off-site. • TAT: TA-106-428-5696-01 • TMK / Parcel ID: 3781286 • PL-STVR-2026-001293 If you are seeking a short-term rental that balances privacy, character, and proximity to Kona’s most sought-after ocean experiences, Mai Tai Manor is ready to welcome you.

KE264 Keauhou Lani

Kailua Kona, HI, US
4 Bedrooms 8 Guests
Aug 27 - 31
$1,229 night

Welcome to Keauhou Lani, an exquisite private residence located in the desirable gated community of Keauhou Estates. Step into the grand entry of Keauhou Lani’s 4 bedroom, 3.5 bathrooms, 4,750 sq. ft. home plus, 1,700 sq. ft. covered lanai complete with views of Keauhou Bay and Kona.  The Country Club’s “Mountain" golf course is situated just below our pool, but not to worry, the course has been closed for years and expect lots of privacy and peace & quiet. The house is positioned at an ideal 400 ft. elevation for sunshine and comfortable trade winds. Amenities include the splendid pool & spa, custom furnishings, beautifully crafted wooden ceiling enclaves and a lower level private primary bedroom, where you may be tempted to hideaway and soak in the tub at the end of your day. The gourmet indoor kitchen is a Chef’s dream with granite countertops, cherry cabinets and all the tools you need to make a simple meal or an epicurean delight. LUVA Concierge can secure a private Chef for you and your guests. The lanai features ample covered dining space for eight people and outdoor seating areas for cocktails and conversation for up to 12. The amazing primary suite features a king size bed, walk-in closet, and soaking tub. Located on the lower level floor, the primary suite is completely private from the rest of the home with it’s own lanai. The second, third and fourth bedrooms are located on the third floor. Bedroom #2 features a king size bed and has its own private bathroom while bedrooms #3 and #4 each contains a queen size bed and share a bathroom. From the top floor, there is a separate entrance with access to the pool and lanai areas, as well as the driveway, making for convenient luggage transfer. Space Primary Suite: King bed, TV, air conditioning, ensuite bathroom with double sinks, walk-in shower, and soaking tub. Includes a large walk-in closet, laundry room, and lanai access. Junior Suite: King bed, TV, air conditioning, ensuite bathroom with double sinks and walk-in shower, plus closet space. Bedroom 3: Queen bed, air conditioning, closet, and private lanai. Bedroom 4: Queen bed, air conditioning, closet, and beautiful views of Keauhou Bay. Tri-level upgraded home. The main level features a cozy den with a TV and a spacious laundry room. . Large covered wrap around lanai 1,700 sf. ft. Gated community with guard Fully equipped - Kitchen equipped with basic appliances, kitchenware, tableware, and much more. - Grill on lanai - Cleaning products - Linens: bedding, kitchen, and bathroom - Beach towels - Beach accessories - Air conditioning in bedrooms - Ceiling fans throughout - Free internet, WiFi, satellite TV - Private Pool - Private Hot tub - Parking on property Experience Area Kona / Keauhou Located in the sunny Kailua-Kona district, just minutes from Keauhou Bay, this area is known for its clear waters, rich Hawaiian history, and endless outdoor adventures. Explore nearby landmarks like Hulihe‘e Palace and Ahu‘ena Heiau, or visit local Kona coffee farms for a taste of the island’s famous brew. Enjoy world-class snorkeling, diving, kayaking, and manta ray night swims, or dine oceanfront along Ali‘i Drive while watching the sunset. Other things to note: All LUVA Vacation Rentals are professionally cleaned, with enhanced cleaning protocols to ensure guests can vacation with confidence. Guests receive a personal LUVA greeting upon arrival. A signed rental agreement with LUVA Real Estate is required upon booking. Each stay includes a LUVA starter kit with essentials for the kitchen, bathrooms, and laundry room. Guests are welcomed with a special “Aloha” gift upon arrival. LUVA serves as your on-island contact — available before, during, and after your stay to ensure a seamless Hawai‘i vacation experience. -->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 Season is non-refundable, non-changeable. State of Hawaii Registration Numbers: STVR-19-353-743 / NUC-19-0692 / PL-NUCR-2022-001166

Holua Kai #26

Kailua-Kona, HI, US
3 Bedrooms 10 Guests
Aug 28 - 31
$1,098 night

Holua Kai #26 is a two-story, plantation-style retreat in the gated Holua Kai at Keauhou community, overlooking the 2nd hole green of the Kona Country Club’s Makai Golf Course with glimpses of the Pacific from its expansive covered lanai. This 2,685-square-foot residence blends refined indoor comfort with vibrant outdoor living, complete with a private infinity-edge pool, spa, and sunset views that turn every evening into an event. What You’ll Love About Holua Kai #26 * Golf course and ocean views from the lanai and upstairs suite * Private infinity-edge pool and spa for year-round enjoyment * Gourmet kitchen with Bordeaux Dream granite and GE Pro appliances * Primary suite with soaking tub, dual vanities, and private balcony * Access to tennis and pickleball courts, day or night (fee applies) Living & Dining Floor-to-ceiling sliders frame a view of swaying palms and manicured greens, drawing you to the lanai where plush seating invites lingering. Indoors, the open-plan living area features coastal-inspired décor, ample seating, and a Smart TV for relaxed evenings. A formal dining space near the kitchen captures natural light and lush garden views. Chef-Ready Kitchen The kitchen is a showpiece, with Bordeaux Dream granite countertops, solid wood cabinetry, and stainless steel GE Pro appliances, including a wine fridge. A generous island with bar seating is ideal for casual breakfasts before a day on the water or course. Outdoor Oasis The covered lanai extends into a private backyard anchored by an infinity-edge pool and spa, set against golf course greens and the Pacific beyond. Multiple seating areas—some shaded, others sun-kissed—create spaces for quiet reading or lively group meals. The outdoor dining table seats eight, and a built-in grill makes hosting effortless. Sleeping Quarters * Primary Suite – King bed, ensuite bath with soaking tub, walk-in shower, split vanities, private lanai, ocean and garden views * Guest Bedroom 2 – Queen bed, mountain view, shared bath * Guest Bedroom 3 – King bed, ensuite bath, garden view * Office – Double daybed * Upstairs Living Room – Three twin beds Extras Central A/C, high-speed Wi-Fi, washer/dryer, beach gear, wine fridge, and private garage parking. Resort / Community Highlights Guests have access to 7 private tennis courts (5 lighted) and 20 pickleball courts (8 lighted), with court rentals and open play available for a fee. Membership options are offered for extended access. Nearby Walk to the Kona Country Club’s Makai Golf Course and Holua Kai’s racquet facilities. A short drive takes you to Keauhou Bay for boating and manta ray night dives, Kahaluʻu Beach Park for snorkeling, and Kona’s shops, dining, and historic sites. Scenic drives along Ali‘i Drive await. Good to Know * Tennis/pickleball court rentals: $25/hour per court for non-members; drop-in pickleball play $10/person per session. Membership options available. For Saturday Round Robin pickleball, sign up by Friday 7 PM at the Big Island Rogue Pickleball Hui site. Pickleball Update (Effective September 15) To help us keep Holua Kai’s racquet facilities in great condition for everyone, a few updates are being introduced this fall: * Open Play Sessions: Non-member drop-in rates will adjust from $10 to $15 per person, per session. Punch Cards: * 7-punch card: $90 (saves $15). * 10-punch card: $120 (saves $30). * Punch cards are valid for Open Play only (not reservations). * Court Reservations: Tennis and pickleball reservations remain unchanged at $10 per person, per hour. * Sign-In: For smoother check-ins, all guests will use a quick QR code sign-in. * Members: simply enter your name. * Non-members: name plus phone number (and email if requested). These updates allow Holua Kai to maintain vibrant, well-managed facilities — ensuring you and fellow players can enjoy high-quality courts and a thriving pickleball community year-round. * 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-024-144-9472-01 * STVR#: 21-458833 * TMK: 780230260000 Reserve your dates now and experience Holua Kai #26’s blend of island elegance and modern comfort.

Island Oasis

Kailua Kona, HI, US
3 Bedrooms 6 Guests
Aug 25 - 29
$1,133 night

Welcome to Island Oasis by Gather, a panoramic ocean-view retreat in the exclusive gated community of Keauhou Estates. This 2,890-square-foot home blends seamless indoor-outdoor living with elevated comfort. With three bedrooms and three bathrooms, it accommodates up to six guests for a refined Kona Coast escape. What You’ll Love About Island Oasis • Expansive ocean views of Keauhou Bay and the Kona Coast • Private heated infinity pool, spa, and putting green • Chef’s kitchen with commercial-style gas range and griddle • Large sliding doors for effortless indoor-outdoor flow and lanai dining • All bedrooms feature ensuite bathrooms for added privacy Living & Dining Relax in the airy great room where wide sliders invite trade winds and natural light. The elegant dining table seats six, creating a welcoming hub for shared meals, conversation, and sunset views. Chef-Ready Kitchen Create with confidence in the gourmet kitchen featuring high-end appliances, two prep islands, dual sinks, alder cabinetry, Bordeaux granite, and a professional gas range. A breakfast bar offers casual seating for four. Outdoor Oasis Unwind on the covered lanai or slip into the heated infinity-edge pool and spa overlooking the Pacific. Rinse off in the heated outdoor shower, fire up the BBQ for island cookouts, or practice on the private putting green—surrounded by lush tropical landscaping. Sleeping Quarters • Primary Suite – King bed, ensuite bath with soaking tub and walk-in shower, lanai access, ocean views • Guest Suite 2 – King bed, ensuite bath, garden access • Guest Suite 3 – Queen bed, ensuite bath Extras • Central A/C • Full-size washer and dryer • High-speed Wi-Fi • Beach gear including towels and chairs Nearby Walk • Local dining, shops, and galleries in Kailua-Kona Short Drive • Keauhou Bay and nearby beaches • Kona Country Club Golf Course • Kaloko-Honokōhau National Historical Park • Ahu‘ena Heiau and cultural sites along Ali‘i Drive Island Oasis is the perfect home base for exploring Kailua-Kona’s cultural landmarks, decadent dining, and breathtaking natural wonders. Catch a glimpse of sea turtles surfacing at Kaloko-Honokōhau National Historical Park, or visit Ahu‘ena Heiau, a sacred temple rebuilt by King Kamehameha I. Travel up the Kona Coast to enjoy wine bars, Pacific Rim restaurants, and unforgettable sunsets from oceanfront patios. The entertainment options are endless in this lush, diverse, and scenic part of Hawaii. Good to Know • Located in the gated community of Keauhou Estates • Regular pool and spa maintenance occurs every Wednesday between 8 AM and 4 PM to ensure cleanliness and proper upkeep • 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-213-931-4688-01 • STVR 19-344663 / NUC-19-0265 / PL-NUCR-2025-003210 • TMK: 780211350000 Reserve your stay at Island Oasis by Gather and savor sweeping sunsets, ocean breezes, and the effortless rhythm of Kona’s island life.

Kona Koa House

Kailua Kona, HI, US
3 Bedrooms 8 Guests
Aug 26 - 29
$1,234 night

Escape to Kona Koa House by Gather, a stunning 3-bedroom plus bonus room, 3-bath vacation home set within the prestigious Keauhou Estates gated community in Kailua Kona, Hawai‘i. Perched 500 feet above sea level, this luxurious single-level retreat spans nearly 3,000 square feet and embraces panoramic ocean views, soothing trade winds, and the relaxed elegance of island living. What You’ll Love About Kona Koa House • Heated infinity-edge pool with 180-degree ocean views • Expansive indoor-outdoor design with full outdoor kitchen and bar • Peaceful, private setting within a 24-hour guard-gated community • Newly added air conditioning in all sleeping areas as of December 2025 • Optional pool safety fence available for families with young children Living & Dining Step into a spacious great room where vaulted ceilings, panoramic glass sliders, and cool tile floors create a breezy, light filled atmosphere. The open floor plan blends the living, dining, and kitchen areas perfect for family gatherings or relaxed evenings at home. Plush seating invites you to unwind with sweeping ocean vistas, while the dining area offers a comfortable space for up to eight guests. Chef-Ready Kitchen Designed for the passionate cook, the gourmet kitchen features granite countertops, stainless steel appliances, and custom cabinetry. Every detail from cookware to small appliances has been thoughtfully selected for convenience and enjoyment. Outdoor Oasis The expansive covered lanai embodies the essence of Hawaiian indoor-outdoor living. Sip morning coffee with ocean views, grill fresh island fish on the built-in BBQ, or enjoy alfresco dinners beneath the stars. The infinity-edge pool appears to flow seamlessly into the Pacific, creating a tranquil space to unwind. A private putting green and tropical landscaping complete this island sanctuary. Sleeping Quarters All bedrooms and sleeping spaces now feature individual air conditioning for customized comfort. • Primary Suite – King bed, ensuite bath with soaking tub, walk-in shower, dual vanity, and lanai access • Guest Bedroom 2 – King bed, patio access, shared full bath • Guest Bedroom 3 – Queen bed, garden views, shared full bath • Bonus Room – Queen bed, workspace, and convenient access to full bathroom Extras This home includes high-speed Wi-Fi, in-home laundry, ceiling fans throughout, luxury bath amenities, and beach gear including chairs, towels, and umbrellas. Families traveling with children can request a removable pool safety fence (installation fee applies). Resort / Community Highlights Located in Keauhou Estates, one of Kona’s most exclusive gated communities, guests enjoy privacy, security, and easy access to island adventures. Keauhou Bay is only five minutes away for snorkeling, kayaking, and Manta Ray tours, while nearby golf courses, hiking trails, and the Keauhou Shopping Center offer endless recreation, shopping, and dining options. Nearby • Walk to: Keauhou Shopping Center (restaurants, groceries, and weekly farmer’s market) • Short drive to: Keauhou Bay, Kona Country Club, beaches, and historic Ali‘i Drive Good to Know • Sleeps up to 8 guests • Optional pool safety fence available (additional fee applies) • Air conditioning in all sleeping areas. • Minimum stay requirements apply • 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. • Professionally managed by Gather for a seamless guest experience • STVR-19-361478 • TA-208-067-5328-01 • TMK 3780211360000 Reserve your stay at Kona Koa House by Gather and experience an extraordinary blend of privacy, comfort, and breathtaking ocean views your Big Island paradise awaits.

Hahalua Bay Villa

Kailua-Kona, HI, US
4 Bedrooms 16 Guests
Aug 20 - 25
$3,477 night

Hahalua Bay Villa, also known as Manta Ray Bay Villa, is an iconic oceanfront estate set directly on the shoreline of Keauhou Bay in Kailua-Kona. Framed by lava rock, tropical gardens, and the ever-changing blues of the Pacific, this private retreat offers a rare combination of scale, craftsmanship, and connection to the rhythms of island life. From sunrise canoe launches in the harbor to golden sunsets over the water, every day here unfolds at nature’s pace. What You’ll Love About Hahalua Bay Villa • Prime oceanfront setting overlooking Keauhou Bay and harbor activity • Nearly one acre of gated grounds with exceptional privacy • 40+ ft oceanfront swimming pool heated year-round to approximately 84°F • Sunset-facing hot tub and expansive outdoor living areas • Dramatic 20-foot vaulted ceilings with custom wood detailing Living & Dining The main living pavilion is defined by soaring vaulted ceilings and exquisite wood craftsmanship that immediately grounds the home in its Hawaiian setting. Retractable screens and louvered doors dissolve the boundary between inside and out, inviting ocean breezes, birdsong, and the gentle sound of waves. Multiple seating areas make it easy for large groups to gather, relax, or spread out, while the open flow keeps everyone connected. The dining area is positioned to take full advantage of the ocean backdrop, creating a memorable setting for shared meals, celebrations, and long conversations that stretch into the evening. Chef-Ready Kitchen Designed for both everyday ease and entertaining, the kitchen offers generous counter space, quality appliances, and seamless access to indoor and outdoor dining areas. Whether preparing fresh island fish or hosting a catered dinner, the layout supports effortless group living. Outdoor Oasis Outdoor living is the heart of Hahalua Bay Villa. A striking oceanfront pool stretches more than 40 feet along the shoreline and is comfortably heated to approximately 84°F, allowing guests to enjoy the water day or night. The pool features a shallow entry area ideal for children and an 8-foot deep end for confident swimmers. Nearby, the hot tub is perfectly positioned for sunset views and stargazing. Lush tropical landscaping surrounds the property, enhancing privacy while maintaining open sightlines to the water. Direct shoreline access is available for experienced ocean swimmers, conditions permitting. Sleeping Quarters Sleeping accommodations are thoughtfully arranged across multiple wings and levels to maximize privacy. The home is marketed as a four-bedroom residence per county record, with additional designated sleeping areas that allow the estate to comfortably host larger groups. • Primary Suite – California king bed, ensuite bath, ocean and garden views, private lanai, central A/C • Guest Bedroom 2 – California king bed, ensuite bath, ocean and garden views, lanai access • Guest Bedroom 3 – California king bed, ensuite bath, garden views, lanai access • Guest Bedroom 4 – Two queen beds, ensuite bath, central A/C • Additional Sleeping Areas – Multiple queen and double configurations with ensuite or Jack-and-Jill baths, some with exterior access and lofted layouts Exclusive Concierge Credit for Extended Stays Imagine returning to your villa after an exciting day touring the island to find your favorite wine breathing on the counter, our preferred chef, Chef Catherine, quietly preparing your dinner in the kitchen, or the massage table already set up on the terrace overlooking the sunset. Your ten-night reservation includes $2000 toward personalized services that transform ordinary moments into memories. From a personally stocked refrigerator to paddleboards delivered silently at dawn, a waiting yacht, a manta ray snorkeling excursion with Hahalua Bay Villa views, or golf transportation. Each service is thoughtfully coordinated to match individual preferences, ensuring a stay that is both effortless and unforgettable. These services are offered at an additional cost and are subject to availability. Advance booking is recommended to ensure a seamless experience. Extras • Central air conditioning in all sleeping areas • Private fitness room with treadmill, stationary bike, free weights, and yoga mats • High-speed Wi-Fi throughout • Gated entry and off-street parking Nearby Hahalua Bay Villa sits moments from the heart of Keauhou, home to calm-water snorkeling, paddle sports, and the world-famous manta ray night dives. A short drive brings you to Keauhou Shopping Center, local dining, golf courses, and the historic charm of Kailua-Kona village. Kona International Airport (KOA) is easily accessible for smooth arrivals and departures. Good to Know • Ocean access and swimming are tide and condition-dependent. • The pool is heated and maintained at approximately 84°F for guest comfort. • Introductory rates have been applied for a limited period and are valid through March. Future bookings may reflect updated pricing. • This estate accommodates large groups while maintaining privacy. • County records require the home to be marketed as a four-bedroom residence. • 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. • TAT ID: TA-016-965-3760-01 • TMK: 780120020000 • STVR: 19-368262 Reserve Your Stay From legendary manta ray encounters to peaceful mornings overlooking Keauhou Bay, Hahalua Bay Villa offers a setting that brings people together in comfort, beauty, and ease. Reserve your dates now and experience one of the most distinctive oceanfront estates on the Big Island.

Hale Nai’a

Kailua Kona, HI, US
3 Bedrooms 6 Guests
Sep 26 - 29
$1,304 night

Set within the gated enclave of Keauhou Estates, Hale Nai’a is a striking oceanview retreat where architecture, art, and horizon-wide vistas take center stage. From its dramatic entry to the infinity-edge pool overlooking Keauhou Bay, this private home delivers a confident sense of island living designed for connection, comfort, and unforgettable sunsets. Expansive sightlines frame the Pacific from nearly every room, while cooling trade winds move naturally through clerestory windows. Polished fossilized Portuguese limestone floors ground the home in timeless style. With more than 4,000 square feet of open living space, the layout balances grand gathering areas with quiet privacy, ideal for couples traveling together or families with older children. What You’ll Love About Hale Nai’a • Panoramic ocean views stretching from Keauhou Bay past Kona Town • Infinity-edge heated lap pool and heated spa with sunset-facing lanai • Central Air Conditioning throughout the entire home • Sculptural entry water feature featuring life-sized bronze dolphins by Dale J. Evers • Open-concept great room with soaring ceilings and wet bar • Three private ensuite bedrooms, each with its own lanai Living & Dining The great room unfolds toward the outdoors, stepping down to the pool deck and ocean beyond. Comfortable seating invites long conversations, while the wet bar makes evening gatherings effortless. Wraparound windows keep the scenery present at every hour, filling the space with light, movement, and breeze. Chef-Ready Kitchen Designed for both casual mornings and elevated dinners, the gourmet kitchen features sleek cabinetry, granite countertops, stainless steel appliances, and generous prep space. An adjoining family room with expansive windows ensures ocean views remain part of every meal. Outdoor Oasis The expansive lanai anchors the home. An infinity-edge lap pool appears to merge with the Pacific below, paired with a heated spa positioned perfectly for sunset viewing. Whether dining outdoors or simply relaxing, the setting feels immersive and serene. Sleeping Quarters • Primary Suite – Cal King bed, Two Twin beds, ensuite bath, ocean and garden views, private balcony, central A/C, blackout drapes • Guest Suite 2 – Queen bed, ensuite bath, garden view, private balcony, central A/C, ceiling fan, blackout drapes • Guest Suite 3 – Queen bed, ensuite bath, garden view, private balcony, central A/C, ceiling fan, blackout drapes Extras • Central A/C throughout the home • Gated community with on-site security • Maximum of two vehicles permitted Nearby A short drive brings you to Keauhou Bay, Kona Country Club golf, snorkeling coves, oceanfront dining, and local markets. Kailua-Kona town is minutes away, with Kona International Airport (KOA) offering convenient island access. Good to Know • The home features multiple indoor and outdoor water elements that are not childproof. • No parties, gatherings, or events permitted. Noise monitoring with strict enforcement • No smoking or vaping anywhere on the property • Government-issued photo ID and credit card verification required prior to arrival • Temporary photos are shown. Professional photography is forthcoming to best showcase the home. • 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. • TA-176-876-4928-01 • TMK: 780210480000 • STVR-19-345633/NUC-19-0299 Reserve your dates at Hale Nai’a and settle into a refined Kona retreat where ocean views, thoughtful design, and privacy define the experience.

Kona Blue Vacations Holua Kai

Kailua Kona, HI, US
3 Bedrooms 6 Guests
Aug 24 - 28
$668 night

Kona Blue Vacations Holua Kai is a refined single-level retreat tucked within the private gates of Holua Kai in Kailua-Kona, perched along the manicured fairways of Kona Country Club. Blending island warmth with resort-inspired comfort, this 3-bedroom, 2.5-bath home features a private heated pool & spa, high-end finishes, and a seamless indoor-outdoor flow—just minutes from Keauhou Bay and Big Island adventures. What You’ll Love About Kona Blue Vacations Holua Kai * Private heated pool & spa framed by lush gardens and golf course vistas * Chef’s kitchen with granite counters, stainless appliances, & central island * Fully stocked adventure gear—kayaks, paddleboards, surfboard, snorkel sets * Central A/C, vaulted ceilings, and thoughtfully curated coastal décor * Close to Keauhou Bay, pristine beaches, shopping, dining, & boat tours Living & Dining The open-concept great room welcomes you with soaring ceilings, soft neutral tones, and comfortable seating that invites conversation and relaxation. Glass sliders open wide to the shaded lanai, letting in gentle breezes and garden views. A formal dining area seats six for shared meals, while the lanai’s dining table is perfect for sunset BBQs under the stars. Chef-Ready Kitchen Polished granite surfaces, rich wood cabinetry, and top-tier stainless steel appliances make cooking a pleasure. The large island doubles as a breakfast bar, perfect for morning Kona coffee or chatting with the chef as dinner sizzles. Outdoor Oasis Your private pool & spa are framed by swaying palms, vibrant tropical plantings, and golf course greens beyond. Loungers offer a sunny perch, while the shaded lanai provides cushioned seating for lazy afternoons. A private BBQ grill completes the alfresco experience. Sleeping Quarters * Primary Suite – King bed, lanai access, pool view, ensuite with soaking tub & walk-in shower * Guest Bedroom 2 – King bed, ceiling fan, central A/C * Guest Bedroom 3 – King bed, ceiling fan, central A/C Extras * Adventure gear: 2 kayaks, 2 paddleboards, 1 surfboard, snorkel sets, boogie boards, cooler, beach chairs & umbrella * Fitness items: free weights, yoga mat, foam roller * Indoor entertainment: board games, books, DVDs * Laundry room with washer & dryer Resort / Community Highlights Guests enjoy access to Holua Kai’s community pool and hot tub, plus nearby tennis & pickleball courts at Holua Racquet & Paddle (fee applies). Nearby Walk to Keauhou Bay for calm-water swims, paddleboarding, or boat excursions. A short drive takes you to Kua Bay and Makalawena Beach, Keauhou Shopping Center’s grocery, dining, and cinema, or historic Kona town. Don’t miss manta ray night dives and scenic coastal drives. Good to Know * Pickleball Update (Effective September 15) To help us keep Holua Kai’s racquet facilities in great condition for everyone, a few updates are being introduced this fall: * Open Play Sessions: Non-member drop-in rates will adjust from $10 to $15 per person, per session. Punch Cards: * 7-punch card: $90 (saves $15). * 10-punch card: $120 (saves $30). * Punch cards are valid for Open Play only (not reservations). * Court Reservations: Tennis and pickleball reservations remain unchanged at $10 per person, per hour. * Sign-In: For smoother check-ins, all guests will use a quick QR code sign-in. * Members: simply enter your name. * Non-members: name plus phone number (and email if requested). These updates allow Holua Kai to maintain vibrant, well-managed facilities — ensuring you and fellow players can enjoy high-quality courts and a thriving pickleball community year-round. * A mid-stay cleaning fee of $235 applies to stays of 14 nights or longer * 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. * Short-Term Vacation Rental License: STVR-20-399603 * Tax ID: TA - 177-167-8208-01 * TMK: 780230140000 Reserve your dates now and enjoy Kona’s sunshine, style, and island adventures in the comfort of your own private retreat.

Holua Kai #27

Kailua Kona, HI, US
3 Bedrooms 6 Guests
Aug 20 - 23
$980 night

Immerse yourself in the serene beauty of Holua Kai #27, a pristine home that seamlessly blends comfort with island elegance. This spacious 3-bedroom, 3-bathroom villa spans 2,372 square feet and invites you to savor both luxury and the peaceful backdrop of Kailua Kona. Enjoy your own private saltwater pool surrounded by lush landscaping, where gentle island breezes accompany stunning views of the Kona Country Club fairways. What You’ll Love About Holua Kai #27 • Private saltwater pool and spa overlooking the golf course • Open-concept great room with seamless indoor–outdoor flow • Luxurious primary suite with private lanai access • Gourmet chef’s kitchen with commercial-grade appliances • Tranquil setting in a gated community Living & Dining Experience a light-filled great room designed for both relaxation and entertaining. Large pocket doors open to the outdoor oasis, creating a natural extension of the living space. A stylish dining area seats six comfortably, transforming each meal into a special occasion enhanced by views and natural light. Chef-Ready Kitchen The modern chef’s kitchen is as functional as it is beautiful, featuring high-end finishes, a spacious island, and premium commercial-grade appliances. Step easily onto the lanai for alfresco dining. Whether brewing your morning espresso with the Breville Nespresso machine or preparing fresh island dishes, this kitchen is a culinary haven. Outdoor Oasis Step onto the expansive covered lanai, complete with comfortable seating for lounging or dining. Take a refreshing dip in the private saltwater pool or unwind in the spa while soaking in views of the golf course. Surrounded by lush tropical gardens, the outdoor space is ideal for relaxing afternoons or memorable evenings under the stars. Sleeping Quarters • Primary Suite – King bed, ensuite bath with free-standing soaking tub, private lanai access • Guest Bedroom 2 – King bed, ensuite bath, private lanai access • Guest Bedroom 3 – Twin beds convertible to a king, ensuite bath Extras Enjoy in-home amenities including central air conditioning, high-speed Wi-Fi, a full-size washer and dryer, smart TVs, and beach gear for your island adventures. Plush linens and thoughtful touches throughout ensure exceptional comfort. Resort / Community Highlights Guests have access to a luxurious community pool and hot tub, along with resort amenities such as golf, tennis, and scenic walking paths. The gated community provides an ideal balance of privacy and convenience. Nearby • Walk to local shops and restaurants • Short drive to beautiful beaches and downtown Kailua-Kona Good to Know • Holua Racquet and Paddle offers Open Pickleball Play for members and non-members, with a schedule that includes play sessions every day of the week, including a Saturday Round Robin. Non-members pay a drop-in fee per session ($10, increasing to $15 on September 15, 2025). Punch cards will also be available starting September 15: a 7-punch card for $90 and a 10-punch card for $120, valid only for Open Play. Court reservations for tennis and pickleball remain $10 per person, per hour. All guests must now use a QR code for sign-in. • 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-189-729-8432-01 • This property is a licensed short-term vacation rental. STVR-21-459061 • TMK: 780230270000 Experience the classic Hawaiian lifestyle and reserve your dates now at Holua Kai #27—your private slice of tropical paradise awaits.

Holua Moana Hale

Kailua Kona, Hawaii, US
3 Bedrooms 6 Guests
Nov 17 - 22
$1,336 night

Nestled within the private, gated community of Holua Kai in Kailua Kona, Holua Moana Hale offers a seamless blend of modern comfort and barefoot island luxury. Overlooking the rolling greens of Kona Country Club and the endless Pacific beyond, this two-story residence spans nearly 2,700 square feet of thoughtfully designed living space. Whether you’re here for golf mornings, coastal adventures, or slow afternoons by the pool, every detail is crafted for an inviting Big Island retreat. What You’ll Love About Holua Moana Hale * Private saltwater pool and spa with panoramic ocean views * Jack Nicklaus–inspired putting green for practice or play * Chef-ready kitchen with quartzite counters and wine fridge * Expansive covered lanai for sunset dining and lounging * Primary suite with soaking tub, ocean-view lanai, and ensuite bath * Whole-home water filtration and reverse osmosis system Living & Dining Open-concept interiors flow effortlessly between living, dining, and outdoor spaces. Gather in the great room, where custom pocket doors invite in natural light and sea breezes, or settle upstairs in the lounge for a cozy movie night. The dining area, set for eight, extends to the lanai where twilight meals unfold against Kona’s fiery sunsets. Chef-Ready Kitchen Designed for both beauty and function, the kitchen showcases quartzite counters, stainless appliances, a wine fridge, and thoughtful touches like a coffee bar and tropical tile backsplash. Spacious and fully stocked, it’s perfect for cooking together or indulging in takeout feasts from nearby Kona favorites. Outdoor Oasis Step outside to your private saltwater pool, bubbling spa, and outdoor shower, framed by tropical landscaping and wide ocean horizons. The covered lanai sets the stage for alfresco dining, while Sonos sound and ambient lighting create an easy evening rhythm. The putting green adds playful competition with the Pacific as your backdrop. Sleeping Quarters * Primary Suite – King bed, ensuite bath with soaking tub and walk-in shower, dual vanities, private lanai, ocean view * Guest Suite – King bed, ensuite bath, garden view * Guest Bedroom – King bed, mountain view, shared bath * Bonus Room – Two twin beds, ideal for children or extra guests Extras Enjoy the convenience of whole-home water filtration, reverse osmosis drinking water, Sonos speakers, dimmable lighting, and a full-size laundry room. Beach chairs, towels, and gear are included for island outings. Resort / Community Highlights Set within Holua Kai’s plantation-inspired enclave, guests have access to a community pool, hot tub, and shaded recreation areas. Tennis and pickleball are available nearby for a nominal fee, and the home sits adjacent to the Kona Country Club for world-class golf. Nearby * Walk: Kona Country Club golf, Holua Racquet Club, shoreline trails * Short Drive: Keauhou Bay for snorkeling and water sports, Kona dining and shopping, farmers markets, historic sites, hiking trails Good to Know * Community pickleball/tennis access requires a small fee * 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. * This property is a licensed short-term vacation rental (STVR #21-460902) * TA-039-641-1904-01 * TMK 780230170000 Reserve your dates now and let Holua Moana Hale be your private gateway to Big Island living at its most spectacular.

Holua Kai #32

Kailua Kona, HI, US
3 Bedrooms 6 Guests
Aug 20 - 24
$668 night

Holua Kai #32 offers a refined Big Island escape in Keauhou’s exclusive gated oceanfront community. Steps from championship golf and a short stroll to Keauhou Bay, this plantation-style home blends breezy indoor-outdoor living with panoramic coastal views, warm sunsets, and private resort-style amenities. What You’ll Love About Holua Kai #32 * Private pool and gated backyard oasis * Short walk to Keauhou Bay to snorkel or swim with manta rays * Spacious open floor plan with soaring ceilings * Pocket doors opening to a shaded lanai for seamless indoor-outdoor flow * Gourmet kitchen with granite counters and solid wood cabinetry * Access to tennis, pickleball, and community pool facilities Living & Dining An airy great room anchors the home, framed by high ceilings, elegant island-inspired décor, and floor-to-ceiling pocket doors that open to the lanai. The living area features plush seating and a 52" 4K TV with Blu-ray/DVD player, perfect for relaxed evenings. The adjacent dining space seats eight at a rustic wood table, ideal for lingering meals after a day of adventure. Chef-Ready Kitchen The gourmet kitchen offers generous counter space, granite surfaces, a breakfast bar for three, and stainless steel appliances. A full suite of cookware and small appliances makes home dining effortless, from fresh Kona coffee at sunrise to late-night snacks by the pool. Outdoor Oasis Step onto the covered lanai for morning coffee beside your private pool. The gated backyard provides a lush setting for sunbathing, al fresco dining, or simply listening to the palms sway in the ocean breeze. Sleeping Quarters * Primary Suite – Cal King bed, ceiling fan, central A/C, garden and pool views, ensuite bath with soaking tub, walk-in shower, and dual vanities * Guest Bedroom 2 – Queen bed, ceiling fan, central A/C, ensuite bath with shower/tub combo * Guest Bedroom 3 – Queen bed, ceiling fan, central A/C, ensuite bath with walk-in shower Extras Central A/C throughout, washer/dryer, 4K TVs in every room, Blu-ray/DVD player, Wi-Fi, and private parking. Resort / Community Highlights Enjoy Holua Kai’s outdoor lounge areas, ocean/sunset lookout, community pool and hot tub, and access to 7 tennis courts (5 lighted) and 20 pickleball courts (8 lighted). Nearby * Walk: Keauhou Bay, Keauhou Shopping Center (restaurants, movie theater, shops) * Short Drive: White Sands Beach Park, Kona Town shopping and dining, championship golf, snorkeling, diving, hiking, and the Ironman World Championship course Good to Know * Please note that 7 private tennis courts and 20 pickleball courts are available for guest use for an additional fee. Of those facilities, 5 tennis courts and 8 pickleball courts have lights. Court rentals are $25/hour per court for non-members. If you’d like to become a member of the Holua Kai community, the court rental fee will be waived. To book a private tennis or pickleball court, guests may call or text Holua Kai’s shop phone and share the day and time you plan to play. A member of Holua Kai’s community team will confirm availability. * Drop-in, Open Pickleball Play Schedule @ Holua Racquet and Paddle: Every drop-in play is open to members and non-members alike. Non-members pay $10 per session (increasing to $15 starting September 15, 2025). For example, if you join the 8 AM play and pay the session fee, an additional fee applies for the afternoon play. Weekly, monthly, and longer membership rates are available through Holua Kai’s shop. Schedule: * Sunday: 8 AM * Monday: 8 AM and 4 PM * Tuesday: 4 PM * Wednesday: 8 AM * Thursday: 4 PM * Friday: 8 AM * Saturday: 8 AM Round Robin Play (with The Big Island Rogue Pickleball Hui) * For more information or to sign up, please visit the Big Island Rogue Pickleball Hui website. Sign-up for Saturday play must be completed by Friday at 7 PM. Pickleball Update (Effective September 15) To help us keep Holua Kai’s racquet facilities in great condition for everyone, a few updates are being introduced this fall: * Open Play Sessions: Non-member drop-in rates will adjust from $10 to $15 per person, per session. Punch Cards: * 7-punch card: $90 (saves $15). * 10-punch card: $120 (saves $30). * Punch cards are valid for Open Play only (not reservations). * Court Reservations: Tennis and pickleball reservations remain unchanged at $10 per person, per hour. * Sign-In: For smoother check-ins, all guests will use a quick QR code sign-in. * Members: simply enter your name. * Non-members: name plus phone number (and email if requested). These updates allow Holua Kai to maintain vibrant, well-managed facilities — ensuring you and fellow players can enjoy high-quality courts and a thriving pickleball community year-round. * 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-075-222-0672-01 * This property is a licensed short-term vacation rental. STVR-19-378017 * TMK: 780230320000

Holua Kai #20

Kailua Kona, Hawaii, US
3 Bedrooms 10 Guests
Aug 20 - 23
$1,011 night

Holua Kai #20 welcomes you to a refined coastal retreat along the Kona Country Club’s Makai Golf Course, where sweeping ocean vistas meet the comfort of a gated, pedestrian-friendly community. Designed for both relaxation and connection, this two-story home blends generous indoor spaces with a saltwater pool, spa, and lanai living that flows seamlessly toward the sea. What You’ll Love About Holua Kai #20 * Expansive coastline views from multiple rooms and lanais * Saltwater pool and spa framed by tropical gardens Primary suite with soaking tub, walk-in shower, and dual vanities * Chef’s kitchen with granite counters and high-end appliances * Steps from Keauhou Bay, beaches, and Kona attractions Living & Dining The open-concept living area invites gathering with plush seating, smart TV, and walls of glass that frame the Pacific. Rich wood floors, ceiling fans, and curated art set a tone of relaxed sophistication. Adjacent, a dining table for eight overlooks lush landscaping and ocean blues. Chef-Ready Kitchen Granite counters, stainless appliances, and custom wood cabinetry define the kitchen, anchored by an island breakfast bar for four. From morning coffee to sunset pupus, the flow between kitchen, dining, and lanai keeps every meal social. Outdoor Oasis A 534-square-foot covered lanai extends your living space outdoors. Dine al fresco with the ocean on the horizon, lounge beside the saltwater pool, or sink into the spa as the day fades. Landscaped grounds provide both privacy and a sense of place. Sleeping Quarters * Primary Suite – King bed, ensuite bath with soaking tub, walk-in shower, dual vanities, ocean and golf course views, lanai access * Guest Suite 2 – Queen bed, ensuite bath, golf course view * Guest Suite 3 – Queen bed, ensuite bath * Office/Den – Sofa bed, French doors, workspace Extras * Central A/C * High-speed Wi-Fi * Washer/dryer *BBQ * Wine fridge *Beach gear Resort / Community Highlights Holua Kai offers a community pool, hot tub, and easy access to Keauhou Bay’s water activities. Tennis and pickleball courts are available for an additional fee, with both reserved and drop-in play options. Nearby Walk to Keauhou Bay for manta ray dives or launch a kayak. A short drive brings you to White Sands Beach, Kua Bay, and the Keauhou Shopping Center for dining, markets, and entertainment. Good to Know * Court rentals for non-members are $25/hour for tennis or pickleball. Drop-in play is $10/person per session. For more information or to sign up, please visit the Big Island Rogue Pickleball Hui website. Please note, you must sign up by Friday at 7 PM before the Saturday you are wanting to play. Membership options are available for extended stays; inquire with Holua Kai’s shop for details. Pickleball Update (Effective September 15) To help us keep Holua Kai’s racquet facilities in great condition for everyone, a few updates are being introduced this fall: * Open Play Sessions: Non-member drop-in rates will adjust from $10 to $15 per person, per session. Punch Cards: * 7-punch card: $90 (saves $15). * 10-punch card: $120 (saves $30). * Punch cards are valid for Open Play only (not reservations). * Court Reservations: Tennis and pickleball reservations remain unchanged at $10 per person, per hour. * Sign-In: For smoother check-ins, all guests will use a quick QR code sign-in. * Members: simply enter your name. * Non-members: name plus phone number (and email if requested). These updates allow Holua Kai to maintain vibrant, well-managed facilities — ensuring you and fellow players can enjoy high-quality courts and a thriving pickleball community year-round. * 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-184-419-1744-01 * This property is a licensed short-term vacation rental * PL-STVR-2023-000733 * TMK 780230200000. Reserve your dates now and make Holua Kai #20 your Big Island base, where every sunset is a front-row show and every day begins with the ocean at your door.

Hale Honu 2 Bedroom Home

Kailua Kona, HI, US
2 Bedrooms 8 Guests
Aug 20 - 25
$446 night

Welcome to Hale Honu, Experience elevated island living in this beautifully designed 2-bedroom, 3-bath ocean-view retreat, ideally located in sunny Kailua-Kona. Thoughtfully crafted to capture the essence of Hawaii, this home offers a seamless blend of modern comfort and relaxed tropical elegance. ​​​​​​​ At the heart of the home is a spacious open-concept design that flows effortlessly between indoor and outdoor living areas. Expansive openings invite natural light and ocean breezes throughout the space, creating an atmosphere that feels both airy and intimate. Whether gathering indoors or unwinding beneath the open sky - Every detail has been thoughtfully designed to bring people together. Step outside to your private pool, where tranquil ocean views provide the perfect backdrop for morning coffee, afternoon lounging, or evening relaxation after a day of exploring the island. The home’s multiple living spaces and three full bathrooms offer exceptional comfort and privacy, making it an ideal retreat for couples, friends, or small families seeking a more refined vacation experience. For scuba enthusiasts, the location is especially appealing—just moments from the ocean, making early dive departures effortless, with ample space to store and organize gear between adventures. Ideally situated just moments from a public beach and a short 10-minute drive to the lively heart of Kailua-Kona, the home offers a rare balance of tranquil privacy and effortless access to exceptional dining, boutique shopping, and ocean adventures. This is more than a place to stay—it’s a private sanctuary designed for those who appreciate thoughtful architecture, effortless indoor-outdoor living, and the timeless beauty of Hawaii. STVR-19-363269 TA-185-484-6464-01

Holua Kai #8

Kailua-Kona, Hawaii, US
3 Bedrooms 6 Guests
Sep 3 - 6
$707 night

Holua Kai #8 invites you to unwind in style within the private gated community of Kona Country Club Ocean Course. This elegant single-level home blends open, light-filled interiors with a private heated pool and lanai framed by lush golf course greens and distant mountain views. Just minutes from Keauhou Bay and Big Island adventures, it’s a serene retreat for up to six guests. What You’ll Love About Holua Kai #8 * Private heated pool with bench jets and golf course backdrop * Spacious lanai with outdoor dining &; lounge areas * Chef’s kitchen with premium appliances &; granite countertops * Luxurious primary suite with freestanding tub &; dual vanities *Access to community pool, hot tub &; racquet facilities Living &; Dining The open-concept great room welcomes you with rich wood tones, vaulted ceilings, and plush seating oriented toward sweeping golf course views. A large Smart TV anchors cozy movie nights, while sliding glass doors invite the island breeze. Adjacent is a bright dining space for six, perfect for leisurely breakfasts or candlelit dinners. Chef-Ready Kitchen Outfitted with stainless steel appliances, wide granite counters, and a central island with bar seating, the kitchen is ready for everything from quick smoothies to full-course feasts. Thoughtful touches like a rice cooker, blender, and coffee grinder make it easy to recreate your favorite island flavors. Outdoor Oasis Step onto the covered lanai to find multiple seating areas for lounging and dining. The heated pool shimmers beside manicured grass, offering a refreshing dip after a round of golf or a morning at the beach. Sleeping Quarters * Primary Suite – King bed, ensuite bath with freestanding tub &; shower, dual vanities, golf &; mountain views, lanai access * Guest Bedroom 2 – Queen bed, ensuite full bath * Guest Bedroom 3 – Queen bed, shared half bath Extras Central A/C, washer/dryer, Wi-Fi, beach towels, and secure parking are all included. Resort / Community Highlights Enjoy the community pool, hot tub, and access to 7 private tennis courts &; 20 pickleball courts (fees apply). Drop-in play and memberships available through Holua Kai’s racquet program. Nearby Keauhou Bay’s manta ray dives, snorkeling spots, and ocean tours are minutes away. Short drives bring you to Kona’s shops, restaurants, golf, and island trails. Good to Know *Court rentals are $25/hour for non-members; drop-in pickleball is $10/person per session. See Holua Kai’s shop for availability &; membership details. Pickleball Update (Effective September 15) To help us keep Holua Kai’s racquet facilities in great condition for everyone, a few updates are being introduced this fall: * Open Play Sessions: Non-member drop-in rates will adjust from $10 to $15 per person, per session. Punch Cards: * 7-punch card: $90 (saves $15). * 10-punch card: $120 (saves $30). * Punch cards are valid for Open Play only (not reservations). * Court Reservations: Tennis and pickleball reservations remain unchanged at $10 per person, per hour. * Sign-In: For smoother check-ins, all guests will use a quick QR code sign-in. * Members: simply enter your name. * Non-members: name plus phone number (and email if requested). These updates allow Holua Kai to maintain vibrant, well-managed facilities — ensuring you and fellow players can enjoy high-quality courts and a thriving pickleball community year-round. * 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. * TA-064-122-6752-01 * PL-STVR-2022-000523 *TMK 780230080000 Reserve your dates now and experience Big Island living at its most effortless.

Ohana le’ale’a

Kailua Kona, HI, US
3 Bedrooms 10 Guests
Aug 21 - 26
$1,000 night

Step into the beauty of island life at Ohana le’ale’a, a newly built 3-bedroom, 3.5-bath luxury estate in Kona that blends expansive indoor-outdoor living with sweeping Pacific views. With 3,180 square feet of refined design, a private pool and spa, and a game room built for entertaining, this retreat is crafted for families, couples, and friends seeking the ultimate Hawaii escape. What You’ll Love About Ohana le’ale’a * Panoramic ocean views with unforgettable sunsets * Private lanai with lap pool, spa, BBQ, and al fresco dining * Spacious great room with vaulted ceilings and island-inspired wood accents * Gourmet kitchen with high-end appliances and seating for 8 * Converted 3-car garage game room with bar, pool table, and ping pong * Convenient location near Keauhou Shopping Plaza and Ali’i Drive Living & Dining The open-concept great room invites you to gather beneath soaring ceilings, with plush seating oriented toward both the ocean horizon and a large smart TV. A wall of sliding glass doors opens to the lanai, where island breezes flow through, and vibrant sunsets paint the sky each evening. Chef-Ready Kitchen Anchored by a large granite island, the kitchen is fully outfitted with integrated stainless steel appliances, a wine fridge, and all the tools you need to prepare meals at home. Whether you’re cooking for two or ten, this space makes dining effortless and memorable. A formal dining table for eight sits adjacent, perfect for celebratory meals. Outdoor Oasis Your lanai becomes a private resort: swim morning laps in the pool, unwind in the spa, or dine al fresco while the sun sinks into the Pacific. Comfortable lounge seating, tropical landscaping, and a built-in BBQ create a seamless setting for both relaxation and entertaining. Sleeping Quarters * Primary Suite – King bed, futon, ensuite bath with soaking tub, dual walk-in showers, vanities, closets, plus twin sleeper sofa * Second Primary Suite – King bed, ensuite bath with walk-in shower, private location across the home * Guest Suite – Queen bed, two twin beds, ensuite bath, small office nook * Bonus Room – Queen bed, tropical décor, flexible sleeping space Extras * Converted garage game room with full bar, pool table, ping pong, and TV * Full laundry room with washer, dryer, and deep sink * Beach towels are provided * High-speed Wi-Fi and central air throughout the home Nearby Walk to Keauhou Shopping Plaza for dining, groceries, and entertainment, or drive just two miles to Ali’i Drive for oceanfront restaurants and cultural charm. Spend days at White Sands Beach in La’aloa Beach Park, tee off at nearby golf courses, or explore snorkeling, hiking, and water adventures the Big Island is known for. Good to Know * 7-night minimum during holiday periods (Christmas and New Year’s bookings have specific check-in/out rules) * Each room has its own A/C control (maintain between 70–80°F; please conserve energy by keeping doors/windows closed when in use) * 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. * This is a licensed short-term rental: STVR #19-358215 / NUC-19-0230 / PL-NUCR-2024-002537 * Hawaii Tax ID TA-213-652-3776-01 * TMK: 780210660000 Reserve your stay at Ohana le’ale’a today and discover a private Kona retreat where every sunset feels like it was painted just for you.

Kona Kanewa Home

Kailua-Kona, HI, US
4 Bedrooms 10 Guests
Aug 20 - 25
$1,036 night

Walk to Magic Sands Large Home w/ Private Pool, Hot Tub, Terrace & 2 W/Ds You need never leave this four-bedroom home to have a memorable vacation in Kailua-Kona, as you’ll have your very own outdoor pool, a private hot tub, and a picnic and grilling area on the terrace to enjoy in the Big Island sunshine. Yet this property also boasts an ideal location for beach-going and exploring, with Magic Sands Beach Park less than half a mile up the road. Scenically set among the palms and a few houses back from the ocean, this two-level home was designed to accommodate a crowd. There are small comforts and conveniences everywhere you look, from the two washers and two dryers on the back patio to the six TVs positioned throughout the house. Make yourself at home in the main living space on the second floor, offering exposed-beam ceilings, windows on three sides that frame tropical greenery, and an airy layout that’s only enhanced by opening the balcony doors. The living room has a pair of sofas and a big-screen TV and entertainment system, while the dining room table sits in the light and the breeze of the sliding glass doors. The kitchen has every essential appliance (including a double-door refrigerator and a dishwasher) and a peninsula breakfast bar for four. An additional kitchenette - with a refrigerator and a microwave - awaits downstairs in the family room. You’ll be able to spend your days or nights swimming in the outdoor pool, soaking in the hot tub, rinsing off in the outdoor shower, and manning the gas grill for barbecues on the terrace. Cap your evenings with DVD, Blu-ray, or Netflix favorites before retiring to one of the four bedrooms, each of which has blissful air conditioning for a restful night’s sleep. <b>Things to Know</b> Please be advised that the free WiFi can be spotty Full kitchen upstairs and a kitchenette (with a full-size refrigerator and a microwave) downstairs AC in each bedroom Two washers and two dryers on the back lanai Outdoor shower This property is managed by Heavenly Vacations by Casago. License number: 770170270000

Kona’s Shangri La

Kailua Kona, HI, US
5 Bedrooms 14 Guests
Aug 30 - Sep 2
$1,482 night

Perched directly above the blue curve of Lyman’s Bay, Kona’s Shangri La is a custom tri-level oceanfront retreat designed for families and groups seeking space, comfort, and effortless island living. Set along the iconic Ali‘i Drive coastline in Kailua-Kona, this 5-bedroom, 5-bathroom home brings everyone together with expansive glass walls, multiple indoor living areas, and inviting outdoor spaces anchored by a solar-heated pool, ocean-view hot tub, and dining at the water’s edge. What You’ll Love About Kona’s Shangri La • Tri-level oceanfront home with sweeping views of Lyman’s Bay • Solar-heated pool, ocean-view hot tub, and outdoor shower • Three full living areas and two complete kitchens for ultimate flexibility • Outdoor dining for 10 at the coastline • Steps to snorkeling, surf spots, beaches, and Ali‘i Drive attractions Living & Dining Across all three levels, floor-to-ceiling windows frame the ocean, bringing in natural light and gentle breezes. The living rooms on the second and third floors are designed for gathering, each offering plush seating, queen sleeper sofas, split A/C, ceiling fans, and seamless lanai access. Large glass panels open toward the coastline, creating uninterrupted sightlines to the water. Dining options are plentiful: indoors with panoramic views or outside beside the shoreline, where the sound of the surf becomes your backdrop. The eight-seat dining table on the second floor and the beachfront table for ten offer comfortable, view-rich places to share meals. Chef-Ready Kitchen Two fully equipped kitchens, located on the second and third levels, feature stainless steel appliances, full-size refrigerators, electric cooktops, microwaves, dishwashers, and cabinets stocked with kitchen essentials. With additional kitchenettes in the home, preparing group meals or simple beach-day snacks is easy and convenient. Outdoor Oasis Swaying palms and peaceful ocean sounds set the tone for this private outdoor space. Relax in the solar-heated pool, soothe in the ocean-view hot tub, or unwind on a lounge chair while taking in the colors of the Kona coast. Rinse off under the outdoor shower after a shoreline swim or surf session. The coastline-front dining terrace provides one of the home’s standout experiences: sharing meals just steps from the water as waves break along the lava rock. Sleeping Quarters • Primary Suite – Second Floor King bed, split A/C, ceiling fan, ensuite bathroom with dual vanities • Guest Bedroom 2 – Second Floor Queen bed, split A/C, ceiling fan, ensuite bathroom • Guest Bedroom 3 – Third Floor King bed, mountain view, split A/C, ceiling fan • Guest Bedroom 4 – Third Floor Queen bed, mountain view, split A/C, ceiling fan • Guest Bedroom 5 – First Floor Studio King bed and twin daybed, ocean view, lanai access, split A/C, ceiling fan, ensuite bathroom • Second Floor Living Room Queen sleeper sofa, ocean view, lanai access, split A/C, ceiling fan • Third Floor Living Room – Penthouse Level Queen sleeper sofa, ocean view, lanai access, split A/C, ceiling fan Extras • Elevator access to second and third floors • Private entrance on each level • Beach chairs and towels • Commercial-size washer/dryer • Smart TVs and high-speed Wi-Fi • Outdoor seating terraces on multiple levels • Pack and Play available • Jet tub, soaking tubs, and walk-in showers • Security cameras and enhanced safety features Nearby • Walk: Magic Sands Beach, Cafés and shops along Ali‘i Drive, Local farmers’ markets Hulihe‘e Palace • Short Drive: Pu‘uhonua O Hōnaunau National Historical Park, Two Step snorkeling Kona dining and shopping district, Golf courses and hiking trails Good to Know • This home is oceanfront. Always observe ocean safety and supervise children near the water. • Parking on-site. • 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-103697715201 • Hawaii STVR Registration: STVR-19-364715 • TMK: 760140070002 Reserve your dates now and experience oceanfront living at Kona’s Shangri La.

77-6386 Hale Alii Honu Kai

Kailua Kona, HI, US
3 Bedrooms 9 Guests
Aug 20 - 27
$3,706 night

*Inquiry Only* Hale Ali‘i Honu Kai is a stunning 5,000 sq. ft. retreat designed for ultimate relaxation and connection with nature. Soaring ceilings, panoramic ocean views, elegant shoji screens, and telescoping glass doors dissolve the line between indoor luxury and the natural world. Surrounded by lush tropical gardens, the home features a 50-foot lanai, a tranquil oceanside infinity pool, and multiple open-air gathering spaces—all leading to a rare 300-foot stretch of private oceanfront, offering breathtaking views at every turn. Escape to your own peaceful sanctuary, perfectly situated in the heart of Kona. Space Primary bedroom: Cal King / Office / Indoor, outdoor bath Bamboo studio: Cal King / Kitchen / Air- conditioning Ohana 2nd floor:  1 bedroom: Cal King, living room: Queen bed & Single day bed, 1 bathroom Expansive open-air dining and lounging space Japanese-inspired estate infused with rich Hawaiian heritage Lush, park-like grounds with the soothing soundtrack of the ocean Amenities: Gated, private Washer/dryer Security system Gourmet kitchen with commercial appliances Imu pit / prep area Park-like setting garden with a pavilion Outdoor dining 4 televisions including 56 inch HDTV media room Wall safe High speed wireless internet Secure gated parking Oceanside infinity pool Fully equipped Kitchen equipped with basic appliances, kitchenware, tableware, and much more. Grill on lanai Cleaning products Linens: bedding, kitchen and bathroom Beach accessories - Beach towels, beach chairs, umbrella, cooler and some sand toys Air conditioning (in Bamboo Studio) Free internet, WiFi Private Pool Experience Within walking distance - Snorkeling, Magic Sands Beach & Magic’s restaurant. Just 3 miles south is Kona Country Club, Golf, restaurant and lounge. Dramatic volcanoes only a short helicopter ride away. Stargazing on Mauna Kea is a favorite! Area Kailua-Kona / Keauhou Located just 8 miles south of Keahole-Kona Airport, the sunny Kona district is known for its crystal-clear waters and rich cultural heritage. Explore historic landmarks like Huliheʻe Palace, Mokuʻaikaua Church, and Ahuʻena Heiau, or immerse yourself in local traditions at signature events such as the International Billfish Tournament (August), Ironman World Championship Triathlon (October), and the Kona Coffee Cultural Festival (November). Spend your days snorkeling, diving, paddle boarding, or simply watching spinner dolphins and Hawaiian sea turtles glide along the shoreline. Stroll down scenic Ali‘i Drive for oceanfront dining, cocktails, and stunning sunsets. For a deeper taste of the island, tour Kona’s renowned coffee farms, vanilla farms, or even visit a unique seahorse farm. At the southern end of Kailua-Kona lies Keauhou Bay, the historic birthplace of King Kamehameha III. This coastal gem offers ideal conditions for swimming, kayaking, canoeing, snorkeling, and spotting graceful manta rays—perfect for those seeking adventure or peaceful connection with the ocean. Other things to note: All LUVA Vacation Rentals are professionally cleaned, with enhanced cleaning protocols in place to ensure our guests can relax and vacation with confidence. Personal greeting and orientation of Hale Alii Honu Kai on arrival day. Guests are required to sign a rental agreement with LUVA Real Estate. LUVA provides the basic household conveniences for the kitchen, bathrooms, and laundry room. A complimentary welcome gift awaits our guests upon arrival. Concierge services: upon request Parties, receptions, weddings, luaus, events and gatherings of any kind are strictly prohibited. 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! . *60 days cancelation policy. STVR-19-357217 GET / TAT : W26343683-01

Ho’oka’ana Hale

Kailua-Kona, HI, US
3 Bedrooms 6 Guests
Sep 8 - Oct 8
$374 night

Stunning tropical retreat near the beach with pool, views & spacious lanai Live the luxe life at the top of Alii Heights! Surrounded by colorful blooms and palm trees, find yourself waking up every day in paradise. Located in gorgeous Kailua-Kona this custom home boasts a great central location to many tropical amusements such as; Magic Sands Beach Park, Black Sand Beach, the Kona Country Club, Kaloko-Honokōhau National Historical Park, and of course, delicious, authentic Hawaiian food, and shopping! At your retreat, you’ll be mesmerized by the effortless flow between indoor and outdoor living. Inside, discover a sprawling open floor plan. The main living area, dining area, and kitchen, all seamlessly blend together as one. Here, you can relax in the home’s central air-conditioning on the plush seating. Or, you can practice your culinary skills in the gleaming dark-wood kitchen. Utilize the suite of stainless steel appliances and ample meal prep space before serving your creations at the breakfast bar or dining table. In the primary bedroom, you will discover an oasis in itself. With bright pool views, tasteful decorations, a California King-sized bed, and an impressive en suite bathroom, this space is ready to welcome you with open arms. Unwind in the comfort of one of the two walk-in showers within the primary bathroom each morning, starting your day off right. (In another one of the magazine-worthy bathrooms, an official Jacuzzi brand jetted tub awaits peaceful soaks if that is more your style.) The second bedroom also boasts a California King-sized bed, and the third, a bunk bed with two twin-sized beds. After a day spent out in the sand and surf, wash your clothes in the private washer/dryer. And as an additional interior perk, appreciate a large air-conditioned garage. Outside, a stunning swimming pool with solar heating and a sprawling ocean-view lanai are prepared to become staples of your vacation. From the enclosed backyard, you will be able to watch the sunset come nightfall. Lounge on one of the many plush seats, dine alfresco on the spacious outdoor dining table, practice your barbecuing skills on the grill, and rinse off in the outdoor shower. Memories curated in this home will be beautiful, full of sunshine, and life-long. <b>THINGS TO KNOW</b> • 30+ night rental. • This home may not be rented for commercial purposes. • This property is managed by Heavenly Vacations. License number: 770290670000

Ono Oasis

Kailua Kona, HI, US
3 Bedrooms 6 Guests
Aug 28 - Sep 1
$649 night

Ono Oasis is a striking retreat in Kailua Kona, HI, offering a private heated pool, lush tropical landscaping, and serene indoor–outdoor living for an unforgettable Hawaiian getaway. Spanning 2,800 square feet, this elegantly crafted home accommodates up to six guests across three beautifully appointed bedroom suites—perfect for families or groups seeking tranquility, comfort, and island adventure. What You’ll Love About Ono Oasis • Private solar heated saltwater pool ideal for sunlit afternoons • Expansive open-air living room filled with natural light • Quick access to local beaches, dining, and hiking trails • Thoughtfully outfitted with essential comforts for a worry-free stay • Surrounded by lush gardens and tropical foliage for enhanced relaxation Living & Dining The spacious living room flows seamlessly into the indoor dining area, inviting relaxation and connection. High ceilings and abundant natural light create an airy, welcoming atmosphere, while comfortable seating ensures everyone feels at home. Elegant touches throughout complement the home’s tropical surroundings. Chef-Ready Kitchen The fully equipped kitchen includes a refrigerator, stove, microwave, dishwasher, and generous counter space—perfect for preparing island-inspired meals. A breakfast bar provides additional seating for casual bites or morning coffee chats. Outdoor Oasis Step outside to a peaceful lanai where you can enjoy morning tea, afternoon lounging, or sunset cocktails. The private pool area offers ample seating, outdoor dining space, and a relaxing environment surrounded by swaying palms and lush greenery. Sleeping Quarters • Primary Bedroom – King bed, ensuite bath, direct backyard access • Guest Bedroom 2 – Queen bed, ensuite bath • Guest Bedroom 3 – Queen bed, ensuite bath Extras • High-speed Wi-Fi • Smart TV • Washer & dryer • Household essentials available • Central A/C not necessary due to cool elevation and breezy airflow Resort / Community Highlights Explore a variety of nearby activities including spa services, shopping, watersports, golf, and local hiking trails. From fishing to snorkeling to scenic drives, adventure is always within easy reach. Nearby • Beaches – Just a short drive away • Dining & shopping – Minutes from Kona Town • Attractions – Museums, scenic hiking trails, and Big Island adventures Good to Know • Parking is free, and essential supplies—including coffee, bottled water, and household basics—are provided to help you settle in effortlessly. • 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-209-864-3968-01 • TMK 770130630000 • STVR-19-361566 / NUC-19-1651 / PL-NUCR-2025-002948 Reserve your dates now while your preferred week is available. Discover the comfort, charm, and tropical serenity of Ono Oasis—your private Hawaiian sanctuary awaits.

Kona Sunset House at Walua

Kailua Kona, HI, US
3 Bedrooms 6 Guests
Aug 25 - 28
$463 night

"Kona Sunset House" on the Famous Walua Road Running Trail is a spectacular property for the perfect Hawaii Vacation. First and Foremost, the property has unsurpassed Ocean Sunset views. Located in a quiet upscale neighborhood on the Walua bike and walking path just minutes from Downtown Kona. Above the heat at approximately five hundred foot elevation where the cool breezes create a perfect climate. The center of the home features a great open space of living and dining with bedrooms located at both ends of the common area, great for multiple couples wanting privacy. Fantastic views are seen from kitchen, living room, master and Bedroom two, adjacent to the Lanai. The Fully Equipped kitchen includes: bamboo cabinets, granite counters, tile floors and excellent appliances. The Full Length lanai is wonderfully furnished with additional table and chairs for out-door dining, futon, deck chairs and bistro set for all day enjoyment. A Master Bedroom with island decor that connects to the Lanai, includes a solid mahogany four post king size bed, flat screen tv, A large custom tile walk-in shower and granite counter sink. Bedroom#2 has a solid teak queen size opium bed and private entrance to the lanai too. Bedroom#3 has the option of 2 twin beds that can be made into one King upon request! There is a Safe now available for guests to use! The owners appreciate guest feedback! The Large private pool has fully landscaped grounds really makes this property feel like paradise. This is a very clean and comfortable home. Sit back and watch the palms sway in the sunset or take a snooze to the sound of exotic birds singing. ***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** STVR#19-345615 NUCR-21-0297 TA# TA-163-304-0896-01 Please note this home does not have Air Conditioning.

Vacation Rentals in Kahaluu-Keauhou by Amenities & Features

More space, more privacy, more points with every home rental.

What makes Homes & Villas by Marriott Bonvoy a unique home rental experience? Unlike other home rental sites like AirBNB, when you book a vacation rental with Homes & Villas by Marriott Bonvoy you always have the whole place to yourself. Plus, as a member of Marriott Bonvoy, you can earn points towards free nights with every stay.

Vacation Rentals Near Kahaluu-Keauhou

Saved Home Image
Sign in or join now to view and save the homes you love