Vacation rentals in Island of Hawai'i, HI with a pool

Explore 207 vacation rentals, homes, and villas with pools in Island of Hawai'i, 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 $94 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.

207 Homes with Pools in Island of Hawai'i

4BD Kahikole Street Estate (218) at Hualalai Resort

Kailua Kona, HI, US
4 Bedrooms 8 Guests
Aug 31 - Sep 5
$3,940 night

Important Resort Notices * Please note that the annual Chairman’s Club Event will take place at the Four Seasons Resort at Hualalai from Monday, November 30 through Saturday, December 5, 2026. Access to the resort and amenities will be limited.Access is managed entirely by Hualalai Resort and may change at their discretion. Please contact Hualalai Resort directly for more details. * Each January, Hualalai Resort hosts the Mitsubishi Electric Championship. This event will result in temporary modifications to guest access at select resort amenities. Access is managed entirely by Hualalai Resort and may change at their discretion. Please contact Hualalai Resort directly for more details. * The Beach Tree Pool at Hualālai will be temporarily closed September 8–November 15 for repairs and enhancements. Beach Tree Restaurant will remain open for lunch and dinner, with continued beachfront food and beverage service available during the project. Guests who have purchased access to the Hualālai Resort amenities package may continue to enjoy Hualālai’s seven other swimming facilities during the closure. Guests may also enjoy the shoreline area with their own beach chair from the unit. Experience refined island living at 4BD Kahikole Street Estate (218) at Hualalai Resort, a newly renovated and professionally decorated single-level residence showcasing artisan furnishings, vaulted ceilings, and panoramic views of the Pacific Ocean, Maui, and the Hualalai Golf Course. With over 3,000 square feet of interior space, this estate welcomes families or friends to enjoy seamless indoor–outdoor living in the heart of the resort. What You’ll Love About 4BD Kahikole Street Estate * Private estate with panoramic ocean, Maui, sunset, and golf-course views * Expansive outdoor area with pool, spa, daybed, and BBQ grill * Newly installed quartzite countertops, fixtures, and designer finishes * Open-concept great room with pocket doors to lanai and pool deck * Three golf carts (2 four-seaters + 1 six-seater) included Living & Dining The spacious great room features floor-to-ceiling glass pocket doors that open fully to the covered lanai for tropical breezes and sunset views. Elegant mahogany trim and custom wall treatments frame a generous seating area with a wall-mounted smart TV. The indoor dining table for six overlooks a tranquil courtyard pond, blending modern style with natural serenity. Chef-Ready Kitchen The gourmet kitchen gleams with quartzite countertops, a capiz-shell backsplash, and top-tier appliances. A large island with bar seating and a mixologist nook encourages conversation while meals are prepared. A walk-in pantry ensures every culinary need is met. Outdoor Oasis Surrounded by lush tropical landscaping, the backyard retreat offers a private pool, bubbling spa, covered daybed, and ample lounge and dining seating. A child-safety fence can be erected around the pool upon request (set-up fee applies). Savor al fresco meals with panoramic ocean and golf-course views. Sleeping Quarters * Primary Suite – King bed, ocean views, private lanai with daybed, ensuite bath with soaking tub, rainfall walk-in shower, and outdoor shower garden * Guest Suite 2 (Detached ʻOhana) – Queen bed, flat-screen TV, kitchenette, ensuite bath with walk-in shower and outdoor shower garden * Guest Suite 3 – Queen bed, flat-screen TV, ensuite bath with outdoor shower garden * Guest Suite 4 – Queen bed, flat-screen TV, ensuite bath with shower/tub combination Each suite offers individual climate control, plush linens, and serene privacy. Extras * Newly installed central A/C with individual room controls and ceiling fans * Lightning-fast Wi-Fi and smart TVs throughout * Dedicated laundry room with washer, dryer, and supplies * Three golf carts (2 four-seaters + 1 six-seater) * Beach gear for off-property adventures (boogie boards, snorkel sets, chairs, towels) * Complimentary pool heat to 78 °F (additional heat available for fee) * Organic Malie bath products provided * A/C Notes: assures maximum comfort day and night Resort / Community Highlights Hualalai is a private oceanfront community spanning 865 acres on the Kona–Kohala coast, featuring: * 18-hole Jack Nicklaus–signature golf course and Golf Hale * Hualalai Sports Club & Spa * Alaka‘i Nalu Ocean Activities * Club Concierge and resort-wide charge privileges * Five resort pools and beachfront chaise lounges * Tennis Club, Ka‘upulehu Cultural Center, Kids For All Seasons, and multiple dining venues Every rental booking with The LeRoy Collection at Gather Vacations includes: * Meticulously inspected home * Guided orientation and tour upon request * Local team with property and area expertise * Access to property-specific concierge service options (grocery shopping, housekeeping, private yoga, personal chefs, etc.) * Guest support throughout your stay This property may be able to accept additional guests; please inquire for details. Extra guest fees apply. We are here to answer your questions, process your booking, accommodate special requests, greet you when you arrive, and arrange for a spectacular stay. Reach out and relax—let us handle it from here. Nearby * Walk: Scenic resort paths to beaches, shops, and fitness center * Short Drive: Kailua-Kona restaurants and boutiques, hiking trails, and cultural landmarks Good to Know * Please be advised that during the IRONMAN World Championship in October 2026 (race day: October 10), there will be significant road closures and traffic delays throughout the Kona and Kohala areas. These closures may impact driving routes and travel times during your stay. Detours and traffic control measures will be in place to accommodate the event. We apologize for any inconvenience this may cause and recommend planning your travel accordingly. * Hualalai Resort Access: Daily resort fees apply for guests who wish to access Hualalai Resort amenities. These are paid directly to the Resort and are not included in the rental rate. Shoulder Season : Adults $77.00 per person, Keiki (5 - 13) $38.00 per person, Keiki (4 and under) Complimentary April 9 - June 19 August 16 - November 19 November 29 - December 19 Peak Season: Adults $118.00 per person, Keiki (5 - 13) $59.00 per person, Keiki (4 and under) Complimentary January 4 - February 12 February 21 - March 15 June 20 - August 15 Peak of Peak Season: Adults $175.00 per person, Keiki (5 - 13) $87.00 per person, Keiki (4 and under) Complimentary February 13 - February 20 March 16 - April 8 November 20 - November 28 Festive Season: Adults $237.00 per person, Keiki (5 - 13) $118.00 per person, Keiki (4 and under) Complimentary December 20, 2026 - January 3, 2027 Guests may opt in for Resort access for a minimum of two consecutive days, and the entire household must participate. These fees are paid directly to the Resort, which operates independently from the property management company and may adjust rates or policies without notice. After booking, the Resort team will reach out to coordinate access directly. * Other Details: Mandatory mid-stay cleaning fee applies for stays of 14 nights or longer. Extra guest fees apply if approved. * Tax ID: TA-043-458-3552-01 * Short-Term Vacation Rental License: STVR-19-375915 * TMK: 720300020003 Reserve your preferred week now at 4BD Kahikole Street Estate (218) and embrace the effortless luxury and barefoot elegance of Hualalai Resort.

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.

Laule’a at the Mauna Lani Resort #11

Kamuela, Hawaii, US
4 Bedrooms 8 Guests
Aug 31 - Sep 4
$1,762 night

Experience luxury island living at Laule‘a at the Mauna Lani Resort #11, an elegant 4-bedroom, 4.5-bath retreat nestled within the prestigious Mauna Lani community on the Kohala Coast. This stunning home combines contemporary Hawaiian design with world-class amenities, breathtaking golf course views, and a private pool and spa for the ultimate Big Island getaway. What You’ll Love About Laule‘a at the Mauna Lani Resort #11 by Gather • Expansive open-concept layout with seamless indoor-outdoor living • Private pool, spa, and outdoor lounge with panoramic mountain and golf course views • Gourmet kitchen with premium appliances and large island for entertaining • Four ensuite bedrooms, three with king beds and one with twin beds • Upper-level suites with private balconies and spa-like bathrooms • Elegant al-fresco dining area with BBQ grill and seating for eight • Access to the Mauna Lani Private Beach Club • Complimentary bikes, snorkel gear, boogie boards, beach chairs, and umbrellas • Central A/C and ceiling fans throughout Living & Dining Step inside to a grand open living area designed for comfort and connection. The spacious great room features plush seating, natural lighting, and a large Ultra HD 4K TV, perfect for relaxing evenings. Expansive glass doors open to the lanai, where indoor and outdoor living blend effortlessly against the backdrop of lush landscapes and the Mauna Kea mountain. The adjacent dining space accommodates eight guests and flows into the gourmet kitchen, creating a perfect setting for gatherings. Enjoy warm, ambient lighting, sophisticated finishes, and island-inspired décor that enhance every meal. Chef-Ready Kitchen Culinary enthusiasts will love the fully equipped kitchen with high-end appliances, ample counter space, and a spacious island with bar seating. Stainless steel finishes, custom cabinetry, and an inviting open layout make this kitchen both functional and stylish—ideal for everything from quick breakfasts to gourmet dinners. Outdoor Oasis Outside, your private paradise awaits. Enjoy the luxury of a heated pool and spa surrounded by tropical gardens and manicured lawns. Lounge in the sun, sip cocktails by the water, or gather for alfresco meals under the shaded lanai. A large screen TV by the pool provides the perfect setup for outdoor entertainment. For your peace of mind, county-mandated alarms are installed on all ground-level doors for safety. Sleeping Quarters • Primary Suite (Upstairs): King bed, private balcony, golf and mountain views, ensuite bath with soaking tub, walk-in shower, and dual vanities • Guest Suite 2 (Upstairs): King bed, private balcony, ensuite bath with walk-in shower and modern finishes • Guest Suite 3 (Main Level): King bed, ensuite bath, garden access • Guest Bedroom 4 (Upstairs): Two twin beds, ensuite bath with walk-in shower Each bedroom offers its own ensuite bathroom, central A/C, and ceiling fan for personalized comfort. Amenities • Private pool and spa • BBQ grill and outdoor dining area • Central A/C and ceiling fans • Gourmet kitchen with premium appliances • Washer and dryer • Bikes for all ages • Pack ‘n Play and high chair • Beach gear: chairs, mats, umbrellas, snorkel sets, boogie boards • Complimentary Wi-Fi and large flat-screen TVs Resort & Nearby Highlights Guests enjoy access to the Mauna Lani Private Beach Club, offering calm swimming waters, shaded cabanas, and excellent snorkeling. • Mauna Lani Fitness and Tennis Center (complimentary access) • Lap pool, pickleball, and tennis courts • Shops at Mauna Lani – dining, boutiques, markets, and live entertainment • 49 Black Sand Beach – 5 minutes • Hapuna Beach and Mauna Kea Beach – short drive • Seven world-class golf courses nearby Nearby Dining & Shopping Stroll through the Mauna Lani Shops to discover a variety of dining and retail options: • Tommy Bahama Restaurant & Store • Island Hopper Taproom • Mauna Lani Coffee Co. • Reya Salon & Spa • Hawaiian Island Creations • Golf Cars Hawaii • Jourabchi Boutique Good to Know • Complimentary access to Mauna Lani Fitness & Tennis Center • County-mandated alarms are installed on all ground-level doors • Hawaii Tax ID: TA-073-590-2208-01 • STVR: 19-372911 Indulge in the serenity and sophistication of Laule‘a at the Mauna Lani Resort #11 by Gather, where modern luxury meets the timeless beauty of Hawaii’s Kohala Coast.

4BD Villas (21) at Mauna Kea Resort

Kamuela, HI, US
4 Bedrooms 8 Guests
Aug 29 - Sep 3
$2,042 night

This newly renovated ground-level villa in Kamuela offers the best of Big Island living. With panoramic views of the Pacific, Maui in the distance, and the lush greens of Mauna Kea’s championship course, this four-bedroom retreat is designed for families, couples, and friends seeking effortless luxury and authentic island life. Steps from Mauna Kea Beach Hotel, the villa combines fine interior design with private resort-style amenities for an unforgettable stay. What You’ll Love About 4BD Villas (21) at Mauna Kea Resort * Private pool, lanai, and sweeping ocean, mountain, and golf course views * Elegant great room with koa wood accents, Sonos sound, wet bar, and gourmet kitchen * Spacious primary suite with outdoor shower garden; flexible guest suites with private courtyards * Walking distance to Mauna Kea Beach Hotel with optional access to resort amenities (fee applies) * Family-friendly extras: Pack ’N Play, pool fence (by request), beach gear, snorkel sets * Complimentary pool heat to 78°F plus concierge services for a seamless stay Living & Dining The great room is the villa’s heart, framed by high ceilings and ocean-facing glass. Sink into plush seating while enjoying sweeping coastline and sunset views. A koa wood–accented living area features a flat-screen TV with Sonos sound system. The formal dining space seats eight, while the adjacent wet bar invites evening gatherings. Natural light and tropical breezes flow throughout. Chef-Ready Kitchen The gourmet kitchen is equipped with granite counters, a sandstone backsplash, and premium appliances, including an espresso machine. Thoughtful touches like a food processor, juicer, and rice cooker make in-villa dining effortless. Bar seating allows for casual breakfasts before heading to the beach. Outdoor Oasis The expansive lanai opens onto a private heated pool, surrounded by lush landscaping. Multiple seating and dining areas set the stage for poolside lunches or twilight cocktails under glowing skies. A child safety fence can be added by request, making this space both family-friendly and serene. Sleeping Quarters * Primary Suite – King bed, ensuite bath, lanai access, private outdoor shower garden * Guest Bedroom 2 – Two twin beds (convertible to king), TV, courtyard access, adjacent full bath * Guest Bedroom 3 – Two queen beds, ensuite bath, ocean-view lanai, flat-screen TV * Guest Bedroom 4 – Two twin beds (convertible to king), ensuite bath, courtyard access Extras * Central A/C, washer/dryer, Wi-Fi * Beach chairs, umbrellas, snorkel gear, boogie boards * Pack ’N Play, extra linens, safe * Complimentary pool heat to 78°F (extra fee for higher temperatures) Resort / Community Highlights Guests may opt into access at Mauna Kea Beach Hotel and Westin Hapuna Beach Resort (for an additional daily fee): * Two of the island’s best white-sand beaches * Three heated freshwater pools and three hot tubs * Two championship golf courses * Eleven oceanside tennis courts * Two luxury spas and fitness centers * Twelve restaurants and lounges, including iconic Sunday Brunch at Manta * Hawaiian cultural programming and Keiki Club activities * Watersports, manta ray night snorkel, and concierge services Nearby From the villa, you can stroll to Mauna Kea Beach, resort dining, shops, and cultural events. Within a short drive, explore Hapuna Beach State Park, browse Waimea town’s farmers’ markets and cafés, or enjoy the golf and hiking trails along the Kohala Coast. Kona International Airport (KOA) is about 40 minutes away, keeping travel days easy and convenient. Good to Know • Please be advised that during the IRONMAN World Championship in October 2026 (race day: October 10), there will be significant road closures and traffic delays throughout the Kona and Kohala areas. These closures may impact driving routes and travel times during your stay. Detours and traffic control measures will be in place to accommodate the event. We apologize for any inconvenience this may cause and recommend planning your travel accordingly. * The Mauna Kea Resort has embarked on an ambitious improvement and renovation plan that impacts several areas of the resort, including but not limited to, the main tower, various restaurants, pools, golf courses and spa services. The renovations are expected to take place from April 2024 through the second quarter of next year (2025). For more information and updates on these renovations, please contact us. We’ll be happy to provide you with real time updates! * For your convenience and enjoyment, this property comes with complimentary pool heat up to 78 degrees. For additional pool heat, additional charges will apply. Please inquire with our Concierge. * Once your reservation with us is confirmed, Guests wishing to receive amenities access and charging privileges at the Mauna Kea Beach Hotel and the Westin Hapuna Resort may opt-in to pay an additional $260 per day to the resort. Resort services, amenities, and fees are subject to change anytime. The Mauna Kea Beach Hotel and the Westin Hapuna Resort Management maintain absolute control of establishing and administrating resort access, amenities access, daily resort fees, account charges, policies, and restaurant reservations. Resort amenities cannot be guaranteed and may be limited, without advance notice, during certain local events and peak holidays. * TA-212-927-8976-01 * This property is a licensed short term vacation rental. STVR-19-368822 * TMK: 620020210021 Every rental booking with The LeRoy Collection at Gather Vacations includes: * Meticulously inspected home * Guided orientation and tour upon request * Local team with property and area expertise * Access to property-specific concierge service options (grocery shopping, housekeeping, private yoga, personal chefs, etc.) * Guest support throughout your stay Reserve your dates now at 4BD Villas (21) at Mauna Kea Resort and experience island living with luxury, comfort, and timeless ocean views.

Waikoloa Colony Villas#903

Waikoloa, HI, US
2 Bedrooms 6 Guests
Aug 27 - 30
$226 night

Welcome to your tropical retreat at Waikoloa Colony Villas! This spacious 2-bedroom, 2.5-bathroom offers the perfect blend of comfort and luxury in the heart of the stunning Waikoloa Beach Resort area. WELCOME! The villa features an open-concept living area with high ceilings, tastefully decorated with island-inspired furnishings. Relax on the comfortable sleeper sofa, which provides additional sleeping accommodations for your guests. The fully equipped kitchen boasts modern appliances, granite countertops, and everything you need to prepare delicious meals. The dining area opens up to a private lanai, where you can enjoy your morning coffee or an evening glass of wine while taking in the lush garden views. THE LAYOUT The two bedrooms are upstairs, providing a peaceful sanctuary for rest and relaxation. The master suite includes a comfortable king-sized bed, an en- suite bathroom with dual vanities, a soaking tub, and a walk-in shower. The second bedroom offers queen bed and conveniently located adjacent full bath featuring a tub-shower combination. RESORT LIFE Additional amenities include a convenient half-bathroom on the main level, in- unit laundry facilities, and complimentary high-speed Wi-Fi. As part of The luxury gated community of Waikoloa Colony Villas, you’ll have access to 2 swimming pools, a hot tub, tennis court/pickleball, and 2 exercise rooms. BEACH GEAR INCLUDED Take advantage of the included beach chairs, snorkeling gear, umbrellas, coolers, beach towels, and boogie boards. THE LOCATION Located just minutes from the pristine beaches of the Kohala Coast, world- class golf courses, shopping, and dining, this villa offers the ideal home base for exploring everything the Big Island has to offer. Whether you’re seeking adventure or relaxation, your dream vacation starts here at Waikoloa Colony Villas! THE AMENITIES AND VIEWS This highly upgraded townhome with mountain and golf course views that lives like a home with no one above or below, while enjoying all the amenities of a quality resort property. Enjoy upgraded plank, ceramic tile flooring seamlessly throughout the downstairs, plush carpeting upstairs, central air, Tommy Bahama furnishings and the coveted private golf course location on the 9th Fairway of the Waikoloa Resort “Beach Nines”. ENTERTAINMENT Unwind in the living room with a large Smart TV, or retreat to the comfort of your bedroom where you’ll also find Smart TVs with streaming capabilities in each room. THE SPACE The downstairs features a fully equipped kitchen with granite countertops, plenty of cabinet space, The upstairs features a Primary bedroom with ensuite bath, a second bedroom with detached bath, and a laundry area that features the new full size, side by side washer and dryer. TA#198-911-0272-01 STVR#20-404148 **All guests are required to sign a rental agreement with Property Manager Property Management** ***All Reservation Requests greater than 12 months in Advance MUST be approved in advance by the Broker In Charge. Rates are subject to change. ***

The Kanini Estate

Waikoloa Village, Hawaii, US
5 Bedrooms 16 Guests
Aug 27 - Sep 1
$4,484 night

The Kanini Estate is a luxury villa on the Big Island, Hawaii offering: -8 king size beds, 7 bathrooms - sleeps 16 + kids​ -5,200 square feet featuring additional 1,250 square feet shaded lanai (603 sq. meters), with high-speed internet throughout​ -Large private pool and hot tub with panoramic ocean views​ -Complimentary access to the Mauna Lani Sports Club for unlimited tennis, pickleball and gym use​ -Gourmet chef’s kitchen with premium appliances and stocked coffee bar​ -Game room with billiards, shuffleboard, ping pong, corn hole and stocked board game closet ​ -Full in-home gym with treadmill + iFIT, Peloton, weights, mats and more​ -Spacious indoor-outdoor living. Built in BBQ with serving bar for 10, fire pit, and multiple large indoor and outdoor dining spaces​ -Panoramic ocean, sunset and mountain views; 2-minute path to white sand beach walk near Anaehoʻomalu Bay​ -House fully stocked for beach days with umbrellas, boogie boards, chairs, etc. provided​ -Walk to shops, restaurants, markets and bars in under 10 minutes​ -2 min drive to Waikoloa Beach Resort golf course and 10 min drive to Mauna Lani golf courses​ And so much more! Please note: Upon booking, the guest is required to sign a supplemental agreement acknowledging additional information about the stay on property. Upon booking, a mandatory 18.037% tax will be added to the total booking price and will be collected directly by owner as required by the Hawaii Tax Authority. Approximately 2 days prior to check-in, just an authorization for a hold will be placed on the method of payment in the amount of $5,000 USD for security deposit. Property Registration Number: STVR-19-375717,GE/TAT:135-687-5264-01 Security Deposit of USD5000 to be collected upon arrival.

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.

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

Vacation Rentals in Island of Hawai'i by Amenities & Features

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Vacation Rentals Near Island of Hawai'i

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