Large group vacation rentals in Captain Cook, HI

Explore 32 large group vacation rentals, homes, and villas in Captain Cook, HI for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Homes with Pools, Homes with Free Parking and Homes with hot tub. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $131 per night and homes offering up to 3 bedrooms and 3 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

32 Great for Groups in Captain Cook

McCoy Hale Mauka

Captain Cook, HI, US
3 Bedrooms 6 Guests
Sep 30 - Oct 4
$390 night

*Inquiry Only* Welcome to Hale Mauka in the McCoy Plantation Residence is just a few minutes from the main road, making it convenient to the market and restaurants. This family home was built by the McCoy plantation founder and his family. The lush beauty and serene natural surroundings have been shared time after time with guest who appreciates the natural beauty of Hawaii. Located close to shops, restaurants, Captain Cook town, archeological & historical sites such as the Capt. Cook monument and more. Walk, hike, enjoy the world class snorkeling waters, boat tours, diving, coffee tours and Kealakekua Bay. You’ll just might meet a friendly spinner dolphin. Want to relax at home instead? Then enjoy the large lanai with plenty of seating areas overlooking the bay, or walk in the 1 acre lush garden with fruit trees (mango, banana, coffee, and avocados). Rates ---> Monthly rental for $8000 + Taxes + Fees<--- Space - 3 bedroom, 2.5 bath - up to 6 guests - Bedroom 1 - King bed / Ocean view / Ensuite bathroom (upgraded shower) / TV / connected to Lanai / Ceiling fans - Bedroom 2 - King bed / Ocean view / Garden view / Shared bathroom with bedroom 3 / Ceiling fans - Bedroom 3 - x2 Twin bed ( Could be converted to King like size bed - Please let us know.) / Garden View / shared bathroom with bedroom 2 / Ceiling fans - Family kitchen - Living area - 1 acre lush land with fruit trees - Large lanai - Gated - Close to market / farmers market - Groundskeeper lives on lower portion of the house (separate entrance) . Fully equipped - The Kitchen comes equipped with the basics equipment and more. - BBQ Grill outside - Basic cleaning products - Linens - Bathroom towels - Beach towel - Beach accessories - Free internet / Wifi - Parking on property Experience KEALAKEKUA BAY (ABOUT) Kealakekua Bay is a piece of paradise, both on land and underwater. The bay hosts one of the most abundant coral reefs on the island and is located on the lush and tropical Kona coast. The center of the bay is deep and you can often find a pod of spinner dolphins that use the bay as resting grounds. Kealakekua Bay is one of the jewels of the South Kona district. You can find world-class snorkeling waters in a tropical bay. The whole region is rich in history and spans both a marine life conservation district and a state historical park. Other things to note: - LUVA Vacation Rentals properties are professionally cleaned and have taken extra cleaning precautions to assure our arriving guests that they can vacation with confidence. - Personal greeting - Sign a rental agreement with LUVA - House provides the basic household conveniences for the kitchen, bathrooms, and laundry room - Welcome gift includes Island treats for your arrival - LUVA is your on-island contact during your stay - Can only accept one reservation in 30 night period - There is no air-conditioning in this property ->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. *60 days cancelation policy. GET / TAT # 164-556-1344-01

Manini Beach Breath Taker

Captain Cook, HI, US
3 Bedrooms 6 Guests
Aug 27 - 30
$370 night

Oceanfront Kealakekua Bay Retreat w/ Breathtaking Views from Every Room Located in Kealakekua Bay, a protected marine sanctuary and an ideal spot for snorkeling, diving, and kayaking, this 2BR/2BA oceanfront property is lovingly named Kaikanani (the beautiful sea) and sits right on the water’s edge. Look no further, you’ve found your home in paradise! With breathtaking ocean views from every bedroom, this rental is perfect for a family or group of friends. From the minute you arrive, you’ll feel that laid-back aloha vibe. Enjoy a tropical drink while you grill on the patio by the sea. Rent kayaks from the vendor next door, go snorkeling, or take a guided tour to learn about the nearby cliff caves. Coffee lovers won’t want to miss a chance to tour a local farm in Kona Coffee Country. Walk just steps to secluded Manini Beach. &lt;b&gt;ABOUT THE HOME&lt;/b&gt; This plantation-style home boasts hardwood floors, wicker décor, and vaulted ceilings. Open the sliding doors in the living room to enjoy the island breeze and kick back on the sofa, love seat, and two chairs. Play the provided board games or watch a movie on the 32” TV. Enjoy fresh caught seafood and locally grown tropical fruits. The open kitchen has everything you need to prepare tasty home-cooked fare. Gaze out at the sea while preparing favorite recipes, or make use of the charcoal grill on the patio for a memorable alfresco meal. Enjoy a pre-dinner drink at the kitchen bar with seating for four, then gather at the six-person dining table—which offers more magnificent views. After dinner, unwind on the lanai with seating for four and watch for passing dolphins and whales. All of the bedrooms offer gorgeous ocean views. The master bedroom -- just off the living room -- has a king bed, vaulted ceilings, and a ceiling fan. Open the sliding glass door to the lanai and listen to the soothing sounds of the ocean. The en-suite bathroom includes a walk-in shower. A door to the hall lets this double as a guest bathroom. The first-floor guest rooms are completely separate from the main living area and are accessed through the garage. The second bedroom has two twin beds and a ceiling fan. Another sleeping space has a king bed, a ceiling fan, and a sliding glass door to the patio. The downstairs bathroom has a walk-in shower. &lt;b&gt;THINGS TO KNOW&lt;/b&gt; • This vacation rental is not equipped with air-conditioning. • This property is managed by Heavenly Vacations. • All guests shall abide by Heavenly’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. • Permit # W74181539 Guest amenities include complimentary Wi-Fi and a washer/dryer. Parking is provided for two vehicles in the driveway (street parking is not permitted). License number: NUC-19-1626,STVR-19-361-516

Manini Beachfront Getaway

Captain Cook, HI, US
4 Bedrooms 8 Guests
Sep 16 - 20
$720 night

Oceanfront sanctuary with light-filled interior, lanai, W/D, & full kitchen Fill your next Hawaii vacation with an abundance of aloha when you book a stay at the Manini Beachfront Getaway! Composed of luxury amenities and unforgettable views, this palm-lined property will become your very own private oasis. Under the sunshine, lounge with your loved ones on the warm lanai. Fire up the gas grill and host a delicious barbecue, or head into town and grab a local treat. While you’re exploring Captain Cook, be sure to visit Kealakekua Bay State Historical Park, Kona Country Club, Ho‘Okena Beach Park, and of course, all of the stunning beaches. Continue to enjoy tantalizing views back at Manini Beachfront Getaway. The living room is composed of vaulted ceilings, large doors, and cool flooring. Sit back and stream your favorite shows with ease or simply visit with your loved ones about your upcoming itinerary. Sure to delight any chef, the full kitchen displays stainless steel appliances, ample meal prep space, and a sizable breakfast bar. Your home-cooked meals are best enjoyed on the lanai, alfresco. The home’s four bedrooms are equally inviting, all decorated with nods to tropical living and high-quality linens. Off the primary bedroom, you’ll have access to an extra large en suite bathroom. A private washer/dryer ties together the interior amenities. &lt;b&gt;Things to Know&lt;/b&gt; Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by Heavenly Vacations by Casago’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. This home is not equipped with air-conditioning. This property is managed by Heavenly Vacations. License number: 820060330000,193641

Secluded Tropical Paradise Ohia Farm-Style Retreat

Captain Cook, HI, US
2 Bedrooms 3 Guests
Aug 19 - 22
$181 night

Ohia Cottage is a well-appointed guest house on a secluded private farm in the heart of Kona s coffee belt. How amazing would it be to wake up and smell the coffee in Hawaii?! Our cottage is a perfect setting to host honeymooners celebrating their love or simply hosting a family of 3 that would love a secluded getaway in the tropics! The cottage is a 2 bedroom, 1 bath that comfortably sleeps a total of 3 guests. It is furnished with a Queen bed in the master bedroom and a small double bed in the guest bedroom. My favorite feature is our wrap-around lanai with distant ocean and garden views. Located near South Kona s best beaches, Honaunau and the National Park to your left and Kee i Beach, Manini Beach, and Kealakekua Bay to your right. Choose your direction and in 10 minutes enjoy cultural activities, snorkeling, swimming, kayaking, and sun. A complimentary gift of local farm produce and coffee will be included in your stay and special fresh farm eggs will surprise from our hens on your doorstep at times. 3 people max! may be able to sleep a toddler if sleeping in a pack-n-play or on the bed with parents in the master bedroom. Some things you should know prior to staying in Hawaii: The Big Island is not to be missed, so to help make your Hawaiian dreams a reality, we have assembled all the things you may need to know about staying here in Hawaii! Curious about places to visit or things to do? Ask us about our recommendations list! . The Big Island of Hawaii seems determined to break the norm; the stereotype of the average tropical island, that is. Here you ll find the ongoing battle between green forests, black lava fields, the ocean, the rain, and sunny days almost incomprehensible; the diversity is simply stunning. With that being said from time to time insects can be present outdoors and sometimes make their way indoors due to our tropical climate here in Hawaii. We share this information with you folks because we understand insects can be something to be fearful about or can be somewhat of a nuisance to some individuals. We would like to rest assured that we do schedule pest control services in our very tight schedule do the maximum recommended to not harm people in the house/Condo which is once a month), but it s one of the few cons of tropical weather. Please know we go above and beyond for all of our guests and make sure to provide standard maintenance for extra comfort and an enjoyable time when staying with us here in Hawaii.

Kona Coffee Villas B216

Holualoa, HI, US
2 Bedrooms 4 Guests
Aug 26 - Sep 2
$175 night

Set in the heart of Kona coffee country (Holualoa) and surrounded by coffee farms and plantations is Kona Coffee Villas. This 2-bedroom, 2-bath condo offers ocean views and resort amenities including: Heated Swimming Pool Tennis Court Full-size Basketball Court Guest Pavilion with Common Area BBQ overlooking the ocean Cool 1500 ft. elevation minutes away from town. Note, no air conditioning in this condo Plenty of Guest Parking Kona Coffee Villas B-216 features hardwood floors, beautifully remodeled kitchen & baths and ocean views from the kitchen & dining area and the lanai. Tastefully decorated with tropical colors and artwork, it has cable TV in the living room and both bedrooms, and WiFi throughout. There is also a newer stack washer/dryer available in the unit. This is an ideal location to access all the best of North and South Kona, and the array of ocean activities available. Just a 10-min drive away is Kahalu’u Beach Park, one the best snorkeling and surfing spots on the Big Island. A few minutes further north is Magic Sands, known for body surfing, boogie boarding or just relaxing at the beach. On the way to Kahalu’u is the Keauhou Shopping Center, offering several restaurants, cinemas, groceries, drug store, clothing and other shopping. Downtown Kailua-Kona is 8 miles to the north. All reservations are required to digitally sign a rental agreement between them and and property manager to be confirmed. Along the ’upper road’ you’ll find the quiet town of Holualoa with its eclectic art galleries and shopping. All along this historic corridor are coffee farms, some that offer tours and the opportunity to sample Kona’s world famous java. A few minutes south is Kainaliu, a small town reminiscent of an old-time Hawaii main street, and is home to restaurants, shopping and the Aloha Theater, a vintage venue that features a regular performing arts schedule of live theater. Further to the south is Kealakekua Bay, a popular snorkeling destination for boats that depart out of Keauhou Bay, also a 10-min drive from Kona Coffee Villas. Guests of Property Manager now have the services of the best concierge on the island. Please check our "Activities" page on our website for more information. The Big Island of Hawaii offers some world-class adventures, among the most magical experiences found anywhere - night diving with the manta rays, swimming with dolphins and getting up close with the humpback whales that visit each winter. And to top it all, watching the Hawaiian sky light up during a sunset at Kona Coffee Villas! STVR 19-357719 TA 092-455-0656-01

Keauhou Gardens Penthouse 22B at Kona Coast Resort

Kailua-Kona, HI, US
2 Bedrooms 6 Guests
Aug 17 - 21
$483 night

Penthouse enjoys the best location at the Kona Coast Resort, and is situated steps away from the Kona Coast Resort’s main pool, large jetted spa, restaurant, exercise facility, check-in office, and concierge activities desk. *Penthouse consists of TWO one-bedroom condominiums, 22B-201 & 22B-202. *Unit 22B-201 is a 909 sf one-bedroom condominium, and Unit 22B-202 is a 539 sf one-bedroom condominium. Both units access the 900 sf covered lanai. Each unit has one bedroom, one bathroom, kitchen/dining area, living room with sofa bed, a washer/dryer, central air conditioning, and lots of closet/storage space. * The two units are each completely autonomous fully functioning one-bedroom condominiums. The Penthouse is being rented as a single 2-bedroom, 2-bath accommodation. * The two units share an entrance vestibule, an interior common wall, and approximately 900 sf of covered lanai. The lanai can be easily separated for privacy when desired. Each unit has a separate entrance door from the common main door. * Penthouse enjoys 2 dedicated parking spots. Hawaii Tax ID# GE-020-596-5312-01 Hosted by RedAwning Vacation Rentals, over 1,000,000 Guests Served Welcome to RedAwning, a whole new way to travel. We make staying in a unique home or apartment easier than staying at a hotel. By partnering with local hosts throughout North America, we provide you with the broadest collection of homes in the most destinations. Every stay includes our experienced 24/7 customer assistance, our free mobile app, and accidental damage protection for your trip with no security deposits. Wherever you want to go, RedAwning is here to make your journey easier! Want your own property to be included here and in the RedAwning Collection? Join Us and we will instantly promote your property everywhere guests shop for travel.

Punahele B304

Kailua Kona, HI, US
3 Bedrooms 6 Guests
Aug 17 - 24
$327 night

Spacious tropical getaway looks over the Kona Country Club Golf Course and out the Pacific Ocean and offers two bedroom suites. Each bedroom includes a portable AC to keep you cool during the night. The open loft boasts two twin beds and a third bathroom with a shower. (No AC provided for the loft area.) Enjoy breakfast and dinner in the expansive lanai, equipped with a private gas grill, outdoor sofa, and dining sets. This unit comes complete with beach chairs, towels, an umbrella, and a small cooler for your convenience. While some snorkel gear may have been left by previous guests, we kindly request that you rent your own equipment to ensure a fun and enjoyable snorkeling experience. Located along the historic Ali i Drive, overlooking the Kona Country Club, this condo is within walking distance of Keauhou Bay and a short drive to Kahalu u Beach, renowned for its exceptional snorkeling opportunities. The Keauhou Shopping Center is conveniently located less than a mile away. The maximum occupancy of this unit is four, unless the owner approves otherwise. Please provide the exact number of adults and children during the booking process, as the HOA requires this information for security purposes. Please note that this unit does not have central air conditioning. However, it does have portable air conditioners in the two bedrooms on the main level. There is no air conditioning unit in the third bedroom/loft. Along-bladed ceiling fans provide a pleasant breeze throughout the day, while a cooler breeze emanates from the mountain at night. Driving is optional. Unless you are planning to explore the island during your stay, you won’t necessarily need a vehicle. The Kona Trolley (Hele-On Route 201) is a convenient, open-air transit option connecting Kailua-Kona and Keauhou via Ali’i Drive. The trolley runs seven days a week from 7:00 a.m. to 9:00 p.m., with buses arriving approximately every 60 minutes. The general one-way fare is just $2. *Important Note: This property is exclusively reserved for mature and responsible individuals. Parties are strictly prohibited, and guests beyond the disclosed number during booking are not permitted. HOA amenities are subject to restrictions and closures beyond the owner s control.* TA-183-299-4304-01

Keauhou Punahele#B-308

Kailua Kona, HI, US
3 Bedrooms 6 Guests
Aug 29 - Sep 3
$278 night

A True Beauty at Keauhou Punahele: New Rental in 2024! Keauhou Punahele#B-308 is a gorgeous top floor rarely available 3 bedroom, 3 bathroom condo with approximately 1594 interior sq. feet with an additional 234 square foot lanai! It sits right on Keauhou Country Club golf course. Immediately upon walking in, you’ll notice soaring ceilings, and tasteful furnishings. Beautifully remodeled throughout the space. The lanai is massive! Enjoy Ocean Views, Outdoor dining, Relaxation Chairs, & a private gas grill The kitchen is fully stocked with everything you would need! Granite countertops, great appliances, all one would need. The Master bedroom has a King Sized Bed, its own en-suite bathroom, beautiful remodeled vanity with a walk in shower! The Guest Bedroom on the Main Level has a Queen Sized Bed. There is also Guest bathroom with a beautiful walk in shower as well! The property is equipped with its own full size washer & dryer! The Loft which is treated as the 3rd bedroom features 2 twin sized beds, and its own bathroom with a walk in shower too! Air conditioning available in the Main Floor Bedrooms only. No AC in the Living Room or the Loft(3rd bedroom) A Rare offering, this unit has been owner occupied and meticulously maintained, newly being put in the rental pool. Keauhou Punahele has a tropical styled pool, spa and pavilion area! Keauhou Punahele is positioned along the Kona Country Club golf course, close to Keauhou Bay for swimming, paddling and boating. Located in popular Keauhou Resort, everything you need is just minutes away: dining and shopping, plus a weekly Farmer’s market, a movie theater and services, the Sheraton Kona Resort & Spa for oceanfront restaurants and entertainment. This is the perfect spot for your Vacation if you’re looking for something quiet & spacious! A great option for 6! 5 night minimum per CC&R; Restrictions. 7 night minimum during Ironman timeframe. TA#074-488-8832-01 STVR#19-377752 ***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.*** This does not offer Elevators. One unassigned stall is included for free, any additional parking for additional vehicles would need to be parked off property.

Big Island Keauhou Punahele A301

Kailua-Kona, HI, US
3 Bedrooms 6 Guests
Aug 28 - Sep 2
$218 night

Welcome to Keauhou Punahele, A301! Located in Keauhou with great views of the golf course and the ocean. This three-bedroom, three-bathroom condo has an open layout of the living area and lanai. Amenities include televisions, high-speed internet, and more. Enjoy your stay in Kona in this beautiful panoramic-view condo. As you enter the unit, you are greeted by 14-foot open beam ceilings and a wall of glass that look West past a golf course to the ocean. Enjoy the sunset on the large lanai, with nearby trees attracting island birds and their unique songs. Recently renovated, this condo offers a gourmet kitchen, lovely mango wood dining table, and an open floor plan with a large screen television. Located just a few minutes’ walk from the Kona Country Club Golf Course and a short walk to Keauhou Bay, this is an excellent location to explore the countless gems of the Big Island. The primary bedroom has high ceilings, a California King bed, ensuite bathroom with a large walk-in shower, and a walk-in closet. The downstairs guest bedroom has a high ceiling, two twin beds with a bathroom just across the hall. The upstairs, open loft bedroom area has two twin beds and an additional private guest bathroom. Both sets of twin beds can be converted to King upon request. Fully relax in the condo or at the complex pool and hot tub, or explore the Big Island’s black and green sand beaches, volcanoes, and gorgeous coast. Aloha awaits! Please note: This home does not have air conditioning but has ceiling and portable fans throughout. There is traffic noise from the road adjacent to the unit. There is no elevator for this unit. One flight of stairs is required to get to this top-view unit. There is a railing in the loft area and is not suitable for young kids unless supervised. This property does not allow any floats, pool toys, jumping, diving, or splashing. It is a quiet pool, and all children 14 years and younger must be accompanied by an adult. Babies and toddlers need to wear swim diapers. While we strive to keep all photos up to date, there may be new and updated pieces of furniture or decor that are different than in the original pictures. The functionality, available seating, and sleeping space will remain the same or may improve. The pool will be closed from May 5th, 2025 - May 19th, 2025 for resurfacing until further notice. We appreciate your patience and understanding. STVR-19-360264 GE: 041-417-5744-02 TA: 041-417-5744-02

Holua Kai #26

Kailua-Kona, HI, US
3 Bedrooms 10 Guests
Aug 28 - 31
$1,123 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 &amp; 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.

Big Island Pele’s Last Resort - Big Island Holua Kai 7072

Kailua Kona, HI, US
3 Bedrooms 6 Guests
Aug 26 - 28
$287 night

The Hawaiian Islands are a true paradise on earth, with their stunning natural beauty and unique cultural heritage. Experience the tranquility of Hawaii’s Big Island with a stay at "Pele’s Last Resort". This three bedroom, two and a half bathroom vacation home is located at Holua Kai, a luxury gated oceanfront community in the Keauhou neighborhood of Kailua-Kona. As you enter this immaculate rental property, you are greeted by a carefully curated Hawaiian theme throughout and cool central air conditioning for those hot and humid Hawaiian days. From the moment you arrive, you’ll be surrounded by the serene beauty of the beautiful landscape and the tranquil sounds of the nearby ocean. The primary bedroom of this vacation rental is your private oasis, complete with a plush king-sized bed and an en suite bathroom with double sink vanity and a luxurious soaking tub, perfect for a relaxing soak after a day of adventures. The first and second guest bedrooms are both beautifully designed. The first with two twin beds and the second with a queen size bed. Both guest bedrooms have overhead fans to keep the cool breeze flowing. The large guest bathroom comes with a shower and tub combo, two sinks and plenty of counter space. The fully stocked kitchen is equipped with full-sized appliances and bar seating for four that opens to the living room. This makes it the perfect communal area for the whole family to gather and socialize. Cook up a delicious meal while staying in the conversation with the open concept living space. The living room features plush seating and a flat-screen smart TV perfect for movie nights with loved ones. Open up the living space to the lanai and relax in the tropical warmth with plenty of seating. Grill up some local fish on your private gas BBQ on the lanai and enjoy meals in the dining room with seating for eight. Beach gear is provided for those who want to explore the stunning nearby beaches. Parking for up to two vehicles is available in the driveway. Also enjoy access to a community pool, hot tub, and rec center during your stay. Experience the ultimate vacation and create unforgettable memories in paradise. Book your stay now at "Pele’s Last Resort" at Holua Kai and immerse yourself in the tropical beauty and relaxation of Hawaii. This property is adjacent to Kona Country Club for golf enthusiasts. Play a round of golf on a championship course with stunning ocean views. Guests of Pele’s Last Resort can take advantage of discounted rates at Kona Country Club. Please inform the club that you are a guest at Pele’s Last Resort when booking your tee time ! Enjoy being close to Keauhou Shopping Center where you can shop and dine at the center’s boutiques, restaurants and movie theater. Take a guided boat tour or kayak around Keauhou bay for a chance to see dolphins, manta rays, and turtles. Keauhou Farmer’s Market is just around the corner and hosts a vibrant market for a variety of fresh produce, delicious food, and locally made crafts. Kahalu’u Beach Park is close by and this popular snorkeling spot is home to colorful fish, coral, and turtles. Enjoy the many activities and beautiful sites the Keauhou area of Kona has to offer. *There is close proximity to many private tennis and pickleball courts available for guest use for an additional fee. Court Rentals are $25/hour per court for non-members. Drop-in, Open Pickleball Play Schedule at Holua Racquet and Paddle: Every drop-in play is open to members and non-members alike. Non-members pay $10/person for each open play they join. Hawaii State Tax ID#: 022-721-9968-02

Big Island Keauhou Punahele A103

Kailua-Kona, HI, US
2 Bedrooms 4 Guests
Aug 24 - 29
$131 night

Escape to Keauhou Punahele A103, a beautifully updated ground-floor condo with tropical garden, ocean, and sunset views. One of the few units in the community featuring split air conditioning throughout, this two-bedroom, two-bath retreat offers a private lanai with BBQ, resort-style pool and hot tub, and an unbeatable location near Keauhou Bay, Kahaluʻu Beach, golf, shopping, dining, and the best of the Kona Coast. *Keauhou Punahele A103 | Ground Floor Condo with Split AC, Ocean Views and Private BBQ* Welcome to Keauhou Punahele A103, a peaceful ground-floor retreat located in the heart of Keauhou on the beautiful Kona Coast. Surrounded by lush tropical gardens with peekaboo ocean views and spectacular sunsets, this spacious two-bedroom, two-bathroom condo offers the perfect combination of island comfort, modern amenities, and an exceptional location near beaches, golf, shopping, and outdoor adventures. One of the few vacation rentals within Keauhou Punahele featuring a split air conditioning system throughout the living room and both bedrooms, this condo provides year-round comfort while allowing you to enjoy Hawaii’s famous tropical breezes. *Condo Features* * Ground-floor two-bedroom, two-bathroom condo * Split air conditioning in the living room and both bedrooms * Sleeps up to four guests * Tropical garden, ocean, and sunset views * Complimentary Wi-Fi * Smart TVs with cable * Full-size washer and dryer * Private lanai with BBQ grill *Living Area* * Comfortable seating * Smart TV with cable * Open floor plan * Split AC * Large sliding doors leading to the private lanai * Beautiful tropical garden views *Kitchen and Dining* * Fully equipped kitchen * Full-size refrigerator, stove, oven, microwave, and dishwasher * Coffee maker, cookware, dishes, utensils, and cooking essentials * Dining table for four * Easy access to indoor and outdoor dining *Primary Suite* * King bed * Split AC * Smart TV with cable * En suite bathroom * Large walk-in shower *Guest Bedroom* * Queen bed * Split AC * Smart TV * Desk workspace * Adjacent full bathroom with walk-in shower *Private Lanai* * Tropical garden views with peekaboo ocean views * Private BBQ grill * Outdoor seating * Perfect for morning Kona coffee, sunset cocktails, or grilling fresh island seafood *Resort Amenities* * Swimming pool * Hot tub * Covered picnic pavilion * Tropical landscaping * Assigned parking for one vehicle *Prime Keauhou Location* * Minutes from Kahaluʻu Beach Park for snorkeling and sea turtles * Close to Keauhou Bay for manta ray snorkeling, kayaking, boat tours, and sunset cruises * Adjacent to Kona Country Club Golf Course * Near Keauhou Shopping Center with grocery store, restaurants, cafés, movie theater, and farmers market * Short drive to Downtown Kailua-Kona * Easy access to Puʻuhonua o Hōnaunau National Historical Park and Two Step Beach * Approximately 25 minutes from Kona International Airport *Perfect For* * Couples * Families * Golf vacations * Snorkeling adventures * Extended stays * Remote workers seeking tropical comfort Spend your days exploring the beautiful Kona Coast before returning to your peaceful garden retreat. Whether you’re enjoying sunset views from the lanai, relaxing by the pool, or discovering the Big Island’s incredible beaches and attractions, Keauhou Punahele A103 provides the perfect home base for an unforgettable Hawaiian vacation. *Please Note* * A flight of stairs leads down to the front entrance of the unit. * Guests unable to navigate stairs may access the condo through the lanai entrance. * Full-size washer and dryer are provided inside the condo. * While we strive to keep listing photos current, furnishings and décor may be updated. Functionality, seating, and sleeping accommodations will remain the same or may improve. *Spa will be closed for repairs beginning August 10, 2026 to August 24,2026.* STVR-19-377746 Hawaii State Tax ID#: 125-757-6960-02

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 &amp; 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 &amp; spa framed by lush gardens and golf course vistas * Chef’s kitchen with granite counters, stainless appliances, &amp; 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, &amp; boat tours Living &amp; 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 &amp; 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 &amp; 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 &amp; umbrella * Fitness items: free weights, yoga mat, foam roller * Indoor entertainment: board games, books, DVDs * Laundry room with washer &amp; dryer Resort / Community Highlights Guests enjoy access to Holua Kai’s community pool and hot tub, plus nearby tennis &amp; pickleball courts at Holua Racquet &amp; 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.

Keauhou Akahi 210

Kailua Kona, HI, US
1 Bedrooms 4 Guests
Aug 17 - 20
$144 night

Welcome to Pineapple Kona Express, Keauhou Akahi, Unit#210! Top Floor Condo that is pineapple themed! Enjoy a nice office nook the new owner has created to to work & enjoy high speed internet at your Vacation Rental! This Keauhou Akahi condo with beautiful sweeping ocean views overlooks the newly resurfaced Akahi swimming pool and 9th tee of the famous Kona Country Club Golf Course. Accommodated with 2 new 50 inch smart tvs, high-speed internet, Tempur-Pedic king-sized master bed, washer/dryer, dishwasher, tub, shower, additional murphy bed with queen mattress, ceiling fans, and lanai wet bar. With a spacious balcony and living area there is plentiful space to entertain or just relax and wind down. Wake up in the morning to the sights and sounds of outrigger canoe clubs practicing for the next race and allow our beautiful sunsets to take your breath away. Perhaps you’ll catch sight of whales cruising offshore or a pod of dolphins swimming by. Conveniently located near the Keauhou shopping mall with groceries, shopping, and cinema available. Newly installed Air Conditioning Portable Units in Living Room & Bedroom! The Kona Country Club golf course is open for your convenience! Very close to this property! Amici Vista Italian Restaurant at the Kona Country Club is open for lunch & dinner, and is a short walk away from the condo! You can book your dinner at award-winning chef Sam Choy’s Kai Lana restaurant less than a mile away. You will feel completely relaxed with everything you need in this completely equipped condominium. The owners of Unit#210 consistently make changes to ensure the properties physical integrity is upheld with comfortable and brightly colored furniture in the dining and living room along with fans. The dining room has a granite topped peninsula and beautiful lights as well! The lanai has a small table with 4 chairs and two chaise lounges! **There is No Elevator in the complex **There are a decent amount of stairs to get up to the Top Floor. The views make up for it!** TAT TAX ID: TA-147-634-3808-01 STVR-19-353362 **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. *** Hosted by RedAwning Vacation Rentals, over 1,000,000 Guests Served Welcome to RedAwning, a whole new way to travel. We make staying in a unique home or apartment easier than staying at a hotel. By partnering with local hosts throughout North America, we provide you with the broadest collection of homes in the most destinations. Every stay includes our experienced 24/7 customer assistance, our free mobile app, and accidental damage protection for your trip with no security deposits. Wherever you want to go, RedAwning is here to make your journey easier! Want your own property to be included here and in the RedAwning Collection? Join Us and we will instantly promote your property everywhere guests shop for travel.

Keauhou Punahele C304

Kailua-Kona, HI, US
2 Bedrooms 8 Guests
Aug 21 - 26
$325 night

Spacious family friendly condo with private lanai, shared pool and hot tub This dreamy island condo is waiting to welcome you to a true slice of paradise. Wake each morning to the sounds of tropical birds and sip coffee while gazing out across the lush gardens that decorate the property. Floor-to-ceiling windows allow strong natural lighting and work in tandem with the lofty ceiling fans to circulate cooling cross-breezes. A zen-like loft space comes furnished for multi-function purposes, with thoughtful additions including a dedicated desk for remote working, yoga equipment, and a swinging chair that makes a cozy reading nook. From the condo, you can walk to Keauhou Bay to spend the day snorkeling, swimming, and beach-going, or charter a boat tour. Keauhou Shopping Center is also within walking distance, along with the Outrigger Kona Resort where you can grab a sunset cocktail. An on-site pool and spa area add even more options for sun-soaked leisure. Close nearby there is pickleball and tennis courts for you to enjoy during your stay. The condo boasts a fully equipped kitchen with everything you need to plan at-home meals. A 73-inch smart TV sets the stage for family movie nights in the living area. &lt;b&gt;THINGS TO KNOW&lt;/b&gt; • Check-in time: 4:00 PM • Check-out time: 10:00 AM • No smoking is permitted anywhere on the premises. • Due to the condo’s location on Ali’i Drive, road noise may be audible in the mornings and/or peak seasons. • This property is managed by Heavenly Vacations. • All guests shall abide by Heavenly’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. License number: 780100550093

Holua Moana Hale

Kailua Kona, Hawaii, US
3 Bedrooms 6 Guests
Nov 17 - 22
$1,337 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 &amp; 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.

Bay View Farms Estate House

Captain Cook, HI, US
5 Bedrooms 20 Guests
Aug 17 - 20
$2,400 night

Paradise at Bay View Farms w/ Private Infinity Pool, Hot Tub & Incredible Views Retreat to a gentler, slower-paced era in this beautifully decorated “Estate Home”, offering 6400 sq. ft. with 3 bedrooms, 3 bonus sleeping quarters, 6.5 bathrooms, 6400 sq. ft. surrounded by 18 acres on one of the most pristine working coffee plantations on the Big Island of Hawaii. Just a short drive to the beach and local restaurants. This home has endless unobstructed views of Mokuakae Bay and the ocean beyond - from the infinity pool/hot tub and a beautifully furnished poolside deck/patio - you will not find a more a relaxing place to lounge, barbecue, or dine al fresco any time. The main entrance presents an expansive lanai with beautiful pool and ocean views and easy access to the patio. Enter the great room with the main living area with a wet bar, a large flat screen TV, and lots of cluster seating from which to enjoy the TV and the sweeping views - all at the same time - accompanies the formal dining area that seats 8. The beautiful expansive kitchen has a large island and everything you need to satisfy your culinary desires including a dining nook with seating for 6. Just add the food and the fun and create memories that will last a lifetime. The ocean-view king bedroom, next to the great room, has a vaulted ceiling, a seating nook, a flat screen TV, as well as slider access to the well-furnished view pool/patio. Its elegant, expansive en suite bath has both a large walk-in shower and spa tub. The 2nd king suite has an expansive en suite bath with a large walk-in shower, a king bed, direct pool/patio access, a seating area, and a flat screen TV. The 3rd suite, has a king bed, direct pool/patio access, a seating area, a flat screen TV and an en suite bath with a shower. In addition to the 3 suites, there are 3 additional sleeping quarters, with two located on the second floor, equipped with king beds, full sized pull-out couches, flat screen TV ‘s and balcony access with plantation views. Each en suite bath has a walk-in shower. This home comfortably sleeps 20 in beds and all bed and bathrooms are furnished with an ample supply of premiere linens for your ultimate comfort. Each room has an Air Conditioning unit to customize for your individual needs. Additional amenities include a ½ bath near the entrance, WIFI and cable, a washer and dryer, and parking in the driveway for up to 10 vehicles. Come enjoy this versatile, unique slice of paradise where you can relax, recharge and connect as you create beautiful memories that will last a lifetime. &lt;b&gt;THINGS WE LOVE ABOUT THIS HOME:&lt;/b&gt; • Spectacular setting – on a working coffee plantation with sweeping views of Mokuakae Bay and the shimmering Pacific Ocean. • Easy access to pool/spa and patio from so many rooms. It is truly easy to experience the best of indoor/outdoor living here. • Each of the suites has it’s own beautiful en suite bath, TV, and nooks for reading or relaxing, so it easy to get some private time amongst all of your happenings. &lt;b&gt;THINGS TO KNOW&lt;/b&gt; • This home is very private (at least 150m from the nearest structure). • The expansive grounds of the Bay View Farms coffee plantation are equipped with a gift and sundries store. The staff is wonderful and available to assist with any recommendations and/or souvenirs for purchase. • This home is equipped with air conditioning. • No smoking inside or outside the property – NO EXCEPTIONS! • Please note: reservations for this home will not be refunded if cancelled within 60 days of arrival. • This property is managed by Heavenly Vacations. • All guests shall abide by Heavenly’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. License number: 830080010000,19368592

Keauhou Punahele C 201

Kahaluu-Keauhou, HI, US
2 Bedrooms 6 Guests
Aug 17 - 22
$176 night

Keauhou Punahele C-201 – NEW Listing | Ocean View Condo Welcome to **Keauhou Punahele C-201**, a peaceful, newly renovated retreat on the beautiful Kona Coast. This spacious 2-bedroom, 2-bathroom vacation condo comfortably accommodates up to six guests with a queen-size sleeper sofa in the living room. Enjoy beautiful ocean and pool views while relaxing in one of Keauhou’s most desirable locations. Your Island Retreat Step inside to a bright, thoughtfully furnished interior designed for comfort and relaxation. The open-concept living area flows seamlessly to a large private lanai, where you can sip your morning coffee, dine outdoors, or unwind with breathtaking Hawaiian sunsets overlooking the Pacific Ocean, sparkling pool, and lush tropical landscaping. The fully equipped kitchen includes cookware, dishes, utensils, basic spices, and olive oil, making it easy to prepare meals and enjoy time together after a day of island adventures. Comfortable Accommodations Designed with privacy in mind, the spacious floor plan places the primary suite on the opposite side of the condo from the guest bedroom and bathroom—ideal for couples, families, or friends traveling together. Sleeping Arrangements: * Primary bedroom with a king-size bed and private en-suite bathroom featuring a large walk-in shower * Guest bedroom with a queen-size bed * Queen-size sleeper sofa in the living room Thoughtful Amenities We’ve stocked the condo with many of the everyday essentials needed for a comfortable stay, including: * Shampoo and conditioner * Laundry detergent * Iron and ironing board * In-unit washer and dryer For your beach adventures, you’ll also have access to: * Beach chairs * Beach mats * Coolers * Picnic blanket * Snorkels, masks, and fins If you’d rather stay active closer to home, yoga mats and hand weights are also provided. Embrace Island Living This home does not have air conditioning. Its elevated location is perfectly positioned to capture Keauhou’s refreshing trade winds, and ceiling and portable fans are provided throughout the condo. This open-air style of living allows you to enjoy Hawaii’s natural breezes and tropical ambiance as part of your island experience. Resort-Style Community Amenities Guests enjoy access to: * Community swimming pool * Community Hot tub * Hale Pili, a charming thatched-roof pavilion with showers and restrooms Prime Keauhou Location You’ll be just minutes from many of Keauhou’s favorite attractions, including: * Keauhou Shopping Center * Keauhou Bay * Farmers and Artisans Market * Holua Racquet & Paddle * Kona Country Club golf course and restaurant * Lekeleke Bay ("End of the World"), a dramatic coastline famous for its rugged lava landscape and unforgettable sunsets Whether you’re snorkeling crystal-clear waters, golfing, shopping, exploring the Kona Coast, or simply relaxing on the lanai with the ocean breeze, Keauhou Punahele C-201 provides the perfect home base for your Hawaiʻi Island vacation. Property Highlights * Newly renovated 2-bedroom, 2-bathroom condo * Sleeps up to 6 guests * Ocean and pool views * Spacious private lanai with BBQ grill * Fully equipped kitchen * In-unit washer and dryer * Beach gear provided * Community pool and hot tub * One reserved parking stall (free parking) * Quiet, beautifully maintained complex Whether you’re seeking adventure or relaxation, **Keauhou Punahele C-201** offers the perfect blend of comfort, convenience, and authentic island charm. We look forward to welcoming you to paradise! Licence number: 2025-001251

Big Island Keauhou Punahele C104

Kailua Kona, HI, US
2 Bedrooms 6 Guests
Aug 21 - 26
$137 night

Make memories at Keauhou Punahele Unit C104: two-bedroom, two-bathroom home, and a newly remodeled kitchen. A smart television in both bedrooms, and a fully stocked kitchen. Relax on your lanai and enjoy the BBQ. This two-bedroom, two-bathroom home has all one needs on a Hawaii vacation. The living area and dining room have an open layout that allows for a great place to relax. There is a large smart television in the living room to watch all your favorite shows and movies. Enjoy the sliding doors in both the living room and dining area. Enjoy a sit-down dinner at the dining table where you have ample room for yourself and your guests. The kitchen has been recently upgraded and has all the amenities any at-home chef needs. The primary bedroom ensuite has a king bed, smart television, and a large bathroom. There is a double-sink vanity so you can unpack your toiletries. Take a nice soak in the bathtub after a long day of hiking or rinse the salt water off in the shower combination. The guest room has a queen bed and a television that has cable. The guest bathroom is located in the hallway for guests’ use and has a shower. There is also a washer and dryer for guests’ use. Enjoy the pool, hot tub, and BBQ area that is available for guests’ use at this property. Keauhou Punahele looks out on the Kona Country Club Golf Course and is within minutes of Keauhou Bay. You are close to shopping at Keauhou Shopping center which offers restaurants, grocery shopping, a cinema, and much more. Please note: There are 20 stairs to get down to the unit, this is a ground-floor unit. There is an alternate entry around the rear of the unit without stairs, however rear door must be unlocked via front door first to grant access. There is no elevator at this property. There is no Air Conditioning at this unit. This property does not allow any floats, pool toys, jumping, diving, or splashing. It is a quiet pool, and all children 14 years and younger must be accompanied by an adult. Babies and toddlers need to wear swim diapers. While we strive to keep all photos up to date, there may be new and updated pieces of furniture or decor that are different than in the original pictures. The functionality, available seating, and sleeping space will remain the same or may improve. STVR # 2023-004745 Hawaii State Tax ID#: 097-155-6352-01

Big Island Keauhou Akahi 408

Kailua-Kona, HI, US
2 Bedrooms 4 Guests
Aug 17 - 19
$124 night

Come enjoy paradise at Keauhou Akahi unit #408, at this two-bedroom, two-bathroom property. Enjoy your private lanai, with ocean views, and BBQ! Keauhou Akahi is conveniently located in the Keauhou area of Kona. You are a close drive or walk to the stunning and iconic Keauhou Bay, where you can hop on a snorkel boat or swim with the manta rays. Enjoy being minutes from grocery shopping at KTA, dining at the restaurants or even catching happy hour at Kenechis in Keauhou! View and Privacy: Relax on your large lanai with a stunning view of the golf course and the ocean. You may see whales in the winter months and year-round you can enjoy the birds. The unit is well equipped with a fully stocked kitchen, high-speed WIFI, a Smart television in the living area, and a washer and dryer. The primary bedroom has a king bed and a private bathroom with a large tiled shower. The guest bedroom has a queen bed and a nice window for light. The guest bathroom is located in the hallway for guests’ use. This complex offers peace and relaxation with great ocean views. Wake up and enjoy some Kona coffee and the birds on your lanai. There are mature trees and very lush tropical grounds. Enjoy relaxing by the pool and lounging in the loungers. Bring your lunch down and enjoy a picnic by the pool. This unit is located on the south end of Alii Drive, above Keauhou Bay. You are 1.5 miles to Kahalu’u Beach Park (aka Snorkel Beach) and minutes from Keauhou Shopping Center for all your needs. From this fantastic central location on the Big Island of Hawaii, you can visit the Volcano, golf courses, coffee farms, and all of the many attractions that make Hawaii a favorite destination. Please note: -There are steps to get to this unit. -There is no elevator at this complex. -There is no air conditioning in this unit. Hawaii State Tax ID#: 010-504-7552-01

Holua Kai #32

Kailua Kona, HI, US
3 Bedrooms 6 Guests
Aug 17 - 21
$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 &amp; 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

Keauhou Akahi 302

Kailua Kona, Hawaii, US
2 Bedrooms 4 Guests
Aug 17 - 19
$338 night

Settle into island living at Keauhou Akahi 302, a comfortable ground-floor condo where your private lanai opens directly onto the lush fairways of the Kona Country Club. With room for four, updated bathrooms, a fully equipped kitchen, and one of the community’s best indoor-outdoor layouts, it’s an excellent home base for exploring the best of the Kona Coast, from Kailua-Kona to Captain Cook, without paying oceanfront prices. Start your mornings with coffee on the lanai, spend the day snorkeling, golfing, or exploring nearby beaches, then return home to the quiet surroundings of Keauhou. While you’ll catch peekaboo ocean views through the palms, the real highlight is the relaxed outdoor living space and convenient location that make it easy to enjoy paradise at your own pace. WHAT YOU’LL LOVE •Spacious ground-floor lanai opening directly onto the Kona Country Club fairways •Peekaboo ocean, mountain, and tropical garden views •Sleeps four with a king primary suite and a queen Murphy bed guest room •Updated bathrooms and a fully equipped kitchen •Community pool with ocean views just a short walk away •Convenient location between Kailua-Kona and Captain Cook GOLF-FRONT LANAI The lanai is the best seat in the house. Unlike an upper-floor balcony, this spacious ground-floor lanai opens directly onto a wide lawn overlooking the Kona Country Club fairways, creating a seamless indoor-outdoor living experience. It’s the perfect place to enjoy a quiet morning coffee, relax in the afternoon shade with a gentle island breeze, or gather around the table for dinner after a day of exploring. This is the space guests naturally gravitate to throughout their stay. COMFORTABLE, PRACTICAL &amp; GREAT VALUE Keauhou Akahi 302 isn’t about over-the-top luxury, it’s about offering a comfortable, well-equipped place to experience the Big Island. The updated bathrooms, fully equipped kitchen with bamboo cabinetry and granite countertops, in-unit laundry, and beach gear make it easy to settle in for a weekend getaway or a longer island escape. Whether you’re preparing breakfast before heading out or unwinding after a day of adventure, everything you need is right here. COMMUNITY POOL When you’re ready for a break from the beach, the community pool offers another relaxing place to unwind. Overlooking the Pacific, it’s an ideal spot to cool off, soak up the Kona sunshine, or enjoy a quieter afternoon with a book. The beautifully maintained grounds and low-rise community create a peaceful setting that feels tucked away while still being close to everything. SLEEPING QUARTERS Primary Suite •King bed •Ensuite bathroom with tub/shower combination •Direct lanai access •Golf course, mountain, and peekaboo ocean views •Ceiling fan Guest Bedroom •Queen Murphy bed •Sliding doors provide privacy from the main living area •Shoji doors open directly to the lanai •Full bathroom with walk-in shower just across the hall •Please note: The guest bedroom features a queen Murphy bed, allowing the room to function as flexible living space during the day and a comfortable bedroom at night. EXPLORE THE BEST OF THE KONA COAST One of Keauhou Akahi 302’s greatest advantages is its location. Situated between historic Kailua-Kona and the South Kona coastline, you’ll have easy access to some of the island’s most popular beaches, snorkeling, dining, and cultural attractions without staying in the middle of the busiest resort areas. Spend the morning snorkeling at Kealakekua Bay or Two Step, enjoy lunch in Captain Cook, browse the shops and restaurants along Ali’i Drive, or tee off next door at the Kona Country Club. Whether you’re looking for adventure or simply taking things one beach at a time, you’ll find it all within a short drive. NEARBY FAVORITES INCLUDE: •Kona Country Club •Keauhou Bay •Kahalu’u Beach Park •Kealakekua Bay •Two Step Beach •Pu’uhonua o Hōnaunau National Historical Park •Historic Kailua-Kona •Kona International Airport (approximately 20 minutes) GOOD TO KNOW •Ground-floor condominium with approximately 20 stairs from parking to the entrance. There is no elevator. •Portable A/C units are provided in both bedrooms, while ceiling fans and island breezes keep the main living areas comfortable. •In-unit washer and dryer. •Fully equipped kitchen. •Beach chairs, boogie boards, and an ice chest provided for guest use. •Starter supplies of essentials are provided for your arrival. Additional supplies may be needed for extended stays. •No EV charging is available on-site. •TAT ID: TA-175-986-9440-01 •TMK / Parcel ID: 780100470026 •Permit ID: PL-STVR-2021-000082 Whether you’re planning days filled with island adventures or simply looking for a comfortable place to relax after exploring the Kona Coast, Keauhou Akahi 302 offers the location, convenience, and value to make your Big Island getaway memorable. From morning coffee on the lanai to evenings spent under Kona’s colorful skies, this is the kind of place that lets you slow down, settle in, and enjoy Hawaii at your own pace.

Ocean-View Lanai! Resort Condo on Kona Coast

Kahaluu-Keauhou, HI, US
2 Bedrooms 4 Guests
Aug 17 - 22
$260 night

Sunsets &amp; Tropical Breezes | Keauhou Punahele Amenities | Under 1 Mi to Beach Access A quintessential Hawaiian getaway awaits at this updated Kona Coast condo perched above Keauhou Bay. The Kailua-Kona vacation rental is the perfect launchpad for snorkeling adventures, day trips to parks and preserves, and low-key beach days. Want even more to explore? Grab authentic fare at the Kona Farmers Market or tour a local coffee farm. The ocean is calling — secure your dates and start packing! -- THE PROPERTY -- GE-213-484-5952-01 | TA-213-484-5952-01 | STVR-19-362226 COMMUNITY AMENITIES - Outdoor pool - Hot tub - Clubhouse OUTDOOR LIVING - Lanai w/ outdoor dining area - Gas grill - Beach chairs, towels &amp; umbrellas INDOOR LIVING - Flat-screen cable TVs - Washer/dryer - Comfortable conversation areas - Large wall-to-wall windows - Hawaiian artwork KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Coffee maker &amp; coffee grinder, teapot - Cooking basics, dishware &amp; flatware ACCESSIBILITY - Single-level condo, step-free access PARKING - Reserved parking (1 vehicle) - Addt&#39;l parking on-site -- THE LOCATION -- - 0.6 miles to Konami South Beach access - 2 miles to Kahalu&#39;u Beach Park &amp; 3 miles to Magic Sands Beach Park - 6 miles to Heavenly Hawaiian Kona Coffee Farms - 7 miles to Kona Farmers Market - 16 miles to Pu&#39;uhonua O Honaunau National Historical Park - 87 miles to Hawaiʻi Volcanoes National Park -- REST EASY WITH US -- Evolve makes it easy to find and book properties you&#39;ll never want to leave. You can relax knowing that our properties will always be ready for you and that we&#39;ll answer the phone 24/7. Even better, if anything is off about your stay, we&#39;ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in HAWAII COUNTY RESTRICTIONS - Quiet hours shall be from 9:00 PM-8:00 AM, during which time the noise from the rental shall not unreasonably disturb adjacent neighbors - Sound that is audible beyond the property boundaries during non-quiet hours shall not be more excessive than would be otherwise associated with a residential area - Guest vehicles shall be parked in the designated onsite parking area - The STVR (short term vacation rental) shall not be used for commercial purposes ADDITIONAL INFORMATION - This single-level condo offers step-free access Licence number: STVR-19-362226;STVR-19-362226;GE-213-484-5952-01;TA-213-484-5952-01

Keauhou Punahele B101

Kailua-Kona, HI, US
2 Bedrooms 4 Guests
Aug 17 - 22
$171 night

Tropical Seaside Gem with Shared Pool, Hot Tub, & Easy Beach Access Leave the stress of the rat race behind and slip into island time at this Kailua-Kona retreat. Offering resort-style amenities like a shared pool, a soothing community hot tub, and plenty of family-friendly activities, this home is the perfect spot for your next seaside retreat. This home is located on the western side of the Big Island of Hawaii, in the charming Keauhou Punahele community. You’ll be just a short walk from the beach and a quick drive from numerous local attractions, including the Kona Country Club and the Regal Cinemas 7. If you prefer to stay closer to home, spend the day working on your tan down by the pool, or melt your worries away in the hot tub. Bright and breezy, Hawaiian vibes paint a relaxing backdrop for your island vacation. The private washer/dryer will take care of the laundry while you surf the cable channels, stream your favorite songs with the free WiFi, or find the perfect show to watch on Netflix (don’t forget your login info!). Use the gas grill or the fully equipped kitchen to make a Hawaiian-inspired meal while the kids play with the provided board games, and end the day with a tropical cocktail out on the balcony. Give yourself the gift of a memorable tropical vacation when you book your trip this slice of Hawaiian paradise. Book your getaway today! &lt;b&gt;THINGS TO KNOW&lt;/b&gt; • This property is managed by Heavenly Vacations by Casago. • Stays over 28 nights may be eligible for a fee waiver. License number: 3780100550058,STVR 20-414518

Vacation Rentals in Captain Cook 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 Captain Cook

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