Kailua-Kona Vacation Rentals

Kailua-Kona is a lively town on the Big Island's west coast, offering a mix of oceanfront relaxation, cultural landmarks, and vibrant dining and shopping. Popular beaches like Magic Sands, Kahalu'u Beach Park, and Honl's Beach provide excellent snorkeling and sunsets. Our curated vacation rental selection includes oceanfront condos, resort-style communities, and private homes - perfect for couples, families, or group travelers. Enjoy amenities like pools, lanais, and proximity to Ali'i Drive attractions. Start your Big Island adventure in Kailua-Kona today.

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Renovated home across the street from the beach with shared pool & hot tub

Reviews (9)

Kona Bali Kai #341Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the island's western side by the shores of Holualoa Bay, this home features a private balcony,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Walk to Turtle Beach from Kailua-Kona Apt!

Reviews (14)

Say Aloha to your new home base along the Kona coast! This well-appointed apartment offers 1 bedroom, 1 full bath, a private patio and a prime location, just a block from Turtle Beach and 1.5 miles south of Magic Sands Beach Park. When you need a break from the sun and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Tropical studio w/ grill area, shared hot tub, outdoor pool & near the beach

Reviews (14)

Kona Bali Kai #334Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Create memories that will last a lifetime of your sunny trip to Hawaii at this convenient studio across from the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Kailua-Kona Islander Studio: Lanai, Community Pool

Reviews (5)

Embark on snorkeling excursions, go for a hike, attend a luau, or book a tee time on the Big Island of Hawaii. This Kailua-Kona vacation rental studio, located downtown in the Kona Islander Inn, offers 1 bathroom, a private lanai, and access to community amenities as...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Kona Condo w/ View, Walk to Beach & Restaurants

Reviews (5)

Bring your bathing suits and hiking boots to the island of tropical adventure, turquoise waters, and lava fields. Sitting steps from the ocean, this 2-bed, 1.5-bath vacation rental in Kona offers easy, walkable access to swimming, surfing, dining, and shopping!...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Tropical Style! Fairway View Lanai, Washer/Dryer, WiFi, Kitchen Ease, TV Kanaloa 402

Reviews (5)

This fantastic one-bedroom one-bathroom suite offers the best of Big Island living! Enjoy a large private bedroom, completely furnished with a dresser and mirror, King bed, and two side tables. The bedroom leads out to the covered, furnished lanai, which has excellent...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 KAILUA-KONA, Hawaii

Special Rates! Ocean View Studio at Bali Kai

Reviews (3)

Enjoy your vacation in Kona, at this studio with an ocean view, lanai to listen to the waves and more at Bali Kai #168. Located on iconic Alii Drive and across the street from Banyans, a local surf spot. This studio has a queen bed, a sofa for seating, and a small table...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Drect Ocean Front | Small 6-Unit Complex | vrKCV

Reviews (2)

Wake up to the sound of the waves and step onto your private lanai for front-row ocean views at Hale Pohaku #5. This oceanfront 2-bedroom condo on Alii Drive offers an unforgettable Kona experience with stunning sunsets, sea life sightings, and a peaceful, low-density...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua Kona, Hawaii

Lush Suite w/Fairway Views - Kanaloa at Kona #501

Reviews (3)

The suite features rustic island charm in design and aesthetic with AC units and ceiling fans throughout for optimal climate control. The common areas boast an open, airy layout with sleek tile flooring and cozy furnishings. Enjoy morning coffee, sunset cocktails, or...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 KAILUA-KONA, Hawaii

Hawaii Sunset Mansion

Reviews (7)

Spectacular and Luxurious Property with a Unique Style to enjoy with family and friends. Elegant Pool and Jacuzzi with Sun Deck chairs and outdoor bar. Just about 5 minutes from the beach and 15 minutes from the airport. This house overlooks the pacific Ocean with...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Kailua-Kona Studio - Walk to Hale Halawai Park!

Reviews (2)

Explore the Big Island’s massive volcanoes, beaches, and National Park with ease while staying at this well-equipped studio in Kailua-Kona. This centrally located vacation rental sits within walking distance to local eats at Kona Farmers Market, shops at Kona Inn...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Unwind on Your Fantasy Hawaiian Vacation- 1BD/1BA Condo in Kailua-Kona, Hawaii

Reviews (3)

WelcomeWelcome to Casa de Emdeko, your perfect getaway in Kailua, Kona! This cozy condo features both a freshwater pool and a saltwater pool, complete with a private beach area that offers breathtaking views of the Kona shoreline. Enjoy the beautiful white sand beaches,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

1 Bdrm w/ocean view in Kona.Walk to Turtle Beach,Ali'i Gardens Mkt&Kona Trolley

Reviews (2)

Beautiful one bedroom beach side apartment in perfect location, on Ali'i Drive across the street from Turtle Beach. Water and beach access two blocks south with beach chairs & towels, umbrella and insulated cooler bag provided for guests use. We are located 2 miles...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua, Hawaii

Kona Oceanfront Resort! Lanai w/Wet Bar, Full Kitchen, WiFi, Washer/Dryer Kanaloa 401

Reviews (2)

Enjoy island living in this one-bedroom one-bathroom fairway view room. This suite has so much to offer, from its full-size kitchen with everything you need to cook gourmet meals to other modern amenities throughout the unit. This one-bedroom has a king size bed, vinyl...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 KAILUA-KONA, Hawaii

Kona Pacific E734: Penthouse Corner unit, Best Ocean Views, AC, Walk to town

Reviews (1)

Experience the magic of Hawai‘i from above at Kona Pacific E734, a rare top-floor penthouse corner retreat where sweeping ocean views and gentle island breezes create the perfect setting for your Big Island escape. Perched on the highest level of the building, this...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua Kona, Hawaii

Charming condo with oceanfront pool, shared grill, A/C and beach access nearby

Reviews (2)

Kona Shores 229Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your oceanfront paradise in Kailua-Kona, HI! This beautifully redesigned 1-bedroom, 1-bath condo offers...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Stunning Partial Ocean Views - Kona Bali Kai 167

Reviews (1)

Kona Bali Kai 167: Explore downtown Kailua-Kona easily from this comfortable ocean-view location. Upon entry, guests will see the crisp blue views from the floor-to-ceiling glass doors. Tile flooring and charming light rattan furniture compliment the main living space....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua Kona, Hawaii

Kailua Bay Resort#4-204: Heart of Downtown, Walk to everything!

Reviews (3)

Experience the ease and energy of island living from this inviting second-floor walk-up condo at Kailua Bay Resort, Unit 4-204, perfectly positioned in the heart of downtown Kailua-Kona. From the moment you arrive, you’re immersed in the true Kona lifestyle—sunshine,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua Kona, Hawaii

Pu'ukala Sunset Estate w/ Amazing Ocean Views! by RedAwning

Reviews (1)

Escape to the breathtaking beauty of the Big Island and make your vacationdreams come true in this splendid 3-bedroom, 2-bathroom vacation rental home.Nestled in the heart of Kailua-Kona, this tropical paradise offers an open andspacious interior, complete with all the...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

Big Island Resort Stay Near Kona Coast with Pools & Spacious 1BR Villa

Experience the laid-back beauty of Hawaii Island at Club Wyndham Kona Coast Resort, located along the scenic Kona Coast near Kailua-Kona. Surrounded by tropical landscaping and ocean views, this resort offers a peaceful island atmosphere while still keeping beaches,...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Big Island Resort Stay Near Kona Coast with Pools & Spacious 1BR Villa

Experience the laid-back beauty of Hawaii Island at Club Wyndham Kona Coast Resort, located along the scenic Kona Coast near Kailua-Kona. Surrounded by tropical landscaping and ocean views, this resort offers a peaceful island atmosphere while still keeping beaches,...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Big Island Resort Stay Near Kona Coast with Pools & Spacious 1BR Villa

Experience the laid-back beauty of Hawaii Island at Club Wyndham Kona Coast Resort, located along the scenic Kona Coast near Kailua-Kona. Surrounded by tropical landscaping and ocean views, this resort offers a peaceful island atmosphere while still keeping beaches,...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Island Comfort: 2BR at Wyndham Kona Coast Resort

Enjoy your Hawaii retreat in this spacious two-bedroom suite at Wyndham Kona Coast Resort, designed to accommodate up to six guests. The villa includes two separate bedrooms, a full kitchen with modern appliances, two bathrooms (one with a whirlpool tub in many suites),...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

The ♥ of Kona Town! Walk to Beach Shops & Food!

If you are looking for a central Kona stay, THIS IS IT! Local shops, art, the beach, restaurants, coffee, and shopping are all within walking distance from Kona Aloha at Kona Plaza Condominiums, located on the main road of Alii Drive.The spaceE komo mai (welcome) to...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

4BD Ka'Ulu Estate: Hualalai Resort Estate w/ Infinity Pool, Hot Tub & Golf Views

Important Resort Notices• Each December, Hualalai Resort holds its annual Chairman’s Club event.• Each January, Hualalai Resort hosts the Mitsubishi Electric Championship.These events will result in temporary modifications to guest access at select resort amenities....

🛏 4 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

New Fabulous 7 bedroom for 23 near Magic Sands Beach!

NEW LISTING!!! Listing provided by "The Vacation Rental Experts". Contact directly for more options!Beautiful 7 bedroom  for 23 pool home! Amazing location, across the street from Magic Sands Beach, and 1 block to White Sands Beach! This spacious and welcoming home with...

🛏 7 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 24
📍 Kahaluu-Keauhou, Hawaii

Charming condo w/ golf course view, lanai, gas grill - shared hot tub and pool

Keauhou Punahele A104Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical paradise in Kailua-Kona, HI! This stunning condo offers the perfect blend of relaxation...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

New Listing, White Sands Village 212, Ocean View

Nestled in the idyllic White Sands Village, the Big Island White Sands Village 212 is a stunning two-bedroom, two-bathroom retreat that captures the essence of Kona living. As you step inside, you're greeted by a spacious open-concept living area that seamlessly blends...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kona, Hawaii

New Listing, Casa De Emdeko, Oceanfront Pool, BBQ

Welcome to your Kailua-Kona retreat, the Big Island Casa De Emdeko B133. Nestled in the heart of Kona, this charming one-bedroom, one-bathroom vacation rental is perfect for couples seeking a romantic getaway or a solo traveler in need of a serene escape. Upon entering,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua Kona, Hawaii

2-bedroom ocean golf course condo in beautiful Kailua-Kona w/ cool ocean breezes

Located in Kailua-Kona, enjoy all this 2-bedroom condo has to offer. Features one queen bed in the master bedroom and two twin beds in a second bedroom, plus a comfy sofa bed that sleeps two in the living room. Guests will find two full bathrooms, each with a shower....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Gorgeous 2-bedroom condo in Kailua-Kona perfect for your getaway.reakxandbd

Get ready to relax in this 2-bedroom condo in Kailua-Kona. The master bedroom features a king bed, perfect for a restful night. With two bathrooms, guests enjoy plenty of space and convenience. A cool iron and hair dryer are available to make your stay even easier....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

🏖️Ocean View Condo w/ Loft + A/C in Bedrooms | Keauhou

Keauhou Golf Front Condo w/ Ocean Views & A/C | CCV 321Top-floor ocean views + sunsets over the golf course.Space to spread out with 2 bedrooms + loft.Walk to dining, shops, and Keauhou Bay.*interior photos available by mid-June.Why Guests Love This Condo✔ Top-floor...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua Kona, Hawaii

Sunset View at Kahaluu Bay Villas

Summary:Sunset View at Kahaluu Bay Villas places you along the scenic coast of Kailua-Kona, just steps from the calm waters and vibrant marine life of Kahaluʻu Beach Park. Within this community, guests can enjoy beautifully maintained oceanfront grounds, a refreshing...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

180° Ocean View Modern 2BR Home with dedicated Workspace in Kona

The VibeModern. Clean. Airy. Well-lit and well cared for. Stainless steel appliances, LVP flooring, big wide windows, and lots of natural light. Nothing janky — everything works and everything is maintained.The ViewsWake up to unobstructed 180-degree ocean views from...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Oceanfront A/C 1BR GEM ~ Whales, Dolphins & Sunsets

Absolute oceanfront condo with a lanai offering breathtaking views at Hale Kona Kai. Fall asleep to the sound of the waves. Both the bedroom and living room face the ocean, with year-round dolphin sightings and seasonal whale watching. Spacious king bedroom, fully...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Ironman 2026 Lodging: 2 BR Deluxe Club Wyndham Kona Hawaiian Resort

Excellent lodging for Ironman World Championship 2026! Located approximately 1.5 miles to the Kailua Pier which serves as the event's swim start, transition area and finish line.Available 8 days from Oct 5 (check in) to Oct 13 (check out) Why is this such an ideal...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Kona Mansions#B217 2nd Floor, Beautiful unit/Ocean views & Air Conditioning

Wake up in the heart of Kailua-Kona, where island mornings begin with ocean breezes and the scent of salt air drifting through your windows. Welcome to Kona Mansions B-217, a beautifully remodeled second-floor retreat that places you right in the center of everything...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua Kona, Hawaii

NEW Modern King+Sofa Queen Bed · AC · Private Patio +Laundry

NEW Guest House 1BR with high ceilings sleeps 3 (king bed + pullout sofa bed)—perfect for couples or small families!-Premium amenities: 5-star mattress, 75" TV, New AC, spa bathroom with dual vanity, and bidet, Garage parking.-Gourmet kitchen with cooking appliances and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kailua-Kona, Hawaii

Ocean View Family Retreat - New · Modern · Spacious · King · AC

-This newly remodeled 3BR/2.5BA features soaring ceilings, 2 split AC, spacious covered patio with fresh island breezes, Garage parking.-Escape to panoramic ocean view paradise, Sip sunset cocktails at your private outdoor bar as the sun melts into the Pacific.-Fully...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kailua-Kona, Hawaii

Enjoy staying right on Keiki beach. Walking distance to the Ironman start!

Kona Bay Estates oceanfront gated community is the epitome of luxury living in Kona, Hawaii. With its proximity to multiple beaches, the downtown shopping district, and the bustling dining scene along the Kona coast, guests will experience the best that Hawaii has to...

🛏 5 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 14
📍 Kailua-Kona, Hawaii

New Listing, Heart of Kona, Ocean View Studio

Kona Islander is in the heart of Kailua-Kona on Alii drive. You can walk to restaurants music and beaches. Enjoy the ocean view from your lanai and being in the best location Kona can offer. This Ocean View studio has a kitchenette area by the entry and has a small...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 3
📍 Kailua-Kona, Hawaii

Excellent Ironman Rental! Wyndham Kona Coast Resort 1 King Bedroom/2 bath Condo

This Kailua-Kona resort boasts one welcoming bedroom with a king bed and a sofa bed for extra comfort. Guests enjoy two bathrooms, each featuring a bathtub and shower, perfect for relaxing after a day of adventure. The space stays comfortable year-round with heating and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kailua-Kona, Hawaii

Country Club Villas - Ocean View Condo • Golf Course • Walk to Bay

Ocean Views • Golf Course • Walk to Shops & BayExperience the best of the Kona Coast from this bright and airy 2-bedroom, 2-bath corner condo overlooking the 17th fairway of Kona Country Club's Ocean Course. Enjoy panoramic coastline views, cooling island breezes, and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kailua Kona, Hawaii

Poolside Peace Meets Island Play—Your Kona Getaway Starts Here l 4 Rooms

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 20
📍 Kailua-Kona, Hawaii

Ocean Air, Island Flair: 3 Rooms, Stylish Kona Basecamp for Sun & Adventure

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 15
📍 Kailua-Kona, Hawaii

Tropical Escape l 2 Rooms, Beach Access, Free Bikes, Pool & Pet-Friendly Stay

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Kailua-Kona, Hawaii

Private Room with Access to Pool, Garden Yoga & Island Adventures

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Kailua-Kona, Hawaii

Tropical Vibes l Outdoor Pool, Yoga & Urban Bikes

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Scenic Stay with Pool, Garden Lounge & Curated Excursions Nearby

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

Tranquil Beach Escape w/ Onsite Yoga, Pool & Bike

Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kailua-Kona, Hawaii

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