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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Direct Oceanfront Condo: New Remodel, AC, Tidepools, Sunsets, Turtles & Surfers

This air-conditioned direct oceanfront unit on the 3rd floor (with elevator) overlooks a large lava tide pool that is frequented by turtles and colorful Hawaiian reef fish. The warm Kona surf laps directly below the lanai. While you lounge on the lanai, watch surfers...

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

Serene Pakui Pua Estate at Hualalai with Saltwater Pool & Personal Concierge

Imagine stepping into your own Hawaiian sanctuary at Serene Pakui Pua Estate, where tranquility greets you in Hualalai Resort’s exclusive Kauhale neighborhood. Wake in the Grand Master Suite, ocean and Maui views filling your sight, and slip into the tropical outdoor...

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

LUXURY/MOST POPULAR SNORKELING & SURFING BEACH ! Turtles!

Wow! The perfect beach home w/ beautiful ocean views, Kona sunsets, newly renovated Hawaiian style home, "Kahalu'u Gem" is located right across Kahalu'u Beach Park and next to a surf shop!Total renovation by Kona Architect, Ali Ghalamfarsa, with Ohi'a wood, Opiuma wood,...

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

Relax & Enjoy the Warmth of Hawaii in a 2 BR/2 BA.nGreat Rates for Long Stays!

Keauhou Punahele is located at the very south end of Ali'i Highway, a 5 minute walk to Keauhou Bay and the Outrigger. We are close to shops, restaurants, farmer's markets and many of the varied activities this island has to offer. Our condo is located at a quiet area of...

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

Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10

Do you like an unobstructed panoramic view of the ocean and sunsets? Comfortable beds? Air conditioning in 4 zones? Quiet neighborhood? Excellent location in the heart of Kona? Free WiFi? This house has it all. Wake up in the morning and have a coffee on the very large...

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

5★Tropical Oasis, Heated Pool, Waterfall, Gazebo, OceanView,❤️of Kona,NEW Remodel

Located in a quiet, gated community, this house ticks off all the boxes. Located all on one level, there is room to spread out with the primary bedroom separated by a lovely open living/kitchen area from the second and third bedrooms. New furnishings and appliances...

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

This is the spa for your soul

Queen size bed, one bathroom with exquisite glass block enclosed walking shower with beautiful tile work depicting a swimming dolphin with tile floors and granite countertop.Living room features a queen sleeper sofa with a 52" flat screen TV. Cable is provided as well...

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

New Listing! Kona Isle Oceanfront|1 BR|Pool,Lanai

Oceanfront Paradise at Kona Isle E32 – Cozy 1BR | Steps from the Sea!Escape to the tranquil beauty of the Big Island and make yourself at home in Kona Isle E32, a top-floor oceanfront condo nestled in one of Kailua-Kona’s most beloved communities. This thoughtfully...

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

Spacious Ranch Cottage with private hot tub and VIEW!

Our Ranch House Cottage sits above the town of Kona with beautiful views of the Kona Coast. We are a 10-acre gated estate. This unit has a private Hot Tub/Jacuzzi with magnificent views. We a working farm with miniature goats, sheep and chickens. Fresh fruit and fresh...

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

Ocean Views, Walk to beach and town. AC, Huge lanai

Aloha!Great for longer stays! We supply reliable internet/wi-fi, a desk and comfortable office chair, and large monitor that makes our condo an ideal remote working location. Our spacious 2 bed 3 bath condo has ocean views, not only from our huge wrap around lanai, but...

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

D35 Kona Reef - True Oceanfront & Top Floor! AC throughout!

Located just outside the heart of Kailua- Kona, this ocean front condo is your ticket to paradise! Just minutes from town, a short walk will take you to some of the finest dining and shopping destinations on the Big Island. Our modern, updated condo serves as the...

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

Fabulous Oceanfront Two Bedroom w/Huge Lanai & Central A/C!

SPECTACULAR ABSOLUTE OCEANFRONT 2 Bedroom 2 Bathroom condo in Kailua-Kona!! The spacious lanai starts and ends your day in paradise. Enjoy your morning coffee and relax to the sound of the surf while watching whales (in season), spinner dolphins, outriggers, and the...

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

Spectacular Ocean View At Kona-Isle. Ocean Front Complex-Close to Town & Dining

OCEANFRONT COMPLEX WITH OCEAN VIEW from the lanai and living room at Kona Isle.10% Discount last minute booking summer months.Watch the waves; hear the surf and enjoy the palm trees swaying while sipping your favorite beverage on the lanai or at the waters' edge....

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

Hualalai Palm Villa 130A

One of the largest floor plans of any villa at Hualalai, this spacious and centrally located 3 bedroom, 3 bath villa is ideal for your Hawaii getaway. Extra bedding available with a "bonus" living room on the first level. The down-stairs suite opens to a large lanai and...

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

Ocean Views and only Steps from Magic Sands Beach!

TAKE IN A VIEW OF LAʻALOA BEACH (aka Magic Sands) FROM OUR LANAI! The top floor condo is directly across the street from La'aloa beach park (aka Magic/White Sands) - at most a 5 minute walk from the front door. Try boogie boarding at the beach with one of the boogie...

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

Kona Reef D24 - Direct Ocean Front Condo - Private Lanai -nNext to Honl's Beach.

Welcome to our beautifully decorated ocean front condo in paradise - Kona Reef D-24. Our condo is our home away from home, so we respectfully request a maximum of 2 adult guests and no children under 18. Whether this is your first trip to Kailua-Kona or you are a...

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

Banyan Tree 300: Gorgeous, New Unit 20 ft from Beach w/ Stunning Ocean Views/AC!

Welcome to your slice of paradise in Kailua-Kona at Banyan Tree, Unit 300! This stunning 2-bedroom, 2-bathroom retreat on famous Banyans Beach offers the ultimate blend of relaxation and adventure. So close to the ocean it feels as though you can touch the water, our...

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

2Bd/2Ba Townhouse with full kitchen steps away from ocean

End unit townhouse with 2 bedrooms/ 2 bathrooms located in the gated community of Keauhou Kona Surf and Racquet club. Downstairs you will find full size kitchen with granite countertops, living room with large 55 inch Samsung TV with 200 MBPS internet and a full...

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

Oceanfront, remodeled penthouse, sunsets, whales/dolphins, surfers! Free parking

*Gorgeous views from oceanfront lanai *See whales, surfers, dolphins from lanai *Beach/snorkel/surf right outside *4th Floor Penthouse w/ A/C*Stocked kitchen incl air fryer *Covered parking *Oceanfront gas grill *Da Poke Shack in complex*Pack 'N Play/High Chair *Shared...

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

Oceanfront Kona Home w/ Beach Access & Views!

Escape to paradise and immerse yourself in the beauty of Kailua-Kona, HI, at this stunning 2-bedroom, 2-bathroom vacation rental house. Just steps away from the picture-perfect beaches, this tropical retreat is your gateway to adventure. Discover the natural wonders of...

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

Alii Cove Top Floor Unit with Ocean View and walk to town and beach

Luxurious top floor condo, Unit H-23 (Sleeps 4 with Futon in Loft for an additional guest) The short walk to town from here offers a variety of restaurants (Papa Kona, Kai, Kona Inn, Royal Kona and the famous Huggo's Restaurants for sunset and live music), lots of shops...

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

Fabulous Waterfront Modern Home on the Keiki Beach, Walking Distance to Town

E komo mai! Welcome to our light and bright beach house, located directly on the calm and lovely Keiki Pond at Kona Bay Estates. Enjoy ocean and beach views from every room. The primary bedroom features 180* view of the beautiful Kona coast. Kona Bay Estates is ideally...

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

ALII VILLAS Oceanfront complex! Stunning Ocean and Pool view, highly rated Condo

NEW STVR -19-359761 Aloha! Our beautiful condo is a favorite with couples and we assure you, our amazingly low nightly rate is NOT too good to be true. You can be one of the many to check out and rate our immaculate, comfortable, one bedroom/one bath condo. We sleep two...

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

Gorgeous Oceanview Townhome - AC included!

Welcome to our tropical paradise in Kona, Hawaii! This luxurious 3-bedroom, 2.5-bathroom townhouse/condo offers the ultimate island getaway. With a prime location, stunning ocean views, and modern amenities, you'll experience the vacation of your dreams.As you step...

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

Stunning Ocean Views - Hualalai Resort- 18th Fairway - Prime Location - Golf Cart Included

Magnificent Garden Level Villa located on the #18 hole of the Hualalai Jack Nicklaus Signature Course. Enjoy white water views and spectacular sunsets from this highly desirable location at Hualalai Resort. Listen to the ocean and whale watch during the winter months...

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

Hualalai Palm Villa 126A - Perfect location along the15th Fairway!

This well appointed Palm Villa rental, at the Four Seasons Resort Hualalai, overlooks the 15th Fairway of the beautiful Jack Nicklaus Signature golf course. Sweeping ocean views beyond the golf course combined with the Villa's casual elegance make this the ideal private...

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

Resort-Style Home on Keauhou Bay: Great for Groups

'Hokukano Bay House' | Featured on 'Temptation Island' Season 1 | Watercraft Provided | Multiple Lanais | Family-Friendly Pool AreaWith indoor/outdoor views of the ebbing tide, a backyard oasis that invites introspection and adventure, and a 6,667-square-foot interior,...

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

Absolute Oceanfront at Keauhou-Kona Surf & Racquet Club 5-204

*** Please note the pool will be closed 4/15/2024-5/3/2024 for replastering ***LOCATION: Oceanfront Kona Coast/Kailua-Kona, Big Island of Hawaii, USA. 25 minutes south of the Kona International Airport, within walking distance of shopping, restaurants, movie theater,...

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

Ocean View Close to Airport & Beaches

Conveniently located just minutes from the airport & white sandy beaches and 10-15 minutes to the heart of Kona town, this vacation home has everything you need for a truly memorable stay in paradise! This rental is the upstairs unit of a two unit home with its own...

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

free parking - walk to Honl beach & Downtown Kona

BLUE BEACH BUNGALOW is your personal oasis in the heart of the most desirable place in Hawai'i. Perfect for everyone to enjoy the Aloha spirit and explore what the Big Island of Hawai'i has to offer. Pull into your private driveway where you are transported into a...

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

Kona Keauhou Resort #124 | Condo in Kailua-Kona with ocean views & pool access

Kona Keauhou Resort #124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The best unit in Kona Keauhou Resort, this top-level, end-unit condo boasts a tranquil Hawaiian escape for you...

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

Ocean views w/ breezes! Large Lanai, Kitchen, 2 bedroom - beautiful neighborhood

Newly renovated Fully equipped Kitchen – new refrigerator, range, dishwasher and microwave. Many amenities. Hawaiian style outdoor living and dining room in 700 sq. ft. Lanai with 4 ceiling fans to assist the ocean breezes. • 2 Bedrooms each with a queen size bed...

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

Relax and Rejuvenate in the Heart of Kona. Minutes walk to town!

Condominium pool will be closed all of October due to renovations. BBQ’s will be open. Simple 1 bedroom/2 bathroom condo for rent. Sleeps two comfortably but can sleep four. Unit is fully furnished, with two lanai's, washer/dryer, television, Wi-Fi, and 1 garage space...

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

Living Aloha: A Quiet Condo w/ Step-Free Access!

Escape to the beaches and clear blue waters of the Big Island in this 2-bedrooms with kings beds, 2-bath Kailua-Kona vacation rental. This condo features a living space filled with natural light, a TV, tile floors, and a private lanai overlooking the 18th-hole golf...

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

Keauhou oceanfront hale - Surf and Racquet #4-302

Summary:Indulge in luxury at our recently upgraded penthouse, nestled within the serene surroundings of Keauhou Surf & Racquet Club. This 3-bedroom, 2-bathroom retreat offers panoramic ocean views from your private lanai, where you can watch dolphins and whales frolic...

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

The Mai Tai Manor with unobstructed views of the ocean!

​​​​​​​This 4 bedroom with separate ohana used as 4th bedroom, 3 bath home have unobstructed views of the ocean!! Very close to beaches and shops. Home can sleep (8 guests!)Come to The Big Island of Hawaii and enjoy your well-deserved vacation in our...

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

Luxury Golf Front Home with Pool and Spa

Constructed in 2019, this one-story luxury residence is nestled in Holuakai's exclusive gated community. A modern island retreat, it seamlessly combines sophistication with tranquility, boasting contemporary amenities for the ultimate luxury experience. Crafted by...

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

New Listing! Kona Makai 3302

Welcome to Kona Makai 3302, your oceanfront paradise on the beautiful Kona Coast. This charming 1-bedroom, 1-bath condo with a loft featuring twin beds offers stunning ocean views and a tranquil setting perfect for your Hawaiian escape. Please note that the unit is...

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

Keauhou Lani: Luxury 4BR Keauhou Estates Ocean View Home

Welcome to Keauhou Lani, an exquisite private residence located in the desirable gated community of Keauhou Estates.Step into the grand entry of Keauhou Lani's 4 bedroom, 3.5 bathrooms, 4,750 sq. ft. home plus, 1,700 sq. ft. covered lanai complete with views of Keauhou...

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

Renovated-Stunning Direct Oceanfront Top Floor Penthouse in Kona with AC!

What better way to enjoy Hawaii than having an unobstructed 180 degree view of the Pacific Ocean?This recently renovated, oceanfront penthouse is located in Kona at the Kona Bali Kai complex. Watch surfers cutting through the waves, turtles gliding in the shallows or...

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

Prime Location, Budget Friendly Kahalu'u Bay Getaway

You'll love the location and the views from the lanai. You can enjoy sunrises and sunsets, depending on the time of year, as well as water views year round. Situated steps (160 m to be exact) from Kahalu'u Bay, which has one of the best snorkelling beaches in Hawaii on...

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

Lodge at Kaloko - Kona Cloud Forest Estate with Pool & Hot Tub

"Out of all our experiences with hosts , Kaili's was by far our most memorable. Not only is this house an amazing home for large families or groups to enjoy, but it's so centrally located to most top beaches, grocery and shopping on the Kona side of the island."-Guest,...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 16
📍 Kailua-Kona, Hawaii

New! Top Floor! Spacious Oceanfront Condo with Amazing Lanai and A/C!

Elegantly updated and spacious 2-bedroom 2-bathroom condo that's a wonderful choice for your Kona trip with friends or family!The clean interior design, the open layout, and the cozy high end furnishings are sure to make for a luxurious stay.Enjoy the large covered...

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

New Listing- Hale Aka'ula, house of the red sunset

Three bedroom two bath home in the lush sanctuary know as Kohanaiki, this comfortable home is your perfect Hawaiian retreat. Large living room and chef's kitchen are perfect for family gatherings with plenty of windows to enjoy the ocean and sunset views.Tropical...

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

Beautiful Hawai’i Big Island Luxury Vacation Villa in Kailua Kona

Our gorgeous Big Island Hawai'i Hale Ali'i villa is resort living in the setting of a private home. Enjoy island living at its best! Perfectly situated in the Ali’i Heights area in Kailua Kona, the villa is just 10 minutes away from Kona Town with all the conveniences...

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

Spacious 1 Bedroom Ground Floor Condominium in Kailua-Kona

#135 Casa De Emdeko is amazing. The condo is 920 square feet, on the ground floor 30 feet from the sand and less than 30 yards from the ocean. .

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

2-bedroom condo in charming Kailua-Kona with AC, WiFi. Enjoy your stay

Welcome to Kona! We're thrilled to have you stay in our spacious, townhouse-style condo.As you'll discover, the location is truly unbeatable. You're just steps from the ocean and a short walk to the heart of Kona. Plus, the condo boasts amazing ocean views from both...

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

99 steps to quiet beach - Centrally located - Great for families & groups

Ideally located on iconic Alii Drive directly where the world famous Iron Man takes place annually. A number of palm trees and local landscaping on the front and side of the property add to the tropical appeal.Nearby are many of Kona's enviable attractions including its...

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

Kona Islander Hawaiian Style Poolside

Fun and functional, this studio apartment has everything you need for an enjoyable downtown Kona vacation experience. Unique design and attention to detail provide a charming and relaxing environment. The convenient "no stairs" location is close to parking, the lobby...

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

Kahaluu Bay Across from Snorkel Beach - Awesome Ocean View

Ideally located just across the beach from Kahalu'u Beach Park. This is a great place to stay if you like to snorkel, surf and swim. If not, it is close to everything else.Easily accessible, convenient and with good under water scenery, Kahalu'u Bay is the most user...

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

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