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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POPULAR ON OCEAN COMPLEX - GREAT AMENITIES AND LOCATION!!!

E komo mai (Welcome)!!!🤙 Kona Isle is known for the beautiful grounds and Lava rock Beach front property. It is managed extremely well and the best part is along the Ocean, with BBQ's, Picnic tables, Lounge chairs, Chairs, Saltwater pool and the Ocean splashing right...

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

Ground floor unit w/ golf and ocean views, three pools and tennis on site

Country Club Villas 102Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to this beautiful ground floor vacation rental which lets you drop your bags at the door, walk onto the...

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

Ocean Front Paradise at Magic Sands Beach With AC

This is a premier property located directly on the ocean front off Alii Dr. in Kailua-Kona in the historical Kona Magic Sands Resort. Directly on the North side of the building is a park for BBQing and picnicing. Early morning yogis frequent this park. Thirty feet to...

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

Absolute OCEAN FRONT unit on famous Banyans Surfing Beach!

This unique, ocean front unit has all the feel of Hawaii, from it's tropical decor & palm trees to the ocean below! Watch the surfers from your private lanai. Fall asleep and wake up to the sound of the ocean waves as they break not 50 feet away from you! Enjoy walking...

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

FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.

STEPS AWAY FROM KAHALU'U BEACH!! PIECE OF PARADISE!! PRIVATE BEACH HOME!! COVID 19/ .... OPEN SPACE! Best priced in this area of Single-family PRIVATE homes of KAHALU'U BEACH AND MAGIC SANDS BEACH. Significance of landscape. Ali'i Drive of Natural Beauty. This land had...

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

Ocean View, Full Kitchen, Gorgeous Top Floor Suite surrounded by Tropical Garden

One of several, beautiful, spacious studios in our guest house. Vaulted ceilings and ocean view of Kona coastline. Great central location, just 10 minute drive to town, beaches, & airport. Queen bed, 2 sleeper sofas, living room, full bath, well equipped full kitchen,...

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

Downtown Kona Condo w/ Pool Access: Walk to Beach!

Embrace the island life and say aloha to this vibrant vacation rental condo in Kailua-Kona! Located in the Kona Pacific complex, this 2-bedroom, 3-bathroom vacation rental features access to resort perks, like an outdoor pool and barbecue area. You’ll also enjoy...

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

Very Clean, Beautiful Ocean and Sunset View, No Stairs, Longer Stay Discounts

This is a newly remodeled condo at Country Club Villas with a State Of Hawaii STVR License Number PL-STVR-2024-000890. The condo is a modern two bed two bath with sunset and ocean views situated on the 17th hole of the Kona Coast Golf Course just above Keauhou Bay....

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

Kona Ali'i Condo in the Center of the town awaits your presence!

The heart of Kona, Comfortable secure condo in Kona Ali'i. 1 Bedroom / 2 Bath. Close to public transportation, shops and beaches. 3rd floor, Makau site with view of pool, mountains and ocean. Tidy unit has additional sleeping arrangements and can accommodate 4...

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

Gated Community Located Within Walking Distance To The Beach

Welcome to The Ilio Hale!Our spacious, fully furnished, family friendly retreat is located within the prestigious gated subdivision of Kahakai Estates in Kailua-Kona on the Big Island, Hawaii. The historic Great Wall of Kuakini runs along the back of the property, while...

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

Panoramic Ocean Views! Luxury Estate - Pool, Hot Tub, Jacuzzi & Air Conditioning

On the main floor of the home, there is a large lanai with a pool, jacuzzi, outdoor eating area and a fire pit with lounge area. Inside, on the main floor, you will find a **newly renovated** kitchen, large eating area, living room area, and the mother-in-law suite. The...

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

Ocean Front !!...Watch The Surfers And Smell the Ocean...Minutes to the beach.

Welcome to the Ocean Breeze Kona Home – a true gem on the Big Island!Relax on your private deck as you watch surfers ride the waves—this home offers the perfect blend of comfort, space, and serenity. Thoughtfully stocked and beautifully maintained, you'll feel...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 9
📍 Kailua-Kona, Hawaii

Downtown Air Conditioned Condo: Walk to Beaches

Enjoy an ideal, downtown Kailua-Kona location for your next 'Big Island' getaway at this contemporary 1-bedroom, 1-bath vacation rental condo. As part of the Kona Plaza, this unit provides 2 guests with an intimate retreat, offering a community pool, private entrance,...

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

Spacious 2BR/2BA Condo - Ocean View, Above it All, Oceanside Pool and Zoned A/C

The Penthouse of Kona Shores awaits you! This spacious and luxurious 2-bedroom, 2-bathroom corner condo is the crown jewel of Kona Shores, offering the largest living space at 1,000 sq ft. As the only 2 BR, 2 BA unit in the complex, it offers a level of exclusivity like...

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

Cute Downtown Studio, AC/Pool

Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...

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

Oceanfr, Cozy 1BR, 1Q bed + 1Q sofa bed, kitchen, big fridge, Center of action.

Completely remodeled (August 2020) 2nd floor Oceanfront studio (within feet of the ocean) is located in the Kona Islander Inn complex that extends from Kuakini Hwy to Alii Drive. The beautiful tropical gardens with banana trees, exotic flowers and green lawns surround...

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

Violet Sunset 2802: Newly Renovated Oceanfront Suite

Violet Sunset 2802 is an absolutely lovely, newly-renovated two-bedroom oceanfront suite is a breath of fresh air nestled up against the magnificent Kona coast! Its laid-back island charm combined with all the comforts and conveniences of home provide the perfect...

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

Kona Oceanfront complex I Updated I AC I Heated Pool I Best Location

Welcome to our lovely 1 bedroom, 1 bath condo with island decor, king size bed, washer and dryer, dishwasher, AC and full kitchen and bathroom both updated just last year. Our condo is located on the second floor, on the cooler side of this friendly, tranquil, oceanside...

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

Ocean view, 2nd-floor condo with lanai, pool, great snorkeling & prime location

Kona SeaSpray #201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Stunningly situated right across the street from the best surfing and snorkeling in the area, Kona SeaSpray 201...

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

Adults Only Centrally Located 2 Bdrm Town Home In Kailua, Kona Hawaii

Registration No. STVR-19-351560 . TAT No. 083-876-6592-01. Our town home is in a gated community that has excellently maintained grounds with 3 tennis courts, a swimming pool and next to the beach where you can walk to and enjoy the beautiful Hawaii sunset. It is...

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

The Olena at Keauhou Bay

Discover the calm of The Olena, a contemporary 1-bedroom ground floor apartment with A/C, nestled in a quiet complex at the heart of Keauhou in Kailua-Kona. Designed with natural accents and thoughtful details, it is an ideal getaway for 2 guests to enjoy easy walking...

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

🏖️Ocean View Home with Pool Walking Distance to Ocean and Beach | vrKCV

vrKCV - Kokua at Kona Bay Estates, Professionally Managed by Kona Coast VacationsEscape to a tropical paradise in this spectacular 2,600 square foot private home, nestled within a gated community with 24/7 security. Located just steps from one of the rare year-round...

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

Must see! Spectacular Direct Oceanfront Corner Unit

Unit 195Our ABSOLUTE OCEANFRONT corner unit (#195) has a spectacular 180-degree view of the Pacific & Kona Coast. While relaxing on the lanai (patio), enjoy watching yellow tang fish floating in the bay, green turtles grazing on the rocks, the spinner dolphins leaping...

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

2-bdrm condo in Kona. Quiet garden setting with pool & sunset views.

Welcome to Lani Iki, our Little Heaven. Our lovely 2 bedroom, 2 bath condo is located in Keauhou Resort in a peaceful garden setting with mature fragrant plumerias, gingers and hibiscus. Luxuriate in one of our two salt-water pools or enjoy the sweet Kona sunset from...

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

Amazing Direct Ocean Front Condo - Beautiful Sunsets, watch dolphins and whales

Welcome to my Sea Village home on the ocean. This beautiful, 1 bedroom condo is waiting for you to enjoy your island stay. An amazing location with a ground floor entrance, no stairs to climb! Yet, on the other side, the ocean front lanai sits 25 feet above the sea...

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

Top Floor Cozy Condo Nestled Among Tropical Kailua Kona Treetops

[June 2020: Due to pandemic concerns, we shut down operations April 1 - June 9; the island has "opened up" again, and we are again comfortable hosting Kona guests! Our cleaning person Dianna, best on the big island, is there to make sure our unit is extra clean!]...

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

Ocean Front Top Floor Condo/Free WiFi & Parking/Pool/Jacuzzi/Grill/Beach Equipmt

Did you ever dream of a vacation where there is nothing between you and the ocean but a few waving coconut palms? This is the place to be!Wake up to 180 degrees of unobstructed ocean front view from your own lanai, watch the surfers on the waves, migrating whales (in...

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

Ideal Getaway Near the Beach & Town W/ Two Kitchens, Wraparound Deck & Views

Jubilee By The SeaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take a break from it all and spoil the whole family with an unforgettable getaway to this home away from home mere...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 11
📍 Kailua-Kona, Hawaii

BEAUTIFUL GARDEN & GOLF COURSE VIEW 2 BEDROOM CONDO

You've never seen such a relaxing and comfortable vacation rental as this Keauhou Surf & Racquet condo. Located with a golf course view on 16 ocean front acres, you'll never want to go home! Ground floor, no stairs with nearby reserved parking. Surf and Racquet is a...

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

Tropical Oasis

Enjoy Hawaiian living in this spacious 2 bedroom, 2 bathroom, 2nd floor condo with an ocean view. Large lanai overlooks the eighth fairway of the Kona Country Club. This unit does NOT have air conditioning. Each room has a ceiling fan and there are 4 floor fans. This...

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

Enjoy Panoramic Ocean Sunset Views From Your Private, Gated Residence

Luxury Vacation Rental Residence with High-End Furnishings. In a tranquil residential pocket in the Hawaiian paradise of the Big Island, you’ll discover one of Kona’s premier luxury properties. E Komo Mai is a sophisticated, modern, 5-bedroom residence that...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Kailua-Kona, Hawaii

Direct Ocean View. Top floor 2 bedroom with loft. End Unit. Wrap-Around Lanai.

Your dream vacation awaits, beginning with this lovely 2-bedroom plus loft at Kona Makai!Located on the top floor, enjoy spectacular ocean views and breathtaking sunsets from the wrap-around lanai which provides ample seating for your group. Air conditioning units in...

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

Relaxing Ocean Studio 2 Blocks From The Beach

This comfy and clean Ocean Studio is located 2 blocks from the beach and Ali'i drive where all the best attractions are such as tasty restaurants, fun retail shops, bars, coffee and smoothie spots, fresh farmers markets, Magic Sands Beach, and much more. The Ocean...

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

Sunset Oasis in Paradise

Wake up to songbirds every morning, enjoy breakfast on the lanai and watch the day unfold. End the day on the lounger as the sun sets right before your eyes after exploring the island. Our home in paradise offers:o Step through the front door and be greeted by...

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

New Ductless Split A/C System! Close to complex pool and grocery store.

Nestled next to the Kona Country Club Golf Course, this one-bedroom plus den, two-bath condo at the Keauhou Palena complex offers a cozy retreat for your Big Island vacation. Take a quick dip in the pool located just outside, or go for a stroll down the road and enjoy...

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

🌴Alii Villas #229 Absolute oceanfront getaway. Nicely upgraded and well equipped🌴

This is one of the most stunning oceanfront condos in Alii Villas. Totally upgraded and set up for your comfort. Sleeps 4 people comfortably in 2 queen beds, walk in showers in both bathrooms, high end appliances and fully equipped kitchen. Free Wifi and flat screen...

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

Hale He'e - Octocondo at Alii Drive

Welcome to Hale He’e, a perfect little slice of Hawaiian beauty. Enjoy the best of what Hawaii has to offer in our completely updated condo at Kona Makai - an oceanfront complex complete with tennis courts, pool, spa and exercise room.This rarely available 798 sqft, 2...

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

Ocean Views In Paradise

THIS IS A NO SMOKING/NO DRUGS UNIT/PROPERTYCLEANING FEE covers disinfecting and cleaning, laundering etc of unit before AND after. Should you assist (at time of checkout) with tossing all your excess food and bringing your bedding and towels to me, I will refund $50 of...

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

Private | Oceanview | Spacious | Bright 3BR House

Welcome to Malulani Green Haven! This private 3bd/2ba home is located in a gated, quiet cul-de-sac neighborhood right in the heart of Kailua-Kona. You'll enjoy a spectacular panoramic ocean view from the backyard lanai and a view of Mauna Loa on the opposite side. The...

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

Ocean View Casa De Emdeko

Our ocean view condominium is kept updated and comfortably furnished to offer you a relaxing, quiet, and enjoyable vacation. You'll love the bamboo floors, which lends to the clean, open feeling of our wonderful condo. This top floor end unit also offers great ocean and...

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

Coastline Views just steps from the Ocean with A/C

This exquisitely appointed, almost beachfront home is perfectly maintained with cozy comfort in every room. Spectacular ocean views from the home and the special vista viewing tower makes this 3BD/3BA + Den the perfect Hawaiian getaway.The 1/4 acre lot is completely...

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

AC Oceanview Condo at Kona Bali Kai

Aloha! Come enjoy our expansive, nearly 180-degree, west-facing oceanfront condo located along a charming 2-lane road with plentiful coffee shops, restaurants, and art galleries nearby. We are friendly to all, and look forward to you enjoying our family-owned place as...

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

True Oceanfront 2 Bedroom Condo with Amazing View and Great Location

In Kailua-Kona on the Big Island of Hawaii. Spacious Two-bedroom condo with a fantastic view and great location.1 King-size bed and 2 Full-size beds. Sleeps 4 people. Free Wifi, spacious, open, airy, clean, quiet end unit on the third floor in a popular complex. AC is...

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

Kona Magic Sands Condo

Studio located directly across the street from Magic Sands beach with renovated kitchen and bathroom. The bedroom is separated from the living/dining area by a wall with an arched opening. You will notice the small touches honoring the sea turtle throughout the unit...

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

Central A/C Double Master Suite Home in the Exclusive Ali'i Point community!

Exquisite 2-bedroom, 2.5 bath house located in a private gated community on Ali'i Drive! With only 16 homes in this community, you can expect peace and serenity staying here on your Hawaiian vacation.Featuring an air-conditioned home with vaulted ceilings and two master...

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

The Kumu House

Welcome to the Kumu House! Designed with rustic, island, surf vibes & located in a lush private lane of bungalows right off the famous Ali'i Dr. We are are a 5 minute walk from a lovely hidden beach and 10 minute drive to the town center.The Kumu House is a two story 3...

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

Free WiFi Garage Park, 2 OceanView Pools, Full Kitchen Royal Sea Cliff #1 Kona

Royal Sea Cliff Resort, Kailua Kona, HawaiiAn architectural masterpiece that cascades down from an ancient lava-flow bluff to a wide swath of the best pristine oceanfront in Hawaii. Horizon Ocean Views of local fisherman, cruise ships, whales and dolphins, surfers, and...

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

Downtown Kona. 250 feet from your toes in the water with an unobstructed view!

Beautiful studio condo with legitimate ocean view from the nice lanai. Look across a green area right out to the ocean. There will be sunset views from your private lanai. Great use of space in this unit, with a queen size bed, full refrigerator, desk and chair for...

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

True oceanfront, ground-floor condo with 180-degree view, pool & lanai

Kona Riviera Villa #101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A spectacular oceanfront setting awaits at this ground-level condo in Kailua-Kona, where it feels as though the...

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

Across The Street From The Best White Sand Beach In The Area!

This upgraded condo is the largest in the complex with a wrap around lanai with a beautiful garden/Mountain View with 3 sliders going out to the lanai from the dining room, living room and master bedroom. Recently upgraded with granite countertops in the kitchen and...

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

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