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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Hidden Paradise Found with Aloha Spirit and Great Summer Rates! Weekly discount

Cleaner is Covid 19 safety trained. Celebrate the best in indoor/outdoor living in this spacious and well-kept ground floor unit in Keauhou Akahi! Conveniently situated on south Ali’i drive, the condo is 1/3 mile from Keauhou bay and less than one mile from the...

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

Discover the ultimate Hawaiian retreat at Kanaloa Condominium

Welcome to this spacious and beautifully appointed 3-bedroom condominium at Kanaloa Condominium at Outrigger, nestled in the stunning surroundings of Hawaii. This luxurious unit offers a blend of contemporary design and island-inspired decor. Enjoy breathtaking views of...

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

Ocean Front Banyan Tree 304 - Spectacular views!

OCEAN FRONT JEWEL!You will think you're in heaven when you see the dazzling view from this 2 bedroom, 2 bath 3rd floor condo. Enjoy spectacular Kona sunsets, whales in winter, dolphins, and surfers just below at a famous surf break. Banyan Tree Condominium amenities...

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

One Bedroom, First Floor, Fully Furnished Condo

Enjoy waking up to the tropical sounds of paradise. Nestled into the beautiful tropical trees is this perfect first floor, one bedroom, fully appointed condominium which is walking distance to Kailua Pier (start of the Iron Man) and downtown Kona.Enjoy the completely...

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

Oceanfront condo with lanai, full water view, hot tub & pool

Kona Bali Kai #418Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come in from the sun and enjoy the cool ceiling fans inside this tropical condo. A full view of the Pacific sets...

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

The Sand- Cozy condo in the heart of Kona

Studio condo in the middle of Kona with an oceanfront view. It has A/C. and is walking distance to all of the local restaurants, coffee shops, galleries, churches, and farmers market. Also, just a short walk to the beach.This 1st floor unit has a queen size bed , sofa...

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

Kailua-Kona Condo w/ 2 Private Lanais!

Enjoy peek-a-boo ocean views and scenes of a beautifully maintained tropical garden when you escape to this 2-bedroom, 2-bath vacation rental in Kailua-Kona. Featuring an updated open floor plan, 2 private lanais, and a coveted location on the ‘Royal Footsteps Along...

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

BRIDGE unit no stairs 2 bedrm 2 bath with AC. Gorgeous Sunsets Walk to Bay!

This luxury condominium is located on the 18 Tee, Kona Country Club golf course. Country Club Villas offers many on site amenities. Enjoy this quiet convenient location where you can enjoy 3 swimming pools, 3 hot tubs, and 2 tennis courts all on site. Within walking...

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

Ocean Front! Kona Alii #402

Ocean Front in the heart of historic Kailua-KonaKona Alii #402Bedroom Configuration:Master Bedroom: King Bed Living Area: Full Size Cabinet Fold Out BedLiving Area: Sectional Couch (not fold out) Amenities:Beach Equipment: All of our vacation rentals include beach...

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

Walk to White Sands Beach or Relax by Your Private Pool

Relax and enjoy this beautifully designed home within walking distance to White Sands Beach and yards away from some of the finest bodysurfing in Kona. Hawaii Tax ID: W41851384-01STVR Registration: STVR-19-353864, NUC -20-703The main part of the house sits above street...

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

Direct Oceanfront Condo on Private Beach Resort *Central AC *

Million Dollar Oceanfront Views!FREE CENTRAL AC - enjoy AC in every room. This direct oceanfront condo is located in a beautiful private beach resort with tons of amenities including a large pool, volleyball, tennis courts, golf near by, water sports, snorkeling nearby...

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

🌴Lovely garden unit within a short walking distance to Kailua town🌴

Kona Pacific is located at the edge of Kailua Village. Short walk down to the ocean, restaurants, shops, nightlife and other services. Air conditioning included. This lovely 1 bedroom/ 2 bath condo has been beautifully upgraded and is a very comfortable option for your...

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

2BR/2BA White Sands Village-Ocean View Condo-footsteps from Magic Sands Beach !

This condo is in a wonderful location and has a great view directly across the street from Magic Sands beach. This 2 bedroom, 2 bath fully air conditioned condo has an ocean view, and is fully equipped for a comfortable and enjoyable stay when in Kona. The oversized...

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

Experience historic charm near Kailua Pier

Aloha, welcome to our amazing ground floor, garden view condo, in the heart of Kona town close to EVERYTHING! We have finished up with a complete remodel last year. It is all fresh and new just for you to enjoy. We live on island and would like to share are little...

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

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

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 in front of you! The...

🛏 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

Tropical Bungalow Just Steps From The Ocean With a Sunny Lanai in Kona

10% discount for weekly stays July-AugAloha & Welcome to the Kona Bali Kai Complex located on Ali'i Drive in the heart of the famed Kona resort area across from Banyan's surf break and approximately 3 miles south of vibrant Kailua-Kona. Just steps to the on-site local...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 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

Ocean & Lagoon View Kona Condo 🏝️ Walking Distance to Beach and Town! 👣 - Hale Kona Kai 309

Hale Kona Kai is a small complex of 3 dozen absolute oceanfront condos in town but off the beaten path! Located on a quiet side street and just a short distance to the village of Kailua-Kona also known as Kona Town. Hale Kona Kai is only 1/4 block to Honl's white sand...

🛏 1 Bedroom
🛁 1 Bathroom
👤 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....

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

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

This house is a real Gem, you can sit and watch the surfers from your deck. It's comfortable, spacious, relaxing, and well-stocked: You will feel very spoiled staying at the Ocean Breeze Kona Home. This property is in an ideal location for enjoying the Big Island as you...

🛏 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

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

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

Kalanikai 118 – Highly Walkable!

Summary:Aloha! Planning your Hawaii Vacation just got a lot easier as you’ve found the perfect place! Kalanikai 118 is located in the desirable Kailua-Kona right along the shores of the Big Island’s west coast.The Space:This completely refreshed condo has everything...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 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

Oceanfront 1 bedroom 2 bath - Kona Bali Kai 218

Summary:Oceanfront 1-bedroom, 2-bath condo in Kailua-Kona, Ali’i Drive location. Sleeps 2, with a master bedroom filled with ocean sounds. Stunning ocean views from kitchen, living room, and master bedroom. Lanai overlooks tidal pools and surf break. Fully equipped...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 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

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