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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A perfect suite for temporary short term visitors

To our dear and faithful previous visitors and new vacationers Please always remember we NEVER charge an owner host fee - everything you see is yours to use, eat - candy, snacks, coffee, all beach and snorkel equipment etc etc etc. enjoy and of course no cleaning fee....

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

Kona Bali Kai 411, Oceanfront, Two bathroom

Welcome to Bali Kai 411, an oceanfront condo offering a peaceful retreat with panoramic views of the Pacific Ocean. Located on the beautiful Big Island of Hawaii, this spacious 2-bedroom, 2-bathroom unit is the ideal getaway for families, couples, or small groups...

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

Oceanfront, Top Floor, Two-Bedroom / Updated including split system AC!

Imagine - warm tropical climate, the sounds of the ocean waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - Is there any other way to experience Hawaii?!This two bedroom, two-bath condominium gives you all of that...

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

NEW!! Charming 1-bedroom bungalow in amazing Kona

NEW! NEW! NEW!*professional photos coming soon**Our dream home! Ready to share with you. We have been waiting years to be in this complex! It’s the secret gem in Kona. We put our vision and dreams into a complete remodel September 2024. The kitchen with all new...

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

Melelina Hale Large four bedroom with pool, ocean views, and AC!

Perfect for families! This house has four bedrooms and four bathrooms, two living areas, two dining areas, and TWO covered lanais. Enough room for everyone to have some space! Check out the new kitchen! New cabinets, granite counter tops, and stainless steel...

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

Oceanfront ground level recent remodel at Kona Isle

Direct oceanfront, ground level, recently remodeled D4 at Kona Isle. Enjoy beautiful ocean views and breezes. Steps to the beachfront area with lounge chairs to relax in. Or swim in the solar heated pool. BBQ grills and picnic tables make for cooking out a breeze and a...

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

"Hale Maluhia" - Cottage with expansive ocean views in central Kailua Kona.

Enjoy our hosted private 1 bedroom, 1 1/2 bathroom accommodations. Beautifully detailed with a king size bed, tv, wireless internet, laundry, closet, and large covered lanai. Everything my mom needs for her month long stays with our family!The large lanai (covered deck)...

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

Oceanfront 2BD/2BA Condo with Private Lanai

Welcome to Alii Villa Unit #333, your perfect vacation rental in Kailua Kona! This exceptional corner unit boasts stunning oceanfront views, providing a breathtaking panorama of Kailua Bay and the picturesque Kona coast.Location: Situated in the heart of Kailua Kona,...

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

A Slice of Paradise in Kona - walk to stores, restaurants and the beach

Nestled in the center of Kona this 1BR/1BA recently fully renovated condo offers a base for 2 to 4 people as you seek local attractions or nearby restaurants. Many stores as well as the beach are in walking distance. Yearning a home cooked meal, use the fully equipped...

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

Kona Palm House 3 Bed/2.5 Ba with Pool

The Kona Palm House has a total of 3 bedrooms and 2.5 bathrooms. The Master with Cal King bed is located upstairs with an en suite bathroom and walk in closet. The half bathroom is located next to the kitchen at the top of the stairs. Also, upstairs you will find a...

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

Stunning Ocean Sunset Views From Your Private Lanai

Relax and recharge while sitting in your private lanai enjoying the gentle trade winds and ocean views. * Bedroom with king size bed* Queen size murphy bed in living room to easily accommodate up to 4 guests* Quiet, safe and clean* Fast and reliable WiFi* Samsung Smart...

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

Hualalai Resort: Ground Level Villa by the Ocean

Hillside 1102 is nestled near the shore in the exclusive 5 Star Four Seasons Hualalai Resort. From the lanai, listen to the rhythmic waves on the shore, just a short walk from the Villa. Fully receding pocket glass, screen and shutter doors capture warm ocean breezes...

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

Kona Awesome Tropical PoolCottage/AC/GreatLocation

E komo mai ! Our guests highly recommend the mail in VAULT Covid test. You mail it UPS and your results are emailed to you within 72 h. https://www.vaulthealth.com/covidWe look forward to welcoming you to our home and our newly established Ohana/ Studio in a beautiful...

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

Incredible Ocean view from Updated Top Floor Condo!

The Kona Makai is an Ocean Front Complex located on famous Ali'i Drive just 1 mile south of the edge of historic Kona Village. Kona Makai has immaculately maintained Hawaiian native plants. Enjoy the wonderful ocean-front seating area with loungers, feel the ocean...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 8
📍 Kailua-Kona, Hawaii

Kona Reef Sand and Surf (beachfront/walk to town)

Awe inspiring views and once-in-a-lifetime experiences await you from our newly renovated, ocean/beachfront (direct ocean access) Kona Reef Condo. 2 BR/2BA (sleeps 4-6).Kona Reef is a highly desired resort for it's walking proximity to Kona town, location right on the...

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

2.7 Acres of Exceptional, Secluded Retreat - Close to Beach & Shopping!

Nestled on the slopes of Hualalai, the Keauhou Hideaway is a private retreat on 2.7 acres of lush tropical vegetation. The 800' elevation affords a spectacular view of the Kona coastline and ensures warm, sunny days and cool nights. Completely renovated in 2005 and...

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

Studio condo #165 at the Kona Bali Kai in Kailua-Kona w/Ocean View

This phenomenal condo at the Kona Bali Kai in Kailua-Kona is a true gem for guests looking for a soothing retreat. With a cozy living room featuring a luxurious queen sized bed and a twin sofa sleeper, this amazing property offers a private oasis for relaxation. The...

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

Lovely condo with swimming pool and ocean view near Kona center

Refresh and recharge at this peaceful and centrally-located condo. You can reach the ocean and many choices of restaurants in 4 minutes walking. The big lanai facing the pool and ocean (partially) is a nice place to enjoy your morning coffee/tea and the sunset in the...

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

Hualalai Waiulu Villa 133B ~ Updated, Spacious with Great Views!

This spacious 2 bedroom, 2 bath single-level villa is centrally located on the Resort’s popular Waiulu Street overlooking beautiful Punawai Pond, the 5th Hole of the Member’s Ke`olu Golf Course and the ocean beyond. With 1854 square feet of living space, additional...

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

4 BDRs with their own baths! Modern decor! Privacy! Best Ocean View in the Hood!

Imagine relaxing in your very own pool, listening to the quiet hum of the distant surf, watching the perfect sunset. All that and more can be enjoyed in HALE KEANI ('House of Gentle Breezes')--a gorgeous modern home in a private, gated community.Welcome to Keahou...

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

Beautiful Ocean-view Kailua-Kona Condo! 5 min walk to the beach!

Enjoy an amazing experience at our centrally-located place. Our ocean-view condo is a 5 minute walk to the beach and an 8 minute walk to downtown Kona, where you will find awesome restaurants, bars, shops, the farmers market, churches, a great atmosphere and...

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

Uluhala Place – 6BR Ultra Luxurious New Home at Hualalai

Welcome to your ultimate vacation retreat at the Four Seasons Hualalai Resort! Step into luxury and relaxation with this brand-new, meticulously crafted 6,000 square foot, 6-bedroom home boasting the finest finishes and unparalleled comfort. THE SPACE:As you enter,...

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

Keauhou Kona Surf & Racquet 188: Renovated Oceanfront Retreat

Welcome to Keauhou Kona Surf & Racquet 188 by Gather, a fully renovated two-bedroom, two-bathroom, Air conditioned oceanfront townhome in Kailua-Kona, Hawai'i. This two-story duplex accommodates up to six guests and offers panoramic 180° ocean views from nearly every...

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

The "Promise Tree" - Great Family Gathering Place in Kailua Kona!

Please only book through VRBO or a reputable site!Experience the exquisite natural beauty of the Big Island. This beautiful custom home built in 2014 is located in an extremely quiet community 5 minutes from downtown Kailua-Kona. There are spectacular views of both the...

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

ATOMIC TIKI – live like a local at Magic Sands Beach!

Vintage Hawaiian Oceanfront ParadisePop back in time and relax in 60's mod style in this quaint vintage apartment hotel, capturing a front row center view of Magic Sands Beach since 1963.Roll out of the soft and cozy queen size bed and step right across the street to...

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

Kailua-Kona Luxury Vacation Home – Ultra Private Oceanfront Gated Estate

This oceanfront residence is a gated estate situated in a private neighborhood off of Kailua-Kona’s scenic Ali’i Drive, just 5 minutes from town. Recently remodeled, this home reflects a true sense of place with Hawaii-style architecture, expansive indoor-outdoor...

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

Keauhou Punahele #B108: Grnd-floor 2-bed, 2-bath + garden views and outdoor BBQ

Keauhou Punahele #B108 is an excellent location for relaxation, close to Keauhou Bay and the shopping center. Enjoy this two-bedroom, two-bathroom, ground-floor unit. Relax on the large lanai with a barbecue grill, outdoor seating, and garden views.You will be greeted...

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

Paradise found 2 bed, 2 bath renovated condo @ White Sands Village-Magic Sands

Paradise has been found in this beautiful two bedroom, two baths upgraded renovated condo in White Sands Village! Ocean view from this third floor condo with absolutely no steps to access the unit. Completely handicap accessible and no need to carry suitcases and...

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

Laid back cozy bungalow two bed air conditioning

Welcome to Turtle Beach Bungalow. This gently restored bungalow built in 1955 has two cozy bedrooms, a living room, kitchen and outdoor space. Smack in the middle of Alii Drive, you can bike to town or walk across the street to Turtle Beach, a local favorite. Equipped...

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

Oceanfront condo with resort amenities, stunning views, and top-notch comfort

Ali'i Cove Y1Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience luxury living in this stunning condo located in the exclusive Ali'i Cove Condominium complex in Kailua-Kona,...

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

NEW !!! DIRECT OCEANFRONT nSUNSETS and crashing waves!Newly remodeled! GORGEOUS

**Boutique Beachfront Condo in Kona - Top Floor Studio**Welcome to the only beachfront condo complex in Kona! Renovated 11/2023 This top-floor studio (3rd floor-no elevator) offers the perfect Hawaiian retreat, just steps from the iconic Magic Sands Beach. Enjoy...

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

Kona Bali Kai 232 - Studio Condo with Beach Access

This studio condo offers the perfect getaway for two (or for solo travelers!) The space is equipped with everything you need for a comfy vacation, including a king bed, fully-stocked kitchen, and a dining space. You’ll also be right across the street from the ocean...

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

Keauhou Punahele | Condo in Kailua-Kona

Keauhou PunaheleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This dreamy island condo is waiting to welcome you to a true slice of paradise. Wake each morning to the sounds of...

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

Hale Alaula - Ocean View: Private Home Near Kona Town w/Spa, AC, Spacious Lanai

This stunning property is now accepting longer-term stays at reduced rates. Please inquire for details.Bring the entire family to our beautiful three-bedroom, two-bathroom home located in the beautiful Malulani Gardens. There's plenty of space for everyone in this...

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

Hualalai Haliipua Villa 104

Haliipua Villas are the newest generation of multi-family villas at Hualalai offering an array of designer finishes throughout the home. Special features include luxurious mahogany finishes, island-inspired ceiling treatments, enhanced lighting systems, built-in lanai...

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

Villa On The Ocean - One Of Largest Condos On Alii Drive. Directly Oceanfront.

This is an absolute Oceanfront Villa. Watch the dolphins while you have breakfast.This wonderful Villa offers oceanfront amenities including the fragrance of the ocean spray and warm tropical breezes truly distinctive to Hawaii!Welcome to this two bedroom, two and...

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

Ohana Retreat - The Real Hawaiian Experience

Experience the Beauty of Hawaii at Ohana RetreatOhana Retreat is the ultimate getaway for large families looking to embrace the breathtaking beauty of Hawaii. Our spacious island-style home features eight luxurious bedroom suites, each complete with a private bath, wet...

🛏 8 Bedrooms
🛁 8 Bathrooms
👤 Sleeps 18
📍 Kailua-Kona, Hawaii

A Beautiful View Beach House at Kahalu'u Bay! Snorkeling & Surfing ~ Steps Away!

This is a very special property within a treasure of history, located across the street from Kahalu'u Bay & Beach Park on the mauka side of Ali'i Drive. Known for world class snorkeling with beautiful coral reefs, bright fish, sea turtles & a super fun ~ surf break....

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

Ocean Front Beach House located only steps from the water!

E Komo Mai!At Nalu Hale (surf house) we welcome you to emerse yourself in surf culture. Wake up to the waves crashing on the shore of Kahalu'u Bay and never miss a sunset. Whether you like to surf, sup or snorkel, Nalu Hale puts you just steps from your next ocean...

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

Hualalai Palm Villa 140C

The spacious floor plan includes a downstairs primary bedroom suite with king bed and luxury spa-like bath. Just off the master is a large living room with queen sized sofa pull out that opens to the downstairs lanai, leading to the lawn and golf course. Guests enjoy...

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

Red Ginger Garden Studio

Peaceful, well appointed room with private entrance ,down a flight of stairs, overlooking our back yard garden of fruit trees and red ginger blooms. Private bath with shower, queen bed, walk in closet, kitchenette, outdoor seating; Wake up and pick fruit for breakfast...

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

New Upscale Kona Retreat, Ocean Views, Pool, BBQ

Welcome to paradise in Kailua-Kona, Hawaii! 🌴 Escape to this stunning 3-bedroom, 2-bathroom oasis boasting breathtaking ocean views and a private pool for the ultimate Hawaiian getaway. Wake up to the panoramic views of the Pacific Ocean right from your private...

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

Steps to Beaches, 2 King Suites, Private Pool, AC!

Spacious villa in Keauhou Resort just one block from He'eia Bay and two blocks from Keauhou Bay. Walk to Kona Country Club's ocean golf course, with resorts, shopping, and dining nearby. Perfect for relaxing with family and friends, featuring designer furnishings,...

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

Kona Alii Penthouse with Village and Ocean Views

This beautiful condo is located in the heart of downtown Kailua-Kona. Two bedrooms with private baths, and king size beds and flat screen TV. The loft bedroom opens to the private sun deck with stunning panoramic views.The kitchen is fully equipped with everything you...

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

Ocean, Sunset, Pool, King's Luxury experience

Summary:Tucked away on a quiet cul-de-sac, this villa offers expansive ocean and sunset views. Nested on a 1/2 acre lot, refreshing pool, central A/C. Features: Vaulted ceilings, 10ft ceilings, TV & high end cotton linen in each bedroom. Open floor plan with large,...

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

Kona Reef F14 Oceanfront Luxury, Full AC, King

Enjoy every moment of your get away to paradise in this beautiful direct ocean view condo. F14 is a 650 sq ft 1 BR / 1 BA condo located at the desirable Kona Reef complex; a very short walk just south of Kailua Kona. This condo has full AC! That means you have super...

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

Lush Private Tropical Estate, Epic Views w/ Salt Water Pool & Spa

Nestled on an acre of private and quiet lush tropical grounds with heated pool and hot tub, Heart of Hualalai is your dream home, away from home, in Kona coffee country.Heart of Hualalai is a peaceful space where natural beauty and serenity meet mindful architectural...

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

Third-floor condo in town with ocean view, lanai & pool - walk everywhere

Kalanikai 321Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up each morning to a gorgeous view of Kona Town, rustling palms, and the sparkling ocean horizon at this third-floor...

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

Cozy Pineapple Studio 2 Blocks From The Ocean

This cozy and clean Pineapple 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...

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

NEW PROMO! Ocean & Golf Views | AC | Lanai

Big Island, Hawaii is magical. Living on Island Time is in Keauhou/South Kona, one of the upscale, sought-after locations in Big Island with easy access to top quality restaurants, grocery, golf, beach, snorkeling with Manta Rays, surfing etc.Located on 18th hole of the...

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

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