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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Absolute OCEANFRONT; Walk to Beach/Kona Town, A/C, Oceanfront Pool, Elevator

Full refund if HI reinstates the traveler quarantine. Right on the ocean, newly renovated upscale condo. Unbelievable views from the lanai, living room, and bedroom of this condo. Close to everything! 1-2 blocks to Honl's beach, farmers market, restaurants, bars, and...

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

Magic Sands Ocean Front Condo. Kailua-Kona

This studio is oceanfront with stunning views. The popular Magic Sands beach is right next door. Bar and restaurant downstairs and bike rentals across the street. Close to Kailua-Kona town and other popular beaches including the famous snorkel beach Kahalu'u.This unit...

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

PRIVATE LUXURY HOUSE POOL/ SPA -AIR CON - AMAZING LIFE

LIVE YOUR DREAM IN PARADISE ! 3 LOVELY BEDROOMS - EACH WITH THEIR OWN BEAUTIFUL VIEW... AMAZING PRIVATE POOL - WITH TURTLES ETCHED INTO THE FLOOR BELOW... THE SPA GIVES A GENEROUS MASSAGE AS THE WATER CASCADES INTO THE POOL. STAY FOR A MONTH AND GET A FEEL FOR WHAT...

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

Seaside Splendor: Immerse Yourself in Luxury with this Stunning Oceanview Condo!

Oceanview bliss awaits! This condo not only boasts mesmerizing ocean views but also pampers you with luxury amenities. Enjoy a fully-equipped kitchen, spa-like bathroom, high-speed Wi-Fi, and beach equipment. Elevate your vacation - book this seaside sanctuary for the...

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

Beautiful 180 Degree Ocean View With Spa And Pool

Unbelievable views from almost every room in the house!Located just minutes above Kailua-Kona town, this spacious two-story home is a beautiful island getaway for your whole family. Two master bedrooms with king size beds and private bathrooms, two additional bedrooms,...

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

Modern bungalow with lanai, grill & outdoor shower - steps to Keauhou Bay

The ShackOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hawaii is calling- answer with this laid-back island bungalow. Just a step from Keauhou Bay and shopping center, this...

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

Manta Ray Manor - Oceanfront Gated Community, short walk to beach and town.

Location, location, location. Manta Ray Manor is a vibrant, 3 bedroom/3 ensuite baths, ocean view 2500 square foot home set on the Kona coast in a private, gated oceanfront community. Manta Ray Manor provides a perfect retreat for your Hawaii adventure. Keiki Beach with...

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

Ahhhh....Paradise OCEAN VIEWS in Luxurious condo, Snorkeling,Surfing steps awayn

(Please note there is a 7 night minimum at Christmas time. ) We are the newest complex on Alii Drive in Kona. Our location can't be beat. NOTE: LOTS OF UPGRADES added. We just added all New stainless steel appliances, a new central air conditioning system, and beautiful...

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

Hualalai Fairway Villa 104D - overlooking the 15th tee

Upper level 2-bedroom, 2-bath villa overlooking the 15th tee of the Hualalai Golf Course with stunning Mauna Kea, Island of Maui and horizon views of the ocean. Designed by Honolulu-based Architect Warren Sunnland, the Fairway Villas at Hualalai are located within a...

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

Hualalai Waiulu Villa 137D

This spacious 3 bedroom, 3.5 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 2642 square feet of living space and a 414...

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

Oceanfront Kailua-Kona Home, Walk to Kahaluu, Wifi & AC

Welcome to Hale Lula o' Nai'a – "House of the Dolphins" – your oceanfront retreat on scenic Alii Drive!Ideally situated just north of Kahalu'u Beach Park in Kailua-Kona, this prime location offers easy access to surfing, paddle boarding, and snorkeling.Designed for...

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

Surfers & Sunsets-Kona Reef Ocean Front Unit

Watch the Surfers from Your Lanai - Kona Reef Ocean Front UnitLight and Airy with direct Ocean Views from the Lanai, Living and Kitchen areas. Large Ocean Front 611 square foot condo with a full 128 square foot Lanai. This fully equipped Ocean Front 3rd floor condo is...

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

Kona Hillside Estate - Gated Property with Lap Pool

Welcome to our family's private gated estate located on the beautiful hillside of Hualalai mountain in Kailua-Kona. We recently renovated our 4,000 SF home and enjoy hosting guests when we have availability since 2022.Guests will appreciate soaring ceilings, open living...

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

AMAZING OCEAN VIEW Popular White Sands Village Steps To The Beach!!!

Hale Lihi LaniOcean View Vacation Rental at White Sands Village. We are located 4 miles south of charming Kailua-Kona Village and directly across from Kona's spectacular Magic Sands Beach. You will enjoy beautiful ocean views and dreamy sunsets from our large covered...

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

Partial Ocean View 2 Double Beds at Outrigger Kona Resort and Spa

Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a...

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

Kona Acres Vacation Home

This vacation home is your destination if you desire privacy, have a family or want a laid-back vacation. This luxury home is ideal for large family gatherings. The house is located on a secluded one-acre, tropically landscaped lot in a quiet, quality Hawaii...

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

Makai Estate – Hualalai Luxury Villa with Saltwater Pool

WHY IT'S SPECIALPicturesque, bedroom island suites with outdoor garden showers, premiere resort location, impressive indoor and outdoor chef's kitchen, and oceanside views from the sprawling lanai.Completely relish in the elevated Big Island lifestyle in this...

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

Fabulous Kona Reef Resort Ocean Front - Penthouse Floor - 2 BR/2 BA Condo

This fully air-conditioned beautiful oceanfront corner unit is less than 30 feet from the water's edge. Enjoy spectacular sunsets from your large lanai, watch the surfers, para-sailers, boogie boarders, playful dolphins, turtles, whales and passing cruise ships.Fall...

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

Alii Villas #332 On Ocean Fantastic View. Watch Dolphins, boats and canoes go by

Come enjoy a fabulous time in an ocean front property in Kailua-Kona Hawaii. This unit is a 2 bedroom, 2 bath home at a premier location at Ali'i Villas. The décor of this unit has been done in cool coastal and has just been remodeled top to bottom. Shoji screens can...

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

Konas#1Rated Oceanfront Pool4 Bdrm Home Walk2Town Ironman Thanksgiving Christmas

Happy Tuesday! Ironman Open 8 nights ….Oct 4 to 19thOct 15/16 to Oct 20 message Oct 27th to Nov 2 …..rare opening…Nov 13 to Nov 23 open 7 nights Christmas 15/16/17 to Dec 29…..10 to 14 nights April 30th to May 6/7Sorry no cancellations, however we may elect to...

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

Wonderful Ocean View –Totally Renovated-On Golf Course

STVR-19-358846 - Relax and pamper yourself in luxury in this well-appointed condo. On the golf course with Spectacular Ocean views. This is NOT your average condo rental! This condo has had an extensive high-end renovation and interior decoration including art from...

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

Updated 2-bed, 2-bath White Sands unit with ocean views, AC & modern amenities

Turn moments into memories at the iconic White Sand Village unit #301. This beautifully, fully-remodeled, and refurnished property is everything the luxury traveler is looking for. You have a front-row view of Magic Sands in this two-bedroom, two-bathroom corner unit...

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

Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero

Gorgeous and high end 4 bedroom plus bonus (sleeping) loft, located in prime gated community, sleeps 12. Very large landscaped yard, fantastic ocean view, central A/C, plunge pool, top appliances (sub zero) granite kitchen beautiful bedrooms, fabulous artwork and only a...

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

Prime Oceanfront Kona Reef Vacation Condo - D Building

Location, Location, Location - Oceanfront - D Building.Direct View through Towering Palms into Kailua Bay.Watch the Dolphins, Whales, Parasailers, Surfers and Beautiful Hawaiian Sunsets from your Oceanfront Lanai.Listen to the soothing sounds of the ocean and feel the...

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

Your Tropical Kona Retreat - Breezy Condo Steps from Beach

The perfect blend of comfort and convenience. Shaded by palm trees and on the second floor, the light breeze keeps the temperature perfect. The one bedroom/one bathroom unit features a fully stocked kitchen, private lanai with garden view, and a dedicated parking spot....

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

Spacious 4-bedroom house plus bunk room with WiFi and AC in charming Kailua-Kona

Introducing Akela Ka Hale Kai, affectionately known as Lucky 42 at Kona Bay Estates.Experience unmatched relaxation with our special spring rate beginning at $1649 per night (N++). Delve into a serene seaside retreat, where every aspect is designed with your utmost...

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

Ocean Views ! Excellent Proximity to Hualalai Resort Amenities ! Includes Golf Cart

Located in the Award Winning Resort Community of Hualalai Four Seasons.Beautiful ocean views from this delightful two bedroom Garden Level Villa. Spacious Lanai with lounge seating extends seamlessly to a large lawn area. Enjoy the sounds of the ocean and glances of the...

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

Exceptional Oceanfront Luxury Condo - Fully updated, AC, Top Floor, Quiet

Absolute direct oceanfront top floor, two-bedroom condo located in the heart of Kailua-Kona, Hawaii.Step inside and take in stunning ocean views from your private balcony—welcome to paradise!AC in all spaces, fully updated with high-quality furnishings throughout.From...

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

5BR/3BA Kona Rainforest Oasis at Beach in Coffee Country

Escape to Hawaii and have an authentic experience unlike any other. Stay in fabulous & secluded rainforest villa. Get spoiled with every detail attended to. Complementary paddleboard, beach toys, and board games!! Fantastically located a 15-minute drive to famous Kona...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 17
📍 Kailua-Kona, Hawaii

Kahalu’u Surf and Snorkel Beachfront Paradise, with Hot Tub

Incredible views of the bay and surfers! Modern house(built 2014) with A/C, across the street from Kahalu’u Beach. This is the BEST snorkeling and surfing in Kona. Surfboards,The Kona Trolley stop, and food trucks are steps away. The house has a hot tub, 4 bedrooms,...

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

Hale Punana - "The Nest" A Cloud Forest Sanctuary Retreat Space

Wake up in your cozy private jungle retreat immersed in the lush serenity of the Kona Cloud Forest Sanctuary. During your stay in our Sanctuary, experience our guided forest tours, yoga, sound baths, and more. Enjoy a morning walk for fresh brew and coffee tours at...

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

Kailua-Kona Condo w/ Pool & Ocean Views

A tropical Hawaiian getaway awaits your arrival at this updated Kona Coast condo perched above Keauhou Bay! Upon entering the unit, guests of this 2-bed, 2-bath property are treated to a quintessential island experience with a contemporary flair. Whether guests spend...

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

🌊 EPIC Oceanfront Condo at Hale Kona Kai #403, TOP FLOOR, ELEVATOR, CENTRAL AC 🐬

Aloha and welcome to HONU HIDEAWAY at Hale Kona Kai #403. This is the absolute destination should you want a relaxing vacation getaway on the Kona coast. The location of this condo complex adds convenience as fun activities and amenities are within walking distance. The...

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

Oceanfront Penthouse - 50% Discount April 21-27, 2026 only. AC, Surfers, Sunsets

This spectacular air-conditioned oceanfront penthouse condo features spacious open beam ceilings and is only 25 feet from the surf crashing on the lava rocks directly below the lanai. Watch surfers launch into the spectacular blue waves of Banyans Beach, one of Kona’s...

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

Hualalai Four Seasons Guest House Complete with Golf Cart

"Ka Hale Ulu Le'a" means "House of Happiness" in Hawaiian, and this is the feeling you experience when entering this Hualalai property.This 5-bedroom, 5 Bathroom Family Oasis sleeps 10 for the ultimate family getaway, in a prime, close-in location at the exclusive Four...

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

OCEANFRONT BEACH HOUSE WITH SUNSET VIEWS AND PRIVATE POOL

Kona Bay Estates is a gated and patrolled oceanfront community. The Sunset Beach House offers 2700 square feet of luxurious space. It is just 500 meters from the sea. Opening walls of glass offer indoor-outdoor living with spectacular views of the ocean and a private...

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

Wyndham Kona Hawaiian Resort

Please note, that some holiday weeks require a seven-night stay, please confirm with an agent. Prime weeks and holiday weeks have higher rates, your agent will send you an initial quote based on the dates you have chosen.Thank you for choosing Dash Realty Group of...

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

Tranquil Keauhou Resort Condo with Ocean View & Resort Amenities

Escape to paradise at Keauhou Resort Condo 139, a charming 1-bedroom retreat in Kailua-Kona, Hawaii. This beautifully updated condo offers a peaceful getaway with no neighbors above or below, ensuring privacy and tranquility. The inviting living room features high open...

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

Beautiful Oceanfront Condo - CasaDeEmdeko 137

Summary:Welcome to your luxurious retreat at Casa De Emdeko on the famous Alii Drive, just a 5-minute drive from town. This nearly 1,000 sq ft unit offers an unparalleled indoor-outdoor living experience with breathtaking views of the Pacific Ocean and the resort's...

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

Cozy 1-bedroom with AC and WiFi in enjoyable Kailua-Kona

Welcome to Alii Hale, or Bungalow A! Vacation at this cute apartment centrally located in the heart of Kona. Alii Garden's open-air marketplace is a five-minute walk, where you will find Shaka's tacos, Alii Poke, shave Ice & tons of souvenirs. Turtles Beach, a local...

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

Kona Penthouse 2 Bedroom: Relax and Unwind Aloha Style

Top-floor Kona retreat with stunning ocean views!This 2,000 sq. ft. unit features one king-size and one queen-size bed, hosting up to 4 guests. Perfectly located near downtown Kona's restaurants, shops, and farmers market, tucked in a family-friendly neighborhood. Fully...

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

Oceanfront - Kanaloa at Kona - Newly Remodeled

OCEANFRONT CONDO - As Kona residents for 25 years, our desire is to share ALOHA. This is your opportunity to Experience Tropical Paradise, spectacular sunsets year-round, spouting whales in winter, and frolicking dolphins. This secluded and prestigious 18 acre Resort is...

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

Oceanfront Luxury Home with Beach Access and Private Pool - 5 bed/5 bath

Perfect for Families and Large Groups!Overlooking the dramatic Kona Coast, an oceanfront Oasis; sits Mele Kai — a luxurious island sanctuary welcoming guests in search of unforgettable memories and warm Hawaiian hospitality on Hawaii’s Big Island. Oceanfront suites...

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

Oceanfront Living at Luxurious Mermaid Manor in Kailua-Kona, Hawaii

Welcome to your oceanfront home in the heart of Kailua-Kona! At Mermaid Manor, the ocean is literally your backyard—no road, no fences, just lava rocks and tidepools steps from your door. While some homes across the street may say "oceanfront," we invite you to truly...

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

Hale Hina ~ Private, Peaceful, Perfection!

Welcome to Hale Hina - The Home of the Hawaiian Goddess of Sunrises, Sunsets, Coral Reefs, and the Moon! Our home is very special, and has many fabulous features and amenities, including the most important and maybe the most intangible one: Hale Hina is our vacation...

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

Stunning Ocean View Beach Front Villa at Kahaluu

Enjoy this resort quality 2 bed 2 bath Penthouse condo with exceptional ocean views across the street from Kona's famous Kahalu'u Beach. Relax in the sand, learn to surf, snorkel with the turtles and tropical fish. All this is just steps away from your door.- Beautiful...

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

Gorgeous remodeled condo Oceanfront! SUNSET! <br>

Elegance on a budget! This quiet third floor end unit has spectacular ocean views from throughout the condo. Our air-conditioned condo overlooks the beautifully manicured grounds with unobstructed ocean views. The kitchen has concrete countertops and top-end appliances....

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

Private Pool. Fully Air-conditioned .

This home is new on the rental market. Previously, it was reserved for our family use only. It has been completely refurbished this year. It is the perfect getaway for those that would like their private pool and is located in a peaceful subdivision close to all the...

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

Permitted Luxury Home, Stunning Views, Heated Pool, Perfect Location!

Luxury Home with the Best Views on the Kona Coast (Big Island of Hawaii). We have a STVR (short term vacation rental) permit issued by the County of Hawaii. You'll love our large, heated pool with travertine decking around the pool for the ultimate luxury. Cooks dream...

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

Keauhou Gardens - Top Floor Hideaway

Spacious top floor condo offering a nearly 180 degree ocean view from a large private lanai overlooking a free form pool and spa tub with lava waterfall.This roomy 1600 square foot unit is newly air conditioned and features a condo wide glass wall opening the generous...

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

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