Kailua-Kona Vacation Rentals

Kona Makai 3-204 2nd Flr, Ocean View, Remodeled Throughout!

Kona Makai 3-204 – Elegant Coastal Retreat in Kailua-KonaWelcome to Kona Makai 3-204, a beautifully upgraded condo that combines modern luxury with the relaxed charm of Hawaiʻi living. Nestled in one of Kailua-Kona’s most desirable oceanfront communities, this...

2 Oceanfront units in Kona Bali Kai, with AC - Sleeps 12, 4 bedrooms in total.

This is a combination of 2 separate units that's close from one another. First unit, 3rd floor:Unwind on your private lanai while taking in stunning ocean views, exciting surf action, and unforgettable sunsets.The kitchen comes fully equipped with everything you need to...

Island living first floor condo near beach, shared hot tub, pool and gas grills

Royal Kahili B205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the Royal Kahili Retreat, where the ultimate island lifestyle awaits you in this stunning, completely...

Charming condo with oceanfront pool, shared grill, A/C and beach access nearby

Kona Shores 229Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your oceanfront paradise in Kailua-Kona, HI! This beautifully redesigned 1-bedroom, 1-bath condo offers...

Relaxing and Peaceful Big Island Home Kailua Kona

away in the heart of Kailua-Kona, this private getaway is the perfect escape for couples, friends, or anyone seeking relaxation and renewal on Hawai‘i Island. Set within a gated and fully fenced property, the home is surrounded by lush greenery, tropical flowers, and...

Luxury, Comfort and Aloha Spirit Await on the Big Island

Welcome to the ultimate Hawaiian escape at Na Hale O Keauhou, where the gentle ocean breezes, swaying palms, and stunning sunsets create the backdrop for an unforgettable vacation. This enticing two-story condo, available for vacation rental by owner (VRBO), offers the...

Lovely 4-bedroom 3-bath house in Kailua-Kona Hawaii.

Get ready to relax in this 4-bedroom house in Kailua-Kona. With 2 king beds, 1 queen bed, and 1 bunk bed, this gorgeous property is perfect for families or groups of friends. The 3 bathrooms come equipped with showers and hair dryers for your convenience. Located across...

Top Floor Ocean-View Condo: Walk to Kona Beaches!

Scenic Waterfront Ali‘i Drive Location | 3 Mi to Dtwn Kona | Royal Kahili CondosStep into vacation mode at this 2-bed, 2-bath Kailua-Kona vacation rental condo, offering an elevator and dedicated covered parking. The surf and sand are just a stroll away — ideal for...

Mauna Loa Village#55: 3 bedroom incredibly spacious townhouse in Keauhou

Mauna Loa Village Luxury Retreat – Unit #55Welcome to your island escape at Mauna Loa Village, a spectacular 3-bedroom, 2.5-bathroom townhouse perfectly situated in the heart of the prestigious Keauhou Resort area. This beautifully upgraded, fully furnished retreat...

Keauhou Palena#1403 Top floor, Exquisite Stunning Remodel on Golf Course!

"WOW!" A Truly Stunning Keauhou Palena condo, nestled in the historic Keauhou Bay area—just a short distance from the bay.This upstairs unit was thoughtfully and completely renovated in 2023, showcasing exceptional attention to detail. Enjoy peekaboo ocean views from...

Relaxing 1BR Suite at WorldMark Kona — Your Big Island Base

Escape to Hawaii with this comfortable one-bedroom suite at WorldMark Kona in Kailua-Kona. Designed for up to four guests, it’s perfect for couples or small families seeking both convenience and island charm.Inside you’ll find a master bedroom with a king bed plus a...

Relaxing 1BR Suite at WorldMark Kona — Your Big Island Base

Escape to Hawaii with this comfortable one-bedroom suite at WorldMark Kona in Kailua-Kona. Designed for up to four guests, it’s perfect for couples or small families seeking both convenience and island charm.Inside you’ll find a master bedroom with a king bed plus a...

Island Escape: 2BR Villa at Wyndham Kona Hawaiian Resort

Get ready for the ultimate family escape to paradise at Wyndham Kona Hawaiian Resort on the breathtaking Big Island of Hawaii! Nestled along the stunning Kona coastline, this family-friendly resort offers the perfect combination of relaxation, adventure, and Hawaiian...

"Kona Nook", Enjoy a Relaxing Cozy Retreat.

Kailua-Kona is waiting for you at this lovely 1-bedroom apartment. With heating, AC, and a hair dryer provided, guests can relax and unwind in this welcoming space. A great place to call homebase while you're away, we hope you enjoy your stay.The "Kona Nook" is a...

Kksr#7-103 Ground Floor, Garden/Golf Course Views, Beautifully Remodeled

Relaxed Island Living at Keauhou Kona Surf & Racquet Club – Ground Floor 2BR/2BAWelcome to your Hawaiian getaway at Keauhou Kona Surf & Racquet Club, Unit 7-103. This beautifully remodeled 2-bedroom, 2-bathroom ground-floor condo offers comfort, style, and easy...

New Listing, Oceanfront Paradise, Kona Isle D3, 1BR

Oceanfront Paradise – Kona Isle D3 | 1BR Retreat with Stunning Views!Welcome to Kona Isle Unit D3 – Your Perfect Oceanfront Escape on the Big Island! Ground floor unit, so no stairs! Located just steps from the Pacific, this beautifully updated 1-bedroom, 1-bath condo...

Lihau Boho House

Spacious, stylish, newly renovated tropical boho home. Stunning ocean views! LOTS of space - 3 bedrooms, 2 sleeper couches and a futon.Quiet, residential neighborhood. NOT A PARTY PLACE!!!Everything is done for your comfort and rest. Fully equipped kitchen, massive...

Wyndham Kona Hawaiian 2BR Apartment with Resort Access

Summary:Enjoy your time in Kailua-Kona with this beautiful condo! Located on the Big Island's west coast, it presents a unique blend of 1930s architecture and contemporary comforts. Featuring outdoor swimming pools and convenient beach access, it's a perfect location...

Cool 2-bedroom apartment with AC and POOL in Kailua-Kona

Welcome to Palani Breeze, a charming 2-bedroom, 1-bath condo perfectly located in the heart of Kailua-Kona. This inviting retreat offers comfort, convenience, and a true island feel, making it the ideal home base for your Big Island adventure.Inside, you’ll find a...

Alii Villas#322 Stunning & Special Top Floor Condo with Ocean Views

Alii Villas 322 – Incredible Top Floor Ocean View RetreatWelcome to one of the most unique and desirable units at Alii Villas. Perched on the top floor, this beautifully appointed 1-bedroom, 1-bathroom condominium offers a private retreat with sweeping ocean views that...

Kona Magic Sands#313:Top Floor,Direct Beachfront, Rarely Available Lanai unit

Kona Magic Sands #313 – Top Floor Beachfront ParadisePerched on the top floor of the coveted Kona Magic Sands complex, Unit 313 is a rare gem—one of the few with its own private ocean-view lanai. Fully newly remodeled from top to bottom, this bright and stylish condo...

Casa Aloha Designer Condo w Oceanfront Pool

Summary:1-Bedroom Condo in the Heart of KonaStay in the perfect location—right in town—where comfort meets island charm. This 1-bedroom condo offers a breathtaking pool set right on the ocean, making it the ideal place to relax after a day of exploring.Step outside and...

4BR Kona Home with Ocean Views and AC!

Walua Hale – Oceanview Escape in Kailua-KonaWake to dazzling Pacific views and end your days dining al fresco on the lanai at this stylish 4-bedroom retreat. With space for up to 10 guests, Walua Hale blends coastal charm with comfort—think breezy open spaces, a hammock...

Kulanakauhale 7 – Deluxe Ocean View | Onsite Staff & Daily Housekeeping

This recently updated luxury residence features modern island décor and sweeping coastline and Maui views. Four bedroom suites accommodate up to 8 guests plus a bonus media room, infinity pool and hot tub with private courtyard. Located in the Kulanakauhale neigborhood,...

Renovated 5BR w/ AC, Vaulted Ceilings & Lanai Ocean View Near Airport

Modern Kona retreat just 3.5 miles from the airport! New AC are installed on Jan. 2026. This spacious home features vaulted ceilings, a lanai with partial ocean view, and two fully equipped kitchen — perfect for families or group getaways. Located at 1,070 ft elevation,...

Studio + 2 Small Bonus rooms with AC, Big Covered Patio, Near Beaches /Airport

Newly renovated (June 2025)! Brand new A/C installed January 2026. Bright studio with Queen bed plus Full & Twin in bonus sleep rooms (76” ceilings). Perfect for families—kids get their own space at a fraction of hotel costs. Enjoy cool breezes at 1,070 ft elevation, a...

Keauhou Punahele D-102 Ground Floor, Gorgeous Remodel, Incredibly Spacious

Keauhou Punahele D-102 – Remodeled Ground Floor Retreat in Kona’s Premier Coastal CommunityWelcome to Keauhou Punahele D-102, your perfect Hawaiian getaway nestled in the heart of Kailua Kona. This beautifully remodeled ground floor condo offers modern island living...

Renovated 3BR w/ AC, Vaulted Ceilings & Lanai Ocean View Near Airport

Enjoy a partial ocean view from the lanai at this freshly remodeled (July 2025) Kona retreat. The bright, spacious home features vaulted ceilings, air conditioning, and year-round comfort at 1,070 ft elevation. Just 3.5 miles from the airport, you’re minutes from...

New Listing, Keauhou Punahele E102, 2/2, AC, Lanai

Escape to paradise at Keauhou Punahele E102, a beautifully maintained and spacious ground-floor condo located in one of Kona's most peaceful and lush settings. Nestled beside the Kona Country Club Golf Course, this 2-bedroom, 2-bath retreat offers comfort, tropical...

Kona By the Sea 417 - Penthouse Perfection with Ocean & Mountain Views

2-Bedroom | 2-Bath | King & Queen Beds | Central A/C | Expansive Outdoor Living | 35-Night MinimumIndulge in the pinnacle of coastal luxury at Kona By the Sea #417, a one-of-a-kind fully renovated penthouse offering a true Big Island retreat. This stunning 2-bedroom,...

2-Bedroom Condo near Downtown Kona | Close to Beaches & Dining

This bright and breezy 2-bedroom, 2-bath condo is perfectly located in the heart of Kailua-Kona. Located on Ali‘i Drive, you`re just minutes from beaches, shops, and restaurants, it’s the ideal spot to relax after a day of island adventures.Features:- A/C- Full kitchen...

Kailua Bay Resort#2-306: Top Floor Corner 2 bedroom condo with Ocean Views

Top-Floor Gem in the Heart of Kona – Kailua Bay Resort 2-306Welcome to your Hawaiian getaway at Kailua Bay Resort, Unit 2-306 — a stunning top-floor 2-bedroom, 2-bathroom condo that has been beautifully remodeled for modern island living. Located in the heart of...

🏖️Across from Magic Sands Beach | Kailua-Kona Condo w/ Central AC & Lanai

Across from Magic Sands Beach | White Sands Village #224 Kailua-Kona Condo | Central AC & Large LanaiSteps from Magic Sands Beach on Aliʻi Drive in Kailua-Kona, White Sands Village #224 is a spacious 2-bedroom, 2-bath condo featuring central air conditioning, a large...

Wyndham Mauna Loa Village | 1BR King Bed Suite

Summary:If sunset cocktails, pools, and plenty of tennis sound like your style, you’ve found your spot. Located in Kailua-Kona next to a country club, this tranquil oasis sits away from town traffic and crowds while offering convenient access to the island’s many...

Wyndham Kona Hawaiian | 2BR/2BA King Bed Suite

Summary:On the Big Island’s west coast, you’ll find this delightful retreat built to capture the natural wonder of Kailua-Kona. Beautifully designed to capture the charm of the 1930s, you’ll want for no modern amenity. Outdoor pools and the nearby beach are just the...

Oceanfront Paradise in the Heart of Kailua Kona with AC & Stunning Views

Welcome to Kona Alii, one of the most sought-after oceanfront condo communities in Kailua Kona! This beautifully updated 1-bedroom, 2-bathroom end unit offers breathtaking, unobstructed views of the Pacific Ocean from an oversized private lanai — the perfect perch to...

Beautiful Private Garden Apartment w/ AC

Beautifully appointed super clean executive suite! The perfect air-conditioned private garden apartment minutes from the best beaches on the Big Island. This is the perfect executive suite for working visitors who want to get out of the heat and do a little work,...

Spacious 8BR w/Ocean Views, Sleeps 16 with AC in fabulous Kailua-Kona

This luxurious modern Hawaiian compound features two newly renovated, pristine homes — an ideal retreat for large families, extended group vacations, or friends traveling together. Nestled within the prestigious guard‑gated community of Kona Bay Estates, the property...

Kona By the Sea #302 Oceanfront 2-Bedroom Retreat with Central A/C

35-Night Minimum • Central A/C • Heated Salt-Water Pool & SpaSavor jaw-dropping, third-floor ocean vistas and nightly Kona sunsets from the private lanai, living room, and even the kitchen of this spacious 2-bedroom, 2-bath suite at coveted Kona By the Sea.Inside the...

Alii Cove HH21 Beautiful Top Floor Spacious 3 Bedroom with AC

Peaceful Oceanview Retreat at Alii Cove – 3BR Top-Floor Condo in Kailua Kona Escape to the sun-kissed shores of Hawaii’s Big Island and experience the ultimate island getaway at our stunning 3-bedroom, 2-bathroom top-floor condo at the highly sought-after Alii Cove...

5-star Four Seasons style renovated gem with A/C and Ocean View

Located in Kailua-Kona, this superb 1st floor condo located in an oceanfront community offers a cozy retreat for guests. With 1 bedroom featuring a comfortable king bed and a well-equipped kitchen with Kitchen Aid appliances,granite counter tops and travertine floors...

Premier Hualalai Resort Estate | Special Pricing | Includes Chef Experience

Hualalai Estate stands as the premier property on the Four Seasons Hualalai golf course—a 6,300-square-foot masterpiece of Hawaiian design with unobstructed Pacific views. Perched on the second fairway of Jack Nicklaus' renowned Ke'olu Golf Course, this villa blends...

Alii Villas#318 Beautiful Top Floor Condo with Garden & Ocean Views

Top-Floor Ocean Escape – Remodeled Beauty at Alii Villas #318Welcome to your slice of paradise on the top floor of the highly sought-after Alii Villas in stunning Kailua-Kona, Hawaii! Unit 318 is a fully remodeled, beautifully furnished condo that blends island charm...

Laueki 5 – Ocean View Estate | Onsite Staff & Daily Housekeeping

This large, Hawaiian Style home boasts luxurious indoor and outdoor spaces and stunning ocean views overlooking the 4th hole of the Ke‘olu Course. Five bedroom suites accommodate up to 10 guests plus media room, infinity pool and hot tub and a private courtyard. Located...

Big Island, HI Kona Hawaiian Resort- 2 bdrm suite

About this spaceRelax in this fabulous 2 bed/2bath suite on the Big Island’s west coast, Kailua-Kona. Beautifully designed to capture the traditional Hawaiian feel, you’ll want for no modern amenity. Outdoor pools and the nearby beach are waiting for you.This property...

🏖️Oceanfront Island Living — Beautiful Kona Condo for Extended Stays

vrKCV - Kona by the Sea 115, Professionally Managed by Kona Coast Vacations Relaxed Oceanfront Living at Kona by the SeaEscape to your own slice of island life at Kona by the Sea, a popular oceanfront community along Kona's scenic Alii Drive. This updated, spacious...

Beautiful home with separate ohana, ocean views, lanais, private gazebo, firepit

Pualani Island Getaway - Main House & Ohana- 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI, where breathtaking sunset...

Beautiful home with ocean views, lanai, private gazebo, firepit -great location

Pualani Island Getaway - Main House- 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI, where stunning sunset views of...

Cozy ohana studio with lush landscaping, lanai with ocean views, gazebo, firepit

Pualani Island Getaway - Ohana - 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI! This charming 1-bedroom ohana studio...

Lau'eki Estate at Hualalai Resort - Sweeping Ocean and Golf Course Views ** 2 Golf Carts**

A Sanctuary of Luxury – Lau‘eki Estates at Hualalai ResortDiscover refined Hawaiian living at its finest in this exceptional estate, nestled within the exclusive Lau‘eki Estates at the world-renowned Hualalai Resort. A perfect harmony of tranquility, sophistication, and...