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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Private home at Hualalai Resort, near Four Seasons. Pool, Spa, Exclusive!

This beautiful and meticulously maintained home situated on the 9th hole of Hualalai's Jack Nicklaus golf course with Pacific Ocean views is available for private rentals. Perfectly located, the home is just a short walk or golf cart ride (two golf carts provided) to...

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

Stunning Pool with Ocean View From Private Lanai 1200' Above Sea Level!

Relax and unwind in this NEW 2 bedroom, 1 bath property in the lower, self contained level of a two story home.Your complete privacy is assured as you have the entire lower level to yourself with your own private lanai (400 sq ft) and no internal stairway to the unit...

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

Waiulu Tropical Sanctuary: A Luxury Oceanview Estate at Hualalai

Imagine waking in the primary suite of Waiulu Tropical Sanctuary, where collapsible walls vanish to reveal ocean breezes and poolside serenity—a magical start to your Hualalai escape. Masterfully redesigned by Henderson Design Group, this 4-bedroom estate, with a...

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

Stunning Ocean View In Luxury Home In Keauhou Estates

Enjoy spectacular 180-degree ocean views from this 3 bedroom, 3700 square foot luxury home in Keauhou Estates on the Big Island of Hawaii. The house has an open floor plan, marble floors throughout most of the main living spaces, and large rooms with tasteful and...

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

Large 3-bedroom condo in Kona Coast Resort with AC, WiFi, fitness room - NEW!

Brand new listing!!! Get the discount while you can!Kona Coast Resort #1-301 is a 3 bedroom, 2 bath condo with fantastic ocean views and all of the amazing amenities of a 5-Star Resort! Enjoy two swimming pools, three spas, a sauna, a playground, tennis/pickle-ball...

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

Experience luxury near golf courses, 4 mins to Four Seasons Resort

STVR-19-357988 https://tours.spaces.808.com/1759448 Luxury living can be found at this spectacular 4 bedroom, 4.5 bath, resort home. Located within the Four Seasons Resort Hualalai on the Big Island of Hawaii. The gourmet kitchen is fully equipped with high-end...

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

View of Mauna Kea in Gated Community across from Golf Course

Quiet & Private 1 King bed/1 Twin daybed/1 bath kitchenette (attached to main house) w/ separate entrance & patio ~600 sqft in secluded & gated community at a cool 2400 ft elevation. Wake up to beautiful views of Mauna Kea. Located 30 min by car from Kona Airport,...

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

Kona Lighthouse Hawaii - FAMILY BEACH HOUSE

The Kona Lighthouse is centrally located in a peaceful neighborhood along the Gold Coast of the Big Island, a 5-mile scenic, oceanfront drive between the towns of Kailua-Kona and Keauhou-Kona. —- Ideal for family and small group vacations. A block from White Sands...

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

119 night April disc Alii Dr Fully Equipped, Pool, Jacuzzi, BBQ, High-Speed WiFi

Welcome to Kona Bali Kai Ocean and Surf location! Your dream vacation awaits at our beautiful condo located in a prime spot close to downtown, Magic Sands Beach, and Kahalu'u Bay. Picture yourself opening the slider and listening to the soothing waves at night. Our...

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

Gorgeous Keauhou Resort Condo!

1B/1b Short distance to beautiful Keauhou Bay (5 min walk)Please read completely, so that there are no surprises upon your arrival! ❤■ We love the open air lifestyle and find it comfortable with the doors and windows open and the fans going. The breeze on the island...

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

Keokis Kona Oceanfront Rental

Aloha! This is Casa De Emdeko's premiere unit. It has been remodeled down to the studs. Everything is brand new and sparkling. Plus this is the only unit that literally is perched on the edge of the Ocean Front Salt Water Pool! No other unit has views like this one....

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

OCEANFRONT TWO BEDROOM CONDO at SEA VILLAGE with A/C in ALL ROOMS!

Imagine - warm tropical climate, views and sounds of the ocean just out your door, panoramic views, and the perfect accommodations - is there anyway else to experience Hawaii? This two-bedroom, two-bath condominium gives you all of that and more! Comfortable set up with...

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

***SPRING SPECIAL*** Charming Home, Just Minutes from Town and the Beach with Ocean View.

Welcome to Your Coastal Retreat!Escape to our charming two-floor house, perfectly situated in a peaceful residential area just minutes from Kona town and the beach. With two separate entrances and 2 living areas, this spacious home offers privacy and flexibility for...

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

Ocean-view condo with lanai, shared pool, hot tub, fitness center & bbq area

Na Hale O Keauhou H5Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched in one of Kona's premier resort developments, Na Hale O Keauhou, this spacious 2-bedroom, 2-1/2 bath,...

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

Experience the perfect blend of privacy, tranquility, and luxury at Na Hale O Keauhou

**New Property Listing**Welcome to Kai Nani Hale – Luxury Living in ParadiseDiscover Na Hale O Keauhou, a prestigious gated community nestled in the heart of the Keauhou Resort area. This meticulously maintained 13.36-acre complex features 14 pods, each comprising six...

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

Loft Style Completely Remodeled Condo

This stunning condo is located in the oceanfront building of the Kona Bali Kai, although not an oceanfront condo. There isn't an ocean view, but your proximity to the ocean is VERY close!! Just a walk through the under building parking garage, and you're there!The unit...

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

Four Seasons Resort Hualalai at 4th Fairway, Ocean View with 2 Golf Carts

Beautifully maintained, this villa offers a welcomed amount of privacy from both the upper and lower levels without compromising stunning panoramic view of the ocean and the 4th fairway of the Jack Nicklaus signature Hualalai Golf Course. The retreat on the lower level...

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

A Plush Two-level Condo with Ocean and Golf Course Views From its Lanais

DescriptionKanaloa at Kona is in Keauhou on the water between Heeia Bay and the Keauhou Kona Golf Course. This resort boasts three swimming pools, including one that is absolutely oceanfront. There are also three hot tubs, two tennis courts, and a game room. Enjoy...

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

Oceanfront with AMAZING Views and AC! 2 Bedroom, 2 Bath Corner Unit KKSRC #3104

Oceanfront condo with amazing views! Two bedrooms, each with a Cal King bed, two full bathroom ground floor corner unit with extra large lanai and AC. Well equipped kitchen with everything you could need. Located in the Keauhou Surf and Racquet Club, which has a...

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

Tropical Living, Hawaiian-Style Home. 1 Mile from Kona Town.

The Hula Hut is really much more than a hut. It's a private, 3 bedroom, 2 bath home located exactly 1-mile south of Kailua-Kona town. Decorated in a fun, relaxed, island-style funkiness, this home comfortably accommodates up to 6 people in a tropical living style. It's...

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

Spectacular Ocean and Golf Course Views ! Luxury Home with Separate Guest House ** 2 Golf Carts**

Spectacular Sweeping Views from this Four Bedroom Luxury Home with Separate Guest House is Paradise Perfected. Located on the #16 Fairway of the Hualalai Golf Course, this luxury home is recently redecorated by Willman Interiors, and boasts beautiful furnishings, an...

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

Comfy Surf Studio 2 Blocks From The Ocean

This comfy and clean Surf 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. This relaxing...

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

Oceanfront Penthouse, As Close As You Can Stay To Ocean, Stunning Views, A/C!

Banyan Tree Penthouse Condo 402 is a spacious, ocean front condo with an ocean view that will leave you breathless. Located on the quiet 4th floor, penthouse level yet so close to the water that you can actually look down and see tropical fish like the yellow tang! Sea...

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

Private Oceanfront Top Floor Condo - Kona Reef D34

NEW OWNERS! NEW UPDATES AND IMPROVEMENTS! Welcome to our private and comfortable ocean front condo in paradise - Kona Reef D-34. As soon as you arrive to our very private top floor ocean front condo located on the romantic coastline of the Island of Hawaii you will...

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

Budget Friendly, ** starting at $ 145.00 Per. night** waterfront complex.

Before you consider booking with someone else in the Kona Isle Complex don’t get gouged and caught overpaying for you holiday, I offer you the best rate in the Kona Isle Complex without additional hidden fees. I welcome you to truly a little piece of Hawaiian Paradise...

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

Steps Away from Black Sand Beach

Unit 1Our DIRECT OCEANFRONT corner unit (#1) has its own beach only 27 steps away from the lanai (patio). This end unit (no one below you or above you) has added privacy including a quiet grassy area. Experience sunsets year round and let the sound of the waves relax...

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

Steps to Keauhou Bay! Great Water Access! Pool! Foosball table!

Beautiful home 120 steps from the warm waters of Keauhou Bay. House has 4 bedrooms, 2 1/2 baths and will comfortably sleep 8 in beds and up to 10 including futon couches. Fully equipped to give all the comforts of home while on holiday. Close to shopping, snorkeling...

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

Heart of downtown Kona with WiFi and AC in brilliant Kailua-Kona

Consider this apartment your home away from home while you visit Kailua-Kona. This charming space offers a nice living room with a comfy queen bed, perfect for unwinding after a day of exploring. With amenities like WiFi, AC, and a hair dryer, guests can relax and...

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

Modern Kailua-Kona Condo: New King Bed, Full Kitchen!

This one-bedroom condo is a hidden gem in the heart of Kailua-Kona, conveniently located close to downtown Kona and Ali'i Drive. The unit features a brand-new king-size bed and modern amenities throughout the cozy space, along with one bathroom. A full kitchen, complete...

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

Stunning Ocean Front Home

Amazing location and views! Charming oceanfront bungalow with remodeled bathrooms and kitchen, including granite counters. Tile floors throughout the house. Easy walk to sandy beach. Enjoy soaking in oceanfront hot tub on lanai. There are two master suites (one is...

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

Afforable & quaint upstairs 2Bedroom 1Bath apartment with lanai and Ocean views

Kailua-Kona: Your Vibrant Oceanview Escape AwaitsExceptional Comfort | Prime Location | Breathtaking Views | Beach-Ready AmenitiesStay in Style- Sleeps 6:- Two vibrant bedrooms plus a cozy living room with a double sofa bed.- Primary Suite- Embrace the island's natural...

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

Spectacular! Absolute Oceanfront ground floor corner condo 4-104 Panoramic views

EXPERIENCE TROPICAL PARADISE! From the large wrap-around lanai you have magnificent unobstructed views where you will enjoy spectacular sunsets year round, watch spouting whales in winter and playful dolphin all year. Our ground floor corner unit, which is just steps...

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

Ocean Views in Na Hale O Keauhou

Glorious Na Hale O Keauhou is an exclusive luxury gated community in the heart of Keauhou. Unit B4 is a 3 bedroom, 2.5 bath townhome with 2 covered lanais. Enjoy spectacular 180 degree unobstructed ocean and sunset views from almost every room of this condo. The open...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 KAILUA-KONA, Hawaii

Ocean Front at a Safe Distance! Plus Full View Garden & Pool!

Kona Coast/Kailua-Kona, Big Island of Hawaii, USA, An easy 20 minute drive south of Kona Int'l Airport and one easy walk (approx 1 mile north) to downtown Kona. Your condo is just a short distance from Magic Sands Beach, one of Hawaii islands best body surfing areas and...

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

Kona Hawaii Oceanfront Vacation Rental- NO FEE FOR AIR CONDITIONING

KANALOA at KONA #2604Kona's premier condominium complexSuperbly situated on the glittering ocean's edge on one side and the Kona Country club golf course on the other side, this upper-level condominium unit is minutes from the village of Kailua-Kona. You'll enjoy...

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

Kona Kai Hale – Oceanfront Elegance in Kailua-Kona

Welcome to "Kona Kai Hale" – a breathtaking oceanfront sanctuary where the serenity of the Hawaiian coast meets sophisticated, modern living. Nestled in a private, secure, gated community near the historic Kona Village, this remarkable home offers both a tranquil...

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

Alii Drive Kailua-Kona's Best Location!

Right in the heart of Kailua-Kona on Alii Drive. Across the street from the Royal Kona Resort these condominiums provide the ideal location for your Kona vacation. The soothing waters of the swimming pool will cool you after a day in Hawaii's sun. Walk to Hugo's for...

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

Apartment in town-walking distance to everything

Newly remodeled one bedroom unit in the village. 5 minute walk to start of Ironman, beach, shopping and restaurants. Centrally located, great a/c. Perfect place to spend some time while on the Big Island.

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

Hale Kope Kai: Ocean View Cliffside Home w/ Private Pool, Lanai and Jacuzzi Tub

Hale Kope Kai delivers true oceanfront living on Hawaii’s Big Island. Nestled into the lava rock coastline of Kailua-Kona, this 2-bedroom, 2.5-bath luxury home with a bonus office loft blends modern comfort with unobstructed Pacific views. Whether you’re here for a...

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

Island Elegance: Prime Spot

Summary:--------------------------------------------------------- Experience tranquility in this shared Kailua Kona room, a mere stroll from the beach. Embrace the serene island vibe and cozy interiors. With convenient beach access, it's an ideal spot for a peaceful...

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

Kona Hawaii's Most Unique Ocean-View Vacation Home...Sweeping Ocean Views

Welcome to Villa LongBoard – Kona, Hawaii’s most unique and unforgettable vacation rental experience!Perched hillside on the gentle slopes of Mt. Hualalai, Villa LongBoard offers breathtaking panoramic ocean views, serene tropical breezes, and an atmosphere unlike...

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

Three Palms

Situated at 600 feet elevation on the side of Hualalai Volcano, Three Palms is a private, two-room (plus a bath) suite in a private residence in a quiet neighborhood overlooking Kailua Kona and the Pacific. The location is ideal...only a few hundred yards up the...

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

OCEANFRONT Kona Reef, Top Rated Reviewsnn

Kona Reef, beautiful one-bedroom, direct oceanfront condominium, on world-famous Alii Drive. Our condo is 23 feet from the ocean and offers spectacular sunsets. Watch the surfers and the dolphins from the lanai.This immaculate, recently upgraded condo has every thing...

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

🏖️Exquisite Ocean Front | Beautifully Upgraded | Corner Unit | vrKCV

vrKCV - Surf and Racquet 1206, Professionally Managed by Kona Coast VacationsKeauhou-Kona Surf & Racquet Club #1206 – Oceanfront Luxury with Breathtaking ViewsStep into Pilialoha ("beloved") Kona Ocean Condo and experience casual Hawaiian luxury at its finest. This...

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

Ocean View Condo in the Heart of Kona

One bedroom condo on the 2nd floor at an oceanfront complex. It has a queen sized bed, a Murphy bed and fold out couch in the living room. Beautiful ocean view from the lanai. A heated pool with shower, restrooms and a library. There’s a bench oceanfront for whale...

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

Oceanfront condo with AC 20 ft from ocean

View the ocean as you walk into this recently updated condo. You will be struck by how close the ocean is. Enjoy watching surfers, turtles, dolphins and whales(in season) as you sip your coffee on the lanai. Despite the relaxation and solitude, if you want sightseeing,...

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

Ocean Views/Mountain Views!!! - Best Price - 2 Bedroom/Bath - Beach across road!

Looking for the perfect beach condo for your next vacation? Look no further! Our newly updated condo is located in a rare spot right across from the beautiful Magic Sands Beach, whose sands appear and disappear depending on the swell and current. With two spacious...

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

4-Bedroom Retreat Near Magic Sands Beach with Outdoor Living & Beach Gear

Escape to this stunning 4-bedroom, 2-bath home where contemporary design blends seamlessly with island-inspired decor. Nestled in the desirable Magic Sands subdivision, just beyond Alii Drive, this home offers an inviting open living space and lush landscaping, making...

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

Aloha Spirit in Downtown Kona - Right by the Ocean

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

Ahhhhh...... PARADISE. OCEAN VIEW, Beach Snorkel Surf

***NOTE: HAWAIIAN AIRLINES OFFERING 60,000 MILES WITH CREDIT CARD. ONLY NEED TO MAKE ANY PURCHASE TO ACTIVATE. HAPPY TO SHARE INFORMATION. BEST OFFER YET!!!!! HAD TO SHARE. Here is a link to the State website with information on travelling to Hawaii:...

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

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