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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Clean & comfortable studio in the heart of Kailua Kona with pool, hot tub & AC

Kona Islander Inn 112Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to a dreamy vacation in Kailua-Kona at this well-appointed and lovely condo! Perfect for solo travelers...

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

Sunny Palms+Greens Vista! WiFi, Laundry, TV, Kitchen Ease, Lanai w/Wet Bar Kanaloa 1103<br>

You’ll love the contemporary island design of this two-bedroom two-bathroom unit. This rental is furnished with parquet flooring in common areas, contemporary wicker bedroom and living room furnishings, and high wood ceilings with white beam details. You’ll love the...

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

Breezy Kailua-Kona Bungalow w/ Lanai & Ocean View!

Pack your bags for a serene tropical getaway and stay at this light-filled vacation rental in Kailua-Kona! This quaint 2-bedroom, 1-bathroom house on the Big Island of Hawaii, just 15 minutes from Downtown Kona, won’t disappoint! With a furnished lanai overlooking the...

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

Ocean-view condo on golf course with pool, tennis, pickleball & majestic vistas

Blue Horizon, Unit E107Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Overlooking the Waikoloa Village Golf Course, this Waikoloa ocean-view condo is your ticket to beachside...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Waikoloa Village, Hawaii

Downtown Kailua-Kona Escape: Steps to Ocean!

Primely located in the heart of downtown Kona, this breezy vacation rental delivers the ideal Big Island escape for couples or small families. This 1-bathroom studio features a kitchenette for quick meals, a Smart TV for movie nights, and a private balcony for endless...

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

Big home across the street from the beach, right at the golf course Pool/Spa/AC

Welcome to KonaHome Vacation, a family-owned business dedicated to providing you with exceptional services at the best prices. Thank you for supporting our local business and allowing us to be part of your vacation experience. For the best deals and discounts, please...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 19
📍 Kailua-Kona, Hawaii

Ocean Views w/Lanai and Laundry-Kanaloa at Kona

Kanaloa #2401 is a spacious condo located at the entrance of historic Keauhou Bay. Enjoy your morning coffee and watch the outriggers paddle out. The soft breezes and sometimes evening showers make it a special place.It comes with A/C, washer/dryer, and ceiling fans....

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

★★ Beautiful 5-star ★ Ocean View near beaches, quiet, private pool/spa/AC ★★

Welcome to KonaHome Vacation, a family-owned business dedicated to providing you with exceptional services at the best prices. Thank you for supporting our local business and allowing us to be part of your vacation experience. For the best deals and discounts, please...

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

Keauhou Punahele | Private Lanai w/ Grill

Summary:This family friendly condo in Keauhou Punahele offers privacy and comfort. The Kona country club is less than a mile away so don't forget to reserve your tee-time. The Keauhou Bay Beach Park is half a mile away, great for snorkeling! You'll be nearby the Keauhou...

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

Hale Lani:Direct Oceanfront Massive Pool, Gated, Remodeled Beauty

Truly beautiful, Oceanfront 3 bedroom, 3 bathroom home with a HUGE pool and amazing views! This gorgeous home has some recent renovations, and sits on a large lot size with stunning tropical landscaping. The main level has 2 bedrooms, 2 bathrooms, with an open concept...

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

Golfers Fave! Lanai+Wet Bar, Kitchen, AC, WiFi, Flat Screen+Laundry–Kanaloa at Kona 502

Castle Kanaloa at Kona #502 - Why leave this stylish 1,850sf villa? To golf just outside the door! Perks include AC, ceiling fans, WiFi, washer/dryer, DVD, flat screen, work area, wet bar, and lanai off the living area and master. Prep meals in the open kitchen to share...

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

Kksr#182 Direct Oceanfront Townhome, Right on the Water with AC!

Beautiful Direct Oceanfront Remodeled Townhome, truly stunning! Townhome#182 is RIGHT on the water, featuring all one could want in their Vacation Rental. It has two bedrooms & two bathrooms and is configured to accommodate up to 6 guests with a Queen bed in the...

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

Renovated garden-view condo with screened lanai, 6 pools, & hot tubs

Keauhou Paradise at Mauna Loa Village #10- Promotional Rates Now Through OctoberOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Big Island of Hawaii welcomes you to “Keauhou...

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

Comfy condo steps from the beach with pool, spa & sunset views!

White Sands Village 327 is a comfy condo w/ all of the pleasures from home as well as all the amenities you expect of your favorite vacation spot. Enjoy the pool and spa, walk across the street and take a dip in the ocean, or lounge on the lanai for sunset.The...

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

Oceanfront Bliss at Hale Kona Kai 310 - A Cozy 1-Bedroom Retreat in Kailua Kona

Kona Town's historic “OCEAN VIEW MILE WALK”, with 24 Pacific Ocean view restaurants, multiple live entertainment venues, ocean front swimming beaches and charming shops, BEGINS AT YOUR FRONT DOOR.Enjoy ocean views, sounds and sweet fresh air breeze from your...

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

Ocean-view studio with lanai, AC, kitchenette, pool, hot tub, and beach access!

Welcome to Kona Bali Kai #332! Enjoy ocean views from your lanai at this studio. There is a futon, a window air conditioning unit and a kitchenette. You can walk across the street to the beach or enjoy the pool, hot tub, and BBQ amenities.Upon entry, there is the living...

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

Hawaiian condo w/shared hot tub & pool/free WiFi/balcony - near eateries/beach

Kona Bali Kai #152Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Featuring a private balcony, ceiling fans, a full kitchen, and plenty of elbow room for up to four guests, this...

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

Downtown Kailua Kona Inn

This wonderful 3-bedroom gem is in a perfect location, just10 minutes walk to the historic Kailua-Kona town. Located in a peaceful neighborhood with private parking available on property. We have had each level listed on VRBO for many years, both maintaining 5 stars and...

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

Amazing Location! Clean, contemporary unit in the heart of Kailua-Kona!

Welcome to Kona Plaza 321 – Your Island Home in the Heart of Kailua-Kona!Experience the spirit of aloha at Kona Plaza, a friendly community where neighbors and visitors come together in the heart of historic Kailua-Kona. Built in 1971 and originally known as the...

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

★★Across street from Magic Sand Beach private Pool/SPA/AC 5 minutes to downtown⚡

1 minute walk to Magic Sand Beach, 7 bedrooms + 4 bathrooms, a private pool & Spa & AC cover entire house. Aloha and welcome to Magic Sands Beach House. This beautiful and spacious has 7 bedrooms and 4 bathrooms. The house is located just a one-minute walk to Magic...

🛏 7 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 22
📍 Kailua-Kona, Hawaii

Bright oceanfront condo with hot tub, pool, lanai & views

Kona Bali Kai #316Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Need to cool off during your island adventure? This condo is fully equipped with ceiling fans to ensure that every...

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

Royal Kahili retreat with pool, hot tub, lanai, & elevator - near beach

Royal Kahili B202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set in the Royal Kahili complex, this condo is just half a mile from a beautiful beach. Across the street, you’ll...

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

Spacious retreat home with private pool & screened lanais - conveniently located

He'eia Haven Retreat - Units A & BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Kailua-Kona with a stay at this spacious Hawaiian-style beach retreat home!...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 9
📍 Kailua-Kona, Hawaii

Walk to Turtle Beach from Kailua-Kona Apt!

Say Aloha to your new home base along the Kona coast! This well-appointed apartment offers 1 bedroom, 1 full bath, a private patio and a prime location, just a block from Turtle Beach and 1.5 miles south of Magic Sands Beach Park. When you need a break from the sun and...

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

Renovated home across the street from the beach with shared pool & hot tub

Kona Bali Kai #341Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the island's western side by the shores of Holualoa Bay, this home features a private balcony,...

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

Airy House with Ocean View and Private Pool in Kailua-Kona

Experience airy island living! This 2,800 sq ft 3 bed 2 bath sleeps 6 comfortably, featuring indoor/outdoor living, vaulted ceilings, and a homey cabin atmosphere. Windows consume wall space and skylights allow natural island light to fall in throughout the home. The...

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

Kailua-Kona Islander Studio: Lanai, Community Pool

Embark on snorkeling excursions, go for a hike, attend a luau, or book a tee time on the Big Island of Hawaii. This Kailua-Kona vacation rental studio, located downtown in the Kona Islander Inn, offers 1 bathroom, a private lanai, and access to community amenities as...

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

Tropical studio w/ grill area, shared hot tub, outdoor pool & near the beach

Kona Bali Kai #334Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Create memories that will last a lifetime of your sunny trip to Hawaii at this convenient studio across from the...

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

Kona Condo w/ View, Walk to Beach & Restaurants

Bring your bathing suits and hiking boots to the island of tropical adventure, turquoise waters, and lava fields. Sitting steps from the ocean, this 2-bed, 1.5-bath vacation rental in Kona offers easy, walkable access to swimming, surfing, dining, and shopping!...

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

Tropical Style! Fairway View Lanai, Washer/Dryer, WiFi, Kitchen Ease, TV Kanaloa 402

This fantastic one-bedroom one-bathroom suite offers the best of Big Island living! Enjoy a large private bedroom, completely furnished with a dresser and mirror, King bed, and two side tables. The bedroom leads out to the covered, furnished lanai, which has excellent...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 KAILUA-KONA, Hawaii

Drect Ocean Front | Small 6-Unit Complex | vrKCV

Welcome to Hale Pohaku #5 – Your Oceanfront Escape Awaits!Perched on the edge of paradise, Hale Pohaku #5 is where mid-century modern design meets the breathtaking beauty of the Pacific. Designed by the legendary Vladimir Ossipoff—renowned for his mastery of modern...

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

Special Rates! Ocean View Studio at Bali Kai

Enjoy your vacation in Kona, at this studio with an ocean view, lanai to listen to the waves and more at Bali Kai #168. Located on iconic Alii Drive and across the street from Banyans, a local surf spot. This studio has a queen bed, a sofa for seating, and a small table...

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

Lush Suite w/Fairway Views - Kanaloa at Kona #501

The suite features rustic island charm in design and aesthetic with AC units and ceiling fans throughout for optimal climate control. The common areas boast an open, airy layout with sleek tile flooring and cozy furnishings. Enjoy morning coffee, sunset cocktails, or...

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

Hawaii Sunset Mansion

Spectacular and Luxurious Property with a Unique Style to enjoy with family and friends. Elegant Pool and Jacuzzi with Sun Deck chairs and outdoor bar. Just about 5 minutes from the beach and 15 minutes from the airport. This house overlooks the pacific Ocean with...

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

Kona Oceanfront Resort! Lanai w/Wet Bar, Full Kitchen, WiFi, Washer/Dryer Kanaloa 401

Enjoy island living in this one-bedroom one-bathroom fairway view room. This suite has so much to offer, from its full-size kitchen with everything you need to cook gourmet meals to other modern amenities throughout the unit. This one-bedroom has a king size bed, vinyl...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 KAILUA-KONA, Hawaii

Unwind on Your Fantasy Hawaiian Vacation- 1BD/1BA Condo in Kailua-Kona, Hawaii

WelcomeCasa de Emdeko condo is a beautiful and comfortable getaway location in the heart of Kailua, Kona. This side of the Big Island is known for its white sand beaches, snorkeling, swimming, dining, and coffee. Aloha and welcome to your next tropical retreat! The...

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

Kailua-Kona Studio - Walk to Hale Halawai Park!

Explore the Big Island’s massive volcanoes, beaches, and National Park with ease while staying at this well-equipped studio in Kailua-Kona. This centrally located vacation rental sits within walking distance to local eats at Kona Farmers Market, shops at Kona Inn...

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

New Listing! Na Hale O Keauhou, Ocean View

Welcome to your dream vacation at Big Island Na Hale O Keauhou C5, a stunning retreat nestled in the heart of Keauhou in Kailua-Kona.This beautifully designed two-bedroom, two-and-a-half-bathroom villa offers a perfect blend of comfort and luxury, accommodating up to...

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

Club Wyndham Royal Sea Cliff - 1 Bedroom Deluxe

*** Sanitation/Cleaning Update ***Wyndham resorts have always met the highest standards of cleanliness, and now we are exceeding those standards with enhanced cleaning protocols and disinfecting measures, including the use of hospital-grade, virus-killing products...

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

Pu'ukala Sunset Estate w/ Amazing Ocean Views! by RedAwning

Escape to the breathtaking beauty of the Big Island and make your vacationdreams come true in this splendid 3-bedroom, 2-bathroom vacation rental home.Nestled in the heart of Kailua-Kona, this tropical paradise offers an open andspacious interior, complete with all the...

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

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...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 11
📍 Kailua-Kona, Hawaii

Stunning Ocean Side Kona Condo with breathtaking view. See whales and dolphins!

Aloha! Beauty, comfort and quality awaits! Enjoy the stunning view and sounds of the surf from your lanai, where you'll enjoy relaxing meals and watch dolphins and whales in season. No expense was spared in this beautiful ocean view condo. Designer furnishings, 2-person...

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

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...

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

Royal Sea Cliff Kona 108 Oceanfront 3 BD 3 BA

This direct ocean front luxury condo is the largest and only 3 bedroom 3 bathroom unit in the entire Royal Sea Cliff complex. The open concept design flows seamlessly to the ocean at your doorsteps and outdoor wet bar. The luxurious master bedroom suite and living room...

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

Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning

Discover the beauty of Kailua-Kona with a stay at our charming one-bedroom,one-bath Ohana vacation rental. This cozy coastal retreat is the perfectescape for couples seeking an island getaway. Nestled in a sereneneighborhood, you'll enjoy the tranquility of the ocean...

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

Cozy Sunset Views w/ Lanai - Close to Beach by RedAwning

Escape the hustle and bustle of everyday life and immerse yourself in theserenity of our charming Kailua-Kona Ohana, a delightful 1-bedroom, 1-bathroomvacation rental. Located on the captivating Big Island of Hawaii, this coastalretreat offers a tranquil escape for...

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

Kona Isle B2 No Stairs, Beautiful unit, AC in bedroom and living room!

Kona Isle B2 — Serene Ground-Floor Escape with Modern ComfortsWelcome to Kona Isle B2, your peaceful island retreat on the sunny Kona coast. This beautifully updated ground-floor condo pairs comfort and convenience with a touch of Hawaiian charm — just steps from...

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

ALII PARK PLACE K202 BEAUTIFUL 3 BEDROOM WITH AC

Alii Park Place K202 offers a premium and quality living experience with a 31-night minimum stay. This beautifully furnished 3-bedroom, 2-bath unit overlooks a sparkling lagoon-style swimming pool and spa. Located on the second floor, the residence enjoys tropical...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 KAILUA KONA, Hawaii

Magic Sand beach Cozy 2-bedroom Ohana in beautiful Kailua-Kona with AC, WiFi

The house is across the street from Magic Sand beach. One minute walk to the beach from our house. The Ohana is separated from the main house, which you might share the pool/spa with others if someone else rents the main house. Otherwise, you can enjoy the pool/spa...

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

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 KAILUA KONA, Hawaii

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