Kailua-Kona Vacation Rentals

Relax in this OceanView Estate w/ Lava stone-lined Infinity Pool & Private Spa

Important Resort Notices• Each December, Hualalai Resort holds its annual Chairman’s Club event. This event will result in temporary modifications to guest access at select resort amenities. Access is managed entirely by Hualalai Resort and may change at their...

H2-Seaview-6BR/3BTH-OceanView-Sleeps 12

Your Kona reset starts here 🌊✨ Relax in the NEW hot tub, grill dinner at sunset, and enjoy breezy island living with room for the whole crew.🌅 Everlasting Sunset Retreat - Ocean Views + Hot Tub + Room for Everyone 🌺🛁Aloha and welcome to your peaceful Kailua-Kona...

5-STAR KONA COAST RESORT 2 bedr/2 bath Top Floor, AC, GORGEOUS Unit#10-301!

Kona Coast Resort #10-301 is one of the best ocean view 2 bedroom, 2 bath condos, with all of the amazing amenities of a 5-Star Resort! Enjoy two Swimming Pools, one “family” pool with an on-site Restaurant/bar, and nightly live music plus one quiet pool, three...

Oceanfront Tranquility at Hale Maluhia, Kona Coast

Beautiful oceanfront property featuring a private gated home with two additional separate king Bedroom Suites, each with private entrances. Enjoy unobstructed ocean views of the Pacific Ocean, Kona Coast, and Kahalu'u Beach with stunning sunsets. This property includes...

Ocean View Family Condo Across From Lyman’s Cove~Air Conditioning~Calif King Bed

There may be scaffolding and a tarp on the exterior of the building for painting beginning 12/1/25. Royal Kahili A402Beautiful OCEAN VIEW and pool view from our fourth story condo! Top floor, no overhead neighbors!Elevator works as of 8/10/2023!You will need to...

Aloha Condos, Keauhou Resort, Condo 108, Ocean View, AC

Experience perfection at Keauhou Resort Condo 108! This immaculate, renovated condo offers stunning ocean views, breathtaking sunsets, and stellar stargazing from your private lanai. Enjoy top-notch amenities, a fully equipped kitchen, reverse osmosis drinking water,...

Experience Paradise At Our Modern Hawaiian Cottage With Ocean Across The Street

Experience paradise living at "Surf Temple," a stunning Hawaiian Cottage with a perfect blend of modern decor and traditional charm. With lava rock walls gracing both the house and property, every corner of this place embodies the essence of Hawaiian culture and spirit....

Alii Villas #230 Direct view into Kailua Bay

Fabulous 2nd story condo with an oceanfront view! Located on the desirable Kailua Bay side of Alii Villas Condominiums. Beautifully decorated and well appointed for your comfort while on the Big Island. Fully furnished with everything you need for an relaxing vacation....

New Luxury Kanoala, Upscale, Oceanfront. Total remodel. 3 bed, 3 ba, AC Sleeps 8

Wake up to ocean waves and panoramic views at this stunning Kona retreat. Steps from turquoise water in a resort with 3 pools and jacuzzi's, shaded lounge, and tropical gardens. (next to golf course) and the bay that does Manta Ray and boat tours. Perfect for families,...

🌴Immaculate, ocean view townhome offers quiet island living, located in Na Hale O Keauhou🌴

Immaculate ocean view townhome!Enjoy free late checkouts on bookings made by December 15th 2025! Ocean views, epic sunsets and poolside afternoons: That's what a true Hawaii vacation is all about. This immaculate, three-bedroom townhome is set in the quiet, gated...

Breathtaking Sunset Views and Perfect Backyard Pool and BBQ

House sits a right up the hill from downtown which makes for an amazing sunset. The property has a saltwater pool, patio and BBQ. Inside is fully furnished for a comfortable stay. The garage is remodeled and includes a ping pong table, corn hole, darts and full of beach...

Prime Location, Budget Friendly Kahalu'u Bay Getaway

You'll love the location and the views from the lanai. You can enjoy sunrises and sunsets, depending on the time of year, as well as water views year round. Situated steps (160 m to be exact) from Kahalu'u Bay, which has one of the best snorkelling beaches in Hawaii on...

Kona Oceanfront-Gorgeous, Quiet, Sleeps 6

Summary:Discover paradise at our stunning oceanfront retreat! Nestled amidst swaying palms and lush tropical greenery, this three-bedroom, three-bathroom sanctuary offers a serene getaway for up to six guests. Wake up to the soothing sound of waves crashing and soak in...

Holua Kai#8 w/ Private Pool, Ocean & Golf Views, Community Pool & Spa

Holua Kai #8 invites you to unwind in style within the private gated community of Kona Country Club Ocean Course. This elegant single-level home blends open, light-filled interiors with a private heated pool and lanai framed by lush golf course greens and distant...

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...

Stunning tropical retreat near the beach with pool, views & spacious lanai

Ho'oka'ana HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Live the luxe life at the top of Alii Heights! Surrounded by colorful blooms and palm trees, find yourself waking up...

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...

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...

Kona Palms#201:Oceanfront with great views, AC, elevator and wraparound lanai

Gorgeous views from this spacious and updated 1041 square foot condo with 2 bedrooms, 2 bathrooms and Sleeps 5 to 6! Picture yourself relaxing in this absolutely beautiful condo, enjoying the ocean views, while watching surfers and the magically blue waters of the...

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...

Puuwai Alii Estate: Stunning Luxury Home with Pool, Hot Tub & Ocean Views,AC!

Absolutely amazing property! A one of a kind 5-bedroom, 6-bathroom property that is built to impress with gorgeous high end materials and is one of just seven properties in the quaint "Pu'uwai Ali'i" subdivision. The gated entrance, majestic surrounding trellises, and...

Calming Volcano Studio 2 Blocks From The Ocean

This comfy and clean Volcano 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 Volcano...

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...

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...

Oceanview Townhome, freshly updated in Keauhou, close to Kona.

Aloha, and welcome to "Makani Moana #104" a beautifully appointed private townhome and tropical retreat at Keauhou Resort. Located near the ocean and tucked away in a quiet area, this comfortable townhome is our little piece of paradise on the Island of Hawaii and we...

Aloha Condos, Na Hale O Keauhou, Townhome L-6, Ocean View, AC

Welcome to Aloha!!  Listen to the crashing surf from gorgeous Na Hale O Keauhou L-6. Spacious 2-story luxury air-conditioned Townhome with Panoramic Ocean Views.  This wonderful remodeled and upgraded unit features 3 Bedrooms, 3 Baths, well-appointed kitchen and full...

LUXURY/MOST POPULAR SNORKELING & SURFING BEACH! Turtles!

Wow! The perfect beach home w/ beautiful ocean views, Kona sunsets, newly renovated Hawaiian style home, "Kahalu'u Gem" is located right across Kahalu'u Beach Park and next to a surf shop!Total renovation by Kona Architect, Ali Ghalamfarsa, with Ohi'a wood, Opiuma wood,...

Cotton Candy Sky Kona Pacific Condo

Enjoy ocean and garden views from this third floor, corner unit condo in Building C of Kona Pacific! Located in a prime location in the heart of Kailua Kona on the Big Island of Hawaii, this 1-bedroom, 2-bathroom condo has been completely remodeled. It also offers...

Hale Joli: Historic Typical Hawaiian Home w/Ocean Views, Lanai & BBQ Area

Welcome to Hale Joli, a private hillside retreat in Kailua-Kona where panoramic ocean views, warm wood architecture, and the natural beauty of the Big Island come together. Set on historic royal lands once belonging to King Lunalilo, this single-level home blends old...

Beautiful Ocean Views 5 Bedroom Sleeps 14 Walk to Beach, Pool, AC, & Game room

The "Akai Beach House" is a beautiful 5 bedroom 4 bath home that sleeps 14 with ocean views, a pool, air conditioning and a large game room in the garage. Enjoy ping pong and foosball, or relax on the couch and watch TV in the game room. Magic Sands Beach - the best...

free parking - walk to Honl beach & Downtown Kona

BLUE BEACH BUNGALOW is your personal oasis in the heart of the most desirable place in Hawai'i. Perfect for everyone to enjoy the Aloha spirit and explore what the Big Island of Hawai'i has to offer. Pull into your private driveway where you are transported into a...

Hale Hahalua - Serenity and Ocean Views in Kona now with upgraded A/C in bedr.

Aloha! Welcome to Hale Hāhālua – the gateway for your dream vacation on the Big Island of Hawai’i. Located in the picturesque community of Keauhou (Kailua-Kona), right above Keauhou Bay, our condo offers you the perfect starting point for your adventures. In Hawaiian,...

Alii Cove C-4 Beautiful Beachy Townhome on Alii Drive

Experience the allure of the Alii Cove C-4 Town-home, where exquisite decor meets cozy comfort, perfect for entertaining large gatherings while radiating that charming beach house vibe. The expansive Primary suite exudes glamour and luxury, featuring sumptuous bedding...

Amazing Ocean Views Private Pool and Spa

Our breezy Cottage with 180 degree ocean views and private pool and spa sits at a cool elevation about 10 minutes from Kailua Kona. The home is located on the Walua walking trail and minutes from snorkeling, shopping, and dining. PLEASE NOTE: The property is in the...

Fabulous, Spacious Oceanview 3 Bedroom Condo with A/C!

Welcome to Ola Loa Hale!!! (Long Life House) This large three-bedroom, two-bathroom condo is the perfect choice for family and friends traveling together. The home is located in the beautiful Keauhou Kona Surf & Racquet Club, a gated resort community that has long been...

D35 Kona Reef - True Oceanfront & Top Floor! AC throughout!

Located just outside the heart of Kailua- Kona, this ocean front condo is your ticket to paradise! Just minutes from town, a short walk will take you to some of the finest dining and shopping destinations on the Big Island. Our modern, updated condo serves as the...

Malia Kai #12 condo in Kailua-Kona Town!

Three story townhome corner unit located in Malia Kai condominiums w/private carport walking distance from just about anywhere in Kona! Share our private retreat and where you can work from Paradise with laptop workstation featuring a high end 32” screen and the fastest...

The Mai Tai Manor with unobstructed views of the ocean!

​​​​​​​This 4 bedroom with separate ohana used as 4th bedroom, 3 bath home have unobstructed views of the ocean!! Very close to beaches and shops. Home can sleep (8 guests!)Come to The Big Island of Hawaii and enjoy your well-deserved vacation in our beautiful Mai Tai...

Beautiful oceanfront condo 🏖 As oceanfront as you can get 🐳 Royal Sea Cliff 209

Primo Kona Condo! This 2,110 square foot luxury condo located at a luxury resort offers a one-of-a-kind 932 square foot lanai offering a panoramic ocean view! The lanai is equipped with outdoor dining, a queen-sized sunbed, and loungers offering many options to be out...

Oceanfront 2BR/2BA at Kona Nalu: Stunning Views, Ideal Location!

Kona Nalu offers spectacular oceanfront views from this two-bedroom, two-bathroom property with an updated kitchen and a great layout. Here's what you can expect from this private oceanfront property on Alii Drive:As you enter the property, you'll be captivated by the...

Fabulous Oceanfront Two Bedroom w/Huge Lanai & Central A/C!

SPECTACULAR ABSOLUTE OCEANFRONT 2 Bedroom 2 Bathroom condo in Kailua-Kona!! The spacious lanai starts and ends your day in paradise. Enjoy your morning coffee and relax to the sound of the surf while watching whales (in season), spinner dolphins, outriggers, and the...

KKSR#10 Beautiful Corner Townhome, Steps from the Beach, AIR Conditoning!

Amazing Townhome#10! Corner location, highly desirable, lots of extra light! This beautiful townhome has a very special location, only a few steps away from the Salt and Pepper Sand Beach on site! Featuring 2 bedrooms, and 2 bathrooms, a beautiful option for your 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...

Pohinahina Place – Serene Hualalai Estate with Ocean Views & Private Pool

Pohinahina Place is your private resort retreat. With an incredible view of the Pacific Ocean and overlooking the 5th green of the Hualalai Golf Course, this property is located right in the middle of Hualalai Four Seasons Resort. This beautiful oasis is nestled on a...

First-floor condo across from Magic Sands with balcony, pool & sauna

White Sands Resort #108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The soft, white sand of Magic Sands Beach Park is right across the road from this completely remodeled...

NEW! 3/BR Coffee Estate with Hot Tub and Ocean View in Kona town

Aloha!! We are new to VRBO but have 25+ 5 star reviews on another popular vacation rental platform. This is truly a unique property and I have no doubt that you will enjoy your stay! This Kona coffee estate is located just minutes from downtown Kona. Centrally located,...

Aloha Condos, Kanaloa at Kona, Condo 1901, Oceanfront, AC

Unit 1901 in Kanaloa at Kona is a beautiful two-bedroom, two bathroom, groundfloor oceanfront condo with a fully equipped kitchen, TV in three rooms, ceiling fans throughout and air conditioning. • Oceanfront Location• Sunset Views Year Round• Quiet, Residential...

Gorgeous Keauhou Resort Condo!

**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...

Aloha Condos, Na Hale O Keauhou, Townhome E-2, Ocean View, AC

Located in the highly desirable Na Hale Community, this beautiful well-appointed 2-bedroom, 2.5-bathroomtownhome offers spectacular ocean views and breathtaking sunsets. Bothbedrooms feature private, ensuite bathrooms. Additional in-home conveniences includea washer and...

Laid back cozy bungalow two bed air conditioning

Welcome to Hale Kai Hideaways, Bungalow D. This gently restored stand-alone vacation rental built in 1955, has two cozy bedrooms, a living room, kitchen and outdoor space and parking. Smack in the middle of Alii Drive, you can bike to town or walk across the street to...