Big Island Vacation Rentals – Discover Hawaii's Largest Island

Big Island Vacation Rentals span diverse landscapes from the sunny Kona Coast to lush Hilo, luxurious Kohala resorts, and scenic Volcano Village. Whether you're seeking beachside relaxation, mountain escapes, or adventure near Hawaii Volcanoes National Park, the Big Island offers unforgettable stays for every type of traveler.

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Kimo's Getaway

This a very private duplex. Your host lives upstairs. Your's is a new two bedroom, one bath unit, with a full sized kitchen and adjoining dining area. . There is a large lanai viewing the ocean with plenty of relaxing chairs and an outside dining area.You will be a 7...

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

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

Welcome to Hale Joli by Gather, a serene retreat that captures the essence of old Hawaii while providing all the modern amenities you desire. This unique three-bedroom, two-and-a-half-bathroom ranch home is a tranquil oasis nestled on a private road, offering you a...

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

Designer Hali'ipua Sunset Sanctuary ~ Hualalai ~ Fire Pit, Personal Concierge

Step into a world of refined beauty at Hali’ipua Sunset Sanctuary, where every detail of the stunning contemporary design—crafted in serene neutral hues—invites you to unwind in luxury. Picture sipping coffee, surrounded by original artwork and custom furnishings,...

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

Beautiful Oceanview Home

Welcome to paradise.This is a private entire house rental with an operator residing on the building site, If any problems arise we are here 24/7 to help, make recommendations, give directions etc, but we keep a low profile and do not use any amenities when guests are in...

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

Includes Beach Gear! Kanaloa 303

Kanaloa #303 at Keauhou on the Big IslandPlease scroll down for detailed informationBedroom Configuration:Master Bedroom: King Bed Guest Bedroom: Queen BedSemi Private Loft: Queen BedAmenities:Beach Equipment: All of our vacation rentals include beach towels for the...

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

Kona Islander Inn - #316 - Located in beachfront town of Kailua Kona Hawaii.

Experience the convenience of being close to popular beaches, shops, restaurants, and historic landmarks with this delightful and cozy retreat. Ideal for explorers and relaxers alike, it is your perfect base for memorable adventures and relaxation. You can walk to many...

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

Spacious upscaled house with a huge private pool/spa & AC a few minutes 2 beach!

Kailua-Kona is waiting for you at this 4-bedroom house. This fabulous property boasts 3 king beds, 1 twin bed, 1 queen bed, and even a crib for the little ones. With 3 bathrooms featuring luxurious amenities like a jetted bathtub, you'll feel pampered during your stay....

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

Magic Sands Light Hawaii Oasis: Steps to Beach, AC ,No Cleaning Fee!

High in Demand & Highly Rated, this beautiful 3 bedroom / 2 bathroom duplex home is only a 3 min walk from Magic Sands Beach. Remodeled & professionally decorated, this charming vacation getaway has all of the comforts you desire in your home away from home, including...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kailua Kona, Hawaii

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...

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

Oceanfront Condo, 5G Wi-Fi, King Bed, Hot Tub/Pool, Free Parking

Was recently completely remodeled.Our oceanfront condo is 23ft. from the ocean and is located on the 2nd floor and offers spectacular ocean views and sunsets.Watch the surfers and the dolphins from your lanai. A Short Walk to town and over 20 restaurants.Our...

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

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, updated appliances, and the most...

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

🏖️Concierge Included | Ocean View | Walk to Beach! | Cental AC | vrKCV

vrKCV - Na Hale O Keauhou E6, Professionally Managed by Kona Coast VacationsEscape to paradise at Na Hale O Keauhou E6! Nestled in the serene and popular Na Hale O Keauhou complex, this townhome offers everything you need for a relaxing Hawaiian getaway. Just a short...

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

Beautiful conveniently located 2-bedroom ocean view home in Kailua-Kona.

Beautiful and peaceful two bedroom home with an ocean view and convenient location. Located 7 minutes from the airport and 5 miles from town. Easy access to beaches, grocery stores, and everything Kona has to offer. This two bedroom space is the second floor of a...

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

Alii Cove#Q3 Beautiful ground floor spacious 2 bedroom with Ac

Alii Cove#Q-3 is an excellent beautifully furnished option for your Vacation. This spacious 2 bedroom, 2 bath unit has fantastic features that many guests enjoy. A perfect option for up to 6 people. ~No stairs! Beautiful Tile and new Laminate Flooring throughout the...

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

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...

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

OCEANFRONT TWO BEDROOM CONDO with A/C! Cal King Beds in Both Bedrooms!

Imagine - Warm tropical climate, sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - is there any other way to experience Hawaii?? This two bedroom, two-bath condo gives you all of that and more! The very...

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

Kailua-Kona Vacation Rental - Walk to Beach!

Plan a trip to paradise and stay at this recently renovated Kailua-Kona condo. Located just steps from the stunning beaches, this 2-bedroom, 2-bathroom Hawaii vacation rental is the ideal place for your family or friends to spend an extended vacation. Spend endless...

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

Sky Villa Estate Luxury Gated Retreat with Amazing Ocean Viewn

Welcome to your Hawaiian haven, Sky Villa Estate! Kick off your flip-flops and let alohaspirit guide you up the driveway to this secluded gated 5-acre estate, through lushlandscape that feels like a warm hug from the island itself. Deep lush lawns encouragefamily games...

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

Kona Isle B34 - Ocean View, Top Floor with full AC. Peaceful Oceanfront Complex.

2025 REDUCED SUMMER RATES!NEW: In an effort to provide you with outstanding accommodations, we have upgraded to a dual-air conditioning unit that allows for whole-unit AC. We've also upgraded to quartz countertops! Aloha from Hale Malina! We invite you to enjoy a little...

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

Waiulu Golf & Oceanview Estate Hualalai

Welcome to the exquisite Waiulu Estate Villa at Four Seasons Hualalai Resort. This estate offers a private and serene setting with close wide-open ocean views. The estate has been recently updated with new contemporary décor by the renowned Henderson Design Group....

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

White Sands Village | Oceanfront

Summary:Say aloha to your home away from home on the Big Island! Maximum occupancy strictly enforced in accordance with local ordinances.The Space:White Sands Village is an oceanfront condo complex in the gorgeous town of Kailua-Kona. Guests will find themselves in the...

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

Violet Sunset 2802: Newly Renovated Oceanfront Suite

Violet Sunset 2802 is an absolutely lovely, newly-renovated two-bedroom oceanfront suite is a breath of fresh air nestled up against the magnificent Kona coast! Its laid-back island charm combined with all the comforts and conveniences of home provide the perfect...

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

BEAUTIFULLY REMODELED OCEANFRONT ONE BEDROOM 2 BATH CONDOMINIUM

Oceanfront Paradise in Kona Alii – Beautifully Remodeled 1-Bedroom CondoEnjoy breathtaking, unobstructed ocean views from this fully remodeled 1-bedroom, 2-bathroom condo in the heart of Kailua-Kona. Located in the sought-after Kona Alii Condominiums, this upscale...

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

Spectacular View, Direct Oceanfront Kona, Top Floor

ALOHA, WE INVITE YOU TO RELAX AT SEA VILLAGEOur lovely top floor condo is perfect for you! Sit back and take in the spectacular view from the lanai as you watch dolphins and whales (in season) during the day and beautiful sunsets in the evening! Lose yourself in the...

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

Beautiful Condo Across the Street from Beach w/ Ocean View and Great Snorkeling!

Kahalu'u Beach Park is a prime spot for snorkeling, surfing and relaxing on the sandy beach. The beach is literally right walk across the street. Enjoy amazing ocean views from your private lanai, a spectacular infinity pool, hot tub and bbq area. This meticulous 2...

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

OCEAN FRONT 2bd/rm Townhome New Remodel Ocean and Sunset Views AC Pickleball!

Aloha, we would love to have you as our guests! It is a pleasure to know you are interested in our Ocean front 2 bedroom/ 2 bath townhouse. We have had a tremendous amount of positive reviews, but decided to update the property to provide an even better guest...

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

Waterfront condo with shared pools, private beach, balcony, W/D, and AC

Casa De Emdeko A317Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched on the top floor, this stunning 2-bedroom, 2-bathroom condo in Kailua-Kona offers sweeping ocean and...

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

Breathtaking View on Beautiful Sandy Beach Oceanfront

This Oceanfront Condo has an amazing view. It has a gorgeous Great Room and a beautiful fully equipped kitchen. With the roar of the ocean just a few yards away, you will not want to leave the Lanai after relaxing on the Tropitone furniture.This Condo has a beautiful...

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

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

The Hualalai Resort will host the annual Chairman’s Club event from December 1–6, 2025. Please note that access to certain resort amenities may be limited or restricted during this time for residential rental guests. We recommend inquiring prior to booking if your...

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

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...

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

1 Mile to Magic Sands Beach: Kailua-Kona Cottage

Beach Equipment | Natural Lighting | Quiet Neighborhood | 5 Mi to Downtown KonaClear the calendar and say 'Aloha' to your next tropical getaway at this 1-bedroom, 1-bath vacation rental cottage in Kailua-Kona. Perched on the west coast of the Big Island, this quaint...

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

Exceptional Kona Reef Condo: Full AC, Oceanfront, Easy Walking Distance to Town

*New Listing* Oceanfront, fully updated one-bedroom condo in the Kona Reef Resort. AC throughout the entire unit.Perfectly located just a 5-minute walk from dozens of shops, restaurants, and beaches.As you walk through the door and see the deep blue ocean waves out the...

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

Alii Cove G3 Beautiful Ground Floor Spacious 2 Bedroom with AC

Alii Cove#G-3 is an excellent beautifully furnished option for your Vacation. This spacious 2 bedroom, 2 bath unit has fantastic features that many guests enjoy. A perfect option for up to 6 people. ~No stairs! Walk right into the unit, there are 2 assigned parking...

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

Kona Reef: B-15: Direct Beachfront, Pool/Hot Tub, Air Conditioning, Elevators

Located on the second floor, Kona Reef#B-15 offers stunning year-round views of golden sunsets and easy access to Honl's beach. Hear the crashing of the waves day and night! If what you're searching for is a private seaside apartment that's close, short walking distance...

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

Seaside Retreat Condo

Welcome to your retreat by the sea. A great ocean view Overlooking Kahaluu Reef Bay. AC & centrally located in the heart of Kailua-Kona right on Ali'i Drive. Free Digital guide with booking with lots of local recommendations. Designed for comfort and thoughtful details....

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

Heeia Bay Paradise – Spacious 3 BDR Steps to Beach

Summary:Paradise is calling you home at Heeia Bay on the Big Island of Hawaii!The Space:This incredible 3-bedroom home is located in the popular tourist destination of Kailua-Kona, known for its beautiful beaches, clear waters, and lush scenery. From swimming, to...

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

122 Hainoa – Designer Oceanview Estate with Pool & Spa at Hualalai

The Hualalai Resort will host the annual Chairman’s Club event from December 1–6, 2025. Please note that access to certain resort amenities may be limited or restricted during this time for residential rental guests. We recommend inquiring prior to booking if your...

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

Your Hawaiian Vacation Starts Here! II

Welcome to Kona Shores, a charming complex situated on Alii Drive, along the Hawai‘i Scenic Byway (Ala Loa Foot Trail). Just one mile from downtown Kailua-Kona, this well-maintained ground-floor condo offers easy access to shopping, restaurants, and beautiful...

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

Kona Makai Building #1

Stunning ocean views from the lanai, ocean front from the bedroom, the sounds of the surf on the rocks, and the spirit of Aloha welcomes you to our home in Hawaii. Kona Makai is a beautiful oceanfront complex with well maintained gardens, swimming pool, hot tub, gas...

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

Relax by the sea! Two bedroom retreat near Kailua Pier - 11 min

Discover your tropical retreat at our enchanting two-bedroom holiday house in Kailua-Kona. Paradise is ready for you. Nestled just a short 11-minute drive from the vibrant Kailua Pier, you'll be perfectly positioned to explore the island's top attractions, including the...

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

Four Seasons Hualalai 5BR Ocean Estate

Escape to your own private paradise at this stunning newly renovated expansive 5 bedroom, 5 bathroom 6500 square foot ocean adjacent estate, a beautiful custom home on 3/4 of an acre, nestled within the exclusive Four Seasons Resort Hualalai. Experience the height of...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 14
📍 Kailua-Kona, Hawaii

Luxury Alii Cove Ocean View Townhome In Kailua Kona

This 3 bedroom, 3 Bath luxury townhome is located in the gated Alii Cove Condominium complex. This location provides a short walking distance to the of town of Kailua Kona where you will find fine ocean front dining, shopping, St. Michael’s Church, and coffee shops...

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

🏖️Upgraded 2BD Plus Loft | Amazing Golf & Ocean Views | AC | vrKCV

vrKCV - Country Club Villas 341, Professionally Managed by Kona Coast VacationsWelcome to Country Club Villas #341 – Your Dream Vacation Awaits!Aloha! Step into paradise and experience breathtaking views from Country Club Villas Unit #341. Perched on the third floor,...

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

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...

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

Kona Plaza#302: Third Floor, Ocean View in Heart of Kona Town, Ac & Elevators

Knutson & Associates Property Management is proud to be representing Kona Plaza#302.Its amazing location puts you right in immediate walking distance to restaurants, beaches, shopping & entertainment right in the heart of Kailua Village.This third floor unit of Kona...

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

Exceptional Oceanview Home - Heated Pool, Air Conditioning & Stunning Ocean View

Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with Air Conditioning (AC in all bedrooms) and a heated swimming pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The...

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

IRONMAN is Available! 100 Feet From Your Bed to the Ocean! Romantic Shower for 2

Aloha and E'Komo Mai (Welcome!) to the SeaCluded Hideaway Inn Kona, Hawaii where you are only 100 FEET FROM YOUR BED TO THE OCEANS EDGE™ !Our unique Hawaiian-themed 4-bedroom, 3-bathroom property on the Ocean Side of Ali'i Drive offers an unbeatable location and...

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

Kona Oceanview Penthouse in Kailua Village - Best Kona Location/View!

This is the BEST location on the Kona Coast, right in Kailua Village. This spacious (~1300 ft²) condominium includes two Master Bedroom Suites with King beds and a 3rd Bedroom with trundle bed. Sleeps five adults comfortably, six people with children sharing 3rd...

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

Hualalai Hillside Penthouse Oceanview Retreat

One of only seven Hualalai Penthouse Villas. Upper-level Villa featuring single level interior with over 4,200 sq feet of living and lanai space. Hear the sounds of the Pacific Ocean while enjoying the beautiful close unobstructed ocean and beach views from the generous...

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

Sea Village Oceanfront ground floor unit

NEW TO THE VACATION RENTAL MARKET. Wonderful direct ground floor 2 bedroom/ 2 bath oceanfront condo with sweeping views of Kailua Bay and lots of ocean activity. Beautifully updated unit with everything you need for a great Hawaiian getaway. Note, this unit does not...

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

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