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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Vista E 302 Newly Painted Remodeled View Penthouse

Top Floor larger condo with ocean, bay, and both Mauna Loa and Mauna Kea views. Perhaps the best view in the complex.. Large lanai with all nearly new Tropitone furniture including tables, chairs, and chaise. We have just completed painting entire unit, added granite...

🛏 2 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 4
📍 Waikoloa, Hawaii

Cozy 1-bedroom with AC and WiFi in enjoyable Kailua-Kona

Welcome to Alii Hale, or Bungalow A! Vacation at this cute apartment centrally located in the heart of Kona. Alii Garden's open-air marketplace is a five-minute walk, where you will find Shaka's tacos, Alii Poke, shave Ice & tons of souvenirs. Turtles Beach, a local...

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

Kitchen and Bath Remodel! - Ocean Front - Central Air - Featured on Today Show

Major kitchen and two bathroom remodel Includes new appliances, granite countertops, custom stone and ceramic tile work. New leather sofa and loveseat. Owner-operated and continually updated! Excellent rental history and outstanding guest reviews.Unwind at this...

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

Ocean views w/ breezes! Large Lanai, Kitchen, 2 bedroom - beautiful neighborhood

Newly renovated Fully equipped Kitchen – new refrigerator, range, dishwasher and microwave. Many amenities. Hawaiian style outdoor living and dining room in 700 sq. ft. Lanai with 4 ceiling fans to assist the ocean breezes. • 2 Bedrooms each with a queen size bed...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 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

KOLEA 6D ~ OCEAN VIEW GARDEN HOME

Welcome to Kolea 6D ~This 3 bedroom, 3 bathroom condo has a prime location just steps from the Kolea Beach Club.  While it offers the convenience and ease of access to a large 3 bedroom home, it is extremely special as you wont need to sacrifice enjoying a lovely...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Kehena black sand beach house - ocean view - swim spa

The ultimate eco-retreat. Timeless design for indoor-outdoor relaxation, dining and sleeping. Experience ocean views and crashing waves from wide-open bifold doors. Walk nextdoor to Kehena black sand beach, or drive the Red Road to Hawaii's only hot springs at Pohoiki....

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Pahoa, Hawaii

Beautiful Hawai’i Big Island Luxury Vacation Villa in Kailua Kona

Our gorgeous Big Island Hawai'i Hale Ali'i villa is resort living in the setting of a private home. Enjoy island living at its best! Perfectly situated in the Ali’i Heights area in Kailua Kona, the villa is just 10 minutes away from Kona Town with all the conveniences...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 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

Hualalai Palm Villa 126A - Perfect location along the15th Fairway!

This well appointed Palm Villa rental, at the Four Seasons Resort Hualalai, overlooks the 15th Fairway of the beautiful Jack Nicklaus Signature golf course. Sweeping ocean views beyond the golf course combined with the Villa's casual elegance make this the ideal private...

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

Renovated Penthouse near Beach - sleeps 6!

Beautiful, newly renovated penthouse with big views at the acclaimed Waikoloa Resort. This highly desired loft floor plan is located at the Fairway Villas, an exclusive gated community with elevator access. F34 has high ceilings and a spacious layout for up to six...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

PARADISE OCEAN VIEWS & GOLF w/ A/C + Pool / PickleBall / Tennis

E Komo Mai - Welcome to our Hawaiian Sanctuary (otherwise known as our Hawaiian Happy Place) offering nearly 180-degree Ocean View over Waikoloa Village Golf Course, with golf (at reduced rates plus a range/putting green), free tennis and pickleball (under lights), and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waikoloa Village, Hawaii

MARRIOTT WAIKOLOA OCEAN CLUB, Top Rated Resort On The Big Island!

Please choose a Friday, Saturday, or Sunday check-in and enjoy a seven or night stay. If you need larger accommodations, ask our agent about our two bedroom option. Thank you for your interest in booking with DashWeek/ Dash Realty Group, Windermere Florida. Dash Realty...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waikoloa Village, Hawaii

Hualalai Fairway Villa 104D - overlooking the 15th tee

Upper level 2-bedroom, 2-bath villa overlooking the 15th tee of the Hualalai Golf Course with stunning Mauna Kea, Island of Maui and horizon views of the ocean. Designed by Honolulu-based Architect Warren Sunnland, the Fairway Villas at Hualalai are located within a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 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

Ohana Retreat - The Real Hawaiian Experience

Experience the Beauty of Hawaii at Ohana RetreatOhana Retreat is the ultimate getaway for large families looking to embrace the breathtaking beauty of Hawaii. Our spacious island-style home features eight luxurious bedroom suites, each complete with a private bath, wet...

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

🏖️Ocean View | Golf | Sunset | Pool | vrKCV

vrKCV - Hali'i Kai 10E, Professionally Managed by Kona Coast VacationsWelcome to Villa 10E – Ocean, Golf & Sunset Views at Hali'i KaiStep into the luxury and tranquility of Villa 10E, a recently remodeled ground-floor unit at Hali'i Kai, where the signature hole of...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa Village, Hawaii

Golf Course Front - Upgraded - Kulalani Mauna Lani

Welcome to Kulalani 1004, where comfort meets modern charm in this newly remodeled 2-bedroom, 2.5-bathroom townhouse-style condo. Situated within a private gated community, this unit offers a delightful golf course view, making it the perfect retreat for those seeking a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waimea, Hawaii

Charming 2-bedroom condo with ocean views in Keauhou with WiFi, fitness room, AC

Enjoy a peaceful stay at this fabulous 2-bedroom, 2 bath condo in Keauhou. Each bedroom has it's own bathroom, king bed, and separate temperature controlled AC unit. The bathrooms are equipped with a hair dryer and bathtub. There is in-unit washer dryer, and the condo...

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

Kick Back and Kick Your Shoes Off

Extra clean fully furnished 920 Square feet two bedroom upstairs apartment450 square feet covered lanaiWhen we say fully furnished we mean fully furnishedCoffee maker, cooking utensils, linens, towels, toilet paper, paper towels, alarm clocks, lamps, dishes, full size...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Hawi, Hawaii

Keauhou Lani: Luxury 4BR Keauhou Estates Ocean View Home

Welcome to Keauhou Lani, an exquisite private residence located in the desirable gated community of Keauhou Estates.Step into the grand entry of Keauhou Lani's 4 bedroom, 3.5 bathrooms, 4,750 sq. ft. home plus, 1,700 sq. ft. covered lanai complete with views of Keauhou...

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

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 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

Kona Alii Condo with Ocean, Sunset, Mountain and Town Views

Located in the heart of Kailua Kona, this special retreat makes it easy to enjoy the day and night life of Kona town. With restaurants and shops within a few steps of the front door, it is also an ideal launching point for day trips to state and national parks, and the...

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

Kailua-Kona Condo w/ Pool & Ocean Views

A tropical Hawaiian getaway awaits your arrival at this updated Kona Coast condo perched above Keauhou Bay! Upon entering the unit, guests of this 2-bed, 2-bath property are treated to a quintessential island experience with a contemporary flair. Whether guests spend...

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

Privacy + Luxury • Oceanfront • Panoramic View

Summary:Hali’i Kai in Waikoloa Beach Resort • 69-1033 Nawahine Place #13D • 5★ RatedHali’i Kai 13D is a Kohala Coast oceanfront corner villa located in the highly desirable gated property situated in Waikoloa Beach Resort. This upgraded villa boasts 2...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Waikoloa Village, Hawaii

Upscale Kona home in peaceful setting, ready for family gatherings.

This beautiful new home is perfect for larger families. The home boasts a huge kitchen with new stainless steel appliances and granite countertops. Equipped with everything you need. There are 3 bedrooms with additional sleeping areas that collectively can sleep up to...

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

Oceanfront New House on Kealakekua Bay

*We are only accepting 31+ day reservations*With construction completed during the Summer of 2020, be one of the first to enjoy the open design and simple elegance of the Dolphin House. This oceanfront house has 3 bedrooms with en-suite bathrooms. Each bedroom opens up...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 7
📍 Captain Cook, Hawaii

Luxury Condo Waikoloa Beach Resort, Gold Member Golf Package included.

This beautiful luxury 2 bedroom, 2 bath condo comes with amazing golf & pool benefits and is located in the Waikoloa Beach Villas at the Waikoloa Beach Resort. The space: Our beautiful newly remodeled luxury 2 bedroom, 2 bath condo comes with amazing golf & pool...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waikoloa Village, Hawaii

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...

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

Newly renovated 2-bed, 2-bath condo with resort amenities + Central AC!

Experience the beauty of Waikoloa Colony Villas, Unit 1206! This exceptional and newly renovated, 2-bedroom and 2-bathroom condo is a lavish and cozy home base for your Hawaiian getaway. Property amenities include a BBQ, fitness center, pool, and hot tub. The decor is...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Newly Renovated Condo with SUP Paddle Boards and Golf Clubs Included

Newly renovated luxury short term vacation rental for up to 29 nights 2 bedroom, 2 bathroom en suit condo inthe greater Keauhou Resort area. Quiet Concrete Building! No Paper-Thin Walls Here, Folks!Located on the 8th fairway, our beautiful condo is situated in the...

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

Oceanfront, Renovated & Accessible Downtown Kona - Beautiful Ocean Views! 1st Fl

Accessible and modern ground-floor, 2 bedroom/2 bath unit with spectacular ocean front views on a 200 sq ft lanai. Only one small step from a parking spot directly in front of your unit separates you from your Hawaii Island home (walk around to the right for step-less...

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

Hualalai Haliipua Villa 104

Built in 2009, Haliipua Villas are the newest generation of multi-family villas at Hualalai offering an array of designer finishes throughout the home. Special features include luxurious mahogany finishes, island-inspired ceiling treatments, enhanced lighting systems,...

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

Private Cottage In The Rain Forest TA065882726401

Cozy, private rain forest retreat cottage situated above Kona in the Kaloko Mauka Honua'ula Forest Reserve. Located on a 3-acre property, this cottage is set away in a lush forest of Ohia trees and Hapu'u tree ferns. Enjoy the sweet aroma of ginger surrounding this one...

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

Waikoloa Beach 2bdrm/2ba remodeled condo close to the beach.

Enjoy our remodeled 2 bedroom condo conveniently located close to the resort pool and Pavilion. This condo is well equipped and used exclusively for guests. It is a corner unit located on the ground floor with easy access from the reserved parking space. Also, we are...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Waikoloa Village, Hawaii

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...

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

Gorgeous Oceanfront 2 Bed/2 Bath Condo with A/C at Kona Bali Kai Resort Unit 306

Your home away from home in Kailua-Kona with 2 gorgeous bedrooms featuring 2 king beds. This fabulous 3rd floor oceanfront condo offers all the essentials for a comfortable stay, including WiFi, AC, and full-size washer/Dryer. The cool vibe of the space is perfect for...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 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

Fully renovated & customized condo with lanai, pool, hot tub, tennis, central AC

Shores at Waikoloa Bungalow 225Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Newly renovated and beautifully customized from top to bottom, this elegant, two-bedroom condo is full...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Waikoloa, Hawaii

Cottage with Amazing View, Minutes to Dolphin Swimming, Very Private, Affordable

Please check out the main house on the same property for larger groups:vrbo 1542506This cottage is perfect for a couple looking to save money but still have a million dollar view. In Kealakekua Bay, just 3 minutes from some of the best snorkeling and wildlife viewing in...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Captain Cook, Hawaii

Two homes on the ocean with a private saltwater pool.

The Cliff House is has two detached structures each with its own full kitchens. The private saltwater pool is on the ocean-side with a large shaded patio. Perfect for large families, co-workers and/or friends to gather in one place but have separate, private living...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Keaau, Hawaii

Sweet Lava Retreat with Epic Ocean and Volcano Views

** Please note that the House is not a fit for children under 6 years old or the elderly, as there are lots of stairs and balconies, a steep ladder within the Main House, and there is uneven lava in the yard.Welcome to the Hakuma House, a cozy off-grid retreat with...

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

Kona Reef Beachfront / Top Floor / Air Con / Free WiFi / Walk to Town

You're gonna love your Kona Reef Beachfront getaway. Imagine the big smile on your face when you walk through the door of this freshly renovated, top-floor, jewel of a condo... a place you get to call your Kailua-Kona "home" away from home. What's not to love? You can...

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

Punahele Penthouse Luxury Condo

Punahele Penthouse Condo will fast become your favorite place to stay in Kailua-Kona! Punahele Penthouse is on the 7th (top) floor of the Kona Ali'i Condo Complex which is located in the heart of Kailua-Kona. You're within walking distance to many attractions,...

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

2-bedroom condo in charming Kailua-Kona with AC, WiFi. Enjoy your stay

Welcome to Kona! We're thrilled to have you stay in our spacious, townhouse-style condo.As you'll discover, the location is truly unbeatable. You're just steps from the ocean and a short walk to the heart of Kona. Plus, the condo boasts amazing ocean views from both...

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

Banyan Tree 300: Gorgeous, New Unit 20 ft from Beach w/ Stunning Ocean Views/AC!

Welcome to your slice of paradise in Kailua-Kona at Banyan Tree, Unit 300! This stunning 2-bedroom, 2-bathroom retreat on famous Banyans Beach offers the ultimate blend of relaxation and adventure. So close to the ocean it feels as though you can touch the water, our...

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

🏖️Kolea Luxury | Walk to Beach, Restaurants, Shopping | Concierge Included | vrKCV

vrKCV - Kolea 16H, Professionally Managed by Kona Coast VacationsEscape to Kolea Villas – Your Hawaiian RetreatFeel your stress melt away as you step into this Hawaiian paradise, located on the edge of the Pacific Ocean. Nestled within the prestigious Kolea Villas in...

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

New Upscale Kona Retreat, Ocean Views, Pool, BBQ

Welcome to paradise in Kailua-Kona, Hawaii! 🌴 Escape to this stunning 3-bedroom, 2-bathroom oasis boasting breathtaking ocean views and a private pool for the ultimate Hawaiian getaway. Wake up to the panoramic views of the Pacific Ocean right from your private...

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

Oceanfront, 5 STAR, Home 3 BR/3 BA, wonderful lanai and Jacuzzi -Sleeps 8

IMPORTANT: Hawaii Senate Bill 1396 (SB1396) has been signed into law by Governor Josh Green. The legislation, signed on May 27, 2025, increases the state's transient accommodations tax (TAT) and introduces new fees to fund climate change mitigation and environmental...

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

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