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

Reviews (183)

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...

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

❤️PiH❤️ Peaceful Paradise ★ Private Pool and Spa ★ Bikes

Reviews (15)

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the newest elegant home, Peaceful Paradise, in our Hawaiian Luxury Collection. Peaceful Paradise is a wonderful new large single level 3 bedroom, 2 bathroom home. This home is an amazing family retreat in the...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waikoloa, Hawaii

Oceanfront, Top Floor, Two-Bedroom / Updated including split system AC!

Reviews (188)

Imagine - warm tropical climate, the sounds of the ocean 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 condominium gives you all of that...

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

Incredible Ocean view from Updated Top Floor Condo!

Reviews (90)

The Kona Makai is an Ocean Front Complex located on famous Ali'i Drive just 1 mile south of the edge of historic Kona Village. Kona Makai has immaculately maintained Hawaiian native plants. Enjoy the wonderful ocean-front seating area with loungers, feel the ocean...

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

Studio condo #165 at the Kona Bali Kai in Kailua-Kona w/Ocean View

Reviews (6)

This phenomenal condo at the Kona Bali Kai in Kailua-Kona is a true gem for guests looking for a soothing retreat. With a cozy living room featuring a luxurious queen sized bed and a twin sofa sleeper, this amazing property offers a private oasis for relaxation. The...

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

Breezy Pool Oasis 5BR AC Ocean Views 5min to Beach

Reviews (19)

Welcome to your tropical paradise getaway! This resort-like 5 bedroom home with swimming pool, hot tub, waterfalls, and stream is ideally located in a quiet cul-de-sac and offers the perfect blend of relaxation, comfort, and breathtaking ocean views. With Magic Sands...

🛏 5 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 16
📍 Kailua-Kona, Hawaii

Private Home, Beaches, Volcano, Wi-Fi, Tv, Games, Fruit Trees

Reviews (2)

Cozy 2 bd/1ba home nestled in serene Orchidlands. We’re in 2 acres of island forestry, giving you plenty of privacy and quiet time to relax.Bedroom 1 has a King size bed. Bedroom 2 has a queen size bed with ample closet space. Phone charging ports at side tables and...

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

Hawaii Oceanfront 1-bedroom Cottage

Reviews (124)

Throw a pebble into the Pacific Ocean from your lanai. Hale Aloha is a detached, very private, oceanfront guest house located in the magical neighborhood of Puako, next to Mauna Lani Resort on the Big Island of Hawaii. Ocean breezes and ceiling fans keep the home...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 2
📍 Waimea, Hawaii

Luxury And Aloha Await You! Relaxation, Great Snorkeling, Large Unit

Reviews (110)

South Kona Hideaway is near some of the best snorkeling Hawaii has to offer. We are situated between Honaunau (Place of Refuge) and Kealakekua Bay at an elevation of 900 ft. Your beautifully decorated suite has a living room with a queen sofa bed, large flat screen...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Captain Cook, Hawaii

3 Bedroom Private Home at Waikoloa Beach with Pool

Reviews (2)

This home has been well furnished and is great for families looking to enjoy a quiet, private vacation yet be near all the amenities of Waikoloa Beach Resort.The house has been nicely furnished and offers a spacious great room. The living room has two couches facing a...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Waikoloa, Hawaii

'We Loved This Romantic Getaway for Two!' - Testimonial.

Reviews (85)

This rustic wooden mountain cabin is situated next to a forest, in a secluded spot away from the main house, on a 3.5 acre farm. At an elevation of 2,100 feet, it avoids the summer heat at sea level ('Cool and peaceful..' - Teri), yet is close to Kealakekua Bay (5...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Captain Cook, Hawaii

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

Reviews (11)

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

Luxury 2BR/2BA penthouse, Walk to beach

Reviews (114)

Explore Waikoloa Beach Villas O33, a Big Island penthouse condo furnished with designer touches throughout. The vacation rental is thoughtfully supplied with most of the items you will need for feeling right at home during your Hawaiian vacation, including beach chairs,...

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

Fabulous Kona Reef Resort Ocean Front - Penthouse Floor - 2 BR/2 BA Condo

Reviews (134)

This fully air-conditioned beautiful oceanfront corner unit is less than 30 feet from the water's edge. Enjoy spectacular sunsets from your large lanai, watch the surfers, para-sailers, boogie boarders, playful dolphins, turtles, whales and passing cruise ships.Fall...

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

Relax and Enjoy! Five Star Accommodations at Affordable Rates!

Reviews (160)

If you are adventurous and free spirited, but still require all the amenities a luxury rental home has to offer then Pu`uhonua ('Place of Refuge') is the place for you. Experience tropical Hawaii at it’s finest in this unique pole house nestled just above Kealakekua Bay...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Captain Cook, Hawaii

Oceanfront Home w/ Incredible Lanai, Great Ocean View, WiFi, Washer/Dryer

Reviews (162)

Hale AikalaniOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The open waters of the Pacific Ocean are right in your backyard at this modern and comfortable home just outside Pahoa,...

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

🏖️Beautifully Furnished | Waikoloa Colony Villas 1503 | AC & WIFI | vrKCV🏖️

Reviews (62)

2 King Beds + Golf Membership + Pickleball | Waikoloa Townhome w/ A/CWhy Guests Love This Townhome• Kings' Club Golf Membership (discounted rates & preferred access)• Two King bedrooms (ideal for couples traveling together)• Central A/C + spacious two-story layout•...

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

Calming Volcano Studio 2 Blocks From The Ocean

Reviews (3)

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...

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

Luxe Maunalani Resort Condo w/ Pool + Beach Access

Reviews (58)

Just minutes from the stunning beaches of South Kohala, this 3-bedroom, 2-bathroom vacation rental condo offers the perfect retreat for your island getaway. With a spacious lanai, community pool, and sauna, you'll have everything you need to relax and unwind. Spend your...

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

Ohana Retreat - The Real Hawaiian Experience

Reviews (26)

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

Kona Oceanfront-Gorgeous, Quiet, Sleeps 6

Reviews (144)

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...

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

Spacious home in a lush green piece of paradise

Reviews (95)

Nice, comfortable home on large lot with spacious lanai and fenced back yard. Use our home as a base for your Hawaiian adventure. Cook meals in our new kitchen with fresh, delicious and healthy fruits and veggies available at local markets. Barbecue on the lanai or eat...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Pahoa, Hawaii

Kolea 3B - Special Rates Plus Lava Lava Beach Club!!

Reviews (12)

Kolea 3B Special Rate $550/nt+tax Plus $100 Lava Lava Beach Club for a limited time!3 bedroom, 3.5 bath2nd floor level with semi private elevatorPartial ocean and mountain viewsMaster suite king bed with private lanai, ensuite with dual walk in shower, deep soaking tub,...

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

NEW Luxury OCEAN & SUNSET View with Huge Wrap Around Lanai and GOLF DISCOUNTS

Reviews (5)

Newly Listed Luxurious XL Ground Floor Hawaiian Condo with Stunning Sunset Views, overlooking the 3rd hole of the Waikoloa Beach Nine at Kings Golf Course. Enjoy huge golf discounts as Guests of Gold Members. Escape to your dream vacation at our beautifully appointed...

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

Amazing Ocean Views Private Pool and Spa

Reviews (4)

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

Bungalow D •Laid‑Back Cozy 2‑BD/ A/C/Near ocean

Reviews (1)

🌺 Full Description — Bungalow D at Hale Kai HideawaysWelcome to Hale Kai Hideaways, Bungalow D — a gently restored, stand‑alone vacation rental built in 1955. This cozy 2‑bedroom bungalow blends vintage island charm with modern comforts, offering a relaxed and inviting...

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

☀️🐋 Direct Ocean front ~The Views! Pool, AC all rooms- May discounts through 21!

Reviews (252)

Aloha & Welcome to Mermaid's Oasis! This 4-bedroom home with new split AC in bedrooms and living area! It is directly oceanfront in spectacular Hawaiian Paradise Park. It truly is paradise here! Before you even step foot in the door you are greeted by a Hawaiian Sea...

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

Melelina Hale Large four bedroom with pool, ocean views, and AC!

Reviews (85)

Perfect for families! This house has four bedrooms and four bathrooms, two living areas, two dining areas, and TWO covered lanais. Enough room for everyone to have some space! Check out the new kitchen! New cabinets, granite counter tops, and stainless steel...

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

Lilikoi Cottage - In The Heart of Lovely Waimea

Reviews (4)

We have switched to renting for a longer term of a minimum of 6 months. Available from Oct 2023 onwards. Spacious artist's cottage in heart of Waimea. Rare find! Walking distance to coffee shop, celebrated restaurants, farmer's market, art galleries. 15 mins to the best...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Waimea, Hawaii

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

Reviews (2)

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...

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

Ahhhh....Paradise OCEAN VIEWS in Luxurious condo, Snorkeling,Surfing steps away

Reviews (190)

(Please note there is a 7 night minimum at Christmas time. ) We are the newest complex on Alii Drive in Kona. Our location can't be beat. NOTE: LOTS OF UPGRADES added. We just added all New stainless steel appliances, a new central air conditioning system, and beautiful...

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

Private Cottage In The Rain Forest TA065882726401

Reviews (163)

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

❤️PiH❤️ Sunset Breeze ★ Hilton Pool & Waterslide Passes Included ★ Bikes

Reviews (14)

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the newest elegant home, Sunset Breeze, in our Hawaiian Luxury Collection. Sunset Breeze is a wonderful new large single level 4 bedroom, 3 bathroom home. This home is an amazing family retreat in the...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Waikoloa, Hawaii

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

Reviews (9)

*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

Kolea 7F - 3 Bedroom Front Row Penthouse

Reviews (2)

Kolea 7F is located in one of the most popular buildings within Kolea. The location offers expansive ocean views as well as easy access to the Kolea Beach Club and the white sand beach at A'Bay. Throughout the villa you will also find nice Hawaiian artwork! The moment...

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

Escape to Wyndham Kona Hawaiian: Island Vibes, Spacious Villas & Beach Bliss

Reviews (2)

Get ready for the ultimate family escape to paradise at Wyndham Kona Hawaiian Resort on the breathtaking Big Island of Hawaii! Nestled along the stunning Kona coastline, this family-friendly resort offers the perfect combination of relaxation, adventure, and Hawaiian...

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

Stunning Kaimupulehu Grand Estate Hualalai

Reviews (12)

This “Over-the-Top” estate is a resort within a resort! Guests often choose to Opt Out of paying the resort fees and enjoy this quiet retreat without the hustle and bustle of the resort activity. Beautiful infinity pool with sandy beach!Flexible check-in / check-out...

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

Kona Acres Vacation Home

Reviews (8)

This vacation home is your destination if you desire privacy, have a family or want a laid-back vacation. This luxury home is ideal for large family gatherings. The house is located on a secluded one-acre, tropically landscaped lot in a quiet, quality Hawaii...

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

🏖️Waikoloa Golf Discount | Views of Ocean & Golf Course | vrKCV

Reviews (83)

vrKCV - Hali'i Kai 8C, Professionally Managed by Kona Coast VacationsHali'i Kai 8C – A Luxurious Ocean View RetreatWelcome to Hali'i Kai 8C, your ultimate getaway on the Big Island of Hawaii! This premium ground-floor condo offers stunning ocean views and an unbeatable...

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

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

Reviews (12)

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

🏖️Waikoloa Gold Member Golf Discounts | Spectacular Ocean Views | vrKCV

Reviews (35)

vrKCV - Hali'i Kai 12F, Professionally Managed by Kona Coast VacationsOcean View Condo + Golf Discounts | Hali'i Kai 12FWake up to panoramic ocean views, golden sunsets, and lush golf course scenery at Hali'i Kai 12F. This 3-bedroom condo offers the perfect blend of...

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

Exceptional Oceanview Home - Heated Oasis Pool, AC & Stunning Ocean Views

Reviews (44)

Welcome to Your Private Kona Oceanview RetreatExceptional quality, unobstructed panoramic ocean views, and a rare combination of year-round heated pool and air-conditioning in all bedrooms make this three-bedroom home a true standout in Kailua-Kona.From the moment you...

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

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

Reviews (1)

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...

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

Kolea 9B offers a nice tropical view and easy access to the Kolea Beach Club!

Reviews (2)

Kolea 9B has been newly redecorated and offers a beautiful tropical view of the ocean, mountains and palm trees. It has easy access to the Kolea Beach Club. From the moment you walk into this two bedroom extended floor plan villa you will notice the openness and views...

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

Ocean Views, Private Hot Tub, Swimming Pool Access, Historic Cottage

Reviews (3)

'The Cowboy House' is a very charming & historic home built by Plantation working families at the turn of the century.(1870''s!) This home offers three bedrooms and sleeps 6. It has been lovely restored and is a very special place to vacation in Hawaii. Soak in the...

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

Seaside Retreat Condo

Reviews (1)

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

PUAKO BEACH: an eclectic, TRANQUIL and HISTORIC oceanfront community.

Reviews (67)

We have a two story residential home, located across the street from the turquoise clear waters of the Pacific ocean. Our guest apartment is on the ground floor with its own private entrance through a garden atmosphere into a large screened in porch with plants, table...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Waimea, Hawaii

NEW! KBM Resorts | FREE CAR | Hali'i Kai | Ocean View | 2-Bedroom Luxury Condo! HLI-7A

Reviews (48)

** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...

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

Welcome to 1604, Our Little Piece of Paradise!

Reviews (57)

Welcome to Unit 1604 at the Fairways at Mauna Lani! This is the largest 1646 SF 2 bedroom floor plan where both bedrooms are located upstairs providing a peaceful sleeping area separate from the living area downstairs. They each have their own full en suite bathrooms so...

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

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

Reviews (204)

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

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