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.

List
Map

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

Lodge at Kaloko - Kona Cloud Forest Estate with Pool & Hot Tub

🌴 The Lodge at Kaloko – Luxury Estate in KonaPrivate 5BR villa | Pool | Hot tub | Ocean views | Near Kua BayWelcome to The Lodge at Kaloko, a luxury gated estate in the lush Kona Cloud Forest — just 15 minutes from Manini‘owali Beach (Kua Bay), downtown Kona,...

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

Spacious Oceanfront Penthouse w/ 180 Degree Views in Kailua-Kona!

Forget your worries in this spacious and serene space. Enjoy being on the ocean in this beautiful remodeled top floor condo unit . Superb coastline and 180 degree ocean views. Recently remodeled, air conditioned, 1,200 sq. ft. 2 bedroom/2 bath condo with bamboo floors....

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

Kolea 14K ~ Immaculate, Luxurious, Special Rate+ Lava Lava Beach Cards!

Kolea 14K Current Special Rate $550/nt+tax plus $100 Lava Lava Beach Card for a Limited Time!The perfect vacation rental awaits you! This 3 bedroom, 2 bath condo is centrally located in the beautiful oceanfront neighborhood of Kolea. It is one of those versatile homes...

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

Hualalai Haliipua Villa 104

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, built-in lanai...

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

Luxurious Oceanfront Escape Awaits – Stunning Views & Top-Floor Waikoloa Living!

Aloha and welcome to the idyllic gated community of Hali'i Kai! We're thrilled to introduce you to our exquisite, 180-degree oceanfront condo, where luxury meets affordability, and offers all the indulges, beauty, and relaxation that the Big Island has to offer....

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

Waikoloa Colony Villas, 2 story townhouse on Golf Course!

Beautiful 2 bedroom private villa with tranquil golf course views is the perfect place for a relaxing vacation! Due to covid-19, the property is disinfected and cleaned in preparation for every stay.The Waikoloa Colony Villas is a gated condominium community on the...

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

Ocean Views ! Excellent Proximity to Hualalai Resort Amenities ! Includes Golf Cart

Located in the Award Winning Resort Community of Hualalai Four Seasons.Beautiful ocean views from this delightful two bedroom Garden Level Villa. Spacious Lanai with lounge seating extends seamlessly to a large lawn area. Enjoy the sounds of the ocean and glances of the...

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

Enjoy The Beauty Of Kona! 3 Spacious Units, Oceanfront, Amazing Dining Options!

Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a...

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

Stunning Kaimupulehu Grand Estate Hualalai

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

4 bed/4 bath Entire custom-built house 5 mins from Volcanoes National Park

Enjoy peaceful Big Island Hawaii in a Contemporary Hawaiian Craftsman Cottage style home set in a Tropical Rainforest directly outside Hawai’i Volcanoes National Park. The custom designed & built home features artisan beds with fine linens, private baths, cozy...

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

Royal Sea Cliff Family Resort, 2 OV Pools, Large Lanai, workspace, Ali'i Drive!

Enjoy the Big Island in a lush, oceanfront setting. The Wyndham Royal Sea Cliff is conveniently located a mile and a half from the charming town of Kailua-Kona. Enjoy nearby restaurant dining, or shop at the local farmer’s markets and make yourself at home in your...

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

SPECTACULAR ! Ground Floor Condo Sleeps 5 , Golf, Tennis, Gym, Pool, Jacuzzi

This is a an amazing 1 bedroom 1 Bath ground floor unit with plenty of space. It has been fully renovated with beautiful furnishings inside and out. It has lots of windows that lead out to a spacious patio. It has central air if the cool Hawaiian breeze is not enough....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 waikoloa village, Hawaii

Mauna Lani - Luxury 4 Bedroom Home - Sleeps 10

**Booking Discount - 10% off nightly rate for bookings Jan 10-Jan 16, 2026 (discount already applied in current rates for those nights)**4 Bedrooms, 3.5 Baths (Sleeps 10)This 4 bedroom, 2100 square foot home, comfortably sleeps 10 and is located within the KaMilo...

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

Big 3BR / 4BA (3056sq ft) Kona Home with Pool/Jacuzzi, OceanView (Sleeps 16 max)

BEFORE BOOKING, PLEASE THOROUGHLY READ ALL ITEMS LISTED BELOW ...Three bedroom HOSTED property (Main House; 3056 sq ft / 284 sq m) sitting on a single level with a panoramic view of the ocean. We are fully Hawaii County bill HB 108 COMPLIANT; our General Excise Tax...

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

Lily's Kona Hideaway-Oceanfront & AC on Demand

Welcome to your Hawaiian paradise! This renovated second-floor condo at Kona Isle blends modern luxury with island serenity. Bright, open spaces and upscale comforts await. Enjoy a solar-heated pool, oceanfront BBQ, and lounge with spectacular sunset views. Soak in the...

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

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

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 - Hawaiian Tin Shack

Escape to paradise at the Hawaiian Tin Shack, a cozy-luxe retreat in the Big Island jungle. Just 40 minutes from Volcanoes National Park and 20 minutes to Hilo, this 3-bedroom, 2-bathroom home sleeps 8 and features a private hot tub, fully stocked kitchen, and a...

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

Jungle Home/AC/ NearHot Ponds Fissure 8/Hot Tub

Right off 130 surrounded by lush jungle. We are ready to help you have the best adventure this side of Hawaii! . 7 person 58 jet Hot tub!! 3BDR/2BA FULL Access. Laundry Rm is SHARED w/ host.Cable High Speed Internet, snacks, avocados on site, AC in living rm . Make your...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 12
📍 Pahoa, 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

Bay Club 2 bedroom Villa the heart of Waikoloa Village Beach-Kailua-Kona Coast

Settle into your lovely 2 bedroom villa, one with king sized bed with cable TV, Blu-Ray DVD, Playstation, and bathroom with tub and shower. The second bedroom is furnished with two queen or double beds, and the same amenities and private bathroom. The living room/dining...

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

Elegant & Peaceful, Minutes Away From The Beach & Airport!

Tucked away in a friendly family neighborhood, this island jewel will provide you with a relaxing place to come home to after a satisfying day of Big Island adventures. Key Features Include:* 1,600 ft. elevation - while the coastline radiates the warmth of the day, you...

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

Kailua-Kona Luxury Vacation Home – Ultra Private Oceanfront Gated Estate

This oceanfront residence is a gated estate situated in a private neighborhood off of Kailua-Kona’s scenic Ali’i Drive, just 5 minutes from town. Recently remodeled, this home reflects a true sense of place with Hawaii-style architecture, expansive indoor-outdoor...

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

Escape, Relax, Renew 🌈 Hilton Pool Pass included!

Special price: November 26 - December 15, pre-holiday getaway!E komo mai! Welcome to the Big Island! Our spacious and updated condo is the perfect place to relax and enjoy all the amenities and adventures of the Big Island. Two bedrooms and two full bathrooms--one of...

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

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....

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

Lua Hoana - 3-BD Home with Ocean Views and Hot Tub

Welcome to your tropical paradise! This A-frame cedar cabin offers a stunning backdrop to your island vacation. With 3 comfortable bedrooms (including one with a private balcony) and plenty of outdoor space, there’s no shortage of room to relax. Enjoy ocean views from...

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

Luxury + Privacy • Sleeps 10 • Golf Cart Included

Summary:Ka Milo in the Mauna Lani Resort • 5★ RatedKa Milo 119 is a luxurious townhome located in the highly desirable community of Ka Milo in the Mauna Lani Resort.  With two master suites and two additional bedrooms, this townhome is perfect for a family or a...

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

Trade Winds Plateau

Located on a private, gated road, experience fresh air that's travelled thousands of miles over the ocean. Explore 15 acres of the most beautiful property in the universe. Be prepared for 50,000 shades of verdant green to welcome you to a beautiful oasis of privacy....

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

Waikoloa Beach Villas P2nLuxurious Paradise

Luxurious tropical island vibe. Relax and take in all Hawaii has to offer with fully furnished condo in walking distance to shops, restaurants, beaches and entertainment. The Space: Highly desirable location for both privacy and walking distance to many attractions....

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

Okika Lani: Kealakekua Bay Oceanfront Home & Guest Cottage

'Okika Lani sits at the south end of Kealakekua Bay on a private road with spectacular views of the Pacific Ocean, the Captain Cook Monument, and crescent shaped, white sand Ke'ei Beach. Enter the gate at 'Okika Lani and walk into an inner courtyard of Bamboo Palms,...

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

Hualalai Waiulu Villa 133B ~ Updated, Spacious with Great Views!

This spacious 2 bedroom, 2 bath single-level villa is centrally located on the Resort’s popular Waiulu Street overlooking beautiful Punawai Pond, the 5th Hole of the Member’s Ke`olu Golf Course and the ocean beyond. With 1854 square feet of living space, additional...

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

Ground-floor, golf-view condo near A-Bay beach & shops with infinity pool & spa

Waikoloa Fairway Villas O3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the exclusive enclave of Fairway Villas on the Big Island's Kohala Coast, this...

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

KBM Resorts | FREE CAR | Islands at Mauna Lani | 2-Bedroom Condo with Golf Cart & Exclusive Private Beach Club Access! IML-E4

Renovated suite a at Mauna Lani with gourmet kitchen, lanai with BBQ - ideal for an unforgettable Hawaiian vacation.** 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...

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

Gorgeous remodeled condo Oceanfront! SUNSET! <br>

Elegance on a budget! This quiet third floor end unit has spectacular ocean views from throughout the condo. Our air-conditioned condo overlooks the beautifully manicured grounds with unobstructed ocean views. The kitchen has concrete countertops and top-end appliances....

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

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

Welcome to Hale Kai Hideaways, 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, local coffee & tons of souvenirs. Turtles Beach, a local...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 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

Experience the perfect blend of privacy, tranquility, and luxury at Na Hale O Keauhou

**New Property Listing**Welcome to Kai Nani Hale – Luxury Living in ParadiseDiscover Na Hale O Keauhou, a prestigious gated community nestled in the heart of the Keauhou Resort area. This meticulously maintained 13.36-acre complex features 14 pods, each comprising six...

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

Golf Discount, Sunset/Ocean Views, Two pools, BBQ

Welcome to your peaceful Waikoloa escape – a serene retreat surrounded by ocean views, tropical gardens & resort-style comforts:- Sleeps 2 | 1 bedroom | 1 bed | 1 bath- 2 swimming pools & hot tub- Private lanai w/ ocean & sunset views- BBQ grill & outdoor seating-...

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

Rare Beauty and Luxury at Kealakekua Bay

Your hosts Tammy and Joe are committed to providing a 5-star experience. The home is maintained in immaculate condition with the highest levels of spotless cleaning before you check in. The property is very private with secure gated access. Parking at the guest house...

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

Keauhou Punahele | Condo in Kailua-Kona

Keauhou PunaheleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This dreamy island condo is waiting to welcome you to a true slice of paradise. Wake each morning to the sounds of...

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

ALII VILLAS Oceanfront complex! Stunning Ocean and Pool view, highly rated Condo

NEW STVR -19-359761 Aloha! Our beautiful condo is a favorite with couples and we assure you, our amazingly low nightly rate is NOT too good to be true. You can be one of the many to check out and rate our immaculate, comfortable, one bedroom/one bath condo. We sleep two...

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

Real Ocean Front! Private and well maintained! Excellent reviews!

Imagine being on a lava point jutting into the surf surrounded by beautiful views! You can relax on the 3rd floor private Lanai (balcony) and drift off to sleep to the sound of the waves. Or you can drink your favorite beverage and watch dolphins and whales in the...

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

Loft Style Completely Remodeled Condo

This stunning condo is located in the oceanfront building of the Kona Bali Kai, although not an oceanfront condo. There isn't an ocean view, but your proximity to the ocean is VERY close!! Just a walk through the under building parking garage, and you're there!The unit...

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

🏖️Newly Renovated | Gorgeous area and condo | Concierge Included | vrKCV

vrKCV - The Shores at Waikoloa 231, Professionally Managed by Kona Coast VacationsAloha and welcome to Shores at Waikoloa Beach Resort Unit 231! This beautifully updated 1-bedroom, 1-bathroom condo offers a relaxing getaway in the heart of Waikoloa Beach Resort. Enjoy...

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

Hawaiian Retreat w/ Ocean Views in Captain Cook!

Indulge in the ultimate Hawaiian getaway at this stunning 3-bed, 3-bath vacation rental house in Captain Cook. Upon arrival, you’ll be greeted by 3 manicured acres of mature fruit trees. Past the front door lies access to the ocean-view lanai, which is the perfect...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Captain Cook, Hawaii

New Sunsets 2 kings 1st floor

Summary:Vacation of lifetime in this upgraded ground-level unit that blends modern design with an island vibe. Living room flows into a fully equipped chef's kitchen and opens to a lanai with stunning views of the golf course, lake, plaza, sunsets every evening. Beach...

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

1 BR / 2 BA Oceanfront Mauna Lani Terrace Condo

The Mauna Lani Terrace is a premier oceanfront property located within the 5-star Mauna Lani Resort on the Kohala Coast of the Big Island. Adjacent to the Mauna Lani Bay Hotel on the only beachfront condominium site in the Mauna Lani Resort, the Terrace is a short...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Waimea, Hawaii

Paradise found! 3 bedroom home with large lanai, AC and 2 blocks from the ocean

Your Pāhoa adventure begins at this 3-bedroom house with air conditioned bedrooms and downstairs studio. With two bedrooms upstairs (king in primary bedroom with en suite bathroom and a guest room with a queen bed and separate bathroom) and a studio downstairs (king...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Pahoa, 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...

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

Showing 1 of 41 pages.