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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Kehena Hideaway Luxury Home

Reviews (13)

You'll feel well-cared for and cozy in this new two-bedroom home. High-end design and luxury finishes bring art, comfort and beauty indoors; wrapping you in a jewel box of tranquility. The large open deck offers plenty of outdoor living space. The black sand beach of...

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

crater rim cabin garden view

Reviews (2)

Crater Rim Cabin is located on the boundary of Hawaii Volcanoes National Park in the edge of the ohia-fern forest of Kilauea. The cabin is nestled among ohia and koa trees in botanical-garden-like surroundings. At an elevation of just over 4000 feet we have a cool...

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

Hawaiian home with incredible ocean views, orchids, and gorgeous sunsets

Reviews (5)

Our home is in a rural area of the Big Island, on one acre of landscaped property with orchids, palms, banana plants, a koi pond and more. This is our personal residence, available the months when we are not there. The kitchen is totally equipped with everything but a...

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

Weekly Discount! Includes Golf and Yoga Discounts - Ocean View!!

Reviews (95)

Oceanview Luxury Retreat – Steps from Pool & Beach | Unit G, Building 16Welcome to your Hawaiian home away from home! Nestled in the heart of paradise, this beautifully appointed 3-bedroom, 3-bath condo offers garden and sunset views, upscale amenities, and unbeatable...

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

Oceanfront Kailua-Kona Home, Walk to Kahaluu, Wifi & AC

Reviews (91)

Welcome to Hale Lula o' Nai'a – "House of the Dolphins" – your oceanfront retreat on scenic Alii Drive!Ideally situated just north of Kahalu'u Beach Park in Kailua-Kona, this prime location offers easy access to surfing, paddle boarding, and snorkeling.Designed for...

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

Hali'i Kai 12E: Beautiful Oceanview Villa w/Resort Pool, Spa, BBQ, AC & Lanai

Reviews (28)

Nestled on the sun-drenched Kohala Coast of Hawai‘i’s Big Island, Hali‘i Kai 12E offers a luxurious corner-villa retreat where sweeping views of the Pacific Ocean, lush fairways, and Mauna Kea’s volcanic peaks set the stage for an unforgettable island escape. This...

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

Big Island Hawai'i Hali'i Kai 22A Quiet Relaxation or Family Adventure

Reviews (141)

Aloha! Hali’i Kai #22A is located in beautiful Waikoloa Beach Resort on the Kohala Coast. Our villa welcomes you with the serenity of a retreat and beautiful view from the lanai of the Coconut Grove, Kohala Mountains, Hapuna Bay and Mauna Kea. The two bedrooms are...

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

Halii Kai 12H - 3 Bedroom Deluxe Ocean View Hali Kai Vacation Rental

Reviews (2)

Sit back, relax and enjoy the best view of the Waikoloa Beach Resort! The view from this villa is nothing short of breathtaking. From this villa you overlook the signature hole of the golf course and onto the blue waters of the Pacific Ocean. The view from this villa is...

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

Island Glow Kailua Village, AC and ocean views in the heart of Kailua Kona

Reviews (10)

See whales, dolphins, Ironman Village and Ali’i drive from your very own lanai! Island Glow in Kailua Village is a beautifully remodeled 1 bed 1 bath condo with a brand new king bed and queen pullout sofa bed in the heart of historic Kailua Village. You will enjoy ocean...

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

Enjoy Stunning Views And Outdoor Living At This Elegant Villa

Reviews (117)

Welcome to Fairways 605 at the Mauna Lani resort. Fairways is a gated community, with lush grounds, a tropical style pool and hot tub. This luxurious townhouse is located in a prime location within the Fairways property and is positioned for ultimate privacy and a 180...

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

OHANA means FAMILY! Stay at the beautiful Ohana Beach Retreat in Keauhou!

Reviews (19)

Please read listing description for full details on this lovely property! We also have another listing at the Keauhou Surf and Racquet Club if this property isn't available: Vrbo 1620967. We are an approved Short Term Vacation Rental through the state of Hawaii. Ohana...

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

Gorgeous Gated Retreat Near Ocean w/ Pool, Deck, Firepit on 1+ acre!

Reviews (3)

Enjoy a blissful vacation at the Heavenly Hawaiian Paradise Beach House. This 3BR/2BA retreat is perfect for groups up to 10, offering welcoming spaces both indoor and outdoor to dine and relax in the beautiful Hawaiian weather. Spacious outdoor deck with swimming pool,...

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

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

Reviews (83)

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

Wai'ula'ula M101 - Ground-Level Oceanview Residence

Reviews (2)

This corner, ground-level, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen outfitted with Sub-Zero, Fisher & Paykel and Wolf appliances/gas range, dual master suites with California king beds....

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

Serene Pakui Pua Estate at Hualalai with Saltwater Pool & Personal Concierge

Reviews (11)

Imagine stepping into your own Hawaiian sanctuary at Serene Pakui Pua Estate, where tranquility greets you in Hualalai Resort’s exclusive Kauhale neighborhood. Wake in the Grand Master Suite, ocean and Maui views filling your sight, and slip into the tropical outdoor...

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

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

Reviews (3)

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

Waikoloa Colony Villas 1702

Reviews (7)

Luxurious 3 Bedroom Villa with Stunning Views Welcome to your dream getaway at Waikoloa Colony Villas 1702! This freshly renovated 3-bedroom, 2.5-bath villa offers a perfect blend of modern amenities and breathtaking natural beauty. With stunning views of the Kohala...

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

Private tropical villa in Kona: Resort style heated pool, Hot tub & Ocean views

Reviews (125)

This lovely home sits on over half acre lot surrounded by palm trees, lush green lawns and tropical flowers with gorgeous views of the ocean. Resort style backyard with private pool with waterfall and a hot tub creates a relaxing oasis to enjoy at any time of the day or...

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

Kona Awesome Tropical PoolCottage/AC/GreatLocation

Reviews (3)

E komo mai ! Our guests highly recommend the mail in VAULT Covid test. You mail it UPS and your results are emailed to you within 72 h. https://www.vaulthealth.com/covidWe look forward to welcoming you to our home and our newly established Ohana/ Studio in a beautiful...

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

Luxury Waikoloa Retreat: 3BR, Hilton Pool Pass!

Reviews (5)

Welcome to this spacious 3-bedroom townhome, perfectly located in the heart of Waikoloa Beach Resort. With lush landscape views, a short walk to the beach, and complimentary Hilton pool passes, this home offers the ideal setting for your island getaway. Accommodating up...

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

The Jungalow is a charming renovated bungalow minutes from Volcano National Park

Reviews (129)

The Jungalow is a charming bungalow nestled among native hapu'u tree ferns and ohi'a trees in the high rain forest. The Jungalow has been lovingly restored with attention to detail. Recent upgrades include new exterior and interior paint, new driveway and landscaping,...

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

Beach House: Oversized Lanai with Indoor/Outdoor Flow. EZ Stroll to Magic Sands!

Reviews (25)

Check out this drone video showing the home, neighborhood and proximity to the ocean: https://youtu.be/4d2V5HbQ1cYUpgrade your Vacation at our Magic Sands Beach House! Best Location, Lifestyle & Amenities! Maximizing Kona's beaches & weather, this open & airy retreat...

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

Magic Sands Ocean Front Condo. Kailua-Kona

Reviews (31)

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...

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

Luxury Villa Steps to Ocean w/ 3+ Bedroom Sleeps 8

Reviews (6)

This gorgeous ocean view Luxury Estate is in a gated community right on the 5th hole of Mauna Lani Resort South Course with breathtaking views of fairways, ocean and mountains. Experience the exclusive lifestyle just minutes away from the beach - with 3,600 square feet...

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

Vintage tropical townhouse close to pool

Reviews (4)

In addition this resort is a golfer's paradise being that the unit is situated near the Waikoloa Beach Golf Course. Enjoy all the conveniences of our townhome, right at your fingertips. On the bright side the vaulted ceiling in this condo allows natural sunlight to...

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

🌊 EPIC Oceanfront Condo at Hale Kona Kai #403, TOP FLOOR, ELEVATOR, CENTRAL AC 🐬

Reviews (103)

Aloha and welcome to KONA TIPSY TURTLE at Hale Kona Kai #403. This is the absolute destination should you want a relaxing vacation getaway on the Kona coast. The location of this condo complex adds convenience as fun activities and amenities are within walking distance....

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

Kolea 6E ~ Oceanview Three Bedroom Kolea Villa

Reviews (1)

Along with ample living space, Kolea 6E offers a nice ocean view of A'Bay over one of the few vacant lots remaining at Kolea. This villa is great for families as well as those just looking for a peaceful getaway in Hawaii.As you enter the villa you will be astonished at...

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

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

Reviews (1)

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

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

Reviews (19)

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

Hawaiian House With Ocean View

Reviews (1)

THIS PROPERTY CANNOT BE RENTED FOR LESS THAN 31 DAYSMonthly rent includes utilities (water, electric, wifi, landscaping) for rental periods of 1-3. Monthly rentals of 3 months or more are utilities included with a cap on electric. Rents under 6 months are subject to a...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 12
📍 Waimea, Hawaii

Waikoloa Colony Villas Unit 2001 Garden 2BD 2BA

Reviews (1)

Waikoloa Colony Villas is located at 69-555 Waikoloa Beach Drive, Waikoloa, HI 96738 - Guests check in at Hawaii Vacation Condos by Outrigger’s office located at the Kings’ Shops, 69-250 Waikoloa Beach Drive, Suite B-13. Open daily from 9am-5pm. - Townhome with garden...

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

Enchanting Rainforest Hideaway, on 2 Private Acres to yourself. Pahoa/Keaau

Reviews (56)

The Enchanting Rainforest Hideaway is a custom vacation home which stands alone on 2 private acres surrounded by a lush rainforest which gives you the experience of old Hawaiian style simple elegance. Beautiful custom vacation home on 2 private acres in a rainforest...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Pahoa, Hawaii

FREE Auberge/Mauna Lani Fitness Club Access @ this nearby Palm Villas Condo

Reviews (33)

E KOMO MAI TO THE PALM VILLASThis 2BR/2Bath ground-floor Palm Villas unit is private and secluded, surrounded by 6 acres of lush landscaping. Through Oct. 4, 2026 you will have full access to the Auberge/Mauna Lani Fitness Center, located across the street. Play tennis...

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

January Special 25% Discount - Hualalai 5-Bedroom House Close to Resort

Reviews (6)

"Ka Hale Ulu Le'a" means "House of Happiness" in Hawaiian, and this is the feeling you experience when entering this Hualalai property.This 5-bedroom, 5 Bathroom Family Oasis sleeps 10 for the ultimate family getaway, in a prime, close-in location at the exclusive Four...

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

Permitted Luxury Home, Stunning Views, Heated Pool, Perfect Location!

Reviews (107)

Luxury Home with the Best Views on the Kona Coast (Big Island of Hawaii). We have a STVR (short term vacation rental) permit issued by the County of Hawaii. You'll love our large, heated pool with travertine decking around the pool for the ultimate luxury. Cooks dream...

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

Panoramic Ocean and Golf Course Views! Luxury Multi Level Townhouse at Hualalai Resort- includes 2 Golf Carts

Reviews (7)

Ke Alaula Villa 217B at Hualalai ResortExperience unparalleled luxury and tranquility at Ke Alaula Villa 217B, located within the prestigious Hualalai Resort. This exceptional property is situated within one of Hawaii’s most renowned and award-winning resorts,...

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

Hikina House- cozy yet airy-Walk to Kehena Beach

Reviews (1)

Hikina (east) house has lots of light and ventilation, ceiling fans, privacy. Great kitchen and wet bar for people who love to cook. It has a big master suite with a king bed, full bathroom, wet bar. There are two separate small decks. Washer & dryer on one deck.IIt's a...

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

The Mai Tai Manor with unobstructed views of the ocean!

Reviews (23)

​​​​​​​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...

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

Kona Condo at Magic Sands Beach-Ocean Views-Top Floor-Quiet

Reviews (100)

Aloha and welcome to our condo at White Sands Village. Brand new to the rental market, this wonderfully appointed 2-bedroom, 2-bathroom top floor condo offers everything you’ll need to enjoy your stay in Kailua-Kona and the Big Island Of Hawaii. This newly upgraded unit...

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

3 BR Waikoloa Home with Hilton Pass

Reviews (39)

This pristine 3 bedroom, 3 bathroom home has 1,725 square feet in 2 stories with expansive outdoor spaces and backs up to Hole 3 of the prestigious Waikoloa Beach Resort Golf Course. This unit is fully stocked- including toys for littles!Master Bedroom: enjoy serenity...

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

1 Mile to Magic Sands Beach: Kailua-Kona Cottage

Reviews (71)

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

Purple House in Paradise

Reviews (48)

Our 700 sq. foot 2 story home, Miloli'i Beach Bungalow, is located 33 miles south of Kona in Miloli'i. If you are looking to get away from the hustle and bustle of the city, you've come to the right place. Our little house in paradise, 550ft from waterfront local...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Captain Cook, Hawaii

Absolute OCEANFRONT; Walk to Beach/Kona Town, A/C, Oceanfront Pool, Elevator

Reviews (54)

Right on the ocean, newly renovated upscale condo. Unbelievable views from the lanai, living room, and bedroom of this condo. Close to everything! 1-2 blocks to Honl's beach, farmers market, restaurants, bars, and shops in Kailua Village. Brand new king bed as well as...

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

Direct Ocean FRONT/GROUND FLR, Panoramic DRS, 2 BED/2 Bath EN Suites, Discounts

Reviews (158)

Hali'i Kai is a gated community located in the Waikoloa Beach Resort area, approximately 18 miles from the Kona Airport. Several discounts are available.Our Hale, unit 13, includes fold-a-way Panoramic doors, replacing a traditional sliding glass door that only allows...

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

Casa De Emdeko 129 The Best Vacation Experience In Kona Hawaii!

Reviews (72)

Aloha and welcome to the most special Hawaii Vacation Condo in Kona on the Big Island, Casa De Emdeko 129.This Oceanfront Vacation Destination is located on famous Alii Drive just two miles from the village shopping and Kailua Pier. The Condo is a ground floor unit,...

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

Private Oceanfront Top Floor Condo - Kona Reef D34

Reviews (12)

NEW OWNERS! NEW UPDATES AND IMPROVEMENTS! Welcome to our private and comfortable ocean front condo in paradise - Kona Reef D-34. As soon as you arrive to our very private top floor ocean front condo located on the romantic coastline of the Island of Hawaii you will...

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

🏖️Amazing Ocean, Golf & Sunset Views | Great Location | vrKCV

Reviews (36)

vrKCV - Hali'i Kai 8G, Professionally Managed by Kona Coast VacationsWelcome to Hali'i Kai 8G – Your Perfect Getaway!Aloha! Nestled within the stunning oceanfront, gated community of Hali'i Kai in the Waikoloa Beach Resort area, this beautiful two-story townhome offers...

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

Hale Koaniani - 3BR Beachfront Home in Ha'ena

Reviews (47)

TVNCU#1059 - TA# 121-109-0944-01 - "House with the Cooling Breeze"A true oasis, Hale Koaniani is a meticulously cared for three bedroom, two and a half bath home and a rare find on Kauai's spectacular North Shore. It’s elegantly constructed and furnished and has ocean...

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

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