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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Steps to Keauhou Bay! Great Water Access! Pool! Foosball table!

Reviews (58)

Beautiful home 120 steps from the warm waters of Keauhou Bay. House has 4 bedrooms, 2 1/2 baths and will comfortably sleep 8 in beds and up to 10 including futon couches. Fully equipped to give all the comforts of home while on holiday. Close to shopping, snorkeling...

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

Villa On The Ocean - One Of Largest Condos On Alii Drive. Directly Oceanfront.

Reviews (49)

This is an absolute Oceanfront Villa. Watch the dolphins while you have breakfast.This wonderful Villa offers oceanfront amenities including the fragrance of the ocean spray and warm tropical breezes truly distinctive to Hawaii!Welcome to this two bedroom, two and...

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

Gorgeous Home on Landscaped Acre-2BR/2BA

Reviews (8)

Welcome to Pua Lani, a gated one acre estate two blocks from the ocean that features resort landscaping and large lawn areas that create a very private and serene setting for your stay. The two story home features 2 bedrooms and 2 baths along with a large high ceilinged...

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

Panoramic Ocean Views • Private Pool + Spa • 4BR Kona Retreat Sleeps 10

Reviews (39)

Welcome to your private Kona retreat — where panoramic 180° ocean views, unforgettable sunsets, and relaxed indoor-outdoor living define your stay.This spacious 4-bedroom, 4.5-bath home comfortably sleeps up to 10 guests and is ideal for families or groups traveling...

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

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

Reviews (183)

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

The Sacred getaway at Fairway Villas C1! This 3 bedroom, 3 bath condo is new!

Reviews (15)

Welcome to Sacred Peaks Getaway, a newly renovated and tastefully designed condominium that can comfortably accommodate up to eight guests. This spacious vacation rental features three bedrooms, providing ample space for everyone in your group. The guest bedroom...

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

Beautiful Oceanview Home

Reviews (10)

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...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 11
📍 Kailua-Kona, Hawaii

Perfect for Large Group Stays ~ Kona Forest House

Reviews (2)

Tucked away in Kona’s misty cloud forest, this spacious 5-bedroom mountain retreat is your peaceful escape from the crowds. Located just minutes from town yet worlds away in feeling, you’ll enjoy cool breezes, sunset skies, lush gardens, and the soulful quiet of the...

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

Stunning, Romantic Cottage on Slope of Hualalai

Reviews (210)

On the Kona side, safe and away from the volcanic activity, the Cottage awaits you. The perfect, peaceful getaway for those on a honeymoon or looking for a relaxing, romantic experience. This warm, welcoming, newly-built and finely crafted studio cottage provides modern...

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

Vintage tropical townhouse close to pool

Reviews (5)

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

Your Very Own Private Hawaiian Resort - Top-Rated, Fully STVR Permitted

Reviews (107)

Situated facing east to catch the prevailing tradewinds, as well as the morning sunrise, and evening moonrise, the top-rated Hale Ke Kua (Tradewinds House) is a memorable way to relax, unwind and enjoy East Hawaii. Situated on a full acre only 400 yards from the ocean,...

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

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

Reviews (56)

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

Villa Sea Renity Remodeled Family Friendly Tennis

Reviews (10)

Experience the relaxing setting of this 1BR 1.5Bath condo in the lavish gated community just a stone's throw away from beaches, shops, restaurants, and attractions of Hawaii's Big Island. Take in the area's scenic beauty and diverse selection of water activities. After...

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

Luxurious And Private 3-bedroom/3-Bath Townhome On The Mauna Lani South Course

Reviews (50)

3-Bedroom, 3-Bath Townhome overlooking the 10th fairway of the Championship South Course at the Mauna Lani Resort.Our condo is located in one of the two most desirable buildings in Golf Villas. It is an end unit overlooking the 10th fairway of the famous South Course....

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

💎 Hilton Pool Pass! Luxury Penthouse w/ Views • Walk to Beach • Sleeps 6

Reviews (1)

🌺 Aloha & Welcome to Hale Lokahi!This spacious penthouse blends modern elegance with Aloha vibes. Unwind on your private lanai with stunning mountain views and glimpses of A-Bay. Enjoy a complimentary Hilton Pool Pass ($300+ daily value 💎) for pools, water slides, and...

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

Alii Villas #332 On Ocean Fantastic View. Watch Dolphins, boats and canoes go by

Reviews (30)

Come enjoy a fabulous time in an ocean front property in Kailua-Kona Hawaii. This unit is a 2 bedroom, 2 bath home at a premier location at Ali'i Villas. The décor of this unit has been done in cool coastal and has just been remodeled top to bottom. Shoji screens can be...

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

Paradise at Bay View Farms w/ Private Infinity Pool, Hot Tub & Incredible Views

Reviews (34)

Bay View Farms Estate HouseOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Retreat to a gentler, slower-paced era in this beautifully decorated “Estate Home”, offering 6400 sq. ft....

🛏 3 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 20
📍 Captain Cook, Hawaii

Oceanfront Views * 3 Bedrooms With Baths * All Remodeled * Fabulous Beaches!

Reviews (56)

This entirely renovated private oceanfront view retreat on the North Shore of Kauai in Wainiha on the edge of Hanalei is perfect for short- or long-term getaways for family or friends seeking luxurious accommodations with breathtaking views. Discover the relaxing...

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

SEE the SEA @ SEA VILLAGE RESORT SUPER SPRING INTO SUMMER SPECIAL GETAWAY RATES

Reviews (75)

SEE the SEA @ Sea Village Resort Escape to Hawaii for a great vacation !!Great condo , Great Location, Great RatesFree onsite parking, gated oceanfront pool/hot tub (SLEEPS 2 MAXIMUM)Aloha and welcome to a special place aka NIGHTOWL HALE @ Sea Village Resort on Ali'i...

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

Hualalai Fairway Villa 104D - overlooking the 15th tee

Reviews (21)

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

Kona Sea Villas- E-1

Reviews (2)

Summary:Escape to paradise in this spacious 3-bedroom, 3-bathroom townhouse in Kailua-Kona! Enjoy stunning ocean views and sunsets from your private lanai. This fully-equipped condo in a quiet, gated community offers all the comforts of home, including a BBQ grill and...

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

Stunning Ocean Sunset Views From Your Private Lanai

Reviews (8)

Relax and recharge while sitting in your private lanai enjoying the gentle trade winds and ocean views. * Bedroom with king size bed* Queen size murphy bed in living room to easily accommodate up to 4 guests* Quiet, safe and clean* Fast and reliable WiFi* Samsung Smart...

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

Beautiful 2 Bedroom, 1 bath, full kitchen, secluded acre of gardens

Reviews (98)

Aloha and welcome to my Hawai’i Island cottage! I am delighted to share my 1 acre of rainforest and hope you will choose to stay at Hawaiian Paradise Cottage.Enter the property through a private electric gate and down a tree-lined drive to a secluded garden oasis set...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Keaau, Hawaii

Loft Style Completely Remodeled Condo

Reviews (20)

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

Kona Keauhou Newly Remodeled Home, Quiet private home on Golf course with Pool.

Reviews (32)

Serene, peaceful, and relaxing. This 3 bedroom, 2 bath single story home is located in Kailua-Kona, across the street from beautiful He'eia Bay (a one minute walk). The house sleeps 6 people and is stocked with most items needed for a relaxing convenient vacation. Most...

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

Four Bedroom Oceanfront Condo with Amazing Sunsets!

Reviews (47)

Welcome to our Kona Beach Home at Hale Kai O’Kona! A Spectacular Ocean front Condo located on the incredible Western Shores of the beautiful Big Island. Our Vacation home has been completely remodeled from top to bottom. It is close to everything (Town, shops, beach,...

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

Romantic Cottage, Stunning Ocean Views, Whales are jumping!

Reviews (6)

James Cottage is a historic home that has been completely restored for our guests to enjoy. Located with in The Historic Puakea Ranch, your bungalow was once home to the paniolos who lived and worked at Puakea 100 years ago. Ocean views, light filled, airy and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Hawi, 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

Puako Pau Hana, A Restful, Private Retreat located steps from the water!!

Reviews (136)

Puako Pau Hana is a great place to escape from all your cares! Located in the heart of Puako, you are literally just a few steps to the most beautiful little beach in Puako! Puako is known for it's magical old fashioned neighborhood feel and remarkable clear water,...

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

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

Reviews (98)

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

'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

Hali'i Kai 6D Luxury Condo-Ocean & Golf View!

Reviews (125)

Elegantly furnished Condo with Ocean Views from every room located on the Waikoloa Beach Golf Course! Walk to Waikoloa Hilton (restaurants, shops), Island Gourmet Market (grocery store), or to 'A' Bay beach. Truly a paradise location! Our 2 bedroom, 2 bathroom Hawaiian...

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

Sunset Suzy's tropical retreat! One free night! After 7 nights.

Reviews (15)

Sunset Suzys Tropical Retreat is located perfectly 15 minutes outside of Hilo town in a beautiful neighborhood called Hawaiian Paradise park.. It is located on a beautiful one acre lot, filled with fruit trees, green grass, green geckos, and tropical birds. There are no...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Keaau, Hawaii

Sweet Mermaid Studio at Manini Beach, Kealakekua Bay

Reviews (84)

Everything you might need to enjoy an exciting or relaxing vacation right by the ocean at the beautiful and world famous, "Kealakekua Bay'. This private location is perfect for adventuring around our quaint neighborhood, with quiet walks, hiking trails, or exploring...

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

Gorgeous Oceanview Townhome - AC included!

Reviews (62)

Welcome to our tropical paradise in Kona, Hawaii! This luxurious 3-bedroom, 2.5-bathroom townhouse/condo offers the ultimate island getaway. With a prime location, stunning ocean views, and modern amenities, you'll experience the vacation of your dreams.As you step...

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

Oceanfront Penthouse at Kona Reef King Bed fast WiFi AC Free parking

Reviews (6)

Oceanfront Kona Reef Penthouse – Stunning Kailua Bay Views & Prime Location! Watch Sunsets and surfers from the lanai. This air-conditioned 1BR/1BA top-floor condo is just steps from Honl’s Beach and a short walk to Kona’s lively downtown. Enjoy a spacious living area...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 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

4 Mi to Beach: Keaau Retreat w/ Relaxing Porch!

Reviews (6)

'Ke'ena Ma Puna' | Private Outdoor ShowerA tranquil paradise awaits you and your loved one at this cozy 1-bathroom studio in Keaau, Hawaii! After exploring the nearby Paradise Cliffs or Shipman Beach, rinse off in the outdoor shower and unwind on the front porch while...

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

Cozy Cottage in a quiet neighborhood.

Reviews (9)

Charming cottage converted from a detached garage. Full bathroom and full kitchen and combined living/bedroom space.Located in Kohala Estates not far from the resorts. Great space for stargazing in this quiet community.

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

Sweeping Ocean Views, Very Private Cottage

Reviews (15)

Charming 1930's Authentic "Hawaiian Paniolo" bungalow on our private ocean view ranch. Less than a mile from the shore line with 180º sweeping ocean, green pastures and Maui views.Our historic bungalows are stocked with everything you need to enjoy your home away from...

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

Summer Special! 10% Discount With 7 Day Stay

Reviews (69)

Nestled in the heart of Waikoloa Villas, this top-floor 2 bedroom/2 bath condo offers serene views overlooking the Waikoloa Village golf course. Just a short drive away, you'll find the island's best beaches at Waikoloa Beach Resort, along with a variety of excellent...

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

Beautiful 3 Bedroom Rainforest Retreat, minutes from HVNP

Reviews (37)

Come and enjoy our beautiful retreat, just minutes from Volcano Village and the world renowned Hawaii Volcanoes National Park. Designed by renowned local architect, Boone Morrison, this unique property features lots of natural wood and light, providing a wonderful...

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

Oceanfront ground level recent remodel at Kona Isle

Reviews (78)

Direct oceanfront, ground level, recently remodeled D4 at Kona Isle. Enjoy beautiful ocean views and breezes. Steps to the beachfront area with lounge chairs to relax in. Or swim in the solar heated pool. BBQ grills and picnic tables make for cooking out a breeze and a...

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

Until you experience it you don't know it exist... Exceeded our expectations

Reviews (170)

Thank you for showing interest in Kohala Lodge. This Beautiful 2400 square ft craftsman-style Paniolo (cowboy) retreat is your's for you and your guest only. The retreat sets on 3.5 acres located at the Northwest coast of the Big Island above Historic town of Hawi. When...

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

Hualalai Palm Villa 140C~ 2025 Newly Renovated

Reviews (24)

This property has recently been renovated.The spacious floor plan includes a downstairs primary bedroom suite and luxury spa-like bath. Just off the master is a large living room that opens to the downstairs lanai, leading to the lawn and golf course. There is also a...

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

The Hula Moon Villa: Luxury Ocean View Penthouse - Best Value in Kolea!

Reviews (115)

OCEAN VIEW PENTHOUSE WITH DIRECT BEACH ACCESS!OUR HULA MOON VILLA IS LOCATED IN KOLEA, A PRESTIGIOUS BEACHFRONT COMMUNITY IN WAIKOLOA BEACH RESORT. Like a scene right out of a postcard, the luxurious Kolea resort is nestled on the shores of idyllic Anaeho’omalu Bay...

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

Townhome in Waikoloa Resort - Close to Pool & BBQ Area!

Reviews (14)

Enjoy resort living at Colony Villas 201, a spacious two-story townhome located at the renowned Waikoloa Beach Resort. This 2-bedroom home is perfect for families or friends, and is close to all the best beaches, restaurants and shopping on the Kohala Coast. The home...

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

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