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Top 10 Big Island Luxury Vacation Rentals

Treat yourself to a luxury vacation rental experience. Imagine yourself relaxing and unwinding in a private luxury home overlooking the ocean from your private patio. A Big Island luxury vacation home that sleeps 16, and is perfect for entertaining your family, friends, and business associates. Imagine watching whales spout off in the distance from your private retreat and walking around the corner to find your favorite restaurant featuring some of the best cuisines in Hawaii! Not only will you get to experience all that Big Island has to offer out at sea, but you’ll also be able to explore all it has on land as well! Book directly with the Property Manager for each of these Top 10 Big Island luxury vacation rentals. Only the best will be listed on our Big Island luxury vacation rentals list, from Big Island luxury homes to vacation rentals featured in your favorite blockbuster movies. Book directly with the Property Manager for each Big Island luxury vacation home. Our list is compiled from our experience staying at many of these Big Island luxury vacation homes. For over 20 years we have been in the Big Island luxury vacation rental business.

Poolside of Big Island luxury property Fairways North 1
Average $4,684/night

Fairways North 1

Mauna Kea Resort, Hawaii

Nestled in seclusion on an acre of land in the exclusive Mauna Kea Resort, this five-bedroom, seven-bath estate home represents the epitome of luxury, leisure, and ease. Fairways North #1, ideal for families or groups of friends, consists of three pod-style…

4 Beds

3 Baths

3 Bedrooms

Poolside of Big Island luxury property Blue Lagoon
Average $4,540/night

Blue Lagoon

Puako, Hawaii

Enjoy the best Hawaii has to offer in this luxury 10,000 sq ft tropical estate. It includes a private heated pool/spa and includes access to Mauna Lani resort area amenities including a private beach and beach club(included with rental), tennis, and fitness…

4 Beds

4 Baths

3 Bedrooms

entry way at Kalani Kai Estate
Average $4,482/night

Kalani Kai Estate

Kailua-Kona, Hawaii

Welcome to Kalani Kai Estate, a luxurious private resort retreat at Hualalai Four Seasons, featuring unmatched ocean views, a heated infinity pool, gourmet kitchen, and elegant guest suites, perfect for an unforgettable Hawaiian getaway…

4 Beds

4 Bath

4 Bedrooms

big infinity pool at Nani Waiulu Estate Hawaii Luxury
Average $4,282/night

Nani Waiulu Estate

Kaupulehu, Hawaii

Welcome to Nani Waiulu Estate, a luxurious 4-bedroom retreat at Four Seasons Hualalai, featuring a heated infinity pool, stunning ocean views, and top-of-the-line amenities for a tranquil Hawaiian escape…

5 Beds

4.5 Baths

4 Bedrooms

Poolside of Big Island luxury property Kulanakauhale 3558
Average $4,208/night

Kulanakauhale 3558

Kailua-Kona, Hawaii

Set on a bluff in the newest residential community, this luxury ocean-view estate home provides the ideal setting for a family or friend’s getaway to paradise. The home boasts over 3,460 square feet of interior space…

4 Beds

5 Baths

4 Bedrooms

Poolside of Big Island luxury property Pauoa Enclave
Average $4,200/night

Pauoa Enclave

Puako, Hawaii

Located in a prime positionn in the Big Island’s Mauna Lani Resort, the Pauoa Beach Oceanfront Villa delivers a 5-star vacation rental experience. Travelers seeking elegant surroundings, access to private clubs…

5 Beds

4 Bath

4 Bedrooms

Poolside of Big Island luxury property Seaside Estate
Average $4,009/night

Seaside Estate

Holualoa, Hawaii

Transcend paradise with our absolute oceanfront 3 story 5 bedroom home located only blocks from Kailua-Kona town and within a guarded gate community of luxury estates. Your private oceanfront setting overlooks rich lava, white sands, crashing waves, and Hawaii’s…

5 Beds

7 Baths

5 Bedrooms

Sunset by Poolside of Big Island luxury property Laueki Estate
Average $4,000/night

Laueki Estate

Kaupulehu, Hawaii

Centrally located in this tranquil and rejuvenating oceanside retreat, Lalani Lau’eki is a private oasis nestled between the exquisite and expansive ocean and mountain views. Just a short golf cart ride away is everything the premier resort offers such as world…

4 Beds

5 Baths

4 Bedrooms

Average $3,977/night

Pakui Retreat

Kaupulehu, Hawaii

Welcome to your very own corner of paradise at Hualalai Four Seasons Resort! This estate is your perfect home-away-from-home. Highlighting Hawaii’s natural beauty with indoor-outdoor living, the Pakui Retreat estate features exquisite interior ambiance…

5 Beds

4 Bath

3 Bedrooms

Average $3,867/night

Pauoa Beach Villa

Puako, Hawaii

Pauoa Beach Estate has been meticulously cared for, and designed specifically to live life relaxed while enjoying designer furnishings and elegant island sophistication. Exquisite and rich Koa and Sapele wood millwork pays homage to the home’s location…

5 Beds

6 Baths

4 Bedrooms

All About The Big Island

The Big Island of Hawaii is the largest and most diverse island of the eight main Hawaiian islands. From tropical rainforest hikes to volcanic landscapes and white sand beaches, this island has something for everyone. Visit the summit of Kilauea Volcano and be amazed at its continuously flowing lava. The Big Island is a must-see if you are staying at one of our featured Big Island luxury home rentals!

Things to do

The Big Island has been called Hawaii’s Best Kept Secret. The island’s natural beauty and variety of activities are unmatched. Enjoy whale watching tours, deep-sea fishing for prized game fish off the Kona Coast, ATV tours and horseback riding in the ranch country, championship golf courses, helicopter tours, volcano viewing, and spectacular white-sand beaches for relaxing and enjoying water sports.

Take a scenic drive along the Hamakua Coast and explore Hilo, Akaka Falls State Park, Waipio Valley, and the botanical gardens. Not too many Big Island luxury home rentals are near Akaka falls as it’s a bit of a drive.

Visit the summit of Kilauea Volcano and see steaming cauldrons and calderas, then drive down to the coast to watch lava pouring into the ocean. The 11-mile Crater Rim Drive circles the summit area with several scenic lookout points as well as hiking trails. See it all with a Kilauea volcano hike tour!

At the Kilauea Visitor Center, learn more about Hawaii Volcanoes National Park and stop in at the historic Volcano House for great views of Kilauea Caldera. The Jaggar Museum has been closed since the start of the 2018 eruption, and there are no plans to reopen due to structural damage and the instability of the area.

Kona’s beaches have stunning beauty, particularly those on the western shore of the Big Island. From Kailua-Kona to Hualālai, one can find numerous beaches, each one with its own character. This area of the island is one of the world’s premier big game fishing destinations where huge marlin and swordfish catches are legendary. These waters are also popular for a variety of ocean excursions from snorkeling and scuba diving to humpback whale watching and sunset sails.

Nearby Beaches

Big Island has some of the most beautiful beaches in the world, from pristine white sand to black and green sand. Hapuna Beach is best known for its scenic beauty and picnic facilities. Kahaluu is also popular for snorkeling and seeing Hawaiian green sea turtles. Many of the Big Island luxury home rentals are near these two popular beaches.

Laalao Beach is south of the village and has a lifeguard, beach facilities, and a nice view of Hilo Bay. Lelewi Beach Park offers a shallow bay making it the east side’s most popular snorkeling spot. Richardson Ocean Center is located here and facilities include pavilions, restrooms, and showers as well as picnic pavilions.

Restaurants

The abundance of farmers on the Big Island and the fresh seafood coming from its shores daily ensure the best of ingredients are available for some truly amazing culinary delights. Merriman’s in Waimea is the signature restaurant of Hawaii regional cuisine pioneer Peter Merriman and a great place to sample inventive dishes utilizing the best of Island ingredients.

Roy’s is a favorite of locals and visitors alike. This waterfront restaurant overlooks a lake on the Kohala Coast and serves Hawaiian ono tacos and blackened ahi. For the freshest fruits, vegetables, and flowers, visit a farmers market weekly around the island including in Hilo, Honokaa, Laupahoehoe, Waimea, Waikoloa, Keauhou, Pahoa, Volcano, Captain Cook, and Kailua-Kona.

Shopping

For some of the most authentic and original souvenirs, spend a day searching through the many arts and crafts shops in Hawaii. Local artisans supply unique products to serve as handcrafted keepsakes of your visit. Carved native woods, exquisite jewelry, and handmade glass can all be found along with more traditional gifts like aloha shirts. Browse the many shops of Historic Kailua Village on the Kona Coast, the Kings’ Shops at Waikoloa Beach Resort, and the Keauhou Shopping Center in the town of Keauhou. Many small towns on the Big Island are home to art galleries and boutiques where true gems can be found as mementos of your visit

Getting Around

You’ll need a rental car for this trip to the Big Island, so you can explore all of its many beaches and attractions. The island’s Hele On Bus is handy for getting between the Kona and Hilo areas. But for most of the Big Island luxury vacation homes you will need a rental car.

Weather and Ocean Conditions

The Big Island is known for its sunny weather which remains relatively stable all year around. The Kona and Kohala coastlines on the western shore are the warmest and driest while Hilo on the northeast shore receives abundant rainfall making this area lush and green.

You’ll find warmer ocean temperatures, balmy breezes, and secluded beaches on the Big Island’s Kona Coast, while Kohala Coast beaches offer more protection from the open ocean. Many sites provide good areas to swim or snorkel in calm waters. Beaches are exposed to strong currents and potentially dangerous surf during the winter months, so visitors should check conditions with lifeguards before entering the water and heed all posted warnings.

History

Known for its rich history, the Big Island has plenty of historical sites to visit. Start with Puukohola Heiau, a fortress-like temple built by the rising warrior Kamehameha in his quest to unite all the Islands under one rule. Other notable historical landmarks include the Puuhonua O Honaunau Temple Grounds and Great Wall which served as a sacred palace of refuge in ancient times. You can also learn about British explorer Captain James Cook’s death at Kealakekua Bay through an informative monument located along the shoreline where he met his untimely end.