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

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

Reviews (55)

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 living...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 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

A Slice of Paradise in Kona - walk to stores, restaurants and the beach

Reviews (2)

Nestled in the center of Kona this 1BR/1BA recently fully renovated condo offers a base for 2 to 4 people as you seek local attractions or nearby restaurants. Many stores as well as the beach are in walking distance. Yearning a home cooked meal, use the fully equipped...

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

Fabulous Ocean Views with Mauna Kea Resort Access

Reviews (19)

Situated within the Mauna Kea Resort, this home is close to two championship golf courses: the newly renovated Mauna Kea Golf Course and Hapuna Golf Course. Furnished in a natural tropical motif with high beam ceilings and lots of windows, this spacious Fairways South...

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

OCEANFRONT TWO BEDROOM CONDO at SEA VILLAGE with A/C in ALL ROOMS!

Reviews (47)

Imagine - warm tropical climate, views and sounds of the ocean just out your door, panoramic views, and the perfect accommodations - is there anyway else to experience Hawaii? This two-bedroom, two-bath condominium gives you all of that and more! Comfortable set up with...

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

Cozy Cabin in Volcano Village minutes from Volcano Park entrance.

Reviews (93)

Volcano village cabin is nestled within the beautiful tropical foliage that the Volcano National Park has to offer. Beautiful array of Ohia trees with red blooms, Hapu'u ferns along side with Camellia trees of red and pink blossoms. Scattered blue hydrangea amongst the...

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

Luxury Hawaii Getaway Close to the Beach & Ocean!

Reviews (5)

Discover the very best of the Big Island from the comfort & convenience of this upgraded private retreat! Perfectly situated near Hilo just minutes from Haena Beach, experience the majesty of Kilauea in Volcanoes Park, stunning black sand beaches or the fresh flavors of...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Keaau, 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. As our guest you will have full access to the Auberge/Mauna Lani Fitness Center, located across the street. Play tennis and...

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

Hawaii Oceanview Oasis: Come to Work, Play, Relax. On Ironman Path!

Reviews (5)

Welcome to Your Hawaiian EscapeThis spacious 3-bedroom, 3-bathroom ocean-view condo offers the perfect blend of comfort, space, and location—ideal for couples, families, remote workers, or anyone seeking a relaxing Kona getaway. Enjoy refreshing ocean breezes by day and...

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

Chic cottage in Rainforest 5 Min. to Volcanoes Park-clean, cozy, comfort -2 Bdrm

Reviews (40)

NATIONAL PARK OPEN FREE ADMISSION ,Limited Ranger Services. Discover a serene artistic haven just 5 minutes from Hawaii Volcanoes National Park and village restaurants, an ideal launchpad for exploring the East Side of the island. ,Enjoy rainforest ambiance from our...

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

❤️PiH❤️ Sunset Villa ♥ Families ★ 3 Master Ensuites ★ Luxury Home with Bikes ★

Reviews (54)

Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Sunset Villa, a part of our Hawaiian Luxury Collection. Sunset Villa at Mauna Lani Villages is a wonderful 3 bedroom home with luxurious high end finishes in a premier resort community. This is one of a very...

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

OCEANFRONT TWO BEDROOM CONDO with A/C! Cal King Beds in Both Bedrooms!

Reviews (156)

Imagine - Warm tropical climate, sounds of 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 condo gives you all of that and more! The very...

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

Pohinahina Place – Serene Hualalai Estate with Ocean Views & Private Pool

Reviews (7)

Pohinahina Place is your private resort retreat. With an incredible view of the Pacific Ocean and overlooking the 5th green of the Hualalai Golf Course, this property is located right in the middle of Hualalai Four Seasons Resort. This beautiful oasis is nestled on a...

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

Charming 2-bedroom Oceanfront Condo in Kailua-Kona with AC, WiFi

Reviews (17)

Enjoy a peaceful stay at this charming oceanfront 2-bedroom condo at the Kona Bali Kai in Kailua-Kona. This tremendous property offers all the comforts you need, including AC, in unit washer & dryer, and WiFi. With 2 bathrooms and a cozy atmosphere, it's the perfect...

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

Orchid Guest house - Harmony in Paradise On Tropical Acre

Reviews (61)

•The "Orchid" accommodation (Guest house) can sleep up to four guests. It has two spacious and private rooms, each with its own closet and locked door for privacy, separated from each other by a bathroom with a large walk-in shower. The Guest house is equipped with a...

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

Plantation Style Home on 2 Acres with Pool with Air conditioning.

Reviews (105)

Our new Hawaiian style home is situated on two acres 20 minutes south of Hilo in Hawaiian Paradise Park. The property comes with a private pool and a large patio area that is ideal for entertaining and relaxing. When you enter the house you will immediately enjoy the...

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

Paradise vibes awaits @ Hali"i Kai, ocean front resort in Waikoloa Beach

Reviews (19)

23H Island inspired décor to give you all the feels of Hawaii. This 1400 square foot 3 bedroom, 2 bath condo is located in the most desired resort on the Big Island, Hali'i Kai at Waikoloa. Situated in the coconut grove amongst the relaxing tropical garden, 3 outdoor...

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

Hale Iki - A lovely Little House on the beautiful Big Island

Reviews (7)

Hale Iki is a treasured family home for 3 generations. Tropical sunsets and the wide Pacific Ocean is all yours, right out front, all day long for you to enjoy. Recently remodeled, Hale Iki has a darling new kitchen with black sand granite countertops, ocean seaglass...

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

Best 3 bed villa by the beach

Reviews (2)

Summary:Treat yourself to vacation of a lifetime in this tastefully remodeled villa that opens to beautiful sunsets every night. Hilton Pool Pass included. Located across the lake (short walk) from golf, shopping, coffee, beach. King bed on 1st floor with no steps....

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

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

Reviews (186)

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

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

Beautiful Beaches ⛱ and Sunshine 🌞 Top Floor Ocean View 😎

Reviews (73)

Waikoloa boasts sunny days while the views from the lanai never cease to amaze! As you enjoy your morning coffee or evening cocktail from your (381 square feet ) large lanai, you will have great views of the Anaeho'omalu Bay (A-Bay) and Hualalai Mountain (another...

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

Hoku Hale – Ainamalu at Waikoloa Beach Resort

Reviews (28)

***Luxury Golf Course Estate with Private Pool, Daily Hilton Waikoloa Pool Access, Concierge Services & Game Room | Sleeps 10+ in Waikoloa Beach Resort***Hoku Hale is a luxury five-star vacation home located in the heart of Waikoloa Beach Resort on the Big Island of...

🛏 4 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 10
📍 Puako, Hawaii

Fairway Villas D2 Waikoloa Beach Resort Ground Floor Central AC Golf Course View

Reviews (10)

You’ve landed in the most desirable location on the island. Fairway Villas is the best complex within Waikoloa Beach Resort due to its amazing views and perfect location near everything you'll want or need!Only an 18 min walk to one of the best white-SAND beaches on the...

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

Beautiful Hawai’i Big Island Luxury Vacation Villa in Kailua Kona

Reviews (49)

Our gorgeous Big Island Hawai'i Hale Ali'i villa is resort living in the setting of a private home. Enjoy island living at its best! Perfectly situated in the Ali’i Heights area in Kailua Kona, the villa is just 10 minutes away from Kona Town with all the conveniences...

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

Fairway Villas at Waikoloa Golf View 3 Bedroom

Reviews (1)

This beautifully maintained three-bedroom, three-bath condo features panoramic golf views and a prime location on Hawaii’s Kohala Coast. Designed for relaxation and connection, it’s the perfect retreat for larger groups or extended stays. Golf View 3 Bedroom 3...

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

Indulge in Luxurious poolside living: Ground Floor Condo in Waikoloa

Reviews (28)

Upgraded Ground-Floor Villa | Steps to Pool & BBQ | Walk to Shops & BeachWelcome to Waikoloa Beach Villas D2, a beautifully upgraded 2-bedroom, 2-bath ground-floor villa in a private gated community on the Big Island. Just steps from the resort-style pool, hot tub, and...

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

CLEAN and SERENE eco-friendly private cottage!

Reviews (76)

Private cottage, gorgeous 720 sq ft one bedroom, full kitchen, bathroom, spacious living/dining area. Covered lanai with gas grill, patio seating, covered gazebo area with hammocks and hanging chairs. Conveniently located right off famous coastline of the 'Red Road.'...

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

🏖️Ground Floor | Private Corner Unit | Includes Concierge | vrKCV

Reviews (5)

vrKCV - The Shores at Waikoloa 102, Professionally Managed by Kona Coast VacationsGround-Floor Corner Condo w/ Private Lanai Access | Shores Waikoloa 102Easy island living starts here.Private corner unit + ground-floor convenienceDirect lanai access to tropical...

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

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

Reviews (67)

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

Ocean Views* Luxury and Location at Hualalai Resort ** TWO Golf Carts**

Reviews (9)

Located in the Award Winning Resort Community of Hualalai Four Seasons.Enjoy the sounds of the ocean serenade, the magic of sunsets, and whale watching during the winter months, from this recently updated garden level Hillside Villa. Appreciate the close proximity to...

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

NEW!! Iconic Hawaiian Getaway at Mauna Lani. Beach, Bike, Golf, Books, Relax.

Reviews (4)

Parking Pass to Mauna Lani Beach Club Included.Welcome to the Surf House in picturesque Kulalani, a gorgeous, upscale community within the world-class Mauna Lani Resort. This charming, light-filled two-bedroom townhouse is your perfect Hawaiian escape. Featuring soaring...

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

Puolani Iki-Sweet lil cottage near National Park

Reviews (25)

Snuggle into the beautiful Ohia forest. Make yourself at home in your own little rainforest retreat, and wake up to views of the beautiful hapuu ferns right outside your window. This little cutie has everything you need for an east Hawaii adventure!Our little Volcano...

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

Bright and Upgraded, Lanai Steps away from Coconut Grove!

Reviews (120)

Aloha and welcome Hale Ho'omana'o 19E at Hali'i Kai in the Waikoloa Beach Resort. Enjoy the serene Coconut Grove area with delightful hammocks for you to experience the perfect blend of tranquility and comfort. Hale Ho'omana'o in Hali'i Kai is a stunning condo featuring...

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

SALE Apr 2-7 & 12-18!! Luxury Penthouse, Golf View, Gourmet kitchen, Sleeps 6

Reviews (156)

Aloha and welcome to our home on the Big Island of Hawaii!The island style Fairway Villas in the Waikoloa Beach Resort is the perfect location from which to explore the breathtaking Big Island. Situated just 15 minutes north of the Kona Airport and directly across from...

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

Fabulous, Spacious Oceanview 3 Bedroom Condo with A/C!

Reviews (16)

Welcome to Ola Loa Hale!!! (Long Life House) This large three-bedroom, two-bathroom condo is the perfect choice for family and friends traveling together. The home is located in the beautiful Keauhou Kona Surf & Racquet Club, a gated resort community that has long been...

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

Fully Renovated Unit. 3 Bdrm, 3 Bath Sleeps 8. Perfect for Grandparents

Reviews (115)

Beautiful 3 bedroom 3 full bath in Keauhou's newest complex. Na Hale O Keauhou is the most sought after rental because you get resort style living right in the heart of Keauhou. H6 is located in the most private location with no pool or traffic noise from this unit. You...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 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

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

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

Reviews (109)

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

Puako Beach Luxury Oceanfront Home- 3 Guest Suites

Reviews (86)

Say aloha to this gated oceanfront retreat! Beach access is a short 5-minute walk away, but your vacation begins as soon as you step on the grounds of this stunning property. Upon arrival, you’ll be greeted by a beautiful entryway of Balinese design. Once inside, you’ll...

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

Across from the Beach - Sunsets, Ocean and Turtles

Reviews (4)

Puako Beach Condos - Unit 210: Your Hawaiian Getaway Awaits!Escape to paradise at this newly remodeled 3-bedroom, 2-bathroom end unit in the heart of Puako, just steps away from a pristine white sand beach. Whether you`re seeking relaxation or adventure, this beautiful...

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

Magic Sands Home, Steps From The Beach! Air Conditioned! 3D tour to view space

Reviews (98)

Welcome to this wonderful 3 bedroom / 2 bathroom duplex home only a 3 min walk from Magic Sands Beach. Just remodeled and professionally decorated, this charming vacation getaway has all of the comforts you desire in your home away from home, including air conditioning!...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kailua-Kona, Hawaii

Kona Bali Kai 232 - Studio Condo with Beach Access

Reviews (3)

This studio condo offers the perfect getaway for two (or for solo travelers!) The space is equipped with everything you need for a comfy vacation, including a king bed, fully-stocked kitchen, and a dining space. You’ll also be right across the street from the ocean and...

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

Relax and Rejuvenate in the Heart of Kona. Minutes walk to town!

Reviews (87)

Condominium pool will be closed all of October due to renovations. BBQ’s will be open. Simple 1 bedroom/2 bathroom condo for rent. Sleeps two comfortably but can sleep four. Unit is fully furnished, with two lanai's, washer/dryer, television, Wi-Fi, and 1 garage space...

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

Beautiful Home With Spectacular Amenities

Reviews (12)

Our large and sun-filled condo has plenty of space for a large family and lifelong memories. We are part of the Hali`i Kai community. Enjoy the Hawaii vacation you`ve dreamed of in the gated community of Hali`i Kai.Our 3-bedroom, 3-bathroom two-story condo offers guests...

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

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

Reviews (110)

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

Showing 5 of 45 pages.