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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Wai'ula'ula Condo at Mauna Kea - Luxury Vacation Rental

Reviews (104)

Welcome to Wai‘ula‘ula at Mauna Kea---a private, gated community on the Hapuna Golf Course. Relax in our 3-bedroom, 3-bathroom, 2,100 sqft. condominium and enjoy the many upgrades we’ve added to our home, including hardwood floors, new bedroom carpeting, an updated...

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

Breathtaking Kona Home - Heated Pool / Air conditioning and Beautiful Sunsets

Reviews (179)

This breathtaking 3 Bedroom plus bunkroom, 2 bath single level home is located just minutes from Kailua, Kona and some of the most beautiful beaches in Hawaii. Everything in this house is new! Fresh full remodel just completed. This includes a brand new gourmet kitchen,...

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

❤️PiH❤️FLORA PARADISE★Closest to Pools Fitness★ PLUS Hilton Resort Passes★3 Full Baths★Private Beach Club

Reviews (23)

Brought to you by Paradise in Hawaii Luxury HomesWelcome to Flora Paradise Villa, a part of our Hawaiian Luxury Collection. Flora Paradise Villa at KaMilo is a gorgeous 3 bedroom, 3 bathroom home, with two master suites. This beautiful home has been professionally...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kohala Coast, Hawaii

Nalu Bliss- Amazing 2BR Waterfront Location on Alii Dr Close to Town and Beaches

Reviews (109)

Updated 2 BR 2nd floor Condo in small 16 unit development overlooking the pacific with amazing sunset views!! We purchased the condo in June, and it was a very active VRBO with a 4.8 rating and more than 40 reviews!! We have made a number of upgrades since purchasing...

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

Escape to paradise at Waikoloa Fairways' 2-bed, 2.5-bath condo + stunning views

Reviews (8)

Experience the ultimate in vacation comfort with our exclusive benefits. Enjoy complimentary late check-out (subject to availability) to maximize your stay. If you are looking for a tropical getaway in paradise, then look no further than the two-bedroom two and half...

🛏 2 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

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

Reviews (3)

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

🏖️Waikoloa Golf Discount | Views of Ocean & Golf Course | vrKCV

Reviews (83)

vrKCV - Hali'i Kai 8C, Professionally Managed by Kona Coast VacationsHali'i Kai 8C – A Luxurious Ocean View RetreatWelcome to Hali'i Kai 8C, your ultimate getaway on the Big Island of Hawaii! This premium ground-floor condo offers stunning ocean views and an unbeatable...

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

Ocean views w/ breezes! Large Lanai, Kitchen, 2 bedroom - beautiful neighborhood

Reviews (24)

Newly renovated Fully equipped Kitchen – new refrigerator, range, dishwasher and microwave. Many amenities. Hawaiian style outdoor living and dining room in 700 sq. ft. Lanai with 4 ceiling fans to assist the ocean breezes. • 2 Bedrooms each with a queen size bed and...

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

Private Penthouse Getaway At Waikoloa Beach Resort 5 minutes from A-Bay Beach

Reviews (148)

Beach Access, A-Bay Beach, a 5 minute drive. Our beautiful luxurious two-bedroom, two-bath penthouse condo located in a private gated community. Enjoy your vacation in a tropical paradise at the Waikoloa Beach Villas. From our third floor, enjoy beautiful mountain and...

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

1 Mile to Magic Sands Beach: Kailua-Kona Cottage

Reviews (73)

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

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

Reviews (51)

Kolea 14K Current Special Rate $550/nt+tax$100 Lava Lava Beach Card Emailed to you upon arrival!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...

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

MARRIOTT WAIKOLOA OCEAN CLUB, Top Rated Resort On The Big Island!

Reviews (2)

Please choose a Friday, Saturday, or Sunday check-in and enjoy a seven or night stay. If you need larger accommodations, ask our agent about our two bedroom option. Thank you for your interest in booking with DashWeek/ Dash Realty Group, Windermere Florida. Dash Realty...

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

Spacious 1 Bedroom Ground Floor Condominium in Kailua-Kona

Reviews (38)

#135 Casa De Emdeko is amazing. The condo is 920 square feet, on the ground floor 30 feet from the sand and less than 30 yards from the ocean. .

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

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

Reviews (5)

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

Kona Coast, BEST Oceanview&Pool, Yoga/Meditation Space, Pickle Ball&Basket Ball

Reviews (4)

Welcome to Halani — Your Serene Sanctuary on the Big IslandEscape the busyness and crowds of the resort scene and discover Halani, meaning “heavenly breath”—a peaceful retreat perched above the South Kona coast, offering one of the most unparalleled ocean views on the...

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

Wai'ula'ula: You Can't Beat This View

Reviews (88)

BEST LOCATION AND VIEWS! Wai'ula'ula A101 is located near the exclusive Amenity Center and offers panoramic and unobstructed views of the ocean, golf course and sunset.This unit is located on the ground floor and tastefully furnished & KID FRIENDLY.Please inquire for...

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

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

Reviews (111)

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

Hale Kona Kai #410 - Oceanfront Kona Condo

Reviews (2)

Get away from it all right in the heart of Kona! Feel the ocean spray as you watch for turtles on the lanai, or gaze at the tropical paradise through your bedroom window. While only steps away from the active downtown, this top-floor unit is on the ocean side of a...

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

Private,Luxury, Hot Tub,Sauna fireplace, walking trails

Reviews (139)

VOLCANO BIG TREE SANCTUARY, the ultimate Volcano Experience without leaving your vacation home. The beautiful home has all the amenities you will need for a peaceful, romantic getaway, and is located on the front two acres of the property in a landscaped paradise....

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

Includes Hilton Waikoloa Pool Pass thru June 2025! Waikoloa Colony Villas 1605

Reviews (25)

This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Colony Villas 1605 Please scroll down for detailed informationHilton Pool Pass: Maximum 6 persons per pass (children under the age of 5 are not counted towards the 6 person max). Use of the Hilton...

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

Uli Kai Hale- Ultimate Oceanfront Rental

Reviews (65)

THIS is NOT an STVR it is a long term rental, i.e. 30 day minimum. All quarantine requirements from our governor and mayor must be strictly followed during the covid 19 event. FANTASTIC. If you are looking for quality and luxury look No further.. the Uli Kai Hale is a...

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

🏖️Kolea Luxury | Walk to Beach, Restaurants, Shopping | Concierge Included | vrKCV

Reviews (75)

vrKCV - Kolea 16H, Professionally Managed by Kona Coast VacationsEscape to Kolea Villas – Your Hawaiian RetreatFeel your stress melt away as you step into this Hawaiian paradise, located on the edge of the Pacific Ocean. Nestled within the prestigious Kolea Villas in...

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

Renovated-Stunning Direct Oceanfront Top Floor Penthouse in Kona with AC!

Reviews (105)

What better way to enjoy Hawaii than having an unobstructed 180 degree view of the Pacific Ocean?This recently renovated, oceanfront penthouse is located in Kona at the Kona Bali Kai complex. Watch surfers cutting through the waves, turtles gliding in the shallows or...

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

Hualalai Hillside Penthouse Oceanview Retreat

Reviews (30)

One of only seven Hualalai Penthouse Villas. Upper-level Villa featuring single level interior with over 4,200 sq feet of living and lanai space. Hear the sounds of the Pacific Ocean while enjoying the beautiful close unobstructed ocean and beach views from the generous...

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

Kai Nani Hale: A spacious 3-bedroom condo in scenic Keauhou

Reviews (3)

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 two-story townhouses,...

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

Penthouse Condo with Ocean Views

Reviews (88)

Vista Waikoloa – Your Big Island Escape AwaitsPerched on the third floor in a coveted corner position, this newly updated condo is your private oasis in paradise in the Vista Waikoloa complex. Step inside to a light, airy tropical retreat filled with fresh décor and...

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

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

5 Bedroom with Private Pool and Spa in Waikoloa Beach

Reviews (57)

Ainamalu - Protected Land - is a newer resort area on the big island. This is a luxurious and unique oasis: it is away from the tourist crowds, yet only minutes from great restaurants, grocery stores and some of the best beaches in the world.Ainamalu Memories is a...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Waikoloa, 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

Bright & Airy Beach House w/ Oceanfront Views

Reviews (23)

Balmy days and breezy nights await at this 2-bedroom, 2-bath vacation rental in Kailua-Kona. With the Pacific Ocean as your backyard, you won't have to travel far for some vitamin D and 'sea,' whether you'd prefer to surf and swim or snorkel and sunbathe. When hunger...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 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

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

A perfect suite for temporary short term visitors

Reviews (117)

To our dear and faithful previous visitors and new vacationers Please always remember we NEVER charge an owner host fee - everything you see is yours to use, eat - candy, snacks, coffee, all beach and snorkel equipment etc etc etc. enjoy and of course no cleaning fee....

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

Kona Reef D24 - Direct Ocean Front Condo - Private Lanai - Next to Honl's Beach.

Reviews (104)

Welcome to our beautifully decorated ocean front condo in paradise - Kona Reef D-24. Our condo is our home away from home, so we respectfully request a maximum of 2 adult guests and no children under 18. Whether this is your first trip to Kailua-Kona or you are a...

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

Comfortable and cozy condo

Reviews (30)

Welcome to our slice of Hawaii paradise! This fully updated and remodeled unit offers a taste of luxury in every corner. From the tiled entrance, kitchen, and bathrooms to the hardwood floors that grace the remaining spaces, you'll find comfort and style throughout.Sink...

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

Luxury Condo Waikoloa Beach Resort, Gold Member Golf Package included.

Reviews (11)

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

Aloha Paradise! Remodeled Condo with New A/C & Full Ocean View!

Reviews (27)

This freshly updated, single-level condo has everything you'll need to stay comfortably in the heart of Kailua-Kona and enjoy the Island’s many activities. It features all-new air conditioning throughout the condo, a modern chef's kitchen with dishwasher and plenty of...

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

Hilton Pool Pass incl - Spacious & Relaxing Resort Gem ~ View ~ Pool ~ Gym

Reviews (6)

Hilton Pool Pass Valid for stays in 2026. Maximum 6 persons per pass (children under the age of 5 are not counted towards the 6 person max). Use of the Hilton Waikoloa Pass is valid from 4 pm on your arrival date and 10 am on your departure date. The pass and...

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

Beautiful Ocean Views 5 Bedroom Sleeps 14 Walk to Beach, Pool, AC, & Game room

Reviews (72)

The "Akai Beach House" is a beautiful 5 bedroom 4 bath home that sleeps 14 with ocean views, a pool, air conditioning and a large game room in the garage. Enjoy ping pong and foosball, or relax on the couch and watch TV in the game room. Magic Sands Beach - the best...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 14
📍 Kailua-Kona, Hawaii

Two Bedroom Upgraded Waikoloa Fairway Villa

Reviews (9)

Perfect for a postcard worthy family vacation, girls’ getaway, solo trip, or whatever your heart desires, Fairway Villa C21 is located in the Fairway Villas gated community of Waikoloa Beach Resort and is the perfect destination for rest, relaxation, reconnection, fun...

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

KaMilo Luxury Living - Hale Lani. Bikes and Beach Gear included.

Reviews (48)

KaMilo Luxury Living – Hale Lani Welcome to Hale Lani at KaMilo, a luxurious home for your Hawaiian holiday. This four bedroom three and a half bath townhome is perfect for large families or friends to gather for a Hawaiian vacation. Beautifully and comfortably...

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

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

Reviews (32)

The Lodge at Kaloko – Luxury Estate in KonaPrivate Estate | 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, and the...

🛏 5 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 14
📍 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

Kona Coast Original Beach Boys 9.5 acre Estate, Pool and Amazing Ocean Views

Reviews (134)

Kona recalls the Beach Boys playing their pop hits by the pool. The band left but the good vibrations linger. Situated on 9.5 gated acres, gated for with an amazing Hawaiian plantation-style home with separate sleeping quarters and a guest house. Pool hot tub, gas...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 12
📍 Captain Cook, Hawaii

Waikoloa Beach 2bdrm/2ba remodeled condo close to the beach.

Reviews (24)

Enjoy our remodeled 2 bedroom condo conveniently located close to the resort pool and Pavilion. This condo is well equipped and used exclusively for guests. It is a corner unit located on the ground floor with easy access from the reserved parking space. Also, we are...

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

Waikoloa Colony Villas 301 - Waikoloa Golf Kings Membership till April 2025!

Reviews (24)

Welcome to our brand-new vacation rental home. We have a 2 bedroom 2 bath end unit at the Waikoloa Colony Villas located in the Waikoloa Beach Resort. Come and explore our Island of Hawaii, from Mauna Kea snow-capped mountain to Hawaii Volcanoes National Park where you...

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

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

Reviews (22)

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

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