Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Charming bungalow near world class resort beaches with ocean/sunset views.
Please inquire for one or two night rentals.Hale Hapuna is your private oasis perfectly located to enjoy all the Big Island has to offer. World class beaches of Hapuna and Mauna Kea await you just 5 minutes away as well as many others lining the Kohala coast. Grab the...
KRV 1023 Experience Kapalua Maui from this 2BD condo with Spectacular Oceanviews
FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W3)*One...
5★Resort like paradise, heated pool, ocean views, AC, peaceful gated community.
LOCATION LOCATION LOCATION!!! 3bed/3bath This tropical retreat home in the heart of Kona sits on a half acre lot surrounded by palm trees, lush green lawns and tropical flowers with gorgeous ocean and sunset views. This parcel has unobstructed ocean views and sits in...
Noiulu One – Brand New Hualalai Estate
Located in the exclusive Noi‘ulu Estates neighborhood, this brand new 6 bedroom, 6.5 bathroom custom gated estate home offers an expansive luxury residential experience highlighted by majestic ocean views. Abundant natural light accentuates modern, natural finishes...
GOLFERS DREAM - Located On The Famous Ko Olina #2 Fairway
If you are not familiar with the Ko Olina Resort, please Google 'Ko Olina', there are just too many fun things to do, too many beautiful places to see, too many great restaurants and shops to do them justice in this little ad.This condo is arguably in the best location...
Oceanfront Art Gallery, Views-O-Plenty!
Welcome to the Oceanfront Art Gallery, where stunning sea views and artistic charm create a retreat like no other. Imagine waking up to the soothing sounds of waves and spending your days exploring the beauty of Kauai's North Shore. With stylish comforts and unique...
Oceanfront Condo W Free Valet Parking & Balcony
This luxury apartment lies in the heart of Waikiki and is the perfect place to relax with friends and family. Sit on the balcony and sip a drink while watching the sun set over the horizon and the surfers ride the endless waves.The apartment comes with FREE valet...
COME & ENJOY April & May for LESS $ ~ ONE of Our BEST w HUGE OCEAN Views
Aloha future guests! Welcome to one of Platinum Maui Vacations nicest Kapalua Golf Villas!All properties in our "ohana", (family), have Hawaiian names. We call this Kapalua Golf Villa, Hale O Nani', which means 'Home of Beauty'.Such a perfect setting for up to 4...
Ka'anapali Livin' the Dream Home - Private, luxury, resort-style property!
Come stay at our newly renovated, beautifully appointed, 3000+ sq ft., 3 bedroom, 2.5 bath beach home located on the Kaanapali Kai Golf Course. A short 3-minute drive or 10-minute walk to world famous Kaanapali beach, award-winning restaurants and Whaler's Village...
HEAVENLY OCEANFRONT CONDO!!! PH22 STEPS TO THE BEACH!!!
The perfect place for a romantic honeymoon, a restful getaway, or a fun-filled family vacation. Welcome to Penthouse 22. Our top floor, ocean front condo is just steps from the sand and surf. We are a consistently A+ rated unit and have just re-decorated with new...
Tropical cottage with fresh rain water hot tub close to Volcanoes National Park
Enjoy the fresh rainwater hot tub after a long day's hike. The hot tub is drained, sanitized, and refilled with fresh triple-filtered, chemical-free rainwater between each booking. This cozy cottage is in the heart of Volcano Village with luxury features such as a...
Moani Heights Mauna Kea Resort - Free Resort Access May-September! Great House!
SPECIAL - RESORT ACCESS INCLUDED IN NIGHTLY RATE - WONDERFUL DEAL!When Laurance S.Rockefeller opened the Mauna Kea Resort in 1965, it was a new level of luxury for its hotel guests and now the guests of residential homeowners. Times have changed! At that time, Trent...
Wailea Beach Villas | PH207
Upon entering your Wailea Beach Villas PH207, you'll be captivated by the open floor plan, which seamlessly integrates a cozy living room, a quiet den with shoji screen doors, a gourmet kitchen, and a dining area. Sliding doors lead to a lanai equipped with a built-in...
Now Booking! Enjoy your next vacation in our newly remodeled condo! Pool, A/C!
New listing and availability just opened for this brand newly remodeled, stunning studio condo! Our condo is perfect for a honeymoon stay or romantic getaway with a gorgeous garden view and air conditioning! The condo features a king bed, small dining table and chairs...
Oceanfront tropical oasis in West Maui
Hale Mahina A 102 is a ground floor one-bedroom, one-bathroom unit making it convenient to unload groceries and beach equipment and does not have A/C. The master bedroom features a comfortable King size bed with bamboo sliding doors for privacy. The bathroom features a...
Beautiful Hali’i Kai 15-C, oceanfront, watch whales from your lanai
Welcome to the beautiful Kohala coast on the Big Island of Hawaii! Unit 15-C at luxurious Hali’i Kai gives you a rare front row seat with ground floor access to lush green grass over looking the beautiful Pacific. During the season, watch whales up close from your...
HONUA KAI- HK 314-1 BEDRM-1 BATH-⭐️⭐️⭐️⭐️⭐️ 67 FIVE STAR REVIEWS-OCEAN & MNT VIEWS
Aloha, Our condo (Hokulani 314) has just been newly upgraded and remodeled with new furnishings and wall art. Our beautiful one bedroom unit has a king bed and living room with a Queen sofa bed. The condo comfortably sleeps up to 4 guests and is located in the beautiful...
Spectacular Oceanfront Penthouse, AC, Sleeps 6
Luxury oceanfront penthouse in paradise!From endless deep blue of Kalapaki Bay to emerald greens of the Hokuala golf course this penthouse is the kind of paradise you’ve been dreaming of. Perched upon the Kalapaki Cliffs, this location provides the ultimate...
Oceanfront, Stunning Designer Masterpiece now Includes A/C
If you like Kauai Haven (VRBO Listing #683110), you're going to love this condo too. It is nestled within a classic Hawaiian style backdrop, resting on a bluff overlooking the spectacular Pacific Ocean. An award-winning designer, who is part of the Coastal Living...
Hawaii Oceanview Oasis: Come to Work, Play, Relax.nOn Ironman Path!
Welcome to your dream Hawaiian escape! This spacious 3-bedroom, 3-bathroom ocean-view condo offers the perfect blend of comfort and convenience, making it an ideal retreat for couples, families, remote workers, or anyone seeking a rejuvenating getaway. Enjoy the unique...
Hokulani 306 at Honua Kai ~ Upgraded Floors & Furniture with Stunning Ocean View
You'll love the ocean & mountain views from this 1240 square foot, updated third floor, two bedroom two bathroom condo. This is one of only six condos in Honua Kai that have this exact configuration and the only one with these beautiful upgrades. Hokulani 306 is so...
Banana Hale Garden Oasis Studio
Banana Hale is a lovely studio surrounded by a "luscious" garden. It's the perfect compliment to a dream vacation for a lone traveler or a couple -2 people max (adults only please). Located on the sunny side of Waimea. 12 minutes from the beach. 5 minutes to charming...
WHALE Watching & OCEAN Views! Honua Kai Penthouse- Top Floor- Remodeled June'24
West Maui is open and we are happy to host you! Honua Kai Resort is a hotel/resort zoned and you are safe from the new legislation targeting other short term rentals. Maui Paradise: Oceanfront Condo with Stunning Views and Whale Watching at Hokulani 749Welcome to...
Beachfront ocean View Condo With Unobstructed Ocean Views. 5 star reviews *****
Beachfront condominium! Watch the sunrise and sunset from the deck, whale watching from the balcony and snorkeling right in front of this recently updated property. Access to the longest sand beach on Maui. Centrally located 20 minutes from the airport, Lahaina and...
Ke Ola Kai "Sea Life"
Brand new beachfront renovation in beautiful Puako. Enjoy year-round sunsets from the private lanai and step directly onto the beach for easy access to swim, snorkel, boat or dive... Daily sightings of sea turtles (Honu) and with luck some playful whales or a monk seal....
One of Hualalai's best 3/3 - bright, spacious, amazing views, great location!
We are excited to introduce you to Ke Alaula Villa 217A at Hualalai Resort! Beautifully updated, this bright, spacious corner end unit offers exceptional privacy and ocean view, while overlooking the third and fourth fairways of the member's Ke'olu Golf Course.This 3...
Island Adventure: Minivan Rental, Contact Us
Mahalo is the Hawaiian word for thanks, and a feeling of profound gratitude is what inspired this beautiful home. From the moment you arrive at Hale Mahalo, you’ll understand why. This lovely 3-bedroom, 3-bathroom home is a tribute to the stunning beauty of its...
Oceanfront Holiday <br>
Aloha!Welcome to Hale Mahina Beach Resort , your Maui home away from home.Located between Lahaina and Kapalua, it is a short drive to many wonderful Hawaiian experiences. Beachside dining, sunset cruises, snorkeling excursions, hula shows, and championship golf courses,...
Spacious Home with Pool near Queens Bath
Centrally located in Princeville, this house has all the amenities one could wish for a fantastic stay! This is a new home built in 2022, with thoughtful consideration of accommodating guests. Every single thing in the home is new, from the bedding to the dishware! We...
MAUI BEAUTY ~ Tropical Napili Bay Lahaina CONDO ~1BR King ~ Kitchen ~ AC!!!
All New Interior - New Listing! Hidden gem of the West Side of Maui, Completely remodeled condo w/ all New Furniture, full kitchen with dishwasher, beautiful bathroom w/ walk-in tile shower, brand-new AC in Living Room AND Bedroom.***Napili Ridge is just north of...
Log Cabins Beach Home
Paradise At Your DoorstepVacation Rental located at Log Cabins/Rock Piles/PipelineWelcome to Oahu-Rentals.com situated on the world famous North Shore, Oahu. Settle into your tastefully restored intimate beach house situated on a 7000sq feet plot of land, with approx....
Jungle Bee: 23 Acre Estate on Kauai's North Shore with Private Beach Access
GE/TA 125-285-3760-01TA#W90869281-01Permits: TVNC 4272 SP2012-10Welcome to Jungle Bee!Note: Pricing includes both homes on the property and exclusive use of the estate.Jungle Bee Farms is a stunning 23 acre estate overlooking the northern most point in the Hawaiian...
Breathtaking Ocean View Condo w/ new furnishings - Poipu Kapili #30
Amidst the luxurious oceanfront Poipu Kapili Resort, is an exquisite 1 bedroom, 2 bath remodeled single level, second floor holiday home endeared as Poipu Kapili 30. Perfectly manicured lawns, immense palm trees along with fragrant and vibrant blossoms promise a...
Beach House: Oversized Lanai with Indoor/Outdoor Flow. EZ Stroll to Magic Sands!
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...
Maikalani at Poipu Kai By Parrish Kauai - quaint cottage for 4 with AC & private
Tucked into the Lanai Villas section of the tropical Poipu Kai Resort, Maikalani is a Kauai vacation rental home exquisitely decorated and outfitted with all the necessities of home, including zoned air conditioning. Located on the lush green belt with easy access to...
Olivine Surf Lodge - Corner Unit w/ Ocean Views & Amazing Sunsets
Newly updated, light-filled condo on the North Shore of Kauai! This modern, tranquil retreat has a wide-open floor plan and a lanai with stunning ocean and golf course views. Superb location, close to walking paths and the Princeville town center, with great cafes,...
15% off March & April 2025! Luxury Penthouse - Ocean, Beach & Pool View!
Welcome to our luxurious paradise retreat at Ko Olina Beach Villas, where relaxation meets first-class amenities. This impeccably maintained penthouse in the Beach Tower offers breathtaking views of the ocean, beach, and lagoon pools—a true tropical haven designed for...
Bright and airy 1-bedroom cottage in charming Kailua, 1 block to beach. WiFi, AC
This sunny cottage in Kailua is a perfect choice for guests seeking a quiet retreat in a fantastic location, so conveniently close to all that Kailua has to offer, including sandy beaches, popular restaurants and eateries, all kinds of great boutique shops, Whole Foods,...
Luxe Coastal View 2907C Villa at Hualalai w/ Resort Pool & AC
The Hualalai Resort will host the annual Chairman’s Club event from December 1–6, 2025. Please note that access to certain resort amenities may be limited or restricted during this time for residential rental guests. We recommend inquiring prior to booking if your...
Oceanfront Condo in Kaanapali! Fully Renovated & Air Conditioned! Best Views!!
Kaanapali beach welcomes you with this spacious home with Stunning Views! This is the perfect apartment if you are looking to get away from it all and re connect with your significant other. There is nothing better than sitting on the Lanai and listening to the waves!...
Luxuriously updated condo with easy access to the beach, restaurants and shops
*Recently remodeled in May 2024*Set apart from similar units with luxuriously updated bathrooms, bright modern decor & updated furniture, Sunrise Hale is sure to impress. Begin your day with an awe-inspiring sunrise above majestic Mauna Kea and golf course from the...
Gorgeous sunsets, quiet property
Views! Golf! Listen to the Birds! Situated on the third (lagoon) hole of the renowned Robert Trent Jones Jr. golf course, unobstructed views extend all the way to the Pacific Ocean. To the right, impressive cloud formations settle over the green hills of Waimea as the...
Kailua-Kona Condo w/ Resort Amenities Access!
Pack your bags for a trip to paradise at this Kailua-Kona vacation rental! This 1-bedroom, 2-bathroom penthouse unit boasts vaulted ceilings and proximity to local attractions, making it an ideal island home base. Begin your adventures by sampling Kona coffee and fresh...
Stunning Oceanfront Property! Spectacular Ocean Views!
This exceptional oceanfront Penthouse is located on the sunny, south shore of Hawaii's Garden Island in Poipu. This beautifully remodeled, luxurious condo is just 30 feet from the ocean's edge. It offers 180-degree ocean, coastline and mountain views from the lanai,...
NICELY UPDATED-SLEEPS 8-WELL EQUIPPED-AC-METICULOUS CLEANING
Book with confidence, this stunning, 3 bedroom, 2 bathroom spacious condo that has been nicely updated. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7...
Oceanview-Pool-AC-Gourmet Kitchen-W/D -Golf-14D
A full bedroom and bathroom on the first floor provide convenience for guests' privacy and ease of access. Located in the heart of Princeville, this condo is ideally positioned within walking distance of Anini Beach, scenic parks, farmers’ markets, and picturesque...
Charming 2-bedroom house in peaceful Keaau with WiFi, AC
Welcome to our charming country cottage nestled on the breathtaking Big Island of Hawaii in Kea'au. This idyllic retreat offers a tranquil escape from the hustle and bustle of everyday life, surrounded by lush greenery and stunning garden views, where guests can relax...
Villa Olina Charming 3-Bedroom Villa On the Golf Course Steps Away from Lagoons
Beautiful & spacious yet cozy and comfy Ko Olina Kai Welcome to your tropical haven in the coveted Ko Olina Kai community. This delightful 3-bedroom, 3-bathroom house rental offers a prime location just a 10-minute walk from the stunning Ko Olina Lagoons. Tailored for...
Hale Kona Kai #410 - Oceanfront Kona Condo
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...
Luxury Ocean View Condo, Recently Completely Updated!
Perfect Wailea Ekahi condominium, tastefully renovated! Ground floor center unit, #13B. Air conditioning in the living room and bedroom with state-of-the-art I-WAVE-M air filters installed in them to remove those airborne viruses. High-speed internet in the unit to help...