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.
EXQUISITE REMODEL-SLEEPS 8-WELL EQUIPPED-AC-METICULOUS CLEANING
Book with confidence, this stunning, 2 bedroom, 2 bathroom spacious condo that has been completely remodeled from top to bottom. 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...
$149 a night Book Now. Pool and Ocean at Your Doorstep Unit #123
Welcome to Waiohuli Beach Hale D-123, a stunning 1-bedroom, 1-bath condo located on the ground floor, right next to the pool of this oceanfront paradise. Please contact us for seasonal discounts and special rates! This NON-SMOKING PROPERTY offers a perfect blend of...
Stunning retreat w/ a full kitchen, gas fireplace, furnished lanais, & free WiFi
Pele Noe - 3 Miles From Volcanoes National ParkOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled into a native Ohia Lehua forest, this Big Island vacation rental is...
Cool, Lo-Fi Styled Surf Shack - Ka Hale Nalu
Mid-century modern, Kauaian styled home provokes feelings of coziness, nostalgia and a spirit of adventure. Honoring the 60's Hawaii of craftsmanship, hand-made furniture, art and linens, this uniquely, beautifully curated home will embrace you with Aloha. Relax...
Aloha Condos, Kona Reef, Condo F-26, Ocean View, AC
Escape to tropical paradise at this 1-bedroom,1-bathroom Kailua-Kona vacation rental condo which is located in walking distance to Kailua town. ! Sleeping up to 2 guests, this fully furnished home boasts an ideal oceanfront location along with resort features including...
Hale Koolau Treehouse, Charming Getaway TVR #1018
Hale Ko'olau Treehouse, Haena Permitted Vacation Rental Property - Permit ID: TVNCU #1018Transient vacation rental is located in the tsunami evacuation zoneCanopied in tropical foliage is Hale Ko'olau Treehouse. Vacation like you’re living among the treetops in a...
Spacious and comfortable - Extended Stays Welcome
This airy top floor condo has been lovingly furnished to complement the unit's high vaulted ceilings and the big sky views of Mauna Kea. Not all 2 bedrooms at the Fairways are the same! Top floor units have high ceilings and the "Resort" floor plan offers an additional...
Oceanfront Condo in Paradise with Stunning Views, Beach Access, & Bedroom A/C
With the best views on the island, this 2-bedroom top-floor condo is located in the Pali Ke Kua resort, which lies on a bluff facing the ocean and the landmark north shore mountain, Bali Hai. Watch gorgeous ocean sunsets from your private lanai and grill up fresh ahi...
🏖️OCEAN FRONT | WIFI | Free Concerige | vrKCV🏖️
vrKCV - Sea Village 4312, Professionally Managed by Kona Coast VacationsCharming Oceanfront Condo with 180-Degree Views of Kailua Bay!Experience the ultimate oceanfront escape in this spectacular top-floor condo, offering breathtaking 180-degree views of the Pacific....
Cottage #2
Hale Makai Cottage #2 offers a luxurious two-bedroom retreat in the enchanting Haena area on Kauai's North Shore. Perfect for families or groups of friends, the cottage features two king-size bedrooms, a fully equipped kitchen, and a deck with breathtaking ocean...
OCEAN FRONT! STUNNING OCEAN VIEWS FROM EVERY ROOM IN THIS 2BR 2BA CONDO
Our 2 Bedroom 2 Bathroom Ali'i Kai 1 Condo offers one of the best ocean front views in Princeville from almost every window. It affords you a 180 degree ocean view so you can wake up to the sight and sound of the sea without even having to leave your bed! Almost feels...
Mana Kai 607 Great Ocean Views, Best Beach on Maui
Mana Kai Condo 607 has everything you are looking for! Best Beach... it's right on it! Unbelievable Ocean View... that's what you'll have at the Mana Kai.The Mana Kai Resort is located right on one of the nicest beaches on Maui, Keawakapu Beach. The sand is luxurious...
Spectacular Ocean Maui Sunset View
This 3rd floor condo is the perfect spot to base your Maui vacation. Casual Hawaiian themed decor with all the comforts of home. Spend your vacation as busy -- or as relaxed -- as you'd like. You can explore the island or just stay in and enjoy the fabulous view from...
Beautiful Private Ocean Front Home on Lyman's Bay An enjoyable and peaceful stay
Beautiful Private Ocean Front Home On Lyman's Bay. This home is beautiful beyond description. Located on one of Kona's most beautiful bays and most popular surf spots. The views are spectacular and with the ocean only 20' away from your private Lanai's you need to be...
Maui Kamaole A107: Spacious 1 Br Condo across from Kamaole Beach Park III
Relax in your personal piece of paradise! This spacious one-bedroom condo is located on the ground floor and has a private lanai with peaceful ocean views. This condo will accommodate two people with a queen bed in the bedroom. The fully equipped kitchen is the perfect...
Kahana Villas: Oceanview 2BR Condo w/ AC & Pool
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Oceanfront Oasis – Wraparound Lanai, Chef's Kitchen & Resort Pools Hoʻokipa (hospitality) welcomes you to a luxurious retreat on the serene shores of West Maui....
#105 Seaside Serenity with Comfort
A LITTLE ABOUT THIS CONDO....Polynesian Shores 105: Your Maui Retreat Welcome to Polynesian Shores 105—a cozy ground-level condo designed for comfort and tropical charm. Perfect for up to four guests, it features a king-sized bed, a queen sleeper sofa, and a handy...
RESORT LIVING AT IT'S BEST! GORGOUS DIRECT BEACHFRONT CONDO IN KA'ANAPALI!
MAUI KA'ANAPALI VILLAS (MKV) is known for having many repeat guests that come back year after year! This PRIME beachfront property, is situated between the famous " Black Rock" and Kahekili Beach Park which is also known as Airport Beach.ABOUT THE CONDO...This well...
Deluxe Room w/King Bd, Ocean/Pool views, New Furnishings!, No Resort Fee
Kauai Beach Resort is a 4 Star Hotel property located on the Ocean. My unit is a privately owned room with great views. The view is of the swimming pools and the Pacific Ocean beyond.The amenities at this Boutique Resort include multiple large swimming pools and...
Beautiful 2/2 Townhouse in Princeville, Free WiFi, Cable TV, BBQ, beach gear
1300 ft2, very spacious townhouse, two bedrooms with a king size bed in the open loft-style master bedroom and queen size in the downstairs bedroom. Immerse yourself in the magic of Kauai through this conveniently located townhouse in the heart of the Master Planned...
Luxurious Oceanfront Villa with hot tub, pool, on the North Shore
About this Property:Escape to paradise at our luxurious oceanfront villa on Oahu’s North Shore. Nestled in the serene Turtle Bay area, this stunning 3-bedroom, 2-bathroom retreat offers a perfect blend of comfort and elegance. Just steps from the soft sands and gentle...
Westin Nanea - Full Resort Access - 2 Bedroom Resort View
Nestled along the coast where azure waves kiss golden grains of soft sand lies the incomparable Westin Nanea Ocean Villas Kaanapali. This 4-star condominium resort has an array of amenities, activities, and authentic Hawaiian hospitality to ensure you and your guests...
Luxury Maui Villa with Pool & Amenities
Across the Street from one of the best beaches on Maui!!UPDATE: As of October 2024, this home includes a private fitness center and pickleball court. Have you been dreaming about the ultimate Hawaii family vacation? Do you want a property the is literally steps away...
Kihei Condo: Hale Kamaole #259 - Beautiful Ocean View From Your Lanai
This roomy and comfortable 1140 sq feet upper level condo has 2 bedrooms and 2 baths with a loft and can sleep 6. The unit features a king-size bed in the master bedroom, two twin beds in the downstairs bedroom, and a full-size bed in the loft. The private lanai has a...
Luxury tropical comfortable resort condo in pedestrian/golf/ocean community
Princeville, Kauai 22 acre spacious & uncrowded, tropically groomed award winning eco friendly/green-solar luxury resort property, on end of the road plateau overlooking the ocean. Top 3rd floor living room & master bedroom lanais offer sunrise & sunset beautiful...
Kolea 13D sits on a nice grassy area that is great for children!
From the moment you enter 13D, you will enjoy the expansive view of the greenery and the stylish furnishings. A short walk takes you to an infinity pool, hot tub, children’s pool area, and Anaehoomalu Bay, one of the prettiest beaches in the area... no need to get in...
🏖️Ocean Front | AC | Fantastic Location - Walk To Kona Town | vrKCV
vrKCV - Kona Alii 705, Professionally Managed by Kona Coast VacationsWelcome to your Hawaiian paradise at Kona Ali'i!This recently upgraded 2-bedroom, 2-bath oceanfront condo, adorned with the spirit of Hawai'i, invites you to experience the ultimate vacation retreat....
Quiet condo with lanai - steps from the beach & heated oceanfront pool
Lanikai #212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Bask in the spectacular surroundings of this large, 1,416 sq. ft. condo! It boasts partial ocean views at the small 18...
Maui Resort Rentals: Honua Kai Konea 145, Upgraded Groundfloor Interior, Huge Lawn Area, Steps to Pools/Beach/BBQs!
Enjoy one of the most convenient ground floor locations at Honua Kai in the highly sought interior courtyard of the Konea Tower. Konea 145 is an upgraded two bedroom suite offering a spacious 1315 square feet of living space and convenient interior ground floor access...
THE TREEHOUSE COTTAGE - 30 DAY RENTAL
GET number: GE-182-371-3280-01TAT number: TA-182-371-3280-01This 960 sq ft cottage is nestled at the back of a 2 acre yard on the second floor above an open air garage. The cottage is surrounded by a fair amount of trees that give it a treehouse feel. The cottage layout...
Preferred Golf Fees, Beach Club Access & Family Fun @ Mauna Lani Golf Villas F-2
Spacious Indoor and Outdoor space awaits you in this recently updated 3 bedroom, 3 bath Townhome. Two en-suite bedrooms upstairs and one bedroom with adjacent bath downstairs. All bedrooms have good ventilation and views. Situated on the 10th tee box of world-famous...
Oceanfront In Beautiful Tropical Area, by black sand beach - Oceana Hawaii
Oceana Hawaii Oceanfront upstairs of home on the gorgeous "Red Road" and a short walk to a black sand beach. Quiet and serene yet modern in a natural tropical setting. Wake up looking at the waves, watch a pod of dolphins swim by. Have your coffee on the private outside...
BIG ISLAND HALE PUAKO, Puako Oceanfront Paradise! Spring Special Rates!
SUMMER SPECIAL!:JUNE 1ST THROUGH OCTOBER 31ST, 2025: STAY 7+ NIGHTS GET 1 NIGHT FREEPerfectly sited for dramatic views and private access from the yard to the ocean, this double A-frame home sleeps six in one of the best seaside locations in Puako. Rough-hewn vaulted...
Maui Resort Rentals: Honua Kai Hokulani 418 - Great Value 1BR w/ Partial Ocean & Mountain Views
This luxurious 1BR suite boasts beautiful partial ocean views from its large lanai and a spacious interior outfitted with modern upgraded furniture. One of the hallmarks of suite 418 is its southern exposure which offers morning sunshine and breathtaking views of...
Pali Ke Kua 214 ..Relax, enjoy, soak up the beauty of the north shore!
Pali Ke Kua 214 is a beautiful condo with granite counter tops, cherry wood cabinets, redesigned bathrooms and berber carpeting in the living room and bedrooms. The furniture for the entire condo provides a comfortable, stylish and contemporary look. Come and enjoy...
Ocean View Condo at Maui Kamaole
Welcome to paradise. Imagine enjoying your morning coffee out on the lanai looking directly at the ocean. Watch the boats pass by on their way to Molokini for a snorkeling adventure, the whales, when in season, are also viewable from the Lanai. The kitchen was recently...
Incredible Ocean View, Most Desirable Unit in the Complex
This condo is in one of the most desirable locations in the complex. The Hale Kamaole complex is shaped like a U and this unit is located exactly in the middle of the U providing full unobstructed views of the ocean and a view of the beautifully manicured grounds. A...
Kamaole Sands 5-303 - Contemporary, Ocean Views, Prime Courtyard Location, AC
* * * * * A renovation in unit 5-403 (the unit directly above this unit) is scheduled for 8/15/25 to 10/15/25. During this time there may be noise and debris from this planned project. * * * * *Located on the third floor of highly desirable Building 5, Kamaole Sands...
OCEANFRONT HOME*UNINTERRUPTED*HOT TUB*PRIVATE GEM
Welcome to our exquisite oceanfront home, where you can indulge in breathtaking, uninterrupted 180° views of the Pacific Ocean. This private sanctuary offers a truly unique experience, as you will have exclusive access to your own sandy entrance leading directly to the...
Special Discounted Rates-2 Bedroom 2 Bath-Private Lanais-Cold AC-Five Stars!
Kahana Sunset unit C5 welcomes you with much ALOHA....This unique condo is a beachfront property on the world-famous West Coast of Maui between Kaanapali and Kapalua. Kahana Sunset fronts one of Maui's most romantic white sandy beaches, nestled on protected Keonenui...
PIECE OF PARADISE - Great Location & Rates - Newly Remodeled --5 Star Reviews!!!
Superb location and reasonable rates make this piece of paradise an ideal home base for your Maui explorations. Sunny Kihei is where you can best assure yourself of that vacation of a lifetime. Kamaole Beaches I, II and III (the KAM's) are consistently rated as the best...
Full Oceanfront Beach Condo-Royal Mauian #316 - Breathtaking View of 3 Islands
Amazing VIEWS of 3 Islands from this FULL oceanfront beach condo located in South Kihei. If you want the best...this is it! Royal Mauian Resort #316Watch whales (in season) and turtles feeding on the snorkeling reef from the private lanai.The Royal Mauian was built on a...
Open Suite w/Bath Upgrades – Kamaole Sands 6306
This third floor 818sf villa offers expansive views of our beautiful gardens and partial ocean views. Start the day with Maui coffee on the lanai and end it with dinner prepped at home. Enjoy air conditioning, WiFi, flat screens, DVD, ceiling fans and washer/dryer....
Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!
*Oceanfront, 30 steps to the water's edge*The best snorkeling on island is right outside*Huge ocean views*Whale Watching*Incredible sunsets right out front*Trade wind breezesThe Space:*Split system AC*1bedroom/King size bed*Fully stocked kitchen*Newly renovated...
Great for Families! Partial Ocean/Canal/Diamond Head Views! Pool, Wi-Fi, Prkg
Fairway Villa #2217 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Your Home Away from Home! Enjoy this recently remodeled contemporary two-bedroom, two-bath condo (723 sqft plus 151-sqft lanai) with great views! Sleeps up to...
Incredible Sunrise and Sunset, Luxury & Serenity! Support Ukraine!
Russia invaded Ukraine and carries out war crimes, crimes against humanity and genocide against the people of Ukraine. This is a brutal war of extermination by Russia against Ukraine and it's people. In support of Ukraine, 25 % of our gross booking host payouts (not...
BEST BEACH, Kihei-Wailea, sunsets, turtles, whales, AC. APRIL & May openings
Gorgeous condo, EPIC location, A/CENJOY THE SOUND OF WAVES FROM YOUR LANAI. SEE SPECTACULAR SUNSETS, SANDY WHITE BEACH OVERLOOKING THE OCEAN AND THE ISLAND OF MOLOKINI. TROPICAL VIEWS FROM EVERY WINDOW. MOST PRIVATE UNIT IN THE COMPLEX!Hale Hui Kai is a very special,...
Honolulu Waterfront Oasis
True Hawaiiana at its best! Luxury 3 bedroom 2.5 bath waterfront home with pool, spa, tiki bar, boat dock, two 60 inch flat screen TV's /DVD movie surround systems, Bose outdoor music near pool, granite, slate, and many more upgrade too numerous to mention. Located near...
🏖️AC Included | Beautifully Updated | Ocean Views! | vrKCV
vrKCV - Kona Pacific D524, Professionally Managed by Kona Coast VacationsAC Included, 2 Bedroom, 3 Bathroom with Ocean Views!Aloha! We would love to share our beautifully remodeled condo with you, one of Kona Pacific's finest units! This can be your...
Tropical Turtle Bay Condo - Kuilima Estates East
This newly listed unit features a loft bedroom, with a large kitchen and living room. Unit is located right on the Arnold Palmer golf course and a 5 minute walk or 2 minute drive from Turtle Bay Resort. Enjoy luxury gated community amenities featuring gated access,...