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.
Hale Hapuna - Poipu's Best Ocean and Mountain Views
Whether you’re traveling with a large family or group of friends, Hale Hapuna is the perfect choice. It offers the ideal setting with approximately 5,000 square feet to spread out. Extra spacious living areas offer plenty of room to relax and enjoy each other’s...
Kai Nui - Great Location and Value! Stylish 3br Home with A/C close to beach
Kai Nui is a stylish 2,800 sq. ft., 3 bedroom, 3 bath home located within the Lanai Villas section of the beautiful Poipu Kai Resort Community that was just refreshed in 2022! Located perfectly for those looking to walk to the beach or all of the other Poipu Kai...
Spectacular Princeville Home on Huge Corner Lot with Downstairs Ohana Unit
Situated on one of the largest lots in Princeville, this tropically landscaped & beautifully designed 4BR/3.5BA Princeville corner home can accommodate both large groups and extended families. Features include a centrally located chef's kitchen, hardwood floors...
Casa De Emdeko 210- 1/1 DELUXE SIZED UNIT,REMODELED, AC, OCEAN VIEW, ELEVATOR
This immaculately remodeled Deluxe 1 bedroom at the Casa De Emdeko is truly a Breathtaking Property.Located in the heart of Kailua-Kona, The Casa De Emdeko complex is a spectacular development that offers owners and guests the perfect blend of Hawaiian ambiance with...
Oceanview #105 at Hana Kai Maui - Sweet Studio Unit, Great View and Decor!
“Kaihalulu” – Unit 105 – is an ocean view studio unit located ground floor in the Mauka (upper) building. There is a queen-size bed, a spacious covered lanai with a small dining table and comfy chairs and a great view. The unit has ceramic and laminate floors,...
Hokulani 108 at Honua Kai ~ Upgraded Ground Floor with Lawn & Easy Beach Access
You'll love this updated ground floor, one bedroom one bathroom condo with full access to the Honua Kai Resort's amenities. A spacious syn-grass lawn gives the kids plenty of room to play while you relax and enjoy the fresh ocean air. A short stroll takes you to one of...
2025 Waikoloa Hilton pool pass included 6 guests daily, available through 2025!
Waikoloa Beach Resort on the Big Island of Hawaii has so much to offer from comfort to convenience. This beautiful villa sits inside Waikoloa Beach Villas on the third floor right across from The Waikoloa Queen shops and King shops. Shopping and dining are within...
Honu O Kai (Turtle of the Sea): Lush Oceanview Getaway w/ Heated Pool AC Views
**Honu O Kai (Turtle of the Sea) in Kailua Kona, HI** offers a serene retreat designed for family gatherings or relaxing getaways. This spacious residence features 2,928 sq. ft. of living space and outdoor enjoyment, creating an ideal environment for up to eight...
Luxury Remodeled Ocean View Studio PAPAKEA C207
Stunning Ocean and pool view - Papakea Studio2 beautiful swimming pools, 2 ocean side cabanas and jetted spaPool side BBQs3 tennis courts & 2 putting greensNew AC split units throughout! Walking distance to stores and restaurantsShuffle board Papakea C207 has...
Kona Makai - Ocean View! Gorgeous Sunsets! Beautiful Spacious Condo 2 Lanai’s
The Kona Makai complex is a beautifully maintained & highly sought after Ocean Front Complex located on famous Ali'i Drive, just 1.3 miles from Kona town. This wonderful complex features include, beautifully manicured tropical grounds, Saltwater ocean front pool and...
Hawaii Life Rentals - Kahana Ocean Front
Experience unparalleled oceanfront living in this stunning penthouse at the Valley Isle Resort, Kahana. Residence #804, offered by Hawaii Life Real Esatate Services, boasts breathtaking, unobstructed views of the Pacific Ocean, Molokai, and Lanai islands from every...
Kona Vacay at Keauhou Akahi - on the 9th tee overlooking historic Keauhou Bay.
Floor-to-ceiling windows in every room are open to the gentle ocean and mountain breezes in this bright, airy and beautifully appointed 2nd floor unit on the 9th tee of the Kona Country Club golf course overlooking tranquil Keauhou Bay in the heart of the Keauhou...
Makaha on the Beach-Back in Time =Direct Oceanfront & Cove
Only 1 opening in 2025 & 2026 September available 30 night minimum2027 has 1 July 13th- August 23rd.Located on a Golden Sandy Beach Cove, we are direct Ocean & Cove front. A rare find, one of the few where sea turtles rest daily. You can see the beach & turtles from the...
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...
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...
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 VacationsKona Ali'i #705 – Oceanfront Hawaiian ParadiseWelcome to your Hawaiian paradise at Kona Ali'i #705! This recently upgraded 2-bedroom, 2-bath oceanfront condo captures the spirit of Hawai'i and...
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!
FALL 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...
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...