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.
Island furnishings add to the tropical ambience of this studio-style condo.
Attractive island furnishings add to the tropical ambience of this comfortable, studio-style condo. Its convenient, ground-floor location lets you easily step out for a stroll in the garden beyond your lanai. A few steps away is the pool where you can lounge in the warm...
🏖️Direct Ocean Front | Upgraded Unit | Free Concierge | vrKCV
vrKCV - Sea Village 4307, Professionally Managed by Kona Coast VacationsExperience Absolute Oceanfront Living at Sea Village!This 2-bedroom, 2-bathroom condo is situated on the third floor of the oceanfront Sea Village complex, offering unparalleled ocean views right...
EL H107 Updated Kaanapali 1BD Pool AC Beach Cabana
Eldorado H107 Newly Updated Spacious Ground Floor w/ Pools Near The Beach in Kaanapali FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm...
ALOHA-WAIKIKI 2 blks 2 BEACH - KING BED! 49
Upgraded cozy and quaint unit awaits you just two blocks from the beach! All you need in Waikiki: king bed, kitchenette, cable TV, and Wi-Fi internet, along with not just one, but two balconies to ensure access to nice tropical breezes.Within our CLEAN PRIVATE unit,...
2 Bedroom 2 Bath Upgraded Oceanfront Penthouse
You have just found your own penthouse on the top ocean front corner with panoramic ocean views from every room. Be sure to see the Virtual Video Tour. The link is the arrow or partial image to the left of the main picture above. This is one of only of a few two bedroom...
Bright and beautiful condo with pool, hot tub, gym, patio, grill, & WiFi
Pili Mai 1LOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'On the gorgeous island of Kauai lies your dream Hawaiian getaway. Find yourself immersed in a green, lush paradise with...
Upgraded Spacious Corner Unit – Beautiful Ocean View
Aloha and welcome to our condo at the Waikiki Banyan, a premier resort located one block from Waikiki beach. Our suite is a corner unit on the 12th floor of Tower 1, facing the ocean and Diamond Head.We have equipped this condo for our own occasional vacation use with...
Holomakani Retreat: Your Ohana's Hale (Home) by Kaanapali Beach
This is a legally permitted vacation rental according to the County of Maui ordinances.Ocean Views, Private Pool & Spa, Steps to Kaanapali Beach – Your Maui Paradise Awaits E komo mai (welcome) to your island sanctuary, where the beauty of Maui and the spirit of aloha...
Ilikai 1827 Ocean / Sunset / Marina Views 2 Double Beds, Sofa Bed
OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. AC, WIFI. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully Furnished & Appointed....
Oceanfront Kahana Reef 217: Unbeatable Views & Comforts!
Kahana Reef 217 is an oceanfront condo with an unbeatable location just yards away from the Pacific Ocean and featuring all the comforts of a home away from home. The condo includes a portable AC unit in the living room, along with the naturally cool ocean breezes that...
Hale Hui Kai 306 Two bedroom Two bath with Ocean View
This private condo is on the third floor of the south side of the building ...about 50 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and...
Stunning ocean views guest house in Kona Paradise, quiet & safe neighborhood.
Kona Paradise is located towards the south part of the island, 45 mins from Kona, offering stunning views to the ocean, and a quiet neighborhood.The house is surrounded by gardens, and in a cul de sac, so tranquility and peace is a guarantee.Has its own beach where you...
Sunny top floor condo, 10 minute walk from Wailea beaches
This spacious, quiet, bright second floor condo has high vaulted ceilings and a large living/dining area that creates a large, bright, and airy feel. Sunlight streams in through the sliding glass doors in the mornings, and you can leave the screens open to enjoy the...
Top floor, end unit, amazing ocean views, sleeps 8!nGreatly reduced price!
This condo is located in the Maui Hill Resort in South Kihei, HI. The resort has amazing grounds with a beautiful pool, whirlpool tub, putting green, bocci ball court, shuffleboard courts, tennis court. Gas BBQ grill located right outside the unit at the foot of the...
Kauai Exclusive - Regency at Poipu Kai 114 - Ground Floor Suite w/ AC!
Regency at Poipu Kai 114 is an air conditioned, ground floor suite located just steps to the pool. This 2-bedroom, 2-bath suite is great families and walking distance to the beach. This stunning condo has been upgraded throughout and is one of the few air-conditioned...
NEWLY REMODELED-GROUND FLOOR-LARGE LANAI-OCEAN VIEWS-AC-METICULOUS CLEANING
Book with confidence this newly remodeled 1 bedroom, 2 bathroom (818 sq ft.) condo at Kamaole Sands. 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....
Hale Kona Kai 212 - Absolute Oceanfront condo with large wraparound lanai
Welcome to Hale Kona Kai 212, a beautiful oceanfront corner condo with wraparound lanai, located on the Kona Coast in the heart of Kailua Kona, Hawaii. This stunning property offers an unparalleled experience with its absolute oceanfront position, providing guests with...
Panoramic ocean views and neighboring islands
Step inside Mahana 517, a 1-bedroom, 1-bath, 5th-floor condo that offers direct ocean views, an in-unit washer and dryer, and a central air conditioning system. This property has elevators. Unit 517 can accommodate up to 4 guests. The master bedroom features a king-size...
BEAUTIFUL OCEANFRONT CONDO
Relax and enjoy this beautifully decorated, spacious top floor apartment with stunning views on three sides. Floor to ceiling sheer curtains and giant slide-open screen doors lead to lanai with perfect ocean views. Open lounge and kitchen with wooden cabinets and...
Sweet Blue Hawaii! Ocean View! No resort Fee!
Welcome to our Sweet Blue Hawaii! Newly remodeled, and decorated with pieces from local artists! This cozy studio is situated in the heart of Waikiki, 2 minutes walk from one of the most famous beaches in the world! The studio comes with everything you need to enjoy a...
Heavenly Hana Paradise, spacious studio apartment at the end of the Road to Hana
The Ho'okipa Surf Suite Studio at Heavenly Hana Paradise features a private lanai and entrance, surrounded by fresh ginger, gardenia, and tropical greenery. The en suite bathroom includes plush bath towels, hand towels, complementary toiletries, and beach towels.Air...
Wonderful home at Puu Poa w/stunning Bali Hai views, shared pool, private W/D
Panoramic Ocean Views at Pu'u Poa 212Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Pu’u Poa Unit 212 in Princeville, Kauai, has unequaled views and an elegant, open, and bright...
Steps to ocean,surfing /5 Min to downtown/Central AC/Pool
IMPORTANT:This is a cozy smaller complex with a family feeling. It's not a fancy resort.View: This is NOT an ocean view unit. The unit faces a wooded area.Noise: You can hear waves, island roosters, and occasional cars. This is a condo, so potentially, you can hear the...
Luxury Condo- Across The Street From The Beach! Free WIFI
Absolutely the best kept secret in Kihei. Kihei garden estates is only 18 minute drive from Kahului (ogg) airport. Come and enjoy the aloha from this beautiful completely renovated ground floor condo. Beautiful new floor tiles, granite counter tops, custom cabinets,...
Kiahuna Paradise @ Poipu with 2 AC units nFamily size condo with patio
Welcome to KIAHUNA PARADISE!Kiahuna plantation unit 233 in bldg. 36 .Newly Renovated One-Bedroom Hawaii Condo Retreat-Your Island Paradise AwaitsYou are a very short walk away the beach, 150 yards actually. This condo is located on the ground floor, Poipu beach is...
Beautiful 2 bedroom Duplex between Hilo and Puna
The Ho'okele Duplex is a wonderful base within an hour of all the main attractions on the East Side of the Big Islands; Volcano National Park, the Hot Ponds along the Red Road, the charming towns of Hilo and Puna/ Pahoa, smoking lave tubes, and some of the newest...
Direct Ocean Front, A102 awaits you!
A LITTLE ABOUT THIS CONDO...Lokelani A102 - This grown floor condo, is a perfect getaway, the minute you step inside and your feet hit the cool floor you will feel right at home. Come kick back in the island style decor living room, feel the cool breeze of the ceiling...
Maui Sunset Vacation Rentals B509
5th floor ocean view, quite location! Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. New flooring throughout 2023Large private condominium apartment at the resort condominium complex on the beach in sunny...
Gorgeous Updated Oceanfront 3 bedroom @ Menehune Shoresn
Welcome to Menehune Shores 218. This beautifully updated coastal condo features 3 bedrooms, 2 bathrooms & a private lanai. The condo can accommodate up to 8 people & has AC in every room. Admire breathtaking oceanviews, sunsets, sailboats, kite surfing, & whale...
Beautiful Oceanview Condo! Maui Sunset A408
Enjoy ocean views and magnificent sunsets from your lanai! Bright, spacious and fully equipped condo in one of the premier South Maui Resorts with the most beautiful grounds. Many amenities onsite including large pool, hot tub, BBQs, tennis/pickle ball courts, excursion...
POIPU - MANUALOHOA #506; ENJOY THE VIEWS !
Spend your day at the beach, out hiking or golfing then back to the condo for a beautiful sunset and BBQ ! Spacious, airy 2 bedroom, 2.5 bath condo with fantastic ocean and mountain views. A short walk down the greenbelt path to both Brennecke's and Poipu beaches and a...
Polynesian Shores 222
A LITTLE BIT ABOUT THIS CONDO.....Dreaming of Maui’s perfect weather and alluring blue ocean? Polynesian Shores 222 brings it all to life! This enchanting two-bedroom condo accommodates up to six guests, featuring cozy queen-sized beds and a convenient queen sofa...
Waikiki renovated modern studio
A brand new apartment,Newly renovated, clean beach studio offers all you need for a Waikiki getaway. A Queen size mattress ensures you a the best night of sleep. The kitchenette features a microwave, fridge, cooktop,toaster, and coffeepot.Fully stocked with...
Full Kitchen Free WiFi, Garage Park, 2 OceanView Pools, Royal Sea Cliff #1 Kona
ROYAL SEA CLIFF RESORT, KAILUA KONA An architectural masterpiece that cascades down from an ancient lava-flow bluff to a wide swath of the best pristine oceanfront in Hawaii. Horizon Ocean Views of Local Fisherman, Cruise Ships, Whales and Dolphins, Surfers, and...
World Class Snorkeling, Dining and Shopping! Perfect Location
Located in the heart of Kaanapali, this Whaler condo enjoys some of the best Maui has to offer. This beautiful condo is a perfect location to map out your adventures for the day. Hawaii's best beaching, snorkeling, surfing, boogie boarding, scuba diving, kayaking, and...
Lucious Green Golf Course-MT Views at Canal House w/Washer-Dryer & Parking
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Canal House Located at 2611 Ala Wai Blvd on the 20th FloorLiving Room (598 Sqft):- Full Size Sofa Bed-...
Hale Kamaole 325 newly renovated condo, easy access to best beaches on Maui!
This beautifully remodeled condominium is professionally designed and includes upgraded air conditioning in the living room (September 2019/split system), a large screen SmartTV (52"), GE Profile series appliances, quartz countertops, West Elm furniture and a fully...
Hale Kamaole 266 Second floor condo, easy access to best beach on Maui!
Beautiful Ocean & mountain views and just steps away from the family friendly Kamaole Beach III. This top floor condo with two bedrooms and loft, has recently been updated with new carpeting and new paint. Master bedroom has a new king bed, downstairs bedroom has two...
Includes Mauna Lani Beach Club Pass. Fairways at Mauna Lani 606
This vacation rental is professionally managed by ResorticaHawaii Fairways at Mauna Lani 606. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom One Queen BedMauna Lani Beach Club...
Maalaea Banyans 411 - Modern Renovation, Direct Ocean Front, Incredible View, AC
Sleep to the sound of the lapping surf on the shore below Maalaea Banyans 411, which features forever, spectacular penthouse level ocean views from the living room and lanai. Located beach front adjacent to picturesque Maalaea Harbor, this property has a stretch of...
Oceanfront Beach House - Spectacular Views & Privacy
This beautiful ocean front Hawaiian-style beach house commands a spectacular 220 degree view of the ocean from every room and especially from its spacious ocean front lanai. This is Hawaii at it's best. Your own secluded beach spectacular ocean views. We're on a small...
Deluxe OCEANVIEW and Gorgeous 2 Bedroom 2 Bathroom LOFT
Oceanfront Elegance: Spacious Maui Condo with Loft and Stunning ViewsPrepare to be captivated from the moment you step into this breathtaking fourth-floor condo, where panoramic ocean views welcome you from the beautiful lanai. This luxurious loft-style retreat features...
SUNSET VIEWS*FULLY REMODELED Beachy Decor!
Welcome to your dream Maui getaway! This inviting rental offers a perfect blend of comfort and style, featuring 1 bedroom and 1 bathroom to accommodate up to 4 guests. Relax in the spacious bedroom, adorned with a queen bed, or unfold the pullout sofa in the living area...
Sixth floor, oceanfront condo w/assigned parking & incredible beach views
Hololani A603Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready for a retreat? This fabulous condo is equipped and ready for your Maui getaway. Gaze out all the way to Molokai and...
Picture Perfect Oceanfront Condo at Mana Kai Resort
Hawaii Tax ID: TA-078-732-6976-01TMK: 390040230067Beautifully remodeled two bedroom in the desirable South Kihei area! Enjoy breathtaking Oceanfront views right from your lanai, see whales and turtles as you dine and relax in your home away from...
South Shore Ocean View 1 BR Condo Poipu Sands 112 Close to the Beach Upgrades
Life is a Beach at this beautiful south shore condo, located on the ground floor just a short walk from the Shipwreck beach. With newly upgraded appliances, bed and mattress, master bath vanity and cabinets, paint, Wi-Fi, cable, and Flat Screen TV. It's not too late to...
Halii Kai Waikoloa 2B-Private Ground-Floor, Golf Discount & Oceanfront Club!
Indulge in a premium golf experience with our exclusive GOLD GOLF KINGS' CLUB membership, offering discounted rates and access to one of Big Island's top resorts.Waikoloa 2B condo features a spacious private master bedroom with an en-suite bathroom, a guest bedroom with...
Reduced rates at Modern North Shore Getaway w/ AC!
Enjoy the best of Kauai’s North Shore at this beautifully updated condo in Princeville—one of the island’s most desirable communities! Surrounded by lush gardens and tropical scenery, this ground-floor retreat at The Plantation at Princeville features a spacious...
Luxurious condo with 2nd floor ocean & whale watching view, wifi, cable TV, DVD
With a unique, luxurious remodel, you'll appreciate what has been described as the nicest unit in the complex. Don't settle for just anything when you can make that Maui vacation a truly lasting memory.The unit has king- and queen-size beds and a sleeper sofa, robes for...
Perch - Oceanfront Tranquility: 1BR Condo w/ Views
Experience the ultimate in oceanfront living at this luxurious condo unit at the Aston Mahana at Kaanapali. Renowned for its breathtaking Pacific Ocean views, this resort offers a tranquil escape on Maui's stunning shores. This spacious one-bedroom suite on the 10th...