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.
Turtle Bay Top Floor Studio unit 164 @ Kuilima West
North Shore Escape at Turtle Bay | Kuilima Collection Loft StudioDiscover the authentic North Shore Oʻahu lifestyle at this cozy Kuilima Collection studio loft, located in the heart of the iconic Turtle Bay Resort area. Nestled alongside the lush fairways of the Fazio...
Gorgeous Over the Ocean Lanai - 1 Bedroom, Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #801** For your health and safety, we utilize additional Sterilization procedures between reservations.8th Floor, Direct Ocean View - 1 Bedroom Suite With Full KitchenOceanfront condo, Remodeled kitchen, stainless...
Maui Spacious Ocean Front: Amazing Sea Turtle Views *Island Sands 606*
Cooling breeze throughout the condo in living room and both bedrooms! This 6th story unit offers gorgeous views of the ocean, Sea Turtle sanctuary, Haleakala and peaceful Maalaea Bay that you can enjoy on your large, shady, private lanai which is accessible from the...
New Listing! Unwind in Napili, as sunsets await
Welcome to Napili Shores B109, a cozy 1-bedroom, 1-bathroom ground-floor condo nestled in the heart of Napili on beautiful West Maui. This charming retreat comfortably accommodates up to 4 guests and features split air conditioning, ceiling fans, and high-speed...
Renovated adjoining studio rooms for up to six guests in Waikiki
Unit Description:Walk to Waikiki beach, Ala Moana mall, convention center, restaurants, shops and many other Waikiki attractions in this newly renovated unit. Unit comes with wifi internet, cable TV, window air conditioning, microwave, toaster, hair dryer, iron, soap,...
Luxury 2-Story Oceanfront Condo w/ Views & Pool
Enjoy the sound of the ocean waves, watching for sea turtles and whales, while admiring incredible sunsets & sunrises in this two-story, oceanfront condo. A beautiful corner unit, Kapaa retreat with a large lanai and built-in grill that overlooks the palms, mountains,...
Kona Mansions#229 Top Floor, 2 story Unit w/Ocean views & Air Conditioning
Knutson & Associates is proud to be representing a spectacular condo!Kona Mansions#229 is a wonderfully appointed property that has a phenomenal location. Stunning ocean views, just steps from lively nightlife and the best of Island fare, this 2 bed, 1½ bath,...
Exceptional Ground Level Retreat: Kihei Surfside #102 – Stunning Pacific Views!
Kihei Surfside #102 – Stylish Ground-Floor Ocean View Condo with Recent UpgradesDiscover the best of coastal living at Kihei Surfside #102, a beautifully updated ground-floor condo offering ocean views and easy beach access. This 1-bedroom, 1.5-bathroom unit sleeps up...
Hale Kuapapa | Ko Olina | Desirable Walk-Out On Ground Floor!
Summary:Welcome to Hale Kuapapa in Ko Olina! Enter this stunning, open-air condo with a glass wall that slides to a private, marble patio exposed to manicured landscaping. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:As one of the...
'Star of Hawaii' Beachside, Pool, Steps to Beach - Great for Families
To comply with Honolulu vacation rental rules, we only rent once in a 30-day period. You may inquire about a shorter stay if our calendar is open for a full 30 days.Please request dates that you would like to book, and we will reply.Warmest Aloha ........You have found...
Luxe Life on the Ocean’s Edge w/Wraparound Lanai, Kitchen–Waikīkī Shore 500
Embrace paradise with the Pacific at your doorstep! Gorgeous ocean vistas sweep into this spacious 1,190 sq ft open-style corner suite with wrap-around lanai off the living area and master and guest bedrooms. Prepare farmer’s market fare in the full kitchen to share at...
Maui Resort Rentals: Honua Kai Konea 438 – Luxurious 1BR Suite w/ Upgraded Interior and Tranquil, Private Location
Konea 438 is a luxurious one bedroom suite that offers glimpses of the Pacific Ocean and Honua Kai's lush grounds. You will enjoy relaxing in the suite's upgraded interior or on the spacious lanai because this suite has one of the most tranquil, private locations at the...
Private Tranquil Tropical Garden Getaway with Saltwater Pool on Kauai!
Welcome to Kauai’s sunny South Shore—your peaceful retreat at Waikomo Stream Villas, a true hidden gem. Nestled in lush, tropical surroundings, this charming resort is set among banyan trees, colorful Hawaiian flowers, and a winding island stream that creates a serene,...
Enchanting oceanfront condo with pool, views & high-speed WiFi
Kona Bali Kai #310Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Prepare for true oceanfront living - the stunning views from this condo's private lanai have to be seen to be...
🏖️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 This newly updated (in February 2023) 1-bedroom, 1-bath ground floor condo is the perfect place for you and a loved one to spend your dream Maui vacation! Maui Eldorado H107 sleeps 4...
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...
50% drop in price 2 bedroom Westin Kaanapali Ocean ResortVilla's12/31/23-1/7/24
Imagine waking up to palm trees swaying and the ocean's sound, straight out of a dream! Paradise, Whales, Sea Turtles, and Rainbows.Indulge yourself in the ultimate getaway! Whether you prefer the beach, the pool, or shopping downtown. The Westin has almost everything...
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...
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...
Kuilima Estates West - remodeled 2 bedroom ( 2nd bedroom is large loft)
Remodeled 2 bedroom ( 2nd bedroom is large loft) beautiful condo with 2 full bathrooms. We are in Kuilima Estates West, which is next to , but not a part of, the Turtle Bay resort. We have 3 pools for your use. We also have tennis and pickleball courts, miles of walking...
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- Dining...