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.
🏖️Beautiful Ocean View! | Central AC | Serene Surroundings | vrKCV
vrKCV - Nakukui Ekolu, Professionally Managed by Kona Coast Vacations Nakukui Ekolu at Kahakai Estates - The Piece of Mind RetreatDo you need a vacation? Not just a trip, but an actual vacation? That is what you'll find at the Piece of Mind Retreat. If you wanted to,...
Kona Reef D24 - Direct Ocean Front Condo - Private Lanai -nNext to Honl's Beach.
Welcome to our beautifully decorated ocean front condo in paradise - Kona Reef D-24. Our condo is our home away from home, so we respectfully request a maximum of 2 adult guests and no children under 18. Whether this is your first trip to Kailua-Kona or you are a...
Beautiful renovated 1BR - best quality and value
This remodeled, spacious, one-bedroom Maui Eldorado Resort condominium offers comfortable non-smoking accommodation for up to 4 guests. The fully air-conditioned condominium is sparkling with a new kitchen that includes all new stainless steel appliances, new bathroom,...
Jungle view bedroom with private entrance,outdoor private Bali style bathroom
Escape after a long day of exploring our beautiful island to your own private bedroom with a private entrance. You will enjoy a jungle setting with the peaceful sounds of coqui frogs. Step outside to a Bali style open air bathroom that is just a few steps away from your...
Waikoloa Colony Villas, 2 story townhouse on Golf Course!
Beautiful 2 bedroom private villa with tranquil golf course views is the perfect place for a relaxing vacation! Due to covid-19, the property is disinfected and cleaned in preparation for every stay.The Waikoloa Colony Villas is a gated condominium community on the...
Ko Olina Beach Villas 8th Floor (Closest 3 Bedroom To The Ocean)
Aloha, and thank you for your interest in the Beach Villa's at Ko Olina. This property is one of the newest and most exclusive available for rent on the island of Oahu. But more importantly, this is our island home for much of the year. We love it here, and we know you...
Corner Beachfront Delight: Kihei Beach 110 Convenient Ground-Floor Haven!
Kihei Beach Resort #110– Your Corner Beachfront Haven! Welcome to Kihei Beach, a charming six-story beachfront property nestled in North Kihei equipped with an elevator. Enjoy breathtaking views of Kaho'olawe, Molokini, and the sparkling Pacific Ocean in a relaxed,...
STUNNING OCEAN VIEWS, Large and spacious-Top Row Kapalua-Best Rates Available
21T8 is one of the premier villas in the exclusive Kapalua Golf Villas, located among the pine trees of Upper West Maui. Our villa features stunning Pacific Ocean views. Sitting just off one of Kapaluas' two championship golf courses, you can view migrating whales,...
Luxury Golf Villa, Parking Lot Level Entrance, Best Location,Value, and View.
We invite you to relax and enjoy our luxurious Golf Villa which is perfect for two persons who desire a highly upgraded place to stay in Maui. Our spacious Villa has Sweeping Ocean Views from the Island of Lanai to the Island of Molokai. YOU HAVE A CHOICE when visiting...
Kapaa Shore Resort A307, Oceanfront, Walk to Shops, Restaurants, Beaches
Discover unparalleled luxury in this oceanfront haven, Kapaa Shores A307. This top-floor condo (walk-up) provides an exclusive experience with two bedrooms and two bathrooms, 909 square ft of living space, Accommodates up to 4 guests, including children and infants. The...
Maui Sunset B120 Beachfront, Ground Floor, Ocean-View, Families! Amenities! Pool
- Updated ground-floor, oceanfront condo.- Breathtaking, unobstructed sunset views!- Manicured park grounds directly accessed from the unit's lanai.- Tropical landscaping and outdoor pool with an activity desk for booking tours.- 2 bedrooms with sleeping for up to 6...
Local Luxury Living!
Welcome to KaMilo, the upscale private community located in the exclusive Mauna Lani resort community on the Big Island of Hawaii. This stunning gated community offers beautifully appointed luxury homes with golf course views, vaulted ceilings and open floor plans...
High-End, Newly Renovated Villa With Spectacular Views and Walk to Beaches
Enjoy your precious vacation time in a completely renovated, standalone Villa with spectacular ocean, mountain and waterfall views. This home is only a short walk to beaches and snorkeling. Below are some of the amazing features: Views of Ocean from upper lanai and...
Aloha Breeze by AvantStay | Amazing Ocean Views, Game Room, Modern Design
Kick back in the heart of Makaha Valley at Aloha Breeze, a 4BR retreat that puts you 10 minutes from the beaches of Oahu. With a stunning view of tropical mountains and the ocean from your backyard, this modern Hawaiian escape blends style, space, and a beautiful...
Kiahuna Plantation #198 - The Best Beachfront Condominium on Kauai
There is not a Four Seasons Resort on Kauai, so we decided to make our own. Kiahuna Plantation #198 is one of the very few beachfront condominiums available on the island and is the ideal vacation destination for a couple or a family looking for an ultra-rare, relaxing...
Enjoy viewing the photos of your Hale - home away from home
Welcome back to the Aloha State. One thing about the space you cannot see in the pictures is that we clean green, which means no toxic chemicals in your living area. We also installed a Carbon based Water conditioner and scale reducing system using a turbo-tac. This...
No stairs, Central AC, Steps to the pool, Jacuzzi, Gym, 2 car parking
🌺 Aloha to PiliMai 2D 🌺Step into our haven of comfort and beauty, where smiles bloom and rainbows of relaxation await. 🌈Your Home Away from Home:✨ Completed in June 2018, our first-floor sanctuary boasts exquisite travertine tile throughout, providing a touch...
Kailua Beach/Lanikai LUX apartment w/Ocean Views from Rooftop Sun Deck
Tastefully remastered, 1937 cottage + rooftop lanai and BBQ area. The Kailua Beach Hideaway is tucked up on the hillside above the beach park, on a private lane. Ocean, park and Mountain view’s are captured from the rooftop sun deck. The Set Up:Cozy and efficient...
1-bedroom condo in Maunaloa, just 10 minutes from the beach
Escape to the charming town of Maunaloa and experience the ultimate island getaway in this cozy 1-bedroom condo. Nestled in a peaceful setting, this property offers the perfect blend of comfort and convenience for your vacation. As you step inside, you'll be greeted by...
Banyan Tree 300: Gorgeous, New Unit 20 ft from Beach w/ Stunning Ocean Views/AC!
Welcome to your slice of paradise in Kailua-Kona at Banyan Tree, Unit 300! This stunning 2-bedroom, 2-bathroom retreat on famous Banyans Beach offers the ultimate blend of relaxation and adventure. So close to the ocean it feels as though you can touch the water, our...
Nice Large Floor Plan / Pool View Unit B-201
Aloha and welcome to our little piece of paradise! You'll know your vacation has started the moment you step through the front door of this spacious 1048 square-foot/2 bedroom/2 bath condo. The bright Hawaiian fabrics, bamboo and sea grass furniture, and classic...
Luxury + Privacy • Sleeps 10 • Golf Cart Included
Summary:Ka Milo in the Mauna Lani Resort • 68-1122 North Kaniku Drive #119 • 5★ RatedKa Milo 119 is a luxurious townhome located in the highly desirable community of Ka Milo in the Mauna Lani Resort. With two master suites and two additional bedrooms, this...
Bay Club 2 bedroom Villa the heart of Waikoloa Village Beach-Kailua-Kona Coast
Settle into your lovely 2 bedroom villa, one with king sized bed with cable TV, Blu-Ray DVD, Playstation, and bathroom with tub and shower. The second bedroom is furnished with two queen or double beds, and the same amenities and private bathroom. The living room/dining...
Maui Resort Rentals: Honua Kai Konea 718 – Luxurious 2BR Corner Suite w/ Oversized 450+ sq ft Balcony & Beautiful Partial Ocean & Mountain Views!
Konea 718 is a luxurious 7th-floor two-bedroom corner suite and one of the few offerings at Honua Kai that afford views of both the tranquil blue Pacific and the majestic West Maui Mountains. Take in the dramatic scenery while you dine, entertain, or simply relax on the...
Perch - Maui Vista 307: Ocean Palms Oasis | Remodeled, Prime Location
Nestled just across from the ocean and surf spot, this corner unit is a paradise waiting for you! Situated in one of Maui's prime locations, it's steps away from Charley Young Beach and Kamaole Beaches, where turtles often visit. With numerous restaurants, shops, a...
Walk to the beach! North Shore Surf House
Step into your newly remodeled condo (one of the largest on property). Walk to the beach, restaurants and more. Indulge in luxury with 2 private pools, tennis and pickleball courts, and 5+ miles of pristine beaches just moments away. Dive into adventure with surfing,...
Lokelani-a beautiful 3br/3ba home 2 blocks from the beach in Hanalei with AC
TVNCU-1226 TA #189-999-3088-01 - "Heavenly Rose"Lokelani is a spacious and unique home with 3 bedrooms and 3 full baths, sleeping up to 6 people comfortably. The open plan living area sweeps from the kitchen, past the living room (with wall mounted flat screen TV) and...
Live da HI life with views of the ocean and steps to the beach
Ho'onanea is a 5star experience on Maui's South Shore.Take the convenient elevator to this third-floor residence with partial lanai views of both Haleakala and the ocean. Start each day with a cup of Maui coffee and sunrise on the lanai and end with a beautiful sunset,...
Lola Hale, Spacious Upgraded Hawaiiana House, A/C and Hot Tub
New! Lola Hale, now offered through Makana Kauai Properties Welcome to Lola Hale, a long time favorite vacation rental home to many. This beautiful Hawaiiana Home is fully furnished with all the comforts of a personal home and provides comfortable and spacious island...
Reefside Suite at Seaspray Ocean View
Treat yourself to a fabulous ocean view suite. A great place to start your day of adventures on the Big Island. Come home to a dip in the pool and a relaxing night with the sound of waves from Kahalu'u Beach Park. Prepare a meal in this fantastic new kitchen with fusion...
Completely remodeled Whaler on Kaanapali Beach, stunning views of black rock!
Welcome to Whaler 508. This condo is situated in a quiet North Tower location providing stunning ocean & Black Rock views. Admire sunsets, whales, sailboats, and Black Rock torch lighting from your large private shaded lanai. This spacious 1 bedroom/2 bath floorpan...
Kai Lani 14B by Gather: 3BR Resort Townhome w/ Pool & Spa
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Kai Lani 14B by Gather, your...
Discover Paradise at our Waikoloa Village Retreat: Grand Floor upgraded unit.
Contemporary upgraded ground level cozy 1 bedroom with covered lanai with a wet bar looking over the golf course, ready for your relaxing stay. The unit is conveniently located directly across from the communal pool / hot tub.For extra sleeping area, pull out queen in...
Relax in luxury at Maui Sunset B217! King bed, ocean views, and beach comforts!
Spacious 2 bedroom, beachfront condo, recently renovated and beautifully decorated for a fresh, clean, beachy feel. Enter this luxurious open floorplan to hardwood flooring throughout and stunning ocean views from the living room AND kitchen. Huge wall of windows with...
Best Unit/Location w/ Ocean View! Fully Renovated End-Unit!
This is a completely renovated (2018) 2-Bedroom END-unit (one enclosed bedroom and one loft bedroom) in Building 2 of the Maui Vista Condominium complex with a beautiful ocean view! Since it's an end unit, there is an extra window in the living room, and the bedroom...
Privacy and Elegance in Princeville
Escape to tranquility and breathtaking mountain views at Hale Laulea during your Kauai getaway. This stunning 5-bedroom, 4.5-bathroom vacation home, nestled on a peaceful cul-de-sac in a coveted Princeville neighborhood, offers an unparalleled blend of style, comfort,...
Marriott Ko Olina Beach Club Studio -Read Description!
“This is a timeshare. While the amenities and features will be the same, you may not get the exact unit shown in the photos.”Units are assigned at check-in. Some units categorized as "Ocean view" may have obstructed view to the ocean.Welcome to our Marriott Ko Olina...
Ocean Escape
Routine Spray Pest Control 2025 Dates : 5/2, 8/1 & 11/7 between 8am-8:30 am for 15 to 30 minutesGreetings from Maui, and a warm welcome to your very own Maui condominium nestled within a sought-after complex in the vibrant heart of sunny Kihei. We're thrilled to share...
Stunning 2-bedroom Wailea Elua, walk to beach, ocean view!
Welcome to Wailea Elua #101!A spacious 2-bedroom, 2-bath condo in the heart of Wailea’s resort area. Just a 5-minute walk to Ulua Beach, one of Maui’s best for snorkeling and swimming, this home offers a relaxing tropical retreat with ocean and garden views. Walk to...
2Bd/2Ba Townhouse with full kitchen steps away from ocean
End unit townhouse with 2 bedrooms/ 2 bathrooms located in the gated community of Keauhou Kona Surf and Racquet club. Downstairs you will find full size kitchen with granite countertops, living room with large 55 inch Samsung TV with 200 MBPS internet and a full...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Stunning 3rd Floor Interior Courtyard Ocean Views!
This premier tandem offering encompasses two expansive 3rd-floor interior courtyard two-bedroom suites situated directly next door to each other and are the perfect place for your group to gather, reconnect, and celebrate. Occupying a fantastic interior courtyard...
Immaculate and Chic! Come relax in our luxury unit…
Welcome to our villa......First and foremost, our condo is professionally cleaned and disinfected using best-in-class methods and solutions. Your health, safety and comfort is our top priority. The unit has fiber optic 300 mb service, perfect for remote business.Our...
Oceanfront Top Floor Loft-Central AC, Sleep to the Sound of Waves! L-405
Sleep to ocean waves and wake to whales breaching just 25 feet from your lanai. This top-floor penthouse at Papakea is decked in original Hawaiian art and thoughtful upgrades — quartz counters, French-door oven, and a full kitchen built for real cooking. With three...
Special 1/12-3/9/25! Beachfront, 1 BR/1BA apartment. Steps away from the ocean!
Located in central Kihei, nestled in on the northern end of beautiful Halama Street. Family-owned and operated legal short-term rental. This ocean front, 1 bedroom 1 bath unit, has a full kitchen and bathroom. Cozy, quiet, great for couples and small families. There is...
WOW! - WHALER's BEST! - PENTHOUSE -EXQUISITE REMODEL! VIEWS!! 4 BEDS -SLEEPS 6!
Unit 1220 is one of the absolute nicest 1 bedroom units at the Whaler .Enjoy the most spectacular view anywhere in Kaanapali from this total remodeled and professionally decorated Penthouse Unit 1220. This unit is one of the very nicest one bedroom unit at the Whaler....
Oceanfront, remodeled penthouse, sunsets, whales/dolphins, surfers! Free parking
*Gorgeous views from oceanfront lanai *See whales, surfers, dolphins from lanai *Beach/snorkel/surf right outside *4th Floor Penthouse w/ A/C*Stocked kitchen incl air fryer *Covered parking *Oceanfront gas grill *Da Poke Shack in complex*Pack 'N Play/High Chair *Shared...
❤️PiH❤️ The Oasis at Kulalani ★ Tons of Extras ★ Near Pools ★ Bikes ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to 'The Oasis at Kulalani' on the Big Island of Hawaii.Welcome to the newest home in our Hawaiian Luxury Collection. 'The Oasis at Kulalani' is a wonderful almost new exquisite 3 bedroom home in the gated...
🏖️Ocean Views | Gated | Private Infinity Pool | vrKCV
vrKCV - Akoa Place, Professionally Managed by Kona Coast Vacations Akoa Place - A Kahakai Beauty with Unmatched Panoramic ViewsPerched at the top of a luxury gated community, Akoa Place offers breathtaking panoramic views of Kailua Kona's stunning coastline. Imagine...
Ocean Frontage with Mountain Viewsn
Comfortable 1 bedroom apartment in the Iconic Ilikai Hotel and Luxury Suites. This is an owner unit with access to most of the hotel amenities. Parking in the building is by paid valet only, but there is also self parking available in the marina.The building has 2...
FULL OCEAN VIEW CLEAN SPACIOUS HIGH END REMODELED A/C IN LIVING + BEDROOMS
Remodeled, spacious condo with high ceilings located at Hale Kamaole opposite Kamaole III State Park and Beach. Great for two couples or a family of five. The open loft area sleeps one adult/child in a twin bed. The open staircase does not make it suitable for toddlers....