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.
Gorgeous studio apartment on the Hamakua Coast 6 minutes to downtown Hilo. 99/nt
Nicely furnished, recently remodeled large (5-600 SF) Studio unit on a beautiful gorge with nearby waterfall and swimming pond. Unit has own kitchen, full private bath, shared yard, laundry, outdoor shower, sauna & hot tub. Also has cable TV & Wi-Fi and private...
Paradise by the beach
This is a beautiful 5 bed, 3 bath home that sleeps 12. It is located just steps from famous Hukilau Beach, and within walking distance from BYU Hawaii. There is a washer and dryer, two living rooms, office and much more. Enjoy a sunrise stroll on the beach, spend the...
★Star Honeymoon Lookout - PRIVATE HOT TUB + ACCESS TO POOL + New Central AC✔
Escape to the unspoiled north shore of Maui and discover the beauty of the Road to Hana with Star Lookout as your base. This private oasis offers breathtaking views, waterfalls, and lush rainforests just moments from your doorstep. After a day of adventure, return to...
Sunny Central Condo: Lanai & Community Pool Access
Ready for a taste of island living? Pack your bags for a fun-filled trip to the heart of Kona when you stay at this 1-bedroom, 1-bath vacation rental! This tropical condo features everything you need to settle in and relax including a screened-in lanai, stylish...
Spectacular Ocean View Maui Hideaway H207
H-207 is the largest floor plan at Maui Kamaole, providing two large king bedded suites, ideal for two couples or families up to 6 persons. The floor plan is also the widest, enhancing it's already unmatched view. Located up the grass hill, on the front row of the...
Bamboo Waikiki #210. Spacious studio located in a tropical oasis.
Bamboo Waikiki #210. Studio condo with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, (1) Twin sofa sleeper; Sleeps 5.Spacious studio located in a tropical oasis in the heart of Waikiki. Bright open space...
🏖️Ocean View | Private Pool | AC in Bedrooms | vrKCV
🏖️vrKCV - Kawena 5, Professionally Managed by Kona Coast Vacations🏖️ Experience the exquisite natural beauty of the Big Island. This beautiful 2008 home is located in an extremely quiet neighborhood in Kona. There are 5 bedrooms – each with a king size bed...
Amazing Oceanview 1-Bdrm/1-Bath Maui at Papakea Kaanapali
Let the sound of the surf lull you to sleep and wake up in paradise! This spectacular second floor oceanview unit features breathtaking views of the island of Molokai from the lanai. Our condo is only steps from the water's edge and offers direct access to world-famous...
Mo Snell's Coffee Farm House
STRV 19-350348 NUC-19-0481Mo Snell's Kona Coffee Farm is located on the historic Mamalahoa Highway on the Kona Coffee Belt. The half-acre coffee orchard of two hundred trees surrounds two beautiful custom designed and built structures: the one bedroom farm house and a...
Maui is calling....it's a great time to take a trip!
You will really enjoy our condo, wake up and fall asleep to the lull of ocean sounds. View the water from almost every part of the condo. There is a clean and well equipped kitchen with full size range and refrigerator for your convenience. An outdoor BBQ grilling area...
2 Bedroom Luxury Condo at the Terrace. Walk to beach & Hotel; openings Sept-Oct
Our luxury condo (F101 at the Mauna Lani Terrace) is walking distance (5 min) from the new Auberge Mauna Lani Resort, with nearby restaurants, tennis, and golf facilities. It’s a short walk (10 min) to one of the Islands best beaches with snorkeling, paddle boarding,...
The Phoenix House - Epic Tiny Home GEM on Volcanic Lava Field
Come celebrate your Life & new beginnings at the acclaimed Phoenix House! Featured in countless media around the world, this epic, off-grid tiny home creation at the feet of an active Volcano has won the hearts of countless international visitors.. Enjoy a magic,...
A317 Best Maui Sunset unit beautifully remodeled. 2 BR w/ Ocean Views
Spectacular Ocean View Condo w/ Balcony, Pool/Hot Tub/Tennis, Free WiFi!E Komo Mai! (Welcome) to the luxurious Maui Sunset A317. Come stay in the sunniest part of Maui in this recently-updated two bedroom, two bathroom Kihei condo that is located right at the beach....
GREAT RATE! ($199 ea for 7 nights) this APRIL, ~ Platinum Maui Vacations ~ TROPICAL OASIS
Welcome to one of a few exclusive Ohana members of Platinum Maui Vacations. We call this Kapalua Golf Villa, Hale O Maluhia. A Hawaiian phrase which translates to English to 'Home of Serenity'.The few villas in the program not only meet certain design and amenity...
Mesmerizing Oceanfront 2 Bedroom | 2 Bathroom with Central Air
Lanikai 134 – Mesmerizing Oceanfront Top-Floor Retreat with Central A/CWelcome to Lanikai 134, a spacious third-floor oceanfront condo offering breathtaking views of Wailua Bay and cool comfort with central A/C throughout. With two bedrooms, two bathrooms, and a...
Ko'olina Beach Villa. Steps to the pool and beach!
Amazing beachfront condo in the Ko'Olina resort overlooking swimming pool with beautiful pool and sunset views! Pristine residence features spacious living area and lanai with pocket sliding doors. Enjoy home cooked meals in your gourmet kitchen with island granite...
Oceanfront-Paradise on the North Shore
If you are looking for a private, romantic location this is it!Our oceanfront unit is the premier unit in the Mokuleia Beach Colony and is 20 feet from the water. This 900 sq ft home has been in our family for decades and we are now offering it for rent on a limited...
GREAT VALUE! Huge Upgraded 765 Sqft 1 Bed TOP FLOOR Penthouse! 5 star AVG RATING
WHY RENT MY CONDO? - View from the lanai looks to the beautiful West Maui mountains- SIGNIFICANT savings versus booking directly with the resort- Superior customer service with a long track record of happy guests! Over 80 reviews (4.9 star average) and many repeat...
Includes Hilton Pool Pass thru 2025. Waikoloa Colony Villas 304
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Colony Villas 304Please scroll down for detailed informationHilton Pool Pass: Valid for stays through December 31, 2025. Maximum 6 persons per pass (children under the age of 5 are not counted...
Single family home on KoOlina Golf course!
Luxury living at Ko'olina Golf Estates #6. This single level, single family home has a beautiful open floor plan located on the 10th hole of world famous Ko'olina Golf course. This home is highly upgraded with french doors, crown molding, wolf and sub- zero appliances...
Ultimate Luxury Resort Vacation- Island Oasis Villa has a lap pool and minature golf course
Welcome to our new ISLAND OASIS VILLA! Experience the ultimate Hawaiian resort vacation where luxury meets comfort. Our villa is thoughtfully designed to provide you with every imaginable convenience. From a private putt-putt course and a lush edible garden featuring...
Hawaiian paradise at Kona Isle
Newly remodeled, easily accessible and desirable ground floor condo in the beautiful Kona Isle property. Located just steps away from a solar heated pool, ocean front lounge and BBQ area along the rocky shore. Where you can spend the day relaxing in the sun or shade...
Hale Kamaole 174 Ground floor condo, easy access to best beach on Maui!
This Fabulous, Maui Vacation Rental unit #174, has it all. The owners of this condo also owns unit 176, both of which have been completely remodeled from top to bottom recently. Occupancy of these units is limited to only 2 adults. Ocean & garden views from the well...
Honolii Black Sand Beach Vacation Rental
The best of East Hawaii, Hilo vacation rental on Honolii Beach Road. Our Hilo rental is Quiet, clean and comfortable. This Hilo vacation condo is across the street from Honolii Beach Park (best surfing beach in East Hawaii and beautiful black sand beach).This open,...
Ocean-View Studio, Steps from Beaches In Sunny Poipu
HAWAII SAFE TRAVELS: Please check with any and all Hawaii government websites for any updates on health and safety requirements for travel to Hawaii.IMPORTANT: LOOK INTO OBTAINING TRAVEL INSURANCE! My cancellation policy is FIRM and there will be no refunds outside of...
36TH FLOOR SPECTACULAR OCEAN VIEW! LARGE CORNER UNIT
Located only 1 block from world famous Waikiki Beach, this ocean facing, large corner unit with lanai and extra windows on the 36th floor, has panoramic views of the ocean, beach, pool, and Diamond Head, not to mention the sunrise and sunset views. Breathtaking! Our...
❤️PiH❤️ HAWAIIAN DREAM ★Free Hilton Pool & Waterslide Passes ★ Private Beach Club
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hawaiian Dream Villa, part of our Hawaiian Luxury Collection. Hawaiian Dream Villa at KaMilo is a wonderful 3 bedroom home.We know our Guests look forward to an exceptional experience from the moment you start...
❤️PiH❤️ HARMONY VILLA ★ Hilton Pool & Waterslide Passes ★ 3 Full Bathrooms ★ Bikes
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Harmony Villa, part of our Hawaiian Luxury Collection. Harmony Villa at KaMilo is a wonderful 3 bedroom, single-level home.We know our Guests look forward to an exceptional experience from the moment you start...
Beautiful 2 Bdrm Oceanfront Kihei Condo! Great December rates!!
Beautifully remodeled and freshly painted building exterior, this luxurious unit (2nd floor, #203) features natural stone flooring throughout. Tastefully decorated in casually elegant island style, you will enjoy cooking in our well-appointed kitchen with granite...
nOcean View ! Steps to beach, shops , restaurants !
Bright, clean and comfortable, contemporary and uncluttered with a great view of the ocean and the lush tropical gardens below.This is a very well renovated one bed/one bath unit in KA building C, nicely furnished and well outfitted. Being up higher on the fifth floor,...
405 – Lovely Oceanfront Unit With Amazing Views!
This fourth floor, remodeled oceanfront condo at the Kihei Surfside Resort is located on the sought after ocean side of the elevator. It has a great ocean view from the kitchen, living room, dining area and lanai. It is a one bedroom, one and one half bath unit (680 sq...
Kihei Garden Estates C-105 - Stunning Renovation, AC, Steps from the Beach!
The new roof project will take place on building C from 7/14 to 7/23 and over the pool area from 7/18/25 to 7/27/25. During this time there will be noise and debris surrounding the building.------------------------------------Welcome to Kihei Garden Estates C-105, where...
Golf course views, 1bd with luxurious finishes
Kapalua Golf Villa 12V1 is a newly renovated 1-bedroom, 1.5-bathroom condo with world-class golf course views. The kitchen and dining area feature new cabinetry, stainless steel appliances, and granite countertops. The bedroom offers a comfortable king-size bed, a TV,...
Ocean & mountain view home in amazing setting with pool - walk to Anini Beach
View House TowerOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With incredible views that reach the ocean, pool, and Kauai's famous green mountains - on all four sides, this home is...
Oceanfront remodeled condo with panoramic views, pool & grill access, with WiFi
Maalaea Kai 416Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Indulge in a world of captivating activities during your stay at Maalaea Kai 416! Every day you'll be able to delight...
Waterfall House - Private House Overlooking the Ocean!
Located in Haiku, this private vacation residence is perched on the edge of a three-hundred-foot cliff with a breathtaking views of the Maui north shore coast. A welcomed refuge for couples on vacation or newlyweds on honeymoon, guests have access to a private hot tub,...
🏖️Beautiful Oceanfront Condo | Steps from Beach | Small 6-Unit Complex | vrKCV
vrKCV - Hale Pohaku 1, Professionally Managed by Kona Coast VacationsWelcome to Hale Pohaku 1 – Your Oceanfront Paradise!Step into your perfect island retreat at Hale Pohaku, a luxurious 2-bedroom, 2-bathroom oceanfront condo on the beautiful Kona Coast. With 1,161...
SWIM WITH MANY TURTLES! #109 CORNER UNIT
Oceanfront Honokeana Cove 2 Br / 2 Ba Ground Floor End Unit. You are just a few steps to the ocean for awesome snorkeling with an abundance of green sea turtles, or swimming in the heated pool, cooking on the oceanfront gas BBQs, watching seasonal whales from your...
Spacious, Waterfront Condo in the Kanaloa at Kona Resort. 3 Pools, Central A/C.
(To watch a virtual photo tour; please go to the photo tour and look for the video start arrow on one of the photos.)Overview of LocationWe would love to have you stay in our remodeled and redecorated condo at the beautiful 18 acre, Four-Star Kanaloa at Kona Resort. Our...
Immaculate maintained Turtle Bay Condo - Kuilima Estates West
ALOHA! Perfect North Shore getaway! This surf inspired condo is bright and clean, and stocked with all you should need for a great stay! Located in the Turtle Bay Area, it's very close to beaches (about a 5 minute walk), golf coarse, and some amazing restaurants. This...
Special Rates! Lush Garden Views! Maui Banyan H205
Your dream vacation awaits you on the Island of Maui in this beautifully upgraded condominium located across the street from Kamaole II Beach Park. Surrounded by lush tropical landscape, Maui Banyan is just steps away from restaurants, shops, and ocean...
Family Condo with Queen Beds & Ocean Views from 3 Lanais!
Centrally-located and recently renovated 2 bedroom, 2 bathroom condo minutes from the airport and walking distance to restaurants and bars. With two queen beds and two twin cots your whole family will enjoy watching cruise ships from any of the three lanais. Grab the...
Villas By The Cove, Villa 8 · 1 Bedroom Villa with Ocean Views, Steps to Beach
Villa 8 at Villas By The Cove is a 1 bedroom villa just steps from beautiful white sand beaches. Charming, convenient, and clean, this 700 sq. ft. unit offers privacy and comfort set back in a tropical lush garden filled with mango and palm trees. Villa 8 sleeps 2...
Great Princeville location across from Queen's Bath
Spacious 3 bedroom 2 bathroom furnished vacation home around the corner from Queens Bath trailhead. Come and relax in this "Hawaiian Style" home with upstairs wraparound lanai and enjoy your north shore Kauai stay. Located right near the new 1Hotel Hanalei Bay as well...
THREE BEDROOM UNIT AT KAMAOLE SANDS-BRING THE GRANDPARENTS!
Imagine being steps away from your morning beach walk...Imagine sunsets and people-watching from your lanai...(blah, blah, blah...)Seriously, while it is easy to hype up our location, we are equally committed to provide you the best lodging experience possible. Kamaole...
Lovely Private Home 5 minutes to Hawaii Volcanoes National Park
Mauna Ua is a very quiet, secluded home located in the lush Hawaiian rainforests of Volcano, surrounded by native hapu'us and Ohia trees. A 3 bed 2 bath vacation house that truly feels like home. From the tranquil garden, to the orchids and bananas, this is a great...
Oceanfront MAK-A6 - Maui 1st floor Condo With Double Lanai—Epic View; 2BR/2BA
Escape to a beach-front vacation state of mind with special rates for summer stays from May to June 2023! Book now and experience an unforgettable vacation at Makani A Kai #A-6. This ground-floor condo is only a few steps away from the white sand beach, providing the...
Remodelled 3 Bdrm Grand Champions Villa with Full Ocean View and New Central A/C
We're very excited to offer our returning and our new guests our Maui home, which includes full remodels to the kitchen and both baths. Not pictured: We have replaced all of our noisy inefficient window box A/C units with a quiet and efficient A/C system throughout the...
Manoa Valley A 2BR with ocean and mountain views
Permit 90/BB-0065Located on a hill overlooking Honolulu and the majestic Diamond Head crater, this two bedroom, two and half bath plus bonus sleeping space in Manoa Valley features gorgeous custom touches and a large lanai that’s perfect for a barbecue. The home is...
Kahela - Paradise for Rent
Located just steps from the best part of Kailua Beach. The beach is a short walk through Kailua Beach Park where the waves are the most gentle, the sand is wide, and there are plenty of trees for shade, so you and the kids can play and relax at the beach all day. This...