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.
Hanalei Hideaway, walk to picturesque Hanalei Bay!
This classic Hawaiian-style beach cottage is located in the heart of picturesque Hanalei bay area - only a short walk to the beach and just two blocks to Hanalei Village. This charming pole house offers a front porch and an open floor plan that features a beam ceiling...
2 minute walk to beach/ AC / cul-de-sac
Welcome to Paradise! This lovely 3 bedroom 3 bath home is located directly between gorgeous Hanalei Bay (voted the best beach in America for 2009) and quaint Hanalei town, where you'll find a nice selection of shopping and dining. Hanalei is a quaint beach town with...
Modern Maui Condo perfect for your Island Getaway
Aloha & Welcome to Maui! Unwind at this stunning beachside condo located in the Kamaole Sands Resort. This ground floor unit is conveniently located close to all of the resort amenities including a large swimming pool and Jacuzzi, fitness center, tennis courts and more!...
Kaanapali Shores 746 40%Off June Special for Summer Beach Fun w Pool & Hot Tub
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Kaanapali Shores 746, a beautifully remodeled 1-bedroom, 1-bath retreat perched on the 7th floor of Kaanapali Shores Resort...
KJ’s Place, in the heart of the city.
KJ’s Place is a newly remodeled condo located in the heart of Kailua-Kona. The kitchen and living room open up to a covered lanai with view of the city and the ocean. Custom touches abound, from the granite countertops to the mahogany in the bathrooms to the grass...
Private Studio, 10 min walk to Hakalau Beach, Hamakau Coast. 15 min to Honoli'i
Private and separate from the main house, guest studio in lovely Hakalau village community. This is an adorable and private room at the back of our detached garage. Easy access and parking, comfortable queen bed, desk space, private bath, spacious shower, HD Smart TV,...
❤️PiH❤️ SWEET HEAVEN ★New Home★ We♥Big Families ★Pamper yourself in Luxury★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the newest home in our Hawaiian Luxury Collection. Sweet Heaven Villa at KaMilo is a wonderful 4 bedroom home.We pride ourselves on providing some of the most sought after homes on the Kohala Coast and are...
Robertson's Beach House
The four bedroom home is built in the classic Hawaiian mauka - makai (mountain - ocean) fashion. It is one room wide with 10 foot high ceilings designed to capture the sea breeze during the day and the mountain air at night. The shady indoor and outdoor lanais provide...
Poipu Ohana Hale! Beautifully Updated Single Family Home with Enough Space for the Entire Family.
Enjoy your weekend vacation in this large air-conditioned home located only a few blocks from beautiful Poipu Beach. Plenty of room for the whole family with 2 Bedrooms, 2 Bathrooms and a large bonus room that is used as the third bedroom. The main bedroom has a nice...
If You Deserve the Best...... This is it! Oceanfront Condominium For You!!
For those in the know, Lae Nani is the premier property on the coconut coast. Within Lae Nani, this unit offers the ultimate in vacation luxury. This one bedroom, bath and one half unit, features an unparalleled ocean view and a luxurious contemporary style. From your...
Makani Sands #202 1brm Beachfront condo with balcony on the ocean
Enjoy beautiful sunsets, magnificent views of the islands of Lanai and Molokai, turtles off the reef and whales in the winter season from the lanai of this 2nd floor one bedroom fully updated Maui Rental Condo. Unit 202 includes fully equipped kitchen, with granite...
🏖️Gorgeous Ocean Front | Gated Community | Walk to Town | vrKCV
vrKCV - Kona Bay Estates Hale Kai Olu, Professionally Managed by Kona Coast VacationsWelcome to Hale Kai Olu – Your Private Oceanfront RetreatHome away from home. Peace. Tranquility. Beauty. Photos won't do this home justice. Hale Kai Olu is everything you dream of...
HK K1024 Renovated Honua Kai Condo with Stunning Views Beach Pool AC
Honua Kai K1024 Luxurious Maui Resort Living at the Beach in 1Bedroom Condo in North Kaanapali! Relax and Enjoy the Amenities, Dining, Shopping All Within a Few Steps FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
Gorgeous Remodeled Ground Floor Unit w/ New Central Air Conditioning / 1 Bedroom
Aloha! Welcome to our Kamaole Sands condo, a 2 minute walk to Kamaole III Beach. Our condo, with large lanai, is a private and beautifully remodeled ground floor unit with a peekaboo ocean view from the lanai. Our on-island contact/concierge Darrel Smith will contact...
New Listing, Wailea Ekahi Village 5F, Close to Oceanfront Pool Pavilion on Keawakapu Beach
Prime Location & Ocean Vistas: Escape to Maui's paradise at Wailea Ekahi Village unit 5F. This charming 2-bedroom, 2-bathroom condo boasts a prime location near the beachfront pool, pavilion, and Wailea Beach Walk. Relax on the second-floor lanai and soak in the ocean...
Deluxe Ocean View Ground Floor.... Renovated ..Walk to the Hyatt and Beach...A/C
This is a RENOVATED deluxe GROUND FLOOR unit at Poipu Sands, in the Poipu Kai Resort. It has a wide white water OCEAN VIEW down to Shipwreck Beach, where the Grand Hyatt Kauai is located. This unit faces into the trade winds, providing a cooling breeze, even on the...
A"nuenue Lanai, "The Rainbow Lanai"!
Steps to the World famous "Makai Golf course!" This Plantation at Princeville 3 BR, 3 full bath condo includes new stainless steel appliances, A/C, large covered lanai with a large teak table and extra seating. Experience fantastic sunsets, rainbows, mountains views,...
KBM Resorts| Honua Kai Luana HKL-12A, Ground Floor Private Outdoor Kitchen, Includes Rental Car!
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Waimea Point Oceanfront House - with Air Conditioning
Our beautifully remodeled ocean front house, located at Waimea Bay on the world famous North Shore of Oahu, has Hawaiian views you dream about. The cozy house sits perched on the ocean's edge, with the ocean literally just a stone's throw below. We have solar powered...
Perfect Island Getaway - Maui Vista 3307
This original-well maintained one-bedroom, one-bath condo offers peaceful privacy and gorgeous garden views from your private lanai. Located on the third floor of Building 3 with elevator access, it’s just a short 5-minute walk to the white sands of Charlie Young...
Makena Surf F305 Beachfront Resort - 2 Bedroom Oceanfront Condo
Welcome to Makena Surf F305, your ideal vacation rental for a dream-filled island getaway! This stunning oceanfront residence, located on the third floor, is adorned with bright flowering plants and vibrant island touches that set a cheerful mood for your stay. Start...
So Close To Ocean, fabulous views, extended stay up to 6 weeks starting Feb. 26
Free use of owners car for reservations ask for details. (Escalade) see car in picture section.Private Host.. Check in 3pm check out 11am, When you rent a room from a private condo owner, you get the room that you see in the photos, along with the location you choose ,...
Incredible & Spacious Oceanfront Condo 🏝️ Walking Distance to Beach and Town!🩴 Kona Reef D-8
Kona Reef D-8 is a large 2-bedroom panoramic floor to ceiling oceanfront ground floor condo with breathtaking year-round golden sunset views from the lanai! Hear the waves crashing day and night! This recently upgraded, spacious 1000+ sf condo has all the comforts of...
New! 🩴 Your Dream Vacation Condo @ Holualoa Bay Villas 🐬 Corner Unit 2 BD/2BA
You just found Your Dream Vacation Condo @ Holualoa Bay Villas on the famous Ali'i Drive! Just listed with new Owner in mid May 2022. 2 Bedroom, 2 Bath Corner Unit with Fantastic Ocean Views of the Beach Right Across the Street! Welcoming Wrap-Around Lanai, Dining...
Kona Pacific Top Floor Retreat: Ocean View & Pool!
Say aloha to this exquisite 1-bedroom, 2-bathroom Kailua-Kona vacation rental condo nestled in the scenic Kona Pacific complex! Featuring A/C, updated amenities, and a fully-equipped kitchen with a Burr grinder for your Kona coffee, this inviting Hawaii residence has...
OCEAN VIEW STUNNER, SNORKEL w/ TURTLES, PRIVATE COVE
EPIC OCEAN VIEWS, close to restaurants and dining, family-friendly activities, public transport, and nightlife. You’ll love our place because of the neighborhood, comfy bed, coziness, views and the kitchen. Our home is good for couples or families.“Honokeana Cove...
REMODELED-WELL EQUIPPED-CLOSE TO THE BEACH-AC-METICULOUS CLEANING
Book with confidence this brand new remodeled, lockoff 2 bedroom condo, that provides a great vacation experience. This 2 bedroom unit offers tremendous value with it's beautiful modern, new finishes, proximity to the beach, and how well it is equipped. Kamaole Beach 2...
Pikake - West Maui Beachfront Condo! 20 Feet from the Ocean!
This West Maui beach condo is located on the ground floor of a 2 story building with only 12 units in the quiet area of Honokowai. At ground level a mere 20 feet from the sea shore with a wide ocean view presenting the islands of Lana'i and Molokai and spectacular...
Premier Ocean Front Like View Newly Remodeled Luxury unit STR available
Newly remodeled luxury unit, Ocean front like view unit. ONE bedroom two full bathrooms completed by May 2023.All top-of-line stainless steel appliances, furnished kitchen with everything new.Hawaiian top-of-the-line furniture, living room, bedroom, and new TV Quartz...
NEW! Modern Oceanfront Remodel ☀ Top Floor, Amazing Ocean Views ☀ Luana Kai B314
Luana Kai B314 by KNOWLES MAUIThe SpaceLuana Kai B314 is a extra-large modern 3-bedroom, 3-bath condo that sleeps up to eight guests in a prime top-floor oceanfront location. Enjoy 1,470 square feet of luxury living space with huge vaulted ceilings throughout. Every...
Unbeatable Ocean-View Condo in Palms at Wailea
Discover the pinnacle of luxury island living in Wailea Maui, where this newly remodeled 2-bedroom, 2-bathroom condo in the prestigious Palms of Wailea complex awaits discerning guests. Unit 1406 is not just a place to stay; it's an upscale experience meticulously...
Hanalei Bay Villa Cottage 2Br 2Ba with Mountain Views HBV24
This beautiful, modern Kauai vacation home makes an excellent home base while exploring all the beauty and adventure Kauai has to offer. Located in Princeville, you will find yourself surrounded by beaches, mountains and North Shore hospitality. all within steps of your...
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
0.3 miles to Kamakahonu Beach | Cozy & Bright InteriorReady 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 condo features everything you need to settle in and relax,...
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...
🏖️Ocean View | Private Pool | AC in Bedrooms | vrKCV
🏖️vrKCV - Kawena 5, Professionally Managed by Kona Coast VacationsWelcome to Kawena – Your Big Island RetreatExperience the exquisite natural beauty of the Big Island from this stunning 2008 home located in a peaceful Kona neighborhood. Perfect for families or...
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...
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...
nSee & Hear Ocean! Stroll to the beach! Secluded yet conveniently located!
See and hear waves come ashore on the beach from this lovely, spacious, 2 bedroom condo. Breathtaking ocean views completely fill the living room, dining alcove and kitchen through wall to wall glass sliders. It’s spectacular!Conveniently located on East Shore for...
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 now through December 31, 2026. 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...
Island Oasis Villa: Waikoloa Luxury Home with Lap Pool & Miniature 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...