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.
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...
★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 groups,...
Amazing Oceanview 1-Bdrm/1-Bath Maui at Papakea Kaanapali - No Resort Fee
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...
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...
See & 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 easy...
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...
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...
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...
Puamana 177-3 – Elegant Garden Retreat in South Puamana
Escape to the tranquil beauty of Puamana in this tastefully remodeled 2-bedroom, 2.5-bathroom townhome, ideally located in the lush, tropical oasis of South Puamana—untouched by the 2023 Lahaina fire. This peaceful location offers quick access to the nearby beach,...
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...
Ocean 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...
Golf course views, 1bd with luxurious finishes
Kapalua Golf Villa 12V1 is a recently renovated 1-bedroom, 1.5-bathroom condo overlooking the Kapalua Bay Course, with views extending to the Pacific Ocean and the island of Lanai. Beach access is a short 5–10-minute walk away. The kitchen and dining area feature new...
Holiday Sale! Turtle Bay Villas 201 by Gather: Beachfront w/ Shared Pool, Spa/AC
Turtle Bay Villas 201 offers one of the most coveted locations on Oahu’s legendary North Shore—just steps from the beach, the Turtle Bay Ocean Villas pool, and miles of shoreline trails. This second-level, recently refreshed 4-bedroom, 3-bath villa is the closest 4BR...
Waterfall House - Private House Overlooking the Ocean!
Located in Haiku, this private luxury 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...
🏖️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
NEW.. Just added A/C to both bedrooms!! 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,...
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
Summary: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 course, and some amazing...
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
Experience your North Shore adventure from this 3-bedroom, 2-bathroom Princeville home. Just steps from Queen’s Bath trailhead (summer months only) or a short drive to stunning beaches such as HANALEI BAY. This home is the perfect base. It's located less than a mile...
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...
Oceanfront retreat with breathtaking ocean views
Discover the beauty of Maui from Hale Mahina A205, a second-floor, 1-bedroom, 1-bathroom condo that offers a comfortable and memorable island retreat. Designed to sleep up to 4 guests, this spacious, open-concept unit invites you to unwind and enjoy the best of...
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...
Cozy Ocean View Escape: Steps to Waikiki Beach!
Aloha from Midway Vacations, your local experts in paradise! Enjoy spotless, well-kept homes, island hospitality, and 24/7 support for a worry-free Hawaiian escape.Escape to paradise in this stylish 29th-floor studio with breathtaking ocean and city views in the heart...
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.Custom stained...
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...
Plantation Hale D11, AC, Walk to Beach, Shops, Restaurants, Pool View
Plantation Hale Suites D11, Royal Coconut Coast Kaua`i, Wailua, Kauai Vacation Rental. Accommodates up to 2 guests, including children and infants*One-bedroom, one-bath condo, 2nd floor end-unit wit a King bed.*633 square feet of living space*Private lanai and balcony...
SEEN ON HGTV -2024--YOUR YEAR to EXPLORE-- Hale Sweet Hale- HOT TUB -Romantic
Don’t miss your chance of a lifetime to see one of the more active and friendly volcanoes in the world. Come stay at Hale Sweet Hale for an UNFORGETTABLE visit to the Big Island. Volcanoes National Park is just 5 minutes away from Hale Sweet Hale and you’ll be amazed at...