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.
Deluxe, Garden View Hali'i Kai 23E
Aloha to your peaceful island retreat in Waikoloa Beach Resort - a relaxing escape for families, couples & small groups seeking comfort & tropical charm:- Sleeps 6 | 3 bedrooms | 4 beds | 2 baths- Saltwater lagoon pool & sand-bottom hot tub- Private lanai w/ BBQ grill &...
🏝️SUMMER Special-Renovated Golf, West Side Getaway🏝️
This two-bedroom/two-bathroom condo is perfect for any getaway. Whether you are looking to play golf at the world class Bay and Plantation Course, relaxing and romantic getaway with going to the spa at Montague or Ritz Carlton, enjoying wonderful restaurants at Sansei...
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
Book with us and come to Maui to explore everything we have to offer!Brand NEW remodel and new vacation rental! Come stay with us!Escape to paradise in this beautifully remodeled 1-bedroom unit featuring a fully upgraded kitchen, extra large...
Luxury Villa! Views! 1/2 mile to beach! Huge lanai! Hilton Pass for entire stay!
Resort life awaits you in the Shores at Waikoloa in this beautiful condo overlooking the golf course—only half of a mile from the beach. Cooling cross breezes and central A/C provide year-round comfort. The spacious layout ensures privacy for each side of the condo....
BIG ISLAND HALE OHANA, 4 BR Oceanfront in Puako, Private Pool! Spring Rates!
This 2200 square foot home was built in 2002 with an additional bedroom and bathroom added in 2012. It was designed in old Hawaii estate style with a roomy 1100 square feet of lanai, screens and sliders that open full length plus louvered windows to encourage the...
5 Stars Oceanfront Puu Poa Air Condition Unit in Northshore Princeville Kauai
Discover the ultimate beachside oasis with this exquisite end unit boasting breathtaking ocean views from every angle. Step onto not one, but two expansive decks - perfect for soaking up the sun while grilling your favorite dishes or unwinding in an exotic enclosed...
Kalo Homes - Breath of Life
Welcome to Breath of Life, your serene escape in Makaha Valley! Perched on a prime lot with stunning ocean and mountain views, this peaceful retreat is tucked at the end of a quiet cul-de-sac with no through traffic. With all bedrooms on the first floor, it’s the...
Waikoloa Beach Villas P2nLuxurious Paradise
Luxurious tropical island vibe. Relax and take in all Hawaii has to offer with fully furnished condo in walking distance to shops, restaurants, beaches and entertainment. The Space: Highly desirable location for both privacy and walking distance to many attractions....
Beautifully 2-BR Oceanfront Condo with A/C
Royal Kahana end unit condo 920 offers what is needed to make lasting memories in comfort and private. This spacious 2-bedrooms/2-bathrooms (1140 sf) with central-air has stunning ocean views from the 9th floor (ocean views from both bedrooms and living room)! The...
Ainamalu 11 – My Favorite Island in the Sun: Waikoloa 3BR Retreat with Lap Pool
vrKCV - Ainamalu 11 - My Favorite Island in the Sun, Professionally Managed by Kona Coast VacationsWelcome to My Favorite Island in the Sun!Escape to this expansive, single-level 3-bedroom oasis, ideal for families, friends, and athletes alike. “My Favorite Island in...
Take advantage of our SUMMER SPECIAL DISOUNTS on this beautiful property
CHECK OUR SPECIALS ASK FOR LAST MINUTE SPECIAL POSSIBLE you could consider the West suite a little more private with the kitchen area inside but You will also hear the waves crashing. See the turtles in front of your vacation Suite. Enjoy the wonderful warm Pacific...
Right On the Water, Stunning Ocean views and Sunsets, AC, Elevator, Pool
Hale Kai a 2 bedroom condo at the oceans edge overlooking two amazing surf spots our condo is breathtaking for relaxing and listing to the ocean waves and watching the magnificent sunsets! Enjoy coffee in the morning while watching dolphins frolicking and seasonal...
Across from the Beach - Sunsets, Ocean and Turtles
Puako Beach Condos - Unit 210: Your Hawaiian Getaway Awaits!Escape to paradise at this newly remodeled 3-bedroom, 2-bathroom end unit in the heart of Puako, just steps away from a pristine white sand beach. Whether you`re seeking relaxation or adventure, this beautiful...
1 Bedroom Villa at Westin Kaanapali Ocean Resort
Beautiful Ocean-view 1-Bedroom Villa available throughout the year, located on Maui's pristine northwestern shore. The 900sqft Villa includes a fully-equipped kitchen, dining area, bathroom, spacious living room with a pull out sofa bed, and a separate room with a...
Luxury designer remodel, top floor, direct ocean view
Hawaii Tax ID: TA-109-440-8192-01TMK: 390080030030Hale Kai O'Kihei 310 is the epitome of luxury. No detail has been overlooked in this exquisite oceanfront condo. Enjoy every splendor you deserve in this modern and forward thinking getaway, all...
View of Maui Mt, Partial Ocean View, A/C in All Rooms, 3 min Walk to Beach
Wall to wall, ceiling to floor windows in the living room and master suite open unto private lanais which offer panoramic views of West Maui Mt and peeks of the ocean.Every room is cooled with Split System AC's with remote controls. Master suite has a King bed (single...
Oceanfront views in this upgraded 1bd condo
Welcome to Valley Isle 901, a 1-bedroom, 1-bathroom condo that features sweeping ocean views from your private lanai, ceiling fans throughout, and a split A/C system. This resort has elevators for easy access. Unit 901 can accommodate up to 4 guests The spacious bedroom...
OCEAN FRONT Luxury Villa - Stunning Ocean Views - Steps To the Beach -Central AC
This is when QUALITY meets LOCATION!!! Impeccably maintained, built with only the best of the line in luxury, this Ocean Villa is located in arguably the best location on the North Shore and even in the world! Located at Turtle Bay Resort in the gated Ocean Villas...
New Remodeled May 2025 1-bed.Apartment in Kiahuna with AC and fiber internet.
Located in Koloa, enjoy what this 1-bedroom apartment has to offer. Guests can take advantage of the fitness room, iron, hair dryer, AC, heating, and WiFi during their stay. The cozy bedroom provides a nice retreat after a day of exploring. Make your holiday one for the...
Maui Resort Rentals: The Whaler 918 - Uprgraded 9th Floor Studio w/ Fantastic Pacific Ocean and Black Rock Views!
From its incredible 9th-floor vantage point high above the palms, Whaler 918 delivers stunning unobstructed views of the Pacific Ocean, Kaanapali's famous Black Rock, Maui's neighbor island Molokai, and the lush West Maui Mountains. Its luxurious interior has been...
SEArider TWO at Turtle Bay (1 bedroom / 1 bath) - Kuilima Estates East
Our number one priority at SEArider is to provide our guests with a luxury Hawaiian experience. This unit has been completely renovated with our main focus being quality and comfort. Nestled in the condominiums that surround Turtle Bay, TWO has a luxurious but minimal...
Hualalai Golf Villa 4202
Whale watch while listening to the breaking waves from the shoreline from the Primary bedroom's private lanai with unobstructed ocean views! This beautifully appointed three bedroom villa has over 2,500 square feet of living area. Each of the three bedrooms are...
White Sands Village #217 – Perfect Tropical Escape
Summary:Whether you seek serenity along ocean shores or adventure beneath the waves, White Sands Village offers an unforgettable getaway immersed in the culture of the Hawaiian Islands. Located on Hawaii’s Big Island in beautiful Kailua-Kona, this 2-bedroom vacation...
Laid back Molokai beach-hideaway
One of the few Paniolo Hale units within steps to the beach! 2 Bedroom, 2 Bathroom, & Wrap Around Lanai with Ocean ViewsOur spacious, ocean-view townhouse is only steps from Kepuhi Beach. This 2000 sq ft townhouse feels more like a beach home with its generous living...
New Listing: 2BD/2BA Condo in Waikoloa Village –BBQs, Heated Pool & Golf Course
Aloha and welcome to your serene Hawaiian retreat! This spacious 2-bedroom, 2-bathroom condo in Waikoloa Village is the perfect place to relax, recharge, and enjoy the natural beauty of the Big Island. Whether you're here for a family getaway, a romantic escape, or a...
Naupaka Hale - Lanikai Beach Home & Cottage
NAUPAKA HALETA-151-566-1312-02THIS PROPERTY RENTS ONLY MONTHLY FOR 30 DAYS AND LONGER.Idyllic classic Hawaiian style vacation rental home on large lot with huge sandy beach right in front of your very eyes. This beautiful vacation rental home offers breathtaking views...
Wailupe Seaside Haven: Beachfront Luxury Home w/ Pool & in City Proximity
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 Wailupe Seaside 4 Bedroom by...
Luxe, 1st-floor condo with sunset mountain views, lanai, pool, hot tub & gym
Plantation at Princeville #511Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find your own little piece of paradise on the spectacular North Shore of Kauai at this garden-level...
❤️PiH❤️ BLUE TRANQUILITY ★ E-Bikes ★ Golf Clubs ★ Heated Private Pool & Spa ★
Enjoy Big Ocean Views, Hapuna Estates Amenity Center with Waterslide, Fitness and covered Hale's ** NEWLY ADDED ** Enjoy Blue Tranquility's 2 Adult E-bikes & Complimentary set of Men's and Women's Golf Clubs. Welcome to Blue Tranquility, a guest favorite, exquisite 4...
Estate on Tropical Acre - Harmony in Paradise
Modern home, over 3,500 sq ft; a resort-quality property that can sleep up to 10 guests, on an amazingly lush, fully-landscaped acre. Large living room, exceptional kitchen and dining areas, four lovely bedrooms, a study has been equipped with children in mind, and...
Golf, Tennis, Pools, Beaches, A Peaceful Oasis!
Aloha and welcome to Wyndham Mauna Loa! This paradise within a paradise is designed to promote rest and relaxation. This fully furnished condo has 8 swimming pools, 8 hot tubs, and 11 tennis courts. Enjoy luxurious living at affordable prices.Peaceful Island Oasis, Away...
Remodeled Kiahuna Ocean View Condo with A/C, Close to the Beach! No cleaning fee
Kiahuna Plantation Beach House #179 – Our Hawaiian HeavenWe welcome you to our Kiahuna Plantation Beach House. Unit #179 is our home away from home, and we look forward to sharing it with you. Our unit was completely remodeled with an open concept kitchen with quartz...
Stunning Panoramic Ocean Views
Welcome to Maui Ka’anapali Villas!Our beautiful One Bedroom, 2 Bathroom Corner Unit is extremely rare! Located on the 5th floor of the Aloha Tower featuring breathtaking panoramic ocean views from the Living Room, Open Kitchen and the Bedroom. Enjoy both morning...
Oceanfront Bliss Pool & Stunning Views Hono Kai C3
Relax and rejuvenate with stunning Ocean and Haleakala views from your living room and lanai. Perfect for whale watching, this beachfront escape features a fully stocked kitchen and all the comforts you need. Lounge by the oceanfront pool, savor BBQs, bask in the Maui...
4 BDR, 3 BR, A/C, walk to beaches, restaurants and The Grand Hyatt
Nani O'Hana is a 4 bedroom, 3 bathroom luxury home located in the quiet neighborhood of Poipu Kai. The house is located in the Lanai Villas subdivision of Poipu Kai community where you can easily walk to beaches, tennis courts, pool, Grand Hyatt, Spa, restaurants and...
🏖️Air-Conditioned Ocean Front Free Standing Townhome! | Sleeps 6 | vrKCV🏖️
Welcome to Hale Kai Aloha – Kona Onenalo #10!Experience island living at its finest in this free-standing townhouse located within the exclusive gated community of Kona Onenalo. Slide open the floor-to-ceiling doors and step onto one of two lanais to enjoy...
Hilton Hawaiian Village Lagoon Tower, private beachfront resort
Hilton Hawaiian Village one-bedroom villa in the heart of Waikiki.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Our rates are based on a standard island view, additional views may be available...
Spacious two-bedroom split-level Kihei condo
Welcome to Maui Kamaole M210, a stunning 2-bedroom, 2-bathroom split-level condo that combines modern comfort with tropical island charm. Located in one of Maui's most sought-after complexes, this beautiful retreat offers everything you Welcome to Maui Kamaole M210, a...
Unforgettable Ko Olina 11th Floor Penthouse, Direct Ocean View
This ocean tower 11th floor two bedroom, two bath 1466 SF luxury Penthouse villa is located in Oahu's most prestigious beachfront destination - Beach Villas at Ko Olina ('Place of Joy'). You'll experience breathtaking panoramic ocean views from your private lanai while...
Mauna Lani Designers Golf Course View Beach Club Access
The Fairways at Mauna Lani is a privately-gated development located in the prestigious Mauna Lani Resort located on the sunny Kohala Coast of the Big Island. Enjoy golf on the world-renowned championship Frances H. I'i Brown North and South Golf Courses. Mauna Lani also...
Cozy Oceanfront 2BR Condo with Pool and Epic Views
Summary:Embrace the ultimate Hawaiian escape in this stunning oceanfront condo, meticulously remodeled to capture the luxurious yet laid-back essence of Maui. Enjoy breathtaking views as sea turtles gracefully swim by while you sip your morning coffee on the private...
🏝️SUMMER Special -Ocean View Renovated Condo in Napili🏝️
This one bedroom/one bathroom condo has been remodeled from top to bottom and beautifully furnished with clean modern design, perfect for your Maui getaway. The lanai has sitting area to enjoy morning coffee or sunset cocktail overlooking the water and the island of...
Makena Surf F109 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf F109 is a stunning oceanfront vacation condo that places you just steps away from the beautiful shores of Maui. With nothing but a lush patch of green grass separating you from the ocean, this ground-floor unit offers breathtaking views that you can enjoy...
Beachfront Estate On The North Shore with AIR CONDITIONING 90/TVU-0043
Hukilau Beach and the blue waters of the Pacific Ocean on one side and the Ko'olau mountains on the other, Hale Lani lives up to its name as the “House of Heaven.” The perfect choice if you’re traveling with a large family or a group of friends, this home is one...
Minutes From Kealakekua Bay In The Midst Of Kona Coffee Country
The property is a one-acre lot with a small mango orchard (30 trees), fruit trees (lime, lemon, orange and avocado) and a beautifully manicured landscape. The cottage is separate from the main house, so your privacy is assured. There is a bathroom (with tub/shower), an...
Secluded Waimea Hideaway w/ Lanai & Views!
Experience the beauty of Waimea, HI, like a local while staying at this spacious 3-bedroom, 2.5-bath vacation rental! With a lanai and outdoor dining area, you can enjoy the stunning views of the surrounding mountains while enjoying a home-cooked meal. Explore the...
Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views
Makena Surf G-201 is on one of the most luxurious and prestigious properties on the island of Maui. With oceanfront access and spectacular views, it offers a secluded and tranquil setting for your next island getaway. Unit G201 is located on the second floor of the G...
Beautiful fully AC 2 BR/2BA Kanai a Nalu beachfront condo 20 ft from the waves
Grand reopening starts 10/15/25! We helped FEMA house Lahaina fire responders and then fire survivors, and now our condo returns, refreshed throughout with all repairs and replacements complete, as a vacation rental where YOU can “have it all”! Updated photos coming...
PoipuBeach-3rdFl-Partial Ocean- AC-Pool-Garden-313
Private top-floor corner unit in a peaceful building with AC and upgrades—tons of privacy! Enjoy access to the pool, stroll through lush Moir Gardens to reach Kiahuna Beach, and skip the resort fees. Beach gear is included for your convenience. This serene retreat is...
Charming 2-bedroom farmhouse in delightful Captain Cook with WiFi
Golden Goose Home-base! Stay with us we are thrilled to Host your Hawaiian Adventure.Volcanos! 1.5 hr driveCliff diving! 30 minHiking Fun! Hideaway Beaches! 15 minsLive Turtle Beaches! 35 minsFull Kitchen cooking! Woohooo 0 minsLocal recommendations tours, restaurants,...