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.
Stunning Kawela Bay Beachfront Home - 3 bedrooms - sleeps 9
***In accordance with local laws, we may accept one booking for every thirty day period. Pricing may vary depending on length of stay and time of year. For questions or assistance with booking, please contact us.This lovely beach house is casual, stylish, and chic with...
Oceanview, Beach Across St, Newly Decorated, Favorite Bldg 10 - GREAT RATES
Need more room? Ask us about our 2 bedroom, plus family room (sleeps 6) in the same building! Registration Number: GE108588644601Your PERFECT MAUI GETAWAY is ACROSS THE STREET FROM ONE OF THE BEST BEACHES ON MAUI🌊🏖🐢🐳🐠 in the most requested Building #10 on...
❤️PiH❤️OCEAN WAVE★ Hilton Resort Pool & Waterslide Passes ★ Enjoy Bikes ★ Near Pool
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the Newly Remodeled Ocean Wave Villa, a part of our Hawaiian Luxury Collection. Ocean Wave at KaMilo is a wonderful new single-level 3 bedroom home. We pride ourselves on provide some of the most sought after...
Honl’s Beach Hideaway: Luxurious 2BR/2BA Oasis near Ali'i Drive!
Escape to paradise and experience the beauty of Hawaii's Big Island with a stay at Honl’s Beach Hideaway in Kailua Kona ! Nestled in the heart of a lush tropical oasis, this enchanting retreat offers the perfect blend of relaxation, adventure, and comfort. Located...
Full Ocean View 2 bedroom 2 bath Condo on the Kona Coast. Sea Village Unit 2204
Newly renovated Two Bedroom Two Bath Condo with Full Ocean View in Center of Complex on 2nd Floor on the Kona Coast. Corner UnitWifi equippedCeiling Fans Portable Air Conditioner in living roomEnjoy Dophins spinning and whale watching in season Washer and Dryer in...
Heart of Waikiki! Lower Floor! Great Location! Washlet!
Regency on Beachwalk #31 – 255 Beach WalkYou'll appreciate the convenient location of this fully-furnished 3rd-floor end unit condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at Regency on Beachwalk, right in the heart of Waikiki and...
J unit, PRIME 1 BR Ocean View, Golf Course Front, desirable CORNER UNIT J123
Prime ocean view, ground floor one bedroom/one bath Maui Condo Maui Eldorado Kaanapali J123 with unobstructed ocean and island views. Located in the heart of Kaanapali, 15 minute walk to Whaler's Village shops and restaurants, enjoy this bright corner 1 bedroom suite at...
Beautiful Oceanview - New Listing!
Oceanview! Waipouli Beach Resort F301 New Listing! Waipouli Beach Resort F301 is Newly Decorated with a Beautiful Oceanview from the Living Room, Master Bedroom and Balcony, a 1 Bedroom, 2 Bathroom Beautiful Condo at the Top Rated, 1st Class Waipouli Beachfront Resort &...
Lae Nani 433. New renovation. Fabulous Ocean View from this Top Floor Condo. A/C in Bedroom!
This top floor (3rd) condo has one of the best views on the island. From your living/dining area and lanai you can view Wailua Bay and even watch the Humpback whales breach in the winter months.As you can see from the photos, it is an updated and very comfortable condo...
Hilton Pool Pass for stays in 2025! 2201 Waikoloa Colony Villas
Private End Unit | Hilton Pool Pass | 140” Movie Projector ScreenExperience luxury and relaxation at Waikoloa Colony Villas 2201—your private, upscale retreat in the heart of Waikoloa Beach Resort – the sunniest part of the island! This rare end-unit townhome...
New Listing! Modern Maui condo near the ocean
Welcome to Maui Parkshore 413 — your tropical home away from home! This beautifully appointed 2-bedroom, 2-bathroom condo without A/C comfortably accommodates up to 6 guests. Just steps from the beach, Maui Parkshore 413 is the perfect base for your island getaway....
Luxurious Beachfront Retreat
Experience paradise at Hale Maluhia, an exclusive beachfront home on the idyllic Hanalei Bay. Perfect for honeymooners or small groups seeking a luxurious escape, this stunning property offers unparalleled privacy within a gated enclave.Indulge in the epitome of comfort...
Ocean View/Access, Full Remodel 2BR/2BA/AC
One of the best remodeled units in the complex. Modern and fully furnished with everything you need. The unit has air conditioning in every room and individually controlled. Local restaurant on first floor. Sitting directly on the beach, only 3 miles from Wailea, and 9...
Serene Kamaole Sands Condo: Garden Views, King Bed, & Top Amenities in Kihei
Enjoy a serene escape on the lanai, listening to the tropical sounds and savoring your favorite beverages. The garden view, with the distant West Maui mountains and a glimpse of the ocean, provides a calming backdrop.The condo boasts a split air conditioning system,...
Waterfront condo with pool & hot tub, loft & lanai with ocean views
Sunrise Hale at the CliffsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy captivating ocean, mountain, and waterfall views from this top-floor Cliffs Resort condo. Tall vaulted...
Kihei-Kamaole Sands Condo Life
Discover the Ultimate Island Escape: Exquisite Kamaole Sands Condo Steps from Maui's Pristine BeachesIndulge in the island getaway of a lifetime in our upscale condo, nestled within the Kamaole Sands Beach Resort (Building 8) in the vibrant heart of Kihei. Elegantly...
Includes 2 bicycles and beach gear! Waikoloa Colony Villas 1202
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Colony Villas 1202. Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedGuest Bedroom: Queen BedAdditional Bedding: Sleeper Sofa in...
🏖️Ocean and Golf Course Views | AC Included | Top Floor | vrKCV
vrKCV - Country Club Villas 318, Professionally Managed by Kona Coast VacationsYour Dream Hawaiian Vacation Awaits!Experience the ultimate island getaway at this beautifully remodeled and refurnished two-bedroom, two-bath condominium with an extended loft. Nestled along...
Wailea Beach Villas | PH302
Wailea Beach Villas Penthouse #302, with breathtaking views of the pristine Pacific Ocean, awaits. Take joy in the comfort of luxury and tranquility as it seamlessly infuses with lush tropical surroundings creating long lasting memories. Impeccable contemporary finishes...
Waipouli Beach Resort A103 1st Floor Beautiful Garden View Steps from the Ocean
Special* Book Now & We Pay Your Daily Resort Fee's! No hidden fees, what you see after selecting your dates is the total price. The Waipouli Beach Resort is a new concept in luxury accommodations on the lush island of Kauai, Hawaii and is centrally located within easy...
Aston Kaanapali Shores - Oceanfront Treasure
Maui Gov’t Approved Short Term Rental. This amazing condo looks out to the Pacific Ocean from the upscale Aston Kaanapali Shores resort. The condo has gone through a stunning major renovation. The condo includes a new state of the art kitchen that includes everything...
OCEANFRONT RESORT - 5* LUXURY $349 to 5/15! Kihei Sands Beachfront Condos-B11
This HIGH-END five-star luxury condo's impeccable remodel was made with your comfort in mind. Kihei Sands' ONLY true 2-bedroom unit has a full upper floor - NO LOFT - PRIVATE BEDROOMS - PERFECT for two vacationing couples! Now's the time to book your holiday vacation &...
KKSR#1103 DIRECT OCEANFRONT, GROUND FLOOR, REMODELED, INCREDIBLE LOCATION
Keauhou Kona Surf & Racquet Club#1-103 DIRECT OCEANFRONT, INCREDIBLE GROUND FLOOR FULLY REMODELED UNIT!Welcome to unit #1-103 at the Keauhou Kona Surf & Racquet Club! Knutson & Associates Property Management is so proud to be newly representing this absolutely...
Ilikai 2122 Deluxe Ocean, Lagoon Views Kg Bed, Sofa Bed, Parking Included
STUNNING OCEAN & Lagoon VIEWS! STEPS TO WAIKIKI BEACH. SPECIAL - Includes Parking Stall. Memorable Meals & Views from the Lanai. , shops, buses, rental cars, parks & Waikiki night life.Beautiful remodel. Fully equipped and very clean. Parking spot included. AC, cable,...
Luxe Wailea Condo w/ King Suite & Limited Offer: Book 28+ Days for 15% Off + CF
Special Promotions – Limited Time OffersStay Longer and Save MoreBook a stay of 28 nights or more and receive a 15% discount plus waived cleaning fees.Valid for stays between January 4 – December 15.Please mention this offer when booking your long-term stay.Stay 5...
Panoramic Ocean Views! Amazing Interior! Spectacular Wailea Listing!
Enjoy the exclusive Wailea lifestyle in this fashionably decorated, high-end suite with incredible ocean views!!!---This gorgeous, bright and spacious 1-bedroom, 2-bathroom top floor unit offers unmatched views of the ocean and the scenic Wailea greenbelt area. This...
The Bungalow at Waimea Bay Point
Our cozy North Shore Waimea Bay Point, 3 bedroom bungalow sits just a minutes walk away from two different world class white sand beaches and is centrally located on the most prime shoreline location of Oahu's North Shore. The ocean zone in front of the property is a...
THIS DOESN'T GET BETTER....Welcome to PARADISE! YES YOU CAN HAVE IT ALL! HEAVEN!
JUST INSTALLED SPLIT AIR CONDITIONING IN ALL THE ROOMS... ULTIMATE IN COMFORT, BRAND new 75" smart tv.... in 2022; New floors, paint, doors, linens, furniture, lights in fans, and and more;). this PERFECT LOCATION TO THE BEACH.... AMAZING MEMORIES, JUST TO START;)...
Ocean View - Studio - Westin Kaanapali Ocean Resort Villas North - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using...
Luxurious 2BR/2BA in Poipu, Kauai: Island Paradise Awaits at Nihi Kai 507
Experience Island Paradise at Nihi Kai 507 in Poipu, Kauai! Relax and unwind in this professionally decorated and remodeled, well-appointed, highly sought-after 2BR/2BA split-level condo. Equipped with AC in both bedrooms and all living areas, you will enjoy your stay...
Savor The Best - Beautifully decorated with Golf Course And Ocean Views
Come enjoy Paradise the way it was meant to be experienced, in this 4 bedroom, 3.5 bath Luxury home in the new KaMilo development. Nestled at the edge of the 11th green of the Francis H. I'i Brown North Course, this unit's stunning Golf Course and Ocean views await the...
Hale Kamaole 218 Second floor condo, easy access to best beach on Maui!
Good Ocean View and mountain View. Very updated condo with extra spacious kitchen cabinets. New walk-in shower with remodeled bathroom cabinets. King bed in bedroom and queen hide-a-bed in living room. Rattan bedroom furniture. Comfy furniture in living room. Full...
5 Star Must See C102 Maui Eldorado Kaanapali
Aloha! We welcome you to enjoy your next vacation at the Maui Eldorado Kaanapali C102 in this designer decorated 1 bedroom vacation condo - perfect for a couple, or a family up to four! This newly remodeled condo was just completed in end of 2020 with wood tile...
Snowbird-friendly oceanfront condo with heated pool, lanai, and amazing views
Poipu Shores 101COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Don’t just vacation in Hawaii, live in total luxury at Poipu Shores 101C with central air-conditioning and...
Newly renovated piece of paradise. Experience Old Hawaii at its best.
Located just past the town of Hawi in North Kohola, this historic Plantation House dates back to the 1940's when the Union Mill company farmed the land for sugar cane. It once belonged to the plantation doctor. Our renovation has focused on maintaining the style and...
CLOUD 9 BEACH HOUSE, Walk to Beach, Oceanview. Many Amenities, Very Clean, Legal
Big Discounts for Last Minute BookingsYour support is appreciated as a small private family owner who lives on Maui instead of renting from a large management company.Welcome to our 3 bedroom, 2 bath Cloud 9 Beach House right on the edge of Wailea. This property is...
Perfect Getaway! Newly Updated Condo! Steps to Beach & Dining! Read our Reviews!
Escape to paradise in our beautifully renovated one-bedroom condo in the popular Kihei Alii Kai complex in South Kihei! Just a one-block stroll from the golden sands of Kamaole Beach Park I, our "home away from home" is the perfect retreat for couples seeking a relaxing...
North Shore Oahu: Stunning Beachfront Custom Home
Welcome to our custom-built beachfront home on Oahu's picturesque North Shore! This stunning property is designed to provide you with the ultimate beachside retreat, complete with breathtaking ocean views.As you step inside, you'll be greeted by an open and spacious...
Kehena Beach Oceanfront Retreat - Incredible Views of Ocean from Every Room
Discover the ultimate oceanfront retreat on the Big Island at Kehena Cliffside Estate — a private, gated luxury rental designed to showcase breathtaking views of the Pacific Ocean from nearly every room. Nestled along the dramatic cliffs of Kehena, this spacious...
Hale Moana | Ko Olina Beach Resort!
Summary:Kick your feet up at Hale Moana in Ko Olina, the newly-renovated villa perfect for your paradise vacation. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Professionally and locally designed, this condo captivates Kapolei's...
Oceanfront Beach House Makai
Minimum 30-day consecutive rental required. Please contact the Host for availability. Oceanfront 3-bedroom home on private, gated property. This unique property offers year-round swimming, private beach access, and astounding ocean and mountain views.This unique,...
BEACHFRONT LEGAL PRINCESS CONDO VIEW FREE PKG/WIFI, POOL,HOT TUB,TENNIS/PICKLE 6
*See AC info below please!FREE PARKING & HI-SPEED WIFI! NO RESORT FEES!BEACHFRONT! AWESOME! 180º UNOBSTRUCTED OCEAN & SUNSET VIEWS! LIGHT, BRIGHT, AIRY, AND SUPER CLEAN CONDO THAT SLEEPS 4! POOL, HOT TUB, TENNIS, PICKLE BALL, PING PONG—2 OUTSIDE SHOWERS & BBQ...
🏖️Oceanfront 5 Bedroom Home | Pool | Close to Beaches | vrKCV
vrKCV - Hale Kipa, Professionally Managed by Kona Coast VacationsSituated directly on the ocean, this 5-bedroom 3-bathroom home has a gated entry and is located on Alii Drive, close to beaches, shopping & all the activities that the Big Island has to offer! The main...
Poipu Kapili 22 - Ocean Views * Deluxe Furnishings * Central Air Conditioned
Oversized 1 bedroom / 2 full bathrooms; ocean views from premium 2nd floor location Spectacular views and deluxe furnishings will make Poipu Kapili #22 your home away from home. This spacious and comfortable home has an air conditioned master suite and living room....
Luxury 3br Poipu Estates Home w Private Pool
This home is a true Poipu gem. Located in the Poipu Beach Estates neighborhood, this home features a spacious open floor plan with a covered lanai. The kitchen flows seamlessly into the living area creating the perfect place to gather and “talk story.” All of the...
AC!! Stunning Ocean Views - Walk to the beach #133-134
Cleaning is always a top priority and we are committed to ensuring the safety of our cleaning staff and guests. In addition to our normal full cleaning extra disinfecting includes all highly touched areas such as handles, knobs and switches. This condo has everything...
This Pic is Your Gorgeous Ocean View~Top Floor~Beachfront~Free parking, WIFI, AC
Aloha and welcome to our TOP FLOOR, gorgeous panoramic OCEAN VIEW, ISLANDER ON THE BEACH unit 341 in Kauai. Direct ocean view unit! This is a beachfront property. You are steps to the white sand Wailua beach. You get this ocean view everyday!Our unit offers the exact...
OCEANFRONT- THE WHALES ARE HERE! Kihei Sands Beachfront Condos - A9
Are you looking for a quick trip to Maui for a special occasion - or just need to get away? If you're looking for an unpopulated spot with a 3-8 mile drive of dining, shopping & nightlife, Kihei Sands is the spot for you! Come to paradise and stay in our popular,...
Totally renovated, closest to the beach! Last minute specials!
TOTALLY RENOVATED & CLOSEST TO THE BEACH!! Welcome to Ekahi 20e! Our total renovation is now complete! After a day at the beach, relax on our super comfy furniture and watch our 50" Sony Bravia smart tv , or enjoy your playlist using our Yamaha Bluetooth sound bar. All...
Home Away from Home, totally renovated.
We have fully renovated the unit as of December 2013, and decorated it in a Hawaiian motif. We've installed new all wood cherry kitchen cabinets, granite counter tops, appliances, and kitchen utensils. Along with new paint throughout the condo. Both bathrooms have been...