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.
Spectacular Ocean View & All-Season Sunsets from Private Lanai Wailea Ekolu 1704
Aloha,Welcome to our family gem, location Wailea Ekolu Unit 1704. Our 1070 square foot spacious condo with private lanais, has been a family treasure since it was purchased new in 1979. Newly renovated and restored to its original vintage condition, the condo has been...
Maui- Truly OceanFront at Kanai a Nalu
Approximately 1100 square feet of generously furnished up-scale living above a beach with breath-taking unobstructed views across blue Maalaea Bay to other islands and Maui's south shore below the Haleakala volcano. Watch whales and relax on the lanai after stimulating...
Beachfront Luxury Community in Ko Olina
This beautiful 3-bedroom, 3-bath 1,700 square foot 4th floor Ocean Tower condo comes fully furnished with everything necessary for cooking delicious dinners or relaxing at home with the family. Enjoy the beautiful views of the ocean, lagoons, pools and lounge area right...
Spacious Private Hawaiian Home With Tropical Views!
Welcome to Aloha Lani—an exceptional home in one of Princeville’s most coveted locations on Kauai’s North Shore. Set against the backdrop of the Makai Golf Course with panoramic views of the Hanalei Mountains and cascading waterfalls, this spacious 4-bedroom...
Kauai, unit 303 Kiahuna Plantation MOIR Cactus Garden View updated Quiet/Private
The resort has 333 units, free in-room safe, air conditioning in bedroom only, please close the bedroom door, when using it, maid service, BBQ areas, restaurant/Bar, free hi-speed Internet and WI-FI access, coin-op laundry at the east end location. Kiahuna is popular...
Sugar Beach Resort Condo w/ Shared Grill, Free WiFi-Surf, Bike, Golf, More
Sugar Beach Resort 230Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Aloha Condos, Nohonani Condos and Resort, Condo 305, Beachfront, AC
Direct beachfront location with views of Molokai, Lanai and the Pailolo Channel NEW! Air Conditioning in front living room!Oceanfront swimming poolView dolphins, sea turtles and humpback whales in winterSpectacular sunsets & cooling ocean breezesSleep to the sound of...
Breath taking ocean and volcano views! Pool,Close to beaches and everything else
PERMIT NUMBER: BBKM 2014/0001 TAX ID NUMBER TA-030-667-5712-01 About the propertyWe Highly recommend Travel insuranceCheck out our website at www.waileapremiervacationhomemaui.comOcean and island view3 bedroom, 2 full bathroomsAir conditioningDirectv2 TV's 75' 65' home...
Direct oceanfront with A/C n
Exquisite second floor oceanfront condo (no elevator). Enjoy watching dolphins, whales, and the beautiful sunset from a very private lanai, or listen to the calming sound of the surf while sipping a cup of Kona coffee at breakfast. Relax with the cooling ocean breeze....
Spacious 2 Bedroom Unit at Lanikea at Waikiki! Free Wi-fi and FREE Parking!
This unit at Lanikea at Waikiki is located on the 25th floor, with city and partial ocean views from the living room, and a mountain view from the main bedroom. Relax and enjoy your stay in this luxurious unit UNIT INFORMATION:- (1) King-sized bed- (1) Queen-sized bed-...
Maile Hale: Private Oceanview Retreat w/ AC, Near Beaches & More
This single-level ocean-view home in the prestigious, gated Keauhou Estates community blends comfort with effortless island living. Just minutes from beaches, dining, and shopping, it offers spacious interiors, lush gardens, and sweeping coastal and mountain...
Ma'alaea Surf, Unit A2-1Br Ground Floor Beachfront Condo, AC, Wifi, Kitchen
Ma'alaea Surf, Unit A2 is a conveniently located ground floor condo, with central AC just steps from the beach. This luxurious unit features a fully furnished kitchen, living and dining room and dining table. The master bedroom has a king sized bed. The large living...
Princeville Condo w/ Mountain & Golf Course Views!
The wondrous beauty of Hawaii awaits at this 3-bedroom, 3-bathroom vacation rental condo in Princeville! Situated in The Plantation at Princeville, this spacious 1,318-square-foot unit has accommodations for up to 6 guests, gorgeous golf course views, and access to...
Maui Kamaole #J-204 Large 2 bedroom 2 bath, Partial Ocean & Haleakala Views
Maui Kamaole #J-204 is an upstairs 2 Bedroom 2 Bath ocean view condo. Equipped with a full kitchen, Cable TV/DVD, complimentary high speed Wi-Fi, a washer/dryer, and lovely partial ocean view and views of Haleakala. Maui Kamaole #J-204 is air-conditioned (wall units)...
Updated 1 BR 2 BA Ground Floor Kamaole Sands Condo, Across the Street from Beach
Kamaole Sands ground floor gem located in inner courtyard (building 7) steps from several great South Kihei Beaches with beautiful views. Lanai opens to immaculately manicured lawn and grounds. Close to BBQs, and pool area (large pool, kids pool, family jacuzzi and...
Maui Sunset B119 Beachfront Ground Floor, Ocean-View, Poolside Family Friendly!
- Updated, ground-floor, oceanfront condo.- Breathtaking, unobstructed sunset views!- Manicured park grounds directly accessed from the unit's lanai.- Tropical landscaping and outdoor pool with an activity desk for booking tours, activities, and water sports rentals.- 2...
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...
Kona Oceanfront-Gorgeous, Quiet, Sleeps 6
Summary:Discover paradise at our stunning oceanfront retreat! Nestled amidst swaying palms and lush tropical greenery, this three-bedroom, three-bathroom sanctuary offers a serene getaway for up to six guests. Wake up to the soothing sound of waves crashing and soak in...
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...
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...
Shores of Maui 215 - Dramatic Ocean Views, Steps to the Beach, Renovated, AC!
Fresh from a top-to-bottom renovation, Shores of Maui 215 is a stylish one-bedroom, one-bath condo that blends modern design with relaxed island living. Located on the top floor of this charming garden-style complex, the unit boasts sweeping ocean views from the private...
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 &...
Cozy 2bd condo, steps from Kamaole III beach
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....
Hale Maluhia: 2 BR Hanalei Bay 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,...
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...
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...
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
Welcome to Your Tropical Retreat at Nihi Kai 507!Step into relaxation and luxury in this beautifully remodeled and professionally decorated 2BR/2BA split-level condo, one of the most sought-after spots in Poipu. With air conditioning throughout and thoughtful upgrades...
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 Brown North Course, this unit's stunning Golf Course and Maui 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...
Aloha Villas 1 Breathtaking Ocean View, Steps to the Beach, Great Location
Your Perfect Maui Getaway Steps from the BeachEscape to serenity at Ehaki Villa, your beachfront oasis in South Maui, Hawaii. Wake up to the sound of crashing waves and breathtaking ocean views. Imagine sipping your morning coffee on the private lanai, the gentle ocean...
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...