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.
ICC 34 Spacious 2BD Plantation Cottage w Pool AC Near Beach
International Colony Club 34 Spacious and Clean 2Bedroom Tropical Plantation Style Cottage in Kaanapali with Pool, AC Throughout, and Close to Beach; Your Perfect Maui Vacation REE daily activities included with your stay value up to $570! Complimentary admission, every...
PK D304 Remodeled Kaanapali Condo Ocean Views Pool AC
Papakea D304 Stunning Ocean Views & Lush Tropical Grounds At This Home Away From Home Looking for the prefect Hawaiian getaway? Create memories that will last a lifetime at the Papakea Resort D304 offering all the comforts and amenities to make this your new Maui home...
Breathtaking ocea views-Kahana Reef 406!Quam Properties
Welcome to our newly remodeled, ocean front Maui condo Kahana Reef 406! This popular top floor, one bedroom, one bath condo literally sits a few feet from the ocean, has spectacular unobstructed views, and sleeps four.Enjoy the private beach at the north end of the...
KBR #302 - 2 Bedroom/2 Bath Ocean Front Upgraded Condo on Sugar Beach!
Tiled throughout, the interior of this upgraded 2 bedroom/2 bath unit is clean and bright with a view that stuns you every time you walk through that front door! The beautiful furnishings and gorgeous granite & stainless-steel kitchen add to the appeal. While you...
Beautiful studio condo on Kaanapali Beach
Honua Kai H237 is a cozy 1-bathroom studio located on the 2nd floor in the Hokulani Tower and offers central A/C, garden views, and an in-unit washer/dryer. This property has elevators for easy access. Unit H237 can accommodate up to 4 guests. The living room features a...
Hale Maluhia Villa O-603 the perfect getaway
Welcome to Hale Maluhia, O-603, your serene retreat in the heart of paradise. Located on the 6th floor of the Beach Villas at Ko Olina, this exquisite two-bedroom, two-bath villa offers unparalleled comfort and luxury for up to four guests. Upon entering, you'll find a...
Families Love the View and Fun Decor! Free WiFi, Full Kitchen–Waikīkī Shore #PH05
You’ll love the layout of this deluxe one-bedroom one-bathroom ocean view suite. The suite is furnished with island-style décor and includes a large open kitchen with full size stainless steel appliances and new wooden cabinetry. There is also an eat-in dining area,...
Makahuena 5202 - Oceanfront Suite on the water! Club access included
Makahuena 5202 is one of the best oceanfront condos that sunny Poipu has to offer. The Makahuena Resort is located on the southernmost point of Kauai. This unique oceanfront resort is situated on the edge of a bluff providing spectacular coastal views. This second-floor...
@ Marbella Lane -Coastal retreat near Diamond Head
Summary:Enjoy this tastefully decorated studio with lots of natural light and cool ocean breezes. This unit has a private lanai, great for enjoying your morning coffee or afternoon tea, and has a great view of Diamond Head, Kapiolani Park and across-the-street water...
Permitted Hawaiian Princess condo on beach with sea turtles and amazing sunsets
This mid-floor beachfront condo at the Hawaiian Princess comes complete with a spectacular sunset ocean view from the lanai. The condo has been remodeled with the best of everything. Amenities include a deluxe fully equipped kitchen with top-of-the-line stainless steel...
Oceanfront on Kauai starting at $140/night!
Our 1 bedroom oceanfront Kauai condo, unit 111, has been with VRBO for over 10 years and has been booked almost everyday with over 100, 5-star reviews. You will find yourself right on the ocean and far from the highway! Sit and relax on your private lanai while watching...
Find your Beach with Kona Beach Properties at Kona by the Sea unit 408
Kona by the Sea 408 is a spacious 2 bedroom, 2 bath suite with direct oceanfront view. It is well-lit and has recently undergone improvements, including a new central AC system, washer-dryer, and upgraded furnishings. A minimum 30-day reservation is required, and...
Kalanikai 306: Cozy Oceanview Unit w/ AC & Shared Pool in the heart of Kona Town
Stay in the heart of Kona town at Kalanikai 306, a recently remodeled 1-bedroom, 1-bath condo that blends cool comfort with a walk-everywhere location. From your top-floor lanai, enjoy tranquil views of the pool framed by palms, with the Pacific glimmering beyond. With...
Oceanview, private pool, 5 acres of avocados! Gorgeous coffee district jewel!
Pu'u Mahana Plantation is the perfect destination for vacations and celebrations. Our hosted property lies in the heart of the coffee district, a secluded tropical estate offering guests a tranquil setting, 7 acres of manicured avocado and citrus trees, and lush borders...
Steps to beach! - Kihei Holiday 113
This beautiful, Two-bedroom/One-bath condo is just a two-minute stroll from one of Kihei’s most stunning beaches! Watch the sunset over the ocean accross the street, take long walks along the sand all the way to Maalaea Harbor, or cool off with a dip in the warm...
Waipuna Hale: Oceanfront Cottage w/Panoramic Views, Yard, & Private Beach Access
Waipuna Hale is a vintage oceanfront cottage set on a private estate in Laie, along Oahu’s fabled North Shore. With panoramic coastline views, an expansive yard, and breezy open-air living, this two-bedroom, two-bath retreat honors its heritage while offering a relaxed...
Beautifully upgraded condo in Maui Vista steps from world class beaches.
Aloha! We are happy to share our gorgeous, bright, clean and well-equipped vacation home with you. One bedroom with one queen bed, one bath and a sofa bed (sleeps four). Maui Vista is just steps from Charley Young beach. This quiet unit is located in the 2nd building,...
Plantation Hale Suites K5, King Bed, AC, Wifi, Near Shops and Beaches
No Resort Fees! Plantation Hale Suites Unit K5. Kauai Vacation Rental in the heart of Kapaa Town. The perfect Kauai vacation rental for the budget minded traveler. All vacation rental units have spacious bedrooms, are non-smoking, air conditioned, and fully furnished....
4 br Luxury Home in Kukuiula w Pool
Spectacular golf course views are just some of the highlights of the Pa'ina Makai vacation rental in the luxury Poipu community of Kukuiula. Pa'ina, meaning “to gather” in the Hawaiian language, is the perfect name for this home, which has many open living areas for...
Spacious lanai and newly remodeled. Shores at Waikoloa 317
This vacation rental is professionally managed by ResorticaHawaiiShores at Waikoloa 317. Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedLiving Room: Sleeper Sofa and Twin Size Fold Out Sleeper ChairBeach Equipment: All of our...
Oceanfront condo with ocean views, balcony, pool
Nohonani 301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Live the true meaning of "island life" at this gorgeous oceanfront condo. Boasting expansive water and mountain views from...
Ideal Makai Golf Course location, 2 primary suites plus loft, ocean view & AC
Hale On'tarioOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'High on a cliff in Princeville, a prime neighborhood in the heart of Kauai’s North Shore, Hale On'tariō is perfectly...
AlohaOur beautiful one-acre lush tropical paradise is located south of Hilo and near Kea'au and Pahoa Villages in the rainforest..The two-bedroom is an upstairs apartment looks out at lushn forest on back lanai.A piece of paradise to call home while you are on the Big...
Private, quiet, ocean view home. 5 minutes from the beach!
Tiny home with ocean view and loaded with character and amenities! Quiet, serene, high ceilings, AC and more! 5 minutes from the beach, and gorgeous 2nd floor lanai (patio) overlooking the neighborhood.
GC 163 Spacious Wailea 2BD w AC Pool Close to Beach
Grand Champions 163 Spacious 2Bedroom, 2Bathroom Luxurious Wailea Condo. Ideal Location to Walk to Beach, Tennis, Golf, Fine Dining, Luxury Shopping, and so much more. FREE daily activities included with your stay value up to $956! Complimentary admission, every day of...
Maui Resort Rentals: Honua Kai Konea 345 - Large 2BR w/ Great Interior Courtyard Location
Konea 345 is a luxurious two-bedroom suite offering lush interior courtyard views as well as partial views of the ocean through the palm canopy. Guests will enjoy its fantastic location located in the closest two-bedroom column to the ocean in the desirable south facing...
Hibiscus Beach Cottage, Steps to Beach, Beautiful Mountain Views, TVNC#5067
"Hibiscus Hula Beach Cottage". Kauai Vacation Rental, Anahola, Kaua`i, Hawaii. TAT ID#: TA-092-402-4832-01, TVNC#: 5067. On-Island Manager, Garden Island Properties LLC, Kapa'a Kaua'i. Accommodates up to 4 guests, including children and infants.Step back into the 1950's...
Upgraded Top-Floor Condo - Gorgeous Ocean Views!
E301 is the ultimate getaway for any couple with a spacious 1-bedroom and 2-full bathrooms in the exclusive Mauna Lani Terrace. Overlooking the Hawaiian fishponds, nothing obstructs your beautiful ocean and sunset views from the large covered lanai. The entire condo has...
>> MauiPenthouses 4 Bd 4 Ba Ocean/Beach Front Spectacular MILLION Dollar Views<<
The Ultimate Maui Vacation Rental. Spectacular Ocean / Beach Front Maui Penthouses with Four Bedrooms & Four Bathrooms. Now Air Conditioning! We now have Daikin AC systems in each Bedroom, and Living room.These are two incredible side by side Maui Penthouses (the...
Oceanfront Studio · Oceanfront Studio. See whales, turtles & dolphins!
Summary:Welcome to this private air conditioned Oceanfront Studio located between Hilo, Hawaii Volcanoes National Park, and black sand beaches! Just 35 minutes from Hilo international Airport, Rainbow Falls, and more! This is an affordable way for singles or couples to...
HAWAII Hilo Town~Private GATED Botanical GARDEN COTTAGE w Koi Pond
The Paradise Cottage at Anthurium Hale located in Hilo Town is an upscale, very private, free-standing cottage, "tiny house" with mountain and garden views, exclusive gated garden entry overlooking your own koi pond.Enjoy an intimate floral enhanced setting that...
Ma'alaea Surf Unit C1 Beachfront Condo, 2BR Ground Floor, AC, Wifi, Kitchen
Ma'alaea Surf, Unit C1 is deluxe in every sense. C1 is a conveniently located ground floor unit, just steps from the small pool. This unit is splendidly furnished. It features, central AC, Wi-Fi, TV, fully furnished kitchen, convenient parking, tennis and pickleball,...
Kahana Village #42 Beach Front Luxury
Aloha, as quoted from Maui Revealed: The Ultimate Guide Book, "the ocean view building with units 37 - 42 would probably be classified as beachfront at most resorts." Enjoy the large comfortable lanai that looks over the ocean with beautiful view of Molokai. This...
Oceanfront Kealakekua Bay Retreat w/ Breathtaking Views from Every Room
Manini Beach Breath TakerOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in Kealakekua Bay, a protected marine sanctuary and an ideal spot for snorkeling, diving, and...
Kamaole Sands Building 10 Best Sunsets on the Island!
If you are looking for a low pressure vacation. This is the place. Right across from Kamaole Beach III the nicest family beach on the island.It's all about location. Building 10 is the closest to the beach and has the best views. 1 Bedroom-Queen Bed-brand new mattress....
Lae Nani 215. A Convenient Location, Beautifully Decorated Ground Floor Air Conditioned Condo.
Summary:Lae Nani 215 is beautifully decorated, air conditioned, ground floor unit. Conveniently located and walking distance to shopping and restaurants.The Space:Tropical gardens take you to our great pool and then to the beach. Brand new split system AC!! Parking next...
Luxurious Oceanfront Penthouse Condo Air Conditioned. Sleeps 4
Steps away from Kona Magic Sands BeachRate are $199 per night. A one -time cleaning/maintenance fee of $130 will be made. Minimum 3 night stay.Comfort- No hot humid nights- New modern Air conditioning from the roof top, controls one in the kitchen and one in the...
Ko Olina Beach Villas O521: Luxury Ocean View, 3 Bedrooms & Grand Lanai
Ko Olina Beach Villas O521 invites you to experience effortless island living where contemporary comfort meets breathtaking ocean views. This luxurious three-bedroom, three-bath villa spans 1,484 square feet, offering an elegant and tranquil retreat designed for...
Coconut Plantation in Ko Olina. Special Pricing April through May 2024!!
Experience Ko Olina by staying in this resort style townhome, on the South-West coast of Oahu. The translation of Ko Olina is, “Place of Joy,” and was considered a quiet retreat for the ancient Ali’i, or Hawaiian royalty. Eventually the land was bought and the four...
Kona Plaza#218 2nd Floor Unit in Heart Of Kona Town: AC & Elevators!
Experience the best of Kailua-Kona from the comfort of Kona Plaza #218! This beautifully remodeled gem is in the heart of Kona Town, offering a central location with immediate walking access to restaurants, the ocean, pristine beaches, boutique shopping, and local...
Oceanfront 3rd Floor Unit at Maalaea Kai Complex
Enjoy the beautiful seascapes, surrounding islands and lovely Hawaiian skies above meticulous, palm-lined grounds. Winter whale season from approximately the end of Nov to mid April. Catch the occasional view of resident turtles from the lanai. The peace within may...
Ocean View-Top Floor-A/C in All Rooms-Pacific Shores
We want you and your family to enjoy our two master bedroom, two full bathroom, completely remodeled, fully air-conditioned, top floor condo with beautiful diagonally placed tile throughout...No condo above us or to one side which means quiet time is REALLY quiet...
Beautiful 1 Bedroom Condo in Waikiki with an Ocean View (NCU# 90/TVU-0346)
We take pride in our condo by reviewing and updating it every 6 months. We want your stay to be clean, comfortable and in great condition. CONDOMINIUM: The LIVING ROOM has a queen size SOFA-BED which can be easily unfolded for additional sleeping space. The BEDROOM...
2nd-floor condo with amazing ocean views, private lanai, & updated interior
Hale Li'ili'i at Keawakapu #201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beautiful ocean views and sunset vistas abound at this private piece of Hawaiian paradise. Along with...
New Discounts thru 8/31: 2 bed, 2 bath, A/C, ocean view, secluded beach, pool
Come vacation at Kahana Sunset, a quiet, lushly landscaped, beautiful resort on secluded Keone Nui Bay. Swim from our beach, snorkel with turtles, enjoy spectacular sunsets, barbecue on our outdoor built-in gas grills—all without having to leave the complex! We are...
Islander on the Beach 246 Stunning Oceanfront!
Beautiful Direct Oceanfront Studio Condo - Steps to the Pool and Sandy Beach! Islander on the Beach Oceanfront 246! Air Conditioner! No resort fee!Stunning Oceanfront Paradise! This Stunning Oceanfront Studio Condo at the Islander is located on the second floor. Truly...
Romance & Luxury in Paradise ~ Newly Appointed
ELEGANT Inside and TROPICAL Outside... Newly Renovated & Spectacular...! You have discovered one of the FINEST and Most BEAUTIFUL Condos in Princeville. Relax and Enjoy this HIGH END & Elegantly Appointed 2 Bedroom & 2 Bathroom Condo. This Ground Level ~ End Unit condo...
Boasting a premier 7th-floor location in what is considered one of the best interior stacks at the entire resort, Suite 271 delivers gorgeous direct-facing views of the Pacific Ocean, as well as views of Maui's neighboring island, Lanai, and the lush Kaanapali Alii...
Ocean-view condo with balcony, AC, washer/dryer & pool - walk to the beach
Prince Kuhio 319Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a relaxing Hawaiian escape at the Prince Kuhio condos of Kauai. Named in honor of the revered statesman and...
Waikoloa Beach Villas J32 - Luxury Penthouse Villa, Gold Golf Club Membership
Luxury Penthouse Villa located in the privately gated Waikoloa Beach Villas, close to the activity center with two heated pools, fitness workout room and spa areas. Unit includes discounted GOLD GOLF KINGS' CLUB MEMBERSHIP - green fees at Waikoloa Beach Course - 2026...