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.
Discovery Bay 1 Bedroom Ocean View, Near the Beach! Free Parking!
Take in ocean views from this budget-friendly 1-bedroom condo located on the 27th floor. The bedroom is furnished with two twin beds that can be combined for a larger sleeping arrangement, while the living area offers additional space with a comfortable sofa sleeper....
Kiahuna Plantation Resort 301 Garden View 1 BD
- Private, lower floor condo with expansive garden views including the Moir Gardens below with Air Conditioning- Carpet in living areas with tile in kitchen and bath- Fully equipped kitchen with granite countertops includes full size refrigerator, stovetop/oven,...
Royal Kahana Maui 816 Ocean View Studio
- 8th floor condo with balcony- Updated kitchen with granite counters includes stove, oven, stainless steel refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Ceramic tile floors in entry, kitchen and bathroom...
Kahala Beach #446 Vacation Rental
This highly desirable top-floor unit overlooks the lovely koi pond and provides the best views of the sky and stars. The lanai is oriented to the afternoon sun and sunset. Importantly, its top floor position makes it one of the most quiet apartments at Kahala Beach....
Great Ocean View One-Bedroom Overlooking The Yacht Harbor At The Ilikai Hotel!
1 Bedroom Deluxe Yacht Harbor View on the 16th Floor! Wake up to a gorgeous view of paradise from your very own private lanai. Unit was recently renovated and features an updated kitchen, bathroom, and flooring! Enjoy the beautiful sunset overlooking the yacht harbor...
Studio With Full Kitchen, Minutes to Beach & Shopping!
Construction Notice 2/10/25: Spall repairs are currently underway on the ocean-side units. Please be aware that construction noise may occur between 8 AM and 5 PM. The project is expected to be completed by July 2025.This condo is located at the Ilikai Marina on the...
Spacious 4BR/2BA Retreat in Beautiful Wahiawa
MODERN 4BR OAHU HOUSE - SLEEPS 8, CENTRAL ISLAND LOCATIONPERFECT FOR:Families | Remote workers | Beach lovers | GroupsCentral Location:- 5 mins to Wahiawa Botanical Garden- 10 mins to Dole Plantation- 30 mins to North Shore beachesSleeps 8 Guests:- 4 queen beds + AC all...
Golfer’s Lava Cove - Waikoloa, HI
Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Sunny Dream Escape Big Island Waikoloa
Welcome to a beautifully maintained 3BR/2BA condo in Waikoloa Village! Enjoy an open layout with natural light, updated finishes, and a private lanai with golf course sunset views. Features include stainless appliances, new kitchenware, a cozy Cal King master suite with...
*Front Street* 2 block -Lahaina 2bd/2ba Aina Nalu
Just two blocks off front street Lahaina 2bd/2ba Aina Nalu complex. Perfect for families this condo just two blocks from famous Front Street! If you enjoy being able to access restaurants and beach without getting in a car, this is the perfect condo for you — 846 sq....
Westin Princeville Ocean Resort Villas 1-BR
Summary:With its cascading waterfalls, tropical rainforests, and mountainous landscapes, Kauaʻi is a magnificent vacation destination. The Westin Princeville Ocean Resort Villas offers a collection of amenities to keep you entertained without ever having to leave the...
Marriotts Kauai Beach Club - Studio
*** Sanitation/Cleaning Update ***Over the next few months, when guests are in hotels within the Marriott portfolio, they will notice a number of additions to our cleaning regimen designed to set an even higher standard of cleanliness for the hotels. Marriott is rolling...
Wyndham Bali Hai | 2BR Suite with Resort Access
Summary:Nestled amidst the stunning scenery of Princeville on Kauai, Pahio neighborhood and Hanalei town beckon with a delightful array of restaurants, beaches, galleries, boutiques, and world-class golf courses, all within easy reach. Unwind by one of the two pools or...
Luxurious five-bedroom modern retreat
This five-bedroom home inHonolulu offers a blend of modern design and tranquil vibes. The spacious interior features an open-concept living area .The kitchen is modern and functional, with sleek finishes and ample storage. The master suite provides a serene retreat....
Waikiki Comfort in a 2BR Suite – Pool, Fitness Room & Steps from Surf Spots
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
KBM Resorts | FREE CAR | Papakea | Ocean view | Renovated Studio! PKE-304
Oceanview studio at Papakea E-304 with A/C, full kitchen, queen bed, sleeper sofa, private lanai, in-unit laundry, and access to pools, hot tubs, tennis, putting greens, and more.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival...
Luxury Lanikai Oceanfront Home – Secluded Beachside Elegance
LUXURY Lanikai oceanfront home built in 2006, charming board and batten home, concrete floors throughout with the charm of old Hawaii. Beautiful gardens, outside dining and entertainment areas, large pool, big yard spaces, and awesome private outdoor showers that you...
Wyndham Ka Eo Kai | Four 2BR Suites - Sleeps 24!
Summary:Escape to a serene South Pacific paradise overlooking the breathtaking Anini Bay on the mesmerizing north shore of Kauai. Our resort offers a tranquil retreat where you can immerse yourself in the natural beauty and tranquility of the island. With stunning...
2 Bedroom / 2 Bath Steps From Beach - Sunsets Everyday!
This spacious, airy and bright 2 story condo is just steps away from the white sandy shores of Lipoa Beach and is walking distance to a number of wonderful shops and restaurants, plus only a 1 minute walk to the supermarket. Kihei Garden Estates #D-203 is a 2 bedroom, 2...
Kai Moena Estate - Kailua Luxury Beachfront Compound with Pool, Spa, AC, Sauna, Tennis Court & More!
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.Property is currently for sale. The property...
2-bedroom apartment with WiFi, AC in Kihei
Condo A307 is a 2 bedroom, 2 bath with AC. A307 has a kitchen, upstairs and downstairs bathrooms, laundry equipment. There is a king bed in the upstairs loft bedroom and two twin beds in the guest bedroom. There is a sofa bed in the living room. A307 has a spectacular...
Kaanapali Alii | 441
Kaanapali Alii 441 is a luxurious vacation rental situated in the heart of Kaanapali along Maui's western coastline. This garden view condo offers an expansive living space of approximately 1,544 square feet, featuring one bedroom, an enclosed sleeping den, and two full...
CW Shearwater Resort | 2BR/2BA King Balcony Suite
Summary:CW Shearwater Resort | 2BR/2BA King Balcony Suite• Size: 1316 - 1368• Kitchen: Full• Baths: 2• Accommodates: 6 Guests• Beds: King Bed - 1 Queen Sleeper Sofa - 1 VariesRoom Amenities• Ceiling Fan• Hairdryer• In Room Safe• Washer/Dryer In Unit•...
Luxury Ko Olina 2 story resort villa - 5 minutes walk to the beach!
True resort living in a tropical paradise.We offer Acura MDX SUV for rent to our guests.ResortThis spacious luxury 2-story premier resort villa is located in the most desirable area of the Ko Olina Resort - Coconut Plantation community, the closest to the beach - mere 5...
Lanikai Hale - Elegant Kauai Villa + Guest House | Stunning Ocean Views | Private Pool + Hot Tub
Summary:Discover Lanikai Hale, a luxurious, family-friendly retreat on the south short of Kauai. This peaceful villa includes access to a detached ohana (guest house) and comfortably accommodates up to 10 guests. Enjoy a private pool, hot tub, fire pit, outdoor kitchen...
Orchid Isle Pool Paradise- Private Hawaiian Estate w/Pool and Air Conditioning!
Paradise found! This beautiful, new home is situated off a paved road behind a solar powered entry gate, on 3 gorgeous acres. You will feel relaxed the moment you arrive, from our comfortable and welcoming fully furnished lanai to the spacious and well appointed...
Sans Souci Beachfront Studio Condo 106
Monthly Rental.True 'beachfront' vacation rentals are hard to find near Waikiki, so this well equipped Studio with Full kitchen is rare in it's location and very unique in its proximity to the golden sands and crystal clear aquamarine ocean waters.With an open airy...
Sheraton Kaua'i Resort Villas - Studio Villa
*** Sanitation/Cleaning Update ***Building on a Legacy of CleanFor 92 years, Vistana has been recognized as a hospitality leader for its commitment to quality, exacting standards, and rigorous training. These expanded protocols reflect elevated cleanliness standards and...
1 bdrm suite, Bali Hai, Kauai HI
Nestled high into the cliff terrain of Princeville, Kauai's leading resort community blends natural and man-made pleasures into magnificent harmony between the lush, tropical mountains of Kauai's north shore and the beautifully manicured resort amenities.Lush gardens...
3-bedroom townhome in delightful Aiea with AC, WiFi
Your home away from home in Aiea with 3 bedrooms. This amazing townhome features 1 king bed, 1 queen bed, and 1 full bed, perfect for a soothing night's sleep. Enjoy the convenience of AC, a washing machine, WiFi, iron, and a hair dryer. With 2 bathrooms equipped with...
Wonderful 6 Bedroom for 10 Hanalei Home. Beachfront!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful 6 bedroom for 10 Hanalei Beachfront home, offers an amazing location right in the central area of Hanalei Bay! Huge beachfront lawn onsite, as well as a spacious...
Terrific three bedroom Villa at Sands of Kahana. Stunning Beach!
Concierge Realty is proud to present luxury villas at Sands of Kahana.We are able to offer reservations in weekly increments with arrival and departures on Wednesdays, Fridays, Saturdays, and Sundays.Please note: Please be aware that air conditioning is not available in...
Oceanview Condo at Plantation Hale in Kapa'a- FULLY remodeled 1bd/1ba with AC
ALOHA! Welcome to our beautifully renovated ocean view hale! This is a one bedroom condo in Kapa’a on the beautiful island of Kauai. You can enjoy listening to the ocean waves from the chairs on our oversized private lanai or with the breeze lulling you into total...
Waikiki Condo Beach+Mall!
Stunning views with an amazing sunset awaits you! Perfectly situated steps away from Waikiki beaches, delicious restaurants, great shops and walking distance to the Ala Moana Mall. All the conveniences with a GREAT location and SPECTACULAR views right from your own...
Fully Decked Lifted 4WD Tan FJ Cruiser!
Your Adventure AwaitsExperience Big Island like never before with our unique 2-in-1 adventure! Explore in the island’s only outfitted Matte Tan FJ Cruiser, complete with 4WD, lift kit, and 33-inch wheels. After booking, you’ll receive our handcrafted guidebook...
Oceanfront Elegance With Stunning Views - Double-Sized Lanai & Full AC
Aloha and e komo mai to Poipu Shores 304A - the perfect setting for an unforgettable oceanfront experience on Kauai's south shore. From the double-sized lanai to the deluxe floor plan, from theAs you walk through the front door, you'll be immediately struck by the rich...
Style and Comfort Over the Ocean
Relax with the family at this peaceful place to stay. Enjoy your long awaited retreat in this newly renovated 2 bedroom 2 bathroom condo in this desirable Princeville location. Rustic on the outside but brand new on the inside, you will be able to chill and enjoy the...
Northshore Surf Retreat 5 minutes By Car to Beaches
New unit with fully equipped kitchen, stove + oven, island with bar stool chairs, big bathroom with nice hot shower, queen bed with small closet, lovely living room with modern sofa, TV & coffee table. On-site parking next to unit. Laundry on site.
Luxury 1-Bedroom Oceanfront Villa on Kaanapali Beach
Enjoy all the amenities of a luxury resort on the beach - pools, hot tubs, grilling areas, exercise room, children's activities. Up-to-date luxurious villas with lanai off bedroom and living room. Free shuttle to shopping areas, luaus, grocery stores. Free access to...
Sugar Beach 417 Direct Row Beach Views in Beautifully Upgraded Ocean front Condo Home
Book with us and come to Maui to explore everything we have to offer!Incredible views in a well maintained oceanfront unit right over the beach. You will love the remodeled kitchen and bath. Upgraded granite kitchen and cabinetry. Take time to relax with your morning...
Island style decor with tropical garden view
Welcome to Paki Maui 313, a charming 1-bedroom, 1-bathroom oceanfront condo with garden views that allow guests to fully immerse themselves in the beauty of Hawaii's natural landscape. The unit does not have air conditioning. There are no elevators at this property....
Royal Kahana Maui 408 Oceanfront 1 Bedroom
- 4th floor condo with balcony on north side of the building- Updated open kitchen with granite counters includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry into the kitchen and...
Royal Sea Cliff Kona Ocean View 1 Bedroom
Ocean View 1 Bedroom- Condos located on 2nd, 4th, and 6th floors- Private balcony- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed- 850-925...
Discovery Bay deluxe ocean view, near Ala Moana Shopping Center & the beach!
Soak in stunning views of the Pacific Ocean from this spacious 1-bedroom, 1-bath condo located on the 35th floor of Discovery Bay! With 769 sq ft of comfortable living space, this fully furnished unit features a full kitchen, two twin beds (pushed together in photos) in...
Kalia Suites, a Hilton Grand Vacations Club - 1 Bedroom Plus
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Paradise Green, golf course front near beach
Experience a prime location on the North Shore! This single-level, ground-floor condo at Kuilima Estates West is situated along the golf course, offering serene views and direct garden access from the lanai.Conveniently located within walking distance to Turtle Bay...
Lush Garden Retreat l Pool, Urban Bikes & Curated Island Experiences
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
New Listing! Contemporary corner unit at Papakea
Papakea F201 is a 1-bedroom, 1-bathroom direct oceanfront corner condo with a large lanai and split A/C in the living room and ceiling fans throughout. Unit F201 can accommodate up to 4 guests. There are elevators at this property for easy access. The bedroom comes...
Stylish 23rd floor condo near Ritz Carlton Spacious Ocean and Mountain views
Experience paradise in this renovated 670sq ft condo on the 23rd floor, just steps away from the lovely Ritz Carlton hotelWalk to nearby restaurants and Waikiki Beach, with shopping at Luxury Row and International Market Place Your fully equipped condo includes a King...
Ocean Tower, a Hilton Grand Vacations Club - Studio Plus - Partial Ocean View
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...