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.
NEW LISTING DISCOUNT! 3BD/3BR Luxe Villa, AC, Pool, Walk to Beach
NEW LISTING – Special Introductory Rates!Hosted by a proven 8-year Superhost with 100+ 5-star guest reviews, Sugar Sands Villas offers the value of a new listing discount with the peace of mind of experienced, guest-focused hospitality—all within the newest and most...
Your Island Base: Mountain View Studio 224 LS
Enjoy the tranquility of West Maui from this beautifully appointed mountain-view studio at Lahaina Shores. Start your morning on the private lanai with a cup of coffee, listening to the trade winds and taking in sweeping views of the West Maui mountains. The studio is...
FREE parking ! Waikiki 400sf condo with Kitchen AC
Our fully furnished apartment is on the eleventh floor. It features a clean bathroom, a well-equipped kitchen, a soft queen size bed, a comfortable futon, a height adjustable desk, a private balcony, an EXTRA cooling split air condition, a wall-mounted flatscreen TV,...
Beachfront Oasis with Golf Course Views! Minutes Away from West Maui Mountains
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
Luxury 2BR/2BA/1PKG w/Washer Dryer Ocean Mtn Views
Just a short distance from the world famous Waikiki Beach, restaurants & stores around. Beautiful corner unit w/ spectacular views from every BR. From ocean to the mountains, you can enjoy it all from this high-floor unit. Secure&private w/only 4 units/floor. 1,025...
Classic Room with King Bed – Design-Centric Space
Relax in this stylish 242 sq. ft. room featuring a king bed and distinctive interiors with local art. Located on the 2nd floor, this room offers modern comforts like air conditioning, free Wi-Fi, and a flat-screen TV, making it the perfect space for a comfortable and...
Royal Kahana Maui 708 Oceanfront 1 Bedroom
- - 7th floor condo with balcony- Updated open kitchen with solid surface counters includes stove, oven, stainless steel refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Vinyl plank flooring throughout-...
Hawaii Getaway in Paradise! (FW-35G)
Hawaii living at its best in this beautiful 3 bed 2.5 bath townhouse in the Fairways Ko Olina Resort.Looking for a relaxing getaway in paradise? Look no further than this spacious and comfortable 3 bedroom 2.5 bath vacation rental in Ko Olina Fairways. This townhouse is...
Maui Resort Rentals: Honua Kai – Incredible 8 Bedroom Oceanfront Gem, Over 6000 Combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This exceptional 9BR/9BA pairing brings together one of the absolute finest oceanfront residences on offer at Honua Kai, with two neighboring oceanview suites to provide over 6000 sq ft of combined living interior, perfectly suited to any large group or family. Each...
Relaxing, Spacious, Great Location In Waikiki!
This beautifully updated condo is located on the 12th floor of Discovery Bay, offering spectacular views of Ala Moana Blvd. Recently renovated in July 2024, the condo boasts a brand-new kitchen and bathroom, featuring luxury vinyl flooring in both spaces and a fresh...
Escape to paradise at Pili Mai 2M
Ground-Floor Luxury Kauai Retreat Escape to paradise at Pili Mai 2M, a lovely 3-bedroom, 3-bathroom ground-floor haven that perfectly captures the essence of Kauai's South Shore. Accommodating up to 6 guests, this 1,580 square foot home offers garden and mountain...
Ko'Olina, 2 Bed Ocean View Villa
If you want to truly relax, follow the thousands who have stayed at the 640 acre gated premium vacation ownership resort, Marriott Ko Olina Beach Club. Nestled on the West side of Oahu, this resort is surrounded by clear blue waters and a picturesque lagoon. Soak up the...
Grand Waikikian by Hilton Grand Vacation Club, HI!
Enjoy the glamour of this stylish, upscale place. THIS IS A 2 BEDROOM SUITE! Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki Beach, this stylish...
Hale Nalu Waikīkī Oceanview King Bed Island Colony Studio
- Located on the 30th floor of Island Colony, a secure high-rise building with 24/7 security- Elevator access for convenient arrival and departure– Building amenities on the 6th floor: swimming pool, jacuzzi, sauna, laundry facilities, convenience store, ice maker,...
Wonderful South Maui Beach Condo
Ground floor easy access. Cold AC in living and bedroom. 3 minutes to the beach! Surrounded by lush tropical landscape.The property has 3 private pools, 6 tennis courts, barbecue grills, and beautiful landscaping throughout. You can also soak in the sun on the beach; we...
Serene Ala Wai Palms 2-Bedroom | Newly Renovated
This stylishly renovated and ideally located home-away-from-home offers two private bedrooms with ensuite bathrooms, a spacious living area, and remodeled kitchen. This modern Waikiki apartment features Ala Wai views and sleeps 4 guests. Elevators are available....
Luana Inn Bed and Breakfast - Oceanview Hilltop Accommodation in Kealakekua Bay
Nestled in the foothills of Mauna Loa mountain and overlooking beautiful Kealakekua Bay, Luana Inn bed and breakfast offers comfortable and peaceful accommodations to experience the magic of Big Island. The Napo'opo'o road location offers ever-changing breathtaking...
Royal Kahana Maui 615 Ocean View 1 Bedroom
- Royal Kahana is an oceanfront vacation condo resort - Carpet & tile flooring throughout - Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware - Tiled bathroom with walk-in tiled shower - Designated work space desk and printer - 1 king bed...
Third floor resort studio - ocean-view lanai - steps to beachside pool, hot tub
Islander on the Beach 340Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate oceanfront retreat at this premium top-floor condo in Kapaa, Hawaii. Situated in the...
Lagoon Tower HGVC Hawaiian Village,Beachfront Resort
Enjoy the glamour of this stylish, upscale place. Set among 22 acres of pristine Waikiki beachspace, Lagoon Tower by Hilton Grand Vacations provides visitors with spectacular amenities and an unrivaled position in the heart of paradise. Guests are treated to access to...
Dream Hawaiian Getaway at Stunning Oceanfront Maui Sunset!
Welcome to your dream Hawaiian getaway at Maui Sunset, a stunning oceanfront complex known for its lush, beautifully landscaped 5-acre grounds. This newly updated 1-bedroom, 2-bathroom condo offers everything you need for a comfortable and unforgettable stay.Step into a...
Beautiful resort with your own cozy hotel suite in lovely Waikoloa Village!
Whether you’re seeking adventure or looking for relaxation, Marriott’s Waikoloa Ocean Club is a truly unique vacation destination. This welcoming oasis celebrates the breathtaking landscapes of the Big Island — its white-sand beaches, lush green flora and...
Valley Isle Resort #702 - Vacation West Maui
Welcome to Valley Isle Resort #702, your beachfront West Maui Escape!•Free Parking•Free Wi-Fi•No Resort Fees•Powerful AC in each room•Beach and Ocean Front Views•Direct Beach Access at Kahana Bay•Fully Equipped Kitchen•In-room Washer & Dryer•King Sized...
Wyndham Bali Hai 3BR Suite with Resort Access
About this spaceNestled 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...
Royal Kahana Maui 503 Ocean View Studio
- 5th floor condo with balcony on the north side of the building- Updated kitchen with granite counters includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Updated bathroom with granite...
Honua Kai Luana Garden Villa 3 Bedroom
3 Bedroom Luana Garden VIlla- Open kitchen concept – Bosch appliances to include induction cooktop, wall oven, counter-depth French Door refrigerator with two freezer drawers, quartz countertops with full height ceramic tile backsplash, quartz slab kitchen island with...
Makai Club Cottages 2BR/2BA
Located on the North Shore of Kauai, the Makai Club Cottages are gorgeous free-standing 2-Bedroom Cottages on the Makai Golf Course. With stunning mountain and Norfolk pine views, you’ll have easy access to Hanalei Bay within 5 minutes. The units are fully renovated...
Kapalua Ridge Villa 1514 Gold Ocean View 2 Bedroom
- 1st floor villa with 8 stairs from designated covered parking and front door- Porcelain tile floors throughout- Updated open kitchen with granite counters and stainless steel appliances includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware,...
Maui Resort Rentals: Honua Kai – Incredible 11 Bedroom Oceanfront Gem, Over 7200 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This 8-bedroom gem combines one of the absolute finest oceanfront residences on offer at Honua Kai, with three neighboring oceanview suites to provide over 7200 sq ft of combined interior living space, perfectly suited to any large group or family. Each residence boasts...
Wailupe Seaside 6BR by Gather: Beachfront w/ Luxury Guest House
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.Escape to Wailupe Seaside 6 Bedroom by Gather,...
Great Amenities! Beachfront, Water Activities, Pool, Spa, On-Site Dining
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Spend the New Year in Hawaii! Studio Deluxe KaEo Kai Princeville, Kauai, Hawaii
Gorgeous property overlooking Hanalei Bay and the Pacific Ocean. We are on the north shore, which is the more tropical side of the island. Smaller property with pools, spa, waterfalls, foliage, and winding walking paths. The most peaceful place I have ever visited. This...
Perfect Event Location! 3 Awesome Units, Beachfront, Event Space, 3 Restaurants
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Wailea Elua Village | 1202
Wailea Elua 1202 is a stunning vacation rental property that offers visitors a truly luxurious and unforgettable experience in the heart of Maui's renowned Wailea resort area. Situated just steps away from the pristine white sands and crystal-clear waters of Ulua Beach,...
Downtown Honolulu Suite Near Ala Moana Beach!
Paradise awaits at this 1-bedroom, 1-bathroom vacation rental in Honolulu! Located at Executive Centre, this cozy apartment has resort amenities like a swimming pool, hot tub, and coin laundry machines. This prime location is within walking distance to downtown with...
Large Estate for 40 guests on Oahu's Windward Coast
Summary:Welcome to the only property on the North Shore capable of hosting 40+ guests in one stunning location! This half-acre private estate features five separate units, each with 3 bedrooms and 1 bathroom, making it perfect for large gatherings. Whether you're...
Royal Kahana Maui 1113 Oceanfront 1 Bedroom
- 11th floor condo with lanai- Vinyl plank flooring in living room, dining room, bathroom- Updated open kitchen with granite counters and stainless steel appliances – fridge, stove/oven, microwave, dishwasher, cookware, tableware- Updated bathroom with granite counter...
O-523 Sunset Hale Retreat - Ko Olina Beach Villa. Steps to the Pool and Beach!
Welcome to our Sunset Hale Retreat - Ko'olina Beach Villa. Steps to the pool and beach!Amazing beachfront condo in the Ko'Olina resort overlooking swimming pool with beautiful pool and sunset views! Pristine residence features spacious living area and lanai with pocket...
Dead center ocean views and indoor/outdoor living at it's best
Feel the Aloha as soon as you walk through the door with expansive ocean views from this beautiful 1 bedroom, 1 bathroom condo centrally located on the Westside of Maui. Recently remodeled kitchen and bathroom, fully stocked with Pampered Chef items, new linens, beach...
New Island-Inspired 2BD Oceanfront ~ Hololani B301
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Welcome to Hololani B301, a stunning oceanfront retreat where comfort meets breathtaking views. This spacious two-bedroom, two-bathroom condo offers 1,066 sq. ft. of beautifully designed living...
Ocean Ohana — Private Luxury on the Hamakua Coast
Welcome to our breathtaking luxury property nestled along the serene Hamakua Coast of Hawaii's Big Island. This awe-inspiring oceanfront paradise is a true tropical haven, enveloping you in the purest essence of Hawaiian living.Every detail has been curated to immerse...
Wailea Elua 1304 - Spectacular Oceanfront Condo with Panoramic Views
Wailea Elua #1304 – Oceanfront Comfort in the Heart of Wailea’s Resort CommunityWelcome to Wailea Elua #1304, a beautifully appointed 2-bedroom, 2-bathroom oceanfront condo offering the perfect blend of luxury and relaxation. Nestled in one of Wailea’s most...
NEW! Village Manor D21, Distant Ocean Views, Walk to Kapaa Town and Beach
Village Manor Beach Side Apartment #D21. Waipouli, Kapa'a, Kaua`i Vacation Rental with distant ocean views and coconut grove views. Accommodates up to 4 guests, including children and infants.Second floor (top floor), walk up end unit apartment. Centrally located on...
Luxurious Villas in Kapalua, Maui with Pool Access
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Hyatt Residence Club Maui, Ka'anapali Beach Christmas & New Years 7 or 14 night
Enjoy the prime holiday season at Kaanapali’s newest and most luxurious resort, the Hyatt Residence Club Kaanapali. This unit is available for a 7-night or 14-night booking, with check-in and check-out on Saturday. This one-bedroom mountain view unit is spacious with...
Cozy 1-bedroom apartment with WiFi, AC in welcoming Waikiki
Your oasis in Waikiki, welcome to paradise living! Available for rent fully furnished at $3800/mo + GET (3 months min) starting 8/7/24. Just bring your clothes and toothbrush, everything else is provided. This fully renovated 1-bedroom unit at Liliuokalani Gardens...
Maui Bay Beach Front Villas
This two-bedroom, two-bathroom suite offers a 138 square-foot lanai area, as well as a balcony with seating for four. The primary bedroom features a king-size bed, 55-inch TV and desk. The primary bathroom includes a vanity with a single sink, a backlit mirror, backlit...
Welcoming Signature Courtyard 2 Queen Beds at Outrigger Kāʻanapali Near Whalers
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
Ground Floor Ease w/Kitchen, Laundry, WiFi, Lanai, Flat Screen+AC–Kamaole Sands 4104
Edging the resort’s beautiful grounds landscaped with gardens, waterfalls and ponds. The open design kitchen and living area create a perfect space for mapping out the day’s itinerary as meals are being prepped for sharing at the granite countertop breakfast bar,...
Royal Kahana Maui 1018 Ocean View Studio
- 10th floor condo with balcony- Updated kitchen with granite counters includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tile floors in entry, kitchen and vinyl plank flooring in the...