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.
Big Island Luxury - 3000+ SqFt. 4 Bed 4 Bath. Beach Close. Hawaiian Paradise.
Our Newly Renovated Estate Home in the quiet neighborhood of Hakalau invites our guest to relax and enjoy paradise in luxury. Spacious and open floor plan offers plenty of room to accommodate large groups and gatherings. Air conditioned living spaces and bedrooms. Free...
Maui Banyan A-202 Unit B | Tropical Views, Pool
Escape to your tranquil island haven at Maui Banyan A-202, a beautifully appointed one-bedroom, one-bath condo situated in the heart of sunny Kihei. Just a short stroll from the pristine sands of Kamaole Beach II, this tropical retreat combines laid-back Hawaiian charm...
Rare 4bd/4ba Hualalai Villa - Great Location near 4 Seasons, Ocean Views
Two story townhouse-style villa along the 4th fairway of the Hualalai (Nicklaus) Golf Course with close proximity to the amenities of the Four Seasons Hotel including pools, golf course and the Hualalai Sports Club & Spa. Originally designed as a three bedroom, the...
Island Paradise w/ Ocean Views Across from Kam 3 Beach!
Aloha and Welcome to Island Paradise!Unwind in this spacious 2 bedroom, 2 bathroom top floor condo at the popular Maui Kamaole resort in sunny Kihei. With tasteful island-inspired decor and gorgeous ocean and sunset views from the living area and lanai, you'll instantly...
Kapalua Golf Villas Gold Ocean View 1 Bedroom
Golf Villas Gold Ocean View 1 Bedroom- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area-...
Private end-unit, ground-floor condo with lanai, AC, pools & hot tub
Plantation Hale Ohana RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the Royal Coconut Coast East Shore next to the Coconut Marketplace in Kapaa, HI, this charming...
Park Views w/Kitchenette, Lanai - Waikīkī Shore #415
Castle Waikīkī Shore - Unit #415 on the 4th floor: Imagine beginning your day with your toes in the sand watching the sunrise from behind the Diamond Head State Monument. Afterward, enjoy freshly brewed coffee at a table for two and prepare for the day with beautiful...
Beautiful Beachfront Bungalow
Hosted by VacaMauiGreat care went into this home getting the small details right. Located in the exclusive Pikake complex containing only 12 units. Perfect for your peaceful west Maui escape!Stainless Steel appliances, granite countertops, and stunning ocean views are...
Upgraded Luxury Diamond Head Waikiki Condo Amazing Location--FREE Parking
MINIMUM 90 DAY RENTAL: Monthly Rate Available. CLEAN and beautifully upgraded /remodeled open concept- comfortable/ quiet / breezy - 1 bdrm (King Bed, walk-in closet, w/black-out curtains)/1 bath w/Diamond Head View and 1 1/2 blocks to famous Waikiki Beach. Fully...
Palm Villas at Mauna Lani F22 Garden.
- 2nd floor walk-up, 2-story condo with Loft area- Kitchen features stainless steel appliances, granite countertops and includes 30” radiant cooktop, wall oven, side by side refrigerator, microwave, dishwasher, coffeemaker, toaster, rice cooker, blender, cookware and...
Walking distance to Waikiki beach, Alamoana shopping center and beautiful parks.
Beautiful 2 bedroom, 2 bathroom in Waikiki within walking distance to Alamoana shopping center, Hilton Hawaiian Village and beautiful Waikiki beaches. Includes 1 secure assigned covered parking, FULLY FURNISHED, spacious 1180 square feet plus large 124 square foot ocean...
Gorgeous, Fully Refurbished Kamilo Home
Welcome to "Hale Malu which translates in Hawaiian as House of Peace, a rare Kamaaina owned 'dual' home and rental at the upscale Ka Milo at Mauna Lani Resort. If you're seeking a unique and tranquil escape in the heart of paradise, our fully upgraded 3-bedroom cottage...
Kapalua Bay Villa 14B2 Gold Ocean View 1 Bedroom
- Villa is closest to Oneloa Beach- Split level condo with no stairs from parking to the villa- Tile flooring in kitchen, living room, and bathroom and carpet in bedroom- Fully equipped kitchen with stainless steel appliances includes stovetop/oven, microwave, and...
Ilikai Marina 1 Bedroom Yacht View, Great Location in Waikiki!
Construction Notice 9/17/25: Exterior painting work will take place during the month of December 2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Kaanapali Alii | 372
Enjoy partial ocean views and the relaxing sight of palm trees swaying in the tropical Maui breeze from Kaanapali Alii #372. The large and open floorplan connecting the living room, kitchen, dining room, sleeping den, and lanai is perfect for a family that wants to...
Wailea Ekahi Village | 47B
Welcome to your tropical retreat at Wailea Ekahi Village 47B—an ideal vacation escape for families or a group of friends. This beautifully appointed ground-floor residence offers the perfect blend of comfort, space, and convenience. With serene garden views and easy...
Waikiki Ocean View Deluxe Studio
Welcome to my sweet Hawaiian style home!Newly remodeled boutique Corner Studio, located on the 15th floor of Aloha Surf Hotel. Very quiet, convenient. walk to beach.320ft living space with delightful portions ocean/sunset, and mountain view. Surround sunset surf and...
KBM Resorts | FREE CAR | Mahana | Oceanfront | 1-Bedroom Penthouse with Gorgeous Sunsets! MAH-1006
Oceanfront 1-bedroom villa at Mahana with stunning views of Molokai, private lanai, updated interiors, and direct beach access-ideal for whale watching, relaxing, and romantic Maui getaways.** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with...
Hilton Grand Islander Waikiki - 1 BR Suite
Located within the Hilton Hawaiian Village Waikiki Beach Resort and offers guests access to all of the resort's amenities, the Hilton Grand Vacation Club The Grand Islander Waikiki Honolulu is located on 22 acres of beach front of Waikiki Beach. Six pools and Waikiki's...
Diamond Head/Waikiki Surf Shack Lanai Unit
Be our guest at this sweet island getaway on a quiet cul-de-sac near the base of Diamond Head. Less than 20-minute walk (or 5-minute drive) to Waikiki Beach. Wonderful neighborhood with a great local vibe and delicious dining options on Monsarrat Avenue, all within a...
Kalo Homes - Dream Hawaii Vacation
Stay just steps from the best stretch of Waikiki Beach! This condo is a 2-minute walk to world-class surf breaks, catamaran cruises, and endless dining and shopping. From food trucks and casual eats to lively restaurants and shops, you’re right in the heart of...
Kings' Land, a Hilton Grand Vacations Club - 2 Bedroom
*** 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 &...
Chic 2-Bedroom Unit In 43 Stack In The Ilikai Hotel!
Located in the highly desirable "43" stack of the Ilikai Hotel, this unit offers perfect views of the lagoon and yacht harbor, as well as front-row seats for the Friday night fireworks. It's the ideal spot to relax and soak up the Hawaiian sun! This non-renovated...
Oceanfront Studio Steps to Sandy Beach – Lahaina Shores 217
* NEW PROMO: Stay 5 or more nights from September 1st - October 31, get 1 FREE! Lahaina Shores 217 – Oceanfront StudioLahaina Shores is a charming boutique resort perfectly positioned on the oceanfront in the heart of historic Lahaina Town. Unit 217 is a second-floor...
Waikiki Studio- Walk to the Beach!
Feel the island’s Aloha in this Cozy and Stylish Studio! Steps from Waikiki beach and fully furnished to every detail to make your stay comfortable. There is a queen bed and a full size sofa bed , kitchenette is equipped with a Keurig, microwave, fridge and an...
1 Bedroom Mountain View at Honua Kai Resort & Spa, Pool, Parking
Step into your spacious and beautifully designed suite, where modern comfort meets tropical charm. Each unit features a fully equipped gourmet kitchen, furnished lanai, in-room washer and dryer, and luxurious bedrooms and living areas.Why Stay Here?Whether you’re...
Unique Chic Hotel with pool, WiFi, gym & AC in world-class Waikiki, Hawaii.
This lovely hotel room in Waikiki offers guests a comfortable stay with AC, WiFi, smart Roku TV, a newly renovated spa-like bathroom, balcony, fully stocked kitchenette, full gym, temperature-controlled outdoor pool with lush tropical lounge deck, and a BBQ deck area....
1-Bedroom Condo near Kahana Beach | Pool + Hot Tub
Discover serenity and convenience in this 1-bedroom condo at Kahana Falls Resort. Located just steps from Maui's picturesque Kahana Beach, this unit is ideal for couples or solo travelers seeking a restful escape. Enjoy a queen bed, fully equipped kitchen, modern...
Valley Isle Resort #1208 - Vacation West Maui
🚗 Complimentary Parking: Park with ease at no additional cost.🛜 Free Wi-Fi: Stay online with included internet access.🏨 No Resort Fees: Enjoy your vacation without extra charges.🌅 Oceanfront & Beach Views: Stunning views over Kahana Bay.🐳 Whale Watching:...
Palms at Wailea Villa 2203 Garden Deluxe 1 BD 2 BA
- Ground floor unit- Kitchen includes dishwasher, stove top/oven, microwave, refrigerator, coffeemaker, blender, cookware and tableware- Spacious 473 square foot lanai- Bedroom with 1 king bed and master bathroom with shower- Queen sofa bed in sunken living room- 1022...
5 Min Walk to Beach - Condo in Waikiki with 2 Beds
4-star boutique hotel at the entrance to the world-famous Waikiki Strip. Enjoy your stay in this hotel in the heart of an Aloha-filled Hawaii vacation. Located close to the beach in a quiet pocket yet all the excitement of Waikiki at your fingertips a short slippah...
Kahana Reef 420: Amazing Views from this top floor Ocean Front Condo on Maui
Amazing views from this top-floor oceanfront condo. Enjoy views of the island of Molokai and expansive views of the sparkling blue Pacific Ocean right from your private balcony overlooking the horizon. This beautifully furnished condo features rattan furniture with...
Magic Skies Hawaiian Kingdom Hula Room
Feel emersed in the Hawaiian culture in the Hawaiian Kingdom Hula Room. It is located on the top floor with a King bed, it's a large room with a sliding door which provides access to back lanai with waterfall views, Bathroom is dedicated but is also the bathroom for the...
Remodeled Waikiki Studio w/ AC and free Wi-Fi - Bamboo Waikīkī Hotel #705
The studio features an open concept floorplan with a charming island aesthetic throughout. Large sliding glass doors allow an abundance of natural sunlight and lead to a furnished lanai where you can enjoy morning coffee or an evening cocktail. The sleeping/living area...
Studio w/ Balcony & Full Kitchen | Access to Pool
Enjoy comfort and convenience in this cozy studio at Kahana Falls Resort, just moments from the beach. Designed for romantic getaways or solo retreats, the unit features a queen Murphy bed, full kitchen, balcony, and modern bath. With an in-unit washer/dryer, smart TV,...
Kona Sunset Ocean View Two Studio Oasis
Two separate elegantly renovated studios on a beautiful ocean view property steps away from a SALT WATER POOL in a beautiful neighborhood of Kona Palisades. Centrally Located in the heart of the Gold Coast of West Hawaii, 7-mile drive to downtown Kona and Kua Beach,...
Royal Kahana Maui 1114 Ocean View 1 Bedroom
- 11th floor condo with balcony- Tile & Vinyl plank flooring throughout- Open island style kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed and 1 queen sofa bed- 777 sqft/72 sqm-...
1 Bedroom with King Bed. Modern, elegant decor. High Floor, great mountain view. Close to beach, restaurants, shops, nightlife.
**REDUCED PRICE WHILE POOL RENO UNDERWAY**Just a block off world-renowned Waikiki beach, enjoy your island getaway with all the comforts of home in this stylishly renovated 1-bedroom condo. Located on 34th floor, this 550sf gem offers panoramic mountain views on the...
Kiahuna Plantation Resort 185 Ocean View 1 Bedroom
- Second floor condo with lanai overlooking the beach and ocean- Bright and airy with Tropical beach décor and original art work- Luxury vinyl flooring throughout- Kitchen includes updated appliances with granite countertops and backsplash, microwave, full size...
Kapalua Golf Villas Partial Ocean View 1 Bedroom
Golf Villas Partial Ocean View 1 Bedroom- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Bedroom with 1 king bed or 1 queen bed- Queen sofa bed in living area-...
7 Mile Miracle Beach House
Beautiful fully furnished home on the very famous and highly coveted Ke Nui Road. It has direct beach access in front of Gas Chambers, and also world-famous surf spots, Rocky point (100 yards to the east), and Pipeline (300 yards to the west). This home is a surfer's...
OCEAN VIEW WESTIN VILLA FOR THANKSGIVING, NEW YEAR’S, JULY 4 1400SF 2BR
We invite you to enjoy the luxury and relaxation that only Westin can deliver at the Westin Kaanapali Ocean Resort Villas (commonly referred to as WKORV) which is located on twenty-six lush acres with breathtaking views of the Pacific Ocean and the islands of Lana'i and...
Leaf House: Lux Retreat w/ Pool, Ocean Views & Outdoor Living Near Lanikai
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.Welcome to Leaf House by Gather, your serene...
Perfect Family Vacation! Relax on Waikiki Beach, 3 Awesome Units, Pool
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...
Mauna Kea Villa 3003 - Exquisite Gated Private Estate
This exquisite, single-level, gated, oceanview private estate offers a sunken great room with sliding glass pocket doors for indoor/outdoor island living, a magnificent kitchen with top-of-the-line appliances, custom cabinetry, and woodwork, as well as a dining table...
Lagoon Tower, a Hilton Grand Vacations Club - 1 Bedroom
*** 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 &...
1 Bedroom Ocean View at Honua Kai Resort & Spa, Pool, Free Parking
Step into your spacious and beautifully designed suite, where modern comfort meets tropical charm. Each unit features a fully equipped gourmet kitchen, furnished lanai, in-room washer and dryer, and luxurious bedrooms and living areas.Why Stay Here?Whether you’re...
Cozy 1-bedroom Kona condo steps to beach, pool, and pickleball!
Escape to this delightful condo in picturesque Kailua-Kona. This cozy retreat features a bedroom with a comfortable bed and a charming living room with a sofa bed for additional guests. Enjoy modern conveniences like a washing machine, AC, and WiFi during your stay....
Central To Everything in Waikiki! Pets Allowed
Aloha, and welcome to your tropical playground on Waikiki Beach!This listing is for a room within a hotel.✦ Your room is 900 sq. ft, equipped with complimentary toiletries, high definition 55-inch TV, available with Standard cable, and Premium cable.✦ Daily cleaning...
Turtle House by AvantStay | Oceanfront Group Retreat w/ Patio + Views
Please note this property is only available for stays of 30 nights or longer.Welcome to Turtle House, your luxurious oceanfront escape on the stunning island of Oahu! Step into your outdoor paradise with sprawling lawns, a spacious patio, and a deck offering mesmerizing...