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.
Marriott's Kaua‘i Beach Club | Two Parlor Suites
Summary:Experience the beauty of Kauai from the cozy parlor suite, the resort offers ocean views and easy access to Kalapaki Beach, consistently ranked among Hawaii's best swimming beaches. Enjoy resort amenities including a communal pool and hot tub, and relax on your...
Cozy 1-bedroom condo with AC, fitness room in welcoming Kihei
This brilliant 1-bedroom condo in Kihei is perfect for your escape to relaxation. With a cozy king bed and a charming living room featuring a comfy murphy bed, guests can unwind in style. Enjoy the convenience of a fitness room, washing/drying machine, full kitchen,...
Kona Bali Kai 213 – Oceanfront Condo–Private Lanai
Wake up to the sound of the waves on the shore. This 2-bedroom condo looks directly over the Pacific Ocean, offering a waterfront retreat unlike any other. The spacious lanai gives you a private place to relax and enjoy the views. Inside you’ll find a relaxing space...
Kaanapali Maui Eldorado H204 Garden 1BD + Bonus BD
- 2nd floor condo with balcony- Tile floor throughout unit- Open kitchen layout with granite counters, stainless steel fridge, stove/oven, microwave, dishwasher, cookware and tableware- 1 king bed in Master Bedroom- Modified 2nd bedroom with 2 twin beds- Queen sofa...
Spacious Waikiki Beach Condo with 2 bedrooms 2 baths
Just a few minutes walk from the famous beaches of Waikiki, this spacious, ocean facing unit with 2 bedrooms 2 full bathrooms in Discovery Bay gives you the perfect opportunity to live the Hawaii city life with tree top and ocean views. Just two floors away from the...
Spacious 1BR Premier Suite at Grand Waikikian – Aloha Comfort in Waikiki
Experience a blend of tropical luxury and home-like comfort in this 1 Bedroom Premier suite at Grand Waikikian. With about 836 square feet, this suite accommodates up to 4 guests, offering plenty of space for families or couples wanting both relaxation and adventure in...
High Floor 1 BD Condo - Steps away from the beach!
Wake up to gorgeous mountain views in this 30th Floor, corner-end unit at Waikiki Banyan!Perfect for hosting guests while you visit, this unit features a large, leather couch, a work station, a dining table with seating for 4, as well as 2 adjustable bar-stool chairs...
Cozy Studio with Panoramic Pacific Ocean & Island Views
*Seasonal Special: Stay 5 nights from now until December 15, 2025, and get 1 FREE! Lahaina Shores 529 is a perfect studio getaway!Outstanding, endless Pacific Ocean and neighboring island views from your private lanai. Set directly on the shoreline in historic Lahaina...
Freshly Remodeled w/ Vaulted Ceilings ,Lanai view 3.5 mi from Airport Live Local
Freshly (July 2025) remodeled Kona retreat with vaulted ceilings and a partial ocean view from the lanai. Enjoy year-round comfort at 1,070 ft elevation in a bright, spacious home just 3.5 miles from the airport. You're minutes from beautiful beaches, golf courses,...
Kiahuna Plantation Resort Ocean View 2 Bedroom
Ocean View 2 Bedroom 2 Bath- Spacious split-level condo with lanai features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevators- Sofa bed in living area- Rollaway bed 20 USD per night- Master...
Kapalua Bay Villa 36B3 Oceanfront 1 Bedroom
- Split level Condo- Villa closest to Kapalua Beach- No stairs between parking lot and front door- Tile flooring throughout and carpet in bedroom- Kitchen with stainless steel appliances – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware-...
Ilikai Hotel One-bedroom Unit with am AMAZING view of the Duke Kahanamoku Lagoon and Waikiki Beach
This condo is located on the floor of the 12th Ilikai Hotel.This AMAZING condo has beautiful views of the ocean overlooking the lagoon at the Ilikai Hotel. Relax in this cozy, Hawaiian styled condo. You'll love waking up to the beautiful and calming view of the ocean...
Hapuna Beach Residence B11 at Mauna Kea Resort
This oceanfront, newly-constructed, ground-level masterpiece offers floor-to-ceiling sliding window walls that create indoor/outdoor living space, a magnificent chefs' kitchen with Wolf, Sub-Zero and Miele appliances, including double ovens and a wine refrigerator, as...
Private North Shore Studionn
Our newly renovated attached studio is located between Sunset Beach & V-land one block to the beach. Well suited for a single guest or couple (queen loft bed) who want to enjoy the comforts of home while experiencing the North Shore culture. Walk distance to beautiful,...
Hanalei Bay Resort 4302: Oceanview w/ Lanais & Resort Perks, Pools & Tennis
Welcome to Hanalei Bay Resort 4302 by Gather, a one-bedroom, one-bathroom condo with loft is perched on the lush North Shore of Kauai. Overlooking the pristine waters of Hanalei Bay, this peaceful retreat offers unparalleled views of the Na Pali Coast and the verdant...
Oceanfront condo with pool, hot tub, sauna, tennis, BBQ, putting green, & lanai
Pono Kai Resort A308Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to your dream vacation and make yourself at home in this magnificent top-floor oceanfront condo, offering...
The Cliffs at Princeville Resort, Tennis Courts
You’ll love the stylish decor of this charming place to stay. Located on the north shore of Kauai, The Cliffs at Princeville lies within the Princeville Resort on over twenty acres of lush tropical land. This dream of a resort overlooks the Pacific Ocean from atop a...
Oceanfront Poipu Pool Home - Fabulous 7 BR Estate
This beautiful 7 bedroom for 14 oceanfront pool home is only 75 yards to famous Brenneckes Beach! Enjoy uninterrupted sunrise and sunset views from your oceanfront pool and jacuzzi. Enjoy the playfulness of breaching whales and spinner dolphins by day and the quiet calm...
Kiahuna Plantation Resort 317 Partial Ocean 1 BD
- Third floor unit with partial ocean views and Air Conditioning- Bright and airy tropical ambience- Carpeted living, dining and bedroom areas with tile in kitchen and bath- Fully equipped kitchen includes full size refrigerator, stovetop/oven, dishwasher, microwave...
One-Bedroom Villa with Balcony and Resort View
Nestled in Lahaina, this delightful villa offers a cozy retreat for guests. With 1 charming bedroom featuring a king bed and a lovely living room with a sofa bed, this marvelous property is perfect for a relaxing getaway. Enjoy the convenience of WiFi, a washing...
Bay Villas Gold Ocean View 1 Bedroom at The Kapalua Villas Maui, Kitchen
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...
Belle Vue Vacation Rental in Waimea
Welcome to Belle Vue Waimea. Enjoy a private first-floor one-bedroom apartment with peek-a-boo views of Waimea town, the ocean, coastline, and mountains. Located just 15 minutes from the Gold Coast`s best beaches, this peaceful retreat borders Parker Ranch and offers...
Four Palms – Hilltop Luxury Villa in Scenic Kukui‘ula
Artfully fusing the pastoral charm of a country estate with the glamour of an ocean-view villa, Four Palms—this remarkably gorgeous hilltop home in Kukui‘ula’s scenic Kahalawai neighborhood—is a masterpiece of creative design. The super-spacious 4BR/4.5BA house,...