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.
Penthouse Paradise 2 Bedroom Apartment on the water, overlooking Hilo Bay!!
Nestled in Hilo, this delightful condo offers a serene escape for guests. With 2 bedrooms featuring a queen and king bed, along with 2 bathrooms equipped with showers, this phenomenal property ensures a comfortable stay. Enjoy amenities like WiFi, a fitness room, AC,...
Maui Resort Rentals: Kaanapali Alii 313 - Ground Floor 1BR Steps from the Beach with Expansive Lawn!
Maui Resort Rentals is proud to present this luxurious 1BR residence at the acclaimed Kaanapali Alii in the heart of Kaanapali Beach—newly launched on October 21, 2025 to start taking bookings for check-ins starting December 19th, 2025!Nestled just one column back from...
Private North Shore Studio
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,...
Ocean View by Beach - Kihei Bay Vista A106
Book with us and come to Maui to explore everything we have to offer!This updated and comfortable vacation home is just steps from the beach. The unit has both a queen bed and queen sofa bed. The bedroom has an A/C. The stylish bathroom features a tiled, walk-in shower....
Kaanapali Alii Unit 1111
Kaanapali Alii 11111 Bedroom | 2 Bathrooms | Sleeps 4 | Partial Ocean View_________________________________________________Welcome to Condo 1111 at the Kaanapali Alii Resort, a stunning 1-bedroom with a partial ocean view overlooking the turquoise waters of Maui’s famed...
Hanalei Bay Resort 4302: Oceanview w/ Lanais & Resort Perks, Pools & Tennis
Overlooking the legendary Hanalei Bay on Kauai’s lush North Shore, Hanalei Bay Resort 4302 offers an inspiring island retreat with sweeping ocean, mountain, and Na Pali Coast views. Designed for couples or solo travelers who crave both tranquility and connection, this...
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...
Hualalai 4 bedroom 5 bathroom privacy, central to all Four Seasons amenities
Make yourself at home in this 4-bedroom Kailua-Kona house. The space offers five bathrooms, providing plenty of privacy and comfort for guests. Step inside to find a pleasant environment where air conditioning keeps things cool and a hair dryer and iron add convenience...
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...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Mountain View 2-bedroom 2 Bath Honua Kai | 3 Units, 6 Bedrooms | HK ML-1388
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
New Listing! Paniolo Club, Ground floor, BBQ, WIFI by Coldwell Banker
Welcome to the Big Island Paniolo Club 114, a stunning two-bedroom, two-bathroom vacation rental nestled in the heart of Waikoloa Village. This thoughtfully designed property comfortably sleeps up to four guests, making it perfect for family getaways or a group of...
Walua Trail Oceanview Hideaway:A/C/W/D/Parking. Romantic getaway!!!
It is a very private hideaway that gives you the feel of being in the middle of no where but only one mile to the ocean. Walua road is great to take a peaceful walk every morning. Some nights you can hear the waves and every morning you hear the birds. Split level A/C...
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...
Tropical Oasis in Princeville
One of a small number of Princeville condos directly facing key amenities: pristine pool, hot tub, and grills! Plus 100' from the gym! Sip drinks on your lanai while you watch the family go for a dip. Or use our full stock of beach gear to enjoy Hanalei, Anini, or...
Oceanfront Complex - 2bdrm/2bath with Loft - NEW! Sleeps up to 8! AC, Wifi, more
A piece of Hawaiian heaven! This newly remodeled and refurbished 3rd floor condo is like brand-new. It's a super spacious, high-ceiling, air-conditioned, end-unit, so you have a wrap around lanai with peek-a-boo view of the ocean and a view of neighboring golf course!...