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.
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...
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,...
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!...