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.
2-bedroom/bath condo in gorgeous Kapalua Golf Villa-Discounted rates for Summer
Thank you for looking at our home for your vacation. We've lowered our rates for a seasonal special!Due to the current conditions, we have also implemented a 24 hour gap between rentals, to allow for our cleaning team to sanitize and clean our home between guests. Enjoy...
Westin Kaanapali North OCEAN FRONT Studio, 7 nights Maui May 8-15, 2026
Ocean Front Villa 7 Nights in Premium Ocean Front Studio villa. Direct view of sand and sea. Steps away from beautiful beach. May 8--May 15, 2026 . Spectacular view of ocean and neighboring islands from balcony. Beach perfect for swimming, snorkling, and SCUBA diving....
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...
2 Rooms w/ Balcony | Onsite Pool | Free Breakfast
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Spacious Ocean View condo with AC in Mauna Kea Resort
Welcome to Waiʻulaʻula A201 — a truly exceptional island retreat.Perched in what is widely considered the best location within the Waiʻulaʻula community, this front-row ridge residence offers sweeping, unobstructed views of the Pacific Ocean, rugged Kohala coastline,...
Kona Makai 5-101: Ground Floor,1 bedr/2 bathr with Huge Lanai & Ocean Views!
NEW to the Vacation Rental Market | Kona Makai 5-101 as of January 2026!Ground Floor Corner Retreat , Massive Wraparound Lanai ,Incredible Ocean ViewsWelcome to Kona Makai 5-101, a brand-new offering to the vacation rental market—and one that truly makes a first...
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!...