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.
Westin Kaanapali North 2 bedroom Villan
The Westin Kaanapali Ocean Resort Villas has breathtaking views of the Pacific Ocean and the islands of Lana'i and Moloka'i,and provides the ultimate in pampering and relaxation.The two-bedroom villa is a studio and 1-bedroom combined. It features a fully furnished...
Hale Namakeha! Brand New Construction with Exquisite Design! Mins to Beach with Air Conditioning!
Enjoy brand new construction & professional design with air conditioning! Located in the lush landscapes of Princeville, Kauai, Hale Namakeha offers the perfect blend of comfort and sophistication. Boasting three spacious bedrooms and three immaculate bathrooms, each...
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
CONSTRUCTION SPECIAL THRU SEPT 27THThe unit above this one is going through a remodel, with significant noise Monday - Friday, 9am to 5:30pm. If you plan to be out seeing the Island during these times, the noise will have little impact on your stay.Wake up to the sound...
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...
Westin Ka'anapali - Beautiful Resort On The Beach! Family Friendly! Island View!
The Westin Kā‘anapali Ocean Resort Villas South, located on Maui’s renowned Kā‘anapali Beach, offers an upscale island escape. These spacious villa-style accommodations feature kitchens, private lanais, and luxurious touches. Enjoy multiple pools, a spa, fitness...
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...
Wailea Point Executive 2 Bedroom/3 Bath Oceanview Vacation Home
Welcome home to Wailea Point 2803 - A premier holiday home for you and your family to spread out and enjoy quality time together. A tranquil private lanai for evening BBQs and sunrise breakfast or just sit and enjoy whale watching from your living room during the Winter...
Spring 2025 Discount! 2 Bd Villa Available For 1 Week May 31 - Jun 7 2025
I want to start off by saying that this is an incredible price for a two bedroom lock off that sleeps a total of 8 people comfortable. I have this priced so low because I am unable to travel this year due to family obligations. This is priced much lower than my...
NEW!! Iconic Hawaiian Getaway at Mauna Lani. Beach, Bike, Golf, Books, Relax.
Parking Pass to Mauna Lani Beach Club Included.Welcome to the Surf House in picturesque Kulalani, a gorgeous, upscale community within the world-class Mauna Lani Resort. This charming, light-filled two-bedroom townhouse is your perfect Hawaiian escape. Featuring soaring...
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...
This apartment is a 1 bedroom(s), 1 bathrooms, located in Honolulu, HI.
Welcome to our "Plumeria Suite" - A vibrant, stylish apartment, with fully stocked kitchen, located in the iconic Ilikai. Very short distance from the Pacific Ocean, Duke's Lagoon, Magic Island, Ala Moana Center and an abundance of shops and restaurants.•...
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 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 Vacation Rental – Your Peaceful Escape in ParadiseDiscover the charm of Waimea with a stay in our beautiful one-bedroom, first-floor apartment—your perfect home base for relaxation and adventure on the Big Island.This cozy retreat...
Disney Aulani Resort & Spa Ko Olina - Yes the real Disney Resort
Aulani, A Disney Resort & Spa is perfectly positioned on the beautiful beaches of Ko Olina on O‘ahu. Nestled between verdant mountains and sparkling ocean waters, Aulani is far enough away from the crowds of Waikiki, yet close enough to enjoy all the wonders of this...
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,...