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.
Five bedroom log cabin near Waipi'o Valley
The Log Cabin, a licensed 'inn', is located in lush and peaceful Ahualoa, just an 8 minute drive up the mountain from historic Honokaa town. The Log Cabin is a great setting for families, groups, weddings or other special events.You can enjoy a stroll around the yard or...
Maui Resort Rentals: Honua Kai Konea 348 – XL 1BR w/ Partial Ocean Views, Only 1 Stack Back from Oceanfront!
Boasting a premier location in the closest one-bedroom column to the ocean at the entire Honua Kai Resort, Konea 348 offers fantastic vistas of the tranquil blue Pacific Ocean as well as views of Maui's neighbor island Lanai. Step outside onto the generous balcony and...
Paradise + Turtles!
Our beautiful and spacious Kona home is just a 2 minute drive or 10 minute walk to the world famous Kahalu'u beach park where swimming with Turtles is virtually guaranteed. While you are a guest in a privately owned Condominium the property has resort-amenities such as...
Welcome back to Maui! Gorgeous 2br/2 ba Luxury condo
Welcome to our beautiful 2-bedroom, 2-full bath corner unit condo at the beautiful Honua Kai Resort and Spa. Our luxurious vacation home promises an unforgettable experience with its ample space, incredible views, and prime location. With its huge windows, abundance of...
Easy walk to beach! Spacious Patio, Covered Lanai, Shared Pool, Gym
Minutes from the beach! Paradise awaits. Immerse yourself in the breezy and tropical feel of our condo with all the amenities at your convenience!Hosted by LoveRentals and locally managed by Lauren and Peter. This luxurious rental villa features three bedrooms, a...
Kukui'ula Country Club Villa with Private Pool
Welcome! We hope you enjoy a fabulous stay with us in this picturesque Hawaiian home! Managed by LoveRentals and your on-site host, Lauren. Featuring some of the most luxurious amenities and features possible, this exclusive home in Kukuiula Country Club is perfect for...
Hale 'Imi Ola: Ocean Views, Luxury, Balinese Charm
Hawaiian ease meets Balinese charm in this uniquely elegant, custom-designed South Shore villa, with luxuries galore & views for miles. Brand-new & wonderfully spacious, Hale 'Imi Ola offers the ultimate in stylish, relaxing indoor-outdoor living, complete with pool/spa...
🏝 North Shore Island Bungalow, Steps to Beach
Wake up on Oahu's dreamy North Shore to the sweet sound of birds and fresh ocean breeze. Ideally situated in a quiet neighborhood yet minutes to historic Haleiwa town with lots of restaurants and shops. Enjoy island living with modern amenities - fast wifi with two work...
Luxury king suite with A/C, Walk to Beaches & 1 Hotel Resort, Massage Chair
As an experienced traveler and VRBO guest myself I've come to appreciate how important it is to find a place to stay that is furnished with a top quality bed and bedding, a great shower experience, laundry facilities, sharp knives and surprise amenities.I've designed my...
Colorful & open condo w/free WiFi, furnished deck, & shared pool - near golf
Mauna Kai 6BOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy a taste of the tropics inside this open, colorful, and very inviting condo located near golf courses, beaches, and...
Hale Leimomi: Luxurious Comfort + Pool + Views!
In this sparkling new villa, laid-back comfort harmonizes—beautifully—with the ultimate in luxurious appointments & upscale amenities. Extraordinarily spacious, with 3,902 square feet under roof, Hale Leimomi combines the elegance of a 4-star resort hotel with the...
🌺 A Place of Peace: where heaven meets the Ocean 🌺
A serene haven where heaven meets the ocean. This elegant and contemporary home boasts 2 bedrooms and 2 bathrooms. Immerse yourself in the beauty of sunrises, moon rises, and the mesmerizing sight of surf and breaching Humpback whales just offshore.Located a short...
Hanalei Bay Villas #22 - a 2br / 2.5BA, mountain and golf course view condo
Hanalei Bay Villas #22 is a spacious two bedroom, two and a half bath, two story stand-alone condominium. With an additional queen size sleeper sofa, this unit sleeps six comfortably. Beach access is available past the 1 Hotel Hanalei Bay next door. Views include the...
Maui Resort Rentals: Westin Ka'anapali Ocean Resort South Studio Islandview Villa
This island view luxury studio villa sleeps up to 4 with one king sized bed and one queen sized convertible sofa sleeper. It is located in the Westin Kaanapali Ocean Resort Villas South. The villa is equipped with a gourmet kitchenette with granite countertops, a two...
Beautiful Hali’i Kai 15-C, oceanfront, watch whales from your lanai
Welcome to the beautiful Kohala coast on the Big Island of Hawaii! Unit 15-C at luxurious Hali’i Kai gives you a rare front row seat with ground floor access to lush green grass over looking the beautiful Pacific. During the season, watch whales up close from your...
Wainani "Heated Pool, Hot Tub, Game Room & A/C"
5 night minimum stay required.Beautiful Wainani home overlooking the 4th Fairway of the Kiahuna Golf Course. Located in a cul-de-sac in the Wainani neighborhood in sunny Poipu. Close to shopping, dining and several beaches (Poipu Beach Park, Shipwrecks, Brennecke's to...
Updated Kamaole Sands Condo
Desirable Kamaole Sands condo - across the street from Kam III beach. Great walkability – restaurants, groceries and amenities nearby. The home has been recently updated and refurnished to make for an enjoyable stay – new mini-split a/c, refreshed bathrooms, updated...
Top floor condo with ocean & mountain views. Ask about last min discounts! <br>
Breathtaking ocean and majestic Haleakala mountain views. This is a highly sought after, beautifully updated two bedroom, two bathroom condo. The Maui Banyan is prime location - across the street from the soft sand of Kamaole Beach 2. This white sandy beach is perfect...
Oceanfront luxury 3bd condo on Baby Beach
Puunoa Beach Estates is one of Lahaina's best-kept secrets. This exclusive 10-unit gated boutique resort is nestled on Baby Beach, otherwise known as Puunoa Point and is famous for soft white sand and tranquil waters. The outer reef protects this point from the waves...
Spacious affordable 2br/2ba/3lanai remodeled condo, perfect location in Poipu!
If you are looking for a beautiful, spacious, incredibly clean, affordable condo with fantastic amenities located right in the heart of Poipu….you've come to the right place!! Pakele Kahakai or "Beach Escape" is what our family calls our dream Kauai home. This condo...
Kolea 3B - Special Rates Plus Lava Lava Beach Club!!
Kolea 3B Special Rate $550/nt+tax Plus $100 Lava Lava Beach Club for a limited time!3 bedroom, 3.5 bath2nd floor level with semi private elevatorPartial ocean and mountain viewsMaster suite king bed with private lanai, ensuite with dual walk in shower, deep soaking tub,...
Renovated Penthouse near Beach - sleeps 6!
Beautiful, newly renovated penthouse with big views at the acclaimed Waikoloa Resort. This highly desired loft floor plan is located at the Fairway Villas, an exclusive gated community with elevator access. F34 has high ceilings and a spacious layout for up to six...
Combo Booking: Luana Garden Villas 14D, 15D & 18C at Honua Kai~sleeps 24 guests
Welcome to Luana Garden Villa, where paradise awaits you at Honua Kai Resort & Spa in Kaanapali, Maui. Our luxurious and spacious condos, Luana 14D, Luana 15D and Luana 18C, offer high-end amenities and stylish decor, ensuring comfort and luxury during your stay. Each...
Villa Lava at Mauna Lani Resort w/ Keyless Entry and Private Beach Club Access!
ALOHA! Immerse yourself in an authentic Big Island vacation experience while staying at our beautiful Tommy Bahama inspired ‘Villa Lava’, located in the private gated luxury community of the Fairways at the Mauna Lani Resort on the majestic Kohala Coast. The Mauna Lani...
EXCLUSIVE 2BR +3rd room at Kaanapali Beach G206
A reconfigured residence with spacious wrap-around covered lanai. First bedroom with King bed and ensuite private bathroom, second bedroom with Queen bed with full bathroom. 3rd room has a comfortable Queen bed and half bath. Please note the 3rd room has no closet or...
Moani Heights Mauna Kea Resort - Free Resort Access May-September! Great House!
When Laurance S.Rockefeller opened the Mauna Kea Resort in 1965, it was a new level of luxury for its hotel guests and now the guests of residential homeowners. Times have changed! At that time, Trent Jones Sr. was challenged to build a course on lava bluffs, but met...
Peaceful Paradise
New modern studio located between the east and north shore of Kauai. Close to Anahola bay you may hear the calming sound of the ocean at night. Fronting the property is the heavenly Kalalea mountain. The Studio includes A/C, 75 inch flat screen TV, Internet , cable,...
Wavecrest Molokai - Oceanfront and Private
The 2nd floor A building location is by far the best in all of Wavecrest. Closest to the water, less noise / more private than first floor, below the palm fronds for the best views. Also, you can see the pool from the lanai to decide when to go.We have our own dedicated...
<br>🐳Whale Season is Here🐋<br>Book Now!
Aloha 🌺 Thankyou for your inquiry,Its a timeshare so multiple units avail so if you see the calendar is blocked inquire anyway👍🏻 We may have another option!These resorts are amazing 🥰 with Heavenly Beds! Heavenly comforters and Bath Products:) Each Studio Premium has...
Beautifully updated ground floor condo. Just steps from the beach and pool!
Walk to beautiful beaches, soak up the Maui sunshine, and come home to the comfort of your own lanai/patio when you escape to this well-appointed condo in Kihei. Open the sliding glass doors to let in the cool ocean breeze, prepare island-inspired breakfast in the fully...
Maile Treehouse in Volcano, Hawaii is "Magical!"
Welcome to Maile Treehouse this lovely vacation rental with views of the forest in Volcano, Hawaii on the lush Big Island. Tucked into a quiet neighborhood right in Volcano Village you are a few minutes drive to Volcanoes National Park and several excellent restaurants....
Holua Kai #27: Luxury Oceanfront Villa w/Private and Resort Pools & Spas
Immerse yourself in the serene beauty of Holua Kai #27, a pristine home that seamlessly blends comfort with island elegance. This spacious 3-bedroom, 3-bathroom villa spans 2,372 square feet and invites you to savor both luxury and the peaceful backdrop of Kailua Kona....
🌺Waiulaula Condo 180 Degree Ocean View 🌺 Member of The Club
Welcome to one of the most beautiful properties within the private gated community of Wai’Ula’Ula at Mauna Kea resort! This upstairs unit, facing out onto the west coast of Hawaii affords a true 180 degree of the Kona coast. One of the most stunning views within the...
Honu Hale at Kukui'ula: Elegant Poipu Home w/ Pool, Spa & AC
Honu Hale at Kukuiʻula by Gather is a serene oasis where plantation-style architecture meets upscale island living. Located along the fairways of the Tom Weiskopf–designed golf course and minutes from Poipu’s sun-soaked shoreline, this three-bedroom estate includes a...
Beach Front, Pool, Amazing Sunrise! Welcome to Oceanside Retreat At Kapaa, Kauai
ALOHA! This 1st floor, updated unit has a private lanai to enjoy spectacular ocean views, stunning sunrises or perhaps an evening moonrise, if the time is right! This place has it all! The pool is just 20-feet from the lanai, and world-famous Waipouli Beach is only...
Relaxing Oceanfront!
New owners Lisa and Scott are so excited to host you. "We want you to experience the best time ever on your Maui vacation. Our one bedroom, one bath, second floor condo has a magnificent and panoramic ocean view. This is one of the few places in Ma'alaea, where you can...
Ke Ola Kai "Sea Life"
Brand new beachfront renovation in beautiful Puako. Enjoy year-round sunsets from the private lanai and step directly onto the beach for easy access to swim, snorkel, boat or dive... Daily sightings of sea turtles (Honu) and with luck some playful whales or a monk seal....
Kihei Gardens F202 I Bright 2bd Near Beach
Welcome to your ideal Maui getaway! This stunning 2-bedroom, 2-bathroom condo at Kihei Garden Estates offers the perfect combination of comfort, space, and convenience. Located just across the street from the beach, this bright and airy retreat is designed to enhance...
KKSR#5103 Direct Oceanfront, Ground Floor, Remodeled, AIR Conditioning!
Keauhou Kona Surf & Racquet Club#5-103 DIRECT OCEANFRONT, ONE OF THE VERY BEST GROUND FLOOR UNITS! REMODELED WITH STUNNING VIEWS. Welcome to unit #5-103 at the Keauhou Kona Surf & Racquet Club! Knutson & Associates Property Management is so proud to be representing this...
Spacious 4BR Princeville Home -AC, SPA, and Bikes for faster beach access
Welcome to Paradise! Great design for family or friend gatherings in spacious two story home. Fast WiFi, and LG 75" inch OLED Smart TV and Outdoor Shower. Enjoy your vacation or workation with family and friends in a tropically landscaped property with Bali Hai...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms + Den, 4th Floor Partial Ocean AND West Maui Mountain Views!
We are proud to present this one-of-a-kind new 3BR+Den package at the acclaimed Honua Kai Resort on Kaanapali North Beach.This tandem package combines an expansive 2BR suite with the 1BR+Den located directly next door. Your party will be treated to gorgeous partial...
Maui Resort Rentals: Honua Kai Konea 404 – Upgraded 2BR w/ Partial Ocean & Mountain Views!
Konea 404 is an upgraded two-bedroom suite that offers guests the best of both worlds. Enjoy beautiful partial ocean views, as well as stunning views of the West Maui Mountains, right from the comfort of your spacious lanai (balcony).As the very first two-bedroom back...
Amazing 🌺 Kailua Beach House 🌺 Pool! Game Room! 1 House from Beach
ALOHA! The Kailua Bliss Beach House is a casual and relaxed beach house in the quiet Beachside neighborhood in Kailua, located on a private street, 1 house from the white sands of Kailua beach (Private beach gate is located adjacent to our property and the house is less...
Now Booking! Enjoy your next vacation in our newly remodeled condo! Pool, A/C!
New listing and availability just opened for this brand newly remodeled, stunning studio condo! Our condo is perfect for a honeymoon stay or romantic getaway with a gorgeous garden view and air conditioning! The condo features a king bed, small dining table and chairs...
Oceanfront well-stocked home 20 ft from the ocean to relax and recharge
E komo mai! This beautiful Pikake unit is located in West Maui close to many amenities and beaches. We recently purchased this unit because of the many happy memories we have built with our family here. We hope you will create memorable experiences there as well!This...
Luxury Garden Condo at Waipouli Beach Resort
This luxury garden view 2bd 3ba condo is located at beautiful Waipouli Beach Resort & Spa on Kauai. We are Unit #A303Beautifully furnished and with central air for your comfort. The kitchen is fully stocked, top of the line appliances, granite countertops, and...
Hapuna Beach Residence B27 at Mauna Kea Resort
This marvelous, oceanfront, newly-constructed, second level studio offers floor-to-ceiling sliding window walls that create indoor/outdoor living space, a luxe chefs' kitchen outfitted with professional-grade Wolf, Sub-Zero and Miele appliances, wine storage and...
Beautiful Poipu AC, Walk to Beach, Pool and Tennis KP117
PROPERTY DESCRIPTIONWelcome to Sunny Poipu Beach! This newly remodeled Kiahuna Plantation leaves nothing to be desired! Relax on your private lanai overlooking the garden while being steps to the sand. Surf spots, long walks and lifeguarded beach are at your fingertips....
Paradise found at the Hale Kalani - 3 Bedroom Surf Condo in Princeville.
Welcome to Hale Kalani, a thoughtfully curated getaway where you can relax, recharge, and immerse yourself in the magic of the Garden Isle. We’ve outfitted this space with all new linens, towels, and eco-friendly cleaning products, and adorned it with local artwork that...
NEW 2 bedroom hosted Tranquil Island Getaway
Enjoy up country Hilo at it's finest with a new, private home in a gated community. Our 1500' elevation makes a perfect cool, peaceful evening respite after a day of beach going, hiking at Volcano National Park and enjoying Hilo's dining and entertainment. The property...