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.
Kahana Villas Resort & Spa, Lahaina, Hot Tub, Pool
Enjoy returning each day to your luxurious suite with views of the ocean worthy of a postcard! Kahana Villa offers one-bedroom and 2-bedroom suites featuring a fully equipped kitchen, in-room washer/dryer and private lanai. All two-bedroom units at this resort are two...
Fully renovated ocean facing condo in Kauai with Pool/AC/Hot-tub
ALOHA! Welcome to our fully renovated ocean-facing, beach-house–style condo at Plantation Hale in Kauai. Bright coastal décor, natural textures, and island breezes create an effortless, relaxing vibe. Wake up to the sounds of the ocean and relax on our expansive lanai,...
Kapalua Golf Villas | Large Bedrooms | KBM Resorts | 3 Units, 4 Bedrooms | ML-2297
** 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...
Sunny Hilo Home w/ Game Room: Walk to Golf Course!
Aloha, and welcome to Hilo! This spacious 3-bedroom, 2-bath vacation rental, on a quarter-acre of lush Hawaiian land, offers all the comforts necessary for an ideal extended stay. Boasting a game room, in-unit laundry, and a central location near many attractions, this...
1 bedroom condo with great Waikiki view
Perfect 1 bedroom in 38th floor. You may view 180 degree panoramic ocean view from the living room!!As you enter, you will find the fully equipped kitchen just remolded. In the bedroom, there is queen size bed for your full recharge. Through the bedroom, you can go to...
Hawaiian Getaway: 2BR at Hilton Grand Islander in Waikiki
Discover the perfect blend of space, comfort, and resort living in this two-bedroom, two-bathroom suite at The Grand Islander, a Hilton Grand Vacations Club in Waikiki. With accommodations for up to six guests and all the comforts of home, this suite is ideal for...
New Listing – Quam Properties: Lahaina Shores 527 * Unobstructed Ocean Views
Wake up to the sound of waves and endless blue horizons — this 5th-floor oceanfront studio puts Maui's beauty right outside your door.Set directly on the shoreline in historic Lahaina Town, Lahaina Shores is a charming boutique resort where the ocean is just steps from...
New Listing Kalanikai 213, close to Ironman start! by Coldwell Banker
New Listing Kalanikai Unit 213, Walk to Ironman Start, Pier and Ali'i Drive!Welcome to Kalanikai Unit 213, your perfect Big Island getaway nestled in the heart of Kailua-Kona! This beautifully maintained unit offers a serene retreat just steps from the action. Ideal for...
Dreamy Ocean Views, Private Lanai, Updated Kitchen
Experience the best that Maui has to offer at our updated coastal retreat with dreamy ocean views and a large private lanai. Stroll to the beautiful, world-renowned beaches, dine at delicious local restaurants, and shop at charming boutiques. South Maui's main surf...
Kapalua Golf Villas | 2 Free Rental Cars | KBM Resorts | Large Bedrooms | 2 Units, 2 Bedrooms | ML-1333
** 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...
Maui 2BR Ocean-View Villa at Marriott’s – Full Kitchen, Lanai & Kaanapali Beach
Discover island comfort and spacious living in this two-bedroom, two-bath villa at Marriott’s Maui Ocean Club – Lahaina & Napili Towers, nestled on the sun-drenched Kaanapali Beach in West Maui. Ideal for families or groups, the residence features a master bedroom with...
Stunning remodeled oceanview in the heart of Kihein
Welcome to Kihei Akahi C610. This beautifully remodeled 6th floor ocean view condo is the perfect place to make your Maui memories. This condo has been completely remodeled with high end finishing, and split AC throughout. Admire sunsets & ocean views from your private...
4 Suites with Balcony and Living Area | Outdoor 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,...
🏖️Tropical Top-Floor Getaway • Fairway Villas G32 w/ Loft & Views
Fairway Villas G32 – Welcoming, Bright, and Tropical Top-Floor Retreat**Renovation Notice**This unit is currently undergoing some light refreshes, and updated photography will be available later in December.Welcome to Fairway Villas G32, a spectacular sun-filled...
Hillside Villas 1498-3 by Gather w/ Garden Views, Close to Golf & Beach
Set within the quiet Hillside Villas community in Ko Olina, Hillside Villas 1498-3 by Gather offers a comfortable retreat designed for long-stay relaxation. This two-story townhome features soothing garden views, a welcoming open layout, and the convenience of nearby...
Brand new! Cozy and safe lockout unit in Kihei condo. Close to everything!
Escape to this charming studio in picturesque Kihei. This fabulous rental features 1 cozy bedroom with a queen bed, perfect for a single or couple's getaway. Enjoy the convenience of amenities like WiFi and AC during your stay. Experience the magic of Kihei at this...
Kailua Hale Kahakai by Gather: Lux Oceanview Villa w/ Beach, Walk to Attractions
Welcome to Kailua Hale Kahakai, a serene beachfront estate set along one of the most breathtaking stretches of Kailua Beach. With six bedrooms, five bathrooms, and over 4,300 sq. ft. of breezy living space, this expansive retreat blends open-air island design, panoramic...
Westin Princeville Ocean Resort Villas | 2BR Villa
Summary:With its cascading waterfalls, tropical rainforests, and mountainous landscapes, Kauaʻi is a magnificent vacation destination. The Westin Princeville Ocean Resort Villas offers a collection of amenities to keep you entertained without ever having to leave the...
NEW Waipo'o Hale: Luxury 4 Bedroom Estate w/private Pool & AC
Named after one of Kauai’s most majestic places Waipo’o Falls, this brand-new home is the perfect place to enjoy all the best that Kaua’i has to offer. With luxury and elegance from the moment you pull into the driveway, Hale Waipo’o is sure to be your luxury home away...
NEW! KBM Resorts | FREE CAR | Kapalua Ridge Villas | Ocean view | Recently remodeled! Ground Floor, 1-Bedroom KRV-2421
** 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...
Comfort and Convenience! 4 Serene Units, Pool, Near Honokowai Beach Park
Your oceanfront tropical oasis awaits on beautiful Maui!This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.✦ Each room is 1050 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly...
Breathtaking Ocean Views + Luxury Amenities + Gorgeous Beachfront Retreat
The Space:Welcome to our 1 BR Oceanfront home in Kahana, conveniently located at the prime location in the heart of West Maui within walking distance to some of the island’s most popular spots, including local favorites. ✔ Oceanfront Home✔ Air Conditioning (A/C)✔...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 3-Bedroom Condo with Easy Beach Access! HKK-349
** 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...
Stunning Views-North Shore jewel. One block to beach.
Aloha! North shore Kauai, deep in the jungle but only 5 houses to the beach. One mile to the famous Tunnels Beach. Private and quiet gated estate. Half acre of flowering plants and ediable fruit trees- flat land with stunning views of the mountains. You're in mystical...
Ko Olina Kai 1105E: Upscale 3BR, BBQ Lanai, Near Golf & Disney Resort
Tucked within the serene Ko Olina Resort community, Ko Olina Kai 1105E offers a welcoming retreat where comfort, connection, and island living come together effortlessly. This refreshed 3-bedroom, 2-bath upstairs condo spans 1,427 square feet and is designed with...
Tropical Paradise Awaits: Marriott's Maui Ocean Club for Family Fun
Immerse yourself in Hawaiian luxury at Marriott’s Maui Ocean Club - Molokai, Maui, & Lanai Towers, a breathtaking resort on the golden shores of Ka’anapali Beach, where every moment feels like paradise.Spacious accommodations designed for families include one-, two-,...
Marriott's Kaua‘i Beach Club | Two Parlor Suites
Summary:Experience the beauty of Kauai from the cozy parlor suite, the resort offers ocean views and easy access to Kalapaki Beach, consistently ranked among Hawaii's best swimming beaches. Enjoy resort amenities including a communal pool and hot tub, and relax on your...
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,...
ML - Nohea Stylish Home w Perks I Near Top Sight
Summary:This home is perfect for families or groups of friends looking for a relaxing and luxurious vacation located in a gated private community in the heart of the Makaha Valley It s just minutes away from Makaha Beach Park a popular surfing spot and the great golf...
Kaanapali Maui Eldorado H204 Garden 1BD + Bonus BD
Tucked away on Kaanapali golf course, this garden-view retreat includes one bedroom and a bonus room for extra flexibility. Just a short walk to the beach, it features a fully equipped kitchen, comfortable living space, and plenty of room to relax. Unit H204 Garden View...
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...
Spacious 1BR Premier Suite at Grand Waikikian – Aloha Comfort in Waikiki
Experience a blend of tropical luxury and home-like comfort in this 1 Bedroom Premier suite at Grand Waikikian. With about 836 square feet, this suite accommodates up to 4 guests, offering plenty of space for families or couples wanting both relaxation and adventure in...
High Floor 1 BD Condo - Steps away from the beach!
Wake up to gorgeous mountain views in this 30th Floor, corner-end unit at Waikiki Banyan!Perfect for hosting guests while you visit, this unit features a large, leather couch, a work station, a dining table with seating for 4, as well as 2 adjustable bar-stool chairs...
New Listing – Quam Properties: Lahaina Shores 529 * Luxury Studio in Paradise
Lahaina Shores 529 is a perfect studio getaway!Outstanding, endless Pacific Ocean and neighboring island views from your private lanai. Set directly on the shoreline in historic Lahaina Town, Lahaina Shores is a charming boutique resort where the ocean is just steps...
Waikiki 1 Bedroom Suite at Lagoon Tower – Full Kitchen, Balcony & Resort Access
Escape to Waikiki in style with this elegant one-bedroom plus living-room suite at Lagoon Tower, a Hilton Grand Vacations Club nestled within the expansive Hilton Hawaiian Village Waikiki Beach Resort on O‘ahu. Designed for comfort and convenience, this 600 sq ft suite...
Freshly Remodeled w/ Vaulted Ceilings ,Lanai view 3.5 mi from Airport Live Local
Freshly (July 2025) remodeled Kona retreat with vaulted ceilings and a partial ocean view from the lanai. Enjoy year-round comfort at 1,070 ft elevation in a bright, spacious home just 3.5 miles from the airport. You're minutes from beautiful beaches, golf courses,...
Kiahuna Plantation Resort Ocean View 2 Bedroom
Enjoy sweeping ocean views from this spacious split-level two-bedroom condo on Kauai’s most iconic beach. Perfect for families or couples traveling together, it offers comfort, space, and stunning scenery. Ocean View 2 Bedroom 2 Bath• Fully equipped kitchen includes...
15th Fl Luana Waikiki Studio | City & Mountain Views | Pool | Balcony
Enjoy a stylish 15th-floor studio at the Luana Waikiki, featuring city and mountain views just steps from Waikīkī Beach. Perfect for couples or small families, this boutique stay sleeps up to 4 guests and includes a kitchenette, pool, fitness center, and BBQ area — all...
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...
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...
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,...
Cozy studio in charming Laie, Ocean view, AC, 30 day
This studio in Laie is a hidden gem for guests seeking a tranquil retreat right across from beautiful Hukilau Beach. With a cozy atmosphere and a spacious bathroom, this space is perfect for unwinding after a day at the beach or exploring. And the AC ensures a...
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 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,...
Kaanapali Alii Unit 1111
Welcome to your dream vacation in Maui! Kaanapali Alii Unit 1111 is a luxurious vacation rental that offers a perfect blend of comfort, style, and convenience. This deluxe condominium is nestled in the exclusive Kaanapali Alii Resort, providing a stunning partial ocean...
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...