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.
Spacious 3BD/2BA Beachfront Condo - Perfect Family Retreat– Menehune Shores #510
Menehune Shores #510 – Spacious Three-Bedroom Oceanfront LuxuryWelcome to Menehune Shores #510, a beautifully remodeled three-bedroom, two-bathroom condo designed with luxury and comfort in mind. Featuring high-end finishes, modern conveniences, and sweeping ocean...
Poipu Beach, Spectacular Ocean view condo, with A/C Sunset Kahili #306
A spectacular ocean view from the living room, bedroom, balcony, air conditioning and a recently upgraded kitchen are a few of the features that you enjoy while staying in your paradise getaway. The fully-equipped kitchen was just renovated in July, 2024 with all new...
Beautiful Waikoloa Beach Villa - Spring Dates On Sale Now!
Our villa is furnished in a casual tropical island theme with all new wide plank hardwood floors throughout. It is ideally located, just steps away from the pool, tennis courts and spa. Our Hawaiian style townhouse is an end unit with windows on all four sides, 17-ft...
Welcome to Paradise: Modern 2BR with A/C, Garden Views & Poipu Beach Club Access
THE UNIT:E komo mai means "Welcome"! This contemporary vacation home features tropical garden views, central air conditioning and a spacious open floor plan with all the modern conveniences. This unit includes access to the coveted Poi'pu Beach Athletic Club!The large...
HOLUALOA BAY VILLAS#103: REMODELED, SPACIOUS, OCEAN VIEWS, AIR CONDITIONING!
Holualoa Bay Villas, Unit#103 is absolutely GORGEOUS! This beautiful remodeled 2 bedroom, 2 bathroom condo is right in the heart of Kailua-Kona, just across the street from the ocean, specifically gorgeous "Holualoa Bay". Watch waves crashing against the rocky...
Oceanview #103 at Hana Kai Maui - 1 Bedroom, Amazing View - Easy Access
“Helani” – Unit 103 – is a 1-bedroom/1-bath condo conveniently located in Hana Kai’s Mauka (upper) building. There is a king-size bed in the bedroom and a comfy queen-size hide-a-bed in the living room, tiled tub/shower combination, and tropical decor. This...
Upgraded 5th floor in Beach Tower - Ocean Views & Beautiful Sunsets
This 5th floor luxury Beach Villa has a wonderful ocean view and features 2 beautifully decorated bedrooms. Soak in the ocean views from the lanai off of the living room area.The elegant the master bedroom features a spacious king size bed with a walk in closet, and a...
*Walk to Beach* Kamaole Sands Inner Courtyard, Ground Floor, Smart TV
Welcome to Maui, your paradise awaits! *We take cleaning very seriously, and have taken necessary steps to ensure our professional cleaning staff clean, disinfect, and sanitize following CDC guidelines*Our condo is located in the Kamaole Sands Resort in Maui, across...
❤️PiH❤️ 'Ikena Nani ★ Ocean Coastline Views ★ Mauna Kea Resort
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to 'Ikena Nani at Mauna Kea Beach Resort, part of our Hawaiian Luxury Collection.'Ikena Nani at the Mauna Kea Resort in the Wai'ula'ula complex has private pool and waterfall spa with majestic views of ocean,...
High Floor with Ocean View! Bedroom A/C, W/D, Wi-Fi, Pool, FREE Parking!
Fairway Villa #2502 – 2345 Ala Wai Blvd.Terrific views, contemporary/Hawaiian design, relaxing and close to everything! This fresh, quiet corner one-bedroom condo (635 interior sqft plus 76-sqft balcony/lanai with table and chairs) with bedroom A/C (great...
Oceanview On Beach Dream Suite- King/1-Bath, Balcony, Kitchen & Living Area!
Wake up to unforgettable views and the soothing sounds of the ocean waves a few steps away! Breathtaking ocean and beach views are yours in this popular suite which boasts serene and tasteful accessories, quality linens, fine finishes and furnishings, a well-equipped...
Guests Love Our Condo. You Will Too!
The beaches are pristine; the air is beautiful. Come to Kihei!Our family's condo makes a perfect home base for your time on Maui. Consider: a short stroll to the beautiful Kamaole 2 Beach. Strong Wi-Fi signal. Air-conditioned in main room and bedroom. Well-maintained...
Waiuli Beach Cottage ~ Oceanfront at Richardson Beach Hilo Swim & Snorkel
Charming beach cottage with commanding ocean view of the best beach on the east side of Hawaii! Waiuli (Richardsons Beach) is the best for swimming, surfing, and snorkeling. What's the best thing about it? It's right across the street! Grab a mask and snorkel (there's...
KPL 57 Serene Seaside Haven w Pool Ocean Views AC
Kaanapali Plantation 57 LISTING Spectacular Ocean Views from the North Kaanapali Hillside! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca...
Open concept, Family friendly, Across the street from the beach
Location, location, location. This easy to access ground floor 2 bedroom 2 bathroom condo is across the street from one of the most beautiful beaches in Hawaii - Charley Young Beach (Kamaole I). Powdery white sand, available shade, restrooms, showers and lifeguard...
🏖️Discounted Golf Rates, Big Savings! | 2 Bedroom With Loft | vrKCV
vrKCV - Fairway Villas Waikoloa N33, Professionally Managed by Kona Coast VacationsWelcome to Your Penthouse Paradise at Fairway Villas Waikoloa N33This top-floor, two-bedroom loft penthouse offers sweeping views of the Waikoloa Beach Course and King's Lake Lagoon. As a...
Updated partial oceanview studio across from beach
Welcome to Kihei Bay Surf 208. This condo offers coastal vibes and a partial ocean view. The unit has the upgraded cable package which includes a DVR, Showtime, EPIX, and Music Choice. There is complimentary parking, free wifi, and free long distance calls to the US...
Kailua-Kona Condo w/ 2 Private Lanais!
Enjoy peek-a-boo ocean views and scenes of a beautifully maintained tropical garden when you escape to this 2-bedroom, 2-bath vacation rental in Kailua-Kona. Featuring an updated open floor plan, 2 private lanais, and a coveted location on the ‘Royal Footsteps Along...
Maui Resort Rentals: Honua Kai Konea 436 – Luxurious 1BR Suite w/ Partial Ocean Views!
Konea 436 is a luxurious one bedroom suite that offers partial ocean views as well as views of Honua Kai's lush grounds. You will enjoy relaxing in the suite's luxurious interior or on the spacious lanai because this suite has one of the most tranquil, private locations...
Pacific Shores 2bd 2bth Kihei MAUI Condo Kamaole Beach HAWAII Vacation Rental
Welcome to our Bright & Sunny 2 bedroom, 2 bathroom Condo located in the heart of Kihei, this is what you call a Beach town!Perfectly situated across the street from Kamaole 1 Beach, a fantastic beach for swimming, snorkeling and watching the Sunset.Quick walk across...
The Cove Waikiki Condo w/Full Kitchen by the Beach and Free Parking/WiFi
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.One of the newest building in Waikiki is The Cove Waikiki. This 2 bedroom and 1 bathroom condo is still...
Comfortable 2 Bedroom, 2 Bath, Free Parking, Walk to Beach
Recently renovated 2 bedroom, with 2 bath and one free assigned parking.24th floor corner unit with views of the Ala Wai Canal and golf course from thelanai. Fully equipped kitchen, with dishwasher, coffeemaker, toaster and rice cooker.Washer and dryer included. Big...
Newly Refreshed Beautiful Condo W/ Pool, Walk to Beach, Dining & Groceries!
Address for this condo: Kihei Garden Estates 1299 Uluniu Rd. #C-110, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Only 2 minute stroll to the closest beach! This beach chic, 2 bed, 1 bath condo has just been updated with brand new...
Stunning Oceanfront Retreat with Spectacular Views and New Upgrades!
SPECTACULAR!! HIGHLY desirable third-floor condo!! Enjoy beautiful, unobstructed, panoramic ocean views from your own spacious and private lanai. Listen to the gentle sounds of the ocean at this DREAM get-away.Unbeatable location right on the water. View the tropical...
Bali Kai Sanctuary - Luxury Oceanfront Balinese Oasis on the Hamakua Coast
Welcome to our breathtaking Balinese-style luxury property nestled along the serene Hamakua Coast of Hawaii's Big Island. This awe-inspiring oceanfront paradise is a true tropical haven, enveloping you in the purest essence of Hawaiian living. You will be captivated by...
Alii Cove I-4 in Historic Kailua Village
Alii Cove I-4 Town-home is beautifully decorated, comfortable and set up for entertaining with a Hawaiian ambiance. It has a nice, large kitchen and great room. The Town-home features tile flooring on the main level, a Large Lanai off the Living Room. The lanai comes...
Gorgeous Ocean & Marina Views at The Ilikai! Close to Beach! Free Parking!
Ilikai #2039 – 1777 Ala Moana Blvd.You'll love the breathtaking ocean and marina views from this chic 20th floor studio at the Ilikai! Take in the blue skies, fabulous sunsets, and enjoy al fresco dining for 4 on your spacious private lanai as you relax on your...
Royal Garden at Waikiki - Premium Studio Condo
The Royal Garden at Waikiki is a luxurious and intimate condo-hotel. The moment you enter the lobby, you’re embraced by stunning Italian marble walls, columns and floors. Unlike the large, crowded hotels, this is a relaxed setting in a quieter area of Waikiki with 6...
Bright, breezy Corner studio, low rates all year OPEN: Jun-Aug 25
Bright and breezy Corner studio unit with windows galore! C-420 is truly a hidden gem that has undergone a kitchen renovation and tropical decor. Granite countertops and tile throughout the whole studio. SOFA-BED, energy efficient Air-Conditioner plus new Deluxe queen...
KBM Resorts| Honua Kai Hokulani HKH-520, XL Lanai, Ocean Views, Includes Rental Car!
** 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...
Waikomo Stream Villas 422: Your Tropical 1BR Oasis with Beach Club Access!
Your Tropical Treehouse Retreat in the Heart of Poipu.Welcome to Waikomo Stream Villas #422 — your private tropical retreat in the heart of Poipu. Nestled beside the peaceful Waikomo Stream and surrounded by lush gardens, this spacious one-bedroom condo feels like a...
Beaches at your doorstep, Breathtaking Hawaiian Villa at Hanalei Bay
Hanalei Bay Villas are standalone residences in Princeville, right next to a 5 star resort the 1 Hotel Hanalei Bay on the North Shore of Kauai. Enjoy the mountain and waterfall views from the lanai. The villa is a short walk to 2 beaches and snorkeling.This home has all...
Cozy, Modern Waikiki Condo in the Heart of Waikiki
Welcome to our cozy studio condo in the heart of Waikiki. Our central location makes it easy to explore all the sights and entertainment that Waikiki has to offer and is just minutes from world famous Waikiki Beach. With a fully equipped kitchen with everything you need...
Wailea Ekahi 45D - Ocean & Garden Views, Beautifully Renovated, Split AC, Wi-Fi!
Escape to paradise in this luxurious 1-bedroom, 2-bath condo located in the heart of Wailea, Maui. Enjoy breathtaking ocean views and vibrant sunsets from your private lanai, setting the perfect tone for your island getaway. With Keawakapu Beach and Mokapu Beach just a...
Kahana Sunset Resort B9 - Summer and Fall Openings - $750 Free Daily Activities
Kahana Sunset B9 is an upgraded oceanview air-conditioned two bedroom / two bath condominium with spectacular views of the Pacific from both the living room and master bedroom lanai. Kahana Sunset is situatued on the sandy beach of Keonenui Bay where you will enjoy...
Paradise Awaits! Gorgeous Kolea Condo with Great Views
You deserve the best for your vacation on the Big Island! Kolea is the only beach-front residential community in the Waikoloa Beach Resort. Luxury accommodations with views of the ocean along Anaeho’omalu Bay (A-Bay) on the Kohala coast will allow you a slice of...
Golf Course Front REMODELED & MODERN studio condo at Maui Eldorado J120.
Maui Eldorado Resort, private condo J120. Enjoy paradise in this modern private condo at Maui Eldorado located in the J block. This spacious condo rental offers frontage views of Kaanapali Golf Course. Fully-furnished for 2 adults. Bonus: Enjoy new glass sliding doors!!...
Bright, clean, airy Rocky Point Beach 1 bedroom loft. Steps to beach & bike path
This Beautiful one bedroom loft is located between pipeline beach and sunset beach at the famous surf spot 'Rocky Point'. We are just 4 houses from the the beach. The North shore bike path is just steps away. There are multiple gourmet food trucks that park all along...
Spectacular Oceanfront Condo With Beautiful Sunsets
This upgraded oceanfront condo at Keauhou Kona Surf & Racquet Club is a luxurious 2nd floor, 2 bedroom, 2 bath unit, furnished with all the comforts of home. The living room, master suite and lanai of this second story unit have wonderful views of the shoreline cliff...
Remodeled Ocean View Condo At Kiahuna Plantation 2BR/2BA
Enjoy spectacular ocean views from the living room and master bedroom! The sand is just steps away! Kiahuna Plantation is the only beachfront condo resort on Poipu Beach - rated the #1 beach in the world by the Travel Channel! Spacious 2-level condo with open floor plan...
Beautiful home with incredible views, large deck & yard, pool, private hot tub
Waikoloa Luxe LookoutOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your slice of paradise in Waikoloa Village, HI, where breathtaking coastal views and the majestic...
Oceanview spacious 2 bedroom Kaanapali Royal gem
Welcome to Kaanapali Royal Q302. This spacious 2 bedroom, 2 bathroom ocean view condo features central AC, 3 private lanai, & everything needed to feel at home. This beautiful coastal style condo can accommodate 6 people. Located in the heart of Kaanapali this gated...
Nihi Kai 201 By Parrish Kauai - premier condo w/ pool and ocean views walk to be
One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantation style architecture at this small...
Your own Private Oasis!10 ft from oceans edge! Very Unique!
Beautifully updated ground floor unit. Private and unique! Enter through your own private entrance and enjoy the distinctive qualities of this exceptional condo! Large lanai with direct ocean views! A/C in both bedrooms. All stainless steel appliances in open kitchen, 2...
Budget Downtown Studio-G w/Queen Bed, Micro-Kitchen AC, WIFI & 4 free Streamers
For travelers seeking an urban, budget homebase from which to explore the rest of Maui, Yonegan Central might be your ideal getaway location. From your rental, you'll step into the beating heart of downtown Wailuku - with its many eateries, bohemian shopping and the...
❤️PiH❤️ORCHID VILLA★ Bikes/Beach Toys ★ Golf and Sunset Views ★ We ♥ Families
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Orchid Villa, part of our Hawaiian Luxury Collection. Orchid Villa at Fairways is a wonderfully exquisite high-end 3 bedroom home which is one of the best buildings for sunset and golf views - overlooking tee...
Hale Hui Kai 213 Oceanfront!! Large Wrap Around Lanai
Beach and Ocean front views from living area and lanais wrap around the condo. Even the kitchen has an ocean view! This private oceanfront condo is on the second floor of the building ...about 30 steps along the pathway leads to the gem of south Maui, Keawakapu...
Garden and partial ocean views on Kaanapali Beach
Kaanapali Shores 448 is a 1-bedroom, 1-bathroom condo with central air conditioning that can accommodate up to 4 guests. Located on the 4th floor, you'll find an open-concept layout and Hawaiian-inspired decor with 2 Lazy Boy chairs and a dedicated workspace. When it's...
Beautiful Secluded beach condo- a summer time special July, Aug and Sep
Beautiful Maui ground level condo with beach front access and fantastic view of the islands of Laini and Moloki.The grounds are well kept and maintained,pool and hot tub.bbq area with with tables for ocean front dining.lovely sunsets and early mornings are outstanding...
FULLY RENOVATED! AC, Washer/Dryer, FREE Parking & Wi-Fi, Pool, Walk to Beach!
Four Paddle #708 – 2140 Kuhio Ave.FULLY RENOVATED & REFURNISHED TOP TO BOTTOM IN 2021! Looking for the utmost in quality and comfort? This tastefully decorated, 1-bedroom condo (553 sqft plus lanai) with central AC is it! 2-person max.Gourmet marketplace Dean & DeLuca...