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.
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...
Vintage Beachfront Studio Apartment Right On Charley Young Beach
True Hawaiian style is based on informality and lacks pretense. And that's what you’ll find here, a humble home situated on a spectacular oceanfront parcel of land in a mixed demographic neighborhood. The studio apartment has its own private entrance in back of the...
May Getaway Sale! Save Big on Kaleialoha 410 -Oceanfront, Breathtaking Views, AC
Enjoy spectacular views from this top floor oceanfront condo with new split-system A/C in both living room and bedroom! If you prefer nature instead of air conditioning, just open the windows and sliding doors and let the trade winds drift through the condo. This...
Ocean View 2 bedroom, 2 Bath, single story condo at the Makahuena.
Enjoy your morning coffee while sitting on the Lanai with a beautiful ocean view. You may see a pod of dolphins swim by, or whales breaching in the winter months. Watch the sunrise and sunset from the Makahuena point, just steps from our unit.This beautiful 2 BR 2 BA,...
DESIGNER REMODELED CONDO AT ILIKAI MARINA
ON THE RENTAL MARKET AFTER A COMPLETE DESIGNER RENOVATION! BY FAR THE BEST LOOKING UNIT IN THE ENTIRE BUILDING!We're accepting reservations on an on-going basis. Superb Location next to the water! Completely remodeled with no expense spared condo boasts one of a kind...
Hale O Ka Nalu Po'i: Oceanfront Estate on Poipu Coastline
Breathtaking, magnificent, superlative, sublime: there’s simply no way to overstate the extraordinary appeal of this uniquely situated, strikingly beautiful oceanfront estate. Hale O Ka Nalu Po'i (poetically named for the waves that crash dramatically against...
KR407- 1 Bedroom/ 1 Bath - Partial Ocean View Comfortable and Charming!
Experience a tranquil escape to paradise with our exceptional rates and reserve your stay in this delightful fourth-floor condo. Upon entering, you will be greeted by a fully equipped kitchen featuring granite countertops and appliances. Prepare a delectable home-cooked...
Kauai Getaway Condo on the Coconut Coast
Kauai Kailani, a peaceful complex located on Kauai's east side, coconut coast. Waterfront property, top-floor with vaulted ceilings and cool A/C in both rooms. Great for honeymooners or couples seeking a restful retreat.Walking distance to bike rentals and Kapaa bike...
Deluxe Poipu Beach Oceanview -Park Next to Door! No Stairs! A/C!
Ocean and garden view 2Br 2Ba condo across from Poipu Beach in Kauai, Hawaii. Some of the best and safest swimming, snorkeling, surfing, and boogie boarding on the island. Restaurants and shopping within walking distance. This is unit #809 in the #8 building . You will...
Kuhio Shores 119 - Two Bedroom Condo with White Water Ocean Views with A/C
The owners searched the world for this incredible oceanfront condo, and spent a fortune creating an absolute masterpiece of design, and world class quality. The hard surfaces of this condo consists of the finest Italian marbles and granites, coupled with top-of-the-line...