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.
Brand New 2BR/2BA Condo with Modern Comfort
This stylish condo is perfect for group trips. Minimum 30-day rental. Brand new 2BR/2BA modern unit surrounded by great restaurants and just a short walk to Ala Moana Shopping Center. Enjoy resort-style amenities including an infinity pool, jacuzzi, gym, and BBQ...
Kaanapali Alii Residence 195
Kaanapali Alii 1952 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean Front_______________________________________Welcome to Kaanapali Alii 195 - an oceanfront masterpiece where luxury meets the spirit of Maui. This completely remodeled two-bedroom residence on the ninth floor...
2-bedroom resort in enchanting Kapolei with WiFi, fitness room, AC
This fabulous 2-bedroom resort in Kapolei is perfect for your escape to relaxation. With 2 king beds, 2 bathrooms with showers, and amenities like AC, WiFi, and a fitness room, guests can unwind in style. Experience what Kapolei has to offer with a stay at our resort.
The Lava Shack
The Lava Shack is a bright 1BR/1BA condo in Kihei Kai Nani, just steps from Kamaole II Beach. Enjoy a full kitchen, pool, BBQs, free WiFi, and a private lanai. Walk to dining and shops, or drive minutes to Wailea golf, beaches, and adventures. Perfect Maui vacation...
Aqua Aloha Surf Waikiki 1001 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #1001 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, Sleeps 4, 360 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect...
Valley Isle Resort #702 - Vacation West Maui
Welcome to Valley Isle Resort #702, your beachfront West Maui Escape!•Free Parking•Free Wi-Fi•No Resort Fees•Powerful AC in each room•Beach and Ocean Front Views•Direct Beach Access at Kahana Bay•Fully Equipped Kitchen•In-room Washer & Dryer•King Sized Bed in Primary...
Wyndham Bali Hai 3BR Suite with Resort Access
About this spaceNestled amidst the stunning scenery of Princeville on Kauai, Pahio neighborhood and Hanalei town beckon with a delightful array of restaurants, beaches, galleries, boutiques, and world-class golf courses, all within easy reach. Unwind by one of the two...
Royal Kahana Maui 503 Ocean View Studio
Enjoy Maui’s coastal beauty from this serene studio with ocean vistas, close to popular beaches and restaurants. Perfect for couples or solo travelers. Unit 503 Ocean View Studio• 5th floor studio with balcony overlooking the ocean • Studio kitchen includes microwave,...
Honua Kai Luana Garden Villa 3 Bedroom
Relax in this spacious three-bedroom garden view villa on Maui’s iconic Kaanapali North Beach. Surrounded by lush landscaping, it offers a peaceful and comfortable island retreat.Luana Garden Villa 3 Bedroom 3 Bathroom• Exclusive on-site provider with the only homes...
Makai Club Cottages 2BR/2BA
Located on the North Shore of Kauai, the Makai Club Cottages are gorgeous free-standing 2-Bedroom Cottages on the Makai Golf Course. With stunning mountain and Norfolk pine views, you’ll have easy access to Hanalei Bay within 5 minutes. The units are fully renovated and...
Kapalua Ridge Villa 1514 Gold Ocean View 2 Bedroom
- 1st floor villa with 8 stairs from designated covered parking and front door- Porcelain tile floors throughout- Updated open kitchen with granite counters and stainless steel appliances includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware,...
Maui Resort Rentals: Honua Kai – Incredible 11 Bedroom Oceanfront Gem, Over 7200 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This 8-bedroom gem combines one of the absolute finest oceanfront residences on offer at Honua Kai, with three neighboring oceanview suites to provide over 7200 sq ft of combined interior living space, perfectly suited to any large group or family. Each residence boasts...
Wailupe Seaside 6BR by Gather: Beachfront w/ Luxury Guest House
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Escape to Wailupe Seaside 6 Bedroom by Gather,...
Great Amenities! Beachfront, Water Activities, Pool, Spa, On-Site Dining
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Spend the New Year in Hawaii! Studio Deluxe KaEo Kai Princeville, Kauai, Hawaii
Gorgeous property overlooking Hanalei Bay and the Pacific Ocean. We are on the north shore, which is the more tropical side of the island. Smaller property with pools, spa, waterfalls, foliage, and winding walking paths. The most peaceful place I have ever visited. This...
Perfect Event Location! 3 Awesome Units, Beachfront, Event Space, 3 Restaurants
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
❤️PiH❤️ Kamilo Ohana ★ Views ★ Heated Pool ★ Beach Club Access ★
Brought to you by Paradise in Hawaii Luxury Homes.KaMilo Ohana is a serene sanctuary nestled within the KaMilo community, offering peaceful views of the Mauna Lani North Course and glimpses of the ocean.Perfectly suited for large groups of up to 10 guests, this elegant...
Westin Nanea 2-Bedroom Resort View: Maui's Ultimate Family Retreat Awaits You!
Spread out with the whole family in this spacious two-bedroom suite.The Westin Nanea Ocean Villas is more than a resort; it’s an invitation to immerse yourself in the spirit of Maui. Nestled on the pristine sands of Ka’anapali Beach, this luxurious resort blends modern...
Downtown Honolulu Suite Near Ala Moana Beach!
Paradise awaits at this 1-bedroom, 1-bathroom vacation rental in Honolulu! Located at Executive Centre, this cozy apartment has resort amenities like a swimming pool, hot tub, and coin laundry machines. This prime location is within walking distance to downtown with...
Relax in Paradise – Studio at Sheraton Kauai Resort
Find your tropical getaway in this Studio Villa at Sheraton Kaua‘i Resort, ideally located on the sunny South Shore in Po‘ipū. Perfect for couples or solo travelers, this villa is thoughtfully designed comfort with easy access to resort amenities.Inside, you’ll find a...
Royal Kahana Maui 1113 Oceanfront 1 Bedroom
Embrace Maui’s beauty from this oceanfront one-bedroom unit, steps from the sand and surf, perfect for vacationers, couples, or small groups seeking tranquility. Unit 1113 Oceanfront 1 Bedroom 1 Bath• 11th floor condo with beautiful oceanfront views • Kitchen includes...
Hale Ono Loa 316
Welcome to Hale Ono Loa 316. Feel the Aloha as soon as you walk through the door with expansive ocean views from this beautiful 1 bedroom, 1 bathroom condo centrally located on the Westside of Maui. Recently remodeled kitchen and bathroom, fully stocked with Pampered...
Ocean Ohana — Private Luxury on the Hamakua Coast
Welcome to our breathtaking 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.Every detail has been curated to immerse...
Seaside Accommodations! Minutes Away from Blue Hawaiian Helicopter, Pool
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
New Listing Lahaina Shores 612 with Beach Access
Lahaina Shores 612 – Amazing West Maui Mountain Welcome to Lahaina Shores 612, a beautifully remodeled 6th-floor studio that captures the essence of island elegance. This stunning retreat accommodates two guests in comfort and style, featuring a plush platform...
Two Waikiki Sunset Units. One Ideal Getaway. 4 Bedrooms, Sleeps 10 in Total.
This listing is a combination of 2 separate units close to one another.Enjoy two beautifully appointed 2-bedroom condos in Waikiki, just a few floors apart in the same family-friendly resort. Both offer stunning views, full kitchens, private lanais, and free parking....
The Westin Princeville Ocean Resort Villas-Studio
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...
Maui Resort Rentals: Honua Kai Hokulani 610 - Spacious 6th Floor 2BR w/ Partial Ocean & Mountain Views!
Maui Resort Rentals is proud to bring you this two-bedroom Oceanview Suite at the Honua Kai Resort, newly launched on January 2nd, 2026, and now accepting bookings for stays beginning January 22nd, 2026!Hokulani 610 is a luxurious two-bedroom suite showcasing gorgeous...
Luxurious Villas in Kapalua, Maui with Pool Access
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...
Hyatt Residence Club Maui, Ka'anapali Beach Christmas & New Years 7 or 14 night
Enjoy the prime holiday season at Kaanapali’s newest and most luxurious resort, the Hyatt Residence Club Kaanapali. This unit is available for a 7-night or 14-night booking, with check-in and check-out on Saturday. This one-bedroom mountain view unit is spacious with...
The Mango House - Serene Hideaway in the Heart of Princeville - Sleeps 8
Tucked away at the end of a cul-de-sac under a mango tree and connected to a private 2.5-acre greenbelt park. This newly renovated 3-bedroom with A/C is perfect for families wanting to explore the North Shore of Kauai . Enjoy morning coffee on the front porch swing,...
Pili Mai 6I – Golf Course Views, Distant Ocean Views, Central A/C
Pili Mai 6I at Koloa Kai Vacation RentalsTwo-Story Golf Course Condo with Modern Comfort in PoipuWelcome to Pili Mai 6I, a bright and spacious two-level, three-bedroom townhome-style condo on the second and third floors of one of Poipu’s newest luxury communities. With...
Cozy 1-bedroom apartment with WiFi, AC in welcoming Waikiki
Your oasis in Waikiki, welcome to paradise living! Available for rent fully furnished at $3800/mo + GET (3 months min) starting 8/7/24. Just bring your clothes and toothbrush, everything else is provided. This fully renovated 1-bedroom unit at Liliuokalani Gardens...
Maui Bay Beach Front Villas
This two-bedroom, two-bathroom suite offers a 138 square-foot lanai area, as well as a balcony with seating for four. The primary bedroom features a king-size bed, 55-inch TV and desk. The primary bathroom includes a vanity with a single sink, a backlit mirror, backlit...
Welcoming Signature Courtyard 2 Queen Beds at Outrigger KÄÊ»anapali Near Whalers
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
Ground Floor Ease w/Kitchen, Laundry, WiFi, Lanai, Flat Screen+AC–Kamaole Sands 4104
Edging the resort’s beautiful grounds landscaped with gardens, waterfalls and ponds. The open design kitchen and living area create a perfect space for mapping out the day’s itinerary as meals are being prepped for sharing at the granite countertop breakfast bar, dining...
Glamping in Volcano
Aloha ‘oe and Welcome! Glamping in Glenwood is where you take camping to its next level! With a huge plush pillow top bed, fresh linens, electricity, WiFi, hot running water and more! Your perfect place to come getaway, detach and relax. Completely private and safe....
Chic Salt Lake 2-Bedroom at Fairway Gardens | Pool
This 2-bedroom, 1-bathroom apartment features a full kitchen with breakfast bar that opens up to a stylish living and dining area. Located at Fairway Gardens building in Salt Lakes, guests enjoy access to communal amenities, including a sizeable pool, hot tub, fitness...
Royal Kahana Maui 1018 Ocean View Studio
Relax and recharge in this bright studio with stunning ocean views, steps from the beach. Ideal for couples or solo travelers. Unit 1018 Ocean View Studio• 10th floor studio with balcony overlooking the ocean and the island of Lanai • Studio kitchen includes microwave,...
New 4 Bedroom, Amazing Views, Near Beach, Free prk
Escape to this stunning perimeter home with a true resort feel—featuring ocean views from nearly every room. Nestled in a 24-hour secured, gated community just minutes from pristine beaches, this peaceful retreat offers comfort, beauty, and safety all in one. Perfect...
Highly desirable Deluxe One-bedroom City View Unit. Reserve Today, Will not last Long!!
1 Bedroom Deluxe City View on the 13th Floor! Look no further, you've found PARADISE! This condo offers the comforts and conveniences of home. It is well maintained, reasonably priced and conveniently located in Waikiki. This condo can comfortably accommodate 4, with a...
Luxury Oceanfront 2BR Lockoff Villa on Kā‘anapali Beach
Bring family or friends together in this expansive 2-Bedroom Oceanfront Lockoff Villa at The Westin KÄÊ»anapali Ocean Resort Villas, where the Pacific is right outside your window. With roughly 1,230 square feet, this villa combines two connecting 1-Bedroom Premium...
Lodge at Kukuiula Cottage 5
Welcome to The Lodge at Kukui'ula's Cottage 5, an enchanting escape nestled in the heart of Kaua'i's lush South Shore. This exquisite three-bedroom cottage combines modern luxury with island charm, offering the perfect retreat for those seeking peace, comfort, and...
Glam Mid Century Modern 4-bedroom oceanfront estate in wonderful Honolulu
30 day minimum rental. YOU are James Bond (or a James Bond villain!) in this oceanfront architectural marvel with its own beach and cove!!! Site of dozens of editorial fashion, film and television shoots. Check out our socials at midcenturyhonolulu. This property was...
Cozy Studio Hotel Stay w/ Resort Amenities
Experience the serene charm of Maui’s North Shore at this inviting hotel room in Kahana Falls Resort. Just steps from Kahana Beach, this cozy retreat is perfect for solo travelers or couples. Enjoy a Queen bed, a convenient kitchenette, free Wi-Fi, and a flat-screen TV....
Hale Lani – 5BR Estate at Hualalai Resort
WHY IT'S SPECIALEvery nuance of Hawaiian paradise is incorporated into this five bedroom, five-and-a-half bathroom estate. The custom-built residence unveils dramatic 180-degree ocean, fairway, Maui and sunset views. The resort residence captures the best of indoor and...
Makai Club Resort 1 BR w/ POOL
Nestled on a serene tropical hillside beside the renowned Makai Golf Course, the Makai Club Resort offers an ideal retreat for either a romantic escape or a rejuvenating golfing vacation. Positioned in Kauai, known as the "Garden Isle" for its breathtaking beauty, this...
The ‘Ulu Suite - Jungle Bungalow on 10 Acres- close to all!
Welcome to The ‘Ulu Grove Suite, a cozy, minimalist jungle bungalow designed for peace and simplicity. Surrounded by forest on all sides, this ground-floor space offers the perfect setting for nature lovers, remote workers, or anyone needing a calm reset.Located just 15...
Westin Ka'anapali Luxury 1 BR Villa w Full Kitchen
Take an island vacation to the Westin Ka'anapali and experience everything Maui has to offer! The many luxurious accommodations of the unit will allow you to explore everything the resort has to offer including a spa, snorkeling, surfing, or simply lounging on its...
Charming condo with oceanfront pool, shared grill, A/C and beach access nearby
Kona Shores 229Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your oceanfront paradise in Kailua-Kona, HI! This beautifully redesigned 1-bedroom, 1-bath condo offers...