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.
Wyndham Waikiki Beach Walk 1 Bed Room King Size Master Bed Room and Living RM
This 1-bedroom condo is perfect for your escape to Waikiki Beach Walk street Guests can relax in the delightful living room, which includes a comfortable sofa bed for extra sleeping space. The unit features air conditioning and heating to keep you comfortable...
Grand Waikikian by Hilton Grand Vacation Club, HI!
Enjoy the glamour of this stylish, upscale place. THIS IS A 2 BEDROOM SUITE! Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki Beach, this stylish...
Aqua Aloha Surf Waikiki 710 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 710 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
30FL Hale Nalu Waikīkī | Oceanview King Bed Studio
- Located on the 30th floor of Island Colony, a secure high-rise building with 24/7 security- Elevator access for convenient arrival and departure– Building amenities on the 6th floor: swimming pool, jacuzzi, sauna, laundry facilities, convenience store, ice maker, and...
Wonderful South Maui Beach Condo
Ground floor easy access. Cold AC in living and bedroom. 3 minutes to the beach! Surrounded by lush tropical landscape.The property has 3 private pools, 6 tennis courts, barbecue grills, and beautiful landscaping throughout. You can also soak in the sun on the beach; we...
Serene Ala Wai Palms 2-Bedroom | Newly Renovated
This stylishly renovated and ideally located home-away-from-home offers two private bedrooms with ensuite bathrooms, a spacious living area, and remodeled kitchen. This modern Waikiki apartment features Ala Wai views and sleeps 4 guests. Elevators are available....
Luana Inn Bed and Breakfast - Oceanview Hilltop Accommodation in Kealakekua Bay
Nestled in the foothills of Mauna Loa mountain and overlooking beautiful Kealakekua Bay, Luana Inn bed and breakfast offers comfortable and peaceful accommodations to experience the magic of Big Island. The Napo'opo'o road location offers ever-changing breathtaking...
OmniView Sunset Penthouse: Mountain, Ocean, City
Rise above Honolulu in this art deco-inspired penthouse, where sweeping harbor sunsets and bold architecture create your private sanctuary in the sky. With 24/7 security, private elevator, secure parking, infinity pool, and gym, every detail balances luxury and peace of...
Royal Kahana Maui 615 Ocean View 1 Bedroom
- Royal Kahana is an oceanfront vacation condo resort - Carpet & tile flooring throughout - Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware - Tiled bathroom with walk-in tiled shower - Designated work space desk and printer - 1 king bed...
Comfort and Convenience! Full Kitchen, Balcony, Outdoor Pool! Beach Access
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Explore nearby treasures such as the Royal Hawaiian Center and Diamond Head State Monument. Only a short drive from Daniel K. Inouye International Airport, this vibrant...
Wyndham Ka Eo Kai |Two 2BR/2BA Suites - Sleeps 12!
Summary:Escape to a serene South Pacific paradise overlooking the breathtaking Anini Bay on the mesmerizing north shore of Kauai. Our resort offers a tranquil retreat where you can immerse yourself in the natural beauty and tranquility of the island. With stunning...
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 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...
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...
Ocean Front View featuring Molokini crater, Kaho'olawe, and Lanai!
The perfect location in Kihei to explore all that Maui has to offer. Or choose to stay home with a beach to walk on and an oceanfront pool. Watch Humpback whales breach from your oceanfront 5th-floor view during whale season. Paddle or kayak out to view turtles feeding...
Kailua is a much-coveted beachside town with award winning beaches and the most beautiful tepid waters.Experience a taste of paradise with laid back island vibes and activities to suit all types of personalities and moods.Adventures from the mountains to the oceans...
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...
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,...
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,...
❤️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...
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...
Tropical Oasis, Steps away from Waikiki Beach, Free Parking
Discover your own tropical oasis in the heart of Waikiki! This sleek, newly renovated condo offers modern luxury and the largest private lanai (1,105 sq/ft) in the area. Wake up to coffee and yoga, bask in the island breeze, and take in breathtaking Diamond Head views....
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...
Dead center ocean views and indoor/outdoor living at it's best
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...
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 Perfect Vacation
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 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...
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
Summary:Spacious 3-bedroom, 2.5-bath two-story condo at Pili Mai overlooking the Kiahuna Golf Course with distant ocean and sunset views. Features central A/C, a gourmet kitchen, two private lanais, and modern island design. Enjoy resort-style pools, fitness center, and...
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...
Welcoming Signature Courtyard 2 Queen Beds at Outrigger Kāʻanapali 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...
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,...
Kalo Homes - Immersed in Aloha
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...
Ocean-View Hideaway in Kapalua Bay – Walk to Beach
Aloha and welcome to your tropical sanctuary in iconic Kapalua Bay — steps from the world-renowned Montage Resort & Spa.This beautifully appointed condo offers a rare blend of privacy, luxury, and location, perfect for couples or anyone craving refined island...
The Lodge at Kukui‘ula - 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...
The Ocean Luxe in Waikiki, 1 Parking
Aloha! Enjoy this newly renovated, modern condo just steps away from World Famous Waikiki Beach with panoramic view of Diamond Head and Ocean views on the 32nd floor of Waikiki Banyan. The condo is a true, large one-bedroom, with a King size bed in the bedroom, a queen...
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...