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.
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: 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 brand new listing. As such, current photos are...
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 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,...
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...
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...
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....
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...
Marriott's KO Olina Beach Club
Pamper yourself at our premium vacation ownership resort, Marriott Ko Olina Beach Club, surrounded by clear blue waters and a picturesque lagoon. Just steps from the ocean on the island of Oahu, our villa resort is nestled within a beautifully landscaped, gated...
Neighborhood One Queen with Lanai, 2 Units, Romer House Waikiki
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 364 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
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...
Kohala Suites, a Hilton Grand Vacations Club - 2 Bedroom Plus - 2BP
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol & Dettol, to...
Garden-View 2BR at The Point – Bright Poipu Villa with Lanai & Island Comfort
Enjoy a relaxed island retreat in this spacious two-bedroom, two-bath garden-view villa at The Point at Poipu on Kauaʻi’s sunny south shore. Designed for families or groups who want comfort and space, the villa features a master bedroom with a king-size bed and en-suite...
Enjoy this newly renovated beautiful and spacious studio located near Waikiki.
Enjoy this newly renovated beautiful and spacious studio. Located across the convention center and next to Ala Moana shopping center and beach. Walking distance to sandy beaches, Waikiki, shopping and more. Comfortably sleeps three with a Queen bed and Xl twin pull out....
Kona Makai #5-103 One-Bedroom Tropical Escape
Discover your perfect Hawaiian escape at Kona Makai 5103, a charming and tranquil one-bedroom condo nestled in a lush tropical setting. This cozy retreat is designed for comfort and relaxation, offering a serene garden view and convenient amenities to make your stay...
Honua Kai 825 3BD Oceanfront Retreat w/ Lanai, Floor-to-Ceiling Views & Modern Kitchen
Honua Kai Hokulani 825 Spacious 3 Bedroom Condo at Honua Kai Luxury Resort with Amazing Ocean and Sunset ViewsWelcome to your Maui Retreat: A beautifully appointed 3-bedroom, 3-bath condo located right on the ocean's edge in West Maui. With floor-to-ceiling windows, a...
Kihei Akahi Ocean View Condo! Steps to Kamaole Beach II, Dining & Shopping
Wake up to ocean views and walk across the street to world-famous Kamaole Beach II!This updated condo in the peaceful Kihei Akahi complex features a full kitchen and beach essentials.Relax on the lanai with panoramic views of the Pacific, West Maui, and nearby islands....
Maui Kihei 2 Bedroom Condo Sleeps 6
Please send an inquiry before requesting to book!The resort is situated on the southwest coast of Maui just steps from a six-mile stretch of white sand beach. On-site amenities include a swimming pool, whirlpool spa, barbecue grills, activity desk, and restaurant....
NEW! Kuilima Estates | KBM Resorts | 2 Units, 4 Bedrooms | ML-2750
** 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...
Kaanapali Alii 412
Kaanapali Alii 4122 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Welcome to Kaanapali Alii 412, a beautifully appointed ground-floor one-bedroom garden view condo with a fully enclosed den that comfortably serves as a second...
Kailua vacation rental wih stunning views - 5 min to beach
The studio is an overlooking Mid Pac country club, and has 180* views of the Ko'olau mountains and also the popular Pill Box hike peak which has views of the coast line. From the studio you may feel like you are in a birds nest , since there are birds singing ,and the...
(AK7101) Ocean View Getaway at Alii Kai, Pool, Beach Gear
NEW LISTING! Ocean-View Paradise at Ali'i Kai, Princeville – 2BR/2BA Renovated CondoWelcome to your Hawaiian getaway at Ali'i Kai in Princeville, where breathtaking ocean views and island comfort come together in perfect harmony. This beautifully renovated, ground-floor...
Studio in the HEART of Waikiki! Steps to the BEACH with Full Kitchenette
Experience Paradise in Waikiki!Welcome to Hale Luana at Bamboo Waikiki! Imagine enjoying your morning coffee or a tropical evening beverage in the Hawaiian breeze, from your private lanai (patio) before you head out to explore Waikiki. Look no further than Hale...
Kapalua Golf Villas Gold Ocean View 2 Bedroom
Golf Villas Gold Ocean View 2 Bedroom 2 Bath- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and bathroom- Guest bedroom with 2 twin...
Beach-front Estate - North Shore, private setting, close to Haleiwa & surf spots
Beautiful, private beach-front estate on near-private beach...except for daily turtle visits. Close-to-town convenience but behind the front gate it feels miles away. Spacious open downstairs floor plan with kitchen, dining area and living room. Guest room, office and...
Diamond Head Luxury Beachfront Estate
This award-winning oceanfront residence, Diamond Head Grand Escape, offers a rare opportunity to experience contemporary Hawaiian living in one of Honolulu’s most coveted enclaves. Set directly on the sand within the exclusive Cove area of Diamond Head, this home is one...
Mauna Kea Villa 3019 - Lavish Island Villa
This single-level, magnificent, oceanfront estate offers a sunken living room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen with premium, stainless steel appliances and natural stone countertops, two dining areas and a master suite...
Hawaiian King 405 1-Bedroom, King Bed and Sleeper Sofa, Pool and BBQ Grill
Décor and Charm in the Heart of Honolulu - Hawaiian King 405Escape to the charming Hawaiian King 405, a delightful 1-bedroom vacation rental in the heart of Honolulu. Located at 417 Nohonani Street, #405, Honolulu, HI 96815, this cozy retreat combines the best of...
Honolulu Lagoonfront Villa by Gather | Private Pool Villa Near Waikiki & Diamond
Private Lagoonfront Villa | Courtyard Pool | Designer Living | Luxe Island RetreatExperience refined island living in this architecturally unique, resort-style villa—tucked along one of Honolulu’s most discreet and scenic coastlines. Designed for privacy, elegance, and...
Emerald #285 Ocean and Pool View
The unit is a second floor corner studio which gets the morning sun on the lanai - a great place to have your breakfast and protection from the sun in the heat of the day. As it is on the second floor you can leave the doors wide open at night to let in the breeze and...
Kaanapali Alii Unit 196
Kaanapali Alii 1962 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean Front________________________________________Welcome to Kaanapali Alii 196, a charming two-bedroom oceanfront residence at Maui’s exclusive Kaanapali Alii Resort. Offering unobstructed views of the sparkling...
Aqua Aloha Surf Waikiki 800 Superior Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 800 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 261 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
Monthly Discovery Bay 2515 Studio City / Waikiki / Mountain Views Queen Bed
Nice City and Mountain Views, 5 Minute Walk to Beach, High Floor, Newly Remodeled, Furnished and Fully Appointed. No smoking room. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Sweeping Views from High Rise,...
Group Getaway in Beachfront Property, 3 Pet-friendly Units, Outdoor Pool
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 300 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Royal Kahana Maui 1117 Ocean View Studio
Enjoy a bright and cozy studio with sweeping ocean views just minutes from the beach. Ideal for families or couples. Unit 1117 Ocean View Studio• 11th floor studio with balcony overlooking the ocean and the island of Lanai • Studio kitchen includes microwave,...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Most Stunning Views | 3 Units, 7 Bedrooms | HK ML-1949
** 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...
Honua Kai Konea 208 Resort View 1 Bedroom + Den
Konea 208 1Bedroom + Den Resort View- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- Private Lanai- King bed- 2 Sofa beds- Large bathroom with a separate soaking tub & shower and double vanity- Fully equipped gourmet...