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.
”Old Hawaii" Great Location at Waikiki (H7)
"Old Hawaii" Great Location in Waikiki (H7) Feel the Old Hawaii theme vacation rental room! Our renovator has just changed the room into the classic Hawaiian room.You may enjoy the vacation, but at the same time, enjoy staying inside the room!It doesn't take long to...
Condo at oceanfront resort with lanai, pool, grill & sundeck - walk to beach
Kona Shores 230Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'In this beautiful spot at the oceanfront Kona Shores, you'll be minutes from Honl's Beach and the very heart of...
White Sands Village 2/2, Oceanfront complex- Pool
Beachfront Bliss at White Sands 202 - 2BR | 2BA | Patio| Steps to the Beach | Pool and BBQWelcome to White Sands 202, a beautifully designed 2-bedroom, 2-bathroom condo offering patio, amenities, and the perfect blend of comfort and convenience. Whether you're looking...
Hale Kamaole Condo w/ Shared Grill, Shared Outdoor Pool, Private Washer/Dryer
Hale Kamaole 151Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Townhouse Retreat with Ocean Views From Upper & Lower Lanai - Wailea Ekahi #30Bn
Wailea Ekahi Village #30B Discover the perfect blend of luxury, comfort, and location at Wailea Ekahi Village #30B. This spacious two-story townhouse offers stunning ocean views from both floors, a fully remodeled kitchen and bathrooms (March 2025), and unbeatable...
Oceanfront resort condo with amazing view, pool, hot tub - walk to Poipu beaches
Makahuena #2-305Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch the sea breeze rustle the palms and the sunlight dance across the ocean at this stunningly situated condo within...
Kuhio Village 1009 KING BED Modern/Waikiki Beach
Over-sized upgraded studio with 2 balconies, facing mountains! Ceramic tile flooring with luminous lighting throughout the dwelling. This unit sleeps up to 3 with the King bed and Single day bed. Kitchenette includes granite counter tops and of course kitchen equipment...
Maui Vista 2404 Beautiful 2 bedroom unit with Ocean Views
Book with us and come to Maui to explore everything we have to offer!Relax while enjoying your luxurious ocean views! This wonderful lofted unit feels more like a home than a condo home. The bedroom features a California king bed, window AC, and a TV. The loft includes...
Waterfront Ilikai Marina! Breathtaking Ocean And Boat Harbor Views!
Just installed new flooring and painted the whole unit!Great property with amazing 180 degrees ocean view! Enjoy couple minute walk to the beach. Restaurants, bars, all the attractions are just within few minutes walk! Next to the bus line. Located next to the famous...
Soak in Dazzling Pacific/Sunset Views, Penthouse w/Lanai – Waikīkī Shore #PH10
Your home-away awaits! This deluxe two-bedroom one and half-bathroom ocean view penthouse has an open and airy feel, perfect for families or friends who want to enjoy the Pacific views and beach activities steps away. The suite is furnished with charming island-style...
Tropical ambiance in Maalaea with ocean views
Welcome to Kanai A Nalu 310, a 2-bedroom, 2-bathroom condo on the third floor, offering pool/ocean views and a state-of-the-art split A/C system in both the living area and the master bedroom. There are elevators at this property for easy access. This beautiful...
Maui Resort Rentals: Honua Kai Konea 410 – 4th Floor 1BR w/ Beautiful Partial Ocean & Mountain Views!
Maui Resort Rentals is proud to bring you this extraordinary 1BR Partial Oceanview suite at the Honua Kai Resort, newly launched on 12/18/2024 to start taking reservations for check-in on 1/6/2025!Konea 410 is a luxurious 4th-floor 1BR/1BA suite showcasing beautiful...
Snorkel, surf & swim condo with lagoon pool, hot tub & easy beach access
Maui Kamaole D206Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
Affordable, OCEANFRONT 1 bed/1bath condo at Kaanapali Shores - Unit 422
Discover the perfect Maui vacation value at this fully furnished 1-bedroom, 1-bathroom condo at the popular Kaanapali Shores Resort — a true oceanfront gem on one of Maui’s most desirable beaches. This unit offers the space, amenities, and location of a premium...
Chic Downtown Getaway: 1-Bedroom, AC/Pool/Parking
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Gorgeous condo with water view, pool, private lanai & full kitchen
Waiakea Villas 2-207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise with this condo that overlooks the pool and glittering koi stream. Conveniently located on the...
Spectacular Views at Wailea Elua 2010: Tranquil Oasis on Lush Oceanfront Grounds
Wailea Elua #2010 – Elevated Island Comfort with Panoramic ViewsEnjoy the perfect blend of comfort and convenience at Wailea Elua #2010, a beautifully maintained 2-bedroom, 2-bathroom partial ocean view condo. Located on the second floor, this spacious unit offers...
New Listing! Tropical stay with full kitchen
Welcome to Kihei Kai Nani 211 — your tropical home away from home! This beautifully maintained 1-bedroom, 1-bathroom condo is the perfect island escape, thoughtfully designed to host up to 4 guests in comfort and style. Whether you're traveling as a couple, a small...
Maui Sunset A-106: Ground Floor 1 Br 2 Ba Condo at Ocean Front Resort
Ground floor unit! Walk out onto the beautifully maintained lawn and enjoy a short stroll to all that this property offers. This unit has one bedroom and two bathrooms. The bedroom has a Queen bed and there is a pull-out sofa bed in the living room, allowing this unit...
Molokai Shores A304
Molokai Shores A304Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Molokai Shores 304 is a lovely condo boasting breathtaking whitewater views with Lanai and Maui in the backdrop....
Newly renovated ocean View Two Bedroom, Two Bath Condo, Center of Kailua Kona
Come and enjoy this newly renovated 2 bedrooms 2 baths Ocean view Condo! The perfect upstairs unit to call home at Alii Lani! Spacious vaulted ceilings and a cozy lanai that across the green belt to the blue pacific. Inside this beautifully presented condo is a newly...
Lovely condo w/free WiFi/shared pool & hot tub - near beaches/shopping/dining
Kona Bali Kai #142Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With queen-size and sofa beds, cable TV and WiFi, and enough elbow room for up to four guests, this attractive Kona...
Molokai Shores 334
Say “aloha” to privacy, space, and comfort at the ocean’s edge in this 758 sq. ft. haven of tropical décor. Spanning the living area and master bedroom, a lanai is perfect for sunset dining on fare prepped in a full kitchen. Perks include a cable TV and ceiling...
Ocean View Condo w/ Lanai, WiFi, Shared Pool/Grills - Steps to Kepuhi Beach
Kepuhi Beach Resort #1153Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Newly remodeled, this ground-floor condo at Kepuhi Beach Resort offers beautiful views of the resort grounds,...
Perfect Island Escape w/ Mountain and Ocean Views!
Relax in comfort and soak in sweeping ocean views at Pali Ke Kua, your perfect North Shore escape. This oceanfront condo is located in the heart of Princeville, just minutes from world-class beaches, lush mountain trails, top-rated golf, and the iconic beauty of...
Come enjoy an Ocean Front condo at Kahana Outrigger 3 bd rm in West Maui Hawaii
This 3 bedroom, 2 bath, 2 story loft style (closed off with windows) unit has its master bedroom and newly remodeled bathroom in the loft with rain shower head in a walk in tiled shower overlooking the living room. Entry, kitchen and dining area all newly porcelain...
Beachside Condo in South Kihei - Ocean Proximity & Relaxation Without the Crowds
Maui Parkshore 110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the best of Maui with this beachside condo in South Kihei. Perfect for a small family or two couples,...
Sunny Hawaiian Monarch Studio | Ocean View | Pool
Take in ocean views from this beautifully renovated studio at the Hawaiian Monarch building. Located at the beginning of Waikiki, this unit offers ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more....
8th Floor Studio Beauty at the Palms with AC, WiFi - Sleeps 4
Consider this studio your home away from home while you visit Honolulu. This enchanting property offers a tranquil escape for guests. The cozy bedroom features 2 comfortable queen beds, ensuring a restful night's sleep. You'll find all the essentials you need, including...
Elite Condo with Spectacular VIEWS ❤️
Newly Remodeled condo with all new furniture and decorating! This condo is situated in one of the most beautiful Vallys in the world, Makaha Valley. Also gorgeous and world famous Makaha beach is only 1 mile down the road. This gorgeous newly remodeled condo has...
Block to Beach! Koko Resorts at the Waikiki Banyan 21st Floor Deluxe Mtn View, Free Parking & Wifi
Deluxe Mountain and Ala Wai View Corner Unit, Free Parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project. Experience breathtaking...
Dog-friendly home near the ocean with lanai, washer/dryer, desk and Free Wifi
Opakapaka OhanaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come and experience a tranquil and unique getaway at this vibrant home located in Hawaiian Shores! This lovely...
Sugar Beach Resort 522: Pure Ocean Front Views from this 1 Br N Kihei Condo
Located Ocean Front on the Fifth Floor of the Sugar Beach Resort on Maui's South Shore. This condo has one bedroom and one bathroom. The kitchen is open to the living area and the lanai is off of the living room and offers spectacular oceanfront views. The bedroom has a...
Stunning Ocean View, Just a 1-Minute Walk to the Beach.
FREE: Coffee and TeaFREE: WifiFREE: Netflix and HuluFREE ParkingFREE: Washer & DryerFREE: AC/ HeatUnbeatable beachfront location, offering guests stunning, uninterrupted ocean views. Imagine waking up to the sound of waves crashing, enjoying your morning coffee on the...
Poipu Ground Floor Ease w/Kitchen – Kiahuna 2089
Soak in tropical sights and scents of flowers and fruit trees from a private ground floor lanai that flows onto the grounds. This deluxe 880sf island home welcomes with a full kitchen for meal ease, open living area, private bedroom, ceiling fans, flat screen, DVD and...
🏖️Hawaiian-Style Oceanview Across the Street from Historic Magic Sands Beach Park🍍
Hawaiian Style Oceanview Stay located less than 100 yards from the historic Magic Sands Beach Park. 2-bedroom 2 bathroom offers central air-conditioning, primary bedroom equipped with a king-sized bed, on-suite, and access to the ocean view lanai. The guest bedroom is...
Cozy studio with full kitchen & spectacular views!
Cozy studio unit with spectacular views!Sweeping views at this 34th floor condo over looking Diamond Head and Waikiki Beach.Convenient location on the edge of Waikiki within walking distance to Ala Moana Beach Park, Ala Moana Shopping Center, Waikiki...
Splendid 1 bedroom at the Waikiki Sunset
Welcome and Aloha!This 15th floor unit of the Waikiki Sunset is fully furnished with two twin size beds in the bedroom, two sofa couches/beds in the living room, and kitchen counter with three stools.The full size kitchen has everything you’ll need to feel right at...
2BR/1BA Condo at Royal Aloha in Waikiki! Free PARKING, Free WiFi!
Nice condo with two bedrooms and one bathroom. It does have a balcony where you can sit down and enjoy Hawaiian breeze, also enjoy nice city view! This unit sits right in the beginning of Waikiki, close to the beach, a very short walk to the famous Ala Moana shopping...
Gorgeous! Highly Desirable Queen Studio with Balcony overlooking Pool
Legally permitted rental - 2425 Kuhio Ave. #906** For your health and safety, we utilize additional Sterilization procedures between reservations.A Beautiful 9th floor Queen Studio w/ kitchenette area and Lanai balcony overlooking the pool area located at the Waikiki...
Spacious House: 5 Minute Walk to the Beach
Welcome to our spacious, family-friendly home in a prime location. The house offers 3 bedrooms and 3 full baths + separate room off the master bedroom with a queen sleeper sofa for kids.The house can sleep up to 8 adults and 2 kids + infants in cribs. We offer bikes,...
Tropical Kona Resort Townhome: Patio + Ocean Views
Surf, swim, and sunbathe your way to a memorable Hawaiian getaway when you book this breezy Kailua-Kona vacation rental. The 3-bedroom, 3-bath townhome is located in a 4-star gated resort complex close to shops, dining, and beaches including Kahalu'u Beach Park - best...
Breathtaking Hawaiian Monarch Penthouse | Views!
Located at the beginning of Waikiki, high in the sky, this penthouse unit offers a refreshing beachy vibe and features AC in all rooms, flatscreen tvs, Wi-Fi, and cable. Our unit is located in the Hawaiian Monarch building, just a short walk from world famous Waikiki...
KRL A303 Relaxing Hawaiian 2BD on Golf Course
Kaanapali Royal A303 Relaxing Hawaiian Island Vacation with Golf Course Views 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 Farm Tour,...
Centrally-located ocean-view suite with pool, tennis court, balcony, & W/D
Hale Kamaole 251Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Blue oasis villa with ocean view on golf course
This 1-bedroom, 2-bathroom villa features ocean and golf course views and can accommodate up to 4 guests. Enjoy the convenience of cooking meals in the fully equipped kitchen and relax in the spacious living room area featuring a Queen sleeper sofa, flat screen TV with...
Relaxing condo with outdoor pool, hot tub & high-speed WiFi
Maui Kamaole B115Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Relax in a friendly condo with cool tile and wood floors throughout. You're on vacation now! Ease into the living...
Maui Sunset B-115 | Community Pool & Hot tub
You’ll be near both the beach and Waipuilani Park when you book your vacation at Maui Sunset B-115. Grab your beach towel and walk right down to the beautiful sand and surf. Your Maui Sunset community also offers a large pool, hot tub, tennis courts, shuffleboard, and...
Clean & comfortable studio in the heart of Kailua Kona with pool, hot tub & AC
Kona Islander Inn 112Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to a dreamy vacation in Kailua-Kona at this well-appointed and lovely condo! Perfect for solo travelers...
Renovated and clean studio in Waikiki for two
Walk to Waikiki beach, convention center, Ala Moana mall, restaurants, shops and many other Waikiki attractions in this newly renovated unit with a queen bed, full bath and kitchenette. The building offers a pool, Jacuzzi, large sun deck, barbecue grills, gym (one time...