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.
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...
Comfort & Accessibility to Everything in Waikiki! 2 Queen Beds, Pool & Parking!
A short distance from skiing, sailing, and more, this smoke-free apartment lets you experience it all. Fort DeRussy is just steps away and Ala Moana Center is within an easy 12-minute walk, so leave your car at the property, which offers covered onsite parking. Relax by...
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...
City Views in Waikiki | Pool + Balcony
Wake up to breathtaking city and mountain views from this bright Waikiki studio. Just minutes from the beach, shopping, and top restaurants, this high-rise retreat offers a private balcony, a cozy queen bed, and a kitchenette for light meals. Enjoy access to a community...
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...
Shores at Waikoloa Unit 313: 2bd condo. Tamarind Tower, Sleeps 6.
A Repair and re-tile project on the 2nd-floor walkway (catwalk) in the Tamarind Tower will start the week of April 21st, 2025, with plans to be completed late-June. While the walkway will remain accessible when under construction, there will be considerations for all...
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...
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...
Sunny Palms+Greens Vista! WiFi, Laundry, TV, Kitchen Ease, Lanai w/Wet Bar Kanaloa 1103<br>
You’ll love the contemporary island design of this two-bedroom two-bathroom unit. This rental is furnished with parquet flooring in common areas, contemporary wicker bedroom and living room furnishings, and high wood ceilings with white beam details. You’ll love the...
Delux, spacious, clean condo with AC @ Kuilima Estates West
Newly remodeled, perfect condition condo with one large bedroom, one recently remodeled bathroom and a living room with a sleeper sofa that looks out to the beautiful, famous Turtle Bay golf course. Also a large, gorgeous kitchen with granite countertops, equip with...
Enjoy Breathtaking Views of the Ocean and Gorgeous Mountains!!!
Aloha!! We would love to welcome you into paradise. This quiet unit is located on the secluded West side of Oahu. This condo is protected by 24 hour security to insure you have safe and relaxing stay! This area is known for its incredible mountains, pristine uncrowded...
Waikoloa Colony Villas 805: Expansive 3 Br, 2.5 Ba, Golf Views w/AC Sleeps 8
Located on Hawaii Island’s west coast is the Waikoloa Colony Villas, a private gated community that boasts stunning views of Mauna Kea and the "Big Island’s" notorious lava fields surrounding the area. An ultimate leisure retreat, guests enjoy two full-sized pools,...
D6: 1 bedroom, 2nd floor, oceanfront
D6 features one of the few signature views of the Sealodge complex. The windows face the open ocean, the coral reef, and the Anini shoreline which extends to the Kilauea Lighthouse. D6 is a second floor, corner suite with one wall that practically opens to the sky and...
3 bedroom 2 bath Orchid house in Paradise
Brand newly remodeled 3 bedroom 2 bath tropical home , can sleep 6-8 in the beautiful hawaii paradise park.20 min drive to Hilo, Liliuokalani Park and garden , Carlsmith beach and Wailoa River Park and 45 min to Hawaii volcanoes National park. 10 min drive to beach side...
Ultra Upgrades! Beach Condo w/Gourmet Kitchen,Spa-Style Baths–Waikīkī Shore 502
You won’t find anything quite like this newly renovated, two-bedroom two-bathroom ocean view suite. This lavish, thoughtfully designed, completely renovated unit has it all. You’ll not only enjoy stunning views of the Pacific Ocean from both the living area and...
Diamond Head View! Fully Renovated! Free Parking! Close to Beach!
Waikiki Banyan #1903-T1 – 201 Ohua Ave.You'll fall in love with this contemporary one-bedroom suite (533 sf + 67-sf private lanai), fully renovated in 2024, at the repeat-guest favorite Waikiki Banyan! Enjoy the vibrant greens and blues of the gorgeous Diamond Head,...
Hale Kamaole Condo w/ Shared Pool, Shared Grill-Surf, Bike, Golf, More
Hale Kamaole 167Our 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...
Perfect Place to Land after your Maui Activities!
Hawaii Tax ID: TA-185-511-9360-01TMK: 390200030056This lovely ground floor Kihei Kai Nani 161 condo is only a short walk from Kamaole white sand beach and plenty of shopping and dining just waiting for you. This quaint and attractive 1 bedroom is a perfect place to land...
ALOHA-WAIKIKI BEAUTIFUL OCEAN PENTHOUSE 1BR
This rare top floor 1 bedroom apartment jewel is located in the heart of Waikiki. With a large balcony which faces and has ocean views, soaking up the sun and enjoying tropical breezes during the day. This will be your private Tropical entertainment spot. But it doesn't...
Hawaiian Hideaway w/ Yard < 2 Miles to Hilo Bay!
Escape to the Big Island to experience true Hawaiian living and tropical comfort at this 3-bedroom, 2-bath Hilo vacation rental. Enjoy relaxing afternoons in the private backyard before walking to local restaurants like the famous Cafe 100. Or, spend your days tanning...
Wailea Ekahi 52B | Resort Level Amenities!
With 34 acres of landscaped resort bordering one of Hawaii’s best beaches, Wailea Ekahi 52B is the ideal place to experience the very best of Hawaii. It’s affordable luxury that’s perfect for two couples wanting to share an island getaway. There’s a minimum stay...
Spacious, Ground Floor Condo within Steps to Pool or Beach
Hawaii Tax ID: TA-048-876-1344-01TMK: 390180030198Practical and budget friendly! Spacious ground floor unit located at the Maui Vista; walk straight out to the pool from your unit or down to the beach. You will be sure to enjoy the convenience of this centrally located...
Dreamy island gem with free WiFi, shared pool & hot tub, private balcony & more
Plantation Hale H3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A dreamy escape to the unmatched beauty of Kapaa is just waiting for you here at Plantation Hale H3, an adorable...
Newly Updated Corner Unit w/ Ocean & Mountain Views from Huge Lanai
Alii Kai 2201 is a chic and cozy open concept escape in the heart of all the North Shore has to offer! The peaceful and private corner unit has two light-filled bedrooms, a master suite with king bed and guest bedroom with a queen, comfortably furnished living and...
Fantastic Clear Ocean View, incredible value
Aloha!Imagine enjoying your morning coffee as whales play in the warm Pacific Ocean that lies just yards away. Enjoy long strolls on the beach - a refreshing dip in the pool and a relaxing Jacuzzi hot tub under the Maui stars and moon with the ambiance of Hawaiian tiki...
Valley Isle Ground Floor 2 bedroom with Ocean Views - Valley Isle 103B
Book with us and come to Maui to explore everything we have to offer!Now with Air Conditioning - Split AC installed June 2023!This private 2 bedroom 2 bath ground floor unit provides nice ocean views and easy ocean access on the west side of Maui. Walk just a few feet...
Breezy Kailua-Kona Bungalow w/ Lanai & Ocean View!
Pack your bags for a serene tropical getaway and stay at this light-filled vacation rental in Kailua-Kona! This quaint 2-bedroom, 1-bathroom house on the Big Island of Hawaii, just 15 minutes from Downtown Kona, won’t disappoint! With a furnished lanai overlooking the...
New Listing! Maui Banyan T303 - Spacious 3-Bedroom
Discover Your Perfect Hawaiian Paradise in the Heart of Kihei.Nestled in the vibrant community of Kihei, unit T303 at Maui Banyan offers an exceptional vacation experience that captures the essence of tropical Hawaiian living. This meticulously designed 3-bedroom,...
Perfect getaway for families, walking distance to Convention Center
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
Fabulous Foster towers
Foster Towers is located at 2500 Kalakaua Avenue, the same prestigious address and many of the famous Waikiki Hotels at a fraction of the cost. You can sit on the lanai and watch surfers or swimmers in front of the Royal Hawaiian Hotel, or go downstairs to Cheeseburger...
Quaint and Attractive Maui Condo
Hawaii Tax ID: TA-185-511-9360-01TMK: 390200030090This ground floor Kihei Kai Nani 169 condo is only a short walk from Kamaole white sand beach and plenty of shopping and dining just waiting for you. On site you'll not only find a fresh water pool...
Aston Maui Kaanapali Villas C262: 1 Br Loft, 2 Ba on Kaanapali Beach Sleeps 4
Maui Ka’anapali Villas #C262: One bedroom 2 bath loft garden view on N. Kaanapali Beach with Pool and Beach AccessThe space:Luxuriate in the lush garden and pool views at this Hawaiian oasis in the serene Coconut building. This condo has been upgraded in ocean blue...
Island Sands Resort Condo w/ Free WiFi, Private W/D-Close to Beaches
Island Sands Resort 208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic...
Ocean Front @ Great Price-8th Floor- Listen to Ocean from the Master Bedroom
Stunning Ocean Front views in this condo on the ocean in Kahana. Recently updated (June 2018) to include new carpet, sofa sleeper, refrigerator and more! Lanai's are located off of the ocean front living room and master bedroom. The Valley Isle Resort is located just...
Ilikai Hotel - Stunning sunset views! Free WIFI, No Resort Fees!
1 Bedroom Standard Yacht Harbor View on the 11th Floor! The condo #1127 is located on the desirable yacht harbor side of the Ilikai Hotel. Offering great views of the tropical courtyard and the beautiful Hawaiian sunsets. The spacious condo has a full kitchen and is...
NR A2 Updated Napili Condo Close to Beaches Amazing Location Away From Crowds
Napili Ridge A2 Updated Napili 1Bedroom Condo Close to Beaches and Restaurants. Amazing Location for the Chill Adventurer Away From Tourist Crowds. Relax and Slow Down with Locals FREE daily activities included with your stay value up to $570! Complimentary admission,...