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.
Quite, spacious 3 bedroom unit in an ideal convenient location downtown Hilo
Experience the ultimate blend of comfort and tranquility in this exceptional 3-bedroom unit that radiates an inviting island vibe. As the only upstairs unit in a charming 5-unit building, it offers an expansive and intimate setting perfect for families or groups of...
10th Floor Air Conditioned Apt in Central Waikiki
A great apartment in the heart of Waikiki at The Bamboo Hotel property. With its lush pool, spa setting and new outdoor dining restaurant & bar our apartments location offers a great place to relax at home while being just 3.5 mins from the middle of Waikiki Beach.Great...
Makahuena at Poipu. Ocean View Lanai. Family Friendly 2-bedroom Condo.
This is a brand-new listing, so while there aren't reviews here yet, we invite you to check out our other two VRBO listings for guest feedback and insights into the quality of my hosting. https://www.vrbo.com/1226576https://www.vrbo.com/1531902Welcome to this charming...
The Islands at Mauna Lani | B1
At 2,500 square feet of luxurious living space, the Islands at Mauna Lani B1 is the perfect option for a large and comfortable vacation rental on the Big Island that can sleep up to eight guests. Dual glass front doors in addition to three different sets of sliding...
Mahaina Surf 125 Is Ready for Your Next Adventure!
A LITTLE BIT ABOUT THIS CONDO....Escape to Mahina Surf 125a, a serene ground-floor gem where laid-back luxury meets island charm. Just steps from Maui’s shimmering shore, this classic retreat is ideal for couples seeking romance or small families craving quality time....
Budget Friendly Oceanfront Condo, Unbeatable Sunsets!
Hawaii Tax ID: TA-091-878-1952-01TMK: 390080030039This ground floor Hale Kai O'Kihei 120 unit is situated in a perfect location to the beach, swimming pool, BBQ's and the ocean edge. Enjoy being steps away from the ocean with all of the conveniences of home. You will...
Entire 3-bedroom house in Hilo
This memorable house is the perfect home base for your trip to Hilo. Nestled in a serene neighborhood, this adorable property offers a cozy and inviting atmosphere for guests. With 3 bedrooms, there's plenty of space for everyone to relax and recharge. Start your...
Tropical View Beachfront Condo
Hawaii Tax ID: W40868530-01TMK: 390010750103This beautiful 1 bedroom/1 bathroom Kauhale Makai 230 condo sleeps up to 4, has central AC, a fully stocked kitchen and is located in North Kihei convenient to everything on Maui. You will love the tropical views, easy...
NEW! Spring Special! GC100-Wailea Condo near 3 Beaches
*Special Spring Pricing for this new-to-the-market home. Extended stays available*Experience the perfect Maui getaway in this meticulously updated 2-bedroom, 2-bath condo in the prestigious Grand Champions community. The spacious open-concept living area features...
Ocean-City Views Glamorous Condo at The Watermark w/Parking & Full Kitchen
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Watermark is one of the most luxurious buildings in Waikiki! Located near the main Waikiki strip at...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Ground Floor Interior Courtyard, Steps to Pools, Beach, BBQs!
This tandem package combines 2 neighboring ground-floor interior courtyard two-bedroom suites to create a 4 bedroom package that offers two large neighboring lawn areas with easy access to Honua Kai's pools, beach, and BBQ areas.These neighboring suites provide a...
One bedroom with lanai - 2 blocks to Waikiki Beach
This modern 1 bedroom has a full kitchen. Centrally located in Waikiki and steps from the beach, shops, restaurants and bus lines. This unit was recently renovated with new floors, brand-new furniture, new appliances, new sliding doors, and new split AC. The unit is...
Newly Built at Sky Ala Moana 2 Bedroom!! Great Oceanview!! (SAW3508)
This is a newly built and hottest condominium in Honolulu, HI, with Hawaiianized furniture!!!You may enjoy the city, the ocean, and the mountain from this unit, Sky Ala Moana 3508.This unit has 2 king-sized bed and 1 double-sized sofabed.Watch the city wind down and...
Maui Sunset Vacation Rentals B320
Third floor ocean front in the "B" building. Watch the life of Maui unfold from the morning till evening from your private 150 sq foot private view deck. New flooring throughout 2023. Premium condo maple cabinets suite located near the pool area. Large private...
Budget Friendly Condo Overlooking the Pool
Hawaii Tax ID: TA-048-876-1344-01TMK: 390180030128Practical and budget friendly! Enjoy the tropical decor in this spacious unit located at the Maui Vista. Enjoy your lanai seating that overlooks the pool and watch the sunset colors light up the sky...
Charming 2-bedroom Oceanview Condo in Welcoming Kailua-Kona with WiFi, AC
Oceanview two-bedroom, two-bath condo located in the heart of Kailua-Kona. Stunning heated pool, hot tub, and sun deck perfect for soaking up Hawaiian sunshine! From the private balcony enjoy an unforgettable view of Kona's deep blue ocean. Central AC throughout the...
Maui Parkshore 105: Completely remodeled two bedroom condo in South Kihei.
Completely remodeled two-bedroom condo with well-appointed furnishings and finishes. All rooms have been remodeled and furnished with tropical trendy style in mind. The stone countertops in the beautifully remodeled kitchen capture your attention as you walk in and all...
Air-conditioned condo with amazing Hanalei Bay & Mt. Namolokama views
Hanalei Bay Resort 4204 and 5 and 6Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 4204/5/6 is another rare three bedroom, three bath unit in the resort. This...
Mauna Lani Point—stunning sunset and ocean views
Welcome to F104 Mauna Lani Point, your vacation home away from home. This home may quickly become your favorite base to explore the Big Island from. An open floor plan leads from kitchen to dining to the sunken living area which then flows out toward the lanai via...
2025 ONE FREE Night after 7
Great beachfront quiet 750 square foot condo complex. king tuft and needle bed in bedroom. New floors, comfortable queen futon plus an air bed and pack and play available, desk too!. TV with all cable channels extra sports package too! This is directly on sugar beach,...
Waikiki Beach Experience! Luxury OceanView Suite!
Welcome Ohana, to the world of Mauna and Moana!Welcome home to unparalleled views and experience at this new remodeled condo on the 20th floor of world famous Ilikai Hotel!Enjoy unequaled beach, ocean and harbor views, and when you hear the call of the ocean, know you...
Awaa Place at Kamuela Heights by RedAwning
Escape to the heart of the Big Island’s cowboy country at our cozy cottagein Waimea (aka Kamuela), a charming highland town known for its mountainviews, rolling hills, and cool, crisp air. From here, enjoy world-classbeaches, golf courses, scenic hikes, horseback...
Stylish island condo with patio & pool
Mahina Surf 119Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An unbelievable vacation away from the hustle and bustle of normal life awaits here on the gorgeous coast of Lahaina,...
Waikiki Hotel Studio @ Hawaiian Monarch Building 1 day min
Waikiki Studio, fully furnished. Location: Hawaiian Monarch building, 444 Niu Street. On the bus line, next to 7-11 convenience store, walking distance to Convention Center and Ala Moana Shopping Center. The studio has diamond head view and Ala Wai canal view. You can...
Kealia Resort 608 Oceanfront Complex, Ocean View from Lanai
Kealia Resort #608 is a new unit to our program located on a oceanfront complex in North Kihei. This unit has a full kitchen, and washer / dryer. Complimentary Wi-Fi is provided. The bedroom is equipped with a ceiling fan, and a queen bed. The room is connected to an en...
Ko Olina Beach Villa B604 Oceanfront Views by Gather
Discover the Serenity of Island Living at Ko Olina Beach Villa B604 by Gather. Embrace luxury, panoramic ocean views, and the pristine landscapes of Kapolei, HI. Dive into the Hawaiian translation of Ko Olina, the 'Place of Joy', and revel in this 3-bedroom, 3-bathroom...
Maui Banyan G106! Ground floor one bedroom!
Experience paradise in this conveniently located ground floor condo at Maui Banyan in Kihei with no steps to the unit. Situated toward the front of the property, G-106 is the closest one-bedroom unit to the beach and has no stairs to the entry! The spacious bedroom...
Experience Luxury at Waikiki Banyan; FREE Parking
Waikiki Banyan Tower 1 Suite 1408Breezy Waikiki Condo 2 Blocks from the Beach & FREE ParkingThe 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...
2bedrm/1bathrm, near shopping center and freeway
It has a very convenient location,with walking distance to hawaii Bernice Pauahi Bishop Museum for about 5 minutes and 9 minutes walk to the nearest shopping mall and one block 3minutes walks to the bus station. It takes about 7 minutes to the nearest public pool.It's...
Incredible He'eia Bay Pool Home w/hot tub for 16!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!This beautiful 5 bedroom 5 bath pool home for 16 is located right across the street from Keauhau Bay! A semi private landing with sleeping offers a 6th sleeping area! There is a private...
Private Island Retreat At The Cliffs Princeville!
Experience panoramic views of the Pacific Ocean and iconic Mt. Makana ("Bali Hai") from this private and spacious condo at The Cliffs in Princeville. Perched on a scenic bluff with distant ocean vistas and lush tropical surroundings, this beautifully appointed retreat...
Safe and Quiet in Honolulu Paradise Location
Legally permitted rental - 1850 Ala Moana Blvd #507** For your health and safety, we utilize additional Sterilization procedures between reservations.Beautifully remodeled July 2017, this hotel room comfortably accommodates four adults and is located steps from Waikiki...
Newly Remodeled! 1br Ocean View Condo w/ AC at Poipu Kapili by Alekona Kauai
Comfort meets elegance in this 1,200-sqft one-bedroom Poipu Kapili condo. Perfectly situated to offer breathtaking ocean and pool views, the west-facing lanai puts you on the front row for those mesmerizing Poipu sunsets. With ceiling fans throughout the condo, you'll...
Delightful Diamond Head & Ocean View Luxury
Freshly remodeled with the ocean and ambiance of Waikiki from your view. Simply a great location across the street from five star Hilton Hawaiian Village. Two bedroom two bath with luxury furnishing. It would hard to find a more complete apartment for a long term stay...
Wailea Ekolu Village | 1703
Wailea Ekolu 1703 is a stunning one-bedroom, two-bath ocean view vacation rental on the beautiful island of Maui that comfortably sleeps up to four guests. As you step into this spacious rental, you'll immediately be greeted by breathtaking views of the shimmering...
Paradise with Bali Hai views from a tropical North Shore getaway
Hanalei Bay Resort 6221/6222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the true spirit of Aloha in this fantastic two-king-bedroom condo, each with private en suite...
ALOHA-WAIKIKI RETRO BEACH DREAMS 71
Awesome unit with some ocean views, two short blocks from the beach. This unit is a corner unit and has 2 balconies from which you are able to enjoy mountain views and tropical breezes. Within our CLEAN PRIVATE unit, GUESTS will enjoy:• QUEEN bed to comfortably sleep...
Ocean Front Kihei Surfside 212
KIHEI SURFSIDE #212 – DIRECT OCEAN ACCESS, FULL OCEAN and MOUNTAIN VIEWSAlthough not in Ekahi Village, we are at the north end of the same beautiful Keawakapu Beach on a slightly elevated outcropping into the ocean. You can easily walk along Keawakapu Beach to Ekahi...
Ala Moana Resort High floor with partial ocean and city views with balcony
High floor unit with balcony . Partial ocean views and city views. Low resort fee Amazing location Located a 10-minute walk from Ala Moana Beach, Ala Moana Resort 25th floor with balcony offers 4-star accommodations in Honolulu and features a restaurant. The property is...
Ocean and Mountain Views Condo at the Royal Garden w/Great Hotel Amenities
Book with confidBook with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to your serene getaway at the Royal Garden, located at 440 Olohana St., just a short stroll from the vibrant heart...
Ilikai Hotel 1 Bedroom Yacht Harbor View, minutes to the Beach!
This is the perfect spot to enjoy the coveted view of the yacht harbor and the Pacific Ocean beyond! This condo is located on the 4th floor of the Ilikai Hotel. Unwind on your large private lanai, ideally situated for taking in the view and watching the sun set over the...
Maui Vista 3111: Walk to the Beach from this 1 Br Garden View condo in Kihei
Enjoy the convenience of South Maui from this one-bedroom condo at the Maui Vista. This garden-view condo is located towards the back of the condo and provides peace and quiet. This condo will accommodate up to four people with a queen bed in the bedroom and a sofa bed...
Your Beachfront Paradise on Maui’s Sugar Beach
*This is a new property and it's gorgeous! We are confident you will love your experience!*For the comfort and safety of all guests, our maximum occupancy is strictly limited to 6 individuals total, including children and infants, in accordance with local fire code and...
One Bedroom at the Chateau Waikiki with Ocean Views and Free Parking
Aloha and Mahalo from Waikiki! This property is a 30 day minimum rental at the Chateau Waikiki and is professionally managed by Happy Vacations. Very convenient and affordable condo, with Ocean and City Views! Great building amenities, walking distance to the Ala Moana...
Affordable, Central Steps to the Beach & Canal
Legally permitted rental - 444 Kanekapolei St #601** For your health and safety, we utilize additional Sterilization procedures between reservations.Immerse yourself in the Hawaiian Lifestyle. The boutique-style hotel room features views from the mountains to the ocean!...
Receive a $100 Gift Card for Snorkel Gear or Wailea Dining Options!
*Absolutely Stunning Panoramic Ocean and Island Views*Yards Away from Local Favorite Shops and Dining*4 beaches within 1-2 miles (Wailea, Ulua, Mokapu, Keawakapu Beaches) Experience paradise at Wailea Ekolu 104, where breathtaking panoramic ocean views and spectacular...
Tropical Serenity - Charming Maui Banyan Studio
Discover Maui at Maui Banyan Q110A studio, a charming 1-bath studio steps from Kamaole Beach Park II, perfect for up to 2 guests. Conveniently located right next to the upper pool area which also includes six Weber BBQs. Relax on the lanai amidst lush greenery, stroll...
Charming 2-bedroom condo with Optional AC and WiFi in enchanting Princeville
Summary:Nestled 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 pools or...
3bedrm/2bath,near shopping center,freeway
It has a very convenient location,with walking distance to hawaii famous Bernice Pauahi Bishop Museum for about 5 minutes and 9 minutes walk to the nearest shopping mall and one block 3minutes walks to the bus station.It's only 9minutes drive to the Honolulu...
Oceanfront Bliss – A Relaxing Retreat with Breathtaking Views
Whether you’re here to soak up the incredible sunsets, spot sea turtles from the lanai, or witness majestic whales (in season),this serene escape is ready to make your island dreams come true. Step inside this fully updated condo and experience modern comfort paired...