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.
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...
Ground Floor Oceanfront 1 Bedroom - Kona Reef D01
Kona Reef D01: Located on the ground-floor, walk from your private lanai to the ocean’s edge for a beautiful Kona sunset. This open-design, air-conditioned 758 sq. ft. retreat invites you to prep meals in the gourmet kitchen with breakfast bar. Other touches include...
How about a little Dose of Liquid Maui Sunshine? Papakea G408 - Sleeps 6
Ocean views from this 4th floor corner unit in North Ka'anapali. Remodel completed in Nov of 2015 with new kitchen, bathrooms, a fresh coat of paint and decorator touches. Ceiling fans and a window air conditioner in the living room help keep the condo cool. This condo...
Wailea Elua Village 401 - 2 Bedroom Ocean View Condo
Wailea Elua Village 401 is a stunning vacation rental situated in the luxurious Wailea area of Maui. This ground floor two-bedroom, two-bathroom condo is surrounded by tropical views of beautifully mainucred grounds and the South Maui coastline. The condo features an...
Nani Hale at Plantation Hale: w/ AC,Walk to Bch,Dining,Shopping,Pool/Hot Tub/BBQ
Welcome to Nani Hale by Gather, a newly remodeled ground-floor escape on Kauai’s Coconut Coast. Nestled within Plantation Hale Suites in Kapaa, this 690 sq. ft. one-bedroom retreat blends modern convenience with tropical charm. A short stroll takes you to Waipouli...
Top floor oceanfront 2 bedroom Maui condo
Picture yourself perched above the popular Waipuilani Beach Park in South Maui, in Kihei. 2023 New flooring throughout, new beds master now has a king bed and remolded bathroom. New Couches 2022. Large private condominium apartment at the resort condominium complex on...
Modern Kauaʻi Luxury Home With Ohana, Pool, and Spa in Kukuiʻula
Welcome to Ka Hui Ana (The Gathering), a contemporary island retreat located in the prestigious Kukuiʻula community on Kauai’s sun-soaked south shore. Blending modern design with relaxed Hawaiian living, this 4-bedroom, 4.5-bath sanctuary offers generous...
Condo w/Luxe Upgrades –Kamaole Sands 10106
This charming, one bedroom condo gives off the vibe and atmosphere of a cozy island haven, rather than a vacation rental in a resort. The entryway greets you with an “Aloha” sign and a reminder to remove your footwear – as it is customary in these islands. As you...
Lush tropical gardens with amazing amenities
Paki Maui 316 is a 1-bedroom, 1-bathroom condo located on the third floor with wonderful garden views from your lanai and floor-to-ceiling sliding glass doors, bringing natural light into the condo. The condo does not have air conditioning. Enjoy preparing meals at home...
New Listing! Tropical Oasis in the Heart of Poipu
Relaxing Tropical Oasis: Poipu Condo with Stream Views Property Highlights • Ground floor unit with beautiful lanai views of lush tropical grounds and Waikomo Stream • Prime location near world-famous Poipu Beach • Perfectly situated for dining, shopping, and...
Modern Studio w/OCEAN VIEW! Kitchenette, Flat Screen and WiFi–Waikīkī Grand #611
Castle at Waikīkī Grand #611 - Luxe style and natural light define this contemporary 650sf corner studio with floor-to-ceiling windows. Prep meals in the modern kitchenette to share> Unit has Pacific/Diamond Head/park views. Other perks include air conditioning, WiFi,...
Ground Floor Condo w/Kitchen - Kamaole Sands 3102
It’s easy to slip into the mellow Kihei lifestyle in this 818sf ground floor suite that sets a tropical tone with décor and design. You’ll love how the lanai fringes the resort’s beautifully landscaped grounds that lead to South Kihei Road and Kamaole Beach Park...
Lovely Modern Complex Directly Across Kam II Beach **NEW AC!
**Magnificent Upgrade as of August 2024 - As Brand New Split AC system with individual controls in both the living room and bedroom has been installed.**Escape to paradise with this beautiful and meticulously maintained ocean view condo, nestled on the 5th floor for...
Luxury Aloha Spirit Oceanview Penthouse Sleeps 7
Discover luxury at Kamaole Sands Building 8 with this dual-level spacious suite. Recently renovated kitchen & bathrooms. Loft master bedroom features a King Bed & ensuite bathroom. Second bedroom boasts new furniture, Queen & Twin beds with Sealy Posturepedic...
Exquisite Prime Beachfront Haven, Indulge in Tropical Luxury -Wailea Elua 1302
Wailea Elua #1302 – Premier Beachfront One-Bedroom Escape in the Heart of WaileaWelcome to Wailea Elua #1302, a luxurious 1-bedroom, 1-bathroom beachfront condo offering comfort, serenity, and elevated island living just steps from Ulua Beach. Located within the...
Luxury Two Bedroom Suite in Waikiki, Condo with Partial Ocean and City Views
Enjoy amazing partial ocean and city views from one of the most luxurious private condominiums in Waikiki. The unit is conveniently located at the entrance of Kalakaua Avenue, which is known as the main street and the most popular destination in Waikiki. Plus, it's just...
Waikiki Banyan T2-22nd Completely Remodeled
Summary:Parking available. Partial Ocean View from Lanai/Veranda.Please be informed that the Waikiki Banyan recreational deck and all associated amenities will be closed for renovation starting April 7, 2025. The renovation process is expected to take approximately 12...
2 Bedrooms / 1 Bathroom Vacation Rental in Waikiki, Sleeps 6.
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...
Watch Whales from your Bed - Double Master Sunset Suite
Inside your unit, discover a fully equipped kitchen, convenient washer and dryer units, cable television on a gigantic 75-inch Smart TV, private lanai, and sumptuous linens provided by 808 Maui Vacation Rentals. Immerse yourself in luxury and relaxation at Royal Mauian...
Cozy studio with a furnished lanai, shared pool, hot tub, & BBQs
Sandpiper #116bOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Plan a fun getaway at this cozy studio tucked into the front of Princeville. You'll have everything you need to enjoy...
Maui Kaanapali Villas Resort Penthouse
This spacious one-bedroom beachfront condo has the ideal location to enjoy all the western Maui has to offer at Kaanapali Villas Resort. A large outdoor living space makes for a special location to relax in privacy. You will have all the comforts of a gourmet kitchen...
Direct Beachfront Remodeled Corner 2 bedroom 2 bathroom Stunner!n
Welcome to Hale Mahina A301. This beautifully remodeled corner beachfront 2 bedroom, 2 bath condo boasts expansive ocean views throughout. This condo features a remodeled kitchen and bathrooms, office desk with a view, and breathtaking views. Hale Mahina is a very...
Maui Resort Rentals: Honua Kai Konea 522 - Spacious 1BR Suite w/ Charming West Maui Mountain Views!
Konea 522 is a luxurious one-bedroom mountain view suite offering an expansive vista of the West Maui Mountains. The suite is ideally suited for small families and couples, providing an ideal environment to relax and reconnect. To fully enjoy the tranquil Hawaiian...
Oceanfront Oasis at Ilikai Hotel | Private Lanai
One of Waikiki's few oceanfront vacation rentals, the iconic Ilikai Building in Waikiki, Honolulu offers incredible views of the ocean, bay and marina with floor-to-ceiling glass windows and a spacious private lanai. Incudes a full gourmet kitchen, three beds for ample...
New Listing! Open Condo with Warm Wood Accents
Welcome to Koa Resort 2I — a beautifully appointed 2-bedroom, 2-bathroom condo that comfortably accommodates up to 6 guests. The spacious living room features a queen sleeper sofa for additional sleeping space. Please note that the second bedroom is a loft, offering...
North Shore Oceanfront Private Retreat with Pool!
Absolutely the best location on the north shore of Kauai! This beautifully furnished, spacious, and private home is situated in the heart of Princeville minutes away from all of the world-class beaches, mountain forest trails, outdoor activities, golf courses, and...
BenTiki's Yurt in Waiohinu
Welcome to BenTiki's – your island-inspired getaway! Escape to our sun-soaked 24' diameter yurt, complete with a refreshing 18' private above-ground pool, perfect for cooling off after a day in tropical paradise. This bright and airy yurt offers the modern comforts of...
Beautiful 8 brs for 22 near Poipu Beach Park!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!Beautiful 8 bedrooms for 20 in Poipu Kai is located only 200 yards to Brenneckes Beach and 300 yards to Poipu and Shipwreck Beach!Paved walkway from your door to the beaches! Only a 1-7...
Sunsets and Tradewindsnn
This lovely updated condo is In the heart of Kailua-Kona on the Big Island of Hawaii. It is right across the street from the ocean and sounds of the surf bring relaxation. Walk to nearby restaurants, galleries, and night life. Enjoy the ocean breezes, amazing views, and...
Waikiki Palms Hotel, Central Location, FREE parking
Experience the best value in Waikiki! This bright 5th-floor cozy hotel-style room is perfect for travelers who want comfort, convenience, and unbeatable location—all at a great price. Enjoy beautiful city and mountain views from your private lanai and the rare perk of...
Exquisite condo with lanai, pool, hot tub, central AC, & W/D
Nihilani 31AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha, and welcome to your tropical home away from home on the north shores of Kauai. This tranquil and sunny condo is the...
Waikiki Studio includes access to Gym & Pool , No Resort Fee!
This beautiful Waikiki Studio apartment located at the prestigious Luana hotel offers a very comfortable Queen bed and full-size sleeper sofa, sleeping a total of 4 guests. The kitchenette features granite countertops, under-counter fridge, microwave, 2 burner stove,...
Time 2 Play, "Beach theme" Maui Condo across the street from the ocean.
Located less than 50 steps to the beach, directly across the street. Take advantage of this great opportunity to stay in an incredible ocean view top floor condo just steps away from a beautiful Sugar Beach! Spend your vacation as busy -- or as relaxed -- as you'd like....
Updated Waikiki Condo with Mountain Views - 22nd floor, Free parking & WiFi by Koko Resort Vacation Rentals
Deluxe Updated Waikiki Condo - 22nd floor, Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Great value. Ideal for groups...
Charming Maui Beach Condo Steps from the Shore!
Dive into the ultimate island living experience at our charming condo in Kihei Bay Vista unit C-105! Live like a local where you will have everything needed to embrace Maui's lifestyle to the fullest. Just a quick 20-minute drive from the airport, our prime location...
Royal Garden Waikiki Studio with Kitchenette, walk to beach; see discounted days
Our condo is in the Club Wyndham building and shares their amentities, outdoor pool, BBQ, sauna, gym, laundry room and concierge. There is 24/7 front desk in the lobby and valet parking.We are located 2 blocks from Waikiki beach and the International market, right in...
Kaanapali Alii | 216
Welcome to Kaanapali Alii's Condo 216, your ideal luxury vacation rental in Lahaina, Maui. This stunning 2-bedroom, 2-bathroom condo is nestled on the ground floor, offering a serene garden view and direct access to the beach and pool. Perfect for a family-friendly...
Kamaole Sands 10-417: 3 Br Ocean View near Kamaole Beach Park III
Pack up the family-there is plenty of room for everyone in this 3 bedroom, 3 bathroom S. Kihei condo conveniently located across the street from Kamaole Beach Park III. Thoughtfully furnished and decorated with natural colors is sure to put you in a calming and zen...
Suite Maui Paradise Condo - New Listing, Experienced Host!
This centrally located gem is in Maalaea, a cute little harbor town in South Maui and conveniently located 15 minutes from the airport and between Kihei and Lahaina. You will see more whales than birds during peak whale season. This condo is a relaxing one bed room...
Lovely Kailua-Kona Home ~ 2 Mi to Town & Beach!
Modern-Coastal Decor | Beach Gear | 'Hale 'O Kealoha'Sandy feet, tan lines, and picture-perfect moments await at this 3-bedroom, 1-bath Kailua-Kona vacation rental home. Upon arrival, soak in the fresh tropical air on the porch or kick back and relax inside. When...
Maui Resort Rentals: Honua Kai - Upgraded 8th Floor 3BR Pairing, Stunning Ocean & Mountain Views plus Wrap-Around Balcony!
This tandem offering combines two top-floor "penthouse" suites, each offering stunning ocean views from a fantastic 8th-floor vantage point. One of the finest residences on offer at Honua Kai, the 2BR suite boasts breathtaking ocean views from its interior-facing deluxe...
Deluxe Two Bedroom Patial Ocean View Luana Kai Resort B308
Unit B308 with AC, is a completely remodeled, 2 bedroom, 2 bathroom, partial ocean view condo. The kitchen has been completely remodeled with custom cabinetry, granite countertops, and stainless steel appliances. B308 has a king-sized bed in the upstairs master bedroom...
Alluring open-concept ground-floor condo
Welcome to Maui Vista 3115, a delightful ground-floor condo that perfectly combines comfort, convenience, and tropical charm. This 1-bedroom, 1-bathroom unit is ideal for up to 4 guests, making it the perfect retreat for couples, small families, or a group of friends...
Monthly Discovery Bay 2407 1 Bedroom Mountain / City Views with parking Queen Bed
PANORAMIC HIGH RISE VIEWS, 5 Minute Walk to Beach, High Floor, Remodeled, Furnished. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Sauna, Security, Washer/Dryer Included. Monthly.Sweeping Views from High Rise, Tasteful and Clean. Monthly / contact...
Island Hopping! Resort View, Oceanfront, Game Room, Onsite Restaurant and Bar
Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a...
Perfect Hawai’i ocean view condo with AC, WiFi, Sleeps 4, in heart of Waikiki
Welcome to our beautifully renovated studio condo at The Palms Waikiki, located in the heart of vibrant Waikiki. This tastefully furnished space offers a perfect blend of comfort and style, ensuring a memorable stay for our guests. Enjoy ocean and Diamond Head views...
Waterfront Kuapa Isle gem with Koko Crater views & pool - by the beach
Kuapa Isle Gem Unit 419 - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This dreamy 2BR/2.5BA waterfront rental overlooks Koko Crater and a glittering blue lagoon....
Luxurious 1-Bedroom Oceanfront Condo: Breathtaking Views & Prime Maui Location
This exquisite one-bedroom condo is the perfect escape for your tropical getaway. With its unbeatable location, luxurious amenities, and breathtaking ocean views, you're guaranteed to have an unforgettable stay.Update on 2/24/2025 - The elevators on property will be...
Sugar Beach Resort 317: Enjoy Stunning Ocean Views from the Private Lanai
Enjoy stunning ocean views from the private lanai of this unit. This Ocean Front condo is located on the third floor. There is one bedroom and one bathroom. The bedroom has a king bed and the full bathroom is next to the bedroom. The living room has a sofa bed that can...