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.
Kapalua Ridge Villas Gold Partial Ocean 2 Bedroom
Ridge Villas Gold Partial Ocean View 2 Bedroom 2 Bath- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1...
City View Studio with Kitchenette - Waikīkī Grand #517
Castle at Waikīkī Grand #517 - Large glass windows invite the beautiful natural Hawaiian sunshine and showcase the surrounding city of Waikīkī. The living and sleeping area is furnished with comfortable chairs, a flat screen TV, and Wi-Fi to help you relax after a...
Sunset & Ocean View 2BR Condo in Waikoloa Village with pool and fitness room
A sanctuary with panoramic views in Waikoloa Village. The Lanai offers front row seat to the golf course, sunset over the Kohala Coast, Kohala Mountain and Haleakala on Maui! The condo has two ensuite bedrooms and baths, King beds, walk-in closets and a half bath. Roomy...
KBS A106 - Updated Studio next to Beach
Ground floor, updated studio, across from the beach!A great studio featuring a queen-sized bed, a futon for one in the living space, a window AC, and TV is also included, all just steps from miles of sandy beach. You will love the well-maintained kitchen and living...
Kiahuna Plantation Resort 112 Royal Garden Vw 1B
- First floor unit with lanai that walks out to the lawn- Bright and airy tropical ambience- Tile throughout unit- Fully equipped kitchen includes full size refrigerator, stovetop/oven, dishwasher, microwave, coffee maker, blender, toaster, cookware and tableware;...
Wyndham Bali Hai Villas | Three 2BR/2BA Villas Sleeps 18!
Summary:This listing is for three 2BR/2BA suites at Club Wyndham Bali Hai Resort in Princeville, HI. Live Suite guests will have access to all resort amenities. Each suite sleeps up to 6 guests. - Photos are stock photos provided by the resort. Your suite may vary...
MK404 - Sleep at the Ocean and Watch Sunsets 3-Bed Suite
Welcome to your dream escape at Maui Kai, an unforgettable oceanfront gem nestled on the golden shores of Ka‘anapali Beach in West Maui. This rare 1-bedroom suite is the perfect retreat for ocean lovers looking for comfort, charm, unbeatable views, and a strong...
Newly Upgraded Studio with Parking
Sweeping views of Waikiki are visible from the 7th floor through the main living space through the floor-to-ceiling sliding glass doors. You will have access to the gorgeous outdoor pool, and fitness center, all just steps away from Waikiki Beach. IHOP restaurant in the...
HKI 110 Ocean Views from this 1BD West Maui Condo Oceanfront Pool Amazing Location
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, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Wyndham Waikiki Beach Walk|3BR/2BA King Balc Suite
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for...
Kamaole Sands 10-110: 1 Br Ocean View near Kamaole Beach Park III
This ground floor S. Maui Vacation condominium conveniently located across the street from Kamaole Beach Park III gives you all the indoor comfort of your condo with the added beauty right outside your lanai door. The fountain view right outside your porch is sure to...
Waterfront Kaunakakai Condo in Molokai Shores
Imagine being surrounded by palm trees, a lush yard, and a community pool, all while enjoying views of the ocean. All of this and more can be yours when you stay at this modern 1-bedroom, 1-bathroom vacation rental in Kaunakakai. With modern, coastal furnishings and a...
The Westin Nanea Ocean Villas | 1BR Premium Villa
Summary:The Westin Nanea Ocean Villas maintains is situated on 16 acres of Maui's North Kā'anapali Beach and is designed to provide a relaxing haven replete with culturally inspired programs and authentic Hawaiian experiences. Depart from The Westin for a close...
NEW! 2BR/2BA Tropical Paradise in the HEART of Waikiki - Foster Tower
NEW ON THE MARKET!We welcome you to our Aloha HOME! Soak in Paradise in this pristine, luxurious 20th floor suite with panoramic ocean and mountain views. The beach is right out front. When not at the beach, enjoy the onsite pool, hot tub, sun deck, fitness center, and...
Wyndham Bali Hai | 3BR Suite with Resort Access
Summary:Wyndham Bali Hai Villas | 3BR/3BA Balc King Suite• Size: 1459 - 1459• Kitchen: Full• Baths: 3• Accommodates: 8 Guests• Beds: King Bed - 2 VariesThe Space:Room Amenities• Pack ’n Play/travel crib available upon request• Ceiling Fan• Hairdryer•...
Maui Sunset Vacation Rentals B305
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Premium condo suite located near the pool area. Third floor middle of the building views of tropical gardens and the ocean beyond. Quiet location features large...
The Palm Treehouse: Serene retreat with simultaneous mountain and ocean views
Experience the unparalleled majesty and tranquility of Kauai's North Shore! The Palm Treehouse (#30) at Hanalei Bay Villas is uniquely situated between the mountains and ocean, allowing you to admire both at the same time. Come get lost admiring the stunning landscape...
Westin Princeville Villas
Essence of HawaiiThis refreshing resort lies along a lush cliff on the north shore of Kaua'i and blends into the inspiring beauty surrounding it. Resting two hundred feet above the Pacific Ocean, The Westin Princeville boasts plunge pools provide quiet relaxation while...
Royal Kahana Maui 904 Ocean View Studio
- 9th floor condo with balcony- Updated kitchen with granite counters, breakfast bar and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tile floors in entry,...
Vacation at The Coconut Plantation in the renowned Ko Olina Resort | TCP-1174-2
One Rate, You Choose the Length of Stay!All rates quoted will be based on a 30 day period. Our monthly rentals will be made available to you for your use and occupancy for a period of thirty (30) days. You are not required to stay for a full 30 day period. Just stay for...
Kahala Beachside Estate – Premier Luxury Living on Oahu’s Gold Coast
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Boasting an extraordinary beachfront location,...
Kanaloa at Kona Oceanfront 2 Bedroom
- Spacious oceanfront condos located on 1st floor- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, disposal, cookware and tableware- Private balcony with wet bar- Master bedroom with 1 king bed or 1 queen bed and private...
Welcome to the Beauty that is Mauna Lani Fairways Unit 1301!
Welcome to our beautifully decorated and well appointed, two bedroom, two full bath, air-conditioned townhome, unit 1301. We have endeavored to include as many amenities that we can in order to provide everything you need to enjoy your well deserved vacation. A...
Prime Waikiki Spot! Outdoor Pool, Full Kitchen! Near Waikiki Beach!
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Enjoy breathtaking views of Fort DeRussy Park while indulging in local activities like lei-making classes and wine nights. Explore nearby treasures such as the Royal...
Studio City View Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #305
Castle Bamboo Waikīkī Hotel #305 - Just a short walk from the sands of Waikīkī beach sits this cozy third-floor 310 square-foot gem with all the modern conveniences to make your stay comfortable and rested. Start your day on the furnished lanai with morning coffee...
Aloha Getaway
waking up to the scent of tropical flowers drifting through the air. and enjoy your morning with a fresh cup of coffee. Spend your day exploring nearby beaches, hiking lush trails, or simply relaxing by the beach. A peaceful, tropical escape awaits.
Relaxing 5bd/3ba Kailua Home Just Steps from Kailua Beach with Wifi and A/C
Just four homes away from the Kailua Beach pristine white sands, this spacious retreat combines a stunning 4-bedroom home with a separate private studio cottage. Your perfect Hawaiian getaway awaits with a thoughtful blend of comfort and island living. Sleep in...
Experience oceanfront luxury at Napili Point A23
* NEW PROMO: Stay 5 or more nights from August 1st - October 25, get 1 FREE! Step into the relaxed elegance of Napili Point A23, a beautifully updated 1-bedroom, 1-bathroom ground-floor condo that brings you as close to the ocean as you can get—without getting wet....
Ocean Views! 8A Halii Kai
Halii Kai 8APlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: 2 Full BedsAmenities:Beach Equipment: All of our vacation rentals include beach towels for the maximum occupancy, four beach chairs, two boogie boards,...
Westin Ka'anapali - Beautiful Resort On The Beach! Family Friendly! Island View!
The Westin Kā‘anapali Ocean Resort Villas South, located on Maui’s renowned Kā‘anapali Beach, offers an upscale island escape. These spacious villa-style accommodations feature kitchens, private lanais, and luxurious touches. Enjoy multiple pools, a spa, fitness...
Maui Resort Rentals: Luana Garden Villas 7D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
Maui Resort Rentals is proud to present this premier three bedroom villa at Luana Garden Villas—newly launched on 2/20/25 to start taking bookings on April 18, 2025!This luxurious brand-new 3BR/3BA residence is conveniently set within Enclave Two of the Luana Garden...
New Chic 1-Bedroom at 4 Star Oceanfront Resort
Kauai Beach Resort is a hidden gem situated on the sandy shore of one of Kauai's most exclusive east-side oceanfront properties, offering a blend of luxury, convenience, and affordability, and providing a serene retreat. Surrounded by natural beauty, this haven invites...
Stunning Panoramic Oceanfront Room with Pool Access | Maui's Ultimate Retreat
Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstep.Wake up to the sound of the ocean in our cozy room. Here, every morning begins with the breathtaking sight of Kahului Bay, offering a serene...
Your Beach Adventure Awaits! 3 Serene Units, Short Drive to Lahaina Harbor!
Your oceanfront tropical oasis awaits on beautiful Maui!This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 1050 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and...
Beautiful home with ocean views, lanai, private gazebo, firepit -great location
Pualani Island Getaway - Main House- 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI, where stunning sunset views of...
New Listing! Modern Ocean-View Condo at Luana Kai C203
New Listing! Modern Ocean-View Condo at Luana Kai C203.Interior photos coming soon.Welcome to Luana Kai #C-203, your Maui home away from home! This beautifully updated 1-bedroom, 1-bath condo offers modern comfort, stunning views, and an unbeatable location on the...
Oceanview condo w/ shared pool & ocean view - close to the beach
Mahina Surf 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise at this charming one-bedroom condo located in the serene Mahina Surf resort property in Lahaina,...
Konishiki Beachhouse: Luxury 6BR Oceanfront Home w/ Private Pool, Beach Access
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Konishiki Beachhouse by Gather, a...
Royal Kahana Maui 819 Ocean View Studio
- 8th floor condo with balcony on the south side of the building- Updated kitchen with granite counters includes stove, oven, stainless steel refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Updated bathroom...
Honua Kai Luana Garden Villa 4D 3 Bedroom 3 Bath
Unit #4D Luana Garden Villa 3 Bedroom 3 Bath Garden Villa- Open kitchen concept – Bosch appliances to include induction cooktop, wall oven, counter-depth French Door refrigerator with two freezer drawers, quartz countertops with full height ceramic tile backsplash,...
Perfect Airport Location with Free Shuttle | Standard Room with 1 King Bed
Among Honolulu's Eco-Friendly hotels, Best Western The Plaza Hotel features 274 renovated guest rooms with all the conveniences of home - including a microwave, mini-refrigerator, cable satellite television, free high-speed wireless Internet access, a relaxing outdoor...
Tranquil Stay at Wailea Ekahi Oceanfront Complex-2 Beds-Balcony
**Limited Summer Special! Relax in our 1BR/1BA condo at Wailea Ekahi Village, perfect for up to 4 guests. This renovated upstairs unit features a California King bed, Queen Murphy bed, a fully stocked kitchen, and modern amenities like WiFi, AC, and a bidet-equipped...
Marriott Maui Ocean Club | Three Studio Villas
Summary:Located on the shores of Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort is the perfect family getaway with something for everyone to enjoy - beautiful pools, golf, on-site dining, spa services, and sports courts....
Special Rates ~ Experience Luxury at Kapalua Golf Villas 27T5
Experience the epitome of island elegance at Kapalua Golf Villa 27T5, a newly furnished and meticulously designed 1-bedroom, 2-bathroom retreat perched on the second level of the prestigious Kapalua Bay Golf Course. This lovely 1,100 square foot villa can accommodate up...
Kolea 2E - Newly furnished in 2024 3 Bedroom Condo
As you enter through the large double doors you will be struck by the spaciousness as well as the new furnishings of Kolea 2E.The great room has a wrap around couch that faces a wall mounted big screen television. Adjacent to the living room is the dining room that...
Wyndham Bali Hai Villas | Three 2BR/2BA Villas Sleeps 18!
Summary:This listing is for three 2BR/2BA suites at Club Wyndham Bali Hai Resort in Princeville, HI. Live Suite guests will have access to all resort amenities. Each suite sleeps up to 6 guests. - Photos are stock photos provided by the resort. Your suite may vary...
Perch - Kihei Ali‘i Kai Front Row Penthouse | Walk to Beach & Food
Experience your Maui getaway at Kihei Ali‘i Kai B402, a beautifully updated penthouse front-row condo with a fresh, modern ocean vibe. Located in one of the best view spots in the complex, this end unit boasts a spacious lanai with over 200° panoramic...
Monkeypod Canopy with Shared Bath and Common House
Escape to the enchanting Monkeypod Canopy, a glamping-style retreat. This unique accommodation offers the perfect blend of rustic charm and modern comforts, making it an ideal choice for those seeking a tranquil yet luxurious getaway.The Monkeypod Canopy features a...
WAILEA POINT Sweet 2 Bedroom/3 Bath Oceanview Condominium
Please call or email us about the dates for your visit. Free Car promotion! Want a mini-Cooper or similar ride while you're here on Maui - Ask us! New media posted! Check out the new photos and video. Make yourself home at Wailea Point Village 3003. A first-floor...
🏖️2BDRM + Loft | Sleeps 6 | Ocean & Golf Views | vrKCV
vrKCV - Country Club Villas 304, Professionally Managed by Kona Coast Vacations Country Club Villas 304 is a top-floor retreat offering breathtaking ocean and golf course views. This spacious 2-bedroom plus loft, 2.5-bathroom condo comfortably accommodates up to six...