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.
Upbeat Hawaiian Monarch Studio | Pool + Gym
Gorgeously remodeled studio with ocean and pool views and a fantastic location at the Hawaiian Monarch building. This unit features ac, smart tv, Wi-Fi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian...
Maui Kamaole H207: across the street from Kamaole Beach Park III in South K
Between the ocean views, floods of sunlight, and adorable tropical accents you are sure to find your piece of paradise in this cozy South Maui Condo. Every room has an abundance of storage space and furnishings so you can make yourself at home. There are ceiling fans in...
Ocean, Pool and Tropical View-Kihei Kai Ocean View Condo 23.
Condo #23 is an ocean view unit located on the upper level. Relax on the lanai and take in the beautiful and calming ocean, pool and tropical surroundings. This condo recently remodeled its bathroom and updated the kitchen which is fully equipped with appliances,...
🏖️Family-Friendly | Pools & BBQs | Concierge Service
vrKCV - Waikoloa Colony Villas 801, Professionally Managed by Kona Coast VacationsWelcome to Waikoloa Colony Villas 801 — your perfect escape to the beauty and tranquility of Hawaii's Kohala Coast. Tucked within a private, gated resort community, this spacious villa...
Plumeria Hale | Enjoy On-site Amenities Galore!
Summary:Welcome to Hawaii! Your ultimate tropical vacation awaits you at Plumeria Hale, the quintessential beachfront 2-bedroom condo with partial ocean views, located on the west coast of the Big Island. Maximum occupancy strictly enforced in accordance with local...
Close to Beach, Gorgeous views & Pool - Sleeps 4 Adults & 2 kids
Located on the 23rd Floor of the The Pacific Monarch Condotel - The 1 bedroom property with kitchen has stunning views of Waikiki, Plus the Ocean, Diamond Head & mountain range.The Bedroom offers a Queen bed with Smart TV, dresser, closet & ceiling fan.The main living...
Hilton Vacation Club Point At Poipu each unit has 2BR & kit. in gorgeous Koloa
Located in Koloa, enjoy what this 2-bedroom resort has to offer. The bedrooms feature a king bed and a twin bed, perfect for a small group or family. Guests can unwind in one of the two bathrooms, each with a shower and bathtub for a soothing experience. A quaint living...
Two story, 2nd floor spacious condo
Maui Kamaole F209 is a 2-bedroom, 2-bathroom condo located on the 2nd floor and can accommodate up to 6 guests. Please note that there are no elevator access. The professionally decorated, garden view townhouse-style condo offers a loft master bedroom with a king-size...
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...
Heart of Downtown, Newly renovated Mountain View Suite, Full Kitchen Living Room
Nestled in the bustling heart of downtown Honolulu, the 41-story Bishop Suites at The Executive Centre stands as a prime choice for both business travelers and leisure seekers. Perfectly situated, our hotel is just a short walk from the State Capitol, key government...
Upgraded Chic Condo with Lush Gardens!
Aloha and welcome home to the Keauhou Resort! This chic split-level condo with luscious garden views has everything you need for the perfect Hawaiian vacation. Indoors or outdoors, the choice is yours as this home offers an open concept floorplan that seamlessly...
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...
Hiki Moe Hale by Gather: Elegant 4BR Oasis w/ Pool & Hot Tub
Welcome to Hiki Moe Hale at Kukui’ula, an elegant 4-bedroom, 4.5-bath Kaua‘i sanctuary set within the prestigious Kukui‘ula community on the island’s sun-drenched South Shore. Spanning 2,927 sq ft of single-level indoor–outdoor living and positioned on an elevated...
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...
🏖️Saltwater Pool, Central AC & Sunset Vibes | Kona Living Done Right
vrKCV - Casa de Emdeko 114, Professionally Managed by Kona Coast Vacations AC, Pools & Sunset Toasts — Your Kona Escape AwaitsWelcome to Casa de Emdeko 114 — a beautifully updated ground-floor condo in one of Kona's most beloved oceanfront complexes. This comfortable...
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 access...
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 1551...
Private Oceanfront 5BR! Family Home Hawaii Kai
Ultimate retreat nestled in a chic oceanfront locale. This private oceanfront residence boasts its very own private staircase that descends to the breathtaking shores of Maunaloa Bay. Conveniently situated in the heart of Portlock, you'll find yourself just a stone's...
White Sands Village 214 – Modern Condo for 4 w/ Enviable Ocean Views!
Summary:As the largest and most diverse of Hawaii’s islands, the Big Island offers something for everyone—from lush rainforests and volcanic craters to pristine beaches and star-filled skies. Whether you’re seeking relaxation, exploration, or a mix of both, this...
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 in this cozy...
Aqua Aloha Surf Waikiki 401 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 401 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 360 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Charming 2-bedroom Oceanview Condo in Welcoming Kailua-Kona with WiFi, AC
Oceanview two-bed, 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 unit,...
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...
1BMV3 Aston at the Waikiki Banyan: Deluxe 1 Br w/Kitchen & Mountain views
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom Deluxe...
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...
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,...
1 Block to Beach! Waikiki Ocean View Large Studio with work space, 3 Beds
Summary:Welcome to our newly renovated studio in the Aqua Palm Waikiki! Offers stunning ocean, park, city and Diamond Head views from the 7th floor(11floor height). Enjoy convenient access to the beach and amenities like a full bath with bidet, central AC, Smart TV, and...
Poolside Waikiki Banyan Condo with Fully Equipped Kitchen and FREE Parking!
Waikiki Banyan Tower 1 Suite 701Bright Waikiki Condo Steps from Beach w/ Diamond Head Views & 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...
MRR Presents - Hyatt Residence Club 1BR Oceanfront Lower Villa
Exquisite One-Bedroom Oceanfront Lower Villa at Kaʻanapali's Newest, Most Exclusive Resort! Proudly perched upon Ka'anapali, one of the world's most beautiful beaches, is the Hyatt Residence Club Ka'anapali. Within the lush borders of this sprawling tropical paradise,...
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...
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,...
Relaxing island charm at quiet upstairs unit, walk to everything
Paniolo 210A - this lovely Balinese themed Paniolo vacation rental is a comfy, convenient, and tranquil home base for your exploration of Kauai. It's an upstairs unit, quiet and away from the road, very close to the path to Anini beach and to the walking path through...
Ko Olina Beach Villa B604 Oceanfront Views by Gather
Experience luxury island living at Ko Olina Beach Villas B604, a designer 3-bedroom, 3-bath residence located in the sought-after Beach Tower on O‘ahu’s west coast. With panoramic ocean and sunset views, this villa blends sophisticated interiors with the natural beauty...
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...
Wailea Ekahi Village 40F - 1 Bedroom Garden View Condo
Discover the charm of Maui from the comfort of Wailea Ekahi 40F, a beautifully appointed one-bedroom, one-bathroom condo located in the desirable Wailea community. This inviting vacation rental combines modern amenities with a touch of tropical elegance, offering a...
Lagoon View Resort Retreat
Keep it simple at this peaceful at this Resort Hotel Room. A lovely view from private lanai overlooking lagoon and mountains beyond at this popular kauai`s East side Oceanfront Resort location. An easy 5 minute drive from the LIhue airport, an ideal resting spot to end...
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...
KV E706 Breathtaking Oceanview 2BD with central AC Pool & near beach!
Kahana Villa E706 NEW LISTING! 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...
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...
Oceanfront townhouse at Keauhou Surf and Racquet
Oceanfront island-style townhouse at Keauhou Surf and Racquet that boasts stunning views! Enjoy this two-bedroom, two-bathroom with a large lanai to enjoy sunsets and morning coffee. Enjoy the amenities of the complex; BBQ, pool, tennis, and more!Inside the property...
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...
@ Marbella Lane - Mountain View Studio
Summary:Waikiki Grand Hotel is in the absolute best location in Waikiki! • 360 SQFT• sanitized, self-checkin (contact free)• everything is walking distance - beaches, restaurants, shopping, honolulu zoo & waikiki qquarium, family-friendly activities, nightlife, and...
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...
Makena Surf E102 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf E102 is a prime oceanfront vacation condo that offers a perfect blend of luxury and natural beauty. This 1,510 square foot residence is centrally located within the resort, just a short stroll from the golden sands of Po\'olenalena Beach. The condo features...
Wailea Ekahi Village 44B - Studio Garden View Condo
For travelers seeking a budget-friendly option in the prestigious Wailea area without sacrificing comfort or location, Wailea Ekahi 44B presents an attractive choice. It is a charming studio provides a traveling couple or solo traveler everything they could need and...
Ocean View Penthouse, 1 block to Waikiki Beach! 2Rooms/2BA, Spa-style Bath!
Tradewinds Plaza Penthouse #1103/1102 – 2572 Lemon Rd.Penthouse Suite — fully renovated in 2025 — featuring 2 rooms and 2 bathrooms, including a spa-style primary bath with a deep soaking tub. Enjoy a private balcony with ocean views and free assigned parking. Just 1...
NEW Listing - Experience luxury at Mauna Lani Villages, a spacious 3-bedroom condo
Luxury 3 bedroom Suite town home! Come and stay in the Mauna Lani resort at the Villages! Just walking distance to the grocery store, and restaurants. This Villa has a split level, high ceilings in the kitchen, dining, and living room. Enjoy 3 separate lanai's with a...