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.
Prince Kuhio 235 - Ocean View Studio
The Prince Kuhio studio #235 has recently been remodeled and is situated just a few steps away from the beach, making it the perfect choice for couples. This studio is located on the second floor and features a king-size bed, along with an ocean-view balcony. The...
Ocean views, pool, spa, and golf course nearby - Your Perfect Maui getaway.
Views of the ocean, a relaxing pool and spa, and a tropical landscape that is within minutes of beautiful sandy beaches make Wailea Grand Champions #122 the perfect home base for your island vacation. Abutting the fairways of the award-winning Wailea Blue Golf Course,...
Molokai Shores 303
Families love loft and bedroom privacy in this homey suite an arm’s length from the beautiful Pacific. Dine “at home” on meals prepped in the open kitchen with breakfast bar. Other touches include a furnished lanai, ceiling fans and flat screen TV. Sleeps 2 in 1...
Lovely Hilo Home Base near Beaches & Dining
Aloha! Welcome to your Hilo Home Base—a spacious 3-bedroom upstairs apartment in a charming Plantation Style Home. Located in a prime Hilo location, you're just minutes away from beautiful beaches, shopping, and dining. This private apartment sleeps up to 7 guests and...
Deluxe Waikiki Condo Pool View FREE Parking & Wi-Fi by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 701 Bright Waikiki Condo Steps from Beach w/ Diamond Head Views & Free Parking 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...
Contemporary 1 BDRM Condo at the Four Paddle w/ Laundry, AC, & FREE Parking!
Warm greetings from beautiful Waikiki! We are thrilled to offer you the opportunity to stay at the stunning Four Paddle property, expertly managed by the dedicated team at Happy Vacations. You'll love the convenient location just across the street from the luxurious...
Large 2BDR/2BA 3rd floor condo overlooking a private snorkel beach
Immerse yourself in the breathtaking views of this luxurious 1062 square foot 2 bedroom 2 bathroom condo located on the Makena coast of Hawaii. The primary bedroom features a luxurious king-sized bed that is perfect for winding down after your days of exploration and...
Go Back In Time To The Real Hawaii And The Ultimate Getaway.
Beautiful ocean views surround you in this romantic cottage on a secluded, white, sandy beach. Relax in comfort and listen to the waves gently breaking on a distant reef. Sunrises and moonrises on the horizon will surprise and amaze you. This cozy 500 sq. ft. beachfront...
2Bed/2Bath Phenominal rate! Pool+Spa! 20% off Apr
Keep your eye open for last minute discounts!Currently and through October 31, 2025 we are running a 30% off special for guests who rent 7 or more nights!Experience the Magic of Maui at Paki Maui!Imagine waking up to breathtaking panoramic views spanning the Auau...
KONA PACIFIC CONDO--Walking distance to town, near amenities!
Experience Kona as you stay at our Kona Pacific Condo, located minutes from town, and many amenities. The condo sleeps up to 4, is fully equipped and turnkey, hoping to make your stay comfortable. No car is necessary if you are planning to stay in Historic Kailua...
Tranquil studio with amazing ocean views
Pohailani 112 is a charming studio nestled within a serene oceanfront setting and welcomes up to 4 guests to experience the essence of island living. Inside, discover a haven of comfort and convenience thoughtfully curated to enhance your stay. A sumptuous King-size...
Mini resort; house with salt water private pool, near the best beaches!
Perfect Hawaiian vacation home. Watch the best sunset views every night and then star gaze by the fire pit. During the day relax by the pool on the large lanai. Great for grilling as the family takes a swim. Solar-heated, salt water pool and lanai are surrounded by a...
Waikoloa Hills Getaway - 2bd/2bath
This Beautiful 2 bedroom, 2 bathroom, 2 story condo is located across the street from the Waikoloa Village Golf Course (Robert Trent Jones Jr design). Waikoloa Hills is a small residential complex at 1000 ft elevation which provides cooler temperatures and tranquil...
Private Single-Story Shores Golf Villa 19 - Studio
Summary:This hotel-style studio is located in the heart of the Waikoloa Beach Resort, right across the shared BBQ and swimming pool area. The Waikoloa Beach Resort features luscious greenery, koi ponds, a shared swimming pool, fitness room, and BBQ stations to enjoy....
Spacious 4BR Kapalua Villa Best Views in Golf Villas
This is a legally permitted vacation rental according to the County of Maui ordinances.Ocean Views, Luxury Comfort, and Endless Aloha at Kapalua Golf Villas E Komo Mai (Welcome) to your Hawaiian sanctuary at the luxurious Kapalua Golf Villas. Imagine waking up to the...
Koa Resort 4F- One of a kind! Three bedroom three bath and updated!
A rare find! Three bedrooms and three baths and two levels make for plenty of space in this apartment. The first floor has a master bedroom-bath suite with a king bed; the second bedroom has two twin beds, and there is a kitchen and dining and living area which open...
Tropical Family Pick w/Kitchen Ease, Free WiFi, Washer/Dryer–Waikīkī Shore 318
This ultra spacious deluxe two-bedroom one-bathroom suite offers expansive views of Fort Derussy Park from your furnished lanai. From the view to the island-style furnishings, you’ll feel like you’re in Hawaii from the moment you step into this suite! Enjoy a full...
Blue Lani Oceanfront, Three-Bedroom Luxury Home!
Indulge in unparalleled oceanfront luxury at your private oasis of Blue Lani in Holua Kai! Private pool, BBQ, three bedrooms with primary ensuite and sunset views!Immerse yourself in the stunning panoramic ocean views of the dramatic Kona coastline and the meticulously...
Waiulaula Villa 322-Beautiful 3bd home w/Private Pool/Hot Tub, sleeps 7!
Spacious home in the Uplands at Mauna Kea Resort with ocean views and a private pool and hot tub. Perfect for families and groups, this well-designed paired home offers two master suites and a private backyard/pool deck above the Mauna Kea golf fairways. Enjoy views of...
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...
Kiahuna Plantation Renovated 1br, Private Lanai, AC 411
PROPERTY DESCRIPTIONWelcome to Sunny Poipu Beach! This upgraded Kiahuna Plantation leaves nothing to be desired! This second floor unit overlooks the lawn with tropical plants and complete privacy. This is unit # 411 in building 41. GREAT LOCATION! Relax out on the...
Hale Haena Kai - Hawaiiana Home, walk to the beach TVNC#5154
Welcome to Hale Haena Kai!Hale Haena Kai is your enchanting Hawaiiana retreat in the heart of Kauai's North Shore. This inviting 'Ohana house is a perfect haven of comfort for families seeking an unforgettable getaway. Located across from the captivating Kepuhi Beach...
Maui Resort Rentals: Honua Kai - 6th Floor 3 Bedroom, Ocean AND West Maui Mountain Views!
This tandem package combines one of our best 2 bedroom full ocean view suites with a 1 bedroom partial ocean view suite located directly across the hall. The 2 bedroom boasts fantastic views of the Pacific Ocean and the lush interior courtyard and the 1 bedroom delivers...
Oceanfront MB202 - Ma'alaea Maui Condo with Spectacular Ocean Views; 1BR/1BA
** Summer 2025 Discount Rates - Book Now! **Charming Ma’alaea Banyans 202 is a fully equipped condominium located in a serene resort with 180-degree ocean views. The bedroom boasts a queen-sized bed while the living room has a sofa sleeper, making it an ideal...
Waikiki Marina-Front Condo! Ocean & Fireworks View, Central AC, Full Kitchen!
Ilikai Marina #386 – 1765 Ala Moana Blvd.Enjoy spectacular sunsets and beautiful ocean and Ala Wai Yacht Harbor views from this conveniently located one-bedroom condo (651 sqft plus small lanai). 3 Adults, OR 2 Adults+2 Children max.CONSTRUCTION NOTICE: Due to...
Conveniently located in Waikoloa Village. Beach, Golf, Shopping Ctr nearby.n
Walk into a fully furnished ground floor 2 bedroom, 2 bathroom condo right on the Waikoloa Village Golf Course. Enjoy all the comforts of home while relaxing in the heart of the Kohala Coast. This condo has everything that you need. A fully equipped kitchen,...
Beachfront Condo Poipu Beach Amenities Galore
Aloha and Welcome to Kiahuna Unit 440!We are so glad you’re considering staying in our peaceful garden-view, bottom-floor unit. This is a place where we’ve created many happy memories, and we hope you’ll feel the same joy during your stay.Unit Details:Location:...
Oceanfront Getaway w/ a Furnished Patio, Shared, Outdoor Pool, & Free WiFi
Maui Sands 2AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Let the sun shine into this cozy, ground-floor condo located just steps from the beach! Ideal for a romantic getaway for...
Hale Kamaole 223 Second floor condo, easy access to best beach on Maui!
Beautiful ocean views in this 2 bedroom plus loft Maui vacation rental. Enjoy sunset dinners and catch glimpses of whales from your own lanai. This unit is ideally located in the complex with the lanai being over the quiet grassy area. Upstairs bedroom and loft both...
Enchanting ocean view condo with pool, lanai, full kitchen, & washer/dryer
Kihei Park Shores 13Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience epic ocean views in a tranquil setting when you visit gorgeous Maui. Witness a view that's always...
Captain Cook Home on Quiet 3 Acres w/ Fruit Trees
Escape to paradise in this 1-bedroom, 1-bath vacation rental house in Captain Cook. Located near top attractions, like Kealakekua Bay and Puʻuhonua o Hōnaunau National Historical Park, this property is the perfect home base for your Hawaiian adventures. Unwind beside...
Chic Island Hideaway | AC, 2 Pools - Kuilima Estates West
Turtle Bay Resort 132Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Boasting two pools and a prime location along the golf course at Turtle Bay Resort, a stylish tropical hideaway...
KS 548 BeachFront Resort Condo w Ocean Views Pools AC
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...
@ Marbella Lane - Pōmaika'i Ocean Love Paradise
Summary:Step into this enchanting 4-Bedroom sanctuary, nestled within a gated community in the heart of Makaha Valley. This modern retreat offers the ideal blend of luxury and tranquility, perfect for couples seeking a romantic escape. The breathtaking yard boasts...
Kihei Akahi Condo w/ A/C, Private W/D-Great Location
Kihei Akahi D401Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in...
Hale Kamaole 130 Ground floor condo, easy access to best beach on Maui!
This ground floor unit has a newly renovated kitchen, with beautiful kitchen cabinets and brand new countertops. Bathroom has both shower and tub enclosure. Air Conditioner and King bed in bedroom, with a queen hide-a-bed in the living room - to sleep four people total....
Ocean views Maui Sunset A213 ~ 1 BR, 2 BA - Close to the beach
One bedroom, two bath ocean view second floor condo. Remodeled kitchen and bathrooms! Set in a lush tropical 5 acre property that runs along Waipuilani Beach Reserve, with a sand and coral shoreline protected by reef. Perfect for sunbathing and long walks and watching...
Kuhio Shores 215 Oceanfront, AC
KUHIO SHORES 215 AT KOLOA KAI VACATION RENTALSOceanfront Luxury with Unmatched Views in PoipuWelcome to Kuhio Shores 215, your dream oceanfront retreat on Kauai’s sunny South Shore. This beautifully appointed 2-bedroom, 2-bathroom condo offers stunning water views...
Steps from the Beach Family Retreat w/Free Parking in Boutique Style Building
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.Cabana at Waikiki - 2551 Cartwright Road on the 2nd Floor (NO pool and NO elevators)Living Room:- Sofa Sleeper- Flat screen TV- Free WIFI-...
Recently remodeled Princeville home w/ large lanai, yard, & views
Pokii Lane HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to this bright and beautiful home in Princeville! You'll immediately notice the incredible kitchen with its...
Breezy Condo w/ Screened Lanai in Kailua-Kona!
Your Big Island getaway awaits at this bright and sunny vacation rental condo in Kailua-Kona, complete with 1 bedroom, 1 bathroom, a fully equipped kitchen, and access to community amenities. Relax in the island heat and take a dip in the community saltwater pool or fix...
Ilikai 526 2br/2ba Prime Ocean & Lagoon Views
NICE OCEAN VIEWS! STEPS TO WAIKIKI BEACH. 2 bedrooms, 2 full bathrooms, two 120 sqft lanais, 1,000 interior sqft. Walking distance to parks, Ala Moana shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The Ilikai Suites are located at the...
NP C3 Relax Recharge at Renovated OceanFront Hideaway w Pool
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...
Breezy condo with lanai, pools & hot tub - near golf & beach
Waikoloa Colony Villas 1805Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Plan a Hawaiian vacation to remember at this spacious condo in Waikoloa Colony Villas! You'll enjoy a...
Island Style w/Ocean View, w/Refreshed Kitchenette, Free WiFi–Waikīkī Shore 905
Castle Waikīkī Shore #905 - You’ll love this charming deluxe studio unit with views of the vast Pacific Ocean and Waikīkī beach. They’ve thought of everything when designing this unit. The updated kitchenette has a granite countertop, stone-tiled backsplash, and...
Hillside Villas 1508-2: 3BR Condo, Near Beach & Pool
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.Discover the perfect blend of comfort and...
Ocean views in beautifully decorated, spacious 3bd
Welcome to Papakea J402, a multi-level, 3-bedroom, 2-bathroom condo that has split AC in the living room and oceanfront views from your private lanai. This condo can accommodate up to 6 guests. The master bedroom, located on the first floor, features a California...
BEST RATES in Low Season!~Never a better time to make a trip to Paradise!!
The Maui Vista complex and condo is one of the best locations, just across from Charlie Young & Kamaole Beach Park I. Cove Park, our surfing location, is just around the corner, with in walking distance to this complex. This 1 bedroom condo is equipped with everything...
Modern Condo with Convenient Location
Hawaii Tax ID: TA-144-575-7952-01TMK: 390180020060You're sure to have a wonderful vacation in this beautiful, modern, newly remodeled 2 bedroom, 2 bathroom Pacific Shores condo. This 4th floor condo has a great view of the mountains and is located in the heart of Kihei....
Steps from Magic Sands | Pool, Wi-Fi & Attractions
Summary:Say aloha to your Big Island vacation rental! Welcome to your tropical retreat at White Sands Village, an oceanfront oasis in the heart of Kailua-Kona! Whether you're looking to relax by the pool, explore nearby beaches, or dive into Hawaiian history, this condo...