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...
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...
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!Experience the Magic of Maui at Paki Maui!Imagine waking up to breathtaking panoramic views spanning the Auau Channel and the neighboring island of Molokai. From your private lanai, you can watch turtles gracefully feeding on...
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...
Perfect Princeville Getaway with Hot Tub & Views!
Discover the very best of Kauai from the comfort & convenience of this luxe, air-conditioned private retreat! Situated in the heart of Princeville enjoy Bali Hai views, a 10-minute bike ride to nearby beaches, quick access to world-class surf, resorts, and spectacular...
Waikiki Studio with Balcony & incredible pool Sleeps 3
Legal & modern Vacation Rental in the Heart of Waikiki2425 Kuhio Ave Suite 802Nestled just 1 block back from the golden sands of Waikiki Beach - this nicely updated Studio suite at the Bamboo is the ideal place to call home for a couple or small family.A comfortable...
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 island condo with pool, hot tub, beach access, grills, & private lanai
Plantation Hale D10Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Indulge in a dreamy island retreat at this Plantation Hale condo. A pristine property, Plantation Hale offers...
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...
Royal Moana Condo Steps to the Beach & Restaurants w/Full Kitchen & Bbq Grill
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 Royal Moana is one of the best values in Waikiki and ranks among the highest in guest satisfaction! Now...
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...
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
**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 accommodation...
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:...
Studio just minutes to Waikiki Beach
Cannot beat the location! Perfectly situated in Waikiki, you'll be right in the middle of all the hustle and bustle. Just a 5 min walk to world famous Waikiki Beach, and surrounded by all the shopping and restaurants you can imagine. Perfectly suited for couples or solo...
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...
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...
Kapaa Shore Ocean & Pool View Condo
Kapaa Shore - Beachfront Resort on Kauai!Kapaa Shore Resort Unit 117 on the 'Coconut Coast' Kapaa, Kauai Vacation Rental with **Pool Heated**Your Dream Vacation! 'Oceanview' Unit B117 at Kapaa Shores offering a stunning oceanview with watercolor sunrises, whale watching...
Oceanfront Oasis at Royal Mauian 518: Sapphire Views & Prime Location Await!
Royal Mauian #518 – Spacious Oceanfront Retreat with Panoramic ViewsRoyal Mauian #518 is a stunning three-bedroom, two-bathroom condo offering prime oceanfront views and a spacious layout ideal for families or groups. Situated on the fifth floor, this west-facing...
Contemporary Studio 1 minute to the Ocean!
Best Location! direct ocean fronting at historical Alii Drive. This unit is totally upgraded with tropical island theme. We are 15 mins from Kona airport and surrounded by farmers market, outdoor eateries, restaurants, live music!
Spacious Home Great for Large Groups - Walk to Beaches/Groceries/Shopping
Puamana 9C is a roomy and comfortable retreat with easy walking access to the heart of Princeville! Your home base has two bedrooms, a living and dining area with lovely high ceilings, a fully appointed open concept kitchen, and three private lanais. From the second...
KS 548 BeachFront Resort Condo w Ocean Views Pools AC
Kaanapali Shores 548 Enjoy Comfort and Convenience with an Ocean View from North Kaanapali! 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...
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-...
Kailua Beachside, 2 Houses off beach, 2bed/2bath, Sleeps 8, Ocean & Mtn Views
The Master Suite in this house will take your breath away and is on a third story all to its own with peak a boo Ocean views and amazing Mountain Views. The suite has AC but you won't need it as you will be lulled to sleep by the quiet lapping of the waves on the beach...
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!'Bring the whole family to this bright and welcoming Princeville retreat, where the spirit of aloha meets the comfort of...
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...
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...
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....
Kona Condo - Ocean Front Complex - Amazing Ocean View & Beach View !!!
Thanks for your inquiry on our Kona Condo. Our unit, B25, is a comfortable one bedroom, one bath unit that is located on the 3rd floor of the Oceanfront Kona Reef Complex. Be sure to check the 360 video tour to see the features and a complete tour of this lovely unit....
Waikiki Banyan Condo Located One Block From Waikiki Beach! by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 3710 Just Remodeled (January 2025) High Level Ocean View Condo, 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...
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...
Royal Aloha 2 Bedroom Vacation Rental - Sleeps 4. FREE PARKING!!
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...
Family friendly unit with fabulous Ocean/Lagoon view
Aloha and welcome to Paradise and the Ilikai Hotel, the first luxury high rise hotel in Hawai'i. This deluxe one bedroom unit is a fully furnished condo overlooking the Duke Kahanomoku Lagoon and Ocean views on the 9th Floor. Beautiful views of the yacht harbor...