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.
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....
Mauna Lani Point, stunning sunset and ocean views
Welcome to F104 Mauna Lani Point, your vacation home away from home. This home may quickly become your favorite base to explore the Big Island from. An open floor plan leads from kitchen to dining to the sunken living area which then flows out toward the lanai via...
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 size...
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...
Nani Kai Hale #407: One bedroom, two bathroom with ocean views , sleep 4
Located on the 4th floor, this unit sits on the beautiful and romantic white sand Sugar Beach. With renovations throughout and a Cal-King bed and TV in the bedroom, this unit is extremely comfortable. There is even a pull out queen sleeper sofa in the living room to...
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...
Fully remodeled tropical studio with outdoor pool - walk to beach
Prince Kuhio 323Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Indulge in a Hawaiian escape at this fully remodeled Prince Kuhio condo. Named in honor of the revered statesman and...
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...
2 Bedroom Stunner! Upper floor! Right on Ocean! Book Winter #211
ALOHA AND WELCOME TO HALE KAI # 211 Located on the beautiful island of Maui just 150 feet from the beautiful Pacific ocean, Hale Kai # 211 can be your home away from home. Our condo offers ample space, (988 sq. ft.), privacy and a prime location. With two bathrooms, two...
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 for...
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 emergency...
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: Building...
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...
Plan Your Hawaii Vacay at Grace's Oasis!
Summary:Aloha and welcome to the Big Island! Grace’s Oasis, a charming 2-bedroom condo on Hawaii’s west coast is ready to host the tropical vacation of your dreams. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This home is located in...
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 PuÊ»uhonua o HÅnaunau National Historical Park, this property is the perfect home base for your Hawaiian adventures. Unwind beside...
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 the...
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....
Ilikai Hotel & Luxury Suites JROV-1: Studio w/Ocean Views
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5 PM,...
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
Summary:Oceanfront 2-bedroom condo at Kuhio Shores with split-system A/C in the living room and unbeatable views of the Pacific. Enjoy a private lanai, modern kitchen, Smart TVs, beach gear, and immediate access to Lawai Beach for snorkeling and surfing. Walk to dining...
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...
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...
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 ceramic...
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....
Bali Hai Resort - 2BR Resort Suite Princeville
Summary:Immerse yourself in the epitome of relaxation and comfort within this spacious two-bedroom resort suite. Each bedroom accommodates a king or queen bed, while the spacious living area includes a sleeper sofa. This retreat is further enhanced by a fully equipped...
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!!
This is a legal conforming vacation rental. Please see our listing details for our license number.Located on the 2nd floor with free Wi-Fi, this 2 bedroom, 1 bathroom privately-owned vacation rental unit sits right at the entrance of Waikiki. Perfect location within...
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...
Sugar Beach Resort 127: Ground floor 1 Br Condo only Steps to the Beach
You can't get closer to the ocean! Step off of the lanai on to the grass and take a couple of steps to the sand. This is truly an oceanfront condo. The Fully equipped kitchen is open to the living and dining areas creating a large living space. The bedroom has a king...
Banana Hale Garden Oasis Studio
Banana Hale is a lovely studio surrounded by a "luscious" garden. It's the perfect compliment to a dream vacation for a lone traveler or a couple -2 people max (adults only please). Located on the sunny side of Waimea. 12 minutes from the beach. 5 minutes to charming...
Ocean View in Oceanfront Complex *Brand New Split AC's throughout!
BRAND NEW, INDIVIDUALLY CONTROLLED, STATE OF THE ART SPLIT A/C THROUGHOUT for your ultimate comfort. Step into a haven of brightness and warmth as you explore this inviting unit, thoughtfully designed to elevate your stay into a truly memorable experience. Enjoy the...
Lush Garden Views and Air Conditioning at Royal Sea Cliff, Kona Coast
Turn moments into memories in this lovely two-bedroom, two-bath, Royal Sea Cliff property. This unit has plenty of room for all your guests and a great Hawaii vibe. Soak up garden views, central air conditioning, and enjoy the amenities this property offers.Upon entry,...
Gorgeously renovated 1-bedroom Waikiki suite with Ocean View! Parking, pool!
Waikiki Banyan #1714-T2 – 201 Ohua Ave.Enjoy this chic 1-bedroom/1-bathroom corner-unit suite with gorgeous Waikiki ocean views from the living room and bedroom! With a kitchenette, free on-site parking for 1 vehicle, free high-speed Wi-Fi, and no resort fees, this...