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.
2 Bedroom Cottage With Hot Tub
This incredibly located and luxurious ocean-view Hawaiian beach cottage is just steps to 2015's # 1 rated beach in the USA, Waimanalo Beach. In a quiet Hawaiian village, you'll awaken to the sounds of birds, the fragrance of flowers, and waves gently crashing on the...
Lovely Country Cottage
This beautifully renovated country cottage will provide the ultimate authentic Kauai experience. Enjoy a native Hawaiian farm homestead. You are welcome to pick and eat anything ripe on the farm from avacado and mango to passion fruit and coconut. We also have 10...
Marriott's Ko Olina Beach Club Resort
Marriottu2019s Ko Olina Beach Club is situated on the spectacular Western shore of Oahu, where waterfalls and fountains welcome you as you enter the resort. The grounds truly exude the lush beauty of a tropical oasis - seven brilliantly blue lagoons, swaying palm trees...
Discover Oceanfront Bliss at Marriott’s Maui Ocean Club – Studio Island View
Discover Oceanfront Bliss at Marriott’s Maui Ocean Club – Lahaina & Napili TowersFind your tropical paradise at Marriott’s Maui Ocean Club – Lahaina & Napili Towers, where luxurious comfort and stunning surroundings come together for the ultimate Hawaiian...
Amazing West Maui Beach Suite
Aloha!Enjoy this ground floor, very easy access (parking right out front) sweet little West Maui escape! Highly recommend a cold beverage in hand relaxing on the lanai.The property has a pool, and an awesome barbecue grill area, and beautiful landscaping throughout. The...
Ilikai Hotel, Beautiful Lagoon & Ocean Views, High Speed WIFI!
This condo is located on the 9th floor of the Ilikai Hotel. You'll love this unit location on the cooler side of the building with morning sun and beautiful views of the Hilton Lagoon and the Pacific Ocean. A large private lanai is ideally situated for taking in the...
2 Awesome Units, Just Steps to the Beach, Pool, Dining, Spa, Diamond Head
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Hokulani 414 & 612 at the Honua Kai Resort - The perfect dual condo getaway
Experience the best of Honua Kai Resort & Spa with this unique offering—two separate condos that are perfect for groups traveling together who desire proximity and privacy. Hokulani 612, a 2-bedroom, 2-bath condo located on the 6th floor, accommodates up to 6 guests,...
3 Great Units Just Steps to the Beach, Onsite Dining, Pet-friendly, Pool!
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
Honolulu Condo w/ Private Lanai: Walk to the Beach
Experience the perfect blend of beachside relaxation, outdoor adventure, and city exploration when you stay at this 1-bedroom, 1-bath vacation rental. Complete with modern amenities, a private lanai with sweeping mountain views, and a central walkable location, this...
Family Tides at Turtle Bay
Welcome to our bright and breezy Kuilima West condo, ideally situated just steps from the Turtle Bay Ritz Carlton Resort, Lei Lei's restaurant, scenic walking trails, world-class golf courses, and the stunning beaches of Oahu's North Shore.With 3 bedrooms and AC in...
Ocean Views in Downtown Honolulu Studio with full kitchen, separate living room
Enjoy sweeping ocean vistas from our Ocean View Suite, where luxury meets panoramic scenery in the heart of Downtown Honolulu. Our newly renovated Ocean View Suite comes with views of the ocean, harbor, and downtown Honolulu. This suite 450 sq ft in size and features a...
Upgraded, 2 kings, ocean view
Summary:Tastefully renovated unit has it all: vaulted ceilings, fully stocked chef's kitchen, large bar, coffee station. Living area opens to expansive covered lanai with ocean and golf views - enjoy sunsets over water every evening. Located in desirable Waikoloa...
Westin Nanea Ocean Villas Beachfront Resort
Enjoy the glamour of this stylish, upscale place. Experience u201cNaneau201d - a state of relaxation and repose - firsthand at The Westin Nanea Ocean Villas! Set on twenty-six acres of lush, tropical land and infused with a variety of Hawaiian design elements, The...
Hali'i Kai 14C Premium 2-Bedroom Ocean Front Villa
Summary:Hali‘i Kai 14C is a refined oceanfront escape featuring two king bedrooms, upgraded interiors, and sweeping views of the Pacific. Thoughtfully managed by Polu Hawai‘i Vacations, every detail invites comfort, connection, and the spirit of aloha.The Space:This...
Villa Bianca: Oceanfront Elegance w/ BBQ, Lanai, Stunning Ocean & Sunset Views
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.Nestled in the picturesque town of Haleiwa,...
Honeymoon Bliss: Bamboo Temple with Ocean Views at Maui Eco Retreat
**Bamboo Temple – Secluded Honeymoon Cottage with Stunning Ocean Views**Discover the perfect romantic escape at Bamboo Temple, an idyllic private cottage for honeymooners and couples seeking serenity. Wake up to breathtaking sunrises over the Pacific Ocean and fall...
Modernized 1st-floor Kihei condo with A/C
Welcome to Kihei Kai Condo #20, a delightful lower-level unit offering pool and garden views. This attractively decorated and meticulously maintained condo is the perfect haven for your Maui vacation, combining comfort and convenience in a serene setting. Step inside to...
Has It All! Kitchenette, Dine/Living Areas, AC, WiFi – Waikīkī Grand #722
Castle at Waikīkī Grand #722 - Layout and furnishings create a separate kitchen, living area, and sleeping area in this 384sf retreat with floor-to-ceiling windows. Tile floors and air conditioning keep it cool after a day of sundrenched fun. Other touches include a...
Pili Mai 8K - Spacious Comfort with Ocean & Golf Views in Poipu
PILI MAI 8K AT KOLOA KAI VACATION RENTALSSpacious Comfort with Ocean & Golf Views in PoipuExperience elevated island living at Pili Mai 8K, a beautifully appointed three-bedroom, three-bathroom condo located on the second floor of Kauai’s premier Poipu resort...
Coastal Haven: Chic Studio with Parking in Waikiki
This is the perfect Waikiki Getaway for someone wanting to stay for a a month or more. Well equipped, it comes with an in-unit washer dryer and parking! Perfect for the digital nomad, or someone who just wants to come hangout in Hawaii for a while.Come Stay with...
Palms at Wailea Garden Villas 2 Bedroom 2 Bath
Garden View 2 Bedroom 2 Bath Villa- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private deck- Master bedroom with 1 king or 1 queen- Guest bedroom with 1 queen or 2 twins- Queen sofa bed-...
Rare Find! Two Comfy Units, Close to Attractions
He mau makana nâu kêia na kô mâkou kûpuna — These are gifts for you from our elders. Hawaii Volcanoes National Park is a refuge for native flora and fauna, many of which are endemic to the Hawaiian Islands. Enjoy walking or biking around the park, spend a day...
Bright New 1 bd at Kamaole Sands I 5-208
*This unit was recently remodeled. Professional photo's and additonal artwork/decor to be completed in January.Welcome to your perfect getaway in South Kihei! This beautiful one bedroom condo blends modern comforts with a warm, inviting atmosphere. Perfectly situated in...
Ekahi 49D, Big Ocean Views, 2nd floor
Our beautifully maintained, uniquely remodeled 1 bedroom, 1.5 bath Ekahi Condo offers sweeping ocean views across the greenbelt. You'll find everything you'll need for a relaxing vacation. One of a kind, high end Ekahi. 6 minute walk to Ekahi's private beach entrance...
Oceanview Paradise: Tropical Retreat in Wailea
Welcome to our beautiful, elegantly remodeled 2-bedroom, 2-bathroom condo in the prestigious Wailea Grand Champions Villas. Perched on the 2nd floor, this luxurious condo offers breathtaking ocean views and a spacious, open floor plan with tasteful modern finishes.Upon...
Lanikai Hillside Estate – Panoramic Luxury Above the Sea
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 Lanikai Hillside Estate, a premier...
Ohana Retreat - Private Pool, Sleeps 29
OHANA RETREAT AT KOLOA KAI VACATION RENTALSYour Ultimate Group Getaway in PoipuWelcome to Ohana Retreat, a one-of-a-kind vacation rental in Poipu that can accommodate up to 28 guests, making it the perfect haven for large family reunions, retreats, or multi-family...
PHENOMENAL VIEW OCEANFRONT A/C Kahana beach n1 bedroom, 2 Lanais, Hear the Waves
SPECTACULAR OCEANFRONT A/C Kahana bch. Near everything! Experience the beauty of Maui at the Kahana Beach. 7 night minimum stay. corner condo, newly renovated with 2 Lanais oceanfront and relax in the comfort of your A/C 1 bedroom 2 full baths & full Kitchen. This...
Luxe Westin Kaanapali Ocean Resort,Sleep 4, full resort access. STEEP DISCOUNT !
The Westin Kā‘anapali Ocean Resort Villas is a luxurious vacation on one of the most pristine beaches in the world, offering a multitude of ocean water sports such as snorkeling, kayaking, surfing, and scuba. Set on 26 lush acres, the resort is also near the historic...
Ke Alaula Estate: Hualalai Luxury w/Lanai, Heated Pool & Golf Views
The Hualalai Resort will host the annual Chairman’s Club event from December 1–6, 2025. Please note that access to certain resort amenities may be limited or restricted during this time for residential rental guests. We recommend inquiring prior to booking if your...
Valley Isle Resort #1202 - Vacation West Maui
Free Parking, Free Wi-fi, No Resort Fees★Newly Installed AC Unit will keep you cool!★Unit 1202 at Valley Isle offers a comfortable and functional living space ideal for a small family or a couple seeking a beautiful retreat on the Maui coast. This 1-bedroom,...
Palms at Wailea Garden Deluxe Villas 2 BD 2 BA
Garden View Deluxe 2 Bedroom 2 Bath Villa- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private deck- Master bedroom with 1 king bed- Guest bedroom with 1 queen bed or 2 twin beds- Queen...
Regency Waikiki Partial Ocean View 1 Bedroom
A charming one-bedroom retreat offers the comforts of home and is just a short stroll from Waikiki Beach. Ideal for up to four guests, it features a queen bed in the bedroom and a cozy sofa bed in the living room.• Kitchen includes ceramic stove top, microwave,...
Oceanfront Luxury: Breathtaking Views, Steps to Beach RM 310
Experience luxury oceanfront living at Royal Mauian 310. This elegant 2 bed, 2 bath condo boasts unobstructed views of Maui's turquoise waters from its spacious living room and private lanai. The sophisticated interior features a gourmet kitchen with granite countertops...
Maui Resort Rentals: Honua Kai – 4 Total Bedrooms, Stunning 5th Floor Deluxe Ocean Views from Every Room!
This phenomenal 4BR deluxe oceanview offering pairs two neighboring 5th-floor residences for over 2100 sq ft of combined interior living space. Each suite boasts spacious floor plans, luxurious finishes, and breathtaking views of the Pacific Ocean from high above the...
The Point at Poipu Kauai, Hawaii-HGVC Resort & Spa
You won't want to leave this charming, one-of-a-kind place. Flowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make The Point at Poipu appear the stuff of the dreams. Nestled in over twenty acres of lush tropical gardens overlooking the...
Kaanapali Maui Eldorado Partial Ocean 2 Bedroom
Partial Ocean View 2 Bedroom 2 Bath- Full kitchen includes refrigerator, stove/oven, microwave, dishwasher, cookware and tableware- Bedding configuration varies and is based on availability; configuration 1 king/1 king, or 1 queen/2 queens, or 2queens/2 queens, or 1...
Sunset Villa - Resort Amenities - Short Walk to Koolina Beaches - Sleeps 8 - 30 Day Rental
**Monthly Rental**Welcome to Sunset Villa at Coconut Plantation! Located in a resort community on the West side of Oahu. The unit is composed of 4 bedrooms, 3 bathrooms, with an open-concept design, spacious upstairs and downstairs patios, two-car enclosed garage, with...
20th-floor corner condo with lanai, prime location, pool & hot tub
Island Colony 2020 Thirty plus night rentalOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spend a spectacular season in the heart of Honolulu at this newly renovated condo on the...
Wailua Bay View 107 Oceanfront condo
This 1-bedroom condo in Kapaʻa is perfect for your escape to paradise. With WiFi, and a washing machine, guests can enjoy a fantastic stay in this wonderful space. The pleasant atmosphere and convenient amenities make it a great choice for a relaxing getaway. Fall in...
Kaanapali Alii | 294
Welcome to Kaanapali Alii 294! This one-bedroom mountain view vacation rental offers a luxurious and spacious retreat for your Maui getaway. The residence features a well-appointed bedroom, a sleeping den, two full bathrooms, and a separate living and dining area,...
Royal Kahana Maui 1205 Ocean View Studio
- 12th floor condo with balcony- Tile & Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed and twin sofabed- Ceiling fan- Cable TV-...
Golf Villa 1102–Prime Location & Ocean Views | Onsite Staff & Daily Housekeeping
This spacious prime ocean-view villa enjoys the premier Golf Villas location. Situated in the heart of the resort community, this single level ground floor 3-bedroom, 3.5 bath ground floor Golf Villa features unobstructed ocean, golf course, and sunset views with quick...
Brand New Remodeled Beachfront Ground Floor Stunning Studio! Steps to the sand!
Come enjoy the beautiful island of Maui and stay in this private, modern, and comfortable unit. Kahana Beach is steps away where you can soak up some sun and swim in the warm crystal clear ocean. Condo details:~ Tastefully renovated throughout with attention to detail~...
Penthouse with Panoramic Ocean Views From Private Lanais
Welcome to your dream getaway on the Garden Isle! This top-floor penthouse in the heart of world famous Poipu Beach offers the perfect blend of luxury, comfort, and island charm. With soaring vaulted ceilings, four spacious bedrooms, and 3.5 baths, this retreat is...
Wailea Ekahi 6E-Gorgeous Condo, #1 Location, Serene/Private, steps to Pool/Beach
***Please note: This unit is under NEW ownership. The previous owner had a 10/10 rating with 67 reviews!LOCATION, LOCATION, LOCATION is everything at Ekahi Village! Ekahi Village is a premiere condo complex in beautiful Wailea, Maui. Unit 6E is perfectly situated within...
Colony Surf unit 1503 1504
This stunning, newly renovated beachfront condo offers breathtaking views of the ocean, Diamond Head, and Sandy Beach. Enjoy the ultimate coastal lifestyle in this spacious one-bedroom, two-bath unit.Key Features:Direct Oceanfront: Enjoy panoramic ocean views from every...
The Avocado Cottage
Your own private guest cottage on a 3 acre working avocado farm out of the heat and activity of Kona. We are at around 1,200 elevation but still only 12 minutes from all major grocery stores and restaurants.
3-bedroom Home, Gated, New Modern Home
The spacePlenty of drawers and cabinets for ample storage for all your travel items. Walk-in closet with storage. I have provided all the basic necessities to start your vacation comfortably upon arrival.Guest accessThe entire property inside and out are available to...