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.
Waikiki Beach Walk Beachfront Resort & Spa
Enjoy the glamour of this stylish, upscale place. Enjoy the glamour of this stylish, upscale place. Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki...
FANTASTIC! Ocean View Marriott Waiohai beach club 2 BDRM villa
, Full Resort AccessWelcome to Hawaii's Garden Isle, Kauai. The unspoiled terrain invites you to explore rugged cliffs, towering waterfalls and lush foliage. Marriott's Waiohai Beach Club is a superb location on the golden sand crescent of Poipu Beach, widely considered...
Wailea Elua Village | 104
Wailea Elua Village 104 is a stunning Wailea condominium rental that offers a truly unparalleled Hawaii vacation experience. Situated along the pristine golden sands of Ulua Beach on Maui's southern shore, this luxurious one-bedroom, two-bathroom condo provides guests...
1BR Kahana Falls Apartment w/ Balcony & Kitchen
Enjoy a serene Hawaiian escape in this 1-bedroom apartment at Kahana Falls Resort. Just steps from the sand, this apartment includes a queen bed and sofa or Murphy bed, full kitchen, and private balcony. Ideal for couples or small groups, enjoy on-site pools, BBQs, a...
Lovely 4-bedroom 3-bath house in Kailua-Kona Hawaii.
Get ready to relax in this 4-bedroom house in Kailua-Kona. With 2 king beds, 1 queen bed, and 1 bunk bed, this gorgeous property is perfect for families or groups of friends. The 3 bathrooms come equipped with showers and hair dryers for your convenience. Located across...
Mauna Kea Villa 3033 - Magnificent Sunny Villa
This magnificent, single-level, oceanfront estate offers a sunken living room with designer furnishings, a 65" smart TV, and sliding glass pocket doors for indoor/outdoor island living, a true epicurean kitchen with professional-series Wolf, Sub-Zero, Miele and Gaggenau...
Royal Kahana Maui 1012 Oceanfront 1 Bedroom
- 10th floor condo with balcony- Tile and vinyl plank flooring throughout- Updated island style kitchen with– fridge, stove/oven, microwave, cookware, tableware- Updated bathroom with walk-in tiled shower with grab bar- 1 king bed and 1queen sofa bed- 777 sqft/72 sqm-...
Lovely Two Bedroom Westin Ocean Villa Oceanfront Resort
Experience paradise at The Westin Ka'anapali Ocean Resort Villas. The property is on 26 lush acres with breathtaking views of the ocean. Nestled between the shimmering Pacific Ocean and West Maui Mountains, this resort is your pristine surfside retreat on Maui's...
Maui Resort Rentals: Honua Kai – 7 Total Bedrooms, 9th Floor Stunning Deluxe Ocean & Mountain Views!
This rare 7BR offering brings together four neighboring 9th-floor residences at Honua Kai, each featuring elegant finishes and a combination of breathtaking ocean and mountain views from high above the palms. Elevated above the neighboring resort wings, these suites...
Guesthouse in quiet Pāhoa St with AC
Come stay in our charming guest house and experience the beauty of Hawai‘i’s Puna side. Our little ‘ohana offers a peaceful place to relax, surrounded by tropical greenery, yet it’s just a short drive from black sand beaches, Hawai‘i Volcanoes National Park,...
Renovated, Stunning Views Condo Hotel 1711
Summary:HIGHLIGHTS: Newly Renovated | Top Floor | Breathtaking Amazing Views - Kitchenette | Resort Amenities – Pool & Gym | Minutes to Ala Moana BeachIdeally located between the Convention Center, Waikiki, and Ala Moana Beach, this upscale condo-hotel combines...
Ilikai Hotel Lite #1534: Studio Ocean View condo
**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...
Waikiki Oasis 1-Bedroom on Nahua | Lanai + Parking
Enjoy canal and mountain views from the private lanai of this lovely one bedroom, one bathroom apartment, tucked away at the end of Nahua St. This Waikiki Oasis features outdoor dining areas, full kitchen, full bath, washer/dryer, and private bedroom, plus AC,...
Royal Kahana Maui 517 Ocean View Studio
- 5th floor condo with balcony- Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower- 1 king bed and twin sofabed- 431 sq. ft. - Washer/dryer in unit- Central air...
HGVC Hawaiian Village Beachfront Resorts & Spa All Towers
Enjoy the glamour of this stylish, upscale place. Experience the epitome of luxury and relaxation at Hilton Grand Vacations Club at The Lagoon Tower, nestled among 22 acres of pristine Waikiki beachfront. Enjoy exclusive access to Waikiki's finest white-sand beach and...
Kiahuna Plantation Resort 84 Royal Garden 1 BD
- First floor end unit with A/C, deluxe garden views and walk out to the lawn- Bright and airy contemporary tropical ambience- Luxury tile flooring throughout the unit- Fully equipped kitchen includes full size stainless steel refrigerator, stovetop/oven, dishwasher,...
Modern Studio Beach Vistas
Summary:Upscale remodel with high-end furnishings studio oasis situated directly across from Kameole Beach. Fantastic lanai with direct ocean views. Experience the resort's many amenities such as tennis courts, pool and jacuzzi and grills. We provide everything from...
Alii Cove U2 Beautiful Ground Floor Spacious 2 Bedroom With Ac
Alii Cove#U-2 is an excellent beautifully furnished option for your Vacation. This spacious 2 bedroom, 2 bath unit has fantastic features that many guests enjoy. A perfect option for up to 6 people. ~Ocean views from this unit!~No stairs! Walk right into the unit, there...
Kailua Beach Luxury Villa – Coastal Elegance on Oahu’s Windward Shore
Welcome to Kailua Beach Villa, a spacious and contemporary oceanfront retreat on Oʻahu’s Eastern Shore. With 5 bedrooms, 5 baths, and 4,000 square feet of airy living space, this private villa blends modern design with barefoot luxury. Step outside to direct beach...
Marine Surf @20FL Free Parking Renovated /Cal King
NEWLY RENOVATED! 20th floor with great viewFree Parking. Studio unit for 4 with comfy sofa bed Fully equipped kitchen for home-style meals.The unit has a window AC that can be a little noisy. We have provided a tall tower fan to keep you cool and comfortable at night....
Steps to the Beach w/ Ocean View - Kamaole Sands 5-304
With an unbelievable view of the expansive ocean, the gentle sway of the surrounding palms, and the sparkling community pool just below, unforgettable moments will be made from the private lanai of this stunning third-floor condo in Kihei! End each day by soaking in the...
Wyndham Bali Hai Villas | Two 2BR/2BA Villas
Summary:This listing is for two 2BR/2BA suites at Club Wyndham Bali Hai Resort in Princeville, HI. Guests will have access to all resort amenities. Each suite sleeps up to 6 guests. - Photos are stock photos provided by the resort. Your suite may vary slightly from the...
Coconut Plantation 1074-1: Luxury Resort Home Easy Walk to Ko Olina Lagoon
Welcome to Coconut Plantation 1074-1 by Gather, a beautifully upgraded four-bedroom, three-bath villa in the coveted Coconut Plantation at Ko Olina Resort. Offering 1,715 square feet across two stories, this furnished home combines resort-style amenities with everyday...
2 Bedroom ocean view suite balcony in resort southernmost tip of Kauai, Hawaii
THE POINT AT POIPU, a Hilton Vacation Club, a spacious two-bedroom, two-bathroom ocean view suite with a balcony and/or patio. This suite offers a generous living room with a sleeper sofa, television, and a dining table. Features a fully equipped kitchen as well as a...
Pool Ocean View. 4 Star Beachfront Resort. Lanai.AC.Restaurant.Pool. Gym.Spa.
Welcome to Kauai, the Garden Isle, where local culture meets world-class hospitality. A full service 4 star resort, escape to paradise at our tropical oasis nestled directly on Nukolii Beach on the Garden Isle's East shore. Experience the warmth of Hawaiian hospitality...
OCEAN FRONT UNIT - The Westin Kā‘anapali Ocean Resort Villas
ONE BEDROOM OCEAN FRONT UNIT WITH BALCONYExperience the beauty of Maui with a luxurious stay at the world-renowned Westin Kā‘anapali Ocean Resort Villas. Nestled on 26 acres along the pristine North Kā‘anapali Beach, this resort combines the comforts of home with...
KALANIKAI! 5 MIN WALK FROM POPULAR ALI’I DRIVE
Kalanikai offers a premier location in the heart of Historic Kailua-Kona. Just 2 blocks from the well known Ali'i drive; which offers numerous local shops & restaurants, beach access, and the Kailua Bay pier, where many of the boat tours & excursions depart.The...
Maui Banyan F103 Stunning 1 Bedroom Condo with AC
Maui Banyan F-103 Ground Floor Condo - Complete Remodel. **Please note: This is a ground floor unit, although there are stairs down from the parking lot and another set of stairs down to the ground floor hallway. Everything in the unit has been upgraded! Floors, newly...
1 Bedroom Partial Ocean View at Honua Kai Resort & Spa, Outdoor Pool
Step into your spacious and beautifully designed suite, where modern comfort meets tropical charm. Each unit features a fully equipped gourmet kitchen, furnished lanai, in-room washer and dryer, and luxurious bedrooms and living areas.Why Stay Here?Whether you’re...
Dlx 2-Bedroom Oceanview Kona Condo- Great Views!
Escape to the Big Island at our Deluxe 2-Bedroom Oceeanview Kona Condo rental...Ideally located in Kona featuring a stunning tropical setting. Relax in comfort and style from your own Condo getaway....featuring a relaxed tropical-hawaiian decor. Lounge on your own...
Beach Front Home - Pearl of Oahu's West Side!
Located in Ewa Beach, this awesome house offers 3 bedrooms - one with a queen bed and two with twin beds. With 2 bathrooms equipped with showers, guests can relax and unwind in this soothing space. Whether you're looking to cool off with the AC or iron out any wrinkles,...
Charming Hawaii Kai home with private pool
***Location and Getting Around***Centrally located in Hawaii Kai! Short walk to Maunalua Bay Beach Park and less than a mile to Safeway, Costco and a handful of restaurants! Less than a ten minute drive in either direction to a number of activities and attractions. Just...
Large Charming Ocean View studio in terrific Wailea with WiFi, AC
Comfort meets convenience. Our spacious bedroom suite features two queen beds, a covered lanai overlooking gorgeous tropical scenery and stunning ocean sunsets. Nearby tennis/pickleball courts, and golf, active leisure is just steps away. AC wall unit and ceiling fan...
Royal Kahana Maui 803 Ocean View Studio
- Tile & Vinyl plank flooring throughout- Granite counters– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed and 1 twin sofa bed- 431 sq ft/40 sqm- 8th floor condo with balcony- Maximum 3 persons...
Palms at Wailea Ocean View Villas 1 Bedroom 2 Bath
Ocean View 1 Bedroom 2 Bath Villa- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private deck- 2 bathrooms with shower/tub combo and 1 shower- 1 king bed or 1 queen bed- Queen sofa bed- 1022...
Luxury 3-Bedroom Oceanfront Villa in Kailua-Kona - Hualālai Resort
Welcome to Hillside Villas, your serene escape nestled in the heart of paradise. Experience the perfect blend of luxury and tranquility in our beautifully appointed villas, where breathtaking views and world-class amenities await. Whether you're here to unwind, explore,...
WAIKIKI SUNSET IN FRONT OF GARDEN OASIS
Discover the beauty of Waikiki from this superb 1-bedroom garden condo. This welcoming space offers guests a large private lanai, fitness center, WiFi, A/C, communal barbeque area and pool on rec deck, two blocks from beach, bus stop @ corner, 24/7 security, on-site...
Kiahuna Plantation Resort 66 Partial Ocean 2BD 2BA
- Fully renovated, two story condo with beds and baths downstairs and living areas upstairs looking across the grounds to the ocean- Walk-up, no elevators- Carpet in living and dining areas with tile throughout the rest of the unit- Full kitchen with granite countertops...
Oceanfront Top Floor Molokai Condo! Lush East End Location!
Located on the lush, east end of Molokai. It doesn't get any more oceanfront than this! You won't be able to tear yourself away from the views on the private balcony- just feet from the ocean! Imagine slow mornings sipping coffee and watching whales and turtles. Imagine...
Royal Kahana Maui 707 Ocean View 1 Bedroom
- 7th floor condo with balcony- Vinyl plank flooring throughout- Updated kitchen with– fridge, stove/oven, microwave, cookware, tableware- Updated bathroom with shower tub combo- 1 king bed and 1 queen sofa bed- 777 sqft/72 sqm- Maximum 4 persons including children...
Diamond Head Hale | Steps to Sand
Listed as one of Hawaii's historic properties, enjoy some of the best that island living has to offer in this fully furnished 4-bedroom, 3-bathroom Diamond Head Hale. Natural light, refreshing ocean breezes, and hardwood floors flow through this home. 3 bedrooms and 2...
Kaanapali Maui Eldorado G104 Garden View Studio
- 1st floor studio condo with lanai- Updated open kitchen layout with granite counters, stainless appliances, cookware and tableware- Luxury plank and tile flooring- 1 king bed- Queen sofa sleeper- Bathroom with walk-in-shower- Lanai dining - 660-880 square feet / 61-82...
Maui Lahaina Resort 2 Bedroom Sleeps 6
This beach front property is centrally located in the heart of Ka'anapali. Enjoy your morning coffee on the lanai You'll also love cooking in the well-appointed kitchen, so eating out every night isn't a must! Take a dip in either 4 outdoor swimming pools that are on...
Oceanfront 2 bdm villa on 11th floor Lahaina Towers March 4-11, 2023
Oceanfront 2 bdm villa on 11th floor feels like a penthouse.Available week of Saturday, March 4-11, 2023 only.A tropical paradise awaits you at Marriott's Maui Ocean Club - Lahaina Towers. Boasting an unparalleled location on Lahaina, Maui's world-famous Ka'anapali...
Luxury 2bd/2ba ocean view at Hyatt Resort
****PLEASE READ BEFORE SEND REQUEST TO OWNER***** 2025 available weeks8/16-8/238/23-8/30The same unit is priced $1700 in Hyatt website for the same weekLuxury fully furnished, 2 bedroom 2 bathroom oceanfront unit in top tier Hyatt Residence Club located inside world...
Regency Waikiki City View 2 Bedroom
Ideally situated in Waikiki, this spacious two-bedroom condo offers all the comforts of home. Perfect for families or couples, it provides plenty of room to relax and unwind. City View 2 Bedroom 1 Bathroom• Kitchen includes ceramic stove top, microwave, dishwasher,...
2 Mi to Hawaii Volcanoes Nat'l Park: House w/ Deck
Work From Home | Modern Kitchen | Near RestaurantsYour month in paradise awaits at this charming 2-bedroom, 2-bath vacation rental in Volcano, Hawaii! Just a few miles away from a spread of scenic hiking trails and the one-of-a-kind Thurston Lava Tube, this property is...
Spacious 2BR Condo On The Beach - Family Friendly - Beach Gear Rentals!
Come explore the Big Island at this premium-level Marriott property on the beach. Surrounded by the clear, blue waters of the Pacific, this dream getaway is the perfect place to enjoy your next tropical destination.This property has everything you need for a tropical...
Oceanfront Stunning Ocean Views in Paradise at Lahaina Shores Studio
Oceanfront Paradise Studio | Prime Lahaina Location | Stunning Ocean ViewsThe SpaceStep into your own slice of Hawaiian paradise! This thoughtfully designed studio offers everything you need for an unforgettable Maui getaway. Floor-to-ceiling windows frame breathtaking...