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.
Pet Friendly Guesthouse + Parking
LOCATIONThis is location is absolutely amazing! It's very walkable and safe in the morning, and evening. Walk to Waikiki Beach/Waikiki International Marketplace, Diamond Head Hiking trail, Safeway grocery store, restaurants, Starbucks, Jamba Juice, Honolulu Zoo,...
Valley Isle Resort #1102 - Vacation West Maui
★Free Parking, Free Wifi, No Resort Fees★New Split Air Conditioner System in Bedroom and Living Room! New Vinyl Floors!!Escape to a haven of tranquility and breathtaking ocean vistas at Valley Isle Resort 1102, your beachfront condo on Maui's sun-kissed west coast....
Honua Kai Konea 307 Ocean View 2 Bedroom 2 Bath
Konea Unit 307 Konea 2 Bedroom Ocean View- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- Beautiful views of the Pacific Ocean and Kaanapali Beach from private spacious lanai with dining table, chairs and glass railings...
Gorgeous Napili Shores studio A/C
Come relax is this updated ground-floor studio located on famous Napili Bay (6 minute walk to beach!) Comfy, king-sized bed and twin sofa sleeper, full kitchen (all new appliances) with everything you need (fully stocked- even spices & oils!) Very close outdoor BBQ area...
Regency on Beachwalk City View 1 Bedroom
Ideally located near Waikiki Beach, this inviting one-bedroom condo comfortably accommodates up to four guests and offers all the comforts of home.• Kitchen includes ceramic stove top, microwave, dishwasher, refrigerator, coffeemaker, toaster, cookware and...
Kiahuna Plantation Resort 63 Royal Garden 1 BD
- Second floor end unit with lanai overlooking the twin bridges- Bright and airy contemporary tropical ambience- Luxury vinyl flooring in kitchen, bath and hallway and carpet in bedroom and living area- Full kitchen with quartz countertops and backsplash includes full...
4th Floor Oceanfront Unit in Westin Nanea Ocean Villas: 2 Bed/2Bath, Unit #8410
Stunning Oceanfront Two Bedroom/Two Bath Condo. Guaranteed Unit #8410 (Fourth Floor, Oceanfront Center Unit). Huge Oceanfront Lanai/Balcony off the Living Room. Both bedrooms are likewise oceanfront -- both squarely and fully face the ocean. A very spacious 1260 square...
Marriott's Kaua‘i Beach Club | One-Bedroom Villa
Summary:Escape to Marriott's Kauai Beach Club, nestled on the stunning Kalapaki Beach in Lihue, Hawaii. This beachfront resort offers a perfect blend of relaxation and adventure, with access to a pristine beach and a variety of amenities. Enjoy breathtaking ocean views,...
Beautifully Remodeled 3/2 space in Wahiawa Heights
This stunningly renovated furnished 3 bed / 2 bath unit in sought-after Wahiawa Heights awaits you. Nestled in on the second floor of this cozy home, immerse yourself in the alluring charm of the transformed 3-bedroom, 2-bathroom abode, designed to be your tranquil...
🏝️Summer Deals - Romantic Beach Getaway - Steps to Beach 🏝️
This one-bedroom/one-bathroom condo has been remodeled and beautifully furnished without missing any details for your romantic getaway. Everywhere you look you will appreciate the beachy details and Hawaiian theme with clean modern design. From the lanai, you have view...
❤️PiH❤️ Hawaii Magic ★ Sunset & Ocean Views ★ Near Pools
Hawaii Magic! Brought to you by Paradise in Hawaii Luxury HomesWelcome to our 4 bedroom Hawaii Magic Villa at KaMilo, on the Big Island of Hawaii a part of our Hawaiian Luxury Collection.It's is a wonderful 4 bedroom home with 3.5 Bath (Mahina Model) equipped for up to...
Waimea Bay Cottage - Steps to beach, AC
**30 day rental**Nestled just steps from the pristine white sand beach, Waimea Bay Cottage offers an idyllic 3-bedroom, 2-bathroom retreat in one of the most coveted locations on the island. Conveniently situated near two of the best beaches in the world, including the...
2 Oceanfront Units in Napili Lani, Sleeps 10
This listing is a combination of 2 separate units close to one another.This rare pairing of two oceanfront units offers an ideal setup for families or friends traveling together. Nestled on scenic Puna Point in Napili, both condos sit just steps from Maui’s famed...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Gorgeous Beachfront KoOlina Resort+Amenities.1BR Condo
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at KoOlina Beach Nai'a Lagoon.𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 𝐰𝐢𝐭𝐡 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢. An...
Beachfront 8th Floor Sans Souci Studio - 30 Day Rental
With only a handful of Honolulu properties being truly Beachfront, This 8th Floor Studio offers unique charm and superior location at The Sans Souci on Oahu's desirable Gold Coast.Wake up to the sounds of the Ocean and enjoy a relaxing coffee or breakfast as you watch...
Ridge Villas Gold Partial Ocean View 2 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Lanikai Hideaway: Modern Luxe Indoor-Outdoor Living/Walk to Lanikai Beach
Tucked into the sought-after Lanikai neighborhood of Kailua, Lanikai Hideaway is a 4-bedroom, 3-bath luxury retreat designed for those who want space, privacy, and a true island connection. Just a 10-minute walk from the world-famous sands of Lanikai Beach, this...
1st Fl Gem, Kings, Steps 2 Beach
Summary:Upgraded 1st-floor condo in a gated community, steps from shops, dining & beach. Features new floors, kitchen, bathrooms, & designer decor. King beds, premium cotton linens, full AC, & stocked kitchen. Baby gear & beds for all ages. Enjoy a heated pool, gym,...
Spectacular Ocean View & walk to Kehena Beach!
New (2018) 2 bedroom house with spectacular ocean view and huge 500 square feet (45 m2) lanai (terrace) to enjoy it from. Pleasant 5 minute walk to clothing-optional Kehena Beach. Large windows let you see and hear the ocean from every room.My house is in the upscale...
Kona By the Sea 417 - Penthouse Perfection with Ocean & Mountain Views
2-Bedroom | 2-Bath | King & Queen Beds | Central A/C | Expansive Outdoor Living | 45-Night MinimumIndulge in the pinnacle of coastal luxury at Kona By the Sea #417, a one-of-a-kind fully renovated penthouse offering a true Big Island retreat. This stunning 2-bedroom,...
Discover the Ultimate Hawaiian Escape at Kings' Land by Hilton- 1 Bd. Premier
Set in the heart of Hawaii’s Kohala Coast, Kings' Land by Hilton Grand Vacations offers a serene blend of tropical beauty and modern luxury. Perfect for families, couples, or friends seeking the perfect getaway, this resort provides a vibrant atmosphere with...
Beach studio oasis centrally located at Kihei cove
Experience the beauty of Maui at this central studio located just across the street from Kihei's renowned surf break. Step out to discover world-class beaches, delicious dining options, and boutique shopping all within walking distance. When you're not out exploring,...
On the Ocean's Edge, Steps to Beach - Kahana Reef 210
Welcome to your tropical paradise getaway in Hawaii! This exquisite one-bedroom condominium is the perfect escape for beach lovers and relaxation seekers. Nestled right on the sandy shores, this short-term rental property offers stunning panoramic views of the...
Hawaii Life Rentals Presents Puu Poa 202
Completely renovated in 2022 this rental is one of the best oceanfront condos on Kauai. This two bed two bath unit boasts sweeping ocean views from your kitchen, living room, dining room, lanai, and primary bedroom. Pu'o Poa is the perfect location, walking distance to...
Beautiful 1BR Condo near Waikiki Beach
Relax in a soothing setting near Waikiki Beach when you make the Club Wyndham Royal Garden at Waikiki your vacation home base. Located along the Ala Wai canal, this European-style resort attracts travelers with a superb location. In fact, it's the perfect spot to...
Executive Honolulu Home with Spectacular View
This 3 bedroom has it all! It is in a great neighborhood in Waialae Kahala. Newly renovated and furnished in a great neighborhood in Honolulu. Great View with 3 HD TV's with cable, free internet wifi, and a kitchen with granite counter tops and all the utensils you...
Waimea Bay Getaway - Beachfront | AC
Escape to Waimea Bay Getaway, a spacious 3-bedroom, 2-bathroom retreat accommodating up to 6 guests with three luxurious Queen size beds and a cozy futon. Nestled within walking and biking distance of renowned beaches and surf spots, our home offers easy access to the...
Palms at Wailea Villa 1210 Garden Deluxe 1 BD 2 BA
- Fully renovated 2nd floor walk-up unit - Renovated Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware - Spacious private 219 square feet lanai - Master bedroom with 1 king bed - No Sofa Sleeper - 2 fully...
Hillside Villas 1496-2: Elegant 3BR in Ko Olina with Spacious Lanai
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 your dream Hawaii vacation at the...
Waipouli Beach Resort B302 Ocean View 2 BD 3 BA
Enjoy sweeping views of the Pacific from this bright and airy two-bedroom condo. Ideal for a memorable island getaway, it provides ample space to unwind while soaking in the beauty of Kauai’s coastline.• 3rd floor condo with a large balcony• Kitchen features...
KHV 2 Amazing Kahana Maui Direct Oceanfront 2BD Condo Steps to the Beach & Pool
Kahana Village 2 NEW LISTING Experience the Hawaiian Beachfront Lifestyle on West Maui from this 2bedroom Condo with Spectacular Direct Ocean Views! Experience the Hawaiian Beachfront Lifestyle on West Maui from this 2bedroom Condo with Spectacular Direct Ocean...
Ocean view *Free assigned parking*in unit laundry
This newly renovated Airbnb unit is located right in the heart of Waikiki, offering an unbeatable location with stunning views of the surrounding area. You’ll enjoy the convenience of being close to everything – from famous beaches, vibrant restaurants, and shopping...
Spacious 2bd Near Beach - Maui Kamaole K203
Luxury & Privacy at Maui Kamaole – Upgraded 2BR/2BA Condo Near the Beach!Experience the perfect blend of luxury, privacy, and Hawaiian charm in this newly upgraded 2-bedroom, 2-bath condo at Maui Kamaole. Just minutes from the pristine Kamaole Beach Park III, this...
Maui Resort Rentals: Honua Kai – Incredible 8 Bedroom Oceanfront Gem, Over 5200 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
This 8-bedroom gem combines one of the absolute finest oceanfront residences on offer at Honua Kai, with two neighboring ocean-view suites to provide over 5200 sq ft of combined interior living space, perfectly suited to any large group or family. Each residence boasts...
Ekahi 48B Garden View Studio
Our beautifully remodeled ground floor Ekahi studio condo provides a relaxing and peaceful setting with beautiful garden views. This renovated condo (complete in 2015) did not miss a beat as the entire condo was redone with stone, granite, tile, and the perfect Hawaiian...
Princeville Kauai 3 Bedroom Home Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Surrounded by tropical foliage and filled with modern decor, this stunning fully renovated home is just waiting to assist you in letting all of life's worries slip away. From the high...
Two Family Ready Ocean View Room with Direct Beach Access
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
Hilton Kings' Land Resort > Big Island HI > New Year's Week > 1 Bedroom Sleeps 4
OVERVIEWEscape to this delightful resort retreat in Waikoloa, located 25 minutes up the coast from Kona International Airport (KOA) on the big island of Hawaii. With a cozy king bed and a convenient queen-sized sofa bed, this charming one-bedroom suite offers a relaxing...
Tower 2 Suite 1208 -QQE by Koko Resort Vacation Rentals
Standard Condo with Mountain and Recreation Deck View, 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 renovation project. Just one block from...
2 bedroom 2 bath in maui
The primary bedroom features a king-size bed, 55-inch TV and desk. The s bathroom includes a vanity with a single sink, a backlit mirror, backlit make-up mirror and walk-in shower with a ceiling-mounted rain shower head. The toilet is in a separate room and has a...
Amazing Sunsets Oceanfront View Condo – Kahana Reef 222
Escape to paradise with a stay at our exquisite one-bedroom oceanfront condominium in Hawaii. This idyllic short term rental property offers the perfect blend of luxury and tranquility, boasting stunning views of the neighboring islands of Lanai and Molokai right from...
A GEM IN THE MIDDLE OF THE PACIFIC - OCEAN VIEW - KAANAPALI
KAANAPALI - MAUI This Ocean View Maui Cottage with 2 beautiful swimming pools is a mere five minute walk from the local favorite "airport beach" (Kahekili Beach Park), featuring world-class snorkeling and miles of pristine white sand beach. There is a beachfront...
Experience the perfect blend of comfort and stunning ocean views—your ideal island retreat awaits!
Enjoy breathtaking views of the Ala Wai Yacht Harbor and the Pacific Ocean from this modern and stylish 22nd-floor studio! Thoughtfully designed for comfort and convenience, this spacious condo features a comfortable Queen bed, dining table, and cozy lounge chair.The...
New Listing! - Hawaiian Style - 1bd
Kihei Kai Nani 250 is a charming 1-bedroom, 1-bathroom condo that accommodates up to 4 guests. Please note there are no elevators available. The bedroom features a king-sized bed and plenty of storage to unpack and relax. A queen sleeper sofa is provided in the living...
Wyndham Kona Hawaiian 2BR Apartment with Resort Access
Summary:On the Big Island’s west coast, you’ll find this delightful retreat built to capture the natural wonder of Kailua-Kona. Beautifully designed to capture the charm of the 1930s, you’ll want for no modern amenity. Outdoor pools and the nearby beach are just...
Waimea Combo: Experience Twice the Island Charm!!
Discover the epitome of North Shore living with our exclusive Waimea Combo, boasting a total of 6 bedrooms and 4 bathrooms across two exquisite properties: Waimea Bay Cottage and Waimea Bay Getaway.Waimea Bay Cottage offers a charming 3-bedroom, 2-bathroom retreat just...
Luxury 3 Br Penthouse Panoramic Canal, Mountain, City views 90 Nt Min. furnished, 2 parking
Sweeping Penthouse Canal, Mountain, City VIEWS! Close to Waikiki Beach, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. 3 MO Min.MARCO POLO BUILDING HAS A BEAUTIFUL LOBBY, GYM, POOL, BBQ AREAS, TENNIS AND BASKETBALL COURTS. PARK LIKE...
Ridge Villas Ocean View 1 Bedroom at The Kapalua Villas Maui, Pets Allowed
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺
❤️LOCATION❤️ 5min to 🏄♀️🏊♀️🐠🦈🌸 free parking 🚙🅿️, fast WIFI💻 🌺F08A09🌺Hotel Zoned & %100 legal rentals - TROPICAL STUDIO IN WAIKIKI LLCTA-193-411-2768- 01, GE-193-411-2768- 01, TMK: 260190010000364 Seaside Ave ,...
KaMilo #503 by Gather: Luxury Mauna Lani Retreat Near Golf & Beach
Nestled in KaMilo at Mauna Lani Resort, this three-bedroom, three-bathroom villa offers elegant island living with resort-style amenities. The open-concept design features vaulted ceilings, Cumaru wood flooring, and a gourmet kitchen with high-end appliances and a...