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.
Ocean view designer studio on Kaanapali
This studio condo has a beautiful view of Molokai and partial ocean view which is great for a romantic couple or for a small family getaway. There is central air-conditioning, a full open kitchen with a large counter, separate eating table, new range, new dishwasher,...
❤️PiH❤️ Mauna Kea Magic ~ New Luxury Home ★ Hapuna Park Pool and Waterslide Included ★ Near Best Beaches
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Mauna Kea Magic a brand new exquisite 4 bedroom, 4 1/2 bath home located in Hapuna Estates within the Mauna Kea Resort. Prepare to embark on a truly remarkable escape where luxury, comfort, and natural beauty...
Amazing Hana Bay Beach Cottage Location! 5-Minute Walk to Hana town & beaches!
OCEANFRONT SPLENDOR IN PERFECT HARMONY WITH NATUREPerched on the dramatic bluffs of Hana Bay, Elua Cottage at Hana Maui Luxe offers a rare oceanfront escape surrounded by black lava cliffs, lush tropical beauty, and black, red, or golden beaches to enjoy. Whether you're...
402 - Spectacular Oceanview Unit with A/C! 2 sofa beds!
* Ocean front condo has been upgraded, most recently the bathrooms * 100 feet from one of the finest beaches in Maui- wonderful snorkeling and water sports at your doorstep! * Watch the whales (in season), turtles year round from your private Lanai This fourth floor...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 3-Bedroom Condo, Easy Beach & Pool Access! HKH-204
Recently upgraded 3 bedroom Honua Kai suite | Ocean Views | Free Rental Car! ************************** **************************** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6...
Hale Kamaole 311 Third floor condo, easy access to best beach on Maui!
This two bedroom condo without a loft, has a good Ocean and Garden View. Master bedroom has king bed. Down stairs bedroom has king bed. Spacious kitchen cabinets. Wood and tile floor including lanai no carpet. This condo has lots of extra windows that open for a great...
Ocean View Casa De Emdeko
Our ocean view condominium is kept updated and comfortably furnished to offer you a relaxing, quiet, and enjoyable vacation. You'll love the bamboo floors, which lends to the clean, open feeling of our wonderful condo. This top floor end unit also offers great ocean and...
Remodeled 2bdr condo in the heart of Waimea town -15min drive from Beach
Aloha, thank you for your interest. Our place offers great in town location, walking distance to the best restaurants, coffee shops and Saturday farmers market in Waimea. Condo offers a nice patio area where you can enjoy those warm Hawaii evenings. Convenient parking...
Remodeled OCEANFRONT condo with Air Conditioner - Napili Point B33
Elevate your Maui experience at Napili Point, an exclusive oceanfront condominium perched above the crystal-clear waters of Honokeana Cove and moments from the white sands of Napili Bay. This impeccably renovated one-bedroom, one-bathroom residence blends sophisticated...
Jewel of the Pacific: Oceanfront Paradise Dream Escape in Princeville, Kauai
Welcome to your ultimate Hawaiian retreat, where the beauty of Kauai unfolds before you in every breathtaking detail. This stunning Princeville condo offers a 180° panoramic ocean view of the Blue Pacific and Bali Hai, the most iconic vista on the island. It’s the...
Gorgeous Ground floor Corner! 2 Bed! Open to Ocean! Amazing Views!
ALOHA AND WELCOME TO HALE KAI # 101Beautiful oceanfront two bedroom condo with king bed, two twin beds and sleeper sofa that can accommodate up to six people. The condo was fully remodeled and refurnished in 2014. The condo is located literally on the beach and adjacent...
Beachfront Top Floor Ocean Views I Hale Kai O Kihei 307
This recently remodeled, bright one bedroom condo has oversized Italian tile throughout and A/C in the living room, keeping the space airy and cool. Matching granite in kitchen and bathroom lend to a cohesive, clean and modern look. Living room and bedroom also have...
★ 3Min to Beach ★ Self Check in ★ Pvt. Balcony ★Split A/C in every room
We're Dean And Susan, Proud owners of Pacific Shores B312. We spend several months each year on the island. Kihei has amazing beaches, restaurants, Shops and nightlife than anywhere else in Maui. We have hotel- style amenities a swimming pool, hot tub, BBQ . The condo...
Aloha Serenity: North Shore Hot Tub Escape
Surrounded by tropical foliage, this home offers the island escape you are searching for.Dine alfresco on the lanai followed by a dip in the hot tub. Less than 5 minutes to the nearest golf course & beach. This house sleeps eight guests across four spacious bedrooms....
Oceanfront condo with furnished balcony, pool, loft, & high-speed WiFi
Mahina Surf 207Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Spacious and bright, this inviting condo is roomy enough for the perfect family getaway to Maui! Take in the pool and...
Ground-Floor, Ocean-View Haven with Lanai, Tennis, Resort Pool, and Beach Access
Kapalua Bay Villas 15G4Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience Maui's magic from the comfort of this beautiful ocean view condo! Inside the newly remodeled home,...
Renovated, Family Friendly Condo w/Loft & Steps from Charley Young/Kam 1 Beach
Aloha~Welcome to your little slice of paradise! We are the new owners of a long-time favorite and previously 5 star reviewed vacation rental (VRBO requires that you start the unit's listing, reviews, and star history from scratch with new ownership). Maui Vista Unit...
GORGEOUS Ocean and Diamond Head Views! Close to beach! A/C, Wi-Fi, Parking!
Waikiki Sunset #2910 – 229 Paoakalani Ave.Enjoy BREATHTAKING colorful blues of the Pacific Ocean and the lush greenery of Diamond Head and Kapiolani Park from this 29th floor, 1-bedroom condo (534 sf interior plus 67 sf lanai) with central AC and FREE Wi-Fi,...
Pali Uli 8, The Gem, honeymoon or romantic getaway
Have you dreamed of spending your honeymoon on the beautiful Garden Island of Kauai? Maybe you are planning a romantic getaway for two . . . or a peaceful visit to a tropical island away from your hectic schedule at home . . . . If you would like your vacation home to...
Stunning Poipu Shores 103A, 2/2, dramatic oceanfront w/2 wall mounted a/c's
Fully air conditioned, Poipu Shores 103A is a spectacularly located, professionally decorated oceanfront 2-BR 2-BA unit with many recent upgrades such as engineered-wood flooring, new appliances, a split-king bed and a solid teak outdoor dining set on the lanai. Enjoy...
Charming Waimea home on the Big Island- Close To Town!
Your “home away from home” to a very charming 2 bedroom, 1 full bath home with lots of natural light located in beautiful Waimea. Our home has tile and bamboo flooring and a JOTUL gas fireplace in the open living room to keep you warm on those cool Waimea evenings....
Baby Beach Hale - Amazing Views and Steps to Baby Beach!
YouTube Video Presentation Link: https://youtu.be/rOjPmeJvCtAWith 4,000 square feet and a two story floor plan, Baby Beach Hale is the perfect Kauai vacation rental for a large group or family get together. This spacious and well appointed two-story Kauai vacation home...
A paradise for turtles on the black sand beach of Punalu'u
Ideally located on the unspoiled southeastern coastline of Hawaii's Big Island, the Turtle Paradise is a spacious Polynesian-style condo for your dream vacation in Hawaii. The Turtle Paradise is a true one-bedroom condo, not a studio. It has two full levels: level one...
KOA RESORT - LUXURY 2BD GRD FL NEAR POOL-PERFECT FOR FAMILIES - FREE INSURANCE
Administration Fee now includes free Rental Insurance!Welcome to your Maui home away from home, located in the desirable Koa Resort complex with just a short walk to the gorgeous beaches of South Maui. Unit 4B is a spacious ground floor fully furnished two bedroom one...
Coral Dreams Condo-Top Floor Amazing Views of the Ocean! NEWLY RENOVATED
**POSSIBLE CONSTRUCTION AT THE CONDO COMPLEX: AUG 1ST - OCT 31ST****SPECIAL DISCOUNTED CONSTRUCTION RATES: AUG 1ST - OCT 31ST**Possible construction on the base of the condo complex during these months. During this time workers may be present from 7:30 AM until 5:00 PM....
Coastline Views just steps from the Ocean with A/C
This exquisitely appointed, almost beachfront home is perfectly maintained with cozy comfort in every room. Spectacular ocean views from the home and the special vista viewing tower makes this 3BD/3BA + Den the perfect Hawaiian getaway.The 1/4 acre lot is completely...
Relaxing condo near beach with partial ocean views, hot tub, pool, & lanai
Paradise Found at White Sands Village 105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come and experience a tranquil and unique getaway at this relaxing and well-situated condo!...
Luxurious 1 BR, 2 BA Wailea- Remodeled Bathrooms.
Our villa is a one bedroom, 2 bathroom on the ground floor with a very large lanai, which features sliding doors that expand the living room into the lanai. This feature expands the already spacious 1022 sq feet into an impressive 1500 sq feet. Hida- couch and single...
KIHEI KAI NANI #6-246 Beautiful open view with Ocean/Pool in Tropical Garden
This beautiful OCEAN/POOL view unit is situated in the best location of the complex, where you wake up to a calm morning light from Haleakala and enjoy a sip of your favorite drinks on lanai during the gorgeous sunsets. A communal laundry facility and the pool are only...
Charming, oceanfront condo with high-speed WiFi, water views, & pool
Mahina Surf 112Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape from the hustle and bustle of the city to this oceanfront paradise! Experience unforgettable breakfasts or...
Ocean View, Beachfront Townhouse 2bd/2ba/2 lanai
Premium Ocean Views, Cooling Tradewinds & the Morning Sunrise welcome you to this relaxing Upper Level 2 Story Condo! Private Entry Lanai with Pool View, Ocean Views from the Full Kitchen, Dining for 6, Living room with Desk & Rear Lanai. First Floor Bedroom w/Ensuite...
Oceanfront #2 at Hana Kai Maui - Romantic Studio 100' from Water!
Popolana” – Unit 2 – is our one and only oceanfront studio condominium. Just 100′ off the water, this lovely unit has warm tropical decor with bamboo walls and rattan furniture, a queen-size bed, granite counter tops, hardwood floors and glass block shower. The...
A/C THROUGHOUT THE 2 BR OCEAN VIEW CONDO - Corner Unit - 2 Bdrm/2Bath -
Kiahuna Plantation is the ONLY beachfront condo resort on Poipu Beach!! Other condos are on a rocky shoreline or a long walk/drive to the beach. Our condo is a spacious 2-level condo with an open floor plan and vaulted ceilings with a spectacular ocean view from the...
NEW! Quiet Ocean-view 1st floor | Patio | Pool
Kona Oasis #1Wake up in paradise in your two bedroom two bath ocean view condo with spacious 214 sq ft lanai. Privacy is enhanced by a lush greenbelt outside of this ground floor garden unit, with fruit trees, tropical birds, flowers, and friendly geckos in the garden....
Forest Views, Acreage, Fruit Trees, Beach~5m drive
Seeking an authentic Hawaiian experience? Retreat to our North Shore oasis, surrounded by lush preservation and agricultural land. Situated on the bottom half of a duplex home, enjoy stunning forest views and easy access to top beaches, premier snorkeling, and...
Prince Kuhio Resort - perfect location to enjoy the sunny South of Kauai.
Prince Kuhio Resort is the perfect location to enjoy the sunny South of Kauai. Two excellent snorkeling beaches are just steps away. The famous Beach House Restaurant is across the street. All the activities of the Poipu Beach area are within a 2 mile drive. The grounds...
Ma'alaea Surf Unit H2-Ground Floor Beachfront Condo, AC, Wifi, TV, Pool
Ma'alaea Surf, Unit H2 - Beautifully appointed, H2 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This comfortable unit features a contemporary kitchen and a large living area that looks out on the ocean. It also includes...
Ko Olina Beach Villas B403: Luxury 3BD Villa w/ Ocean & Pool Views
Experience a luxurious getaway at Ko Olina Beach Villas B403 by Gather, where elegance meets tranquility. This three-bedroom, three-bathroom retreat, located on the fourth floor, accommodates up to eight guests in comfort and style. Overlooking one of the resort’s...
Luxury at Na Hale O Keauhou #N1
Summary:Guests will not be disappointed vacationing in this exquisite 3 bedroom, 3 bath townhome! Luxury at it's best, all within one of Keauhou's newest complexes conveniently located to the Keauhou Shopping center, golfing and beaches. Maximum occupancy strictly...
Breathtaking Ocean and Yacht Harbor Views! #1482
** Due to ongoing balcony renovations 4/22-7/10/2025** Sliding door to the lanai cannot be opened and there will be Loud noises & Dust Please note that the construction schedule may change due to unforeseen circumstances, such as weather.The Ilikai Marina is...
True Oceanfront 2 Bedroom Condo with Amazing View and Great Location
In Kailua-Kona on the Big Island of Hawaii. Spacious Two-bedroom condo with a fantastic view and great location.1 King-size bed and 2 Full-size beds. Sleeps 4 people. Free Wifi, spacious, open, airy, clean, quiet end unit on the third floor in a popular complex. AC is...
OCEANFRONT RESORT, F/K,washer/dryer, Pool,WIFI, BEACH, 2BDRM, fresh towels daily
ALOHA! This 2 bedroom, 2 bathroom condo is located in the beautiful resort called "The Point at Poipu", a family friendly resort.Gorgeous 2 BEDROOM, 2 BATHROOM (King in master and 2 Twins or we can request a Queen for the 2nd bedroom), OCEANFRONT RESORT, short walk to...
Treetop Mountain & Garden - Heated Pool & Grill
Aloha..! An IDEAL Location & BUDGET Friendly on the North Shore. Gorgeous NEW Flooring, Bedroom Furniture & White Bedding. Spacious Floor Plan and well Equipped Kitchen. Enjoy the Open and Expansive Views of Green Lush Tropical Gardens & Distant Mountain Tops. Amazing...
Tropical Ground floor! Corner! Just Steps to Pool and Ocean!120
ALOHA AND WELCOME TO HALE KAI # 120Experience your perfect Maui vacation. Comfortably decorated with tropical Hawaiian furniture and artwork, our unit will provide you with all the comforts of home, including a full kitchen.Apartment 120 is the closest ground floor unit...
NEW! Ocean View Hawaii Vacation And Event Retreat
Welcome to our breathtaking vacation rental on the Big Island of Hawaii! Nestled amidst stunning natural beauty, this magnificent property boasts not one, but two panoramic homes, providing the perfect getaway for larger groups, family vacations, retreats, and special...
Turtle Bay Villa 108: Ground Level 3BR Condo w/ Shared Pool
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Prepare to settle into island time a little easier with the unparalleled accommodations and amenities that await you at Turtle Bay...
5 minutes from Waikiki Beach, Ocean Views, Free Parking, Wifi & Cable TV
Waikiki is Hawaii's number one tourist destination. The penthouse condo has ocean views and is steps away from Waikiki Beach and has a partial view of the iconic slopes of Diamond Head Crater. It is a short walk to the Hilton Hawaiian Village, Hale Koa and Royal...
Luxury Condo, Completely Remodeled. Free Wifi
Absolutely the best kept secret in Kihei. Kihei garden estates is only a 20 minute drive from Kahului (OGG) airport. Situated in the heart of Kihei, this condo is the end unit allowing for perfect Hawaiian breezes to flow throughout. Enjoy the spacious lanai overlooking...
Palione Papalani - Tropical Estate with Lagoon Pool on Kailua Beach
Welcome to Palione Papalani – “Heavenly Sands”Just steps from world-famous Kailua Beach, this newly renovated 6-bedroom tropical estate offers the privacy, comfort, and amenities of a high-end resort — all to yourself. ?? Why You’ll Love It:Exclusive Location:...
Penthouse - Direct Beach access- Ocean View/ Sunset/ Pool/ Roof-top BBQ
Best Beach Vacation Spot!Ocean view 2 bedroom, 2 bath Penthouse unit (6 floors high epic ocean view).. on the ocean is as good as it gets in Maui! The grounds are magnificent and the unit is too! Watch the most epic sunsets from your own private lanai (balcony)...Fall...