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.
Hale Kamaole 243 - Chic Ocean View Suite
Book with us and come to Maui to explore everything we have to offer!Chic beautifully decorated condo conveniently located very close to world class beaches, shops, and restaurants! The unit offers an ocean view from the second story with easy elevator access, proximity...
Modern, Ocean View In a Great Location In Waikiki!
NEWS FLASH! This condo has recently removed the carpet & install LUXURY vinyl flooring! Modern and elegant in style, this updated and spacious condo will ensure a comfortable and luxurious stay at the Ilikai Hotel. Located on the 4th floor, you'll enjoying watching the...
Casa De Emdeko 105- 1/1 Ground Floor, Garden View
Casa#A105 is an excellent, affordable Ground floor property that you will certainly love. Unit#A105 has great access in the complex, only 4 doors in from the general parking area. Close to the Pool too! Adorable Unit with Garden Views! WIFI, Cable TV, Elevators at...
2BR/1BA Condo: Amazing Views, Pool, Lanai, and best Sunsets
Aloha to your Hawai'ian vacation at our home in West Molokai. The Island is the perfect getaway for slowing down and enjoying the beauty of old Hawai'i. From the peaceful sound of tropical birds and crashing waves in the morning to the ocean and sunset view, you will...
Maui Resort Rentals: Honua Kai Konea 551 – 5th Floor Ocean Front Crown Jewel 3BR w/ B.B.Q on Balcony
From the moment you walk through the door of Konea 551, you will realize that you are entering one of Kaanapali Beach's crown jewels. This masterpiece boasts a stunning 5th-floor location on the interior oceanfront corner above the palm canopy in the closest wing to the...
STUNNING Oceanview FULLY Remodeled Gem 2B/2B
Welcome to our beautiful beachfront retreat in Maalaea Harbor—perfectly positioned steps from Sugar Beach, the longest stretch of white sand in all of Hawai‘i. Enjoy leisurely strolls along the shore, watch whales and sea turtles during the season, or simply relax to...
Direct Ocean View Luxury 2 beds/2 baths - Waikiki NO RESORT FEES! FREE WIFI
Beautiful unit overlooking the ocean and lagoon that you can enjoy from either of the two large lanais. This unit features new furniture (April 2019) including an Eastern King bed in the master bedroom, one queen bed and one twin bed in the second bedroom and a queen...
Kiahuna 106 - Ocean View, Close to World-Class Beach, Poipu Beach Club Included
Summary:Second-floor ocean-view condo at historic Kiahuna Plantation, just steps from Poipu Beach, shopping, and dining. Features a king bedroom, queen sleeper sofa, fully equipped kitchen, private lanai, and beach gear. Includes FREE Poipu Beach Athletic Club...
Condo Ocean View 2BR, Beach, Pool, Tennis, Pickleball, WIFI Internet
Welcome to our home away from home at the Maui Vista Resort. Come and enjoy the warm sun, relax and have some fun in an incredible nice condo!Ours is building #1 (closest to the beach) and being on the top floor we have a nice view of the ocean too. The famous Charley...
Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front
Maalaea Banyans 113Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch passing whales, their newborn calves, and spectacular sunsets at this oceanfront Maalaea condo, where you'll...
Maui Resort Rentals: Honua Kai Konea 1022 - Top-Floor 1BR w/ Partial Ocean AND West Maui Mountain Views
Konea 1022 is a luxurious 10th-floor "penthouse" one-bedroom suite that offers partial ocean views along with expansive vistas of The West Maui Mountains. The suite is ideally suited for small families and couples who are looking for luxurious and spacious...
Nihi Kai 510 - Garden w/ Ocean Peek View/AC/Walk to Beaches
Summary:Enjoy garden views and a peek of the ocean at Nihi Kai 510, a fully air-conditioned 2BR/2BA condo just a short walk to Poipu Beach and Brennecke’s Beach. This two-level retreat features updated interiors, a private lanai, modern kitchen, and access to a heated...
Ocean View Condo at Kepuhi Beach Resort – King Bed & Pool Access
Ocean view condo. Enjoy waking up to looking at the ocean. Enjoy looking at the ocean while you are laying in bed. You can listen to the sounds of the Waves while you were sleeping. Take a swim in the outdoor pool. king size bed , however there's only one bed all the...
🏖️Penthouse | Spectacular Ocean Views | Across from Snorkeling Beach | vrKCV
vrKCV - Kahalu'u Alii, Professionally Managed by Kona Coast VacationsABSOLUTELY PRISTINE VIEW! 1 Bedroom with Den/2 Bathroom, 150 ft to waters edge.. Well equipped kitchen, air conditioning, ceiling fans, wireless internet, 55" flat screen TV in Liv Rm, TV's in both the...
Ground floor condo w/ lanai, shared pools, & hot tub - near beaches & golf
Honua Kai - Hokulani 110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome home to this nicely updated, bright, and spacious condo located in the heart of Ka'anapali. Enjoy your...
Relaxing 4th floor 3br/3ba villa with Pool View - Ocean Tower Beach Villa
*New furnitures as of April 2025, new sofa sleeper, coffee table, TV's, dressers, mattresses etcAmazing 1,699 sq. ft. 3 bedroom, 3 bath villa located in the beautiful Ko Olina resort on the quiet west side of Oahu.The lap pool is perfect for an early morning workout or...
Renovated Ocean View Suite, Near Beach + Free Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
End unit 20 steps to ocean, Eastside, walking/biking trail, family friendly
Queen bed in private bedroom, two twin beds in semi-private area. Washer and Dryer available. Walk in shower, Full kitchen setup includes, dishwasher, regular coffee pot, blender, ample pantry, electric stove, Microwave, Refrigerator/freezer/ice maker, toaster, wine...
KU 321 OceanFront w Spectacular Ocean Views AC
Kuleana 321 Enjoy Spectacular Views As You Relax on the Lanai of this Lovely Condo Kuleana condo resort is right on the beach on Maui's pristine West Coast. With gorgeous panoramic views of the Pacific Ocean and the lovely offshore islands of Molokai and Lanai. Kuleana...
Corner Unit! Best View, C106 is waiting for you!
A LITTLE ABOUT THIS CONDO...Lokelani C106 offers the sound of the waves is very soothing and this location is ideal. The water is right outside your double lanai doors. The nearly private beach is just steps away for snorkeling and swimming with the turtles and fish....
Maui Resort Rentals: Ka'anapali Ali'i 432 - Deluxe Oceanview Interior Courtyard
The Kaanapali Alii is West Maui's premier destination for your family vacation. The resort offers a top shelf experience across the board, from its perfect location amidst famed Kaanapali Beach and Whalers Village to the impeccably maintained grounds into the most...
OCEANFRONT Luxury Condo *180° SWEEPING Ocean Views
At 806 sq. ft. this newly remodeled two bedroom two bathroom unit provides everything you need for your time here on Maui. With hand carved mahogany furnishings, high end furniture throughout and beautiful ocean views, we guarantee you will fall in love with this space....
2BPF-4 Aston Waikiki Beach Tower: Ocean Front Premium 2 Br with Kitchen
Waikiki Beach Tower: Premium Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively,...
Private Banana Tree Cottage with Ocean Views
Aloha and welcome to our private banana tree house. Experience a peaceful, unique cottage with spectacular ocean & lush tropical valley views. The cottage floats above and overlooks an operating organic banana orchard. Gated in a 20 acre estate, with majestic royal...
Nohonani - a 1br/2ba home with mountain views in Wainiha
TVNCU-1037 - TA# 063-173-0176-01 - "House that is Sitting Pretty"Remarkably panoramic views fill the generous windows and screened-in lanai of this serene one-of-a-kind home. Nohonani is a favorite of Honeymooners. Experience sweeping vistas of beautiful Wainiha Valley,...
One of The Best Ocean Views at the Ali'i Cove complex!
Located on Ali'i Drive, directly across from popular local surf spot Honl Beach, Ali'i Cove's gated community, is a beautiful and convenient place to enjoy Big Island living. Offering many amenities and wonderfully landscaped with tropical island plants and flowers,...
Pool, BBQ, Kid Friendly at Beautiful Papakea J102 - Quam Properties
Papakea J102 is a charming two-bedroom, two-bathroom condo located in the ocean-view "J" building, surrounded by lush tropical gardens and tranquil koi ponds. This tastefully decorated unit features Hawaiian fusion décor and offers stunning views of the ocean and...
Poipu Oceanfront Penthouse AC, high WIFI, Well Stocked Kitchen, Beach Chairs
Welcome to your private sanctuary on the top floor of a premier oceanfront location in Poipu, Kauai. Just forty feet from the shoreline, this two‑bedroom, two‑bath condo offers 180° unobstructed views of three renowned surf breaks—“PKs,” “Centers,” and “Acid Drops.”...
Stunning Ocean & Fireworks View Condo at Ilikai w/ Full Kitchen & Free WiFi
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE — July 9, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony...
Poipu Ohana Vista - Spacious Home Near Beaches, Community Pool Access
Summary:Spacious and flexible Poipu home ideal for families and multi-generational groups. Walk to Poipu Beach and Shipwreck Beach, with access to the Poipu Kai pool, hot tub, and tennis courts. Multiple living spaces include a main home plus separate studio and...
Best of all Worlds: Beach Block; Ocean, Park, & City at hand; Kitchen; WIFI
Legally permitted rental - 134 Kapahulu Ave #919Beautifully decorated extra-large studio with separate kitchen. Queen-size bed, and a sitting area with a futon sofa. On the top floor, with Diamond Head and Palolo Valley views through floor-to-ceiling sound-proofing...
Studio with stunning ocean views at Royal Kahana
Welcome to Royal Kahana 505. This well appointed studio condo features central air conditioning, California King bed, & dining areas both inside & on the lanai. Lay in bed and admire the ocean, whales, sailboats, & the island of Molokai. You'll truly feel the essence of...
Couples Getaway! Beach, Pool, Tennis, AC. Video Tour!
**Escape to Your Peaceful Maui Retreat**Welcome to your island hideaway! Nestled in a quiet, tropical corner of South Kihei, our ground-floor condo offers the perfect blend of comfort, convenience, and tranquility. With lush garden views and easy access—no stairs...
BEACHFRONT RESORT restaurants on site, Ocean & Pool Views!
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Beautiful third floor unit with amazing views of the ocean and pools. Comfortable King bed.The Outrigger Kauai Beach Resort and Spa is a beautiful Hawaiian resort located on 25...
Aston Kaanapali Shores #533: 1 Br Garden View at Ocean Front Resort
For the best use of indoor and outdoor living, this 5th-floor North Kaanapali vacation condominium opens to a large lanai with tropical garden views-perfect to enjoy your morning coffee or afternoon cocktail. This one-bedroom, one-bath features a comfortable living room...
OCEANVIEW Studio Condo on world famous Kaanapali Beach! - Whalers 518
Immerse yourself in the luxury and beauty of KÄÊ»anapali Beach from this exquisitely remodeled studio at the iconic Whaler Resort, perfectly positioned beside Whalers Village. Located in Tower I on the 5th floor, this professionally designed retreat features a private...
Emmalani Pool House: Luxury 4BR Princeville Home
Welcome to Emmalani Pool House Escape to this exceptional Kauai vacation home on the stunning North Shore in Princeville. Situated on the Golf Greens, this beautifully upgraded residence boasts a 4-bedrooms and 3 Bathroom and breathtaking views of the golf course and...
Quiet, comfortable and across from gorgeous Charley Young beach
Clean, quiet unit on second floor with pretty garden view and shade on the lanai throughout the day so never too hot to sit outside. Perfect for morning coffee, lunch and evening libations! Quiet master bedroom with king size bed, no traffic noise, just birdsong. Large...
Beautifully Furnished 2 BR, 2 BA Recently Remodeled With Stunning Views.
This friendly, easily accessible and cozy non-smoking end unit is located on the ground floor with gorgeous views of the golf course and breathtaking sunsets. This spacious 2 BR, 2 BA condo was recently remodeled with new furniture and appliances! It accommodates...
First floor condo nestled between Prince Kuhio Park and tropical gardens.
Large, one-bedroom, first floor condo nestled between Prince Kuhio Park and tropical gardens. The living room has great views of the gardens and pool. You can see the ocean from your lanai and, at night, let the sound of the surf lull you to sleep. The kitchen is fully...
Ocean View ~ Pool, Jacuzzi ~ Fitness Center
Spectacular Ocean Views with the Comforts of Home ~ Pack Your Bags..! This is the Ideal Vacation Rental for a Party of Two. Special Occasions will be Most Enjoyed right here... $15.71 Per Day Parking Charged by the Resort upon check-in. Located on the Ocean Bluff. This...
Nihilani Family Condo 24C, New Modern Decor, Spacious and Beautiful!
Three bedrooms with 1 King bed, 1 Queen bed and 2 twin beds, and queen sleeper sofa, 3 full bathrooms, 2 lanai spaces, washer and dryer in unit, 2 car garage, spacious living, garden views, fun resort amenities.This spacious 3 bedroom, 3 bath townhome is a perfect place...
New Listing! Partial ocean views from Kihei condo
Island Surf 303 is a charming 1-bedroom, 1-bathroom condo located on the third floor offering a private balcony to relax and unwind. It comfortably accommodates up to 4 guests. The master bedroom features a queen-sized bed and plenty of closet space, allowing you to...
Lovely Family & Friends Hawaii Getaway | Two Spacious Rooms w/ Outdoor Pool
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 540 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.✦ Rooms are not adjoining and possibly not...
🏖️Walking Distance to Town | AC | WIFI | vrKCV
vrKCV - Kona Pacific C319, Professionally Managed by Kona Coast VacationsWelcome to Kona Pacific C319 – Your Tranquil Oasis in Downtown Kailua Kona!Nestled on the southern edge of downtown Kailua Kona, Kona Pacific offers you the perfect balance of convenience and...
1A Newly renovated w/porcelain tile floors, custom cabinets, granite countertops
Unit 1A is located on beautiful Keawakapu Beach in gorgeous Wailea. This recently major renovated lower village, ground floor unit has two lanais; one off of the living room with a partial ocean view and one off the bedroom that is tropically landscaped. It is located...
Newly Renovated Maui paradise condo steps away from the beaches of South Kihei
Condo, 1 Bedroom, 1 Bath, (Sleeps 4)Enjoy this newly renovated (November 2023) quiet unit in Maui Vista, across the street from the fabulous beaches of South Kihei. Unit features high-grade appliances in the well appointed cooks kitchen and stunning hardwood custom...
3br w/so many extras! AC, fitness center, hot tub,, garage, more!
Plantation at Princeville 1322: This elegant air-conditioned Kauai vacation rental at The Plantation at Princeville is close to everything! You'll be just a few minutes drive from great beaches like Anini, Hideaways, and Hanalei. It's one mile to the Princeville...
Hanalei Bay, Mountain & Waterfall Views
Villas of Kamalii is a quality-constructed, premier gated community in Princeville. Villa #47 has incredible waterfall and mountain views that will simply amaze you. The Mokihana floor plan is an 1825sf split-level layout featuring a vaulted entry with an art nook, two...
Beautiful Kihei Kai Nani 162, 1BR Condo by Kamaole Beach 2, Cal King, Wi-Fi, W/D
Beautiful and clean 1-bedroom vacation condo in South Kihei Maui. Kihei Kai Nani complex is directly across the street from Kamaole Beach 2. Walk to restaurants, shopping and fun beach activities. Sleeps 2-4; Cal King bed and Queen sofa bed plus comfy recliner chair....