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.
Royal Kuhio 1604 - Spacious Studio w/ Mountain City Views in Heart of Waikiki
Heart of Waikiki - Royal Kuhio (16th Floor)Address: 2240 Kuhio Ave., #1604, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
1BPO3 Aston at the Waikiki Banyan: 1 Br w/Kitchen & Partial Ocean Views
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan, Partial Ocean View...
Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Swim, Surf, and More
Sugar Beach Resort PH36Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Beachfront hideaway with breathtaking views & modern updates - steps to sand
Sea Turtle Cottage - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to the islands at this charming 1BR hideaway! Enjoy a stunning beachfront locale with...
Bright and Spacious Corner Studio Unit with Wrap Around Lanai
Hawaii Tax ID: TA-159-912-1408-01 TMK: 390011070092Enjoy the tropical breeze through the additional windows in this beautiful second floor corner studio unit. Wake up and enjoy a cup of coffee on your private lanai before walking just across the street to the beach. The...
Just Remodeled Ocean View Waikiki Banyan Penthouse! Free Parking!
Waikiki Banyan Tower 1 Suite 3710Just Remodeled (January 2025) High Level Ocean View Condo, Free parking & Wi-FiThe pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck...
Coconut Planation Hale unit K8
You've just found Kapaa's best kept secret! Shhh...let's keep it between us. Like finding a pearl in the sea, this hidden gem's modest rates do not reflect its luxuries. All totally new, floor to ceiling, upscale redo. Tucked into the center of the island, it makes for...
Turtle Bay Hula House - Kuilima Estates West
Ground Floor. Older unit. A/C in the bedroom. Great rate. On the first fairway of the Fazio Golf Course, steps away from Turtle bay Clubhouse, restaurant and bar and a short walk to the beach and hotel. WiFi. Recently replaced comfortable Queen bed. Kitchen and laundry...
500 Feet to the Ocean!
The Home was built in 1935 ( Hawaiian Style) with about 3,000 square feet. That is 4 bedroom 4 bathroom (en-suite) All the furniture and beds are all custom made for the period. The Master bedroom is almost 600 square feet plus a private Lani and living room with a...
2-story condo with loft, balcony, ocean views, outdoor pool, hot tub & AC
Hanalei Bay Resort 7301 twoOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 73012 offers gorgeous views of the Pacific Ocean and Mt. Makana (Bali Hai)! This is an...
Hotel Molokai 201
Vacasa at Hotel Molokai 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make yourself at home and create everlasting memories at this cute studio with a king bed and two twins....
Ground-Level Beauty on a Verdant Oceanfront Property - Wailea Elua 1601
Wailea Elua #1601 – Oceanfront Luxury with Upgraded Interior & Ground Floor AccessStep into effortless island living at Wailea Elua #1601, a beautifully upgraded 1-bedroom, 2-bathroom oceanfront condo designed for relaxation, comfort, and style. With a convenient...
Oceanfront & Full Ocean View Gem - 2br in Kihei
Welcome to Kamaole Nalu 402. Located on the fourth floor and accessible by elevator, this inviting beachfront condo features two comfortable bedrooms and two bathrooms, ideal for up to five guests. Conveniently walk to either Kamaole II or Kamaole I beaches to enjoy a...
Maui Banyan Q-109 Unit A | Amazing Location!
Discover the best location in Maui Banyan with unit Q109A, a rare studio unit that can comfortably sleep four guests and features a full-sized refrigerator. Situated in the serene back section of the complex, this unit offers a tranquil retreat away from street noise...
Two-level condo with ocean/Bali Hai views, 2 lanais, AC, pools & tennis courts
Hanalei Bay Resort 7302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An incredible setting awaits at Hanalei Bay Resort 7302, where you'll have two private lanais and gorgeous...
Tropical Style! Fairway View Lanai, Washer/Dryer, WiFi, Kitchen Ease, TV Kanaloa 402
This fantastic one-bedroom one-bathroom suite offers the best of Big Island living! Enjoy a large private bedroom, completely furnished with a dresser and mirror, King bed, and two side tables. The bedroom leads out to the covered, furnished lanai, which has excellent...
Kauai, HI: 2BDRM with Free WIFI, Pool Near Beaches, State Parks, Shopping & More
Generously oversized to provide every comfort, the Two-Bedroom Suites range in size from 1,503 to 2,030 square feet and accommodate up to 6 adults. Enjoy a king size bed in the master bedroom, second bedroom with 1 queen, 2 double or 2 twin beds, plus a queen-size...
Convenient oceanfront condo with high-speed WiFi & outdoor pool
Mahina Surf 216Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Paradise of the Pacific awaits at this oceanfront condo! Equipped with all the comforts of a home away from home...
Hale Kamaole Condo w/ Shared Pool, Shared Grill, Private Washer/Dryer
Hale Kamaole 139Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Spacious Condo Across the Street from Maui's Best Beaches G304
Hawaii Tax ID: TA-075-907-0720-01TMK: 390040050052This unit provides 2 bedrooms and 2 bathrooms and will sleep up to 6 persons! Located in South Kihei within walking distance of dining, shopping, beaches and parks, you're sure to find lots to do! This is a great unit...
1 Bedroom Beachfront Condo - Paki Maui 118
With its lanai merging into lush courtyard landscaping, this one-bedroom suite features full kitchen convenience for prepping meals and snacks. Tropical furnishings play out with a sofabed, dining table for four and bedroom with floral accents. Free WiFi, ceiling fans...
Deluxe 2BR Condo in Waikiki!
Deluxe 2BR Condo in Waikiki!Convenient and clean 2BR unit with 3 full beds and 1 twin size trundle on the 16th floor in Luxury Allure Waikiki!Building amenities include pool, hot tub, and BBQ area. Friendly staff and solid management!Free internet and parking!Minimum...
Hale Kamaole Condo w/ Shared Pool, A/C-Snorkel, Surf, Swim
Hale Kamaole 225Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Designer Oceanview Retreat: Steps to Kamaole Beach
Summary:Discover your perfect tropical escape at the Designer Oceanview Retreat, where style meets serenity. Just steps from Kamaole Beach I, this stunning condo offers a modern haven with breathtaking ocean views. Feel the soothing island breeze on your face as you...
Best Location! First Floor Family Friendly 2B/2B, Steps from the Beach & Shops
Welcome to your perfect Maui Beach vacation home base at this super convenient, family-friendly, ground floor, 2bed/2bath Kihei condo in an unbeatable location steps from Maui's best beaches, shops, and eateries for creating lifelong memories!- Fully equipped kitchen-...
Deluxe Ocean View Studio - Waikīkī Grand #508
Paradise found! This Deluxe Ocean View Studio w/Kitchenette has the modern décor with the personal touches that make this space feel like home. Map out the day on your private lanai with beautiful ocean and park views. There is seating for two people on the lanai or in...
Comfortable condo with private lanai in sunny South Kihei
Hale Kamaole #320Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled on the sunny shore of South Kihei, Hale Kamaole is surrounded by lush landscaping, creating a serene tropical...
Maui Resort Rentals: Whaler 223 – 2BR Corner Suite w/ Partial Ocean & West Maui Mountain Views!
Enjoy all that Maui has to offer in this 2nd-floor two-bedroom partial ocean view suite at The Whaler in the heart of Kaanapali Beach.Whaler 223 is an expansive 2br/2ba corner suite with views of the Pacific Ocean, Maui's neighboring island Lanai, and the lush West Maui...
KPL 10 Panoramic Ocean and Golf Course Views 2BD Walking Distance to the Beach
Kaanapali Plantation 10 NEW LISTING Take in Beautiful Panoramic Ocean and Golf Course Views from this 2Bedroom 2 Bathroom Condo in Kaanapali West Maui! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*:...
Travel Destination! Outdoor Pool, Sundeck, Minutes to Magic Island & Shangri La
Family-friendly property with a pool, only 2 blocks from the beachThis listing is for a room within a hotel.✦ Your room is 480 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, TV, ensuring cleanliness and comfort throughout your stay.✦...
Tropical studio in the center of Kihei Town
Welcome to Maui Banyan P202A, a cozy studio condo in Kihei designed for couples, honeymooners, and anyone seeking a romantic yet affordable Maui vacation rental. Just across the street from Kamaole II Beach, one of the most beautiful beaches on the island, this intimate...
Maui Kamaole F208: Two bedroom loft condo on the second floor, sleeps 6. Wal
Hawaiian atmosphere: With a décor lovingly curated by the owners over 30+ years of visiting Maui and inspired by the island’s natural beauty, every piece was chosen to bring a touch of Hawaiian spirit indoors, creating a warm, welcoming space that reflects the aloha...
Ocean View Condo with shared pool, beach access, grill areas, & more!
Ke Nani Kai 204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to the serene paradise of Kaunakakai, HI, where this charming condo awaits to provide you with a relaxing and...
Alamona Hotel four start 2bed
The spaceAbout the Room:Thoughtfully renovated in Sep. 2025 with style and comfort in mind, this condo-tel features two double beds that meet hotel-quality standards, enhanced with cozy touches and extra amenities for an exceptional stay.With these added amenities, I...
Waikiki's Ocean View Condo, Near Beach w/ 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...
Pure PRIVACY in Heart of it ALL Close to Beach & Pool
This adorable condo boasts pure privacy on your own lanai in the lush gardens of Kihei Akahi! Sip on your coffee or enjoy your favorite glass of wine with pure peace and serenity. This complex comes equipped with two pools (one of which is very close to the condo), BBQ...
Wailea Ekahi Village 18C - 1 Bedroom Garden View Condo
E Komo Mai. Welcome to Wailea Ekahi Village 18C, a delightful one-bedroom vacation rental located in the stunning Wailea area of Maui! This cozy retreat offers a serene garden view, making it an ideal choice for those seeking a peaceful and relaxing getaway. Upon...
Maui Parkshore 401: Top Floor 2 bedroom corner unit with Ocean Views
Enjoy ocean views and views of South Maui from this top-floor condo. This unit features two bedrooms and two full bathrooms. The master bedroom has a king bed and a full bathroom ensuite. The second bedroom has a (2) Twin beds. The living room has a pull-out sofa bed...
Ilikai Hotel One-Bedroom Suite in a Great Location In Waikiki! No Resort Fees!
Look no further, you've found PARADISE! This condo is located on the 6th floor of the Ilikai Hotel. Wake up & spend your mornings on your private lanai, enjoying watching the sun rise on the east. Come home after a long day of exploring the islands and relax on your...
Upscale Coastal Getaway with Panoramic Ocean Views – Wailea Elua #1702
Wailea Elua #1702 – Oceanfront Elegance with Upgraded Interior and Panoramic ViewsEnjoy luxurious oceanfront living at Wailea Elua #1702, a spacious second-floor, 2-bedroom, 2-bathroom condo featuring stunning views and a beautifully remodeled interior. With a prime...
Beachfront Family Dream Vacation in Tranquil Home Along the Waianae Coast
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.***This property is new to our inventory. Reviews are coming soon. Please rest assured this home is...
Oceanfront 3rd-floor condo with heated pool, BBQ, gorgeous ocean views, balcony
Island Sands #306Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Picture yourself in paradise at this premier oceanfront condo on the third floor of the Island Sands resort! This...
Radiant Hawaiian Monarch Studio | Pool + Gym
Spacious Hawaiian Monarch studio with Ala Wai views located at the beginning of Waikiki. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is a secured...
Home with ocean views, studio, large lanai, koi pond, washer/dryer
Seabreeze Hawaii Kai - 30-Night MinimumOur 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 everyday life to this slice of paradise! You are sure to...
Luana Waikiki Oceanview High Floor Condo
Luana Waikiki is one of the most popular, best-located, authentically Hawaiian hotels in the heart of Waikiki Beach. Enjoy your gorgeous unobstructed oceanview (the beach is only a 5-8 minute walk). You are on Kalakaua Avenue - the heart of Waikiki - with all of the...
Royal Kuhio 1812 Corner Unit w/ Ocean City Views + Parking Included!
Royal Kuhio - Located in Heart of Waikiki This unit includes 1 Parking stall. 1 Bedroom / 1 Bathroom 18th floorFloor: 18th floor Beds: 2 Full size beds + 1 queen size sofa bed(AC in the living room, Fan in the bedroom)WIFI + TELEPHONE: Wifi and local calls are...
Drect Ocean Front | Small 6-Unit Complex | vrKCV
Welcome to Hale Pohaku #5 – Your Oceanfront Escape Awaits!Perched on the edge of paradise, Hale Pohaku #5 is where mid-century modern design meets the breathtaking beauty of the Pacific. Designed by the legendary Vladimir Ossipoff—renowned for his mastery of modern...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, Partial Ocean AND West Maui Mountain Views
This tandem 7th floor package combines a two-bedroom/one-bath with an adjacent one-bedroom/one-bath to create a fantastic option for groups or families seeking exceptional luxury value. Each suite delivers partial ocean views in addition to delightful views of the...
Iconic Ilikai Hotel condo on the 18th floor steps away from the beach!
Iconic Ilikai Hotel condo – 18th Floor unit – Enjoy well-appointed comfort and convenience with walking distance proximity to beaches, shopping, golf courses, restaurants, and much more!Condo Features:• King-size bed• Sunrise city views• Full kitchenBuilding Amenities:•...
Oceanfront Bliss at Royal Mauian #405–Stunning Views, Prime South Kihei Location
Royal Mauian #405 – Oceanfront Comfort with Stunning Coastline ViewsRoyal Mauian #405 is a two-bedroom, two-bathroom condo designed for guests who want to experience the very best of oceanfront living in South Kihei. With panoramic views of the Pacific Ocean and Maui’s...