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.
Our Kona Getaway at Kahalu'u Beach
We are a ground floor, 2 bed, 2 bath condo, with ocean and bay views, in the three story Kahalu'u Reef building, and part of the Kona Seaspray property. Our unit is a perfect place to base your stay in the Kona area, with easy access to one of the best snorkeling and...
Stunning Private North Shore Oceanfront Retreat!
Prime oceanfront location in the illustrious Pali Ke Kua condominiums. This modern condo features cascading views of Hanalei Bay and beyond! Situated in the Princeville community, this retreat is located near all the north shore has to offer. Enjoy the pool, take a...
Cottage-Very Close to Beach-Quiet A/C-Full Kitchen with Range/Oven-Deck-Laundry
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. This is the adorable beach bungalow you've been looking for. Located on the southern border of Laie on the northeast shore of Oahu,...
Updated 2BR Paradise: A/C, Modern Luxury & Resort Amenities at Regency Poipu Kai
Escape to paradise in this newly updated, air conditioned, 2-bedroom vacation haven nestled within the prestigious Regency at Poipu Kai. This tropical retreat promises a perfect blend of modern luxury and Hawaiian charm, providing an unforgettable backdrop for your...
KAK A207 Renovated Kihei Condo Near Beach w AC Pool
FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca Farm Tour, Pineapple Farm Tour, and Tea Farm Tour. (S1)*One ticket per...
Regency at Poipu Kai 423 By Parrish Kauai - Walk to the Beach
Featuring some of the largest and finest Kauai condos on island. Each Regency unit is spacious and offers deluxe interiors as well as all the needed modern comforts.PARRISH PROFESSIONAL CLEAN – Built Upon the Vacation Rental Management Association (VRMA) “Safe...
Honl's Beach Hale: Airy Oceanfront Home w/ Beautiful Views & Relaxing Yard
Honl's Beach Hale is a newly remodeled oceanfront retreat set along the Kona Coast on the iconic Ali‘i Drive, just steps from Honl’s Beach at Wai‘aha Bay. This 3-bedroom, 2-bath home blends traditional Hawaiian charm with modern comforts, offering front-row seats...
Alii Villas#127 DIRECT OCEANFRONT, GROUND FLOOR, 2 BEDROOMS, 2 BATHROOMS
Alii Villas#127: Exceptional, Direct Oceanfront Living at Popular Alii Villas Condominium Complex! Experience ultimate island living in this completely updated oceanfront two-bedroom condo. Conveniently located on the first floor, unit 127 features a large...
Delightful cozy condo with rattan accents
***Construction Noise Notice Below***Napili Point B34 is a 1 bedroom, 1 bathroom condo featuring amenities such as oceanfront views, a washer/dryer, and air-conditioning. Located on the ground floor, this condo can accommodate up to 4 guests with a King bed in the...
Modern Waikiki Studio, 2 Beds, AC, WiFi, Pool & Fitness room
Escape to this fabulous studio in Waikiki, Honolulu. This welcoming retreat offers a peaceful atmosphere for up to 4 guests to unwind. With a cozy living area with 2 beds (1 Queen & 1 Full), a relaxing bathtub, and convenient amenities like WiFi and AC, this studio is...
Hibiscus Hale in the Heart of Downtown Kona
1 Bedroom, 1 Bath, kitchen, bottom level town house. We have a BBQ area and a laundry room for you as well. This is a vacation you will never forget! The house is located just minutes walking distance to all restaurants, sports bars, shops and beautiful beaches in the...
Kanaloa Kona on a gorgeous ocean beach!
Kanaloa at Kona is considered by many to be the nicest resort on the Kona Coast. It sits on an ancient Lava flow that juts out into the Ocean about 1/2 mile, thereby separating the resort from the noise and traffic of Alii Drive, with entrance through a quiet...
🌴Kalanikai #110, 1st floor with Garden View🌴
Your vacation headquarters lie right in the heart of Kailua-Kona less than 1000 feetfrom the ocean and the famed Alii Drive. Your recently remodeled condo is beautifully appointed with tropical furnishings andmodern updates, including brand new kitchen cabinets and...
Aston Whaler at Kaanapali 1112: Amazing 11th Floor 1 Br Ocean View Condo
Look no further for your piece of paradise. This beautiful condo has everything you need and more for a relaxing time on Maui. From the remodeled kitchen to the thoughtful furnishings and interior design, you are sure to enjoy every moment of your Hawaiian vacation. The...
Kanai A Nalu 220 - Direct Oceanfront - Discount Specials!
The true spirit of “aloha” awaits you at this highly desirable upgraded two bedroom/two bath spacious Kana'i A Nalu beachfront condominium in Maalaea. Upon first entering, you will be greeted by breathtaking views of the pristine blue Pacific. Spend the day relaxing...
Two Bedroom Paia Beach House Less in the middle of all the North Shore beaches
This is an adorable TWO bedroom house with high vaulted ceilings and shiny wood floors. The house is a half block off Hana Highway, 0.9 miles from Paia town, and within a mile of all the North Shore Beaches.There is a queen size bed in the first bedroom and a full size...
Fantastic Sunset and Ocean View/ Special Rates!
Kepuhi Beach Resort is located next to Papohaku Beach (three miles of white sand beaches). Address is 1131 Kaluakoi Rd. Unit 2174, Maunaloa, HI 96770Snorkeling is within footsteps of your door, Beach equipment included: Boogie Boards, Bamboo 'backpack style' beach...
Maui Eldorado Beachfront Resort - Apt I-101 - Two Bedroom Vacation Rental Condo
Aloha -- Welcome to our condo apartment.It is a 1200 sq ft ground floor corner unit located in the Maui Eldorado Beach Resort, beside the 4th fairway of the Royal Kaanapali Golf Course. The condo has two queen size beds - each in a separate sleeping room with direct,...
King Bed - Private Lanai, Pacific Ocean view Studio w/ Full Kitchen
Legal Vacation Rental2947 Kalakaua Ave 1105⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.Diamond Head Beach Hotel & Residences - ✔KING Bed ✔Amazing Views✔Full Kitchen ✔Private Lanai✔11th Floor...
Unobstructed ocean views and a 70" flat screen TV
Direct oceanfront condo! Lauloa 102 is a 2-bedroom, 2-bathroom ground-floor condo with a large lanai is well-appointed and offers all the comforts of home. Unit 102 can accommodate up to 4 guests. Enjoy in-house meals using the well-equipped kitchen. This home stays...
Stunning Tri-level Villa - Outdoor Lava Rock Shower w/ Lanai - 25% OFF Jul-Sept
Unique Ocean and Mountain View Tri-Level Home in Princeville. Immaculately Maintained from Floor to Ceiling. Large Outdoor Lava Rock Private Shower. Large Ipe Wood Front Lanai for Sunbathing / Relaxing and Lounging. Short Walk to Princeville and Bali Hai Hotels. Located...
Airy Kailua-Kona Condo < 1 Mi to Beach + Town
Feel the warmth of the Hawaiian sun each day when you stay at this inviting 1-bedroom, 1-bathroom condo in Kailua-Kona. The vacation rental is ideally located for your coastal getaway with your loved ones, with Honl's Beach, Hale Halawai Park, and an abundance of local...
Popular Ground Floor Unit at OCEANFRONT RESORT in Kihei! Great rates.n
This garden-view ground-level condo is the perfect spot to enjoy some aloha at this beachfront complex. There are no roads to cross, just walk out of this well-appointed ground-level unit and you're just steps to the ocean. During whale season, January through April,...
OCEANFRONT RESORT- Great Views - Kihei Sands Beachfront Condos- B6
This condo is priced for 4 persons - we'll add $42/pp/night for each additional guest over 4, up to 6 guests total. A child under the age of two at the time of arrival will count towards the total number of guests allowed, however the extra fee will not be charged for...
Konea 1026: Spacious 2 Bedroom Condo with Ocean & Mountain Views at Honua Kai
SUMMER FLASH SALE - BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL JUNE 29TH 2025Welcome to Konea 1026, a luxurious two-bedroom, two-bathroom top-floor condo at Honua Kai Resort & Spa. This spacious 1,285 square foot unit boasts a...
Maui Special!! 2BDRM/2BA Ocean View and Convenient Location
Our Ocean view condo is spacious with 2 Bedrooms, 2 Baths, and airy living room. The sliding glass doors slide into the lanai creating a seamless transition between indoor and outdoor living overlooking the ocean and the spectacular sunset view. Only steps from the...
Beautiful, Simple & Relaxing... South Maui Studio Condo KR 309 with Views
** Summer 2025 - Special rates - 20% Discount Now through 9/30/25 - Book Now! **Experience the breathtaking beauty of Kealia Resort Unit 309, where unforgettable views and ultimate relaxation await. Step into the charming studio and be greeted by floor-to-ceiling...
Hawaii Life Rental Presents Aloha 'Ohana
Welcome to one of Poipu Beach’s finest vacation destination areas! Located in a spacious corner lot within the magical and tranquil Kiahuna Golf Village, here you will find yourself immersed in the lush, natural beauty of Kauai while enjoying your luxurious home-away...
Garden & mountain view condo w/private W/D, outdoor pool, and hot tub
Pali Ke Kua 13Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the garden view retreat of Pali Ke Kua 13. Nestled in the green gardens of Kauai's beautiful North Shore,...
KK 211 Updated OceanFront with Breathtaking Views All Year
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Sunset views await in this 2-bed, 2-bath condo! Golf course vistas + room for 6!
Make memories at Keauhou Punahele Unit C104: two-bedroom, two-bathroom home, and a newly remodeled kitchen. A smart television in both bedrooms, and a fully stocked kitchen. Relax on your lanai and enjoy the BBQ.This two-bedroom, two-bathroom home has all one needs on a...
Amazing ocean and sunset views
This beautiful guest house is located on Maili Point, one of Oahu's most scenic sites. Maili Point is located on the dry and sunny west side of Oahu giving days of perfect weather, full of sunshine and trade winds. The property's secluded location provides a relaxing...
Lovely Condo w/ Garden Views, AC & Shared Oceanfront Pool: Casa De Emdeko 222
Casa De Emdeko 222 is a charming oceanfront retreat on the Big Island, offering a blend of comfort, convenience, and authentic island ambiance. Located just two miles from historic Kailua-Kona Village and set within a lushly landscaped complex, this second-floor condo...
Hale Kamaole 313 Third floor condo, partial view of the ocean!
This two bedroom condo has a good Ocean and Garden View. Master bedroom has a King bed. Down stairs bedroom has two twin extra long beds. Pull out sofa bed in living room. Spacious kitchen cabinets. Carpet in bedrooms and tile floor. New A/Cs and ceiling fans. This...
New Listing! Breathtaking views,Unforgettable Stay
Welcome to Nohonani 401 – Your Oceanfront Escape in Paradise! Step into serenity at Nohonani 401, a beautifully appointed 2-bedroom, 2-bath condo on the 4th floor, showcasing stunning oceanfront views that stretch endlessly across the Pacific. This peaceful retreat...
Peaceful & Elegant Treetop Hideaway in Volcano Village
Set on a quiet street in historic Volcano Village, Hiʻiaka Guesthouse is a private, romantic pied-à-terre on the second floor of a beautiful 2-story custom home. Surrounded by old-growth ʻōhiʻa forest, and overlooking a lush and peaceful garden, the guesthouse...
Beautiful Mountain View in Waikiki Sunset + 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...
Ocean Front Newly Renovated Unit 415 with stunning views! - 1 Bedroom/1Bath
** Newly Renovated! Special rates Summer 2025 Rates! - Book your stay at Kuleana Unit 415 TODAY!! Unit 415 at Kuleana has recently undergone a comprehensive renovation, resulting in an ideal option for your upcoming vacation. This modern one-bedroom, one-bathroom...
*Ocean and Mountain Views!* | Lush Hawaiian Oasis
Summary:🌴 Wake up in paradise at Hanalei Bay Resort! Nestled on 20 lush acres in Princeville, this luxury condo offers ocean & mountain views, private beach access, pools, tennis courts, yoga, spa, BBQs & more 🌊⛳ Golf lovers enjoy exclusive discounts too! Your...
The HALE, perfect Family Base Camp, centrally located, short walk to the beach
This property is located on a quiet street across from the Morman Temple. The property consists of a Front Cottage, The Hale (where this unit is located) and a parking lot for the Hale Renter and the Owners (who live 0n site). We are close to town (5-7min walk) the...
Amazing Oceanfront Penthouse 🌊 with Stunning Views From The Lanai! 🏝️ Kona Bali Kai 419
Absolute oceanfront top floor condo with a big lanai (balcony) boasting an even bigger view. Located on the top floor of a four-story building, this oceanfront condo boasts first class views as well as excellent proximity to Kona Town and all activities. Whales, surfers...
KPL 8 Remodeled 2BD Home Ocean Views Near Beach
FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
OCEANFRONTopFloor@5k mo w APRIL start&6monthSave 1k more!HEATED POOL, hottub&gym
OCEANFRONT COMPLEX Maui Sunset TOP FLOOR 5 OCEANVIEW &2 Bathrooms Start4/19@this top floor condoOPEN April for full month booking preferred, buy 3 months &next months half off! Vrbo won’t allow same-day bookings but I have a keyless entry pad SAME DAY BOOKING OK!- so...
Beachfront Estate North Shore Oahu – Surf & Sunsets Await!
A Rare Opportunity To Stay in Hawaiian ParadiseNestled on the world-famous North Shore of Oahu, this stunning beachfront estate offers an unparalleled blend of luxury, comfort, and adventure. Whether you're looking to come to paradise with a group of friends or enjoy a...
Gorgeous Waikiki Ocean View! Full Kitchen, Free Parking, Close to Beach!
Waikiki Sunset #3704 – 229 Paoakalani Ave.Fabulous views of the Pacific Ocean, Diamond Head and Kapiolani Park from this 37th floor, one-bedroom condo (564 sqft plus 67-sqft lanai with table and chairs) with central AC. 4-person max.Just a 10-minute walk to the best...
Beautiful Fairways Condo near Disney’s Aulani, Four Seasons, Lagoons and Golf
Newly renovated and ready for you to enjoy your fabulous vacation in Hawaii. Stay far away from the crowds of Waikiki. Easy drive from the airport and less traffic than the drive to Honolulu. Enjoy the same beach lagoons as the guests at the resorts at Ko Olina but in a...
Oceanview Oceanfront 2BR/2BA
Fabulous West Maui oceanfront location. Polynesian Shores is a low rise, low density oceanfront community on 2 lush acres with a total of only 52 units. Conveniently located near world class golf courses, beaches, and restaurants, 5 min. to Kanaapali and 10 min. to...
KAMAOLE SANDS BLDG 4 - PARTIAL OCEAN VIEW, OCEAN/POOL CLOSE, LARGE LANAI
Aloha, and a warm welcome to our spacious (818 sq ft) condo located in the Kamaole Sands Resort located in South Kihei directly across the street from the famous Kamaole Beach Park III. The condo is located in building 4 on the third floor, away from the busy part of...
South Maui Partial ocean views Maui Sunset A112 1 BR, 2BA
Immerse yourself in the South Maui Sunset. This beautiful one bedroom, two bath condo is located on the ground floor with partial ocean views. Maui Sunset is 5 acre Ocean front property, with lush green lawns throughout the property. Relax in the well appointed living...
Charming Studio In Waikiki - Minutes to the Beach!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted from late August to early October. The project is expected to be...