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.
Turtle Bay Resort 166 - Kuilima Estates West
Turtle Bay Resort 166Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'An ideal tropical getaway awaits at this stylishly remodeled 1BR condo, located on the third hole of the Turtle...
Turtle Bay Wicked Wahine - Kuilima Estates West
Perfectly located on the 1st tee of the Fazio Course with the Turtle Bay Club House out your back door and beautiful sunset views. The lovely 2 bedroom with a loft and 2 bathroom unit has tile flooring throughout. Walk-in shower upstairs and tub/shower downstairs....
Kamaole Sands 8-402 | Balcony, Resort Amenities!
Welcome to Kamaole Sands 8-402, a beautiful 2-bedroom, 2-bathroom vacation condo in Kihei, Maui, Hawaii. Located in the sought-after Kamaole Sands Resort, this spacious top-floor retreat offers the perfect blend of comfort, convenience, and island charm—just steps...
Central Waikiki Private Suite sleeps 4 in Popular Hotel
Legally permitted rental - 2425 Kuhio Ave. #403** For your health and safety, we utilize additional Sterilization procedures between reservations.Sleeps 4 Guests in the Center of Waikiki w/Pool & 3 mins walk from Waikiki BeachWith 2 comfy double beds and a fully...
Recently Updated, Diamond Head Studio w/ Gr8 Ocean Views
Legal Vacation Rental - Diamondhead Beach Hotel2947 Kalakaua Ave #1005** For your health and safety, we utilize additional Sterilization procedures between reservations.2 Double Beds, Microwave, Fridge, Coffee, Pacific Ocean and Diamond Head ViewsPeace and tranquility...
Kuhio Village 804A Prime WAIKIKI Private Apartment
Kuhio Village 804A Prime WAIKIKI Private ApartmentWalk into a comfortable and quiet studio with all the essentials that will give you a home like feeling. Enjoy a night's rest in a queen bed with linens provided after a fun day of soaking that Hawaiian Sun and lounging...
3rd Floor Oceanfront Mana Kai Unit
Hawaii Tax ID: TA-081-303-9616-01TMK: 390040230025Relax and enjoy sunrise over Haleakala and sunset over the ocean from your lanai of this third floor condo.Bedding Configuration:Bedroom: 1 King BedLiving Room: 1 Full Sofa SleeperLiving Room: This...
Waikiki Beach 2-Bedroom Vacation Condos....Ideal Central Locale
Welcome to your own 2-bedroom Waikiki Beach vacation Condo Rental..Ideally Located in the heart of Waikik, only 1/2 block to the beach and near the famous International Marketplace. Enjoy the spaciousness of your own Waikiki Condo Rental, 2bedroom/2bath, with full...
#18 Near VNP & Punalu`u Black Sand Beach- Na`alehu, HI
Aloha! Kick your shoes off, take a deep breath of fresh ocean air, close your eyes and listen to the birds singing!This Condo is at the end of the front row of units, with no unit above, affording the best views and privacy. Pool & BBQ are a short walk away across the...
Manualoha 404 Stunning Views Ground By Suite Paradise
Splendidly remodeled and upgraded with new furnishings in 2021, Manualoha 404 in the renowned Poipu Kai Resort offers all the thrills of the perfect tropical retreat. This gorgeous 2 bedroom, 2.5 bath home is surrounded by a flourishing landscape of blooming plumeria...
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex
This wonderful small unique north Kihei condo complex is made up 6 delightful condos, private and peaceful. The Hale Wailana is located across from the 4 mile beautiful white sandy beach "sugar beach". This is pleasant for jogging, beautiful sunsets, and amazing for...
Great Deals at the Kona Reef! Footsteps from Old Kona Town. See our Video Tour.
This is one of the best deals at the Kona Reef: a clean, comfortable and recently-renovated island-style 1BR, with a great view of the big, beautiful Pacific Ocean. It’s an oceanfront view without the oceanfront price. And it it is air conditioned throughout. There...
Oceanfront Studio #102 at Kauhale Makai: Beach, Activities & Comfort Await!
Oceanfront property with beautiful beaches and outdoor activities just yards from your front door. #102 at Kauhale Makai is the perfect spot for a couple visiting Maui. This adorable studio has everything you need for a comfortable stay on one on the most beautiful...
Casa De Emdeko 219 2 Bdrm DIRECT Ocean Front CORNER unit, Wrap around Lanai!
Casa#219 is a DIRECT oceanfront 2 bedroom 2 bath property that sits right on the water. HUGE lanai!This unit has everything you will need to feel like you are royalty: a great big king bed and two twin sized beds. It also has a fully stocked kitchen with a view of the...
ALOHA Authentic Hawaii Condo C-7
Comfy, tropical 'Home away from Home!' Decorated in Hawaiian Style, is bright, cheery. comfy and filled with 'ALOHA!' for a restful, romantic &/or adventurous stay.LOCATION is so important on Kauai. Yes, we're along the scenic & historic, Kauai's east side, The Royal...
Amazing! Beautifully remodeled and upgraded! Palms at Wailea 403
This cool, ground floor condominium is the most spacious 1200 sq ft two-bedroom 'C' plan, with sunken living room, brand new designer furniture, and extensive travertine and granite surfaces. Oceanic Time Warner cable, internet, phone, and Wi-Fi.Both kitchen and living...
Hilo Hibiscus Vacation Home 3 bedrooms
Consider this house your home away from home while you visit Hilo. This fabulous property boasts 3 bedrooms, each with its own unique charm.Start your vacation at this centrally located home, surrounded by shopping centers, restaurants, parks, and beaches! If you are...
Nani Kai Hale 502, Great Oceanfront Location
Oceanfront Paradise in North Kihei | Updated 2BR/2BA with Stunning ViewsWelcome to your perfect Maui getaway at Nani Kai Hale, where contemporary elegance meets oceanfront living. This beautifully updated 2-bedroom, 2-bathroom condo offers breathtaking ocean views and...
Corner ocean-view condo with patio, full kitchen & pool
Mahina Surf 116Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Become part of Mahina Surf's 'Ohana' at this charming corner condo - the perfect spot to unwind in the warm Hawaiian...
Lae Nani 224 Beautiful Ocean Front Condo Overlooking the Pool and Ocean
This beautiful condo home overlooks our heated pool and the ocean. The condo has just had a facelift! New paint, lighting, wood flooring and wall art, too.Our landscaped lawns beckon you to stroll to the beach or gardens. Convenient to parking and the bar-b-ques, this...
Kihei Bay Surf 227 | Beach, Resort Pool, Tennis
Discover paradise at Kihei Bay Surf 227, hailed by guests as "a gem in a tropical garden paradise." Tucked away amidst lush landscaping and just a short stroll from Kalepolepo Beach Park, this second-floor studio condo offers a tranquil retreat like no other.Step onto...
3 BR/3 Bath Presidential Condo on Kauai's Amazing North Shore!
Enjoy a relaxing home away from home after days of adventure on Kauai. All units have washers/dryers, fully-equipped kitchens with everything needed to cook -- utensils, dishes, pots, pans, full-size stove, refrigerator, coffee maker, toaster, blender. An amazing oasis...
Ground-floor condo with ocean view, steps to beach
Kana'i A Nalu 116 is a ground floor, ocean view, pool view, garden view gem. This 2-bedroom, 2-bathroom condo accommodates up to 6 guests; perfect for families or groups, this unit is sure to please! Enjoy stunning views of the Pacific from the moment you enter. The...
The Cottage: Oceanfront Honeymoon Retreat w/Gorgeous Views, By Kahalu'u Beaches
This stunning property is now accepting longer-term stays at reduced rates. Please inquire for details.Experience the exhilarating sounds of the ocean just outside your door at The Cottage, a charming one-bedroom cottage where you'll spend each night taking in the...
Kona Coast Resort 10-104
Kona Coast Resort's unit 10-104 is a spacious, 1,100 square foot one-bedroom, one-bathroom condo that exudes a traditional Hawaiian ambiance. This unit boasts a fully equipped kitchen, a washer/dryer, and a private lanai with an ocean view. The bedroom features an...
Island Surf 312 | Steps to the Beach, Beachfront!
Discover the perfect Maui retreat at Island Surf 312, where stunning ocean views and serene beaches await just steps from your door. Nestled across the street from Kalama Beach and Cove Beach, this two-bedroom, two-bathroom condo offers the ideal getaway for families...
Ocean front condo overlooking Maalaea Bay
Wake up to full view of Hale'Akala beyond Maalaea Bay in this completely updated 1 bed / 1 bath, 3rd floor condo. Enjoy your morning coffee while watching whales (in seasons) feed in the bay and Hawaiian green turtles play in the waves. This is why you have come to...
Top of the World Views from a Stunning Corner Unit!
**Valley Isle 1104**Perched on the 11th floor of the lush, oceanfront Valley Isle Resort, this 1-bedroom, 1-bath condo offers panoramic views of the ocean and the islands of Moloka'i and Lana'i. Enjoy the best sunsets imaginable and prime whale-watching opportunities....
Hale Hui Kai 210 Two bedroom Two bath full Ocean and Beach Views
This private condo is on the second floor of the south side of the building ...about 30 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and...
Kona Makai 1-103 Nearly Oceanfront, Ground Floor, No Stairs, Special Location
Kona Makai#1-103 is one of the best located ground floor units in the entire complex! Being 2 units away from the very west ocean end of building 1, the location is undeniably too perfect. This NEWLY REMODELED unit has a gorgeous upgraded kitchen & bathroom as of July...
Beautifully Remodeled Wailea Condo Perfect for your Family Vacation
Hawaii Tax ID: TA-043-585-3312-01TMK: 210080770146Beautifully remodeled second floor unit is perfect for your family vacation. Nice and quiet unit with amazing hillside partial ocean views. This unit will surely make your vacation memorable. Great...
Waiakea Villas Gem. Shared Pool & Private Balcony!n
Your family will be close to everything including shopping, dining, activities, beaches and airport when you stay at this centrally-located place. Enjoy beautiful view of the flora, steps away from the Wailoa River state park, watch Nene, ducks and Koi. Or enjoy your...
Ocean Front KUL711 -West Maui, Quiet Condo Location Great Views & Value—1B
** Summer 2025 Discounted Rates - Book Now! **Unit #711 is the perfect retreat for your Maui vacation, with its competitive rates and breathtaking views. As you enter the condo, you’ll be struck by the beautiful ocean and outer island view that can be seen from the...
Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)
Panoramic ocean views! Across from popular Kamaole Beach II in South Kihei..Definitely not your typical rental unit. Flawless 2 bedroom 2 bath condo which has been owner occupied for thirty plus years and has been newly remodeled. Hardwood floors and wood louvered...
Ocean Views 42nd Floor Penthouse "2bedrm/2bath
Summary:My place is close to Waikiki Beach just 10-15 minutes away! , great views, parks, restaurants and dining. You’ll love my place because of the spacious living this unit offers with a full kitchen , washer/dryer in unit and 2 full bathrooms!. My place is good...
Paradise Found - luxury Poipu rental with ocean views
As with most homes on Kauai, this vacation rental is NOT air conditioned.Welcome to your vacation paradise at this new luxury Poipu vacation rental at the beautiful Makahuena Resort. At Makahuena 2106, step into modern elegance as you enter this thoughtfully designed...
White Sands Village #309 | A/C, Tennis & Pool!
Summary:Family and friends will love staying at White Sands Village. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:We provide 2 beach chairs and 1 cooler for guest use. Additionally, any beach equipment left behind by previous guests,...
True Hawaiian ambiance in a loft style condo
Maui Vista 1407 is a spacious 2-bedroom, 2-bathroom condo offering beautiful ocean views, a washer/dryer, and air-conditioning. Located on the fourth floor, the condo accommodates up to 8 guests, featuring a Queen-sized bed in the master bedroom, a Queen-sized Murphy...
Sugar Beach Resort Condo w/ Shared Pool/Hot tub, Ocean View-Beaches Await
Sugar Beach Resort 434Our 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...
Air Conditioned Upstairs Studio w/RESERVED PARKING; Pool, -WIFI-Walk to Beach
Recently updated with new flooring and remodeled bathroom. RESERVED PARKING #214 - directly below! Air Conditioned, upstairs studio unit sleeps 2 people and is furnished with a king bed, mini fridge, microwave, Keurig® coffee machine, flat screen TV with Roku, WiFi,...
Kamaole Sands 4-210 | Stunning Tropical Views!
Welcome to Kamaole Sands 4-210, a serene vacation condo in the heart of Kihei, Maui. Nestled within the lush 11-acre Kamaole Sands Resort, this one-bedroom, two-bathroom retreat offers the perfect mix of relaxation and adventure. Just steps from Kamaole Beach Park III,...
Kamaole Sands Unit 4-406: 2 Br Loft Condo Featuring upgraded AC System
Cool off in this two-bedroom loft that features a split AC system in all rooms!! This is one of the few loft condos at Kamaole Sands with an AC system in the loft, main floor bedroom, and living room! Enjoy partial ocean views from the living room and lanai. The living...
Beachfront 1 bedroom 2 bathroom condo, ocean view from private lanain
Welcome to Nani Kai Hale 208. Enjoy a partial ocean view from your private lanai & living room. Feel right at home with everything from split AC in both the living room and bedroom, sofa sleeper, fully equipped kitchen, beach gear, & essentials. This condo can...
PK D108 Ground Floor Condo at BeachFront Resort w Pools
Papakea D108 Great West Maui Location! 1BR/1BA Sleeps 4 Steps From the Ocean 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,...
KR406-Ocean View Condo on Splendid Sugar Beach - Stroll the White Sand Beach
Experience the ultimate tropical getaway at this exquisite ocean-view condo. Upon entering, you'll be captivated by the newly remodeled kitchen, complete with modern cabinets, appliances, and elegant granite countertops. Prepare your meals while savoring the...
Hale Nani ~ Beautiful Hawaiian Home - Kuilima Estates East
Hale Nani – Spacious Family Retreat on the grounds of The Ritz-Carlton at Turtle BayLooking for the perfect family getaway on Oahu’s North Shore? Look no further than Hale Nani, a spacious and family-friendly condo located on the grounds of the stunning The...
Brand New Oceanfront Condo - Kahana Reef 310
Stunning central Maui location! Close to many world-class beaches and snorkel spots including Kaanapali Beach and Napili, Kapalua, and Honolua Bays Just minutes to a number of great restaurants. The quiet condominium is one of only 88 units in 3 buildings, only 4...
Spacious & Peaceful 3BR Apt. in a convenient Kona town & 2 blocks from the beach
Aloha!MaiLan Hale is located in downtown Kailua-Kona , one of the most visited area by the tourists while on vacation to the Big island. Surrounded by lush TROPICAL GARDEN, this peaceful and tranquil property sits in the heart of Kona town. Indeed an enviable location,...
ALOHA-WAIKIKI FUN & CHARMING near BEACH 52
NEWLY REMODELED/LISTED! NEW LISTING! Tranquility in Waikiki...newly remodeled unit has all you need in Waikiki and just 2 short blocks from the beach! Within our CLEAN PRIVATE unit, GUESTS will enjoy:• QUEEN bed to comfortably sleep two, with all bedding and linens•...
Maui Kaanapali Villas B225: Maui Beachfront Condo w/ AC, Community Pool, Hot Tub
Along the sunny western coast of Maui, the oceanfront Maui Ka’anapali Villas Resort boasts three miles of sandy beach, cerulean blue waters, and stunning views of the neighboring islands of Moloka’i and Lana’i. This charming one bedroom, one bath studio located on...