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.
Luxury Ilikai Condo Awesome Sunset and Ocean Views NO RESORT FEES! FREE WIFI
Remodeled from top to bottom: all travertine floors, brand new two double beds, queen-size sofa bed, 42" LCD wall-mounted TV, DVD, whisper quiet split AC system, custom kitchen with stainless steel appliances and beautiful light green granite tops and high-end...
Oceanfront condo with pool & balcony - walk to dining, activities, and more
Maalaea Kai 305Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy breathtaking views from the private balcony of this two-bedroom oceanfront condo in Ma'alaea. When it's time to...
Relax in Keauhou with Stunning Kona Coast and Golf Course Views
Escape to a peaceful retreat on the Kona Coast, where breathtaking ocean and golf course views await. This beautifully remodeled 1-bedroom, 2-bath condo at Keauhou Akahi overlooks the stunning Kona Country Club and the vast Pacific Ocean. The open-concept living area...
#Hale Kamaole 155 Ground floor condo, easy access to best beach on Maui!
***UNDER RENOVATION***This popular condo with an ocean view from the lanai is receiving a complete renovation! New tile flooring, custom cabinetry, stainless steel appliances, split AC, ceiling fans, new furniture and more! Stay tuned for photos and rental availability...
Spacious Family Home With Gorgeous Sunset Views of Diamond Head
This is a truly a local style experience property and the area of Kahala is full of the best of the best of locations on the Island of Oahu with everything close by: City Life , Awesome Beaches , Great Dinning , Tropical Hiking Trails & Views Galore , Look at the Famous...
🏖️Ocean Views | AC | Washer/dryer in Unit | vrKCV
vrKCV - Casa de Emdeko 212, Professionally Managed by Kona Coast VacationsCasa De Emdeko 212 – Updated Floors, Remodeled Bathroom, and Oceanfront Ambiance!Welcome to your Hawaiian home away from home at Casa De Emdeko 212, a beautifully maintained one-bedroom,...
Hale Leilani | Ko Olina | Beachfront w/ Views!
Summary:Welcome to Hale Leilani in Ko Olina! Nestled between exotic gardens and shimmering koi ponds, this beachfront condo has an ideal resort location with quick access to the resort's amenities. Maximum occupancy strictly enforced in accordance with local...
Banyan Tree 200 - oceanfront condo with wraparound lanai
Welcome to Banyan Tree 200, an exquisite oceanfront Kona vacation retreat located in the heart of Kailua Kona. This stunning condo offers breathtaking views of the Pacific Ocean, providing the perfect backdrop for your Hawaiian getaway. With its prime location, you can...
Tropical Modern Home Minutes From the World’s Most Gorgeous Beaches
A tropical oasis awaits you. Surrounded by mature tropical landscaping, overlooking Princeville’s famous mountains and waterfalls, this recently renovated condo is a wonderful place to stage your vacation on the most beautiful island in the world!Not just outside, but...
Beautiful PAPAKEA direct walkout OCEAN front 1bdr/1bath,A/C and views for dayz!
BEAUTIFUL West Maui Rental- AREA NOT AFFECTED BY LAHAINA FIRES & NO resort fees!Welcome to our AHHMMAAZZING little piece of Maui Paradise! This unit is individually owned, 1st floor unit, direct ocean front walkout property on 13 acres of beautiful oceanfront property...
KK 307 OceanFront 2BD Retreat with Breathtaking Views
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...
End condo with lanai, balcony, pool, hot tub & tennis - near the beach
Colony Villas #1606Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the perfect Hawaiian getaway at this spacious end condo, tucked into the lush grounds of the Colony...
Luxurious Mana Kai 508: Oceanfront 2bd/2ba with Stunning Views & Beach Access
Oceanfront views combined with the incredible amenities of the Mana Kai resort are nothing short of luxurious. Panoramic ocean and sunset views all from the comfort of your living room or your private lanai.Mana Kai 508 with direct ocean views and beach access! Mana Kai...
Kukui'ula Kai - Oceanfront Home with Pool and Large Lounge
Upon entering through the front door you will discover your own luxurious, oceanfront sanctuary. Kukui’ula Kai offers its guests a thoughtful and spacious layout with 2 private master suites that offer amazing views and sounds of the ocean to lull you to sleep.An...
ELEGANT 2 story VILLA Very Spacious, quiet, great backyard!
Welcome to your island retreat on the Kohala Coast - perfect for families & small groups seeking relaxation w/ resort-style amenities and tropical surroundings:• Sleeps 5 | 2 bedrooms | 4 beds | 2.5 baths• Resort-style pool w/ waterfall (year-round)• Private...
Kamaole Sands Inner Courtyard - Building 1
Bill and Kathy’s Maui HomeOur Maui home is located in beautiful sunny Kihei, Maui, Hawaii. The complex is 15 acres of lush gardens, water falls and fountains. It is located across the street from Kamaole Beach Park #3 which has a grassy play area with shade trees and...
Ground Floor Condo with Direct Pacific Ocean Views at Kaleialoha!
Enjoy our new additions which include a brand new kitchen, stunning Vortice Veneziano granite countertops, solid cherry cabinetry, the look of bleached wood floors, wall ac unit in the living room., modern ceiling fans and lights, quiet appliances, kitchen deep sink,...
MAK-B7 - South Maui Beachfront/View Condo in Ma’alaea; Great Value; 2BR/2BA
You are all set to explore the island at centrally located Makani A Kai #B-7 2nd floor, no elevator. It's an easy commute to the West, South, North sides and all their sights and adventures. This condo has two modern split level A/C units; one in the master bedroom. A...
Stunning Oceanfront Kauai Condo for Two!
Spectacular ocean view from the lanai of this second-floor, air-conditioned condo in Wailua Bay View. Enjoy view of waves breaking on Wailua beach, a favorite among kite surfers, and watch the Wailua river flow into the bay. Relax to the sound of surf, breathe fresh...
Hale Elua Two: Haena Modern Beachfront Home by Tunnels Beach
Haena Modern Beachfront, Hale Elua (Two) is a newly renovated modern beach home with luxurious furnishings. Hale Elua offers 3 bedrooms, 2.5 bathrooms, a fully equipped gourmet kitchen, a formal dining room table, casual outdoor dining on the lanai, air conditioning,...
Endless Summer Hale: Incredible Modern Alii Drive Home with Ocean Views!
**IMPORTANT NOTICE**Construction is happening next to this property.The construction does not have any end date at this moment. Please be advised there may be noise during working hours.Welcome to Endless Summer Hale. A beautifully renovated home right across Kahalu'u...
NS I270 OceanFront Studio w Ocean Views Pool
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...
UPDATED MAUI VACATION RENTAL
Popular Maui Vista Resort, non-smoking ground floor in building 1. One bedroom, one bath condo with private lanai and garden view.. Adjustable king size bed and sofa bed in living room. Located across the street from famous Charlie Young Beach. Walking distance to...
Ocean Views + Exquisite getaway Wailea Ekahi 53D!
Special Offer: Book 8 or more nights, get 1 night free or Book 12 or more nights, get 2 nights free. Valid on all new reservations booked on or after 10/17/2024.This exquisite, second floor, 1bedroom, bathroom retreat is the perfect Hawaiian getaway. With gorgeous views...
🏖️Recently Updated | Professionally Managed | Concierge Included | vrKCV
vrKCV - Mauna Lani Fairways 302, Professionally Managed by Kona Coast Vacations.Introducing Mauna Lani Fairways 302: Your Gateway to Big Island Luxury LivingWelcome to your dream Hawaiian retreat in the exclusive and tranquil gated community of Mauna Lani Fairways,...
Lae Nani 424 .. Beachfront Condo Centrally Located on Kauai's East Side
Nicely furnished, this oceanfront condominium has great views of Kauai's Coconut Coast. Enjoy wonderful views from indoors or from your private lanai which looks out to the ocean and a sandy beach. A shallow area protected by a lava rock wall is nice for children and...
Oceanfront! Watch the surf from your private lanai! No hidden fees. Book now!
Book with Confidence! If there is any government restriction in place which prevents you from travelling to Kauai, or which imposes an isolation period for travellers upon arrival in Kauai, I will refund 100% of your payment (I can't speak to VRBO's policy for its' own...
Winter Specials! Ground Floor. Next to Beach and Ocean access! # 108
ALOHA AND WELCOME TO HALE KAI # 108Hale Kai # 108, our “home by the sea”, was decorated to reflect the charm of old Hawaii but with all of the comforts of home – flat panel TV, DVD player, free wi-fi, a fully equipped kitchen and all linens provided.Our lanai...
Luxury Oceanfront Condo with Stunning Panoramic Views of Waikiki Beach
Located just across the street from the main stretch of Waikiki beach, with breathtaking ocean views from the 35th floor, you’ll be relaxing in no time at this 4-diamond AAA rated resort. This 2-bedroom, 2-bath condo has 1,025 square feet, marble floors, full-sized...
Gated Keauhou Residences w/Ocean Views & Pool!
Summary:Come see for yourself why the Big Island is the best kept secret in Hawaii. The largest island in the chain, it is the quintessential tropical paradise with something for everyone. Our large Kona Coast Home is perfect for multiple families traveling together, a...
White Sands Village #226 Updated, OceanViews, Elevators, Central AC!
******IMPORTANT NOTICE TENNIS COURTS CLOSED FOR RENOVATIONS TO COURTS******** Tennis courts will be closed starting February 13th with an approximate completion date of May 8th.Noise from construction may be possible from the repairs needed to tennis courts. Enjoy a...
POPULAR RESORT, BREATHTAKING OCEANFRONT VIEW, CLOSE TO BEACHES!
***POPULAR RESORT***OCEANFRONT CONDO ***KING SIZE BED***ABOUT THE CONDO...From your PRIVATE LANAI you have UNOBSTRUCTED, DIRECT OCEANRONT VIEWS OF NEIGHBOR ISLANDS * GORGOUS SUNSETS * TURTLES * RAINBOWS * DOLPHINS * and last but not least THE WHALES from mid-December to...
Maui Kamaole J-104 - Renovated, Private Ground Floor Unit, Two Lanais, Split AC!
Maui Kamaole J-104 is located near the Maui Kamaole's amazing Grotto pool, this elegant and serene condo has been beautifully updated with high-quality furnishings, high-end luxury mattress and bedding, and even all the beach gear you'll need, this immaculate condo is...
Peak-a-Boo Ocean View from Lanai, AC, Wi-Fi, Parking, Pool, Close to Beach!
Waikiki Banyan #2002-T1 – 201 Ohua Ave.Relax in this cozy 1-Bedroom/1-Bath condo (533 sqft plus lanai). With a full kitchen, AC, Washlet, free Wi-Fi and parking, this vacation rental has everything you need for a comfortable Hawaiian getaway, perfect for couples and...
OCEAN VIEW, TOP FLOOR, TOTALLY RENOVATED. 1 BEDROOM REDUCED RATES
Kauhale Makai Unit 627. Top Floor 1 Bedroom with Ocean Views just renovated and redecorated.Aloha, you will certainly enjoy this beautifully renovated and redecorated 1 bedroom condo with all the luxuries of home on the paradise of Maui. This unit has been completely...
Ke Nani Kai 132 - Spacious 2 BR/2 BA Relaxing Molokai Island Retreat
Located between Oahu and Maui...Molokai is an undiscovered treasure. 'The Friendly Isle' is a family-oriented island with deep connections to its Hawaiian traditions. Unlike the tourism driven other islands, here you can relax, slow down and have your own space. Nowhere...
Alii Cove KK4 in beautful Historic Kailua Village
Welcome to Alii Cove KK4, a stunning townhouse located in the heart of Kailua Kona, where breathtaking ocean views and the soothing sounds of the waves create the perfect backdrop for your getaway. This spacious 3-bedroom, 3-bathroom home comfortably accommodates up to...
Terrific Ocean View Penthouse Suite!
NEW UPDATES INCLUDE: fully remodeled bathrooms with new tile and granite countertops, new refrigerator, additional air conditioner in master bedroom, and beautiful new "vintage" koa wood living room furniture!!PREVIOUS UPDATES INCLUDE: newer carpeting throughout, new...
Lounge on your lanai to take in the fragrances of the "Garden Island."
This wonderful one-bedroom condo is on the third floor and has a beautiful view of the shoreline, ocean and Prince Kuhio Park. Lounge on your lanai to take in the fabulous sights and delightful fragrances of the Garden Island. This is a great place to enjoy your morning...
Kanaloa at Kona 2BR Condo, Perfect Location, Plenty of Room to Relax
Our unit 1002 at Kanaloa provides just the right blend of luxury and value, in an unsurpassed Hawaiian setting. This large (1500+ sq.ft.) and elegant condo is situated on the north edge of the Kanaloa complex, facing the Kona Country Club course about 100 yards off the...
RK 701 OceanFront 2BD w Pool AC and Ocean Views
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...
Luxury 3 bed 2 bath Private beach club access at Palm Villas at Mauna Lani G-22
Summary:This elegant second-floor condo features 3 bedrooms and 2 full bathrooms and comfortably sleeps up to 6 guests. Enjoy a spacious layout with vaulted ceilings, a well-appointed kitchen, and a lanai that overlooks the historic archaeological preserve—with a...
Big Price Drop! Spectacular Charming🍍Remodeled Hawaiian Home in White Sands Area🤿 Hale NaniLoa
Hale Naniloa is nestled at the end of a quiet cul-de-sac 2 blocks above the ocean. This charming remodeled Hawaiiana home is located in the established White Sands neighborhood of Kailua-Kona. Featuring your own private, salt water pool which is surrounded with lots of...
Sugar Beach Resort Condo Perfect for Beach Escapes - Surfing, Snorkeling, More
Sugar Beach Resort 109Our 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...
Amazing Diamond Head View, Free Parking, Wi-Fi, Pool, Gym, and more!
Waikiki Sunset #2413 – 229 Paoakalani Ave.NEW TO OUR INVENTORY! Relax and enjoy your Hawaiian getaway with gorgeous Diamond Head and partial Ocean views by day, and colorful Waikiki sunsets each evening. This newly refreshed 24th-floor 2-Bedroom, 1-Bath condo features...
360 Premier Ocean View! Remodeled Ekolu # 1510!
This is a premier unit with panoramic ocean views located just minutes to all Wailea Beaches, The Shops at Wailea and Luxury Hotels! This beautiful condo is fully remodeled with tasteful furnishings, top of the line appliances, exquisite cabinetry, upgraded bathrooms...
2 BD 1.5 BA Remodel. Steps to beach on paved path. Ocean side, end unit
An affordable 2 bed, 1.5 bath, air-conditioned end-unit. please do not exceed 4 guests.Ideal location on Kauai’s eastern shore. Located next one of the largest coconut groves on the Garden Island. Just outside the unit is Ke Ala Hele Makalae Coastal Path, a walk-bike...
PM 217 Cozy 1BR Condo w Oceanfront Pool and Hot Tub
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...
Work Remotely at this Garden View Condo | Pono Kai Resort | PK-H207
Summer Deal!! 10% off weekly, monthly and last minute bookings! 🌞Pono Kai's pool will be closed for repairs September 2025 through November 2025.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.🌺 Beautiful 1BR/1BA Condo at...
Studio w/Ocean Views - Islander On The Beach 322
Islander on the Beach unit #322: A warm Hawaiian-style aesthetic defines this lovely 3rd floor studio, designed with island ease in mind. Floor-to-ceiling sliding glass doors allow an abundance of natural sunlight & lead to a fully furnished private lanai with direct...