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.
Beautifully updated with golf course view! Low Rates! Great Value!
Our two bedroom, two bath condo located at Fairway Villas in the Waikoloa Beach Resort (not Waikoloa Village) is beautifully decorated and furnished in an island style for your comfort and has been recently upgraded with new flooring, sofa, smart TV, Fanimation ceiling...
Hawaiian Monarch Waikiki Condo with Free Parking
Relax in this recently renovated, sophisticated condo at the Hawaiian Monarch building. The spaceLocated at the beginning of Waikiki, this unit offers ac, a free parking, smart tv, wifi and cable. The Hawaiian Monarch is a secured building that includes a spacious sun...
Aloha Suite Near the Sea III - 2 Block Walk to Beach!
TA028872294401, STR Permit# 2212-CCH-0578 expiration date 02/24/2026, TMK 260230500040With comfortable accommodations for 2, this charming, completely remodeled vacation rental studio is the perfect spot for a romantic island retreat! Meticulously designed to optimize...
Oh-So-Close to Waikīkī Beach Condo
Stay close to Waikīkī Beach, Kūhiō Beach Park and Kapiʻolani Park. Our 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with outdoor seating, full kitchen, beach gear, kids accessories and an internal washing...
Eastside Zen Retreat, Pono Kain4/25-5/3 - Discounted 15%
Without a doubt, the Pono Kai Zen Retreat is the finest unit on this 15 acre property. This 2 bedroom 2 bath condo is literally only steps to the warm Pacific Ocean! Golden sunrises, warm trade winds, and shimmering waters next to a mile-long sandy beach. Those are just...
Sunset in Maui; 1br condo, walk to beach and surf
** Instant book for stays up to 3 months!This 1 bedroom 600 square feet high-floor condo across the street from the beach is setup for 4 guests, with amenities such as a kitchen, in-unit laundry, 2 dedicated workspaces, parking, and a shared saltwater pool. Centrally...
Beautiful Oceanview Villa at Beach Villas at Ko Olina
This luxury villa is located in the Ocean Tower on the 6th floor (O604). You'll be impressed with the professionally furnished villa and the spectacular ocean view. The sliding glass doors open allowing the living area to become part of the lanai. The lanai also...
Paradise in West Maui!
Welcome to Hoyochi Nikko! This ground floor condo has it all! Ocean Front Pool - Free Parking and Free WIFI - Air Conditioning! Our PRIME location is close to everything you need including, restaurants, golf and shopping!
Oceanfront second-floor condo with pool, water view & high-speed WiFi
Mahina Surf 218Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Yes, the ocean is as close as it looks! This condo is all set up to be the home base for your island retreat. Enjoy the...
Palms at Wailea 902 - Luxuriously Decorated, Spacious, and Very Private & Quiet
Hawaii Tax ID: TA-144-497-4592-01 QUIET PRIVACY IN PARADISE - BEAUTIFUL GARDEN/OCEAN VIEWSThe Palms #902 is a luxurious one-bedroom two-bath upstairs villa tucked away in a private and quiet corner in one of the nicest locations on the property. The unit has a beautiful...
Island retreat with a pool, BBQ access, private lanai, washer/dryer, central AC
Kauai Kailani 109Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha paradise! This beautiful Kauai Kailani property features all of the amenities you love to have while on...
RK 317 Remodeled BeachFront Studio w Ocean Views AC
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...
Luxe Oceanview Hideaway on Wailea Old Blue Golf Course
About Wailea Paradise HideawayEscape to this serene and elegant retreat, nestled in the heart of beautiful Wailea. Situated on the renowned Wailea Old Blue Golf Course, this ocean view villa offers the perfect blend of luxury and convenience, just moments from the...
Paradise Found - The Shores at Waikoloa Beach Resort
This 1 Bedroom 1 Bath unit has a comfortable breezy feeling. Comfortable King sized bed, fully appointed Kitchen, and a large wrap around lanai. This is the perfect place to wind down and enjoy your vacation. Head down to a fabulous restaurant, explore the shops, or...
Hale Hui Kai 111 Beach front on Keawakapu Beach
This private garden condo is on the first floor of the south side of the building ...about 15 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...
Oceanfront: Large Private Beach House - Maui North Shore
TAT 199-207-5264-01,GE199-207-5264-01 Lawful Transient Vacation Rental Use 10/30/2009Hale Ola is an original island-style beach house, recently remodeled, with beautiful panoramic views of the West Maui mountains and Kanaha Beach Park. The two acre property - well known...
KKSR#5201 DIRECT OCEANFRONT, BEST 2ND FLOOR CORNER, REMODELED & EXQUISITE!
Welcome to arguably one the best units Keauhou Kona Surf & Racquet Club has to offer!#5-201 is a immaculate fully remodeled, second floor corner unit in the best building that Keauhou Kona Surf & Racquet Club has to offer: Building 5!A breathtaking direct oceanfront...
Ocean View, affordable luxury 2 bedroom condo
This lovely ocean view condo with park and mountain views is the perfect place to relax and enjoy the island. Wake up in the morning in a comfortable bed to a beautiful sunrise overlooking the ocean . Have your coffee/tea on the lanai while enjoying amazing mountain...
Kauai Exclusive - Lae Nani 121 - Oceanfront - Steps to the beach
Enjoy an amazing 180-degree view of the ocean overlooking Wailua Bay, a wonderful sandy beach and beautiful green mountains in the background. Your stay here puts you just steps away from the water and on one of the few swimmable beaches on the East side. This unique...
ENJOY THE BEAUTIFUL VIEW AT QUEEN'S HIDEAWAY!
This spacious ocean bluff condo, unit 109, called 'Queens Hideaway' has sweeping views of the Pacific and is now totally refurnished by interior designers to become the most elegant and comfortable unit in Pu'u Poa! Modern, large lounging sectionals and updated...
HIGHLY DESIRED PRIVATE BEACHFRONT HOME. Walking distance to Haleiwa town
Private three bedroom/ two bathroom BEACHFRONT home. TAKE ADVANTAGE OF OFF SEASON DISCOUNT AND SPEND A MONTH IN PARADISE THIS FALL!!! Contact HVROAHU com for more details. ***RARE LOCATION***Homes like this are usually reserved for locals. Beachfront, gorgeous views and...
Sealodge J8: Cozy Oceanfront Condo Newly Remodeled, 5 Min Drive to Hanalei Bay
Welcome to Sealodge J8 by Gather. This cozy oceanfront abode is perched atop the cliffs overlooking the beautiful Pacific Ocean. With stunning panoramic ocean views, this is the perfect home for a relaxing getaway. Watch the colors of the sunrise dance off the ocean...
Kapaa Shore Resort C327, Beautiful Unit! Oceanfront, Moon and Sunrise Views
Beautifully and tastefully remodeled Kapaa Shore Resort C327, a highly sought after Kaua'i vacation rental. Exquisite local art, beach vibe throughout this remodeled condo! Kapa'a Shore Resort on the Coconut Coast, Kapaa, Kauai Vacation RentalAs Recommended In Frommer's...
Tranquility on West Moloka'i
Kick back and relax in this calm, stylish space. This one bedroom, one bathroom condo is located in the Kanaini Kai development on West Molokai. Featuring a spacious floor plan with a full kitchen and an amazing lanai with views of the ocean and Papohaku Beach (longest...
Waipouli Beach Resort Exquisite Luxury VIP Oceanview Condo!
Oceanview! Experience a Vacation of a Lifetime in this Exquisite Luxury VIP Oceanview Condo at #1 Ranked Waipouli Beach Resort & Spa offering stunning Direct Oceanviews from every room. Delight in watercolor sunrises, whale watching and romantic dinners on the lanai...
West Maui beachfront. Steps to the ocean. Stunning sunsets. Heated pool.
Makani Sands #104 is a one Bedroom right on the ground floor where you can walk right out to grass and beach. There is a lanai off the living room that opens the ocean side. The lanai has a table and chairs so you can sit outside and sip your morning coffee, or watch...
Kings' Club Golf Membership and Sunset Views- 2 bedroom, 2 bathroom, plus loft
Come enjoy our Kings' Club golf membership. Our condo is ready for your vacation in paradise! Bring the family or a few couples and enjoy the resort life in the heart of the Waikoloa Beach Resort. Located on the fourth hole of the Waikoloa Lakes Course you can play a...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Partial Ocean AND West Maui Mountain Views, Special Discounted Pricing!
This tandem package is comprised of two adjacent two-bedroom partial ocean-view suites that each offer views of the Pacific Ocean and the awe-inspiring West Maui Mountains. Guests will find that these suites are well situated to enjoy what Maui is known for: ocean and...
PRIME LOCATION, AMAZING VIEWS, INCREDIBLE 1BD-BA by the Beaches in Kihei, Maui
Very modern upgraded, and clean one-bedroom with spectacular ocean views from both the living/kitchen/lanai as well as the master bedroom.With a fully-stocked modern kitchen, and washer/dryer in the unit, you need only arrive with the basics. On the top floor of the...
Spacious 2bd island-inspired condo in Kihei
Maui Vista 1403 is a 2 bedroom, 2 bathroom loft-style condo featuring amenities such as a washer/dryer, partial ocean views, and air-conditioning. Located on the fourth floor, this unit accommodates up to 5 guests with a Queen-sized bed in the master bedroom, two...
K L V R Welcomes you to H432 4th Floor, Gorgeous rainbow views
Aloha and welcome!Our condo is Hokulani 432 with beautiful mountain and rainbow views.We have a collection of beautiful Honua Kai condos in both towers. We have several one bedroom, 2 bedroom and 3 bedroom condos.The Honua Kai (HK) resort is located at the northern end...
🏖️AC | Ocean View | Concierge Included | vrKCV
vrKCV - Kona Isle C35, Professionally Managed by Kona Coast Vacations.Charming One-Bedroom Condo with Partial Ocean ViewThis delightful one-bedroom, one-bathroom unit offers a lovely partial ocean view, making it a perfect getaway. The bedroom features a comfortable...
Spacious, Comfortable with Full Kitchen
Hale Anuenue (House of Rainbows) is a large, fully equipped studio/condominium unit fronting on a tree lined walking path that leads down to Anini Beach. It offers a full, well equipped kitchen, washer/dryer, Queen size bed, Wi-Fi, Smart TV, a large walk-in shower,...
Oceanfront penthouse with amazing views at Kauhale Makai
Summary:Family friendly with all the beach and kitchen amenities needed for a perfect vacation. Beautiful top/penthouse floor oceanfront Condo at Kauhale makai “village by the sea.”The Space:Enjoy epic ocean and mountain views from this magnificent private...
❤️PiH❤️ OHANA SPIRIT★Free Hilton Resort Passes ★Free Private Beach Club
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the newest home in our Hawaiian Luxury Collection. Ohana Spirit at KaMilo is a wonderful 4 bedroom home.We pride ourselves on providing some of the most sought after homes on the Kohala Coast and are thrilled...
Private- 2 Master Bedrooms, 2.5 Baths with Ocean Views on Keoni Nu"i Bay!
Ocean Front complex! This unit has 2 master suites!! Main floor has an extra 1/2 bath.Fans in every room. Relax in the sun, lay by the pool, swim, paddle board, kayak, or snorkel with the turtles in the bay, take a walk on the white sandy beach, BBQ for lunch/dinner and...
A/C Oceanfront View Of Poipu Beach.
Poipu / Brenneckes Beach House is a, three - four bedroom ocean view vacation house.Located across from the Poipu Beach Park in the heart of Poipu, Kauai - this two story house features large bay windows, two large lanais (sun decks ) and a 65 inch T.V. entertainment...
Clean, Conveniently Located Condo
Clean and cool downstairs unit, with front door parking and outside lanai space. Well stocked kitchen with all the conveniences, washer and dryer, California king size bed. Good airflow and shaded lanai. Conveniently located close to Princeville One Hotel and Westin...
Wailea Beach Villas | PH211
Indulge in entertainment abound when vacationing in Wailea Beach Villas Penthouse 211. After you’ve spent an action-packed day at the beach or hiking one of Maui’s scenic trails, return to your vacation residence and discover some more relaxing entertainment options...
Makena Oceanfront Home 3 Bedroom/3 Bath 1/2 Acre Lot On The Ocean
Gorgeous home on quiet Old Makena Road with West-facing ocean views from every room.Slip on your beach shoes, walk down your 40 foot dogleg to the left of your front lawn, step over small rocks, and swim with the turtles at our private ocean access. It is just a short...
Plantation at Princeville 821
The Plantations at Princeville Resort is a gem on Kauai’s North Shore! Within walking distance to beaches, restaurants, shopping, and world-class golf, it’s just a short drive to picturesque Hanalei Bay. This peaceful complex features beautifully landscaped grounds...
🏖️Direct Ocean Front | Beautifully Updated | End Unit | vrKCV
vrKCV - Kona Isle E21, Professionally Managed by Kona Coast Vacations.Welcome to your oceanfront paradise! Nestled in the lushly landscaped Kona Isle complex, this 1-bedroom, 1-bath end unit in the desirable “E” building offers an idyllic Hawaiian escape. From the...
OCEANFRONT PARADISE Direct Private Sandy Beach! Sunsets Hale Mahina NO HOST FEE
Welcome to Your Exclusive Oceanfront Haven at Hale Mahina, Unit A206.Dive into the essence of beachfront luxury in our elegantly remodeled Unit A206 at Hale Mahina. Nestled in the sought-after A-building, this one-bedroom, split-level condo is a sanctuary of modern...
Hale Kamaole Condo w/A/C, Shared Grill & Outdoor Pool - Great Location
Hale Kamaole 120Our 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...
Front row of Maui Kamaole. Newly renovated unit with ocean views.
Summary:Completely renovated condo with updated kitchen and bathrooms on the lower floor with lanai. This corner unit is quiet with surrounding green belts. Amenities include Air Conditioning and Laundry. Fully stocked kitchen with full size appliances. Electronic...
South Maui Partial ocean views Maui Sunset A116 1 BR, 2BA
Spectacular one bedroom, two bath ocean view ground floor condo. Newly renovated and new furniture and 85 inch smart TV. Equipped with a large oversized washer/dryer. Desirable stainless appliances for all of your kitchen needs. Open floor plan makes this one bedroom a...
Discover the ultimate Hawaiian retreat at Kanaloa Condominium
Welcome to this spacious and beautifully appointed 3-bedroom condominium at Kanaloa Condominium at Outrigger, nestled in the stunning surroundings of Hawaii. This luxurious unit offers a blend of contemporary design and island-inspired decor. Enjoy breathtaking views of...
Maui Resort Rentals: Honua Kai Konea 629 - 6th Floor 3BR w/ Ocean Views from Every Room!
This exquisite three bedroom Deluxe Oceanview suite offers breathtaking views of the Pacific Ocean and Maui's neighboring island of Lanai from the moment you enter and the views continue throughout! All 3 bedrooms have beautiful ocean views. This suite affords a perfect...
Spring Specials! Lovely Condo with AC, Pool & Hot Tub in Mauna Lani Palm Villas!
POOL/SPA CLOSURE FOR RESURFACING SEPT 7 TO OCT 4, 2025. PRIVATE BEACH ACCESS IS STILL AVAILABLE DURING THIS TIME. We can’t wait to welcome you to this exceptional property located at the world renowned Mauna Lani Resort. The Palm Villas is a small, gated complex...
Great Mountain & Waterfall Views, Less Than 2-Minute Walk to Beach
Live the ultimate Kauai experience in this luxe and spacious 3-bedroom, 2-bath airy tropical house.Designed from the ground up as the ultimate tropical vacation home, this three-bedroom, two-bathroom home in the idyllic community of Haena, pampers you with the soothing...