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.
White Sands Village 214 – Modern Condo for 4 w/ Enviable Ocean Views!
Summary:As the largest and most diverse of Hawaii’s islands, the Big Island offers something for everyone—from lush rainforests and volcanic craters to pristine beaches and star-filled skies. Whether you’re seeking relaxation, exploration, or a mix of both, this...
Kaanapali Maui Eldorado K111 Garden View Studio
- 1st floor condo with balcony- Updated open kitchen layout with granite counters, white fridge, stove/oven, microwave, dishwasher, cookware and tableware- Tile throughout unit- 1 king bed- Queen sofa sleeper- 660-880 square feet / 61-82 square meters- Washer/dryer in...
Ala Moana Hotel 24th FL R0 Ocean View 2 Double Beds
Summary:Aloha, Welcome to Ala Moana Hotel 24** Ala Moana is a centrally located hotel. Walking distance via Sky Bridge access to Ala Moana Mall – The world’s largest mall. Incredibly convenient with dining options and Ala Moana Beach & Park. Hilton Hawaiian Village...
Steps Away from Kalapaki Beach! Onsite Parking, Pool, Beachfront Location!
This listing is for a room within a hotel.✦ Your room is 452 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.✦ Daily cleaning services included in the nightly price.There are a few additional details to know before...
NEW LISTING!! Kapalua Ridge Villa #1722 with views that are simply spectacular!
With views that you thought were only made for dreams, this villa will surely take your breath away. Located in the world-class Kapalua Resort, the vistas this unit has to offer are truly jaw dropping. Your windows are filled with a panorama composed of the sparkling...
Remodeled Awesome View Waikiki Studio with Full Kitchen
This beautifully remodeled corner studio on 35th floor of Hawaiian Monarch is the perfect place to enjoy your Waikiki vacation! With awesome views of Diamond Head, Ala Wai canal, ocean, mountains and the city, this condo has it all. Guests can specify if they want one...
Spacious 2BR Condo w/ Balcony by Kihei Beach
Gather your loved ones and unwind in this spacious 2-bedroom condo at Maui Schooner Resort in Kihei. With a full kitchen, A/C, and a private balcony or patio, it’s perfect for families or friends. Enjoy nearby beaches, a refreshing pool, hot tubs, and BBQ areas....
Lodge at Kukui'ula Cottage 15 - Luxury Plantation-Style Retreat
The two bedroom cottages at The Lodge at Kukui’ula on Kaua’i offer luxurious accommodations and exclusive access to the award winning private club facilities and amenities of The Club at Kukui’ula, including the 18-hole Tom Weiskopf designed golf course, sprawling...
Remodeled Ground Floor Condo - Papakea Resort C108
Remodeled with garden views on the ground floor in North Ka'anapali. Walk out into green grass under your feet and take a short walk past koi ponds and putting greens to the pool and Jacuzz and the Ocean. A beautifully updated kitchen allows for cooking family meals in,...
Maui Resort Rentals: Honua Kai Hokulani 513 - Premier 5th Floor Interior Courtyard 1BR w/ Gorgeous Ocean Views!
Located in the only 1BR column of interior courtyard facing suites at the entire Honua Kai Resort, Hokulani 513 is uniquely positioned to offer guests incredible views of the turquoise-hued Pacific Ocean and Maui's neighboring island Molokai from its 5th-floor vantage...
Honua Kai Resort View 1 Bedroom + Den
1 Bedroom Resort View with Den - Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- In addition to a separate bedroom, this suite has a separate den area- Picturesque views that include the beautiful landscaped grounds,...
Honua Kai Piilani Suite 3 Bedroom
3 Bedroom Piilani Suite- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation - 1 king bed in each bedroom and a queen sofa sleeper in the living room; Open floor plan 2,300 Sq. Ft.- 3rd guest bed can be split into two twin...
Royal Sea Cliff Kona 602 Ocean View 1 Bedroom
- 6th floor condo located on south side of building close to elevators and parking- Private balcony - Renovated kitchen with Corian countertops features stovetop, double ovens, refrigerator, microwave, dishwasher, coffeemaker, blender, cookware and tableware- 1 king...
CHRISTMAS WEEK ROOMY 3 BDRM BEACHFRONT VILLA NANEA RESORT SLEEPS 12
Ocean Front 3 King Size Bedrooms and King Size Pullout Sofa during Christmas Week and the Brand new NANEA Westin Resort. Sleeps 8 with additional rollaways if room for 1 or 2 more needed. Relax in luxury and comfort at a resort with all the amenities in Maui. This brand...
The Islands at Mauna Lani | M1
Tropical furnishings, island-inspired wall art, and blonde wood flooring combine to make the Islands at Mauna Lani M1 a welcoming and relaxed vacation rental option on the Island of Hawaii. This two-bedroom two and a half bathroom split-level townhouse is perfect for...
Privately-owned 1 bdrm/2 bath suite in Imperial Resort Waikiki. Enjoy amenities & beach.
Experience resort living in privately-owned suite at Imperial Resort, in Waikiki core on Beach Walk. We are steps to beach, shopping and dining.This 1 bdrm, 2 bath suite is well equipped for comfort, with the essentials of home and luxuries of a resort.Enjoy roof top...
Beautiful Ocean View Condo, Near Beach + 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...
Island View - 2 Bdrm - Westin Kaanapali Ocean Resort Villas - Full Resort Access
Lovely 2 bedroom unit with two full bathrooms, laundry in room, full kitchen, balcony. There are two full king bedrooms with ensuite bathrooms so two couples would have total privacy. The set-up also includes two pullout couches, so this 2-bedroom unit sleeps 8. The two...
1BR Oceanview Condo w/ Pool & Balcony in Kihei
Retreat to this oceanview 1-bedroom condo at Maui Schooner Resort in Kihei. Enjoy modern comforts like air conditioning, Wi-Fi, a full kitchenette, and a private balcony or patio. Whether you're sipping coffee with sunrise views or relaxing after beachside adventures,...
Cozy Beachfront Waianae Condo Oahu Hawaii Close to Disney Ko Olina & Waikiki.
Unwindw in our stylish 1-bedroom condo where tropical serenity meets modern comfort. Just steps from the ocean, enjoy stunning views and fall asleep to the sound of waves.Swim in a semi-private lagoon, spot whales from your balcony in winter, or snorkel with sea turtles...
Royal Kahana Maui 315 Ocean View 1 Bedroom
- 3rd floor condo with balcony- Tile and Vinyl plank flooring throughout- fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower with grab bar- 1 king bed and 1 queen sofa bed- 777 sqft - Maximum 4...
🚐 Skip the hotel — 🏕️ Camping Experience — 🤑 Budget Friendly Vacation! 🏝️
Embark on a camping experience in Hawaii with our minivan camper perfect for individuals or couples.**Located in Kailua!! It's a 25 minute Uber/Lyft from the airport.CAMPING GEAR INCLUDED:► 8" Memory Foam Mattress with CLEAN FRESH sheets ► Solar Powered Rechargeable...
MV 1106 Fully Renovated 1BD South Maui Condo Steps to the Pool Walk to the Beach
Maui Vista 1106 NEW LISTING Enjoy a Fun Filled Maui Getaway at this 1Bedroom, 1Bathroom Ground Floor Condo, Steps to the Pool, Walk to the Beach! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...
Just Renovated- Minutes to the beach. Perfect for long stays!
Be one of the first to enjoy staying in our beautiful one bedroom condo, just a couple blocks to world famous Waikiki Beach. Newly renovated in Spring 2023, you'll find a full stocked kitchenette to enjoy preparing meals in, a brand new walk in shower, and a bedroom...
Oceanfront Bungalow with Gated Entry and Pet Friendly
A classic single-story, semi-renovated, beach cottage just steps from your own, private sandy beach. A real chance to experience an authentic Hawaiian getaway, in an old sugar farming neighborhood away from the tourist mobs of Waikiki. We're on the south shore of Oahu,...
Scenic Maui Room with Outdoor Pool Near Ocean, Dining, Shops & Shuttle
With an ideal seaside location and comfortable amenities, your Maui getaway is sure to be the perfect mix of relaxation and adventure! Start your day with breakfast at the on-site restaurant. Spend an afternoon on the sundeck at the refreshing outdoor pool. Guests can...
Kiahuna Plantation 029 By Parrish Kauai
Kiahuna Plantation Resort is the only beachfront condominium resort in Poipu. The plantation style architecture is surrounded by over thirty acres of lagoons, lily and koi ponds, swaying palms, tropical flowers, fruit trees, orchids, and plumeria trees accented by...
Kaanapali Maui Eldorado Partial Ocean Studio
Partial Ocean View Studio- Kitchen includes refrigerator, stove, oven, microwave, dishwasher, cookware and tableware- 1 king bed or 1 queen bed- Queen sofa sleeper- 660-880 square feet / 61-82 square meters- Bathroom with shower or tub- Central air conditioning, ceiling...
Diamond Ocean And Canal View Affordable Great Value
Amazing value and accommodation mixed in the center of Waikiki. Convenient to bus stop, shopping center, parks, and other tour places. It has a food market newly opened. This one could accommodate up to seven guests.
koolkondo 2597 Halalu Compound
2597 Halalu CompoundWelcome to your dream escape in Poipu Beach Estates! This beautifully upgraded, two-story luxury vacation home is the perfect blend of island elegance and laid-back comfort. Complete with a one bedroom Guest house, it is tucked away in a serene,...
Newly Renovated Waikiki 2BD 2BA Ocean City View
Summary:Aloha! Experience the best of Honolulu in this fully renovated apartment at 444 Niu Street. Enjoy the convenience of a full kitchen, partial ocean views, and free garage parking. With two bedrooms and two bathrooms, this apartment is perfect for a relaxing...
Maui Resort Rentals: Honua Kai Konea 338 – Luxurious 1BR Suite w/ Upgraded Interior and Tranquil, Private Location
Konea 338 is a luxurious one-bedroom suite that offers glimpses of the Pacific Ocean and Honua Kai's lush grounds. Enjoy relaxing in the suite's upgraded interior or on the spacious lanai because this suite has one of the most tranquil, private locations in the entire...
Spend New Years in Maui at the Westin Nanea Ocean Villas Resort
Spend New Years in Maui! Luxurious 2BR- 2 Bath Unit; Resort view, full resort access. Oceanfront at Ka'anapali. Offered for 7 nights from from Friday, December 26, 2025 to Friday, January 2, 2026. Beautiful, spacious two bedroom villa with 1260 square feet. Both...
The Islands at Mauna Lani | N3
Design and style inspired by the Far East blend nicely with tropical Hawaiian touches in the Islands at Mauna Lani N3. From the moment you walk into this two-bedroom two and a half bathroom vacation rental you will be wowed with the wood flooring, white-on-white living...
Beautiful Spacious 3 bedroom house in Charming Hilo. Close to everything. 1150sq
Discover this lovely 3-bedroom gem in Hilo. This adorable house features 2 queen beds and 1 king bed, perfect for a cozy stay. With amenities like an iron, washing machine, WiFi, and hair dryer, guests can relax and unwind. Plus, there's a charming living room with a...
Ocean Front- 1 Bedroom w/ lanai- Westin Kaanapali Ocean Resort Villas North
Guaranteed Oceanfront!! (best room view at Westin resort) Saturday July 19 -Saturday July 26, 2023. See review for Vrbo # 2395437. Same unit just 1 bedroom instead of both 1+ studio. Beautiful resort at Kaanapali beach, Maui! Great pools and amenities, restaurants,...
LS PH1 Oceanfront Penthouse Condo w Panoramic View
Lahaina Shores PH1 Enjoy Oceanfront Serenity at this 1 Bedroom, 2 Bathroom Penthouse Condo with Breathtaking Sunset Views! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner...
Stunning Ground-Floor Retreat with Breathtaking Views! -Makena Surf #G-103:
Makena Surf G-103Welcome to Makena Surf G-103, a beautifully updated ground-floor oceanfront condo located in the prestigious Makena Surf Resort. With modern finishes, direct beach access, and elegant resort amenities, this two-bedroom, two-bathroom unit offers a...
Kiahuna Plantation Resort Garden View 1 Bedroom
Garden View 1 Bedroom- Spacious condo with balcony features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevators- 1 King bed in bedroom- Queen sofa bed in living area- 880 sqft/82 sqm-...
Steps to beach! Beachside 4-bedroom house in Kailua with AC & WiFi
**Please note--beginning Sept. 25, 2025 only 90 Day rentals and longer will be accepted.Welcome to paradise! Discover this adorable 4-bedroom gem in Kailua only 4 houses from magnificent Kailua beach. We are on a private lane with path to beach.This charming house has...
Hale Kai'opua - Modern Kauai Retreat with Private Pool & Lanai
Welcome to Hale Kai‘opua at Kukui'ulaNestled in the picturesque town of Poipu in the exclusive Kukui'ula community, Hale Kai‘opua is a luxurious 3-bedroom, 3.5-bathroom retreat offering breathtaking ocean and golf course views. Built in 2024, this modern home blends...
Waikīkī Studio w/Kitchenette - Bamboo Waikīkī Hotel #602
Castle Bamboo Waikīkī Hotel #602 - Set within a prime Waikīkī location awaits this lovely sixth-floor vacation home offering modern conveniences to make your stay as comfortable and productive as desired. This climate-controlled unit showcases an open concept with a...
Maui Resort Rentals: Honua Kai – 4 Total Bedrooms, Stunning 7th Floor Deluxe Ocean Views from Every Room!
This phenomenal 4BR deluxe oceanview offering pairs two neighboring 7th-floor residences for over 2100 sq ft of combined interior living space. Each suite boasts spacious floor plans, luxurious finishes, and breathtaking views of the Pacific Ocean from high above the...
Tropical 7 Bedroom Villa with Pool & AC on Oahu's North Shore
Minimum 30-day consecutive rental required. NEW Listing. Please inquire for more details. The private estate sits on two large acres of lush tropical land. It is fenced and gated for security. This is indoor, outdoor living at its best. Sliding doors open up the living...
MAUI IS OPEN! Come visit! Marriott Maui Ocean Club Towers -Two bedroom Villa
OM Villas is proud to present luxury villas at Marriott Maui Ocean Club Towers.Reservations are available in weekly (7 night) increments with arrivals and departures on Fridays, Saturdays, and Sundays only. Beginning Aug. 23, 2025, to Dec.16, 2025, Marriott’s Maui...
1 Block to Beach! Waikiki Ocean View Large Studio with work space, 3 Beds
Summary:Welcome to our newly renovated studio in the Aqua Palm Waikiki! Offers stunning ocean, park, city and Diamond Head views from the 7th floor(11floor height). Enjoy convenient access to the beach and amenities like a full bath with bidet, central AC, Smart TV, and...
Kumulani Residence C3
This upper-level, oceanview residence, lovingly coined “You had me at Aloha”, offers a great room with a sleeper sofa and sliding glass doors for indoor/outdoor island living; a chefs' kitchen with premium stainless steel appliances and granite countertops; plus a...
Kaanapali Alii | 226
Welcome to Residence #226, a charming two-bedroom garden view retreat. Nestled within a lush tropical landscape, this beautifully appointed residence provides a serene escape for families or groups seeking a relaxing getaway.As you enter, you’ll be greeted by a...
Kauai Paradise in Princeville- Studio 1 bd & 2 bd villas- 2024 & 2025 dates
Make an inquiry! It's time to plan your 2024 & 2025 Hawaiian trip to paradise @ The Westin Princeville Ocean Resorts Villas. Please make an inquiry, I must check realtime availability before I can offer you the villa for your dates for 2024 & 2025. (I can book 2025...
2 Club Wyndham Ka Eo Kai, Hawaii
You’ll love the stylish decor of this charming place to stay. Club Wyndham Ka 'Eo Kai is nestled amid winding paths, tumbling waterfalls, bubbling streams and verdant gardens all overlooking Hanalei Bay. This resort feels more like an oasis hidden away from the...