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.
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...
516 Corner unit with kitchenette · 516 Corner unit with kitchenette
Great Views & Great Reviews at a perfect price - Free High Speed WifiGorgeous Views of Beach & Diamond Head - This corner suite is beautifully upgraded w/ an electric cook-top, stone flooring, full bathroom, wall mounted SMART HDTV with Roku and of stunning views of...
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
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...
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...
Outstanding modern condo with ocean view in Kihei
Hale Kamaole 241 is a 1-bedroom,1-bathroom second-floor condo featuring amenities such as a covered private lanai, air-conditioning, and a washer/dryer. This condo accommodates up to 2 guests with a King-size bed in the bedroom. The main living room has a lovely...
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.
Worldmark Kihei, Maui - 2 Bedroom Condo, Across Street From Beach
A family friendly resort, WorldMark Kihei is directly across from lovely Kameole beach and located in south Maui. You will find many options for dining and easy access to water sport rentals and snorkel trips, scuba and whale watching boats.King in Master, 2 Twins or...
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...
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...
Peaceful Oceanfront Home Near Downtown Kailua w/ BBQ & AC: Kai Mele
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Kai Mele, your next charming...
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...
Kuhio Village Ocean View Studio | Private Lanai
Top-floor Waikiki studio in a fantastic location at the secure Kuhio Village building. Located right on Kuhio Ave., our guests enjoy easy access to the upscale Duke’s Lane, newly built International Market Place, Kalakaua Ave and world-famous Waikiki Beach. This unit...
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...
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...
Luxurious Oceanfront Resort in Maui - Family Friendly - Sleeps 6!
Come experience the breathtaking views at this luxury Hyatt property set upon 40 acres of oceanfront beach in Maui. The activities are endless with snorkeling, scuba diving, hiking, fishing, kayaking, jet skiing, boogie boarding, and much more. Don't forget about the...
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...
VI 304 Beautifully Decorated OceanFront Condo w Ocean View
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...
Poipu Beach front Amazing, Air Conditioned, One Bedroom Get Away
Located in Koloa, this charming air-conditioned condo is a dream. This one-bedroom sanctuary with an amazing lanai, is a one-minute grass-covered walk to the beach. WiFi is provided during your stay. A bedroom featuring a cozy California king bed, ample drawers, and...
The Islands at Mauna Lani | Q3
The Islands at Mauna Lani Q3 offers a privileged location just across from the waterfall pool and entertainment center reserved exclusively for guests of The Islands at Mauna Lani. This beautiful two-bedroom two and a half bathroom condo sleeps up to six and is perfect...
Studio Villa at Westin Princeville Ocean Resort Available July20-27 only
The Studio Premium Villa overlooks acres of fragrant wildflowers and offers unparalleled views of the majestic mountains that frame the island's breathtakingly beautiful North Shore. Best of all, each villa features sliding glass doors that lead to a private lanai so...
Modern spacious 3-bedroom condo in Mauna Kea with AC, WiFi and endless sunsets
Outstanding ocean views. Watch the whales from the lanai. Modern decor & artwork. Perfect orientation to the ocean and mountains provides for soothing breezes and beautiful natural lighting throughout the day. Kick back and relax in this calm, stylish space. Fully...
Ka'anapali Beach Club: Beach Bliss & Stunning Pools- 1 Bd. Scenic View
Escape to the breathtaking beauty of Maui at Hilton Vacation Club Ka'anapali Beach Club, where your 1-Bedroom Scenic View Unit offers the perfect blend of luxury, comfort, and stunning views. Located on the world-famous Ka'anapali Beach, this resort is your gateway to...
Makena Surf F104 - Oceanfront 3BR w/ AC, Panoramic Views & Beach Access
Makena Surf F-104Escape to the tranquility of Makena Surf F104, an elegant three-bedroom beachfront condo nestled within the prestigious Makena Surf. Located in one of Maui’s most sought-after coastal communities, this resort offers breathtaking views of the Pacific...
Couples Retreat! Pacific Vista w/WiFi and A/C– Waikīkī Shore 504
Welcome to your beach retreat in Waikīkī! Relax in this Studio Ocean View condo, which offers fantastic lanai views of the Pacific Ocean, Waikīkī Beach, and the palm treetops of Fort DeRussy Park. The private lanai has seating for two people and has a small table so...
Hale Ho'okipa, Hale Ho'okipa a Quiet Rain Forest Retreat
This quiet mountain hide-a-way offers peace and serenity in a rural location close to Hawai'i Volcanoes National Park. The private home has covered private lanais with eating areas, lounging areas and a fire pit. Interior spaces have a unique Hawai'ian vibe with...
Royal Kahana Maui 208 Oceanfront 1 Bedroom
- 2nd floor condo with balcony- Updated open kitchen with granite counters includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Vinyl plank flooring in bedroom, living and dining areas and...
Luxury Ocean view 2BR Waikiki
This exquisite 2-bedroom, 2-bath condo nestled in the heart of Waikiki offers a serene retreat from the bustling city life. With central air-conditioning and a splendid pool area with a spa, you can indulge in luxurious comfort with fewer guests, ensuring a tranquil...
Perfect Island Getaway! Ocean View, Walk to Waikiki Beach, Royal Hawaiian Center
Your exciting family vacation or romantic escape starts here, right on the sands of Waikiki Beach! Just minutes from the best attractions, guests will also enjoy the resort pool with expansive sundecks and private cabanas as well as a poolside dining venue featuring...
Maui Resort Rentals: Honua Kai Konea 308 - Spacious 2BR/1BA, Gorgeous Partial Ocean and Lush West Maui Mountain Views!
Unquestionably one of Honua Kai's best values, Konea 308 is a rare two bedroom, one bath suite that offers the space and privacy of an additional bedroom without the price tag of a standard two bedroom, two bathroom. Enjoy beautiful partial ocean views from its spacious...
AMAZING LOCATION! 2 blocks to Waikiki Beach
Cannot beat the location! Perfectly situated in Waikiki, you'll be right in the middle of all the hustle and bustle. Just a 5 min walk to world famous Waikiki Beach, and surrounded by all the shopping and restaurants you can imagine. Perfectly suited for couples or solo...