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.
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
Valley Isle 304 Direct OceanFront Condo in Kahana, Maui with Stunning Ocean Views From the Lanai and Bedroom for a Romantic Tropical Island Getaway. Relax, Reconnect FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
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...
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...
2 Bedroom Cottage With Hot Tub
This incredibly located and luxurious ocean-view Hawaiian beach cottage is just steps to 2015's # 1 rated beach in the USA, Waimanalo Beach. In a quiet Hawaiian village, you'll awaken to the sounds of birds, the fragrance of flowers, and waves gently crashing on the...
Lovely Country Cottage
This beautifully renovated country cottage will provide the ultimate authentic Kauai experience. Enjoy a native Hawaiian farm homestead. You are welcome to pick and eat anything ripe on the farm from avacado and mango to passion fruit and coconut. We also have 10...
Marriott's Ko Olina Beach Club Resort
Marriottu2019s Ko Olina Beach Club is situated on the spectacular Western shore of Oahu, where waterfalls and fountains welcome you as you enter the resort. The grounds truly exude the lush beauty of a tropical oasis - seven brilliantly blue lagoons, swaying palm trees...
Discover Oceanfront Bliss at Marriott’s Maui Ocean Club – Studio Island View
Discover Oceanfront Bliss at Marriott’s Maui Ocean Club – Lahaina & Napili TowersFind your tropical paradise at Marriott’s Maui Ocean Club – Lahaina & Napili Towers, where luxurious comfort and stunning surroundings come together for the ultimate Hawaiian...
Specials in 2025 Beautiful 2 b/2ba beachfront condo Oceanview in Maalaea Maui
Welcome to our luxurious Condo at Kanai A Nalu Maalaea, Ocean & Beachfront newly remodeled 2 bedroom, 2 bathroom Condo. This lovely unit is situated on famous “Sugar Beach”, a beautiful and quiet white sands beach that stretches for miles—all the way to Kihei....
Amazing West Maui Beach Suite
Aloha!Enjoy this ground floor, very easy access (parking right out front) sweet little West Maui escape! Highly recommend a cold beverage in hand relaxing on the lanai.The property has a pool, and an awesome barbecue grill area, and beautiful landscaping throughout. The...
Serenity Retreat- 3 bed / 2 ba
Welcome to our Serenity Retreat in the heart of Mililani, Hi. Our retreat is nestled in a peaceful neighborhood and offers a perfect blend of comfort and serenity, making it an ideal getaway for those seeking a rejuvenating escape.This particular unit is located on the...
Ilikai Hotel, Beautiful Lagoon & Ocean Views, High Speed WIFI!
This condo is located on the 9th floor of the Ilikai Hotel. You'll love this unit location on the cooler side of the building with morning sun and beautiful views of the Hilton Lagoon and the Pacific Ocean. A large private lanai is ideally situated for taking in the...
2 Awesome Units, Just Steps to the Beach, Pool, Dining, Spa, Diamond Head
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Lagoon Tower, a Hilton Grand Vacations Club - Studio
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Hokulani 414 & 612 at the Honua Kai Resort - The perfect dual condo getaway
Experience the best of Honua Kai Resort & Spa with this unique offering—two separate condos that are perfect for groups traveling together who desire proximity and privacy. Hokulani 612, a 2-bedroom, 2-bath condo located on the 6th floor, accommodates up to 6 guests,...
3 Great Units Just Steps to the Beach, Onsite Dining, Pet-friendly, Pool!
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
Honolulu Condo w/ Private Lanai: Walk to the Beach
Experience the perfect blend of beachside relaxation, outdoor adventure, and city exploration when you stay at this 1-bedroom, 1-bath vacation rental. Complete with modern amenities, a private lanai with sweeping mountain views, and a central walkable location, this...
Family Tides at Turtle Bay
Welcome to our bright and breezy Kuilima West condo, ideally situated just steps from the Turtle Bay Ritz Carlton Resort, Lei Lei's restaurant, scenic walking trails, world-class golf courses, and the stunning beaches of Oahu's North Shore.With 3 bedrooms and AC in...
Ocean Views in Downtown Honolulu Studio with full kitchen, separate living room
Enjoy sweeping ocean vistas from our Ocean View Suite, where luxury meets panoramic scenery in the heart of Downtown Honolulu. Our newly renovated Ocean View Suite comes with views of the ocean, harbor, and downtown Honolulu. This suite 450 sq ft in size and features a...
Upgraded, 2 kings, ocean view
Summary:Tastefully renovated unit has it all: vaulted ceilings, fully stocked chef's kitchen, large bar, coffee station. Living area opens to expansive covered lanai with ocean and golf views - enjoy sunsets over water every evening. Located in desirable Waikoloa...
Westin Nanea Ocean Villas Beachfront Resort
Enjoy the glamour of this stylish, upscale place. Experience u201cNaneau201d - a state of relaxation and repose - firsthand at The Westin Nanea Ocean Villas! Set on twenty-six acres of lush, tropical land and infused with a variety of Hawaiian design elements, The...
Villa Bianca: Oceanfront Elegance w/ BBQ, Lanai, Stunning Ocean & Sunset Views
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.Nestled in the picturesque town of Haleiwa,...
Honeymoon Bliss: Bamboo Temple with Ocean Views at Maui Eco Retreat
**Bamboo Temple – Secluded Honeymoon Cottage with Stunning Ocean Views**Discover the perfect romantic escape at Bamboo Temple, an idyllic private cottage for honeymooners and couples seeking serenity. Wake up to breathtaking sunrises over the Pacific Ocean and fall...
Modernized 1st-floor Kihei condo with A/C
Welcome to Kihei Kai Condo #20, a delightful lower-level unit offering pool and garden views. This attractively decorated and meticulously maintained condo is the perfect haven for your Maui vacation, combining comfort and convenience in a serene setting. Step inside to...
Has It All! Kitchenette, Dine/Living Areas, AC, WiFi – Waikīkī Grand #722
Castle at Waikīkī Grand #722 - Layout and furnishings create a separate kitchen, living area, and sleeping area in this 384sf retreat with floor-to-ceiling windows. Tile floors and air conditioning keep it cool after a day of sundrenched fun. Other touches include a...
Pili Mai 8K - Spacious Comfort with Ocean & Golf Views in Poipu
PILI MAI 8K AT KOLOA KAI VACATION RENTALSSpacious Comfort with Ocean & Golf Views in PoipuExperience elevated island living at Pili Mai 8K, a beautifully appointed three-bedroom, three-bathroom condo located on the second floor of Kauai’s premier Poipu resort...
Coastal Haven: Chic Studio with Parking in Waikiki
This is the perfect Waikiki Getaway for someone wanting to stay for a a month or more. Well equipped, it comes with an in-unit washer dryer and parking! Perfect for the digital nomad, or someone who just wants to come hangout in Hawaii for a while.Come Stay with...
Palms at Wailea Garden Villas 2 Bedroom 2 Bath
Garden View 2 Bedroom 2 Bath Villa- Kitchen includes stovetop, oven, microwave, refrigerator, dishwasher, coffeemaker, toaster, cookware and tableware- Spacious private deck- Master bedroom with 1 king or 1 queen- Guest bedroom with 1 queen or 2 twins- Queen sofa bed-...
Rare Find! Two Comfy Units, Close to Attractions
He mau makana nâu kêia na kô mâkou kûpuna — These are gifts for you from our elders. Hawaii Volcanoes National Park is a refuge for native flora and fauna, many of which are endemic to the Hawaiian Islands. Enjoy walking or biking around the park, spend a day...
Bright New 1 bd at Kamaole Sands I 5-208
*This unit was recently remodeled. Professional photo's and additonal artwork/decor to be completed in January.Welcome to your perfect getaway in South Kihei! This beautiful one bedroom condo blends modern comforts with a warm, inviting atmosphere. Perfectly situated in...
Ekahi 49D, Big Ocean Views, 2nd floor
Our beautifully maintained, uniquely remodeled 1 bedroom, 1.5 bath Ekahi Condo offers sweeping ocean views across the greenbelt. You'll find everything you'll need for a relaxing vacation. One of a kind, high end Ekahi. 6 minute walk to Ekahi's private beach entrance...
Garden Views W/A/C, Lanai, Laundry–Kamaole Sands
Kamaole Sands unit #6201: Socialize while prepping meals in the modern kitchen opening to the living area. Then dine on the furnished lanai of this 818sf air-conditioned suite with homey perks. Enjoy cool tile floors, ceiling fans, AC, washer/dryer, WiFi, flat screens...
Oceanview Paradise: Tropical Retreat in Wailea
Welcome to our beautiful, elegantly remodeled 2-bedroom, 2-bathroom condo in the prestigious Wailea Grand Champions Villas. Perched on the 2nd floor, this luxurious condo offers breathtaking ocean views and a spacious, open floor plan with tasteful modern finishes.Upon...