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.
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Large Master Suite | 2 Units, 3 Bedrooms | KBV ML-1963
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
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
This charming one-bedroom, cottage-style condo offers peaceful garden views just steps from Kauai’s most famous beach. Ideal for couples or small families, it features the comforts of home in a relaxing, island-inspired setting. Garden View 1 Bedroom • Fully...
Hale Kai'opua - Modern Kauai Retreat with Private Pool & Lanai
Welcome to Hale Kai‘opua at Kukui‘ula, a stunning 3-bedroom, 3.5-bath luxury retreat set above the postcard-perfect South Shore of Kauaʻi. Spanning 2,961 sq ft of contemporary indoor–outdoor living, this newly built 2024 residence blends modern architecture with...
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...
Stunning four-bedroom villa at The Lodge at Kukui'ula
This stunning four-bedroom villa at The Lodge at Kukui'ula is the ideal Kaua'i getaway. The airy, open floor plan opens onto a stunning outdoor living area with a private plunge pool, lounge area, outdoor kitchen and dining area. Inside, enjoy high ceilings, a large...
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...
Kaanapali Alii 142
Welcome to Kaanapali Alii 142, your perfect luxury vacation rental nestled in the heart of Lahaina, Hawaii. This stunning ocean-view condominium offers a serene escape for up to four guests, combining classic Hawaiian charm with modern amenities. Step inside to discover...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Extra-large Corner Suite | 3 Units, 5 Bedrooms | HK ML-1796
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Luxury Kauai Getaway – Club Wyndham Bali Hai Villas Princeville
Escape to paradise this Thanksgiving! Enjoy 4 nights in a spacious, upscale 2-bedroom PRESIDENTIAL SUITE at the sought-after Club Wyndham Bali Hai Villas in Princeville, Kauai.Suite Highlights• Sleeps up to 6 guests• Upper-level unit with scenic garden or mountain...
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 Kaanapali Alii 226, a luxury vacation rental that offers a perfect blend of comfort and elegance. This family-friendly, short-term rental is ideal for those seeking a serene Hawaiian getaway. Nestled in the heart of Lahaina, this stunning two-bedroom,...
Honua Kai | 3 Free Rental Cars | KBM Resorts | 3 King Beds! | 3 Units, 6 Bedrooms | HK ML-1364
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
29th Fl Waikiki Banyan | Diamond Head Views | Parking | AC
The SpaceMake your Waikiki stay unforgettable in this bright and spacious 29th-floor corner unit. With Diamond Head views, peek-a-boo ocean glimpses, and a convenience location, this home-away-from-home is perfect for families or groups.Just one block from Waikiki...
Cliffside Comfort – Studio Premium Villa on Kaua‘i’s North Shore
Perched atop Kaua‘i’s stunning North Shore cliffs, the Studio Premium Villa at The Westin Princeville Ocean Resort Villas offers a relaxing retreat that blends resort amenities with the comforts of home. Measuring about 510 square feet, this villa accommodates up to...
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...
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...
Makena Surf B204 Beachfront Resort - 2 Bedroom Oceanfront Condo
Experience the ultimate beachfront getaway at this luxurious 2-bedroom oceanfront vacation rental at Makena Surf, located on the stunning shores of Maui. This exquisite condominium offers breathtaking views of the Pacific Ocean and the nearby islands, including Molokini...
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...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Ocean Views | 3 Units, 4 Bedrooms | HK ML-1769
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
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...
Villa 12 at The Lodge at Kukui'ula on Kaua'i
Villa 12 at The Lodge at Kukuiʻula on Kaua'i is a luxurious, private retreat that embodies the perfect blend of traditional Hawaiian charm and modern sophistication. Nestled within the exclusive Kukui'ula resort on the island’s southern coast, this villa offers...
Kaanapali Alii Unit 184
Welcome to Kaanapali Alii Unit 184, a luxury vacation rental that promises an unforgettable stay. This stunning two-bedroom condominium offers breathtaking ocean views from every window, allowing you to enjoy the glistening Pacific Ocean, swaying palm trees, and the...
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...
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...
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...
Stunning Views, Great Location in a Private Studio
The perfect place to live like a local and experience Maui like you never have before! Excellent location just 20 minutes from the airport; 20 min to the world famous beaches of Ho`okipa and Paia Bay; 25 minutes from Kihei; and 45 from the west side. Come enjoy the...
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...
6th Fl Waikiki Shore Condo | Ocean-front | AC | Wifi
Stay right on Waikiki Beach in this bright and spacious 1-bedroom, 1-bath condo with spectacular ocean views. Perfectly located in the heart of Waikiki, you’ll enjoy direct beach access, modern comforts, and the vibrant lifestyle just outside your door.The SpaceStep...
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...
Luxury 6BR Ocean View Estate Home in Kukuiula
Framed by panoramic ocean views and painted sunsets over Popiu, this single-story, 6 bedroom luxury vacation home captures the essence of sophisticated island living. The home's southwest-facing orientation welcomes golden light throughout the day, transitioning...