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 | 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...
Modern Bungalow • AC • Walk to the Ocean
Experience the ultimate Big Island getaway on the Kona coast in this fully renovated modern bungalow. Enjoy soaring ceilings, a bright one-bedroom with a king bed, a spa-like shower, and a fully remodeled kitchen. The living room has a surprisingly comfortable pullout...
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 equipped...
Honua Kai Hokulani | 2 FREE Rental Cars | KBM Resorts | Ocean Front | 2 Units, 4 Bedrooms | ML-2552
** 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...
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...
Beachfront Bliss | Walk to Sand, Pool, Restaurants
Summary:Prime Location Walk to Kamaole Beach dining Serene Lanai Views Relax in a peaceful oasis Luxury King Bed Linens Sleep like royalty Resort Pool Hot Tub Ultimate relaxation Free Parking Easy convenient access Fast WiFi Smart TV Stay connected entertained Fully...
New Listing Tropical 7 bedroom Villa with Pool/AC
NEW Listing • Minimum 30-Day Rental • Private 2-Acre Estate with Pool & CottageEscape to your own private tropical retreat on the North Shore of Oʻahu. This gated, fully fenced two-acre estate offers resort-style amenities, spacious indoor–outdoor living, and a short...
Kaanapali Alii Residence 142
Kaanapali Alii 1422 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Welcome to Kaanapali Alii 142, a beautiful platinum-rated one-bedroom ocean-view condo with a fully enclosed den that comfortably serves as a second bedroom. This...
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 Ocean...
Kumulani C3 Two Bedroom
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 Residence 226
Ka’anapali Alii 2262 Bedrooms | 2 Bathrooms | Sleeps 8 | Garden View________________________________________Welcome to Kaanapali Alii 226, a charming second floor garden view two-bedroom vacation rental condo in Maui’s exclusive Ka’anapali Alii Resort. Nestled within a...
Honua Kai Konea | 3 Free Rental Cars | KBM Resorts | 3 King Beds! | 3 Units, 6 Bedrooms | 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...
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...
NICELY UPDATED-OCEAN VIEWS-PRIME LOCATION-LARGE LANAI-AC-WELL EQUIPPED
Feel right at home in this nicely updated, well equipped 2 bedroom, 2 bathroom (1188 sq ft.) condo at Kamaole Sands with a premier location, on the top floor of building #2. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation...
3 Bedroom Luxury Home with Private Pool
Escape to paradise and indulge in the ultimate luxury experience at our breathtaking three-bedroom, three-bathroom 2,957 square foot vacation rental on the Big Island. Named Hale Maluhia, which translates to Peaceful Home, this beautifully appointed residence is...
Large, Modern, Solar Powered 3-bedroom condo in Mauna Kea with 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...
Stylish 1BR Mountain View Suite – The Grand Islander Honolulu
Enjoy contemporary comfort in the heart of Waikiki with this 1 Bedroom Mountain View Suite at The Grand Islander, a Hilton Grand Vacations Club, located within the famed Hilton Hawaiian Village® Waikiki Beach Resort. Perfect for couples or small families, this modern...
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
This oceanfront one-bedroom offers direct access to Maui’s pristine beaches, perfect for couples, small groups, or travelers craving relaxation by the sea. Unit 208 Oceanfront 1 Bedroom 1 Bath• 2nd floor condo with oceanfront views and views of the island of Molokai •...
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...
Waikiki 2BR Paradise – Spacious Grand Waikikian Suite with Resort Pools & Beach
Step into luxury and space with this comfortable two-bedroom, two-bath residence at Grand Waikikian, located within the renowned Hilton Hawaiian Village Waikiki Beach Resort on O‘ahu’s famed Waikiki Beach. Spanning approximately 1,120 sq ft and designed to accommodate...
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 Hokulani | 3 Free Rental Cars | KBM Resorts | Ocean Views | 3 Units, 4 Bedrooms | 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...
Kaanapali Alii Residence 184
Kaanapali Alii 1842 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 184, a breathtaking two-bedroom condominium that captures panoramic ocean views from nearly every room. Wake up to the sight of 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...
OCEAN VIEW-STUDIO-Marriott's Ko Olina Beach Club Resort-Large Ocean View balcony
The Marriott Ko Olina Beach Club resort, located on the breathtaking shore of Oahu is just 30 minutes from Honolulu, surrounded by beautiful scenery, crystal-clear lagoons, tropical flowers, and waterfalls, making this lush 642-acre gated community resort a true oasis....
Aqua Aloha Surf Waikiki 911 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #911 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed+ (1) Queen Sofa sleeper, Sleeps 4, 374 St FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo...
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. From the...
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...
Ironman October 24-27 in Kona, HI two bedroom for 6 guests.
Oceanfront, modern, and conveniently tucked outside Kailua-Kona, tranquility reigns. It’s the ideal home-base for all of your island adventures.2 Bedroom Deluxe-6 Guests, full kitchen, 2 baths, size1095-1601.
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...