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.
Your Beachfront Paradise on Maui’s Sugar Beach
*This is a new property and it's gorgeous! We are confident you will love your experience!**For the comfort and safety of all guests, our maximum occupancy is strictly limited to 6 individuals total, including children and infants, in accordance with local fire code and...
One Bedroom at the Chateau Waikiki with Ocean Views and Free Parking
Aloha and Mahalo from Waikiki! This property is a 30 day minimum rental at the Chateau Waikiki and is professionally managed by Happy Vacations. Very convenient and affordable condo, with Ocean and City Views! Great building amenities, walking distance to the Ala Moana...
Affordable, Central Steps to the Beach & Canal
Legally permitted rental - 444 Kanekapolei St #601** For your health and safety, we utilize additional Sterilization procedures between reservations.Immerse yourself in the Hawaiian Lifestyle. The boutique-style hotel room features views from the mountains to the ocean!...
Aqua Aloha Surf Waikiki 1107 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1107, Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, (1) Full/double Futon, Sleeps 4 360 St FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo...
Tropical Serenity - Charming Maui Banyan Studio
Discover Maui at Maui Banyan Q110A studio, a charming 1-bath studio steps from Kamaole Beach Park II, perfect for up to 2 guests. Conveniently located right next to the upper pool area which also includes six Weber BBQs. Relax on the lanai amidst lush greenery, stroll...
3bedrm/2bath,near shopping center,freeway
It has a very convenient location,with walking distance to hawaii famous Bernice Pauahi Bishop Museum for about 5 minutes and 9 minutes walk to the nearest shopping mall and one block 3minutes walks to the bus station.It's only 9minutes drive to the Honolulu...
Spacious high ceiling studio w/FREE PARKING! in Central Waikiki, Luana Hotel
Luana Waikiki Hotel and the spacious unit were recently renovated completely. This hotel situates at the entrance to the famous Waikiki strip and close to the world-renewed Waikiki Beach, shoppings, dining, and Convention Center, which are within a 2-10 minute walk.It...
Cool Cabana at Waikiki 1-Bedroom | Lanai + Parking
Enjoy a Diamond Head view from the private lanai of this one-bedroom apartment located only one block from world-famous Waikiki beach. This unit features an open concept living, dining, and full kitchen space, as well as an AC, two ceiling fans, complimentary...
2Br Top Floor Hanalei Bay Resort, Ocean View, Pool, Beach Gear
Welcome to Hanalei Bay Resort unit 7305/7306. Looking for enough space for the whole family to relax in scenic comfort? This 2br 2ba condo comes with a with a sleeping loft, offering truly unforgettable views of the ocean, the mountains, and Kauai's incredible North...
Beautiful Modern Remodeled Maui Banyan Suite
Experience Maui at Maui Banyan P103 suite, a charming 2-bed, 2-bath condo just steps from Kamaole Beach Park II. Conveniently situated on the first floor, it accommodates up to 6 guests. Enjoy the tranquil lanai for morning coffee or dinners amidst lush greenery. Take a...
Maui Vista 1220: 1 Br across the street from Kamaole Beach Park I
One bedroom garden view condo located on the second floor. This unit sleeps up to four people with a queen bed in the bedroom and a pull-out sofa bed in the living room. There are many tropical accents and upgrades throughout this unit. Enjoy the full kitchen which...
Studio with hardwood floors, ocean views - pool, hot tub, & sauna on-site
Island Colony 3512Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Island Colony -- the perfect choice for travelers looking to be immersed in the culture of Waikiki. This...
Poipu tropical garden view w/AC. No stairs!
One of Poipu’s hidden gems best kept secrets. Waikomo Stream Villas is a lush garden resort location on the sunny south side of Kauai. The condo is centrally located to shops and restaurants. It is conveniently located within walking distance to the beach , shops and...
Kahaki Hale: Updated 1BR Condo w/ Modern Design & Style Near Poipu Beach
Escape to Kahaki Hale, a charming one-bedroom retreat in Kapaa, Hawaii, where modern comfort blends with tropical tranquility. Just minutes from golden beaches and vibrant local dining, this relaxing haven accommodates up to four guests—perfect for couples or small...
F7 2 bedroom, 2nd floor, oceanfront
Aloha! We have just returned from a four month stay at F7, our first visit in over three years.We had hoped to schedule renovation work while we were there, but the boom in construction on Kauai interfered, and so our condo is now in what we consider pre-renovation...
WAIKIKI GRAND HOTEL® 416 Surfing adventure Ste in Waikiki 2min to Queens Beach🏝
Along with an outdoor pool, this smoke-free hotel has concierge services and laundry facilities. Air-conditioned accommodations at this hotel offer coffee/tea makers and hair dryers. Rooms open to patios. Kitchenettes offer refrigerators, stovetops, microwaves, and...
Quiet Tropical Paradise Steps To The Beach
This Kihei condo boasts 1 inviting bedroom with a lovely queen bed. The bathroom features a shower, and there is an additional delightful oversized living room with a sofa bed. Master Bedroom is in the back, giving guests privacy from others sleeping in spacious living...
Pineapple Hale…In Fern Acres, you will enjoy a serene, quiet location with all the amenities of home. On this 4 acre property, the sounds of nature will lull you to sleep. And, awaken you with soft birdsong. The climate is cool at nights. You have access to the entire...
Gorgeous Monthly rental Near the Beach w/ Iconic Ocean, City, Mountain Views!
Waikiki Shore #1418 – 2161 Kalia Rd(LEGAL 30-Night Minimum Rental in the Resort Zone! ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)This beautiful 2-bedroom, 2-bath condo with floor to ceiling windows offers amazing...
Comfortable Corner Suite opposite Beach & Park, Queen Bed WAIKIKI GRAND HOTEL®
Legally permitted rental - 134 Kapahulu Ave #500** For your health and safety, we utilize additional Sterilization procedures between reservations.Suite 500 has everything you are looking for in a Waikiki studio - full bathroom with shower and tub, full size, 'induction...
** 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...
Charming Royal Garden Studio | Private Lanai
Fantastically located Waikiki studio with private lanai overlooking the palm-tree dotted Ala Wai canal. As part of the luxurious Royal Garden building, our guests enjoy the lovely gardens, pool, sauna, bbq area, fitness center, and more during their stay. Located steps...
Delightful 2bd condo in South Kihei
Welcome to Haleakala Shores A305, an enchanting 2-bedroom, 2-bathroom condo tucked away in the picturesque surroundings of south Kihei, just moments away from the pristine shores of Kamaole Sands beaches. With accommodations for up to 6 guests, including the rare luxury...
Amazing escape with lagoon pool, hot tub, tennis, AC & great location
Maui Kamaole F108Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
3 bedroom 2 bath Orchid house in Paradise
Brand newly remodeled 3 bedroom 2 bath tropical home , can sleep 6-8 in the beautiful hawaii paradise park.20 min drive to Hilo, Liliuokalani Park and garden , Carlsmith beach and Wailoa River Park and 45 min to Hawaii volcanoes National park. 10 min drive to beach side...
Ground Floor Oceanfront 1 Bedroom - Kona Reef D01
Kona Reef D01: Located on the ground-floor, walk from your private lanai to the ocean’s edge for a beautiful Kona sunset. This open-design, air-conditioned 758 sq. ft. retreat invites you to prep meals in the gourmet kitchen with breakfast bar. Other touches include...
How about a little Dose of Liquid Maui Sunshine? Papakea G408 - Sleeps 6
Ocean views from this 4th floor corner unit in North Ka'anapali. Remodel completed in Nov of 2015 with new kitchen, bathrooms, a fresh coat of paint and decorator touches. Ceiling fans and a window air conditioner in the living room help keep the condo cool. This condo...
Wailea Elua 401 | Ocean Views | Pool | Hot Tub
Wailea Elua Village 401 is a stunning vacation rental situated in the luxurious Wailea area of Maui. This ground floor two-bedroom, two-bathroom condo is surrounded by tropical views of beautifully mainucred grounds and the South Maui coastline. The condo features an...
Nani Hale at Plantation Hale: w/ AC,Walk to Bch,Dining,Shopping,Pool/Hot Tub/BBQ
Welcome to Nani Hale by Gather, a newly remodeled ground-floor escape on Kauai’s Coconut Coast. Nestled within Plantation Hale Suites in Kapaa, this 690 sq. ft. one-bedroom retreat blends modern convenience with tropical charm. A short stroll takes you to Waipouli...
Top floor oceanfront 2 bedroom Maui condo
Picture yourself perched above the popular Waipuilani Beach Park in South Maui, in Kihei. 2023 New flooring throughout, new beds master now has a king bed and remolded bathroom. New Couches 2022. Large private condominium apartment at the resort condominium complex on...
Ka Hui Ana: 4 BR Kukui'ula Luxury Home with Ohana & Pool
Welcome to Ka Hui Ana (The Gathering), a contemporary island retreat located in the prestigious Kukuiʻula community on Kauai’s sun-soaked south shore. Blending modern design with relaxed Hawaiian living, this 4-bedroom, 4.5-bath sanctuary offers generous indoor-outdoor...
Condo w/Luxe Upgrades –Kamaole Sands 10106
This charming, one bedroom condo gives off the vibe and atmosphere of a cozy island haven, rather than a vacation rental in a resort. The entryway greets you with an “Aloha” sign and a reminder to remove your footwear – as it is customary in these islands. As you step...
Lush tropical gardens with amazing amenities
Paki Maui 316 is a 1-bedroom, 1-bathroom condo located on the third floor with wonderful garden views from your lanai and floor-to-ceiling sliding glass doors, bringing natural light into the condo. The condo does not have air conditioning. Enjoy preparing meals at home...
Ohana Rental Cottage Close to Beach
We live onsite and the house was built as a rental in mind. When facing the building from the street, we are on the left side. You have your own separate entrance. You need to enter from the front door and can open the glass sliding door to the dining area (outside) and...
New Listing! Tropical Oasis in the Heart of Poipu
Relaxing Tropical Oasis: Poipu Condo with Stream Views Property Highlights • Ground floor unit with beautiful lanai views of lush tropical grounds and Waikomo Stream • Prime location near world-famous Poipu Beach • Perfectly situated for dining, shopping, and exploring...
Modern Studio w/OCEAN VIEW! Kitchenette, Flat Screen and WiFi–Waikīkī Grand #611
Castle at Waikīkī Grand #611 - Luxe style and natural light define this contemporary 650sf corner studio with floor-to-ceiling windows. Prep meals in the modern kitchenette to share> Unit has Pacific/Diamond Head/park views. Other perks include air conditioning, WiFi,...
Ground Floor Condo w/Kitchen - Kamaole Sands 3102
It’s easy to slip into the mellow Kihei lifestyle in this 818sf ground floor suite that sets a tropical tone with décor and design. You’ll love how the lanai fringes the resort’s beautifully landscaped grounds that lead to South Kihei Road and Kamaole Beach Park III....
Lovely Modern Complex Directly Across Kam II Beach **NEW AC!
**Magnificent Upgrade as of August 2024 - As Brand New Split AC system with individual controls in both the living room and bedroom has been installed.**Escape to paradise with this beautiful and meticulously maintained ocean view condo, nestled on the 5th floor for...
Luxury Aloha Spirit Oceanview Penthouse Sleeps 7
Discover luxury at Kamaole Sands Building 8 with this dual-level spacious suite. Recently renovated kitchen & bathrooms. Loft master bedroom features a King Bed & ensuite bathroom. Second bedroom boasts new furniture, Queen & Twin beds with Sealy Posturepedic...
Exquisite Prime Beachfront Haven, Indulge in Tropical Luxury -Wailea Elua 1302
Wailea Elua #1302 – Premier Beachfront One-Bedroom Escape in the Heart of WaileaWelcome to Wailea Elua #1302, a luxurious 1-bedroom, 1-bathroom beachfront condo offering comfort, serenity, and elevated island living just steps from Ulua Beach. Located within the...
Luxury Two Bedroom Suite in Waikiki, Condo with Partial Ocean and City Views
Enjoy amazing partial ocean and city views from one of the most luxurious private condominiums in Waikiki. The unit is conveniently located at the entrance of Kalakaua Avenue, which is known as the main street and the most popular destination in Waikiki. Plus, it's just...
Waikiki Banyan T2-22nd Completely Remodeled
Summary:Parking available. Partial Ocean View from Lanai/Veranda.Please be informed that the Waikiki Banyan recreational deck and all associated amenities will be closed for renovation starting April 7, 2025. The renovation process is expected to take approximately 12...
2 Bedrooms / 1 Bathroom Vacation Rental in Waikiki, Sleeps 6.
This is a legal conforming vacation rental. Please see our listing details for our license number.Located on the 5th floor, this privately-owned vacation rental unit sits right at the entrance of Waikiki. Perfect location within walking distance to the Honolulu...
Cozy studio with a furnished lanai, shared pool, hot tub, & BBQs
Sandpiper #116bOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Plan a fun getaway at this cozy studio tucked into the front of Princeville. You'll have everything you need to enjoy...
Maui Kaanapali Villas Resort Penthouse
This spacious one-bedroom beachfront condo has the ideal location to enjoy all the western Maui has to offer at Kaanapali Villas Resort. A large outdoor living space makes for a special location to relax in privacy. You will have all the comforts of a gourmet kitchen...
Direct Beachfront Remodeled Corner 2 bedroom 2 bathroom Stunner!
Welcome to Hale Mahina A301. This beautifully remodeled corner beachfront 2 bedroom, 2 bath condo boasts expansive ocean views throughout. This condo features a remodeled kitchen and bathrooms, office desk with a view, and breathtaking views. Hale Mahina is a very...
Maui Resort Rentals: Honua Kai Konea 522 - Spacious 1BR Suite w/ Charming West Maui Mountain Views!
Konea 522 is a luxurious one-bedroom mountain view suite offering an expansive vista of the West Maui Mountains. The suite is ideally suited for small families and couples, providing an ideal environment to relax and reconnect. To fully enjoy the tranquil Hawaiian...
New Listing! Open Condo with Warm Wood Accents
Welcome to Koa Resort 2I — a beautifully appointed 2-bedroom, 2-bathroom condo that comfortably accommodates up to 6 guests. The spacious living room features a queen sleeper sofa for additional sleeping space. Please note that the second bedroom is a loft, offering an...
North Shore Oceanfront Private Retreat with Pool!
Absolutely the best location on the north shore of Kauai! This beautifully furnished, spacious, and private home is situated in the heart of Princeville minutes away from all of the world-class beaches, mountain forest trails, outdoor activities, golf courses, and...
“Escape to Your Private Oasis”“Welcome to BenTiki`s – your island-inspired getaway! Escape to our sun-soaked 24` diameter yurt, complete with a refreshing 18` private above-ground pool, perfect for cooling off after a day in tropical paradise. This bright and airy yurt...