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.
Tranquil Hawaiian ocean view retreat
Kaanapali Shores 616 is a 2-bedroom, 2-bathroom condo with central air conditioning that can accommodate up to 6 guests. Located on the sixth floor, inside you will find an open-concept layout and Hawaiian-inspired decor with a sense of island serenity. When it's time...
Gorgeous Oceanfront Remodel I Sugar Beach 210
*Professional Photos of the interior including a light refresh to improve this already beautiful condo to come shortly. Take advantage of the introductory pricing of this new listing while you can!Experience beachfront living at its finest in this gorgeous, fully...
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...
DELUXE APT BY THE OCEAN!! BEST LOCATION!
PERFECT LOCATION! We are close to everything! 15 mins drive from airport and 5 mins walk to the ocean. We offer free designated parking wifi, beach towels, full kitchen, cookware and dinnerware, shampoo, conditioner and hairdryer for you.We are also close to farmers...
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...
Ocean View Queen Studio with Balcony at The Waikiki Grand
Just 1 minute walk to the Beach & Ocean, Queen Kapiolani Park & Ocean Views from your private lanai.Enjoy this 3rd floor tastefully decorated queen bed, balcony suite overlooking Honolulu Zoo, & Queen Kapiolani Park. Offers a well equipped kitchenette with apartment...
Dlx 2BR Oceanfront Kona Condo...Steps to the Water.nStunning Views!
Welcome to your own 2-Br Oceanfront Kona Condo...Ideally located in Kailua-Kona Town, featuring fantastic Oceanfront Views! Listen to the sound of the surf from your Spacious Lanai, and toast to another gorgeous Sunset! Sleeps up to 5 People: ideal for a family...
Entire Place & King Sized Bed
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...
Kona Pacific C416 by Gather: 1BR Condo Retreat w/ Pool & Ocean Views
Welcome to Kona Pacific C416Escape to tranquility at Kona Pacific C416, a beautifully appointed 1-bedroom, 2-bathroom condominium in the heart of Kailua-Kona. This ocean-view retreat comfortably accommodates up to four guests, making it perfect for couples, families, or...
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.)NEW TO OUR INVENTORY! This beautiful 2-bedroom, 2-bath condo with floor to ceiling...
KBM Resorts | FREE CAR | Residences at Napili Bay | Massive 3-Bedroom Condo, 30 seconds from Napili Bay! NPG-C11
Charming 3-bedroom townhome just steps from Napili Bay with private lanai, full kitchen, garage, and beach gear-perfect for families or friends seeking a peaceful Maui retreat!** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date...
~Waikiki~ LOWEST RATES IN AREA ~ 2 Bedroom ~ Fully Furn ~ Blocks to Beach ~
We offer our Hale to you to enjoy the benefits of staying in one of the largest Apts. in our surrounding location, right in the Heart of Waikiki.Our large open floor plan is fabulous featuring a living/dining room combo. All 2-bedroom apartments. have a private lanai...
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...
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...
Nani Hale at Plantation Hale: w/ AC,Walk to Bch,Dining,Shopping,Pool/Hot Tub/BBQ
Welcome to Nani Hale, a newly renovated ground-floor condo located in the heart of Kapaa, Hawaii. Experience the beauty and comfort of Kauai's Coconut Coast in this stylish and convenient retreat. With its prime location between Poipu and Hanalei, you'll have easy...
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...
Modern Kauaʻi Luxury Home With Ohana, Pool, and Spa in Kukuiʻula
Welcome to Ka Hui Ana (The Gathering) at Kukuiula, a luxurious retreat in the exclusive Kukuiula community on Kauai’s breathtaking south shore. Designed to offer modern elegance and island charm, this 4-bedroom, 4.5-bathroom sanctuary provides an idyllic setting for...
Beautiful House, Beaches , Surfing, Golf, WiFi
The house is located in the premium neighborhood of Ewa Beach (25 min drive to HNL Airport) with walking distance to a Pu’uloa Beach and 7 min drive to Kapilina Beach (manmade laguna beach on Navy land but fully open to public with volleyball courts and shady...
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...
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...
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...
Oceanfront Paradise | Modern air conditioned 1BR Condo | Steps to Kailua-Kona
Welcome to your dream getaway at Kona Reef. This newly renovated, modern 1-bedroom, 1-bathroom condo offers breathtaking ocean and beach views, creating the perfect escape for couples or solo travelers seeking relaxation and adventure.Why You’ll Love Opihi Suite✔...
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...
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.
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
KBM Resorts | FREE CAR | Kapalua Bay Villa | Oceanfront | 1-Bedroom Condo with Amazing views! KBV-34G4
Luxurious oceanfront villa with panoramic Molokai views, private lanai, gourmet kitchen, and spa-inspired master suite-perfect for a relaxing Maui escape with comfort, style, and island charm.*Special Offer- Book any KBM rental home in Hawaii for 6 nights or more with...
Direct Beachfront Remodeled Corner 2 bedroom 2 bathroom Stunner!n
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...
Deluxe One BR w/ 4 Beds Waikiki Banyan includes Free Parking!
Mid-High Floor at Tower 2 & sleeps up to 4 Guests. Both Bedroom + Living Room have TV! Each person has a bed: 2 x Full Beds in the Bedroom and 1 Full SofaBed + 1 Brand New Queen SofaBed (Sept 2022) in the Living room. Surrounded by peekaboo Oceans views seen from the...
Kihei Surfside 403 - Your Front-Row Seat to Maui’s Stunning Oceanviews
Kihei Surfside #403 – Oceanfront Serenity with Sweeping Views and Island ComfortWelcome to Kihei Surfside #403, a well-appointed 1-bedroom, 1.5-bathroom condo offering stunning 180-degree views of the Pacific Ocean. Located in one of South Kihei’s most iconic...
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...
Newly Renovated and Listed 3 Bedroom 2 bathroom Home
Newly renovated and listed home on the east side of Oahu! The perfect choice to start your vacation with family and friends up to 8 guests. Cost savings with no parking fees, or resort fees that you experience at traditional hotels.This contemporary home offers 3...
BenTiki's Yurt in Waiohinu
“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 offers the modern comforts...
Beautiful 8 brs for 22 near Poipu Beach Park!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!Beautiful 8 bedrooms (7th and 8th bedrooms are loft bedrooms) for 20 in Poipu Kai is located only 250 yards to Brenneckes Beach and 350 yards to Poipu and Shipwreck Beach!Paved walkway...
Sunsets and Tradewindsnn
This lovely updated condo is In the heart of Kailua-Kona on the Big Island of Hawaii. It is right across the street from the ocean and sounds of the surf bring relaxation. Walk to nearby restaurants, galleries, and night life. Enjoy the ocean breezes, amazing views, and...
Waikiki Palms Hotel, Central Location, FREE parking
Incredible LOCATION with FREE Parking in Waikiki! Enjoy gorgeous city and mountain views from a private lanai (balcony). Very popular location, just across the world class "Hilton Hawaiian Village Hotel" with its iconic Duke Kahanamoku Lagoon, weekly Fireworks, every...
Exquisite condo with lanai, pool, hot tub, central AC, & W/D
Nihilani 31AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha, and welcome to your tropical home away from home on the north shores of Kauai. This tranquil and sunny condo is the...
Time 2 Play, "Beach theme" Maui Condo across the street from the ocean.
Located less than 50 steps to the beach, directly across the street. Take advantage of this great opportunity to stay in an incredible ocean view top floor condo just steps away from a beautiful Sugar Beach! Spend your vacation as busy -- or as relaxed -- as you'd like....
Wailea Ike by AvantStay | Walk to the Beach | Balcony w/ Views
Pack your swimwear and prepare for an unforgettable getaway at this newly renovated condo, where every morning greets you with stunning balcony views of lush landscapes rolling down to the ocean. This condo is within walking distance of the beach, the Wailea shops,...
Charming Maui Beach Condo Steps from the Shore!
Dive into the ultimate island living experience at our charming condo in Kihei Bay Vista unit C-105! Live like a local where you will have everything needed to embrace Maui's lifestyle to the fullest. Just a quick 20-minute drive from the airport, our prime location...
Royal Garden Waikiki Studio with Kitchenette, walk to beach; see discounted days
Our condo is in the Club Wyndham building and shares their amentities, outdoor pool, BBQ, sauna, gym, laundry room and concierge. There is 24/7 front desk in the lobby and valet parking.We are located 2 blocks from Waikiki beach and the International market, right in...
Kaanapali Alii | 216
Experience luxury and convenience at Kaanapali Alii's Condo 216, a groundopen-plan floor garden view retreat perfect for your Hawaiian getaway. This exceptional 2-bedroom condo offers easy access to the beach and pool, eliminating the need for elevators and ensuring a...