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 Summer Escape to Hawaii is Calling!
This Hawaiian vacation condo has been beautifully upgraded with stone flooring, dark wood cabinets and granite counter tops throughout. An open floor plan leads from kitchen to dining to the living area with vaulted ceilings which then flows out toward the lanai via...
Napili Point C15, Remodeled Oceanfront 2-BR Condo See Turtles, Whales from Lanai
Napili Point C15 Breathtaking Direct Oceanfront Views from Napili and Honokeana Cove, Watch Turtles and Whales from the LanaiWelcome to your Maui Retreat: his two-story oceanfront condo at Napili Point, Unit C15, offers a front-row seat to the natural beauty that makes...
Aloha Condos, Kanaloa at Kona, Condo 3104, Oceanfront, AC
Unit 3104 in Kanaloa at Kona is a top-floor, air-conditioned luxury condo located in Kanaloa at Kona. Spacious 3 Bedroom, 2 Bath Condo Fully equipped Gourmet Kitchen Cable TV in 2 Rooms Ceiling Fans Throughout (4) [STVR-19-363807] • Oceanfront Location• Sunset Views...
Guest house on gated acre estate, Sleeps up to 7; Great for Events, too
Beautiful, elegantly furnished and fully-equipped 2 bedroom, two bath guest house, with antiques and open beam ceiling, on a 1 acre gated estate, with koi pond, waterfall, fountain, chlorine-free pool and hot tub, and 180 degree ocean-view lanai. Fully furnished and...
Ko Olina Beach Villas 610: Luxury 2BD w/ Captivating Views of Ko Olina's Lagoon
Welcome to Ko Olina Beach Villas B610 by Gather, a luxurious sixth-floor retreat where ocean views and modern elegance blend seamlessly to create your perfect Hawaiian escape. Located within the exclusive Ko Olina Resort, this two-bedroom, two-bathroom villa...
AMAZING OCEAN VIEW!! Popular White Sands Village Steps to the Beach
Ocean View Vacation Rental at popular White Sands Village Complex. We are located 4 miles south of charming Kailua-Kona Village and directly across from Kona's spectacular Magic Sands Beach. Picture yourself enjoying beautiful ocean views and dreamy sunsets from our...
Relaxing Wailea Ekahi Garden Hideaway.
Wailea Ekahi 47F is surrounded by lush gardens, offering guests a private hideaway to relax while being serenaded by birds. Our unit is a five minute walk to the sparkling sands of Keawakapu Beach. You'll stroll through Wailea Ekahi's lush gardens on paved paths enroute...
A/C installed & recently refurnished ground floor unit. 2 min. walk to the beach
A clean out fee that is charged by Castle Resorts, our onsite property manager, is pre-collected by vrbo at time of booking. This ground floor unit offers easy access from parking as well as out the lanai to the beautiful spacious grounds. The unit is in building 18...
Remodeled Oceanview Townhome: Luxurious End-Unit w/ Stunning Views & Pool Access
Newly Remodeled!Our deluxe end-unit townhome boasts 2 large sliding doors that open to sweeping ocean views. This corner unit has 2 walls of windows that face a spacious green lawn area with Pacific Ocean views just beyond. Enjoy unobstructed ocean views from every...
Tranquil Oceanfront Escape! Central AC! Polo 402!
Book 5 nights and enjoy the 6th night free! Valid for all new reservations arriving after 1/15/2025.This updated condo in a gorgeous oceanfront property is a tranquil escape from the everyday. Nestled in a quiet area, this home away from home offers unparalleled access...
"Bay Watch" at Lae Nani 335- 2 Bedroom Ocean View Condo with AC
"Bay Watch" at Lae Nani ***FULLY AIR-CONDITIONED***Escape to paradise and experience the true essence of luxury living with our newly renovated unit located on the top floor of building 3. With its breathtaking ocean views and impeccable design, this is the ultimate...
3 Bedroom 3 Bathroom Condo with Ocean View
A vacation rental condo located just a stone's throw from Poipu's best attractions, Pili Mai 12B is where your search for the perfect Poipu condo begins and ends. With three bedrooms and three bathrooms, Pili Mai 12B can accommodate up to eight guests. The primary...
Newly Renovated Kihei Condo with Sunset Views – Steps From a Beautiful Beach!
A Gorgeous and Relaxed Home Away From Home The SpaceNewly renovated 1-bedroom, 2-bathroom condo is outfitted with a pullout sofa bed, fully equipped kitchen, 60-inch flat-screen television, washer and dryer, and split air-conditioning unit. Newly installed elevators...
Ilikai Luxury Suites
Come and stay at this newly remodeled condo at the 'Ilikai Hotel. Relax on one of two balconies overlooking the famous Waikiki beaches. Please note due to Covid restrictions only registered guests are permitted to have access to the Unit.No Parties are permitted as we...
Grandiose ocean views with a renovated kitchen
Experience the best of Maui at Ma'alaea Banyans 314, where relaxation and adventure await! Unit 314 is a 1-bedroom, 1-bathroom condo that can accommodate up to 4 guests and offers direct ocean views. As you walk into the open-concept living area you're instantly met...
Bright, breezy, upgraded house, near the ocean! Contact for rates/availability!
This is a short-term vacation rental. Welcome to Hale Alapi'i, our home in fabulous Lanikai!This is a 3b/2b ~1,400 sq. ft. main house that sleeps 4 adults or 2 adults + 2 kids comfortably, on a slight uphill to enjoy beautiful Hawaiian scenery, tropical birds and island...
Waipouli Beach Resort Luxurious 5 Star Ocean Front Complex A-201 Pool and AC
If you’re seeking a 5 Star premier vacation condo experience, look no further. This deluxe oceanfront condominium property offers luxurious units with rich hardwood furnishings, gourmet kitchens, and spacious baths. A beautiful, heated river pool meanders through the...
Beautiful Air conditioned condo. Ocean within 100 yards of unit. See reviews.
Most Requested Unit due to awesome view of garden with a back drop of an ocean view. As an added feature, this unit has split air conditioner in both bedrooms which will provide a restful night sleep. This unit is clean and well maintained. UnlIke other units, guests...
Walk To Beach! Beautiful Ocean Views from Condo W/ Lanai, Pool & Hot Tub, BBQ
Address for this Condo: Kauhale Makai 938 S. Kihei Rd #633, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** If you are looking for a perfect getaway in paradise, Kauhale Makai 633 is it! The first thing you see when you arrive is a...
Maui Hill 116 - Stunning Renovation - Split AC - 3bd/3ba - Expansive Ocean Views
This stunning split-level 3/3 Maui Hill 116 features dramatic ocean views from both levels, and every comfort and convenience. The first Maui Hill unit to have a Mitsubishi 4 zone split AC system. No more hot afternoons and evenings with the under-powered window units!...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 2-Bedroom Corner Condo with Huge Lanai! HKH-620
** 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...
Big Island Green Sands House
Want to get away from city lifestyle and experience the tranquil beautiful countryside? If you long for solitude, the sound of rustling leaves (and coqui frogs at night), gently falling rain, cool breezes, crashing waves & rustic sunsets…You’ve found it here, on the...
Panoramic ocean view condo at Maalaea Bay
Island Sands 612 is a two-bedroom, two-bathroom condo located on the 6th floor accessible by an elevator. This condo can accommodate up to 4 guests with a king-size bed in the master bedroom and two twins (that can be converted to a King) in the guest bedroom. The...
Oceanfront Penthouse - 50% Discount April 21-27, 2026 only. AC, Surfers, Sunsets
This spectacular air-conditioned oceanfront penthouse condo features spacious open beam ceilings and is only 25 feet from the surf crashing on the lava rocks directly below the lanai. Watch surfers launch into the spectacular blue waves of Banyans Beach, one of Kona’s...
Beachfront 2 BR Ground Floor Condo
This oceanfront home has been completely remodeled. Beautiful tile floors throughout. Walk in shower in the master suite. Welcome to The Waiohuli Beach Hale - a hidden gem tucked away on the beach in sunny Kihei. Enjoy spectacular sunsets, long sandy beaches, gentle...
Aloha Condos, Napili Bay Resort, Condo 211, Beach View
Napili Bay Resort Condo 211 offers a serene getaway with convenient beach access and stunning ocean views. Guests appreciate the clean, well-appointed unit, comfortable king-size bed, and fully equipped kitchen. Enjoy the peaceful atmosphere, modern amenities, and...
Polo Beach Club 206 - 2 Bedroom Oceanfront Condo
Polo Beach Club 206 is a second-floor vacation rental located in the renowned Wailea area of Maui. This condo offers a prime beachfront experience with direct access to the pristine Polo Beach directly in front of the property, making it an ideal choice for those...
Hale Pua: Private Oceanfront Luxury Home w/Pool, Spa, AC & Lanai - Relax & Enjoy
Hale Pua is an oceanfront sanctuary blending elegance, comfort, and the natural beauty of Kailua Kona’s rugged coastline. Located along scenic Alii Drive, this expansive 5-bedroom, 6-bath estate offers 5,140 square feet of luxurious living space and accommodates up to...
HoAloha-Few Steps to Hanalei Beach + AC & Hot tub
HoAloha is the perfect family home. Just a few steps to Hanalei Bay. Fully remodeled with luxurious natural finishes. The breezy beach house theme continues indoor outdoor with large windows and neutral hues. The house is tucked away in a safe peaceful cul-de-sac in the...
Includes Beach Club Access-2 bedroom 2 bath condo
Summary:Palm Villas I-2 is a spacious two-bedroom, two-bath condo located on the ground level of a quiet six-plex building in the Palm Villas at Mauna Lani. With approximately 1,100 square feet of living space, this home comfortably sleeps up to four guests.The...
Maui Resort Rentals: Honua Kai Konea 401 – Crown Jewel Oceanfront 2BR, Sweeping Ocean Views w/ B.B.Q on Balcony
From the moment you enter the door of Konea 401 and experience the abundance of ocean views from this suite's luxurious interior, you will realize that you are in for something truly special. As one of only five oceanfront two-bedroom suites at Honua Kai, Konea 401...
5th Floor Oceanfront-Great Reviews-1 of the biggest condos on Maui-AC-Sleeps 10+
In this beautiful oceanfront place, located in Kahana, the blue waters meet the vibrant green surroundings to make it a perfect haven. As you step inside, you'll be greeted by the breath taking ocean views. Unwind in the cozy living room, or step out onto the balcony to...
***NICE OCEAN VIEWS FROM LANAI AND LIVING ROOM* GREAT LOCATION***
YOU'LL LOVE THIS CONDO AND THE VIEWS FROM THE LANAI!The kitchen is brand new with new cabinets, 5 burner gas stove, microwave and refrigerator and granite counter tops and a nice dining table. The floor plan is divided into a living room area and a sleeping area. The...
Legal 3 Bedroom home on a small Haiku farm. Close to beaches and Paia
*Please note, our calendar only accepts bookings 9 months in advance, if you wish to book beyond this time restraint please message us your desired dates for approval. Located on the North Shore of Maui, Hookipa Farm is nestled in a beautiful neighborhood just minutes...
Spacious Studio/Spectacular Ocean View/Pool/Gym
This spacious studio at the Royal Kahana is zoned as a hotel property which means it is not affected by the possible apartment zoned legislation being considered by the Maui city council. It opens up to a large lanai with full ocean views. Enjoy sunsets with a cold...
Deluxe Waikiki Ocean Front Suite - Ilikai
Enjoy stunning sunsets from your private balcony while sipping a glass of wine. This condo stands out because it has full, direct, unobstructed ocean views overlooking the Waikiki Marina... not peek-a-boo views.You'll see ocean views from EVERYWHERE in the condo.This is...
Ka Nani, steps from the sand! The center of Hanalei Bay. Best $ on the bay.
This Hanalei Bay parkfront home has a superb setting with views of the ocean and Hanalei Bay from the Pu'u Poa Point to Waikoko taking in all the action on Hanalei Bay. (Standard occupancy is 6, see below.*) It is a wonderful indulgence for a honeymoon and a fantastic...
Hale Kamaole 135 one bedroom condo steps away from beautiful Kamaole 3 Beach!
Aloha & welcome to our Hawaiian Home, and your vacation beach haven! Newly renovated, we hope you enjoy our elegant, spacious 'beach home' - a ground floor condo, located in the beautiful Hale Kamaole resort, close to the vibrant heart of the South Maui.This one bedroom...
Awesome Maui Oceanfront! Spectacular sunsets! 1Bed/1Bath of Hawaiiana
Our little piece of paradise has been remodeled, giving you the comfort of an updated kitchen and bathroom with a beautiful open look. We also have new furnishings, including a sleeper sofa that has a 6 inch memory foam mattress that is actually comfortable to sleep...
Spacious & Quiet Upstairs End Unit Studio Loft w/ new bathroom & Split A/C units
Treehouse Experience !! Complete Bathroom Remodel completed in June, 2024. Two Mitsubishi Mini Split Air conditioning units were added, living room (24,000 BTU) and Loft Bedroom (15,000 BTU). Both units replaced in July, 2025.Enjoy your Hawaii vacation at our upstairs...
Partial Ocean and Colorful Sunset Views!
Waikiki Shore #408 – 2161 Kalia Rd.Just another day in paradise! Imagine stepping right from the building onto world famous Waikiki Beach! You'll enjoy your stay in this 4th floor partial ocean-view condo (706 interior sqft and 124-sqft lanai with table and chairs)....
Absolutely Incredible Penthouse Front Facing Ocean Views !
ALOHA and Welcome to our Island Paradise! 🌴🌸 Maui No Ka Oi. This C-601 corner studio unit is on the TOP FLOOR of Kihei Akahi right across from the beautiful Kamaole Beach II in very sunny South Kihei You have Privacy and Security along with a direct front facing ocean...
Recently Remodeled, Turtle House, Kanaloa at Kona, AC, 2 Bed Ocean View, #3406
Want for Nothing and Travel Safely Unit #3406,This comfortable, light and welcoming ocean-view condo is situated on 17 acres of lush tropical landscaping, overlooking beautiful Keauhou Bay and the Pacific Ocean. The well groomed gardens create privacy and beauty where...
Kona Pacific E632 Ocean View Luxury in Kailua Kona!
In the heart of Kailua Kona, Kona Pacific E632 is truly a jewel. This home was lovingly decorated, and no detail was left out. You will not want to miss spending time on the lanai, taking in the ocean views. The large kitchen is fully stocked so that you may cook up...
Oceanfront sanctuary with light-filled interior, lanai, W/D, & full kitchen
Manini Beachfront GetawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Fill your next Hawaii vacation with an abundance of aloha when you book a stay at the Manini Beachfront...
Beautifully Remodeled | Concierge Included | Spectacular View | vrKCV
vrKCV - Mauna Lani Point H107, Professionally Managed by Kona Coast VacationsYour peaceful retreat awaits in this 1-bedroom, luxury condominium. Nestled in the exclusive oceanfront community of Mauna Lani Point, this serene haven promises relaxation and tranquility....
Oceanfront 2 Bedroom at Chun's Reef
Beautifully landscaped multimillion dollar gated property, there are two houses situated on this oceanfront property. The house closest to the ocean is occupied by the owner. The rental house is approximately 100 feet from the beach. There is easy access as well as an...
Experience Maui in Comfort!! ~Fully Furnished 1b/2b Recently Updated Condo
The Kamaole Sands complex and condo is one of the best and most desirable locations, located just across the street from Kamaole Beach Park III. Large grounds with beautiful fountains to enjoy the soothing sounds. This condo is beautifully updated in both baths and the...
Aloha Condos, Nohonani Condos and Resort, Condo 206, Beachfront
Direct beachfront location with views of Molokai, Lanai and the Pailolo Channel Oceanfront swimming poolSpectacular location to view sea turtles - both in the water and on the beach. View humpback whales in winter breaching in the Pailolo Channel.Spectacular sunsets &...
Stunning 2 bedroom retreat. Perfect location for exploring beautiful Maui!
2 bedroom, 2 bath, sleeps 7 ~ non smokingYour vacation dreams will be realized with this beautiful two bedroom, two bath tropical retreat.Imagine waking up to the sound of the ocean, tropical birds, and a babbling Koi pond fountain. This condo is well appointed with...