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.
Oceanfront condo with pool & balcony - walk to dining, activities, and more
Maalaea Kai 305Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy breathtaking views from the private balcony of this two-bedroom oceanfront condo in Ma'alaea. When it's time to...
Relax in Keauhou with Stunning Kona Coast and Golf Course Views
Escape to a peaceful retreat on the Kona Coast, where breathtaking ocean and golf course views await. This beautifully remodeled 1-bedroom, 2-bath condo at Keauhou Akahi overlooks the stunning Kona Country Club and the vast Pacific Ocean. The open-concept living area...
#Hale Kamaole 155 Ground floor condo, easy access to best beach on Maui!
Welcome to our Ocean inspired condo! This popular unit completed a stunning remodel in 2024 and includes all new furniture, custom pantry and kitchen cabinetry, stainless steel appliances, tile flooring, quartz countertops and matching table. The designer bathroom...
Awesome Studio Near Famous Beaches w/ AC
Newly listed, tastefully decorated, spacious studio with AC is located 15 min away from the famous beaches, 5 min away from shopping centers, & tons of activities close by . Sleeps up to 3 people and an additional option to sleep up.You can swim in the community pool,...
Spacious Family Home With Gorgeous Sunset Views of Diamond Head
This is a truly a local style experience property and the area of Kahala is full of the best of the best of locations on the Island of Oahu with everything close by: City Life , Awesome Beaches , Great Dinning , Tropical Hiking Trails & Views Galore , Look at the Famous...
🏖️Ocean Views | AC | Washer/dryer in Unit | vrKCV
vrKCV - Casa de Emdeko 212, Professionally Managed by Kona Coast VacationsCasa De Emdeko 212 – Updated Floors, Remodeled Bathroom, and Oceanfront Ambiance!Welcome to your Hawaiian home away from home at Casa De Emdeko 212, a beautifully maintained one-bedroom, one-bath...
Hale Leilani | Ko Olina | Beachfront w/ Views!
Summary:Welcome to Hale Leilani in Ko Olina! Nestled between exotic gardens and shimmering koi ponds, this beachfront condo has an ideal resort location with quick access to the resort's amenities. Maximum occupancy strictly enforced in accordance with local...
Banyan Tree 200 - oceanfront condo with wraparound lanai
Welcome to Banyan Tree 200. This stunning condo offers breathtaking views of the Pacific Ocean, providing the perfect backdrop for your Hawaiian getaway. With its prime location, you can enjoy the soothing sounds of the waves and the gentle ocean breeze right from your...
Beautiful PAPAKEA direct walkout OCEAN front 1bdr/1bath,A/C and views for dayz!
BEAUTIFUL West Maui Rental- AREA NOT AFFECTED BY LAHAINA FIRES & NO resort fees!Welcome to our AHHMMAAZZING little piece of Maui Paradise! This unit is individually owned, 1st floor unit, direct ocean front walkout property on 13 acres of beautiful oceanfront property...
KK 307 OceanFront 2BD Retreat with Breathtaking Views
Kulakane 307 Newly Remodeled OceantFront 2Bedroom for Picture Perfect Retreat to Relax Recharge and Rejuvinate. Ocean Views for Beautiful Sunsets and Spectacular Whale Watching FREE daily activities included with your stay value up to $570! Complimentary admission,...
End condo with lanai, balcony, pool, hot tub & tennis - near the beach
Colony Villas #1606Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the perfect Hawaiian getaway at this spacious end condo, tucked into the lush grounds of the Colony...
Kukui'ula Kai - Oceanfront Home with Pool and Large Lounge
Upon entering through the front door you will discover your own luxurious, oceanfront sanctuary. Kukui’ula Kai offers its guests a thoughtful and spacious layout with 2 private master suites that offer amazing views and sounds of the ocean to lull you to sleep.An...
Gorgeous Updated Wailea Condo Walking Distance to Beaches & Near Golf Courses
Address for this Condo: Palms at Wailea 3200 Wailea Alanui Dr. (Unit 2105)Wailea, HI 96753*** Professionally Cleaned Condo, No Contact Check-In/Check Out ****** Newly RENOVATED CONDO!!***Welcome to Palms at Wailea! This is your tropical paradise! This recently remodeled...
Spacious retreat with pool & private lanai
Summary:Private, Access to Mauna Lani Beach Club, Spacious, Great Backyard!The Space:Welcome to your peaceful Hawaiian retreat in the Islands at Mauna Lani, where tropical gardens, nearby beaches & resort amenities invite pure relaxation:- Sleeps 5 | 2 bedrooms | 4 beds...
Kamaole Sands Inner Courtyard - Building 1
Bill and Kathy’s Maui HomeOur Maui home is located in beautiful sunny Kihei, Maui, Hawaii. The complex is 15 acres of lush gardens, water falls and fountains. It is located across the street from Kamaole Beach Park #3 which has a grassy play area with shade trees and...
Deluxe High Level Renovated Condo with Ocean & Diamond Head View, Free parking& Wi-Fi Aloha and Welcome to Property Manager! We are so happy you stay with us! The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to...
Ground Floor Condo with Direct Pacific Ocean Views at Kaleialoha!
**Kaleialoha 112**Enjoy our newly remodeled condo featuring a brand new kitchen with stunning Vortice Veneziano granite countertops, solid cherry cabinetry, and the look of bleached wood floors. The living room includes a wall AC unit, modern ceiling fans and lights,...
Polo Beach Club 205! Direct Ocean Front and Sunset Views!
Polo Beach Club 205! Direct ocean front views! Located in the highly sought-after beachfront stack. Enjoy incredible views of Polo Beach, Molokini Crater, Kaho'olawe, and the West Maui Mountains!As you enter, you will be taken aback by the amazing views from your...
MAK-B7 - South Maui Beachfront/View Condo in Ma’alaea; Great Value; 2BR/2BA
** Discounted Rates - Book Now! **You are all set to explore the island at centrally located Makani A Kai #B-7 2nd floor, no elevator. It's an easy commute to the West, South, North sides and all their sights and adventures. This condo has two modern split level A/C...
Hale Elua Two: Haena Modern Beachfront Home by Tunnels Beach
Haena Modern Beachfront, Hale Elua (Two) is a newly renovated modern beach home with luxurious furnishings. Hale Elua offers 3 bedrooms, 2.5 bathrooms, a fully equipped gourmet kitchen, a formal dining room table, casual outdoor dining on the lanai, air conditioning,...
Endless Summer Hale: Incredible Modern Alii Drive Home with Ocean Views!
Welcome to Hale Pulelehua, Butterfly House, formally known as Endless Summer Hale. A beautifully renovated home right across Kahalu'u Beach on the historic Ali’i Drive.Modern finishes throughout. 2 Master bedrooms with 2 full baths. Modern fixtures in all areas of the...
Napili Shores I270 Direct OceanFront Studio w Amazing Views Pool, Steps to Beach
Napili Shores I270 See Whales and Waves From Your Lanai at This Superb OceanFront Studio with Ocean ViewsListen to the morning sounds of the ocean below and gaze out to the breathtaking direct oceanfront views as you sip your coffee and breathe in the Plumeria flowers...
Popular Maui Vista Resort, non-smoking ground floor in building 1. One bedroom, one bath condo with private lanai and garden view.. Adjustable king size bed and sofa bed in living room. Located across the street from famous Charlie Young Beach. Walking distance to...
Ocean Views + Exquisite getaway Wailea Ekahi 53D!
Special Offer: Book 8 or more nights, get 1 night free or Book 12 or more nights, get 2 nights free. Valid on all new reservations booked on or after 10/17/2024.This exquisite, second floor, 1bedroom, bathroom retreat is the perfect Hawaiian getaway. With gorgeous views...
🏖️Recently Updated | Professionally Managed | Concierge Included | vrKCV
vrKCV - Mauna Lani Fairways 302, Professionally Managed by Kona Coast Vacations.Introducing Mauna Lani Fairways 302: Your Gateway to Big Island Luxury LivingWelcome to your dream Hawaiian retreat in the exclusive and tranquil gated community of Mauna Lani Fairways,...
Lae Nani 424, Beachfront Condo, Centrally Located on Kauai's East Side
Nicely furnished, this oceanfront condominium has great views of Kauai's Coconut Coast. Enjoy wonderful views from indoors or from your private lanai which looks out to the ocean and a sandy beach. A shallow area protected by a lava rock wall is nice for children and...
Oceanfront Condo w/ Pool Access on Molokai!
Beautiful Ocean & Sunset Views | Steps to Beach | Ground-Floor UnitPlanning a romantic honeymoon escape or a remote-work retreat? Book this Maunaloa vacation rental and you'll be a step closer to serene island bliss! This 1-bedroom, 1-bath condo is located on Kepuhi...
Oceanfront! Watch the surf from your private lanai! No hidden fees. Book now!
Book with Confidence! If there is any government restriction in place which prevents you from travelling to Kauai, or which imposes an isolation period for travellers upon arrival in Kauai, I will refund 100% of your payment (I can't speak to VRBO's policy for its' own...
Winter Specials! Ground Floor. Next to Beach and Ocean access! # 108
ALOHA AND WELCOME TO HALE KAI # 108Hale Kai # 108, our “home by the sea”, was decorated to reflect the charm of old Hawaii but with all of the comforts of home – flat panel TV, DVD player, free wi-fi, a fully equipped kitchen and all linens provided.Our lanai looks out...
Peak-a-Boo Ocean & Sunset Views, A/C, Wi-Fi, FREE Parking, Close to Beach!
Waikiki Sunset #906 – 229 Paoakalani Ave.Enjoy colorful Hawaiian sunsets from your private lanai! This cozy rental features central A/C, a full kitchen, free Wi-Fi, and a pool, gym, BBQ area, and coin-op laundry facilities on each floor. Just a quick 4-minute walk to...
Ilikai 1510 Great Views 2 Bed Room Corner Unit Ocean / Marina Views
FINEST OCEAN / MARINA VIEWS / CORNER UNIT - WAIKIKI BEACH. 2 bedroom, 2 full bathrooms, 2 120 sq. ft lanais, 1,000 interior sq. ft. Walking distance to parks, shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.This condo is in the "10"...
Luxe Coastal View 2907C Villa at Hualalai w/ Resort Pool & AC
Important Resort Notices* Each December, Hualalai Resort holds its annual Chairman’s Club event. This event will result in temporary modifications to guest access at select resort amenities. Access is managed entirely by Hualalai Resort and may change at their...
Gated Keauhou Residences w/Ocean Views & Pool!
Summary:Come see for yourself why the Big Island is the best kept secret in Hawaii. The largest island in the chain, it is the quintessential tropical paradise with something for everyone. Our large Kona Coast Home is perfect for multiple families traveling together, a...
White Sands Village #226 Updated, OceanViews, Elevators, Central AC!
Enjoy a little piece of home away from home at this Beautiful 2 bed/2bath condo in White Sands Village, Kona's Premier Vacation Rental destination with ocean and mountain views. This complex is located directly across the street from Magic Sands Beach; the only white...
Whaler 112 is a beautiful ground floor 1BR/2BA suite featuring gorgeous views of both the tranquil Pacific Ocean and lush West Maui Mountains. Guests will enjoy an expansive 200+ sq ft lanai and a large adjacent lawn area offering convenient access to the beach and...
Popular Resort, Breathtaking Oceanfront View, Close to Beaches!
***POPULAR RESORT***OCEANFRONT CONDO ***KING SIZE BED***ABOUT THE CONDO...From your PRIVATE LANAI you have UNOBSTRUCTED, DIRECT OCEANRONT VIEWS OF NEIGHBOR ISLANDS * GORGOUS SUNSETS * TURTLES * RAINBOWS * DOLPHINS * and last but not least THE WHALES from mid-December to...
Sunsets and Surf! Penthouse w/Lanai, Free WiFi, Washer/Dryer – Waikīkī Shore PH08
This comfy deluxe studio with a King Bed (or two Double beds if preferred) is perfect for small families or friends traveling together to Waikīkī. This unit offers wonderful views of the Pacific Ocean from the furnished lanai. You’ll also love the charming island-style...
Peak-a-Boo Ocean View from Lanai, AC, Wi-Fi, Parking, Pool, Close to Beach!
Waikiki Banyan #2002-T1 – 201 Ohua Ave.Relax in this cozy 1-Bedroom/1-Bath condo (533 sqft plus lanai). With a full kitchen, AC, Washlet, free Wi-Fi and parking, this vacation rental has everything you need for a comfortable Hawaiian getaway, perfect for couples and...
Ke Nani Kai 132 - Spacious 2 BR/2 BA Relaxing Molokai Island Retreat
Located between Oahu and Maui...Molokai is an undiscovered treasure. 'The Friendly Isle' is a family-oriented island with deep connections to its Hawaiian traditions. Unlike the tourism driven other islands, here you can relax, slow down and have your own space. Nowhere...
Terrific Ocean View Penthouse Suite!
NEW UPDATES INCLUDE: fully remodeled bathrooms with new tile and granite countertops, new refrigerator, additional air conditioner in master bedroom, and beautiful new "vintage" koa wood living room furniture!!PREVIOUS UPDATES INCLUDE: newer carpeting throughout, new...
Lounge on your lanai to take in the fragrances of the "Garden Island."
This wonderful one-bedroom condo is on the third floor and has a beautiful view of the shoreline, ocean and Prince Kuhio Park. Lounge on your lanai to take in the fabulous sights and delightful fragrances of the Garden Island. This is a great place to enjoy your morning...
Kanaloa at Kona 2BR Condo, Perfect Location, Plenty of Room to Relax
Our unit 1002 at Kanaloa provides just the right blend of luxury and value, in an unsurpassed Hawaiian setting. This large (1500+ sq.ft.) and elegant condo is situated on the north edge of the Kanaloa complex, facing the Kona Country Club course about 100 yards off the...
Island Sands 401 Oceanfront Condo with Ocean View. Enjoy the saltwater oceanfront swimming pool.
"Escape to Maui's Warm Aloha and Enjoy Exceptional Savings on Last-Minute Getaways".Oceanfront Condo with Ocean and Mountain Views on Beautiful Ma`alaea Bay. Features oceanfront saltwater swimming pool.Please review the property description and pictures carefully prior...
RK 701 OceanFront 2BD w Pool AC and Ocean Views
Royal Kahana 701 Spacious Condo with Ocean View And Access to the Beach & Pool Make our Maui home away from home yours for your next trip to the Valley Isle. Royal Kahana 701 is the perfect spot for the entire family to kick back, relax and enjoy a much needed vacation...
Luxury 3 bed 2 bath Private beach club access at Palm Villas at Mauna Lani G-22
Summary:This elegant second-floor condo features 3 bedrooms and 2 full bathrooms and comfortably sleeps up to 6 guests. Enjoy a spacious layout with vaulted ceilings, a well-appointed kitchen, and a lanai that overlooks the historic archaeological preserve—with a...
Sugar Beach Resort Condo Perfect for Beach Escapes - Surfing, Snorkeling, More
Sugar Beach Resort 109Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Amazing Diamond Head View, Free Parking, Wi-Fi, Pool, Gym, and more!
Waikiki Sunset #2413 – 229 Paoakalani Ave.Relax and enjoy your Hawaiian getaway with gorgeous Diamond Head and partial Ocean views by day, and colorful Waikiki sunsets each evening. This newly refreshed 24th-floor 2-Bedroom, 1-Bath condo features central AC, free Wi-Fi,...
360 Premier Ocean View! Remodeled Ekolu # 1510!
This is a premier unit with panoramic ocean views located just minutes to all Wailea Beaches, The Shops at Wailea and Luxury Hotels! This beautiful condo is fully remodeled with tasteful furnishings, top of the line appliances, exquisite cabinetry, upgraded bathrooms...
Aloha Condos, Hanalei Bay Resort, Condo 6304, Ocean View, AC
A luxurious top floor hotel room with full bath, King bed and butler's pantry complete with a bar fridge, and coffee maker. There is a covered lanai with spectacular views of Hanalei Bay and the surrounding mountains. Perfect for couples who want to explore the North...
2 BD 1.5 BA Remodel. Steps to beach on paved path. Ocean side, end unit
You will not find a more affordable unit. 2 bed, 1.5 bath, end-unit. There is no air-conditioning because of a complaint from a nasty neighbor (who lives in another building) Therefore the nightly rate was adjusted by over $50 per night. Breezes flow through the unit...