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.
Luxury in Nohea Private Pool/Spa & Two Adjoining Ohanas
Abita Luxury Rentals welcomes you to our nearly 3,000 sq foot, 4-bedroom home located in Nohea at Mauna Lani. This luxury property offers a blend of comfort and elegance, with thoughtful design touches and high-end amenities. Unwind in the private backyard, complete...
Poipu Kai Kahala 814 - Two-bedroom Garden View condo on the island of Kaua'i.
Poipu Kai Kahala 814 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath with shower tub comboBedroom 2: QueenSecond bathroom: full bath with shower tub comboLivingroom: Queen sofa bedMax Occupancy: 6Laundry: in...
3BD Ka'ulu Villa (129B) at Hualalai Resort
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...
Serenity in South Kihei – Maui Kamaole I-215, Your Ideal Island Escape!
Maui Kamaole #I-215Welcome to Maui Kamaole #I-215, a fully remodeled 2-bedroom, 2-bathroom condo nestled in the quiet, tropical hillside of South Kihei. This stylish and spacious upper-level retreat is perfect for couples, families, or friends seeking comfort, privacy,...
Oceanfront Bliss at Hale Kamaole 215 - Your Perfect Maui Retreat Awaits!
HALE KAMAOLE, #215Escape to paradise at Hale Kamaole #215, a well-appointed 1-bedroom, 1-bathroom condo located directly across from Kamaole Beach Park III in sunny South Kihei. This second-floor unit offers garden and partial ocean views, updated interiors, and a...
Ocean View Sky Ala Moana Condo w/Amazing Amenities Near Restaurants & Shops
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to The Sky Ala Moana, the newest pinnacle of luxury in Honolulu. This exquisite property, consisting...
Relaxing 2bd condo with attractive amenities
Welcome to Maui Vista 3403, your perfect island retreat on the beautiful shores of Maui. This 2-bedroom, 2-bathroom condo is thoughtfully designed to accommodate up to 6 guests, making it an ideal choice for families, couples, or friends traveling together. As you step...
2 Double Beds Room, Hilton Waikiki, Walk to Waikiki Beach, Rooftop Pool
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
Remodeled ground floor Kihei condo, walk to some of the best beaches
Welcome to Kihei Akahi C103. This beautifully remodeled ground floor condo is the perfect place to make your Maui memories. This condo is fully equipped to accommodate 4 guests, & has beach gear for your use. There is AC in the living room only, and ceiling fans...
Ultimate Oceanfront Paradise-Spectacular Ocean Views-Mana Kai Maui Resort 405C
Mana Kai Maui Resort #405C – Oceanfront Comfort with Split-Duct AC and Flexible Sleeping OptionsWelcome to Mana Kai Maui Resort #405C, a well-appointed 2-bedroom, 2-bathroom condo offering direct oceanfront views, cool island breezes, and all the modern comforts of...
Beachfront Escape at Royal Mauian #207 – Unmatched Ocean Views and Comfort!
Royal Mauian #207 – Oceanfront Two-Bedroom with Panoramic ViewsRoyal Mauian #207 is a two-bedroom, two-bathroom condo offering stunning ocean and coastline views from its private lanai. Perfectly situated along Maui’s south shore, this beautifully updated retreat...
Hale Kamaole #124 Ground floor condo, easy access to best beach on Maui!
Experience Maui from this ground floor one bedroom unit, steps away from two pools, the tennis court, and close to grills with easy parking! The furniture has been renewed for comfort. Bathroom cabinets updated with both tub & shower. Bedroom has king bed with an...
South Maui Beach Front Condo
Your family will be close to everything when you stay at this centrally-located place. Walking distance to shopping and restaurants. Only 20 minutes from the Airport, 15 minutes to Maalaea ocean center and easy access to Piilani highway for Haleakala crater.Registration...
2 mins walk to Waikiki Beach, Adorable 10th Floor Studio, Free Parking & WiFi
High up on the 10th floor with Ocean & Park views from your own private lanai - This spacious King bed studio apartment with kitchen is for many the perfect place to call home during the annual Honolulu vacation.With a comfortable king bed and ample space to lounge...
Oahu Family cabin_Oceanview and Beach Fun
★Pool with Ocean View★: Community center pool where kids can play and adults can chill.★Mountain View★: Discover a peaceful escape with stunning vistas.★Beach 5 Min★: A sandy beach just 5 minutes away, perfect for family fun and relaxation.★Golf★: Enjoy a nearby golf...
Kauai Loft Retreat PF-H307
Pono Kai's pool and spa will be closed January 6-31, 2026 for the installation of the new pool deck fencing.The Kapaa Public Pool, located less than one mile from the resort, is open to the public.Welcome to Kauai Loft Retreat – Your Perfect Island Escape!Nestled in...
Wailea Ekolu 1207 2 Bedroom 2 Bath Condo
Relax at our quiet 2 bedroom /2 bath condo with stunning views overlooking the Wailea Blue golf course all the way to the ocean. Guests can enjoy amenities like a washing machine, AC, and WiFi during their stay. We hope you'll enjoy your stay at our condo.
Panoramic Ocean Views-Kapalua Ridge Villas 1BR/2BA- Large 1125sq.ft.
Summary:Stunning ocean-view condo in Kapalua! This spacious 1-bed, 2-bath villa offers panoramic views of Molokai and breathtaking sunsets. Recently refreshed with a king bed and sleeper sofa, it comfortably fits 4. Enjoy a fully equipped kitchen, two lanais, and resort...
Prince Kuhio 110 - Ground Floor Portable AC
Summary:Ground Floor, A/C, Steps from the Beach – Free Beach Club IncludedThe Space:PRINCE KUHIO 110 AT KOLOA KAI VACATION RENTALSA Romantic Escape on Kauai’s Sunny South ShoreDiscover Prince Kuhio 110, a beautifully remodeled one-bedroom hideaway perfect for couples or...
Tropical Oasis! Beaches, Shopping & Comfort Pacific Shores A212
Experience paradise at this beautifully updated 2-bedroom, 2-bathroom vacation rental at Pacific Shores in South Kihei. Overlooking a lush tropical courtyard, this serene retreat offers the perfect blend of comfort and Hawaiian charm. The fully equipped kitchen and...
Kona Makai#1-102: Nearly Oceanfront, Ground Floor, with AC & Newly Remodeled!
Unit 1-102 is located in the highly desired building 1 in the gorgeous oceanfront complex of Kona Makai.With stunning ocean views from both the Lanai and Bedroom, this unit is literally steps away from the ocean.This ground floor unit is well equipped with a spacious...
🌺 Support LOCAL: NEW! Mākaha Valley Home With Large Studio And Amazing Backyard
🌺 Mahalo (thank you) for choosing to support LOCAL! 🤙🏻We are brand NEW! We know you have many options available to you in this neighborhood from big corporations and companies but we promise that you will be pleased with your decision. 😊SUPER family friendly home with...
Maui Resort Rentals: Hokulani 4 Total Bedrooms, Stunning Partial Ocean & Mountain Views + XL Lanai!
This exceptional pairing combines a partial oceanview 2BR suite with an adjacent 2BR mountain view suite to create a four-bedroom offering featuring gorgeous views of the Pacific Ocean and the awe-inspiring West Maui Mountains. Together the neighboring suites boast over...
Maui Banyan #G-309 Ocean View 2-bedroom condo in fabulous Kihei
Located in the heart of Kihei, this condo is a dream. With 2 bedrooms featuring two king beds with ceiling fans, Queen size sleeper sofa in Living room, 2 bathrooms with rainfall showers. A chef's kitchen fully stocked with many culinary appliances. It also includes a...
Gorgeous Gated Retreat Near Ocean w/ Pool, Deck, Firepit on 1+ acre!
Enjoy a blissful vacation at the Heavenly Hawaiian Paradise Beach House. This 3BR/2BA retreat is perfect for groups up to 10, offering welcoming spaces both indoor and outdoor to dine and relax in the beautiful Hawaiian weather. Spacious outdoor deck with swimming pool,...
Ocean View, Beach Front, Dream Vacation Villa, at Kahalu’u Snorkel & Surf Beach.
Our luxurious condo is located in Kailua-Kona at Beach Villas at Kahalu’u (BVK). This is your home away from home with 2 bedrooms and 2 full bathrooms that each have walk in showers. Our welcoming condo features 1 king bed and 1 queen bed, which is perfect for a small...
Kiahuna Plantation Resort 76 Ocean View 2 BD 2 BA
Wake up to the sights and sounds of the Pacific in this two-bedroom ocean view condo. Just steps from the shoreline, it’s an ideal home base for your Kauai adventure. Unit 76 Ocean View 2 Bedroom 2 Bath• Two-level condo in building 14 with bedrooms & bathrooms...
Hale Manulele near Hanalei
Enjoy our private home in a family friendly, quiet neighborhood on the North Shore of Kaua`i, where the trade winds breeze across the lanai and through the family size house , where bird songs fill the air, and the cloud shows, mountain views with waterfalls, rainbows,...
KBM Resorts | FREE CAR | Hale Makai At Montage Kapalua Bay 3-Bedroom Beachfront Condo with Daily Housekeeping, Spa!
** 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...
Oceanfront Luxury Villa Near Town- Easy Access to Kalapaki Beach & Hiking Trails
Experience the refined charm of the Pali Kai Suite, a private 2-bedroom retreat nestled within the exclusive Pali Kai Palace estate on Kauai’s East Shore. Surrounded by lush tropical beauty, the suite features central A/C, a private balcony, stylish interiors, and...
Modern 2BR Condo | Pool & Sauna | Ala Moana
Stay in style at this brand-new 2BR/2BA condo in upscale SKY Ala Moana. Perfectly situated in Honolulu, this modern unit accommodates six guests with two queen beds and a pull-out sofa. Enjoy luxury amenities, including a year-round outdoor pool, sauna, and free garage...
This modern Princeville gem shines in comfort, luxury, and design
This modern Princeville gem shines in comfort, luxury, and design. Artfully remodeled and curated by published designer, special features include a stylish sunken living room and open concept living area with twenty-foot beamed ceilings. Relax inside with AC and ceiling...
Ocean View Condo at Foster Tower Across from Beach w/Great Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Foster Tower located at 2500 Kalakaua Ave on the 14th floor.Welcome to The Foster, perfectly situated in the...
High Fl Mount&CityView 1BRw/2Free Park Wsher/Dryer
Centrally located in Waikiki, this High Floor 1-Bedroom, 1-Bath unit features your your own Juliette balcony/Lanai, in-unit Washer and Dryer, and rare 2 Tandem Parking Stalls included —Free! Max height for parking is 6'2". Sleeps 4 (2adult and 2 small children) with a...
Waikoloa Village Golf Course Fairway 2-bedroom condo with Central AC-WiFi, Views
Waikoloa Fairways -From the Summit of Mauna Kea to the Kohala Coast Line, Welcome to Paradise! Central Air Conditioning! Aloha! E Komo Mai! This gorgeous condominium offers everything you need for your Big Island getaway. Located in the highly sought after community of...
Kaanapali Alii | 171
Kaanapali Alii 1712 Bedrooms | 2 Bathrooms | Sleeps 6 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 171, a beautifully renovated one-bedroom partial ocean view vacation rental with a fully enclosed den that comfortably serves as a...
Perch - Maui Vista 307: Ocean Palms Oasis | Remodeled, Prime Location
Nestled just across from the ocean and surf spot, this corner unit is a paradise waiting for you! Situated in one of Maui's prime locations, it's steps away from Charley Young Beach and Kamaole Beaches, where turtles often visit. With numerous restaurants, shops, a...
Ilikai on Waikiki Beach Oceanview Hotel Condo
Deluxe Oceanfront Ilikai 1-BR Condo on Waikiki Beach 17th Floor - Upgraded Complimentary Amenities NO Resort Fees! Next to Hilton Hawaiian VillageLarge California King Bed Free WIFI, full kitchen with stove, oven, microwave, etc for every cooking needExtra Large...
Kaanapali Alii | 462
Kaanapali Alii 4621 Bedroom | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Experience the ultimate tropical escape at Kaanapali Alii 462, a luxurious one-bedroom ocean view vacation rental that perfectly blends comfort and style along...
Kaanapali Alii | 263
Kaanapali Alii 2633 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean View________________________________________Welcome to Kaanapali Alii 263, a stunning 2-bedroom, ocean-view residence with a fully enclosed den that comfortably serves as a third bedroom. Inside, step into...
KRV 1723 Remodel 3BD Kapalua Villa w Ocean View
Kapalua Ridge Villas 1723 NEW LISTING Rare 3Bedroom, 3Bathroom Remodeled Ocean View Villa in Beautiful Kapalua, Maui! Discover the perfect blend of luxury and comfort in this rare, remodeled 3-bedroom, 3-bathroom condo at the Kapalua Ridge Villas. This spacious...
Oceanfront 2BD/2BA Condo with Private Lanai
Welcome to Alii Villa Unit #333, your perfect vacation rental in Kailua Kona! This exceptional corner unit boasts stunning oceanfront views, providing a breathtaking panorama of Kailua Bay and the picturesque Kona coast.Location: Situated in the heart of Kailua Kona,...
Poipu Shores 101B - Ocean Front, 1 bedroom, 1.5 baths, AC
Summary:Ocean Front, 1 bedroom, 1.5 baths, ACThe Space:POIPU SHORES 101B AT KOLOA KAI VACATION RENTALSEscape to Poipu Shores 101B, an oceanfront haven where stunning views and luxurious amenities await. Nestled along the breathtaking Poipu coastline, this condo offers a...
Suite on North Shore property. Walk to beach & town!
The Ho'okipa Surf Suite is located on the rear part of a private ocean front property on the North Shore of beautiful Maui. We are less than 5 minutes from world class surf breaks, kite and wind surfing beaches. The rental contains 1 bedroom, 1 bathroom, living area &...
Sparkling 1 BR condo in central Kihei w/AC. Walk to the beach!
Located in the heart of central Kihei, Kihei Akahi C-517 is a dream. Freshly updated with custom cabinets, super quiet split AC and a king bed, this condo is your perfect home away from home. Your place comes equipped with a fully-stocked kitchen, in-unit washer and...
"Coconut Crest Cottage"
"Coconut Crest Cottage" is a perfect tropical getaway for families, small groups, or visitors to BYU-Hawai'i. Nestled in the heart of Oahu's North Shore within convenient proximity to the ocean and the iconic Kahuku Sugar Mill, featuring numerous food trucks. Turtle Bay...
Puako Beach Luxury Oceanfront Home- 3 Guest Suites
Say aloha to this gated oceanfront retreat! Beach access is a short 5-minute walk away, but your vacation begins as soon as you step on the grounds of this stunning property. Upon arrival, you’ll be greeted by a beautiful entryway of Balinese design. Once inside, you’ll...
❤️PiH❤️ Hale Moana★ Private Pool & Spa ★ Detached Ohana Suite ★ eBikes ★ water slide
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hale Moana!Hale Moana is a brand new exquisite 4 bedroom, 4 1/2 bath home located in Hapuna Estates within the Mauna Kea Resort. Prepare to embark on a truly remarkable escape where luxury, comfort, and natural...
EL E204 Kaanapali Condo w AC Pools Near Whalers
Eldorado E204 NEW LISTING! Kaanapali Beach Dream Vacation at Maui Eldorado 1Bedroom Condo with Central AC, Private Beach Cabana, Pools, Hot Tubs, Gym. Steps to Whalers Village Aloha from Eldorado E204! Our one-bedroom, one-bathroom condo is the ideal place to spend your...
Kona Isle B3 No Stairs, Fully Remodeled, Beautifully Decorated: True Gem!
Kona Isle, Unit#B3 is a fantastic addition to Knutson & Associates Property Management! We're proud to represent this beautiful fully remodeled, ground floor unit.Enjoy notable features to include: No Stairs, AC Unit in the Living Room, Open Floor Plan!You'll notice...