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.
2 Bedroom Garden View - Maui Banyan #T108AB
Maui Banyan T108AB: With a functional floor plan and connecting door make this the ideal two-bedroom/two-bathroom ground floor unit for a family getaway. Exotic patterns and warm color tones set the mood while oversized windows allow for natural light and serene garden...
Ocean front studio condo w/views of pool, ocean & Sleeping Giant Mountainn
Great location in Kauai's Coconut Coast especially for sunrises over the ocean from your private balcony. This cozy 2nd floor corner unit condo offers guests a retreat with a king bed, views of the ocean, pool & Sleeping Giant mountain. Its sturdy cynderblock...
Maui Resort Rentals: Honua Kai – 4 Total Bedrooms, Stunning 5th Floor Deluxe Ocean Views from Every Room!
This phenomenal 4BR deluxe oceanview offering pairs two neighboring 5th-floor residences for over 2100 sq ft of combined interior living space. Each suite boasts spacious floor plans, luxurious finishes, and breathtaking views of the Pacific Ocean from high above the...
Maui Resort Rentals: Honua Kai Konea 531 - Gorgeous 5th Floor Ocean View Studio
Boasting an ideal vantage point overlooking the Konea Towers lush interior courtyard, this luxurious oceanview studio suite will impress from the moment you enter. From its optimal orientation toward the ocean to its excellent 5th-floor location, your group will enjoy...
Maui Resort Rentals: Honua Kai Hokulani 611 - Luxurious 6th Floor Interior Courtyard 2BR w/ Full Ocean Views!
Overlooking the Hokulani Tower's vibrant interior courtyard and pools, Hokulani 611 is a luxurious 2BR/2BA suite offering stunning ocean views from above the lush palm canopy. This expansive 6th-floor residence offers a generous 1100 sq ft interior providing the ideal...
Kaanapali Maui Eldorado G109 Partial Ocean Studio
Nestled along Kaanapali golf course, this studio features a partial ocean view and all the comforts of home. Just moments from the beach, it’s perfect for couples seeking sun, surf, and serenity in one unforgettable island getaway. Unit G109 Partial Ocean View Studio•...
Remodeled High Floor Waikiki Studio
This charming studio nested on 35th floor of the Hawaiian Monarch building is your perfect place to enjoy your Waikiki vacation! With awesome views of mountains and canal, the condo comes with a queen bed, a full bath and a kitchen that includes an induction cooktop, a...
Banyan Tree 300: Gorgeous, New Unit 20 ft from Beach w/ Stunning Ocean Views/AC!
Welcome to your slice of paradise in Kailua-Kona at Banyan Tree, Unit 300! This stunning 2-bedroom, 2-bathroom retreat on famous Banyans Beach offers the ultimate blend of relaxation and adventure. So close to the ocean it feels as though you can touch the water, our...
Crown Jewel of the Coconut Coast - Waipouli B401
Experience ultimate relaxation in this tranquil, top-floor penthouse suite at Kauai's Waipouli Beach Resort & Spa. This luxurious ocean-view haven boasts two King Size Master bedrooms, each with its own lavish 3/4 Master bath adorned with elegant Indonesian woods and...
Nature Lover's Dream Hawai'i
Aloha and welcome to my precious gem of a home on the Big Island of Hawaii. Its 9 private acres have sweeping views of the ocean, sunset, and moonset and sits perched above the sacred Kealakekua Bay, where wild spinner dolphins love to frequent. Nature is vibrant and...
Oceanview Serenity Meets Modern Comfort: Discover Wailea Ekolu #402
Wailea Ekolu #402 – Your Serene Wailea EscapeEscape to paradise at Wailea Ekolu #402, where stunning ocean views, serene surroundings, and the spirit of aloha combine to create the ultimate Maui getaway. Nestled above Wailea’s world-famous beaches and golf courses, this...
Fresh 1 Bedroom with Parking at Waikiki Banyan !!
Freshly Furnished One Bedroom Unit at the Waikiki Banyan with Peakaboo Diamond Head Views! One Free PARKING already included (max 6'), Bedroom with 1 Queen + 1 Full Bed; Living room with 1 Full BedCoin and App Operated washer and dryer on the same floor.Waikiki Banyan...
Masterfully Renovated Ocean View Unit in Waikiki
One of our best listings! Bright and Light One Bedroom, One Bathroom and One Parking (Max 6ft) at the Waikiki Banyan. Full of natural light during day! This partial Ocean View unit in the heart of Waikiki will make your stay in paradise a memorable one.Total of 3...
Luxury Oceanfront Mahana Kaanapali. WHALE WATCH FROM LIVING ROOM SWIVEL CHAIRS!
"We literally watched the whales and turtles from the living room chairs. We have stayed all over Maui over the past 20 years and this was by far the most enchanting" -Anna 2025"Our selection was based on the closeness to the water, views from the bedroom and living...
Private Home, Beaches, Volcano, Wi-Fi, Tv, Games, Fruit Trees
Cozy 2 bd/1ba home nestled in serene Orchidlands. We’re in 2 acres of island forestry, giving you plenty of privacy and quiet time to relax.Bedroom 1 has a King size bed. Bedroom 2 has a queen size bed with ample closet space. Phone charging ports at side tables and...
Steps to Beaches, 2 King Suites, Private Pool, AC!
Spacious villa in Keauhou Resort just one block from He'eia Bay and two blocks from Keauhou Bay. Walk to Kona Country Club's ocean golf course, with resorts, shopping, and dining nearby. Perfect for relaxing with family and friends, featuring designer furnishings,...
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 I215, 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...
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...
^Marriott^ Ko'Olina Beach Club 1BR 1BA MT. or OCEAN view ^1st car park for free^
Marriott's Ko Olina Beach Club - 1BR 1BA MT VIEW***INSTANT BOOKING***Full access to the resort’s services and amenities are included with every reservation. This listing is for 3 night stay checking in on 9/13/2025***Instant booking!!!***Relax by the pool, surf the...
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
PRINCE KUHIO 110 AT KOLOA KAI VACATION RENTALSA Romantic Escape on Kauai’s Sunny South ShoreDiscover the charm of Prince Kuhio 110, a recently remodeled one-bedroom condo offering a cozy and modern retreat for couples. Located on the ground floor with easy access to the...
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...
Steps to Maui's Charley Young Beach, Condo Apt #8
Make yourself at home in this lovely 1-bedroom Kihei retreat. This cozy condo offers a beautiful living room with a private lanai to enjoy the sunrise or sunset, free use of washers and dryers onsite, and AC to keep you cool. Stay connected with WiFi and enjoy the...
🌺 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!
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,...
A Tropical Retreat with Garden & Water Views + Resort Amenity Access
Welcome to Maui Kamaole C-109, a serene ground-floor condo located in the heart of Kihei, Hawaii. Perfect for a small family or a couple’s getaway, this inviting vacation rental comfortably accommodates up to 4 guests with its spacious primary bedroom and a queen...
Experience luxury at Hale Ola
Nestled in the heart of Kailua-Kona, this stunning vacation rental boasts the perfect blend of luxury, relaxation, and tranquility. This exceptional vacation rental offers a luxurious and tranquil escape with breathtaking ocean and coastline views, all set within a...
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,...
Fantastic Ocean View in Ka'anapali at the Whaler
** Please Note ** If this property is unavailable for your preferred dates, please try our other Whaler property at www.vrbo.com/2814974Aloha! Your spectacular vacation awaits in Unit #413 on world-famous Ka’anapali beach - one of the most beautiful beaches in the US....
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...