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.
North shore Maui ocean view B and B room 3
North shore Maui ocean view B and B is a vacation rental with three bedrooms for rent individually on Maui's north shore. Each room has a private bathroom, ac, tv, and Wifi. Room 3 is the only room on the top floor of the house. The rest of the house, the entrance,...
Wai'ula'ula 415 - Lavish Oceanview Residence
This magnificent, ‘upcountry’, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chef’s kitchen with natural stone countertops and top-tier stainless steel appliances, including a gas range and wine...
Your Island paradise!! Home Away From Home 3 Bedroom 2 1/2 Bath Luxury Villa
Your Island Paradise Awaits You! Feel right at home in our spacious 1700 square foot, 3 bedroom, 2 1/2 bath Villa with an attached garage. This beautifully decorated Villa is just steps away from the resort style pool featuring a lava rock waterfall, Jacuzzi spa, and 4...
Beautiful Townhome with Exquisite Furnishings. Garage available for guest use.
Enjoy your vacation at this Ali'i Cove townhome. Decorated in an elegant island style, this 3 bed, 3 bath end unit is designed for comfort and ease. Located on Ali'i Drive, Ali'i Cove is conveniently near shops, restaurants, and activities in downtown Kailua Kona. This...
BRAND NEW LISTING DISCOUNT-Amazing Ocean Views-heated pool-location-AC
Spacious & Updated 3rd Floor Condo with Ocean Views and Vibes Welcome to your home away from home at Royal Kahana, Unit 312, located in Kahana, MauiA beautifully refreshed condo designed for comfort, convenience, and relaxation.Inside the Condo:Private balcony on the...
Gorgeous Remodeled hotel suite in Princeville w/ pools & beach access, sleeps 4
Unwind in Princeville at this lovely hotel suite! Enjoy the modern comforts of this remodeled unit with A/C, a comfortable king-sized bed, 50" TV, sofa with a queen-sized pull-out bed, and a private lanai with a beautiful view of the north Kauai Mountains made famous by...
Exquisite Oceanview Villa with Resort Amenities in Gated Community
This property is hotel zoned, and not being affected by the recent proposed legislation.Located in highly desirable secluded area of neighborhood your villa welcomes you with spacious floor plan and sweeping ocean views. Marvel at the beautiful Maui sunsets from your...
Studio Condo with breathtaking ocean view
Located on the western coast of Maui, the condominium is in a town called Lahaina.Lahaina offers a world-class shopping complex with a vast range of shops and restaurants, as well as a renowned whaling museum, whale watching, scuba diving, surfing lessons to amazing...
Poipu Crater 24 - Stay in the Crater, A/C in the Bedrooms
POIPU CRATER 24 AT KOLOA KAI VACATION RENTALSYour Tropical Oasis in the Heart of PoipuImmerse yourself in the beauty of authentic island-style living at Poipu Crater 24, a tranquil retreat located in a unique enclave of 15 duplex bungalows nestled in the crater of an...
Gorgeous 2/2 Remodeled & upgrades galore!
Beautiful 2 bedroom 2 bath main floor condo boasts comfort and elegance! GORGEOUS! Located in highly sought after complex on the south shore of Maui. Fully loaded and wonderfully decorated. One bedroom is a suite with a king bed. The other is furnished with a queen bed....
Kapalua Artistic Remodel - First Row 1BR/2BA
Relaxing pleasure in this spacious and unique cabana. Whale watcher's paradise with a backdrop of crashing waves serenade. Upon entry the panoramic view of the Pacific will have you reaching for a Mai Tai. Crashing waves below convince you you've found the right place....
Views, Views, Views Chef's Kitchen, Ample Supplies, Home Office, Weekly Discount
TESTIMONIALSWhat an incredible vacation spot! We love this place! The pictures on the website don't even capture how beautiful this place is This was probably the most well stocked and well equipped vacation rental we have ever stayed at - laundry detergent in the...
🏖️Ocean & Golf Course Views | 2 Bdrm with Loft | AC | vrKCV
vrKCV - Country Club Villas 334, Professionally Managed by Kona Coast VacationsWelcome to Country Club Villas #334 – Oceanview Golf Course Condo with Spectacular Sunsets! Experience the magic of island living at Country Club Villas #334, a beautifully remodeled...
Hululani Luxury Estate, A/C, Pool and Spectacular Ocean Views
This serene estate is named Hululani, or "Heavenly," for its pristine beauty. This truly fabulous home has awesome, panoramic views of the mountains, Bali Hai and Hanalei Bay from virtually every room as well as from the private, saline swimming pool. Located on a quiet...
Keauhou Punahele #B108: Grnd-floor 2-bed, 2-bath + garden views and outdoor BBQ
Keauhou Punahele #B108 is an excellent location for relaxation, close to Keauhou Bay and the shopping center. Enjoy this two-bedroom, two-bathroom, ground-floor unit. Relax on the large lanai with a barbecue grill, outdoor seating, and garden views.You will be greeted...
🌺Last min Super Duper deal April 19- May 2 please inquire !
TVNCU number # 5150 Wailele Ikena (The Simpson House)... Hanalei Bay, Kauai, Hawaii. Hanalei has it all! Breathtaking views of dozens of cascading waterfalls, sheer cliff, ancient volcanic mountains covered with vegetation, and one of the most wonderful protected,...
NEW! Oceanfront Condo at Lawai Beach Resort
Welcome to our beautifully updated one-bedroom condo at the Lawai Beach Resort with AC! This is a wonderful opportunity to stay at one of the most sought after locations in the heart of sunny Poi'pu!The spacious living and dining area opens to your own private lanai...
Guesthouse in quiet Pāhoa St with AC
Come stay in our charming guest house and experience the beauty of Hawai‘i’s Puna side. Our little ‘ohana offers a peaceful place to relax, surrounded by tropical greenery, yet it’s just a short drive from black sand beaches, Hawai‘i Volcanoes National Park,...
Have it ALL! Spacious 2Bdrm 2Bath w/ awesome view, location & exceptional value
One of the best properties in West Maui with amazing grounds and fantastic views. New owners maintaining the tradition set by the previous owners of excellent quality throughout and spectacular service! We would love to host you in our paradise home!The highly...
Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top flood
• Oceanfront• Central A/C • King bed and queen bed• Remolded March 2023• Beach access from condo complexWelcome to our home at Kauhale Makai 612. Our home was fully and immaculately remodeled in March of 2023. Our beautiful and pristine two-bedroom condo sits...
Rivendell Oasis-Peaceful garden setting with private hot tub close to waterfalls
This location is ideal for a visit to Hawaii Island's lush tropical east side. Close to all the amenities of town, yet secluded enough to only hear the sounds of nature. Located in a quiet secluded neighborhood at a cool elevation minutes from beautiful waterfalls and...
🏖️Ocean Front | Fantastic Ocean Views | Completely Upgraded | vrKCV🏖️
vrKCV - Alii Villas 131, Professionally Managed by Kona Coast VacationsWelcome to Oceanfront Bliss! Step into breathtaking, panoramic ocean views of the Kona coastline, including an unobstructed view of Kailua-Kona from this beautifully updated 2-bedroom, 2-bathroom...
3-Min Walk to Beach! Ground Floor - No Resort Fee
Just a 3-minute walk from the beach-cross the street and you're there from this first floor condo! Minutes drive to coveted Wailea beach and the area's best sunset views, shopping, and restaurants.★ No resort fee★ Private bedroom and bathroom★ Three beds★ Two...
3-Bedroom Available for MAY! 250 Steps to the Beach! MONTHLY DISCOUNT!
E komo mai to Hale Makai, our piece of island paradise in Kailua. Beachside and just three houses from Kailua Beach - you are going to love it here.Lying alongside a fabulous three-mile stretch of protected beach, Kailua is a small town on the windward side of Oahu....
Wai'ula'ula C102 - Magnificent Ground-Level Residence
This magnificent, corner, ground-level, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen outfitted with stainless steel appliances and granite countertops, plus a dining area for six. Additional...
NEW! Experience oceanfront bliss at Napili Point A26
Welcome to your home away from home! Napili Point A26 has an amazing location at the resort with oceanfront, and unobstructed views! This 1-bedroom, 1-bath features 2 split A/C systems that can be independently controlled for optimal comfort, a fully equipped kitchen,...
The Emerald Turtle Room. Direct Oceanfront Studio, Maui.
"You will not find better views anywhere in Maui, for any price."Proud to be a "Superhost" for 12 years straight, we would love to share our Maui direct oceanfront studio with you. Our condo is situated about 10 feet from the water's edge with incredible ocean views. It...
Streaming with Sunlight 2+2 Hawaiian Villa
2 bedroom, 2 bath Villa with ocean views nestled in picturesque Kona Coffee Villas. Higher elevations, and mountainside complex presents an ideal setting for your Hawaiian Life Style. After a day at the beach, sink into one of two comfortable sofas in the living room...
Turtle Bay Villa G318
BLACK FRIDAY SALE CAME EARLY!!!MESSAGE US NOW TO CLAIM YOUR 10% DISCOUNT, AND MORE!!!!Welcome to Villa 318, one of the most spacious and luxurious properties at Ocean Villas and Turtle Bay. Nestled on Oahu's stunning North Shore, this tropical retreat is the ideal...
Ukulele Oasis @ Kiahuna l AC l Family-Friendly l Beach Amenities l Ground Floor
Welcome to Ukulele Oasis at Kiahuna Plantation! New A/C Unit New King Bed Ground Floor/End UnitFamily-Friendly New Sofa Sleeper Beach AmenitiesAt Ukulele Oasis you’ll enjoy an unforgettable family-friendly vacation immersed in the island spirit in your private...
Ilikai 1 Bedroom City Views, minutes to the Beach!
This spacious 7th floor unit at the Ilikai Hotel offers comforts of home while on vacation. Relax on the cooler side of the building and enjoy the tropical breezes from the mountain. KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dinnerware, Glassware, Silverware,...
Discount ending soon! Ocean View - Deluxe Studio - Marriott's Ko’Olina
Discover paradise in our stunning Deluxe Studio at Marriott's Ko Olina Beach Club! Enjoy breathtaking ocean views from your private balcony while relishing the luxurious amenities and exclusive activities we offer.Our facilities include a relaxing adult pool, a kids...
Paradise found 2 bed, 2 bath renovated condo @ White Sands Village-Magic Sands
Paradise has been found in this beautiful two bedroom, two baths upgraded renovated condo in White Sands Village! Ocean view from this third floor condo with absolutely no steps to access the unit. Completely handicap accessible and no need to carry suitcases and...
Laid back cozy bungalow two bed air conditioning
Welcome to Hale Kai Hideaways, Bungalow D. This gently restored stand-alone vacation rental built in 1955, has two cozy bedrooms, a living room, kitchen and outdoor space and parking. Smack in the middle of Alii Drive, you can bike to town or walk across the street to...
Spacious affordable 2br/2ba/3lanai remodeled condo, perfect location in Poipu!
If you are looking for a beautiful, spacious, incredibly clean, affordable condo with fantastic amenities located right in the heart of Poipu….you've come to the right place!! Pakele Kahakai or "Beach Escape" is what our family calls our dream Kauai home. This...
Walk to Golf 250' from your door. Swim, Play, Feel the Warmth of Caring Owner
Turn the corner, and head straight to paradise. This welcoming 2 Bedroom / 2.5 Bath airy and bright condo is yours to enjoy with your family and friends. On a quiet side of the active stay-and-play Waikoloa Resort area, Waikoloa Colony Villas is the perfect place to...
Gorgeous Beach Front Home with Amazing Sunsets
30 Day minimum @ $7800.00 monthly. Wake up each morning to the soothing sounds of the waves and go to sleep after watching a memorable sunset , relax and enjoy the breathtaking sunsets on the beautiful beaches of Makaha. Step right outside to the beach from the home,...
Princeville Resort Residence ~ Honoiki Hale Hou ~ On the Makai Golf Course
Princeville, above Hanalei Bay... Surprise... New, December Openings ! Stay this Holiday with us.!. Dates have opened ~ Check your Rate Options ... ASAP. ~ Stay Luxuriously on the Makai Golf Club Course 2nd fairway.~ Rated "Best In Resort" Location and Condition!Our...
B209: Ocean Views from every room of this Ko Olina Beach Villa!
Beach Tower villa 209 has a spectacular view of the sunset! Its location is superior to all other units in the complex because it is truly beachfront. Beautifully decorated with high end furnishings, two very comfortable sofas and a beautiful dining area. The master...
KBM Resorts | FREE CAR | Honua Kai Hokulani | 1-Bedroom Condo at Beachfront Resort, Pools, Hot Tub & Spa! HKH-424
** 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...
KR405-Beautifully Remodeled Beachfront Condo with Park and White Sand Beach!
Beachfront Kealia #405 is a remarkable vacation rental that has recently undergone an impressive renovation. Upon entering, you are welcomed by a beautifully designed space featuring travertine tile flooring in the living area and bamboo in the bedroom. The kitchen is a...
Kailua Beach "The Pink House" 100 Yards from Ocean
The Pink House is a perfect beach house set 100 yards from beautiful Kailua Beach. This Hawaiian Style Home has an open floor plan that includes a combination living/dining area with a galley kitchen with stainless steel appliances. Recently added Air Conditioning (we...
🌴Immaculate, ocean view townhome offers quiet island living, located in Na Hale O Keauhou🌴
Immaculate ocean view townhome!Enjoy free late checkouts on bookings made by December 15th 2025! Ocean views, epic sunsets and poolside afternoons: That's what a true Hawaii vacation is all about. This immaculate, three-bedroom townhome is set in the quiet, gated...
Beautifully remodeled 2 Bd, 2 Bath Condo, short walk to the Beach
This spacious two bedroom, two full bath condo is located in the perfectly manicured, lush landscape of Kihei Garden Estates. The fully remodeled, 850 sq ft top floor unit, has an open floor plan and a lanai with a table and four chairs that overlooks the pool and...
❤️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...
New! Kailani #213, Oceanfront, Sunrise and Moon Rise Views!
Welcome to Kauai Kailani #213, Kapaa, Kauai Vacation Rental.Escape to paradise in this charming oceanfront condo located on Kauai’s stunning Royal Coconut Coast. Perfectly positioned within walking distance to delightful shops, restaurants, and coffee houses, this...
Poipu Crater 23 - Vacation in the Crater/Air Conditioning in Bedrooms
POIPU CRATER 23 AT KOLOA KAI VACATION RENTALSA Tropical Retreat in an Extinct Volcano CraterDiscover the unique charm of Poipu Crater 23, nestled amidst acres of lush tropical foliage in the heart of Poipu. This two-bedroom duplex condo offers the perfect blend of...
Maui Stunning Beachfront Luxury Ground Floor with A/C. *Nani Kai Hale 101*
Stunning luxury, ground floor condo directly on Sugar Beach, one of Maui's best beaches. The unit was completely remodeled floor to ceiling in 2017 and includes 2 bedrooms (2 king beds in each bedroom) each with en-suite bathrooms, a full luxury kitchen, living area...
Relaxing oceanfront home overlooking Kaneohe Bay
Take in the expansive ocean views and relax in this 3 bedroom, 1 bathroom downstairs unit just steps from the ocean! The unit is fully furnished, includes a full kitchenette with a 2 burner induction cooktop, a countertop convection oven (can cook up to a 20 lb...
2 Bedroom ocean view suite balcony in resort southernmost tip of Kauai, Hawaii
THE POINT AT POIPU, a Hilton Vacation Club, a spacious two-bedroom, two-bathroom ocean view suite with a balcony and/or patio. This suite offers a generous living room with a sleeper sofa, television, and a dining table. Features a fully equipped kitchen as well as a...