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.
Splendid Condo w/Pool Views, Lanai, Free WiFi, Shared Pool, Hot Tub, & Gas Grill
Makahuena 2202Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!' Welcome to your modern getaway! This freshly updated condo underwent a full renovation in 2025, featuring completely...
Deluxe Condo with Recreation Deck View, Free parking & WiFi by Koko Resort Vacation Rentals
Family-Friendly Waikiki Condo – 1 Block from Beach, Pool, & Free Parking! The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Perfect for families...
Ground-floor zen studio with garden-view lanai, AC, beachside pool/hot tub
Islander on the Beach 171Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
Wailea Ekahi 9A | Hot tub | Pool | Sunset Views
Welcome to Wailea Ekahi 9A, a charming vacation rental nestled in the heart of Wailea. This meticulously maintained one-bedroom, one-bathroom condo offers a perfect blend of comfort, style, and convenience, making it an ideal retreat for couples or small families...
Stunning ground floor condo with ocean-view lanai - steps to the beach
Islander on the Beach 164Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate oceanfront living at its finest in this stunning condo located in Kapaa, HI. Just...
OCEANFRONT*Deluxe Ocean View NEAR Sugar Beach!
Indulge in the serenity of this picturesque gem! Embrace the enchantment of a mesmerizing full-on ocean view coupled with a charming partial mountain view in this delightful, 559 square foot condo. Your beautifully tiled lanai invites you to soak in the scenery,...
Tranquil Island Escape | Walk to Kehena Beach | Washer & dryer, WiFi
Tranquil Island Escape at Kehena BeachOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A tranquil and tropical retreat awaits at this stylish two-bedroom, two-bath home, boasting a...
Top-floor oceanfront condo with AC, water views, & pool access - steps to beach
Menehune Shores 626Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'We donate 10% of our rental proceeds to the Pacific Whale Foundation, supporting victims of the Maui...
Turtle Beachfront, snorkeling, free parking, wash-dryer in unit, Air Condition.
Legal Short Term Rental: NUC No. 90/TVU-0017 | TMK 1530080020018. Newly remodeled kitchen and bath in this condo with an ocean view and located on a beautiful beachfront that has the best snorkel and swimming beach protected by a reef, with lawn like carpet and a Sandy...
This premier 11th-floor offering brings together one of our most sought-after 2BR royal oceanfront suites with a luxuriously upgraded 3BR neighboring oceanview suite to provide an unmatched top-floor pairing boasting breathtaking vistas of the Pacific Ocean. For a...
Kahana Reef 117 Renovated OceanFront 1BD w Ocean Views
Kahana Reef 117 Freshly Renovated OceanFront Ground Floor with Epic Ocean Views & Sunsets FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca...
Renovated City Suite at Ilikai Steps to the Beach & Short Walk to Restaurants
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE:Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony access for this...
Upgraded 1BR Condo Ocean View - Sleeps 6
Hello and thank you for taking the time to visit our listing. We tried to create a home away from home for you in lovely Waikiki.This unit is on the south east corner of the 14th floor (Tower I). Corner units are larger (10%) than middle units in the Banyan. The kitchen...
Spacious corner oceanfront 6thFL island getaway in Kahana!
Discover your tropical paradise in this stunning 1 bed/1 bath Hawaiian-themed condo! Slip into bliss on the luxurious California King bed, promising you the sleep of your dreams. Enjoy movie nights on the wall-mounted TV or step out onto your private lanai, where...
Your Island Sanctuary: Spacious Ground-Floor Condo at Wailea Elua #2201
Wailea Elua #2201 – Spacious Island Comfort with Partial Ocean ViewsWelcome to Wailea Elua Village #2201, a beautifully upgraded ground-floor condo nestled within one of Wailea’s most exclusive beachfront communities. This spacious two-bedroom, two-bathroom retreat...
Ko Olina Kai 1065E: Elegant 3BR with Luxury Lanai, Near Lagoons & Golf
Welcome to Ko Olina Kai 1065E — Your Relaxed Island Retreat in Kapolei, HI Tucked within Ko Olina’s prestigious gated resort community, Ko Olina Kai 1065E offers 1,427 sq ft of light-filled, coastal-inspired living. With 3 bedrooms, 2 baths, and seamless indoor–outdoor...
Beautifully appointed ground-floor Kaanapali condo
Kaanapali Shores 104 is a ground-floor, 2-bedroom, 2-bathroom condo with central air conditioning that can accommodate up to 6 guests. Ocean views abound and the beach is only 50 steps from your lanai. Inside, an open-concept layout and Hawaiian-inspired decor with a...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠𝐌𝐞𝐢𝐥𝐢 GorgeousBeachfront KoOlina Resort+Amenities.STUDIO unit
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this stylish 𝐒𝐭𝐮𝐝𝐢𝐨 𝐒𝐮𝐢𝐭𝐞 at the stunning 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛, 𝐎ʻ𝐚𝐡𝐮’𝐬 𝐩𝐫𝐞𝐦𝐢𝐞𝐫 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅 𝐬𝐞𝐥𝐞𝐜𝐭 7-𝐧𝐢𝐠𝐡𝐭 𝐬𝐭𝐚𝐲𝐬)...
Ocean View Studio Steps to Beach - Pool, Spa & Pickleball - Free parking & Wi-Fi
SPECTACULAR OCEAN VIEW! FREE PARKING!Come enjoy this 2nd story condo with its direct ocean view. Feel the gentle ocean breezes and watch the waves as they rush across the reef to the sandy beach and shore.This gorgeous studio is across from the 'Humpback Whale Marine...
Ocean Views, High Floor, AC, W/D, Wi-Fi and parking!
Chateau Waikiki #2910 – 411 Hobron Ln(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Beautiful ocean views and more from this 29th floor condo with 540 interior sf plus lanai/balcony, all on a quiet street away from the noise and crowds! Close to...
Maui Sunset B409 1 bedroom, 2 bath with ocean views!
Renovated one bedroom, two bath ocean view fourth floor condo. Stainless steel kitchen appliances. Air conditioning in living room and bedroom. Condo has a queen size bed and a sofa sleeper. Remodeled bathrooms feature tiled showers, no tub. Good walking, windsurfing,...
Steps To The Sand Ground level Makani A Kai A1
This ground floor level beach front condo offers direct beach access from the complex grounds with views of the breathtaking Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. Enjoy your private lanai and small grassy area overlooking the...
Beautiful townhome with 2 pools— 5 min from the beach!
The ultimate getaway! Located in between the beautiful Makaha mountains, this newly renovated (2) bedroom / (1) bathroom condo is an oasis in itself. The community is tranquil at all times, peacocks roaming, and gated with 24-hour security. The community features...
Modern Elegance with plush comfort & style await you...
Legally permitted rentalPalms 5251850 Ala Moana Blvd 525⚕⚕For your health and safety⚕⚕ We utilize additional Sterilization procedures between reservations.🏝Escape to your private Paradise at Palms Waikiki🌡A modern City View studio retreat in the heat & heart of...
1 Block from World-Famous Waikiki Beach in the Heart of Waikiki! FREE Parking
Ni'ihau Apartments #802 – 247 Beach WalkUnpack, you've arrived! Time to relax, explore – or do it all! FREE Wi-Fi and parking at nearby lot; secured building/elevator. Located in the newly revitalized area of Waikiki, you're just steps to great dining, shopping and...
Waikiki 1 Bedroom Queen Suite 27th Floor Sleeps 4
A modern one bedroom condo on the 27th floor in the heart of Waikiki. The Pacific Ocean, Waikiki and Mountain views are enough to delight during the day but just wait until sunset for spectacular! Plus the rooftop pool & sundeck are ready and waiting for you as our...
Chic Condo steps from White Sandy Beach Fast Wi-Fi
Summary:🌴 Prime Location – 5-min stroll to Charley Young Beach🏊 Resort-Style Living – Pool, hot tub, BBQ & tennis courts🛏️ Ultimate Comfort – King bed + memory foam sofa bed🍹 Private Lanai – Sip cocktails with lush garden views🍽️ Chef’s Kitchen – Fully equipped for...
Sugar Beach Resort Condo w/ Shared Grill, Ocean View-Beaches and Beyond
Sugar Beach Resort 213Our 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...
Classic island condo w/ partial ocean view, & shared hot tub & pool
Kona Bali Kai #366Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Need to cool off during your island adventure? This condo is fully equipped with ceiling fans to ensure that every...
AC l Resort Amenities l Spacious & Comfortable l vrKVR
Spacious Kona Coast Condo | Golf Views, Resort Amenities & Lanai LivingDiscover the perfect Hawaiian escape in this beautifully appointed 1-bedroom, 1-bath condo offering over 1,100 sq. ft. of coastal-inspired living. Set alongside the Kona Country Club Golf Course,...
Hale Kamaole 173 Ground floor condo, easy access to best beach on Maui!
Nice one bedroom, one bath condo with ocean view as well as a full view of the West Maui Mountains from the lanai.Comfortable furniture. Queen bed in bedroom with queen hide- a- bed in living room. Very nice upgraded kitchen as well as upgraded bath with custom tiled...
Studio in beachfront property with lanai, outdoor pool & BBQ area
Kapa'a Sands 18Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The perfect little Kauai getaway spot! This ocean view studio is located on the ground floor of an oceanfront property....
Surfer's Dream Condo w/ Full Kitchen - Free Wifi, Sleeps 4
Legally permitted rental - 2551 Cartwright Rd. #301** For your health and safety, we utilize additional Sterilization procedures between reservations.This 1 bedroom cabana style surfer's retreat with full kitchen is perfect for couples.With a Queen bed in the bedroom...
Central Waikiki 16th Floor Corner studio w/ Kitchen, free parking & pool
Waikiki studio, Located on the 16th floor of the Marine Surf apartment 1601 Offers FREE parking and is a corner unit with complete kitchen and full bathroom - swimming pool and laundry available on site
Turtles, Swim Beachfront Ocean view, Air condition, Wash-dryer in unit, parking
Legal Short Term Rental: NUC No. 90/TVU-0017 | TMK 1530080020018. This Unique and private beachfront condo with turtles everywhere and its a perfect swimming beach. Come enjoy the newly remodeled oceanview unit that has a wonderful ocean crossbreeze from the trade winds...
Kaanapali Alii 3432 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 343, a beautifully designed platinum-rated condo that invites you to gather and soak in stunning ocean views framed by swaying palms. This...
Spacious Studio at Ka'anapali Shores Beachfront Resort
Aston Kaanapali Shores resort will charge USD 9.95 per day for self-parking, and $10 per day if you want to use Gym.Surf all day or explore in town, then come home for maximum relaxation at this spacious studio condo in the legendary Kaanapali Shores waterfront resort....
KKSR#36 Spacious, 3 BED Townhome, Sleeps 8!!! AIR Conditioning!!!!
Townhouse living at it's finest! 3 bedroom property at an AMAZING value. SLEEPS 8!!! Newly Remodeled Bathrooms in 2024 with Walk in Showers in Both! Air Conditioning Split Units Installed Throughout Entire unit, all bedrooms, and living room.Upgraded appliances,...
Ground floor beachfront escape at Maalaea
Hono Kai A3 is a charming ground-floor, 1-bedroom, 1-bathroom condo that features a window A/C in the bedroom and ceiling fans throughout for added comfort. Unit A3 can accommodate up to 4 guests. The bedroom boasts a queen-size bed and a queen-size sofa sleeper in the...
Pono Kai A-201 Air conditioned, Oceanfront Condo on the Coconut Coast
Enjoy beautiful sunrises at this completely remodeled air-conditioned condo centrally located on the Coconut Coast of Kauai’s East Side. This oceanfront two bedroom condo is in close proximity to many activities, shopping and dining. Take romantic walks along the white...
Plantation Hale Suites G5, King Bed, AC, Near Ocean, Shops & Restaurants
Plantation Hale Suites Unit G5, Kapaa, Central Kauai Vacation Rental near the Coconut Market Place. Ground Floor, Upgraded Split System Air Conditioned Unit throughout unit! Engineered hardwood flooring in the living room and bedroom. Accommodates up to 3 guests,...
Alii Villas#340 Gorgeous Top floor Condo, Ocean Views, Nice Updates!
This top floor Alii Villas condo, Unit #340, has NEW owners and a NEW look. It welcomes visitors with a bright, clean, open air floor plan that boasts a large lanai facing the ocean. Watch the beautiful western evening sky from your balcony or join other guests, as they...
Wailea Ekolu 1703 is a stunning one-bedroom, two-bath ocean view vacation rental on the beautiful island of Maui that comfortably sleeps up to four guests. As you step into this spacious rental, you\'ll immediately be greeted by breathtaking views of the shimmering...
Waikiki Ocean & Yacht Harbor Views! Short Walk to Beach, Shops & restaurants!
Ilikai Marina #988 – 1765 Ala Moana Blvd.You'll love this condo's tropical décor and the sweeping panoramic views of the ocean, yacht harbor and Magic Island, not to mention the beautiful sunsets!CONSTRUCTION NOTICE: Due to emergency building exterior spalling repairs,...
Ilikai Hotel - Perfect Waikiki Getaway, Waikiki Oasis! Minutes to Beach!
Stylish and modern, you've found your perfect Hawaiian getaway! This condo is located on the 6th floor of the Ilikai Hotel.The condo can comfortably sleep 4, with a queen bed and sofa sleeper in the living area. The newly renovated kitchen is open, furnished and...
Kihei Akahi D414 1br/1ba garden view condo at Short walk to beaches, shops
**PLEASE NOTE: NEIGBORING UNIT D616 WILL BE UNDERGOING RENOVATION FROM 01/05/26 - 03/20/26. EXPECT NOISE**Enjoy Ocean Views from this one-bedroom Ocean View Condo. This unit sleeps four (4) people with a king bed in the bedroom and a sofa bed in the living room. The...
Come and enjoy staying in a remodeled Sugarcane Plantation-Style house in the quaint town of Papa’aloa. This is a great (basic accommodation) home base and an opportunity for adventurous travelers. This home is off the beaten path, away from tourist areas, in a local...
🌴Beautiful condo located at higher elevations, Expansive Ocean Views🌴
Enjoy expansive ocean views from the lanai of this beautifully renovated two-bedroom condo set on the second story at Kona Coffee Villas. The condo community of mostly local residents is set at a comfortably cool 1,500foot elevation, a 15-minute drive from the beaches...
Haleakala Shores A403: Spacious 2-Bed/2-Bath Condo with Mountain and Water Views
Haleakala Shores A403 offers a great location with peeks of the water and West Maui mountains. This 2-bedroom/2-bath condo is perfect for families or couples traveling together. It's spacious, open, and inviting with vaulted ceilings. Enjoy dining or your favorite...
Incredible OCEANFRONT condo with a view of Molokai! Royal Kahana 309
Royal Kahana Resort- beautiful, 1 bedroom 1 bathroom with spectacular ocean and island views!Pool and BBQ areaFitness RoomShuffleboard and ping pongACWalking distance to restaurants and stores*Effective January 1, 2024, guest parking at Royal Kahana will be $18.00 per...